32792 Zip Code FL Real Estate, Homes with Pool for Sale

3 Beds ⋅ 2 Baths ⋅ Harbour Ridge SubDv. ⋅ 32792 Zip Code

Nestled in one of Winter Park’s peaceful neighborhoods with *NO HOA*, this meticulously upgraded 3 bedrooms, 2 bath pool home plus 2 versatile bonus rooms, perfectly blends modern comfort, sustainable living, and timeless charm. With two vacant city-owned lots directly to the west, the property enjoys uninterrupted golden sunset views that fill the home with natural light. The exterior showcases a thoughtfully refreshed soft grey paint complemented by elegant slate ledgestone accents on both the front and rear, reflecting true pride of ownership. A sleek, durable **METAL ROOF** installed in 2022 enhances curb appeal while offering long-lasting protection, and a full **wraparound PVC privacy fence** enclosing the property. The main living area boasts tile floors flowing seamlessly throughout the family room, dining and leading into a kitchen that serves as the heart of the home. Granite countertops, custom wood cabinets, stainless steel appliances come together in a space that’s both stylish and highly functional. A Bright Bonus Room off the Family Room, is the perfect space for entertainment or casual retreat. Smart upgrades like a Nest thermostat and programmable KASA light switches allow for effortless, energy efficient control of your environment. The spacious primary suite boats an updated bathroom and connects through French doors to a versatile bonus room, ideal as a home office, nursery, or private retreat, featuring its own closet and a wall-mounted AC unit for personalized comfort. The two additional bedrooms share a full modern bathroom featuring a bathtub. This home is packed with features designed for sustainable, efficient living. Energy saving windows were installed in 2016, while a new HVAC system and upgraded ductwork in 2021 ensure year-round comfort. Twenty-two owned LG solar panels, added in 2022 (owned and fully paid), reduce energy bills to an average of around $30/month and also provide eco-friendly pool heating. Two additional panels with Enphase inverters are included for future expansion. A tankless water heater adds even more efficiency, providing endless hot water on demand while saving on energy costs. A 2023 installed whole house water softener and a generator ready plug wired into the electrical panel offers backup power when needed. Additional smart home conveniences include eight hard-wired surveillance camera ports and full home lighting and climate automation. Plus, this home is completely smoke-free and pet-free. Step outside to your private backyard retreat. A full landscape redesign, paired with a three-zone irrigation system, creates a lush, easy-to-maintain setting. The oversized screened pool enclosure (2022) includes a high-performance super gutter and 400 feet of integrated LED lighting, perfect for evening swims and lively gatherings. Enjoy outdoor living to the fullest with a solar heated pool and shower, a 10x12 gazebo, a 5x7 barbecue gazebo, and a large wooden playground complete with overhead canopy support beams. Fruit lovers will appreciate the mature avocado, apple, mandarin, orange, and pineapple trees! Lovingly transformed over the years, this one-of-a-kind home is a rare find where modern upgrades meet everyday comfort. Listing Price based on a recent professional appraisal, this is your chance to own a truly exceptional property in a quiet, sought-after Winter Park neighborhood. Come experience the lifestyle you’ve been waiting for!

2832 Buccaneer Drive, Winter Park

$750,000

5 Beds ⋅ 3 Baths ⋅ Lake Ann Estates Unit 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and bathrooms to the right. The kitchen highlights beautiful cabinets, granite counter tops and an eat-in dining space. The family room features a wood burning fireplace providing a warm and cozy space for relaxation. This split floor plan home offers four additional bedrooms and two bathrooms with a privacy door to separate the bedrooms from the living areas. Enhancing the home’s appeal are two bonus areas: a sitting room overlooking the lanai and pool and an adjacent room ideal for a billiard or rec room with wet bar and counter seating. The oversized pool and screened lanai is perfect for entertaining guests. The front, back and side yards are all generous in size. Two car attached garage, 1 car detached garage and additional outdoor covered parking with electric access. Upgrades include hot water heater 2025, electric panel 2024, pool equipment 2024, exterior & interior paint 2024, new luxury vinyl flooring 2024, new lighting and fans 2024. Located in the well-established community of Lake Ann Estates. Don’t miss out! Call today to schedule your showing.

103 Longhorn Road, Winter Park

$421,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Spectacular pool home in the Winter Park Pines on a corner lot with a side entry 2 car garage. Roof replaced in 2018. This 3 bedroom 2 bath home is a blank canvas just waiting to be customized to your particular taste. Pool has gunite with diamond brite finish. The particular location of this home could be perfect for raising a family and pets. Breakfast bar in kitchen. Sliding glass doors in the family room leads to the screened patio and the pool area as well as another set of sliding glass doors in the primary bedroom that opens to the pool area. Pocket doors between living room and family room. Front door also has a glass storm door. Sprinker system on well. Room measurements are approximate. Buyer to verify all schools and room measurements. Pool light and pool heater not working. Pool equipment at the home, washer and dryer and 2nd refrigerator in garage is included.

2817 Fitzooth Drive, Winter Park

$1,010,000

5 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully designed executive pool home with private in-law quarters, nestled on an oversized corner lot in the gated community of Bear Gully Pointe in Winter Park. Thoughtfully crafted with architectural elegance, this residence features timeless details including plantation shutters, crown molding, and hardwood flooring throughout the first floor. Step inside and be greeted by soaring ceilings, a sweeping circular staircase, and expansive views of the screened lanai and sparkling pool and spa. The bright, open layout includes a spacious first-floor primary suite with a sitting area, spa-like bath, and a custom walk-in closet, as well as a second bedroom conveniently located on the main level. Upstairs you’ll find two additional bedrooms, two full bathrooms, and a versatile loft. Ideal for multi-generational living or guest privacy, the detached in-law suite offers its own living space, full bath, and private access from across the pool. At the heart of the home is a gourmet kitchen equipped with granite countertops, stainless steel appliances, gas cooktop, double ovens, center island, butler’s pantry, oversized walk-in pantry, and a cozy breakfast nook—perfect for entertaining. Additional features include a generous laundry room with washer and dryer, a spacious 3-car side-entry garage with epoxy floors, gas water heater, circular front drive, extended side driveway, and beautifully manicured landscaping. Bear Gully Pointe offers community tennis courts and a playground, all just minutes from Trinity Prep, major highways, UCF, and Orlando International Airport. This is Florida living at its finest.

2880 Old Castle Drive, Winter Park

$150,000

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 6 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Great investment opportunity for contractors & handymen!! Location, Location, Location. FOREIGN SELLER! FIRE DAMAGD IN KITCHEN AREA!! PRICE REFLECTS CURRENT CONDITION!!! 2 bedroom, 2.5 bath townhouse located off of Goldenrod Road, just south of University Ave located in the sought after community of Hidden Oaks!. Living and dining room combination, half bath, large kitchen with dine in area. Fenced in private patio. WATER HEATER REPLACED IN 2020 AND AC REPLACED IN 2022!! REMEDIATION & CHEMICAL CLEANING IS CURRENTLY BEING DONE THROUGHOUT THE UNIT. ALL INSULATION AND DRYWALL ARE CURRENTLY BEING REPLACED. UNIT IS BEING SOLD AS-IS AND ALL INTERIOR WALLS WILL BE READY FOR TEXTURE & PAINTING AFTER ALL WALLS ARE CLOSED & REMEDIATION IS COMPLETED. Community pool and playground. Close to UCF, Full Sail, Valencia and Rollins College. HOA fee includes water and trash pickup. all located on the main floor. Currently zoned for sought after WP High School. Plenty of shopping.

3318 Amber Wood Way Unit 100, Winter Park

$270,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry. Beautiful tile flooring, freshly painted interior, large closets with stylish closet doors. The thoughtfully designed layout includes 2 bedrooms, 2 full bathrooms, and a versatile BONUS room—ideal as a home office, guest space, or cozy den.Enjoy your morning coffee or unwind in the evening on the large screened-in patio overlooking the newly fenced backyard. Many Recent upgrades offer peace of mind: Replumbed in 2022, Water heater replaced in 2021, TRANE A/C system (installed 8 years ago) with advanced humidity control panel for year-round comfort. In addition, the Windward Square offers a resort-style lifestyle with two sparkling pools, a kiddie pool, tennis courts, shuffleboard, and a playground—all for a remarkably low HOA fee of just $95 per month. You’ll also appreciate the convenience of three private parking spaces directly in front, plus ample guest parking throughout the community. Ideally located just off SR 436 and Howell Branch Road, this home is minutes from shopping, dining, major highways, and top-rated schools. Whether you’re a first-time homebuyer, downsizing, or seeking a prime investment opportunity, this move-in ready gem is not to be missed. Schedule your private showing today and discover why this home stands out!

2426 Windward Way, Winter Park

$518,000

4 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully remodeled 4BD/2BA home, featuring tons of updates, energy-efficient systems, and a desirable split floor plan. Enjoy new Luxury LVP flooring throughout the entire residence and ceramic tile in the bathrooms. Upon entry, you’re greeted by a spacious living room that flows seamlessly into a thoughtfully expanded kitchen, complete with custom Schuler cabinets, quartz countertops, a quartz backsplash, Frigidaire Gallery appliances, a 33” undermount sink, a reverse osmosis system, and a hot/cold glass rinser. The kitchen also features a large walk-in pantry with a built-in countertop and a breakfast nook with bench seating and storage—perfect for casual dining and added functionality. Just off the kitchen, the cozy family room provides the perfect space for relaxing or entertaining. The split layout offers three bedrooms on one side and a private primary suite on the other, complete with a bonus room, ideal for a nursery, home office, or flexible space. Both the primary and guest bathrooms were fully remodeled in 2022. Step outside to enjoy a screened-in pool and fenced yard—ideal for year-round outdoor living. Major upgrades include a newer roof (2019), new windows (2022), new Carrier A/C system and ductwork (2024), refreshed attic insulation, a whole-home surge protector, solar panels (2022), a solar pool heater (2023), a water purification system, and more. Located in a top-rated Seminole County school district, this move-in-ready home offers the perfect blend of comfort, and functionality. A true lifestyle upgrade!

1360 Gladiolas Drive, Winter Park

$749,000

4 Beds ⋅ 2 Baths ⋅ Brookshire Heights 4th Add SubDv. ⋅ 32792 Zip Code

Nestled in the heart of sought-after Winter Park, this beautifully updated 4-bedroom, 2-bathroom home offers 2,509 square feet of versatile living space designed for comfort, functionality, and style. Perfect for families or anyone needing room to grow, the home features multiple living areas including a formal living room with a bay window and elegant shutters, a cozy family room, a bright sunroom, and an office space—ideal for remote work or study. The heart of the home is the spacious kitchen, featuring light cabinetry, stainless steel appliances, double ovens, ample storage, and a convenient breakfast bar overlooking the sunroom, which also offers space for casual dining. Enjoy a private retreat in the split floorplan primary suite, complete with generous walk-in closets, dual sinks, and a walk-in shower. Beautiful white oak flooring runs throughout much of the home, adding warmth and sophistication. Step outside to a lushly landscaped backyard with plenty of space to add a pool—your personal outdoor oasis awaits. Huge storage space above the garage. Key updates include a new roof (2018), new electrical panels, AC (2018), Nest thermostat, new irrigation well, paver driveway, and fresh interior/exterior paint (2022)—all ensuring peace of mind and energy efficiency. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High schools. With easy access to Winter Park’s iconic Park Avenue and nearby Baldwin Park, you’ll enjoy premier shopping, dining, and entertainment just minutes from your doorstep. Don’t miss the opportunity to own this move-in-ready gem in one of Winter Park’s most desirable neighborhoods!

627 Darcey Drive, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code

Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter Park Nestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions. This home features 3 spacious bedrooms and 2 bathrooms, with a screened-in in-ground pool—ideal for enjoying Florida's sunny weather. Relax by the cozy fireplace or take advantage of recent upgrades, including a new roof (2021) and electric water heater (2023). Other highlights include a 2-car garage and plenty of space for family living. The property is also easily accessible, with quick access to major highways, including I-4. Distance to key locations: Downtown Orlando: 10 miles Orlando International Airport (MCO): 14 miles Walt Disney World Resort: 15 miles Universal Studios Orlando: 11 miles Daytona Beach: 56 miles Cocoa Beach: 60 miles University of Central Florida (UCF): 11 miles Seminole State College (Sanford/Lake Mary Campus): 15 miles Living in Winter Park means enjoying easy access to local parks, lakes, and outdoor activities, all while being close to key transportation routes. Don’t miss the opportunity to make this charming home your own—schedule your private showing today!

5575 Garden Grove Circle, Winter Park

$200,000

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Beautifully Updated 2BR/2BA Winter Park Townhome that is move-In Ready for a homeowners or investors. Rare opportunity to own a well-maintained 2-story townhome in a desirable Winter Park community. This spacious unit features 2 large bedrooms and 2 full bathrooms, an open floor plan, and numerous recent updates. Downstairs boasts ceramic tile and premium luxury vinyl flooring. The kitchen and bathrooms have been thoughtfully renovated with modern finishes. Enjoy outdoor living on the private screened patio, with the community pool located just steps away. The home features: Indoor laundry, Roof replaced in 2022, HVAC replaced in 2017, Concrete block construction, Abundant storage space and a Pet-friendly community. Low monthly HOA covers exterior maintenance, roof, building insurance, water, trash, pool, and grounds care. Conveniently located near Full Sail University, Valencia College, and UCF, with quick access to 417, 429, and I-4.

4952 Tangerine Ave Unit 4952, Winter Park

$250,000

3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code

Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable Villas of Casselberry community. This zero-lot-line property offers low-maintenance living with the privacy of a single-family home. Featuring a functional layout and a 1-car garage, rear patio and outside storage. This starter home is perfect for first-time buyers, or as an investment. Enjoy easy access to top Seminole County schools and local Orlando area attractions — just minutes from UCF, Full Sail University, OIA, and the vibrant shopping and dining scene along Winter Park’s iconic Park Avenue. Whether you're commuting for work or exploring the best of Central Florida, this home puts you right in the heart of it all.

1827 Blaine Terrace, Winter Park

$286,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 Rep Of Pt Of Blk 14 SubDv. ⋅ 32792 Zip Code

Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects cosmetic updates needed, including fresh paint, new flooring, and bathroom remodels—perfect for adding your personal touch or boosting resale value. No HOA! This property offers huge potential whether you're looking to invest, flip, or make it your dream home. Schedule your showing today!

1670 Clematis Lane, Winter Park

$1,180,000

4 Beds ⋅ 5 Baths ⋅ Bear Gully Pointe SubDv. ⋅ 32792 Zip Code

A rare opportunity to own this beautiful pool home in Winter Park at Bear Gully Pointe, a gated community located on a spring fed 137-acre Lake. This perfect 3-way split floor plan with pool views has an open fireplace to enjoy the mornings & evenings. The conservation area in back makes a very private pool & patio area. Expect to be impressed when entering the home with expansive ceilings, open floor plan, and a beautiful gas fireplace in the family room. A very large kitchen with granite counter tops, Jenn Air appliances, lots of cabinet space, breakfast bar & large pantry. Wood floors and tile throughout the home. This home is perfect for entertaining boasting large open floor plan, lots of natural light and soaring ceilings. Beautiful wrought iron staircase to upstairs bedrooms and office that could be a 5th bedroom. The primary bedroom is on the first floor and one of the bedrooms upstairs has a balcony overlooking the pool and patio with sitting area; a perfect place to enjoy your morning coffee or reading your favorite book. This home has tons of extra storage space and a 3-car garage, tile roof and has recently been re-plumbed. Home is just over 4000 sq ft and sits on almost 1/2 acre. Close to restaurants, shopping, Trinity Prep, Park Avenue, 417, UCF and easy access to Orlando International Airport. Call for your private tour today!

4052 Gilder Rose Place, Winter Park

$177,000

2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

MOTIVATED SELLER. Welcome to this cozy and well-maintained condo with a townhome feel nestled in the desirable community of Winter Park. Offering 1,393 square feet of comfortable living space, this 2-bedroom, 1.5-bathroom home features an open-concept layout that creates a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly together, enhanced by Vinyl wood flooring throughout the first floor and windows that bring in plenty of natural light. The thoughtfully designed kitchen includes ample cabinet space and opens to the main living area, making it ideal for both entertaining and everyday living. Upstairs, you'll find two generously sized bedrooms and a full bathroom, while a convenient half-bath is located on the main floor. This home also features an inside laundry area and plenty of storage throughout, offering practical convenience and functionality. Step outside to enjoy a screened-in patio overlooking a private, fenced-in backyard—perfect for morning coffee, relaxing evenings, or hosting friends. A covered carport adds protection and ease, while the location puts you just minutes from shopping, dining, and all the charm of Winter Park. Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting.

7466 Canford Court Unit 25, Winter Park

$386,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code

Large Pool Home in Winter Park. The home offers a large foyer and living room upon entering the home. You then enter into the dining room, dinette, and kitchen, and a nice sliding door that leads you into a very large screened-in pool, great for families and entertaining. The bedrooms are a split plan. The garage is a two-car garage that offers a space for the washer and dryer. The Roof was Installed in 2022. This home has great bones and needs some TLC.

2009 Nottingdale Lane, Winter Park

$242,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Accepting Back-Up Offers/Charming 2-Story Condo in the Heart of Winter Park Located in the highly sought-after city of Winter Park, this beautifully maintained 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, convenience, and community living. Along with a dedicated covered carport parking space. Just minutes from Park Avenue, top-rated shopping, and dining destinations, this home puts you at the center of it all. Step inside to a bright and open-concept living area that seamlessly connects the kitchen, dining, and living rooms—ideal for both relaxing and entertaining. The spacious back patio extends your living space outdoors, providing a private oasis for weekend gatherings or quiet evenings. Upstairs, you'll find two generously sized bedrooms, including a primary suite with dual closets for ample storage. The full bathroom is thoughtfully laid out, with a half-bath conveniently located on the main floor. Enjoy resort-style amenities in this well-maintained community, featuring multiple pools, tennis courts, sidewalk-lined courtyards, a fitness center, and a welcoming clubhouse. Whether you're a first-time buyer, downsizing, or looking for a smart investment in one of Central Florida’s most desirable neighborhoods, this home is a must-see! HOA FEE INCLUDES: Maintenance Grounds, Pest Control, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water

200 Saint Andrews Boulevard Unit 3002, Winter Park

$192,000

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

WATCH REAL VIDEO & 3D TOUR! Welcome to 4878 Tangerine Ave, a beautifully MOVE IN READY- NEW ROOF - NEW FLOORS- FRESH PAINT updated 2-bedroom, 2-bathroom condo nestled in the serene and highly desirable Wrenwood Condominiums of Winter Park with Community POOL/GYM and ample parking. Yard maintenance, Roof replacement, Trash, and Water are included in the HOA. Step inside and be greeted by abundant natural light, a spacious open living room, and tasteful updates throughout. The kitchen and bathrooms have been thoughtfully refreshed, while large windows brighten every corner of this inviting space. Step out onto your PRIVATE SCREENED PORCH with extra storage, the perfect spot to unwind with breathtaking views of the expansive, peaceful green space and quiet surroundings. Come view this 2 bed / 2 bath home conveniently located 10mins from Winter Park Downtown Historic District /THE GROVE shopping area 3mins/Rollins College and 5 mins from AdventHealth Winter Pk,, BALDWIN PARK (10mins), UCF (12mins), FULL SAIL university (5mins), the Orlando International Airport (20mins), top-rated restaurants, Winter Park Pines Golf Club, ALDI grocery store(2mins) and with quick access to major highways 408(10mins) and 417(5mins) and freeways—making your daily commute and weekend getaways a breeze. Key Features: • Updated interiors with clean, modern finishes, WOOD KITCHEN cabinets • Large living room ideal for entertaining or relaxing • Private, covered patio with tranquil views • Water, Roof replacement,Yard maintenance, and Trash are included in the HOA • Quiet/private location within a well-kept community • Community swimming pool and ample parking •Zoned in Winter Park High School! This home offers the perfect combination of comfort, convenience, and value—ideal for first-time buyers, downsizers, or anyone seeking low-maintenance living in a prime location. Whether you’re enjoying a peaceful morning on the patio or heading out to explore everything Winter Park has to offer, this home provides the lifestyle you’ve been looking for.

4878 Tangerine Avenue Unit 4878, Winter Park

$130,000

1 Beds ⋅ 1 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Location! Location! Location! This 1 BEDROOM, 1 BATHROOM, beautifully maintained condo offers an ideal living space and an open floor plan perfect for relaxation. Located just minutes from Full Sail University, the University of Central Florida, supermarkets, dining and more. Residents can enjoy access to the COMMUNITY POOL & CLUBHOUSE. Best of all, it is a one-story unit with no neighbors above. Washer and dryer inside the unit. New roof installed in 2022. The community is currently undergoing exterior painting of the buildings. In addition, parking lot paving work is expected to be completed later this year. Don't miss out — schedule your showing today!

4936 Tangerine Avenue Unit 4936, Winter Park

$800,200

4 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Do you have a vision? Do you love Nature? Welcome to this Exceptional Bear Gully Lakefront Retreat – A Rare Blend of Privacy and Natural Beauty! Refurbish the house as it is, or start new on this amazing rare natural Florida lakefront ground. Tucked away on the serene shores of Bear Gully Lake, this one-of-a-kind property presents a rare opportunity to own a true Florida waterfront sanctuary. Set on a private 137-acre lake—renowned as one of the cleanest in the country—this 1.8 acre property currenty has a four-bedroom, 3.5-bathroom pool home. A 464-foot boardwalk walks you from the house through natural Florida landscape, guiding you to the lake and a 28x28 dock complete with a covered power lift—perfect for boating, fishing, paddle-boarding, wakeboarding, or simply relaxing while taking in sweeping lake views. Back at the house, you'll enter through a private courtyard that reveals a tranquil screened pool and spa with cascading waterfalls and an outdoor kitchen this is a true retreat. Step inside the main home to find soaring ceilings, warm wood accents, and spacious living areas ideal for gathering and entertaining. The heart of the home is a generous kitchen featuring unique granite countertops embedded with petrified wood, a breakfast bar, and seamless flow to both the formal dining room and family room with a cozy wood-burning fireplace. The expansive primary suite on the main level is a private haven, offering its own fireplace, walk-in closet, and spa-inspired ensuite bath. Upstairs, a dramatic loft overlooks the main living space, flanked by two bedrooms with a Jack and Jill bath. Separate from the main house, a private fourth bedroom and third full bath provide the perfect setup for an in-law suite, home office, or guest retreat. Ideally located just minutes from SR 417, UCF, Winter Park, and Downtown Orlando, this lakefront home combines everyday convenience with extraordinary living. Homes like this are rarely available—schedule your private showing today and experience the magic of Bear Gully Lake for yourself.

4107 Gabriella Lane, Winter Park

$425,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park

$750,000

4 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code

Beautifully appointed on a premier homesite within the gated enclave of Hawk’s Crest, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. From the moment you step through the front door, soaring ceilings and a gracious foyer welcome you into a world of refined living. The luxurious, all-white kitchen is outfitted with top-of-the-line Café appliances and quartz countertops, ideal for casual family meals and gourmet entertaining. Sunlight pours through oversized windows, illuminating the open-concept floor plan and highlighting the custom stone fireplace in the living room. Just off the living area, the formal dining room showcases a bespoke 63-bottle wine rack set against a striking stone wall, creating a beautiful backdrop for hosting gatherings and entertaining guests. Upstairs, generously proportioned bedrooms offer versatility, while the primary suite presents serene waterfront views, ideal for your morning coffee or evening relaxation. Outside, the community-maintained, landscaped backyard offers beautiful pond views, creating a setting to curate unforgettable memories. Residents of Hawk’s Crest enjoy exclusive resort-style living within a leisurely visit from your front door. Amenities include a resort-style pool, virtual guard gate, clubhouse, fitness center, splash pad, two playgrounds, a dog park and direct access to Lake Howell. Convenience is just a short distance away, with Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee right at the entrance of the neighborhood.

1151 Wildmeadow Run, Winter Park

$410,000

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded stainless steel appliances, and a generous island perfect for entertaining. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, connecting the kitchen to the dining space and into the inviting family room. Step outside to enjoy a covered patio and private backyard area—perfect for relaxing or entertaining guests. A convenient half bath completes the main level. Upstairs, you’ll find three well-appointed bedrooms and two full bathrooms, including a spacious primary suite with elegant tray ceilings. The en-suite primary bathroom offers a spa-like experience with a large walk-in shower, dual vanities, and ample storage space, creating a perfect retreat at the end of the day. Additional highlights include a one-car garage with extra storage, energy-efficient features, and designer finishes throughout. Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park.

2949 Clever Lane, Winter Park

$468,470

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park

$425,000

4 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code

Charming Winter Park Home with Pool on Oversized Lot – No HOA! Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools. This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households. Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling—a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress. With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

7249 Abbey Lane, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 #3055 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit — all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It’s zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park’s shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.

2756 Summerfield Road, Winter Park

$391,250

4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code

JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop and cabinet space with a full set of appliances including a refrigerator, stovetop, convention oven and dishwasher. Master bedroom suite is large with a walk-in closet and private bathroom with a pool door and separate shower. Exterior patio area has a pool with a screened enclosure, plenty of space to entertain the whole family and a fenced backyard which is great for the pets to play as well. If location is everything then this one is PERFECT just minutes from shopping, entertainment, schools, restaurants, hospital and major streets. Please call to schedule today!

1985 Japonica Road, Winter Park

$760,000

4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code

JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "better than new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home’s great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park’s gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly’s Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland’s Preschool Campus are literally right outside the neighborhood gates. This spectacular home – schedule your showing today!

2159 Marsh Sedge Lane, Winter Park

$575,000

4 Beds ⋅ 2 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code

Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a sparkling screened pool, spacious 35 x 13 covered lanai including a summer kitchen with refrigerator, sink and storage cabinets. The heart of the home is the renovated kitchen with quartz counters, breakfast bar, mosaic tile backsplash, pantry, and a large breakfast nook all overlooking the family room with vaulted ceilings and a wood burning fireplace. The primary suite includes a renovated bath with dual sinks, garden tub and large tiled shower. Second bedroom close by, perfect for home office or nursery. Separate living and dining room gives plenty of space for a family. Updates include New windows (2021), AC (2024), Roof (2019), wood flooring, updated plumbing, exterior painted (2019). Easy access to Hwy 417, shopping, restaurants and more!

4353 Steed Terrace, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code

Welcome to your dream home in the heart of Central Florida! This immaculate, move-in ready 3-bedroom, 2-bath pool home is a true gem, nestled in an established neighborhood known for its top-rated schools, friendly community, and unbeatable location. Step inside to find tastefully updated living spaces that blend comfort with modern style. As you enter the foyer, you will find the formal living room to your immediate left. Continue on to find a family/bonus room with built-in cabinetry. The kitchen boasts updated finishes, stainless steel appliances (fridge and dishwasher 2023), and plenty of counter space. The dining room is through the kitchen, and is currently being used as an office, with a great view of the outdoor space. The bedrooms are split, offering a separate owner's suite. The home also features a bright and airy Florida room, perfect for morning coffee or quiet evenings. Step outside to your private backyard oasis with a sparkling pool, perfect for cooling off on warm Florida days or hosting weekend BBQs. Mature landscaping adds both privacy and curb appeal, and there's plenty of space for pets or gardening. Just minutes from downtown Winter Park, with easy access to shopping, dining, and major highways, this home truly has it all. Roof is 4 years old. Brand new Carpet in bedrooms. Schedule your showing today.

3317 Dormer Court, Winter Park

$142,000

1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the spacious feel of an open-concept living and dining area that leads out to a private screened-in patio with a large storage closet. Perfect for all your extra items and a great area for relaxing or entertaining. The large bedroom features dual closets, and a rare in-unit utility closet with a stackable washer/dryer. Not all units have this, so it's an uncommon perk in this community. The updated bathroom adds a sleek, contemporary touch to your daily routine. The NEW ROOF (2024),NEW APPLIANCES ALL (2024), WASHER DRYER (2023), AND HOT WATER HEATER (2024) are also an added comfort. Residents of the community enjoy a resort-style lifestyle with access to two sparkling pools, a well-equipped fitness center, tennis courts, a clubhouse, and lush green landscaping. Ideally situated just minutes from Full Sail University, Rollins College, Park Avenue, and top-rated dining and shopping, plus easy access to 417 and I-4, this location offers the best of Central Florida living with a low-maintenance lifestyle at an affordable price. Schedule your private showing today and start living the easy, vibrant lifestyle you deserve!

130 Lewfield Circle Unit 130, Winter Park

$505,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park

$480,000

4 Beds ⋅ 3 Baths ⋅ Hyde Park SubDv. ⋅ 32792 Zip Code

Back on market due to buyer financing....Welcome to your dream home in the heart of Winter Parks sought after Hyde Park community. Situated at the end of a quiet cul de sac, this charming home offers 4 Bedrooms, 2.5 Baths with 1906 sf of comfort and character.. Step inside to find some fresh interior paint, vaulted ceilings, and a cozy, brick-accented fireplace that creates a warm and inviting atmosphere. Upon entry, you are greeted with cathedral ceilings, an abundance of natural light, and a conveniently located guest bathroom. The open living area is perfect for entertaining or gathering of family and friends. The primary bedroom is located on the first floor for added privacy and features an en-suite bathroom with dual sinks, a garden tub, and a separate shower., and lets not overlook the doors that lead to your outdoor oasis. Upstairs, you'll find a versatile loft space—ideal as a home office, playroom, or additional lounge area—along with three spacious bedrooms and a full bathroom with newly installed flooring. The kitchen and dining area offers ample space, where you'll find lots of cabinets for storage, stainless steel appliances, gas oven, and 2 separate sets of doors that lead to the backyard as well. Step outside to enjoy a large screened-in patio complete with a spacious pool—an essential for those warm Florida days and pesky mosquitos. This space is perfect for entertaining, or relaxing with a glass of wine. The surrounding grassy area, is perfect for your pets and/or gardening. Hyde Park offers fantastic amenities including a tennis court, basketball court, playground, and a community dock with access to Lake Florence. Conveniently located near shops, restaurants, downtown Winter Park, with easy access to the 417 Additional upgrades --- new double-pane windows throughout, new siding on the entire house (2022), and a new roof (2022).

3001 Little Cypress Cove, Winter Park

$689,500

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy wood-burning fireplace. Elegant plantation shutters throughout, adding a touch of sophistication and privacy. Escape to your private primary suite through elegant double doors, boasting a relaxing shower and bathtub, plus a convenient walk-in closet. Enjoy your privacy with the split floor plan. Both guest bedrooms share a bathroom and enjoy their own corner of the house. Outside, your own sparkling pool awaits for endless days of sun-soaked enjoyment, or lounging under the covered brick paver patio. This quarter acre lot allows for plenty of additional yard space around the pool. Upgrades Include: New AC and DUCTWORK (2023), NEW FENCE (2023), NEW PAINT (2023), NEW LANDSCAPING, IRRIGATION, and SOD (2023), NEW APPLIANCES (Dishwasher, Microwave, Refrigerator, Oven, Washer & Dryer) (2022), NEW DISPOSAL (2021), NEW POOL FENCE (2025), & NEW ELECTRICAL PANEL (2019). ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School. With quick access to the Cady Way Trail, and a short walk for Golfers to enjoy the Winter Pines Golf Club, this home has everything you’re looking for. ZONED for High Rated Winter Park Schools: Brookshire, Elementary, Glenridge Middle School, and Winter Park High School.

1129 Golfside Drive, Winter Park

$420,000

3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code

Seize this exceptional opportunity to acquire a remarkable property in the esteemed town of Winter Park. The roof is only 4yrs old, with rain gutters around the entire house! The kitchen is updated, featuring a stone countertop, breakfast bar, and ample natural lighting. The GE refrigerator, dishwasher, and stove top are 2yrs old. The professionally maintained oversized swimming pool adds to the property’s allure. This home has been lovingly cared for and cherished by the same owner since 1972! Additional features include a new vinyl fence, new garage door, updated outdoor electrical box, lawn irrigation, and a wheelchair ramp in the garage. The asking price is a fair reflection of the property’s current condition. Come and get your great deal, then make it your own inside and out.

1604 Nottingham Drive, Winter Park

$300,000

4 Beds ⋅ 4 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

This 4-bedroom, 3.5-bathroom pool home with a 2-car garage is brimming with potential and ready for a complete transformation. Bring your vision and creativity—this property is a true diamond in the rough awaiting its next chapter. The spacious layout offers great bones, a generous floor plan, and endless possibilities for customization. Whether you're an investor, flipper, or handy homeowner, this is your chance to renovate a blank canvas into the home of your dreams. Roof replacement needed. Priced accordingly for a full renovation. Pool and layout offer a solid foundation for something truly special!

1921 Heathwood Drive, Winter Park

$587,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

- NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2 FULLY UPGRADED bathrooms, and the primary ensuite will feature a sleek standalone glass rain shower and a spacious walk in closet with a get-ready station. Out back you will have a 24ft long screened in lanai with a spacious tree lined backyard perfect for family and friends activities. This growing community will also feature an 18-hole amateur golf course, a 2.6mi nature trail and fields for soccer, baseball, football and tennis just a short walk from the home. More importantly, for your peace of mind, all major structural and mechanical systems were replaced in 2025, we paired up these upgrades with a HOME WARRANTY that will be provided to you at closing.

236 N Ranger Boulevard, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code

Discover your dream home in Winter Park! This stunning 3-bedroom, 2-bathroom gem sits on a spacious 1/3-acre lot, offering the perfect blend of comfort, style, and outdoor living. Step inside to an inviting open-concept layout, where natural light floods the living, dining, and kitchen areas, creating an ideal space for entertaining or cozy nights. The modern kitchen boasts sleek appliances and ample counter space, flowing seamlessly into the living area. Retreat to the generous primary suite with its own updated bathroom, while two additional bedrooms provide flexibility for guests, a home office, or growing families. Both bathrooms feature contemporary finishes for a touch of luxury. Outside, paradise awaits! Dive into your private pool, perfect for Florida’s sunny days, or relax on the expansive screened lanai, ideal for al fresco dining or morning coffee or a dip into the jetted hot tub. The fully fenced yard offers privacy and plenty of space for pets, play, or gardening. With a new roof, new HVAC system, and plumbing re-pipe in 2016 this home is as worry-free as it is beautiful. Nestled in vibrant Winter Park, you’re minutes from top-rated schools, charming boutiques, gourmet dining, and scenic parks.

5326 Lanyard Court, Winter Park

$498,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Step into a slice of mid-century magic, your private oasis awaits. On an oversized corner lot with no rear neighbors, this one-of-a-kind mid-century gem is more than just a home, it’s an experience. With classic architectural charm, lush landscaping and thoughtful updates, you’ll feel like you’ve stepped back in time without sacrificing modern-day comforts. Enjoy the tranquility of nature with lush, low maintenance landscaping featuring palms, oaks, gardenia, jasmine, plumeria and more. A raised garden bed offers a taste of the good life, growing pineapple, asparagus, Japanese sweet potatoes and melon, ideal for home chefs and garden lovers alike. The irrigation system, with seven zones (two in use), keeps everything thriving with ease. Whether you're entertaining or simply unwinding, the large 9.5-foot-deep pool, newly refinished with tile and pebble tec for a natural lagoon feel, is the ultimate showstopper. And when you're done with a dip? The outdoor shower adds a beachy, resort-like vibe to your daily routine. Inside, enjoy a newly remodeled kitchen that’s as functional as it is stylish, complete with an immense walk-in pantry and great indoor storage throughout. A dedicated indoor washer/dryer area adds everyday convenience, making laundry feel less like a chore. Recent upgrades include new windows and sliders, updated plumbing and air conditioner (approximately three years old), and a roof in excellent condition (approximately 10 years old). The home’s new back windows and sliders frame views of the serene backyard, making indoor-outdoor living seamless. Outside, you’ll love the fabulous airy covered carport, and the long, shaded driveway provides ample space for guests or multiple vehicles, enhancing function and curb appeal. Families will love the top-rated schools nearby, and commuters will appreciate being just 10 minutes to downtown Winter Park, UCF, and *moments from State Road 417 and major highways. Don’t miss your chance to own this rare, private retreat in an unbeatable location. With its timeless style, modern updates and natural beauty, this home is a one-of-a-kind gem.

808 Denton Road, Winter Park

$1,165,000

5 Beds ⋅ 5 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The thoughtfully designed floor plan features a spacious first-floor primary suite with a spa-like ensuite, including double vanities, a soaking tub, a walk-in shower, and a generous walk-in closet (11x13 ft). A gourmet kitchen with granite counter tops and stainless steel appliances makes meal preparation effortless, while the formal living and dining rooms provide an ideal setting for entertaining. With five versatile bedrooms, there is plenty of space for guest rooms, home offices, a gym, or a library. High ceilings (11 feet) throughout the home enhance the open and airy feel. The laundry room is equipped with a stackable washer and dryer, built-in cabinets, and a sink for added convenience. The outdoor space is an entertainer’s dream, featuring a large screened-in pavered patio, an indoor pool and spa, and a built-in barbecue area perfect for hosting gatherings. A spiral staircase leads to a private balcony off the primary suite, offering a peaceful retreat with beautiful views. This home is also equipped with solar panels (owner owned), providing an energy-efficient solution that helps reduce utility costs while promoting sustainable living. Perfectly positioned between world-famous beaches and major attractions, this home is just minutes from top-rated schools, including UCF, Rollins College, Trinity Prep, and The Master's Academy. It also offers easy access to Orlando International Airport, premier healthcare facilities, and the scenic Seminole Trail. Experience the best of Winter Park living in this exceptional home. Schedule your private showing today.

2832 Bear Island Pointe, Winter Park

$790,000

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and inviting curb appeal. Enter through stately double doors into a home filled with thoughtful details—gleaming hardwood floors, crown molding, chair rail, and classic columns in the living, dining, and family rooms. The functional and spacious kitchen is ready for gatherings large or small, whether it's a festive Thanksgiving dinner or a casual poolside barbecue. A flexible space off the kitchen serves as the perfect spot for a breakfast nook, mudroom, or home office. The primary suite, seamlessly added in 2013, offers a private retreat with its own office/flex space, custom walk-in closet, and French doors opening to the pool area. The luxurious en-suite bath features a pedestal soaking tub, dual vanities, and a large walk-in shower with dual shower heads. Three additional bedrooms are situated on the opposite side of the home, including a secondary primary bedroom with its own en-suite bath—perfect for guests or multigenerational living. Step outside to your private tropical paradise featuring a spacious screened lanai, sparkling pool with sun shelf, fountains, and spa jets—an entertainer’s dream. Located just minutes from the Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, Center for Health and Wellbeing, WP AdventHealth Hospital & ER, and top-rated schools (Brookshire, Glenridge and Winter Park High School) and colleges like Rollins, Full Sail, Valencia, and UCF. Plus, you’ll love the convenience of nearby shops, restaurants, and grocery stores. Less than 10 minutes from Downtown Winter Park shopping and fine dining. This is more than a home—it’s a lifestyle. Come experience it for yourself! ROOF - 2013 HVAC - 2013 ELECTRICAL UPDATES - 2013 PLUMBING - 2022 WATER HEATER - 2022

600 Brechin Drive, Winter Park

$200,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons SubDv. ⋅ 32792 Zip Code

Excellent opportunity in a prime location in Central Florida. This two-bedroom, two-full-bath corner unit is in the Four Seasons Condominiums of Winter Park, just steps from the Cady Way Trail, Showalter Field, Ward Park, the YMCA, medical centers, and shopping. Park Avenue and museums are just minutes away. Four Seasons Condominiums is a 20-acre community located within the Winter Park city limits and in a coveted school district. The community features three swimming pools, tennis courts, shuffleboard courts, laundry facilities, and a library in the clubhouse. THIS IS A MUST-SEE!!!

200 Saint Andrews Boulevard Unit 2306, Winter Park

$423,000

3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code

Built in 2024, this move-in ready 3-bedroom, 2.5-bathroom townhome is located in the gated community of Grayson Square, just a little over 15 minutes from Park Avenue in downtown Winter Park. Designed with a sleek, neutral gray color scheme and modern finishes throughout, the home features an open-concept layout filled with natural light that enhances its bright and airy feel. The main level includes tile flooring throughout, a convenient half bath for guests, and a spacious living and dining area that flows seamlessly into the upgraded kitchen. You'll love the 42" cabinets, quartz countertops, stainless steel appliances, large breakfast bar, and closet-style pantry — perfect for both everyday living and entertaining. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet, dual quartz vanity, and walk-in shower. The hallway loft then leads to two generously sized secondary bedrooms that provide excellent closet space and share a full bathroom just down the hall. A laundry closet with washer and dryer is also conveniently located upstairs. Additional highlights include a 1-car garage, a private covered back patio overlooking a quiet yard area, and plenty of guest parking throughout the community. HOA includes lawn care and internet, and residents enjoy amenities such as a resort-style swimming pool, community mailboxes, and a secure gated entrance. Ideally located with quick access to shopping, dining, and major attractions — approximately 30 minutes to Orlando International Airport, 35 minutes to Universal Orlando, and 40 minutes to Walt Disney World. Don’t miss your chance to own a bright, modern, low-maintenance home in one of Central Florida’s most convenient locations — schedule your showing today!

2812 Bright Bird Lane, Winter Park

$115,000

2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Whether you're looking for a savvy investment or your next personal home, this spacious 2-bedroom, 2.5-bath townhome checks all the boxes. Ideally located near Full Sail University, UCF, and Valencia College, the property offers unbeatable convenience for students, faculty, and commuters alike. Inside, you'll find durable wood-look vinyl flooring throughout the main level and soft carpeting upstairs. The kitchen has been thoughtfully upgraded with solid wood cabinetry and sleek granite countertops, making meal prep a breeze. A convenient washer/dryer combo is tucked away in the downstairs half bath, along with generous storage space. Enjoy the Florida lifestyle with a covered lanai that spans both the lower and upper open deck—perfect for relaxing or entertaining. This well-maintained community offers access to a clubhouse and swimming pool and is just minutes from major roadways like the 408 and 417, plus shopping, dining, and all the essentials.

7336 Daniel Webster Drive Unit 9, Winter Park

$207,518

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Dreams Do Come True! Spectacular Opportunity in Sought-After Cedarwood Village – Winter Park! Welcome to this charming 2-bedroom, 2-bathroom single-story condo tucked away in the peaceful rear section of the community—offering beautiful, tranquil views and a sense of privacy that’s hard to find. With a new roof already in place, the foundation is set for you to bring your personal style and Pinterest dreams to life! Step inside to discover tile flooring throughout, soaring vaulted ceilings in the living room, and a bonus flex space with a storage closet—perfect for a home office, reading nook, or creative studio. This unit is filled with potential and just waiting for your vision. A little updating will go a long way in turning this into your ideal sanctuary. Enjoy 2 private parking spaces right at your doorstep, and take advantage of all that Cedarwood Village has to offer—a sparkling community pool, clubhouse, and beautifully maintained common areas. The HOA includes exterior maintenance and landscaping, giving you more time to focus on what matters most. Located in the heart of Winter Park, you’ll be minutes from top-rated schools, dining, shopping, and everything this vibrant community has to offer. Whether you’re a first-time buyer, investor, or someone looking for a great space to customize, this is an incredible opportunity you don’t want to miss. Schedule your private tour today and imagine the possibilities!

2348 Sun Valley Circle, Winter Park

$749,000

5 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code

Just in time for summer! Here's the trifecta of size, location, and condition that you've been waiting for! This beautiful 5 bedroom, 2 bath, 2 fireplaces, corner lot with a pool home is ready for your family! Come make memories for years to come as this home is large enough to grow in. Beautiful hardwood floors through out main living areas, large tiled Florida room with fireplace overlooking the pool on nearly a third of an acre. A lovely kitchen, suitable for entertaining, with a formal dining and living room on either side with a second fireplace in the living room. Your family will also love having an inside laundry room right off of the 2 car garage. Need lots of storage? No problem! This home has plenty with 3 hall closets, additional closet in the second bathroom, and all of bedrooms have walk in closets! If you need some exercise or want to meet your neighbors, right across the street, is the Winter Park Golf Club where you can walk nine holes or mingle at the new Bonfire restaurant! This house is also zoned for top rated schools, Brookshire Elementary, Glenridge Middle School, and Winter Park High School. All bedrooms have new carpet. Interior and exterior of home has been repainted. Four point system dates are as follows, Roof: 2022, HVAC:2023/2024, Plumbing: 2006, Electrical: 2006, Water heater: Tankless, 2023. All this house needs is you! Come see this beauty today!

2907 Summerfield Road, Winter Park

$468,500

3 Beds ⋅ 2 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code

MULTIPLE OFFERS HAVE BEEN RECEIVED. PLEASE SUBMIT BEST AND FINAL BY 12:00PM TOMORROW, TUESDAY, JULY 22nd. Beautiful home is the sought-after community of Pelican Bay in Winter Park. Pelican Bay only has 48 homes in the community and has a small HOA of $500 a year. This 3- bedroom, 2-bathroom pool home is full of charm, warmth, and love, and ready to move-in. Located on a corner lot as you enter the community. Extra parking pad to the left of the garage. As you walk up the pathway to the front entrance, you see the cozy front seating area to enjoy your mornings or afternoons. As you enter the front door, you'll be in awe of the open space the living room and dining room provides with beautiful high ceilings and spectacular double sided wood burning fireplace that faces the living room and the Florida room. The home has beautiful well-padded high-end carpet everywhere except Kitchen, bathrooms, and Florida room. Split floor plan provides you the comfort and privacy desired. There are 2 bedrooms and a guest bathroom to the left. You can also access the guest bathroom from the second bedroom located at the end of the hallway. Both bedrooms have dual closet doors that cover one closet the length of the wall. The Florida room is quite a spectacular space with windows and a slider for a spectacular pool view. Enjoy your completely fenced backyard. The Florida room is equipped with tile floors, wood-burning fireplace, new windows and slider, bar area with sink, granite counter tops, tons of cabinets for storage, and a wine refrigerator. What a fantastic area to relax and unwind. There is a large kitchen with an island. There are also two sinks on either side of the kitchen. Both sinks have garbage disposals. Newer refrigerator. The kitchen has a dining area that overlooks the atrium. The Atrium is an enclosed private sanctuary on the left side of the home. The laundry closet and double door pantry are also in the kitchen. Washer and Dryer convey. Over-sized garage. The Primary bedroom is a showstopper; The bedroom is huge and has access to the pool. The primary bedroom walk-in closet is a dream that you must see! Bathroom has granite countertops and double vanity in the dressing area with double door mirrors as the second entrance to the amazing walk-in closet. The step-down shower and toilet are in a separate room that overlooks the atrium. Roof with gutters 2011, AC 2005. The 3 sliders throughout the home are new. 200amp General Electric Panel Box with copper wiring. Plumbing PVC/CPVC. Community has lake access to Lake Florence. There is a community dock, picnic tables, and a basketball court for the resident's enjoyment. Can't build on empty lot across the street from the community on Grand Rd. The HOA owns this property. This home is truly remarkable. You will think the same as you take a tour.

3306 Fishermans Cove, Winter Park

$710,000

4 Beds ⋅ 3 Baths ⋅ Annebury SubDv. ⋅ 32792 Zip Code

***MULTIPLE OFFERS RECEVIED! PLEASE SUBMIT HIGHEST & BEST OFFER BEFORE 3PM FRIDAY, 4/18/25!!***This exceptional 4-bedroom, 3-bath pool home with a 3-car garage is perfectly positioned on a spacious corner lot in a charming enclave of just 27 homes. Thoughtfully designed and meticulously maintained, this residence is a true gem you won’t want to miss. Inside, you’ll find plantation shutters throughout, wood flooring in all bedrooms, 5¼” baseboards, and walk-in closets in every bedroom—offering both style and function. The primary suite is a true retreat, featuring a coffered ceiling, sliding glass doors to the lanai and pool, and a spa-inspired bathroom complete with a custom linen closet and large walk-in closet. Upon entry, soaring volume ceilings and an open-concept layout create a bright, airy ambiance. The gourmet kitchen seamlessly connects to the great room and showcases GE Profile stainless steel appliances including a double oven, 42” cabinets, granite countertops, and a custom walk-in pantry—perfect for entertaining. Notable upgrades include: New Roof (2021) AC System (2017) Water Softener (2024) Newer Pool Pump The updated laundry room features new overhead cabinetry and countertops, leading into the expansive 3-car garage with a floored attic for additional storage. Located near top-rated schools, University of Central Florida, SR 417, and just minutes from the airport, downtown Orlando, and the beaches—this home is ideally situated for both comfort and convenience. Don’t miss the opportunity to show this stunning property to your most discerning buyer!

1726 Sarong Place, Winter Park

$82,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Beautiful and well maintained 2 bedroom 2 bath condo. Located close to Full sail University. Stainless Steel appliances. New A/C February 2024. Condo was recently remodeled in October 2023 (all new kitchen - cabinets and appliances, new floors, new vanities in the bathrooms, new light fixtures. Easy access to major roads and highways. Beautiful outdoor area, playground, and pool.

186 Scottsdale Square Unit 186, Winter Park

$1,000,000

5 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

This stunning 4,300+ square foot home is situated in sought after Waters Edge at Hawks Crest in Winter Park - a community known for its upscale charm and exceptional amenities. With 5 bedrooms, 4.5 bathrooms, 3 car garage, and a layout designed for both comfort and style, this home is perfect for modern living and effortless entertaining. Step inside to find a thoughtfully designed floor plan, complete with semi-private guest suite and half bath on the main floor. The heart of this home is the chef's kitchen, featuring stainless steel appliances, quartz countertops, a pantry, large island, and breakfast nook for casual meals. The great room offers soaring ceilings and an automatic window shade, creating a bright, airy space with just the right touch of sophistication. Upstairs, enjoy an expansive loft with wet bar. Just beyond the loft is a den/media room that offers the perfect flex space - it could be a movie theater, workout room, lounge, or even used as a 6th bedroom. The primary suite is a true retreat, featuring a walk-in dressing closet and a spa-inspired bathroom. Practical upgrades include an EV charger and generous storage throughout. Beyond your front door, Waters Edge at Hawks Crest offers resort-style amenities including a clubhouse, sparkling community pool, grilling station, playground, dog park, and dock on Lake Howell - perfect for sunsets, kayaking, or simply enjoying the natural beauty of the community. The community has everything you could want without worrying about any upkeep. Don't miss your opportunity to live in one of the newest and most desirable communities in Winter Park. Schedule your showing today!

2011 Soaring Oak Way, Winter Park

$620,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and new water heater. Situated just minutes from Winter Park Pines Golf Course, Cady Way Trail, tennis and pickleball courts, community pool, parks, shopping, and Winter Park Hospital, it’s also conveniently close to Rollins College and Full Sail University. Located on a quiet, tree-lined street with sidewalks for walking or biking, zoned for highly rated Winter Park schools, and with an optional HOA, this property is a perfect choice for families, professionals, or investors alike.

2855 Lion Heart Road, Winter Park

$460,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Improved Price! Welcome to your private "nest" on Little Wren. Nestled among the trees, this modern masterpiece is located directly next to a wide open green space and also backs to a private wooded area giving you beautiful, natural, unobstructed views. The home's modern architecture style is evident from the moment you approach with its striking front door acting as a key focal point. Featuring 3 bedrooms, 2.5 bathrooms, with an abundance of double pane, low E windows, the open concept floorplan allows you to maximize livable space and entertaining options that fit your lifestyle. The flooring featured on the main floor is luxury vinyl providing ease of use and care. The covered patio, extending the length of the rear property, provides maximium private views of the foliage and is a sanctuary for you to enjoy nature. The kitchen features a designer glass backsplash, 42" cabinetry, with an abundance of storage including large pantry closet, stainless appliances, and granite counters. Upstairs you are greeted by a 'bonus area' that can be your office area with a 'birds nest' view of the greenspace, or quiet area to enjoy a good book! The 3 bedrooms are split - giving ample privacy to all. The laundry area is located upstairs and comes with washer and dryer, plus custom cabinetry that maximize your storage needs. Both upstairs bathrooms feature upgraded granite counters - leaving no detail left out! Finally, the owner's suite is beautiful with its expansive ceilings, large windows, and custom-designed walk-in closet. The Enclave at Hawks Crest is centrally located in Winter Park. The community features a resort style pool, clubhouse, picnic area, parks, and playground. You will love returning home in the evening to your sanctuary among the city! Roof-2019!, HVAC-2019!, Electrical-2019!, Plumbing-2019! Welcome Home.

1628 Little Wren Lane, Winter Park

$195,000

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 08 SubDv. ⋅ 32792 Zip Code

THIS GORGEOUS 2 BED/2.5BATHS MID-CENTURY MODERN ARCHITECTURALLY DESIGNED SINGLE FAMILY HOME IS NEWLY REMODELED AND NESTLED IN WINTER PARK COMMUNITY OF HIDDEN OAKS. THIS ELEGANT HOME FEATURES 1,031 SQ. FT. OF LIVING SPACE, A MODERN SWEDISH KITCHEN FEATURING QUARTZITE COUNTER TOPS WITH FUNCTIONAL DRAWERS, PORCELEN TILE FLOORS. STAINLESS STEELE APPLIANCES INCLUDE RANGE, RANGE HOOD, REFRIGERATOR AND MICROWAVE/CONVECTION OVEN. BEAMED CIELING THAT FLOWS TO THE BEAUTIFUL LAMINANTE WOOD FLOORS. LOVELY DESIGNED MASTER AND QUEST BATHROOMS WITH STAINLESS STEELE FIXTURES AND WOOD LAMINATE CIELING FANS IN MASTER BEDROOM, LIVING ROOM AND FAMILY ROOM. NEWER ROOF. UPDATED PLUMBING, NEW ELECTRICAL UPDATES AND NEW AC HANDLER & CONDENSER. WONDERFULLY LANDSCAPED TO GIVE ULTIMATE CURB APPEAL. THIS HOME IS APPROXIMATELY 10 MINUTES FROM DOWNTOWN ORLANDO, APPROXIMATELY 15 MINUTES TO ORLANDO INTERNATIONAL AIRPORT, APPROXIMATELY 10 MINUTES TO RETAIL SHOPPING AND RESTUARANTS, APPROXIMATELY 15 MINUTES TO VALENCIA STATE COLLEGE, APPROXIMATELY 25 MINUTES TO UCF AND APPROXIMATELY 30 MINUTES TO DISNEY WORLD.

3254 Oak Lake Place Unit 137, Winter Park

$70,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Just Reduced!! Great opportunity. This well-maintained unit offers a combination of functionality, comfort, and an excellent location. The unit features tile throughout, plenty of natural light, ample storage, bright kitchen, and a patio that opens to a green, open space. A private laundry closet with washer and dryer is conveniently located on the back porch. The property’s location in a highly rated school district adds further value. Just minutes from Full Sail University, UCF, Rollins College, and Valencia College, the unit is also close to airport. Nearby amenities include local dining, golf courses, entertainment venues, boutique shops, parks, and walking trails. Popular destinations like Park Avenue, East End Market, and Leu Gardens are all easily accessible. Winter Park Woods residents have access to different recreational facilities.

337 Scottsdale Square Unit 337, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Beautiful remodeled pool home. Luxury vinyl plank flooring throughout the entire home with tile in the bathrooms. Spacious living area with open concept floorplan. Upgraded kitchen with stainless steel appliances, granite counters, large kitchen island/bar, and closet pantry. Bathrooms both updated. Primary bathroom has large walk-in shower with dual sinks. 2 bedrooms with nice-sized walk-in closets. Oversized 24'x20' garage. Large 20'x16' screened porch leads to the swimming pool. High fence surrounds spacious backyard. Plenty of room for entertaining in this home. Brand new HVAC system installed in 2025. Roof replaced in 2022. Electric upgraded in 2009. Plumbing upgraded in 2015. New irrigations system in 2025. Just minutes from Publix, Target, Walmart Super center, and plenty of shopping and restaurants. Easy drive into downtown Winter Park, highway 436, highway 417, and UCF. Plus zoned for great Winter Park area schools. What's not to love?!?! Let's make a deal.

7584 Lodge Pole Trail, Winter Park

$630,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Welcome home to the Winter Park Pines with its tree-lined streets and where the mailman still delivers to your door! Nestled on a large corner lot, this beautifully and meticulously renovated 3-bedroom, 2-bathroom (PLUS AN OFFICE) home is an entertainer’s dream, perfectly blending comfort, functionality, and style. Step inside to discover a chef’s kitchen that will impress even the most discerning cook. Featuring exquisite quartzite countertops, custom cabinetry, a freestanding island, and thoughtful touches like a built-in microwave, pull-out spice rack, and sliding cabinet organizers, this space is both stunning and highly functional. The adjacent breakfast bar comfortably seats three, while the expansive dining area with custom built-in bench seating is perfect for hosting family and friends. A sun-filled garden window makes morning coffee a true delight. Flowing seamlessly from the kitchen, the spacious living and sitting areas provide the ideal layout for everyday living and entertaining. Tucked behind charming barn doors is a versatile office/guest space, complete with a pull-out sofa bed—perfect for visitors or remote work. All three bedrooms are thoughtfully located on the opposite side of the home for added privacy. One features a Murphy bed, offering flexible space for a home office or guest suite. The primary suite includes dual closets and a luxurious ensuite bath with a large double vanity and a sleek, glass-enclosed shower. Step outside and enjoy your own private oasis—a backyard built for year-round enjoyment! Lounge by the pool and spa, gather around the firepit, or practice your short game on your personal putting green. Low-maintenance artificial turf ensures more time enjoying, less time working. Just minutes from Cady Way Pool, tennis and pickleball courts, playgrounds, Ward Park, and top-rated schools and colleges (Full Sail, Valencia, Rollins, UCF), this home offers unmatched access to both leisure and lifestyle. With nearby grocery stores, dining, shopping, and the Advent Health Wellness Center, everything you need is right at your doorstep. Don’t miss this rare opportunity to own a home that offers the perfect blend of indoor elegance and outdoor living. Schedule your private showing today—this gem won’t last long! ROOF - 2022 HVAC - 2022 PLUMBING - 2016 WATER HEATER - 2023

2707 Prince John Road, Winter Park

$252,500

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining. The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom, home office, hobby space, or media room. You'll also love the enclosed patio, offering a versatile bonus area for relaxing or hosting guests. Built-in shelves and additional storage throughout provide functionality without sacrificing style. Enjoy a low-maintenance lifestyle with access to wonderful community amenities, including a sparkling pool, tennis courts, and beautifully maintained grounds. This charming condo is move-in ready and waiting for its new owner to call it home. Don’t miss your opportunity to own a truly flexible and spacious property in the heart of Winter Park!

2309 Sun Valley Circle Unit 2309, Winter Park

$477,500

4 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code

Welcome to Your Florida Oasis in Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers 2,035 sq. ft. of comfortable living space, perfect for families or anyone who loves to entertain. Featuring a newer roof (2021) and updated windows with stunning custom shutters, this home combines timeless charm with modern convenience. The kitchen is a chef’s dream, boasting solid wood cabinetry and elegant stone countertops, making it as functional as it is stylish. The spacious living and dining areas flow effortlessly, creating the ideal setting for relaxing evenings or hosting gatherings. Step outside to your private backyard retreat, complete with a sparkling pool, ideal for soaking up the Florida sun or enjoying quality time with loved ones. As a resident, you’ll have exclusive access to Lakeside Park on Lake Florence, featuring a fishing pier, kayak/paddleboard launch, playground, and tennis courts—offering something for everyone and embracing the laid-back Florida lifestyle. Centrally located with easy access to 417, you're just minutes from Oviedo, Winter Springs, Altamonte, and only 10 minutes from Park Avenue in Winter Park—all while enjoying low Seminole County taxes and access to top-rated schools. Don’t miss your chance to own a piece of paradise—schedule your private tour today! Some photos may be virtually staged

1532 Lawndale Circle, Winter Park

$899,000

4 Beds ⋅ 3 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

FANTASTIC 3000 SQ FT+ WINTER PARK WATER VIEW HOME LOCATED IN HIGHLY SOUGHT AFTER WATERS EDGE AT HAWKS CREST! Hawks Crest is one of Winter Park's finest and newest amenity rich gated communities! This is the very popular PALERMO MODEL WITH ALL THE TOP TIER UPGRADES!!!! Stone finish work, tile roof, optional extended rear screened lanai overlooking the water! Wow! The nicest and most upgraded Palermo to hit the market. Perfectly sited on a premium lot offering breathtaking water fountain views from the large fenced rear yard, expansive screened lanai and all main rooms of the house! An absolutely stunning, immaculate, "better than new construction" single story home with a showroom-like kitchen. Incredible upgrades. Too many to list! This property really needs to be seen in person to truly appreciate the feel, finish, setting and exposure that all come together here so nicely. Incredibly bright, open and airy floor plan that is flooded with natural light! Home boasts the most popular split plan with a generous private luxury primary master suite with water view. This great thoughtfully designed layout features an expansive kitchen/dining/family room combo, split plan primary suite, three additional bedrooms, a very large private office, two more well appointed full bathrooms, a second west wing family room/dining/bonus room combo and a generously-sized laundry room equipped with custom built-in features. The best finishes, location and exposure to hit the market at this price point in the community! Plus a MASSIVE 3 CAR GARAGE!Hawks Crest is a thoughtfully planned community featuring top tier resort-style amenities including swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds, dog park, and access to Lake Howell. Easy access to DT Orlando, Winter Park and all major employers! Park Maitland Preschool, Kelly's Ice Cream and Foxtail Coffee shop are located at the front of the neighborhood. A beautiful community that offers the perfect combination of peaceful, natural, Florida living and modern, refined conveniences. Central Florida/Winter Park living at it's best! VIEW WALK THROUGH VIDEO - at Virtual tour link

2012 Soaring Oak Way, Winter Park

$1,320,000

6 Beds ⋅ 4 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Location Location Location. WINTER PARK. Built in 2021 and upgraded this year. This Meritage Homes Wimberley 11 model sits on a premium lot that backs onto conservation and is next to the playground and fishing dock. This stunning 6 bed 4 bath home is perfect for the family and multi generational living. There is so much space surrounded by comfort and style. When you enter you are greeted by the open concept floor plan. The foyer passes the formal dining room to reveal the expansive kitchen and living area. The absolutely wonderful oversized pool and deck are welcoming through the glass siding doors along the rear wall. Past the pool is the lush greenery of the conservation area that is the buffer to Lake Howell. The pool is a saltwater pool so no red eyes from too much chlorine. There is bathroom and shower access from the pool. The screen enclosure has extra-large panels to give the best view of the sunsets and foliage. The primary bedroom is located downstairs off the lounge while the other 5 bedrooms are split 3 and 2 either side of the upstairs lounge and media room. There formal dining room can easily hold a table for 12 or more for those special occasions The home has new vinyl planking throughout and tastefully customized molding on select walls. The upstairs lounge has its own wet bar and the large media room is ideal for movie night. The home has a water softener, a solar system for low energy bills and a six-zone built in stereo system. Inside laundry. Ample parking inside the garage and driveway. Located in the Winter Park gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, dog park, playground also includes access to Lake Howell. Put in your paddle board, kayak or just enjoy the wonderful sunsets from the fishing dock.

1269 Wading Waters Circle, Winter Park

$920,000

5 Beds ⋅ 3 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code

Welcome to your dream family home! This stunning 5-bedroom, 3-bathroom renovated charmer sits on an oversized corner lot, offering both space and privacy. Featuring gorgeous wood flooring throughout, double paned windows and a custom window seat, security system, renovated bathrooms, ceiling fans and so many more design upgrades! With stone counters, a wine refrigerator and sleek stainless steel appliances in the kitchen, this home seamlessly blends modern elegance with traditional comfort. Step outside to your expansive pool/patio area and oversized yard perfect for entertaining or relaxing under the huge covered patio. The lush plantation shutters throughout the home create a bright and inviting atmosphere. With a 3-car garage, there’s plenty of room for your vehicles, toys and extra storage. Located in a highly sought-after neighborhood near the Winter Park Pines golf course and the scenic Cady Way bike trail, this home offers the ideal setting for an active, family-friendly lifestyle. Zoned for the highly sought after Winter Park schools. Whether you're enjoying a morning ride or an evening stroll, the location can't be beat—quiet, yet conveniently close to everything you need. Don't miss out on this perfect home for creating memories for years to come!

901 Golfside Drive, Winter Park

$434,900

3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

Pool Home! Whole House Solar!! No HOA!!! This 3 bedroom, 2 bathroom pool home offers a split plan bedroom arrangement and open-concept gathering areas that lead out to a spacious screen-enclosed porch that faces the pool. The absence of a pool cage allows for landscape & gardening opportunities along with cannonballs at a moment’s notice. Enjoy fun in the sun and night swims next to the stone firepit for the ultimate staycation vibes. Grab some sleeping bags while you’re at it. Updates include 2024 attic insulation; 2023 solar; 2022 pool pump; 2021 painted kitchen cabinets; 2017 pool resurface; 2016 washer, dryer, replace two front windows.

5441 Justine Way, Winter Park

$165,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to FOUR SEASONS... a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail/Park, Showalter Field, Ward Park & Winter Park Hospital. EXACTLY WHAT YOU HAVE BEEN SEARCHNG FOR!! Covered entry & spacious rooms makes this a perfect place to call home. Living/ Dining room combination, charming kitchen & oversized primary en-suite with water closet & walk-in closet plus spacious guest bedroom & bath. Enjoy all of the tranquil green courtyards & beautiful oak trees just steps from your back door. Four Seasons is delightful neighborhood offering 3 pools, tennis court, clubhouse, fitness canter & ON SITE MANAGER! Close to shopping & restaurants & a short drive to PARK AVENUE! Extras include: personal outside storage unit, new roof 2023, new plumbing & water heater 2022. OH! & PETS ALLOWED!!! WELCOME HOME!

200 Saint Andrews Boulevard Unit 1603, Winter Park

$200,000

3 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 08 SubDv. ⋅ 32792 Zip Code

HUGE PRICE REDUCTION! We are proud to bring to market this incredibly private END UNIT condo within the Hidden Oaks community. The unit offers three bedrooms (all upstairs), two full bathrooms (upstairs) and one half bathroom (downstairs), two reserved parking spots, upgraded wood-look ceramic tile, upgraded light fixtures, upgraded bathroom mirrors and upgraded fans throughout, upgraded thick granite countertop in kitchen, wood cabinets with upgraded hardware, eating space in kitchen, interior laundry, upgraded complete stainless steel appliance package, newer A/C (2019), upgraded vanities in the full bathrooms, upgraded tile in second bathroom, private fenced patio perfect for entertaining all within close proximity to Full Sail University, the University of Central Florida and Valencia College as well as many major Central Florida employers.

3251 Oak Lake Place Unit 135, Winter Park

$1,422,750

5 Beds ⋅ 5 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle. Situated on the private, spring-fed, 72-acre Lake, this home is designed for both entertaining and everyday living. As you step inside the 2-story foyer creates a grand entrance. Just off the foyer, the library, with its custom built-in shelving, makes for a perfect home office or can serve as a formal dining room. The living room features a two-story, double-sided fireplace and soaring vaulted ceilings, adding warmth and character. The ½ bath at the foyer provides easy access for guests. The family room invites you to gather around the inviting fireplace with custom built-ins and hearth. The open-concept flows effortlessly into the gourmet kitchen. Designed to impress, the kitchen features quartz countertops, built-in LG appliances, a glass cooktop, an expansive pantry wall and walk-in pantry, an island with seating, and a built-in bar perfect for evening entertaining. A wall of panoramic sliding doors perfectly frames the breathtaking views from the family room and kitchen, filling the space with natural light. The enclosed sunroom, with floor-to-ceiling windows and 180-degree lake views, is fully air-conditioned, making it an idyllic retreat for year-round enjoyment. Step outside to your lakefront sanctuary. The massive 35x16 pool and full-length pool deck provide ample space for lounging in the sun or hosting unforgettable gatherings. A composite deck with built-in benches in the yard is perfect for outdoor grilling. Bring your boat and get ready to enjoy lakefront living this summer! This home features a boat house with dock and a gazebo to enjoy summer breezes. A private first-floor bedroom, located just off the kitchen, is ideal for guests. The adjacent cabana bath offers direct pool access through the sunroom. A HUGE laundry room features cabinetry, sink and tons of storage just off the kitchen. Upstairs, the primary suite is a true retreat, offering vaulted ceilings, a cozy fireplace, dual walk-in closets, and a spa-inspired bathroom with dual vanities, a large garden tub, a walk-in shower with travertine tile and frameless glass, and modern lighting and hardware. French doors lead to a private bonus room with wall-to-wall windows overlooking the lake—perfect for a home office, yoga studio, or reading nook. You will never want to leave this room! Along the other wing of the upstairs, three oversized bedrooms provide ample space and comfort. Two of the bedrooms feature expansive lake views. One offers an ensuite bath with frameless glass shower, while the other two share a Jack-and-Jill bathroom. Ideally located just minutes from 417 & 408, this home offers easy access to downtown Orlando, the airport, UCF, Full Sail, and Trinity Prep. Zoned for top-rated schools, including Winter Park High, this is a rare opportunity to own a modern lakefront gem. Schedule your private tour today!<iframe src="https://my.matterport.com/show/?m=ad2NV4V1jzV" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

8041 Lake Waunatta Drive, Winter Park

$351,000

4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Incredible Winter Park Location! This spacious 4-bedroom, 2-bathroom pool home is situated in a highly desirable area, offering plenty of room for the whole family. The large covered and screened lanai is perfect for enjoying the outdoors year-round, while the oversized garage provides ample space for storage and parking. With a split floor plan, this home is designed to offer privacy and comfort. Though the home has great bones, a few updates would turn it into your dream home. Recent updates include a new roof (2019) and a new hot water heater (2024), so you can move in with confidence knowing the essentials are well taken care of. This home is ideal for a buyer with vision, ready to put their personal touch on a property with tremendous potential. Don't miss out on this amazing opportunity in Winter Park!

1041 Manchester Circle, Winter Park

$1,250,000

5 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to Waters Edge at Hawks Crest! This stunning, energy-efficient home, built by Meritage Homes, offers modern elegance and a thoughtfully designed open floor plan spanning 4,307 sq. ft. As you step inside, you're greeted by a grand foyer that seamlessly flows into the expansive kitchen, dining area, living room, and lanai—perfect for entertaining. The outdoor space features a breathtaking resort-style heated swimming pool with a slide, creating a private oasis in your backyard. On the main floor, a private en-suite bedroom offers convenience with its own bathroom and direct access to the pool. Upstairs, the spacious master suite boasts a walk-in closet, a luxurious walk-in shower, a spa-style garden tub, and a double vanity with quartz countertops. The third, fourth, and fifth bedrooms also feature generous closet space. Additionally, the upstairs includes a versatile bonus room and an impressive cinema room, providing an unparalleled home entertainment experience. Water’s Edge at Hawks Crest is a premier gated community featuring a virtual guard gate, clubhouse, fitness center, playgrounds, a dog park, a splash pad, and a dock with scenic views of Lake Howell. It is conveniently located and offers easy access to Winter Park’s vibrant shopping and dining scene, MCO airport, downtown, major highways, and Florida’s beautiful beaches. This home is the perfect blend of luxury, comfort, and convenience—don’t miss the opportunity to make it yours

1201 Wading Waters Circle, Winter Park

$2,500,000

6 Beds ⋅ 8 Baths ⋅ Georgeann Homes SubDv. ⋅ 32792 Zip Code

BACK ON THE MARKET DUE TO BUYER FINANCING. BELOW Appraised Value! Lakefront Luxury in Winter Park. This CUSTOM gated estate feels like living at a resort. Situated on the beautiful 72-acre PRIVATE, spring-fed Lake Waunatta, this property has it ALL. Completely rebuilt in 2012, featuring six OVERSIZED bedrooms, six full bathrooms and two half-baths, home office, primary spa bath retreat, DOWNSTAIRS primary bedroom, media room, bonus loft, HUGE pool cabana, and even a permitted tree house! Tucked away at the end of a cul de sac, you'll find peace and tranquility behind the private gate and fenced property. Beyond the pavered circular drive, you'll enter through the front door with pool and lake views. Enjoy the open-concept dining, living, and gourmet kitchen with luxury appliances, gas range, and a built-in nugget ice maker! Granite counters in the kitchen, dining room and eat-in kitchen, and a HUGE quartzite island. From the kitchen, you’ll pass TWO large, walk-in pantries with built-ins. The downstairs Primary bedroom features lake views, a custom closet, a home office with TWO built-in desks, and the most thoughtfully designed spa bath with vanities for her and him separated by a water closet with a separate sink (and tv). The walk-in shower and jetted tub also have lake views for the ultimate relaxation. Two more bedrooms on the first floor are excellent options for multigenerational living or young children. You’ll find three more generous-sized bedrooms all with ensuite baths, walk-in closets and built-in desks & cabinets on the second floor. The sky is the limit on the third floor. This bonus loft with the BEST LAKE VIEWS and wet bar could be a man cave, gamer room, yoga studio, home office or whatever you may need. Head out back and be blown away by the cooling stone pool deck, saltwater pool, hot tub, water feature and a FANTASTIC almost 800 sqft pool cabana for the ultimate in outdoor living and entertaining. As you reach the lake, take note of the sandy beach, composite boat dock with lift and floating jet-ski dock. And don’t miss the permitted TREE HOUSE currently used as a yoga studio. Updates & Best Features include: 3-car garage, Custom-designed Builders Home, 50-year shingle and standing seam metal roof, sealed stucco soffits, mosquito control misting system, whole home sound system, two high-efficiency water heaters, AC (2020 & 2024), and whole home water filtration system with carbon filters. Zoned for Winter Park High School and close to Trinity Prep and UCF. Enjoy easy access to 417 & 408 to reduce commutes. Don’t miss your opportunity to own this exquisite property. Schedule your private showing today! Be sure to preview the video https://bit.ly/423Mrok and the 3D Matterport Showcase https://bit.ly/3XFly8W <iframe src="https://my.matterport.com/show/?m=Mexo9nBKf89" frameborder="0" width="853" height="480" allowfullscreen allow="xr-spatial-tracking"></iframe>

7849 Georgeann Street, Winter Park

$250,000

3 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end unit spans 1,322 square feet and features beautiful designer touches that create a cozy and inviting atmosphere. Enjoy the stylish kitchen and baths along with a large primary bedroom that boasts an ensuite bathroom and a truly walk-in closet. Plus, a garden courtyard located right at your front door. One of the best parts, you’ve got a washer and dryer right in your unit. Everything was rebuilt or replaced since 2013- thanks to a complete rebuild, after a fire. So, you can relax knowing that you’ll enjoy modern comfort in an established neighborhood! This condo is perfect for everyone while still enjoying style and practicality. With nearby schools, parks, Cady Way Trail, and Park Avenue just a stone's throw away, you’ll be living in one of Florida’s most desirable locations. Living here means embracing all that Winter Park has to offer; from dining al fresco with friends in Baldwin Park to exploring local boutiques on Park Avenue. You’re close to great schools like Brookshire Elementary, Glenridge Middle School, and Winter Park High – not to mention Rollins College, Full Sail University, and UCF! The Four Seasons Condo Association takes care of so much for you: lawn care, landscaping, tennis courts, three pools, basically everything you need for easy living! They even cover the building insurance and have an on-site property manager ready to help. I wanted to give you a quick heads-up. We're in the process of getting the condo cleaned up and will be adding professional photos shortly. In the meantime, if you're interested, you owe it to yourself to check it out! Don’t miss out on making this lovely space your new home!

200 Saint Andrews Boulevard Unit 1004, Winter Park

$515,000

3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 02 SubDv. ⋅ 32792 Zip Code

Fully renovated Winter Park home! Remodeled in 2021, this exquisite home sits on a prime corner lot on a quiet cul-de-sac with sidewalks, just minutes from Interlachen Country Club. It is a short drive to downtown Winter Park’s premier shopping and dining. Designed for both entertaining and everyday living, the spacious open floor plan features upgraded kitchen with new cabinetry, stainless appliances and a large island – perfect for gathering with family and friends. There is an abundance of natural light in all the living areas. The primary suite offers serene garden views and two separate closets, while the split floor plan provides privacy for all. A versatile flex space makes an ideal home office, playroom, gym, or in-law suite. Enjoy year-round relaxation in the swimming pool and take advantage of the convenience of an indoor laundry room. With a newer roof, HVAC, electrical panels, this move-in-ready home is an incredible opportunity for carefree living.

1946 King Arthurs Court, Winter Park

$170,000

2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 11 SubDv. ⋅ 32792 Zip Code

Experience the perfect blend of charm, convenience, and value in this beautifully maintained (freshly cleaned and painted) 2-bed, 2.5-bath townhouse-style condo nestled in the heart of the desirable Hidden Oaks community in Winter Park. Whether you're a first-time homebuyer, a savvy investor, or simply seeking a cozy space to call home, this property is a standout choice. Key Features Include: Spacious Layout: Open floor plan with 2 master suites upstairs for privacy, each with its own ensuite bathroom. Stylish Flooring: Enjoy low-maintenance living with sleek tile flooring in the kitchen and warm laminate wood throughout the rest of the home. Modern Updates: The updated kitchen and bathrooms offer contemporary design and functionality. Outdoor Living: Relax or entertain on the fenced-in patio/lanai, complete with an exterior storage room for added convenience. Community Perks: Hidden Oaks boasts a refreshing community pool and a fenced playground area, perfect for families or relaxation. Your HOA fee includes water and garbage services, offering hassle-free living. Prime Location: Just minutes from Full Sail University, UCF, Valencia College, and top-rated Winter Park schools like Glenridge Middle and Winter Park High. Easy access to major highways FL-408 and FL-417, Downtown Orlando, and Downtown Winter Park. Close to shopping, dining, and entertainment options, making it a hub of convenience. At 1,031 square feet, this property is more than just a condo – it's a gateway to the best of Orlando and beyond, including quick commutes to Orlando International Airport and attractions like Disney World. This home is a rare find in Winter Park, offering style, location, and affordability. Don't miss your chance to see it – schedule your private showing today!

3208 Oak Lawn Place Unit 218, Winter Park

$550,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome home to the sought after neighborhood of Brookshire Heights with in the Greater Winter Park Pines Community, where tree-lined streets and the friendly touch of a neighborhood where the mailman still delivers to your door await you! This spacious and updated 3-bedroom, 2-bathroom home is an entertainer’s dream, offering a perfect blend of modern updates, cozy living spaces, and serene outdoor living. Nestled in a prime location, this home is designed for both relaxation and gathering with family and friends. Upon entering through the beautiful glass-paned front door, you'll immediately be drawn into the open dining and living room, creating a welcoming atmosphere. The beautifully renovated kitchen is a chef’s dream, featuring custom cabinetry with crown molding, stainless steel appliances, and striking quartzite countertops with a waterfall edge. The large quartzite peninsula provides ample space, including a built-in outlet cluster and seating for three. A separate coffee bar adds a thoughtful touch, perfect for serving your guests' beverage needs. The spacious family room offers an additional, cozy area for everyone to gather and unwind. All three bedrooms are thoughtfully tucked away on the other side of the home, offering privacy and comfort. Both bathrooms have been expertly remodeled, showcasing quartzite countertops and custom tiled floors that create a spa-like ambiance. Recessed lighting throughout enhances the bright, contemporary feel of the living spaces. Two sets of sliding glass doors lead to the inviting screened patio, which has been recently updated with new tile flooring and Fanimation fans, providing the perfect spot to relax. The beautifully landscaped backyard, featuring lush foliage and palm trees, offers privacy and tranquility, accented by professionally installed landscape lighting. Additional home feature include a whole-home water softener system, providing crisp, clean water for drinking and bathing. As a resident of Brookshire Heights, you'll enjoy easy access to the Cady Way trail, perfect for cycling or walking, with the trail stretching as far as 13 miles. Community amenities include the Cady Way Pool, tennis and pickleball courts, a playground, and Ward Park sports fields. With the Advent Health Winter Park campus and the Crosby Wellness Center just minutes away as well as a variety of grocery stores, restaurants, and shopping options nearby, convenience is at your fingertips. Top local colleges, including Full Sail, Valencia, Rollins, and UCF, are all within close proximity. With its ideal combination of interior luxury and expansive outdoor living, this home is truly the perfect place to call home! ROOF - 2012 HVAC - 2015 PLUMBING - 2013(re-piped) ELECTRICAL - 2012(new panel)

2310 Cady Way, Winter Park

$615,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to your tropical paradise in the highly sought-after Winter Park Pines neighborhood, where the mailman still delivers to your front door! This beautiful home radiates true Florida vibes with whimsical details and thoughtful touches throughout. As you step inside, you'll be greeted by an open living and dining area featuring two sets of French doors that lead to a lush, private backyard oasis. The recently updated kitchen blends bright and fun charm with modern functionality, offering white cabinetry, stainless steel appliances, quartz countertops, a black-and-white tile backsplash with a floral design, and a striking checkered tile floor. A wall of cabinets provides ample storage, while the island seating for three is perfect for entertaining. An office space/bedroom conveniently adjoins the kitchen and living areas, ideal for working from home. Down the hall, you'll find three well-appointed bedrooms and a tastefully updated hall bathroom featuring black and white finishes and new lighting. The primary bathroom has been beautifully revamped with stylish black-and-white accents, including a stunning turquoise subway-tiled shower. What truly sets this home apart is the fantastic 19’ x 13’ flex space, complete with a full bathroom, kitchenette, and separate entrance. Currently used as a workout room, this versatile area can easily serve as an in-law suite, game room, home office or bonus living space. Additionally, the spacious laundry/utility room off the garage offers endless possibilities, from a mudroom to a craft center. Step outside to the backyard, where you'll find a tranquil, lushly landscaped retreat complete with a fountain and a custom pergola—perfect for relaxing with a cup of chamomile tea or a glass of wine. True to Florida living form, rest easy with your whole house generator during hurricane season! Enjoy all the amenities this desirable community offers, including Cady Way Trail, a pool, playground, tennis/pickleball courts, and the Winter Park Pines Golf Course just moments away. Downtown Winter Park, with its charming shops and restaurants, is only a 10-minute drive, as is Rollins College and the Winter Park Farmer’s Market. The Advent Health Winter Park campus and Crosby Wellness Center are less than 5 minutes away. This home offers the perfect combination of location, style, and functionality. Don’t miss your chance to make it yours! ROOF - 2016 HVAC - 2015 ELECTRICAL - 2010

2712 Cady Way, Winter Park

$730,000

5 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

FULLY RENOVATED HOME IN THE HEART OF WINTER PARK! Welcome to 2925 Banchory Rd, a stunning, move-in-ready home featuring top-to-bottom luxury upgrades completed in 2021-2025. Every detail has been meticulously updated, blending modern elegance with the charm and convenience of Winter Park living. Recent upgrades include a fully replaced asphalt shingle roof (Jan 2021), energy-efficient HVAC (Jan 2022), and a completely remodeled kitchen with high-end finishes, new appliances, and custom cabinetry. The home also features three fully remodeled upscale bathrooms, new vinyl windows that enhance natural light and energy efficiency, and a newly installed steel entry door for added security and style. Additional upgrades include an upscale garage door replacement, a refinished pool and deck perfect for outdoor entertaining, and fresh interior and exterior paint in a modern neutral palette. The home also boasts new interior doors, updated lighting throughout, and elegant new tile flooring for a sleek and contemporary feel. Located in a prime Winter Park neighborhood, this home is zoned for top-rated Winter Park schools and is located near Cady Way Trail, offering access to scenic outdoor activities. It is minutes from Baldwin Park and Park Avenue, where boutique shopping, dining, and community events await. With convenient access to MCO Airport and all of Orlando’s top attractions, this fully renovated home is the perfect blend of modern sophistication and ideal location. Don’t miss this opportunity—schedule your private showing today!

2925 Banchory Road, Winter Park

$145,000

2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo 2 SubDv. ⋅ 32792 Zip Code

Spacious 2nd floor condo in quiet community! You will absolutely fall in love with this newly renovated 2 bedroom 2 bathroom condo retreat! The open floor plan is great for entertaining family and friends, while the split bedroom layout offers privacy. The modern kitchen features white shaker cabinetry, stainless steel appliances, pendant lighting, built-in wine storage with wine glass rack, breakfast bar and decorative backsplash. The primary bedroom includes an en suite bathroom with walk-in shower and oversized vanity with plenty of storage! Perfectly situated about a block away from the community pool with lake & greenscape views to help relax after a long day! You can't beat this secluded community location which is within the highly sought after Winter Park High School zone and also provides easy access to Full Sail University, UCF, Winter Park, Baldwin Park and so many other amazing shopping, dining and entertainment venues. You will love to call this condo your own, OR fetch top dollar as an investment property!

7352 Swallow Run Unit 7352, Winter Park

$510,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32792 Zip Code

Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. Lavish Updated Kitchen. Stainless steel appliances. Walk in the pantry. New roof 2018, New energy efficient windows and sliding glass doors, 2020, New Trane AC 2023 and New Attic ventilation fan thermostat / humidistat controlled 2024. New refrigerator. Interior includes fresh paint, crown molding, wood burning fireplace. Laminate flooring. Beautiful lead glass entry. Open floor plan includes a large living room overlooking a sparkling Inground pool. Superb Family room with brick fireplace. Den / Office off the master bedroom. 2 additional bedrooms with Jack and Jill bath. The 2nd Bath also serves as the pool bath with access to the brick patio. Oversized laundry and storage. Beautiful updated home. 2 car garage with shelved storage room. Fresh paint, Beautiful flooring, Upgraded windows, Kitchen, Baths. Underground power line utilities. Split floor plan. Fenced backyard. Upscale community walking distance of Winter Park Hospital, Crosby Wellness Center, Starbucks, Restaurants, and shopping. It is also a short drive to Costco, Rollins College, Full Sail University, the VA Hospital, Baldwin Park. Nearby Cady Park and Trail offer recreational amenities such as ball fields, and a bike path. Outstanding schools! Move in Ready Hurry! Won't Last!

426 S Lakemont Avenue, Winter Park

$730,000

4 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 2,155 sq ft pool home, featuring 4 bedrooms and 2 bathrooms, situated in a peaceful neighborhood just minutes from schools, shopping, and the local Winter Pines Golf Course. After a long day, enjoy the convenience of walking to the golf course to unwind—whether you're hitting balls at the range or relaxing with happy hour and dinner at the Bonfire Grill. This home boasts recent updates, including pool RESURFACE and filter system (2021) new pump (2024), all new interior doors 2023, full kitchen renovation in 2023, new fence installed in 2023, water heater 2023, full interior and exterior paint 2024, and a NEW ROOF in 2024!!!! Inside, you'll find ceiling fans, a cozy fireplace, sliding glass doors, and plenty of windows, creating a bright and open atmosphere. The spacious primary suite features a large en suite with dual sinks and a walk-in shower. With great neighbors and a large backyard that includes a private pool, you'll have plenty of space to entertain. This home is truly move-in ready, schedule your private showing today! WELCOME HOME

920 Fairway Drive, Winter Park

$515,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to Winter Park Pines, a community known for its tree-lined streets, friendly neighbors, and the rare charm of front-door mail delivery! This spacious 2,000+ sq. ft. home presents an incredible opportunity to invest in a neighborhood where property values are soaring. Nestled on a picturesque street, this home boasts fantastic curb appeal and a lush, private backyard oasis—perfect for outdoor gatherings or quiet relaxation. The low-maintenance landscaping ensures you have more time to enjoy your surroundings. Step inside to discover a well-structured layout with tremendous potential. While some updating may be desired, the home offers solid bones and ample space to bring your vision to life. The 24’x11’ kitchen was fully renovated in 2007, featuring custom oak cabinetry, granite countertops, GE double ovens, a GE 5-burner glass cooktop, and a brand-new Bosch dishwasher (2023). A spacious island seamlessly connects the kitchen to the dining area, creating an inviting space for cooking and entertaining. Plus, the built-in butler’s pantry provides extra storage with stylish mullion cabinet doors and under-cabinet lighting. Beyond the kitchen and dining area, the expansive 30’x15’ Florida room offers the perfect spot to unwind—whether watching TV, reading a book, or simply soaking in the serene backyard views. French doors lead to a fully fenced yard adorned with mature trees and native flora, ensuring privacy and tranquility. A storage shed adds extra convenience. Inside, you’ll find three comfortable bedrooms, including a primary suite with an oversized jetted tub room and a spacious 11’x7’ walk-in closet. Winter Park Pines is a highly desirable community with rapidly appreciating home values, making this a fantastic investment opportunity. With a little creativity and vision, this home offers the perfect chance to craft your dream space while securing a spot in one of Winter Park’s most sought-after neighborhoods. Don’t miss out—schedule your showing today! HVAC - 2013, NEW ROOF - 2024, PLUMBING - 1997, NEW ELECTRICAL PANEL -2025, NEW HOT WATER HEATER - 2025

2819 Scarlet Road, Winter Park

$165,500

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

**This property qualifies for a closing cost credit up to $2,700 through the Seller’s preferred lender.**Welcome home to this cozy 1-bedroom, 1-bathroom, second-floor unit in the heart of Winter Park. As you step inside the common area, head upstairs to your private entrance. The open living room is filled with natural light and features sliding glass doors that lead to your own private balcony – perfect for relaxing outdoors. The dining area flows seamlessly into the kitchen, which boasts stainless steel appliances and bar-top seating. Just off the front entry, you’ll find the spacious bedroom with a walk-in closet, along with a well-appointed bathroom featuring a tub/shower combo. Enjoy amazing amenities, including a community pool, tennis court, and shuffleboard. Conveniently located near the best shopping and dining around and near major highways, this unit offers both comfort and convenience. Don’t miss out on this opportunity – schedule your private showing today!

200 St Andrews Boulevard Unit 512, Winter Park

$343,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Rare Opportunity in Highly Sought-After Winter Park! APPRAISED FOR 500K THIS YEAR..... Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too! Step inside to a spacious and inviting layout, featuring a dedicated dining area flowing seamlessly into the kitchen. The centerpiece of the home is a stunning double sided fireplace, perfectly positioned between the living room and bonus room—adding warmth and character. Enjoy Florida living in this home that includes a sparkling pool, perfect for entertaining or unwinding in your private backyard oasis. This exceptional home offers easy access to major highways (408, I-4), downtown Orlando, and world-famous theme parks. Plus, you’re less than an hour from the Space Coast, where you can watch rocket launches up close! Homes in this prestigious community sell fast—schedule your showing today before it’s gone!

2829 Aloma Avenue, Winter Park

$735,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Beautiful Pool Home in the Gated Community of Enclave at Aloma, Now Available! With approximately 3500 sf, this home offers all the space and bedrooms that you're looking for. The floor plan boasts 5 bedrooms, 4 bathrooms, office/study, and additional flex/bonus room. Notable features of the home include: Gourmet Kitchen (w Granite Counters, Stainless Steel Appliances, 42" Cabinetry, Center Island), Huge Dining Room (perfect for entertaining), Dedicated Office (w/French Doors), Guest Suite on the First Floor (w/ a full bathroom and separate entrance from garage), Secondary Living Room(w/Wardrobe that can be used at 6th Bedroom), Massive Primary Suite (w/room for sitting area inside), Double Washer/Dryer hookups (both upstairs and down), and more. This one has been lovingly maintained by the original owner. The outdoors are equally appealing, with Covered Lanai, Screened Saltwater Pool, Paver Pool Deck, and Gorgeous Landscaping in the front and rear of the home. The yard is enclosed with vinyl fencing. And, beyond the home itself, this location in Winter Park is highly desirable. This intimate gated community is located just minutes from top-rated school, Trinity Prep, restaurants/retail, and quick access to major highways and toll roads. Don't miss your opportunity to own this great home. Schedule your private showing today!

7945 Pleasant Pine Circle, Winter Park

$545,000

3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code

Sold data entry

2227 King Charles Court, Winter Park

$385,000

4 Beds ⋅ 3 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code

PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a beautiful 4 bedroom, 2.5 bath home. Features a spacious screened patio and pool area as well, providing the foundation for a stunning remodel. About $100k in repairs are needed. Once restored, the home has an estimated ARV of $650k to $690k, offering significant potential for a solid return on investment. It's located just minutes away from local parks, recreational facilities and the Winter Park Chain of Lakes. Shopping and dining experiences are nearby along Park Avenue. The location offers easy access to major highways for a quick commute to downtown Orlando and beyond. THIS IS AN AMAZING DEAL!

4421 Steed Terrace, Winter Park

$284,900

2 Beds ⋅ 2 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code

This Winter Park Townhouse offers an easy-maintenance lifestyle with LOW monthly dues! Very few units come up for sale in this complex- and even fewer END UNITS like this one!! With 2 spacious bedrooms, an open Loft, *AND* a separate flex room that can easily be converted into a 3rd bedroom or private office, you don't want to miss this opportunity to snag this incredible deal!! The flow of this townhouse provides the perfect blend of function and comfort while the private courtyard gives you a place to enjoy the outdoors without having the upkeep of a large yard! Work-from-home? No problem... set up your home office in the Flex Space! Don't want to climb stairs? Problem Solved... there's a DOWNSTAIRS bedroom and Full Bath! Need separate living spaces? Who doesn't, right?... the Loft can fit a full living room set and large TV - or a Pool Table if you're so inclined! Host family and friends for weekly game nights and holidays? Let's do this... the open floorplan expertly connects the living room, dining AND kitchen! Need a laundry room INSIDE?...We Got You! Hate carpet in bedrooms?... Great, so do we! Thinking about picking up Tennis or Pickleball?...Check out the Community Courts (and then cool off in the Community Pool!)! Want a place that's close to all major roads, shopping, great dining options, and schools?....You Found It! Did we mention the ROOF is less than 1 Year NEW??? Grab this gem before someone else does!

1709 Winter Green Blvd, Winter Park

$447,500

3 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

Nestled in the heart of Winter Park, this beautifully maintained 3-bedroom, 2-bathroom home offers the perfect blend of comfort and Florida living. Step inside to discover a bright and spacious open-concept layout featuring durable LVP flooring, modern finishes, and plenty of natural light. The updated kitchen boasts stainless steel appliances, quartz countertops, and a breakfast bar, ideal for entertaining or family meals. The primary bedroom is a true oasis with a luxurious en-suite bathroom. Two additional bedrooms provide ample space for family, guests, or a home office. Outside, your private backyard paradise awaits—complete with a sparkling pool, perfect for cooling off on warm days or hosting weekend gatherings. Located just minutes from Winter Park’s renowned dining, shopping, and top-rated schools, this home combines convenience with tranquility. New roof/gutters in 2022. Floors, kitchen updated, bathrooms updated, hot water heater in 2021. Interior paint in 2021 and exterior in 2022. Don’t miss your chance to own a slice of paradise—schedule your showing today!

3132 Nicholson Drive, Winter Park

$245,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located in the desirable Cedarwood Village community of Winter Park. This 1,295 sq ft home seamlessly blends modern updates with classic charm, offering a comfortable and stylish living space. The heart of this home boasts a brand-new kitchen equipped with modern appliances, sleek countertops, and ample cabinet space, perfect for culinary enthusiasts. High-grade laminate flooring extends throughout the living areas, providing durability and a contemporary aesthetic, while the entire interior has been freshly painted in neutral tones, creating a bright and inviting atmosphere. Both bathrooms have been thoughtfully updated with modern fixtures and finishes, enhancing both functionality and style. The open-concept living and dining areas feature vaulted ceilings and skylights, filling the space with natural light and offering a welcoming environment for relaxation and entertainment. Residents of Cedarwood Village enjoy access to a community pool, clubhouse, and well-maintained common areas, enhancing the overall living experience. The association fee covers exterior maintenance, landscaping, and access to community amenities. Situated in Winter Park, this condo offers proximity to a variety of shopping, dining, and entertainment options. The area is known for its excellent schools and vibrant community atmosphere, making it a sought-after location for families and professionals alike. Don’t miss out on this incredible opportunity—schedule your private showing today!

2471 Tahoe Circle Unit 00, Winter Park

$465,000

4 Beds ⋅ 2 Baths ⋅ Carolyn Estates SubDv. ⋅ 32792 Zip Code

Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021), house replumb (2023) and home exterior paint (2024) and new interior paint throughout the home. Outside you will find a beautiful screened in pool to enjoy the Florida sun. It also has a covered area where you can enjoy outside dining. There is ample room on the .24 square foot lot to have a garden or enjoy lawn games. Located in Winter Park, this home is conveniently situated near a variety of shopping, dining, and entertainment options. The home is in the perfect location as there is a short commute to three top-rated Seminole County schools.. With easy access to major highways and public transportation, commuting to work or school is a breeze. Additionally, the neighborhood is known for its friendly atmosphere and sense of community. Don't miss out on the chance to make this lovely property your own!.

1776 E Cheryl Drive, Winter Park

$100,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Welcome to this three bedroom, two bathroom townhouse, perfectly situated just minutes from Downtown Winter Park, Full Sail University, and UCF—offering a prime location for both convenience and lifestyle. The spacious floor plan features a downstairs kitchen, living room, and dining room, along with a bedroom and full bathroom, making it ideal for guests. Upstairs, you'll find two additional bedrooms and another full bathroom. Enjoy the peaceful surroundings of the community, which boasts gorgeous green spaces and a refreshing pool. Whether you're looking for a home near local attractions or a tranquil retreat, this townhouse offers the best of both worlds.

336 Scottsdale Square Unit 336, Winter Park

$215,000

2 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding glass doors on the first floor lead out to the expansive, fenced-in paver backyard ideal for outdoor relaxation or entertaining. The custom kitchen is a chef’s dream, featuring beautiful maple cabinets with crown molding, sleek granite countertops, and high end Frigidaire stainless steel appliances. Tile flooring throughout the living areas and new luxury vinyl upstairs provide both style and durability. Upstairs, you’ll find the primary bedroom, offering a private sanctuary with a stand-up shower, a spacious walk in closet, and a screened-in porch that overlooks a serene, lush green space. The generously sized second bedroom and a well appointed bathroom, featuring a luxurious Jacuzzi tub, complete the upper level. Additionally, there's an oversized storage room for all your extra needs. Exterior features include an oversized carport with a sun porch and extra storage space. The HOA includes exterior maintenance, pest control, as well as access to the community pool and clubhouse. Ideally located in Winter Park, this condo offers a peaceful setting while being just minutes away from local restaurants, shopping centers, major roadways, and top-rated schools. This condo is the perfect blend of comfort, style, and convenience, making it a must-see in Winter Park!

7468 Swallow Run Unit 38, Winter Park

$421,700

3 Beds ⋅ 2 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code

Welcome to this meticulously updated and **FULLY FENCED POOL HOME**, reflecting exceptional pride in ownership and featuring numerous thoughtful upgrades, all nestled in the desirable Winter Park area with **NO HOA** and a **NEW METAL ROOF (2022) ** This home is ideally situated on a **QUIET CUL-DE-SAC**, offering additional privacy and tranquility. The **SOLID BLOCK CONSTRUCTION** ensures durability and long-term peace of mind, providing the home's overall structural integrity. It offers 3 bedrooms, 2 bathrooms, and **A VERSATILE BONUS ROOM** with a closet on the ground floor, perfect for a home office, a 4th bedroom, or extra storage, adapting effortlessly to your needs. As you step inside, you’ll be greeted by a bright, inviting living room, with new plantation shutters and tile flooring throughout. The open layout effortlessly transitions into the dining area, where French doors lead to the backyard, ideal for seamless indoor-outdoor living. The modern kitchen features warm wood cabinetry, stainless steel appliances, a stylish glass tile backsplash, and a cozy nook area, perfect for casual meals or enjoying your morning coffee. Upstairs, all the bedrooms have been updated with beautiful wood floors, giving the home a fresh, contemporary feel. The remodeled bathrooms combine both style and function, offering comfort for your daily routines. Step outside to your private backyard retreat: an entertainer's dream and **SPACE GALORE!** The sparkling swimming pool, resurfaced in 2024 and color-changing pool lights, is the centerpiece of this expansive backyard, offering the perfect spot to relax and cool off on warm Florida days. The fully fenced yard ensures complete privacy, with no rear neighbors. For outdoor dining or relaxation, the shaded gazebo on the concrete pad provides a cozy retreat, complete with a built-in charcoal grill, Bluetooth sound system, and hanging lights, creating the ideal setting for evening meals or entertaining guests. The yard has been freshly landscaped with new sod and includes an efficient well-powered irrigation system, ensuring the space stays lush and green year-round while helping to reduce utility costs. For added convenience, a storage shed offers ample space for tools and outdoor equipment, keeping everything organized and accessible. With plenty of space, you can easily add a swing set, garden beds, or a fire pit to enhance your outdoor oasis. Additional upgrades include new gutters, new insulation (2020), and a new garage door with updated features (2023) and alarm system, giving you peace of mind for years to come. Located nearby schools and shopping, this home offers the perfect balance of convenience and comfort. This is a rare opportunity to own a meticulously updated home in the desirable Winter Park area. Don’t miss your chance to make this exceptional property yours, schedule your private tour today!

1189 Lazy Hollow Place, Winter Park

$905,000

5 Beds ⋅ 4 Baths ⋅ Cypress Reserve SubDv. ⋅ 32792 Zip Code

ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!! The Winter Park Oasis You've Been Waiting For: Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round enjoyment. With a built-in outdoor wet bar and lush landscaping, you'll have the perfect setting for a quiet evening or a lively gathering where you can unwind, entertain, and make lasting memories. This isn't a vacation fantasy—it's your new reality at 5325 Cypress Reserve Place, an exquisite 5-bedroom home in the exclusive gated community of Cypress Reserve. This isn't just a house; it's a lifestyle upgrade designed for ultimate comfort and seamless living. Inside, the open-concept layout flows effortlessly. The chef's kitchen, with its expansive countertops and large island, is the true heart of the home, perfect for everything from casual breakfasts to large dinner parties. The flexible living spaces, including a spacious loft and multi-purpose rooms, provide endless possibilities for a home office, game room, or theater. The result is a move-in-ready masterpiece that offers both comfort and peace of mind. Unbeatable Location, Unmatched Convenience Nestled in one of Winter Park's most sought-after communities, this home offers the perfect balance of serenity and accessibility. You'll be minutes from the chic shops and restaurants of Park Avenue, with easy access to major roads for a stress-free commute. Plus, you'll be zoned for top-rated Seminole County schools and just steps away from the Cross Seminole Trail, offering endless opportunities for outdoor activities. This truly is the opportunity of a lifetime—Schedule Your Private Showing Today! Homes in Cypress Reserve rarely become available—Are you ready to call this one your home?

5325 Cypress Reserve Place, Winter Park

$270,000

2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 01 SubDv. ⋅ 32792 Zip Code

Welcome home to Winter Park! This corner, end unit is located on the second floor with a cozy fireplace and vaulted ceilings to create an open feeling. Tons of natural light fill the space. The large primary bedroom has a pool view, ensuite bath and walk-in closet. The split bedroom plan offers privacy and there is indoor laundry. This unit has eating space in the kitchen and solid countertops. The kitchen is open to the dining and living are for entertaining. Quartz countertops and new vanities in both baths. AC system 2024. The screened balcony overlooks the pool and lush landscaping. This community is well maintained with mature landscaping, tennis court, bike storage rack, pool and clubhouse. The Gallery at Winter Park is close to amenities on Aloma Ave, Advent Health Winter Park, Full Sail University, Rollins College the Cady Way trail and just a short distance from Park Avenue where you will find dining, shopping and Central Park. Schedule your private tour today!

609 Gallery Drive Unit 2, Winter Park

$540,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Incredible opportunity to own a beautifully updated POOL home in Winter Park... just a block from Top-rated Brookshire Elementary School! Situated on an oversized lot with 2-car garage, this home offers the perfect blend of function, design, and comfort- boasting Mid-Century Modern vibes! As you enter through the beautiful double glass doors, you are greeted by an expansive foyer that flows seamlessly into the dining room and open-concept kitchen; all of which has been tastefully updated with meal prep and entertaining in mind!! Fully equipped with all appliances, the kitchen offers modern granite countertops & breakfast bar, and beautiful wood cabinetry with soft-close features, undermount lighting & glass-front display cabinets **PLUS great storage, prep space and excellent lighting! Off of the kitchen and dining room is a dedicated living/great room with TWO sets of French Doors to access the covered patio where you can take advantage of the Florida weather nearly year-round! The master bedroom sits at the back of the home for added privacy, and offers a walk-in closet, an en-suite shared bath, and French Doors that lead to a pavered patio that overlooks the backyard oasis (while providing just the right amount of natural light!). Outside you will enjoy the sparkling pool with stone-pavered deck nestled among the large, fully-fenced yard with plenty of space to play, garden, and relax! Roof and HVAC were replaced in 2014, Pool Pump replaced in 2018. All electrical panels have been updated.

2335 Coldstream Dr, Winter Park

$565,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Beautifully updated and FURNISHED (upon negotiation) 3-bedroom, 2-bath home in the desirable Winter Park Pines neighborhood is truly move-in ready! Fully renovated in 2019, the home boasts a range of high-end features, including hardwood flooring, designer fixtures, custom crown molding, and 5.25” baseboards throughout the majority of the home. Open floor plan is an inviting space for both living and entertaining. Wonderful chef’s kitchen, complete with Quartz countertops, large island, floor-to-ceiling cabinetry with under-cabinet lighting, soft-close doors and drawers, and stainless steel appliances, including fridge, convection oven, dishwasher, microwave, and dry bar. Skylights and double-pane windows flood the space with natural light. The spacious living and dining areas flow seamlessly. Multiple sitting areas. Large walk-in pantry, mudroom and laundry room. Great room / game room, or home office, features French doors that open onto a screened-in porch, ideal for relaxing. Outdoor patio, dry shed and privacy provided by the lush landscaping and fencing. The primary bedroom is a retreat, and features a stunning, large frameless shower, custom dual vanity with quartz countertops, and an oversized walk-in closet. Two additional bedrooms are generously sized, offering views of the front and side yards, and share an improved bathroom. This home is packed with upgrades including a new water heater (2024), new roof (2023), newer indoor electrical panel, and re-plumbing completed in 2017, along with a 2016 HVAC system. A well for 3- zoned irrigation, providing free water for your landscaping. Located just minutes from the Winter Park Pines Golf Course, Cady Way Bike Trail, pool, pickleball/tennis courts, playground, sports fields, and shopping, as well as Winter Park Hospital, this home offers the perfect blend of convenience and luxury. Zoned for Winter Park schools, with an optional HOA, it’s an excellent investment opportunity as well. Close to Rollins College and Full Sail. Enjoy mature, green trees, sidewalks for biking and walking in this charming and sought-after neighborhood.

230 S Ranger Boulevard, Winter Park

$170,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

FOUR SEASONS CONDO IN Winter Park is Centrally located. Great community with a clubhouse, a fitness center recently renovated, 3 swimming pools, tennis courts, and shuffleboard court. Close by you are only a short walk to Cady Way Park for baseball and soccer fields as well as other playgrounds. This 2 bedrooom/2 bath unit has been updated with laminate flooring, ceiling fans, all appliances including washer and dryer. Very close to Advent Health, Winter Park Hospital and all the shopping on Park Avenue, Rollins College, UCF, Valencia Communtiy College. 2 pets allowed :). THis is absolutely a prime location within Winter Park!

200 Saint Andrews Boulevard Unit 2804, Winter Park

$50,000

1 Beds ⋅ 1 Baths ⋅ Colonies Condo SubDv. ⋅ 32792 Zip Code

Priced to sell! Turnkey Investment Opportunity in Winter Park! Attention investors and savvy buyers—this 1-bedroom, 1-bath condo in the Colonies Condo community is the perfect low-maintenance, high-potential opportunity! With 610 sq. ft. of efficient living space, this unit is ideal for a young professional, student, or tenant looking for affordability in a prime location. Featuring vinyl flooring throughout (no carpet to worry about!), a fully equipped kitchen with an oven and range, and central A/C & heating, this condo is move-in or rent-ready. Plus, the HOA takes care of the essentials—your water, sewer, trash, and building insurance are covered, making this a true hassle-free investment. Conveniently located near bus lines, major roads, shopping, and dining, this property is a fantastic rental option or a smart way to start building equity. Don’t miss out on this Winter Park hidden gem—schedule your showing today!

7309 Daniel Webster Drive Unit D, Winter Park

$235,000

2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Don’t miss out on a great opportunity to own a SINGLE-STORY, LOW HOA townhouse in Winter Park’s popular Windward Square community. Imagine yourself enjoying any of its three pools, tennis courts, BBQ area, or outdoor reading benches AND being located a mere 5 minutes from grocery shopping and dining esablishments. More shopping, dining, and opportunities to just relax and watch busy shoppers are available nearby, in Winter Park’s downtown Park Avenue district. This two-bedroom, no carpet unit offers a living/dining room combo with beautiful morning light. In addition to its smartly situated full bathroom, a separate sink and dressing area is available in the master bedroom, for owner convenience. Walk-in closets are found in both bedrooms, and the townhouse has a designated laundry closet, too (washer and dryer convey). Sliding patio doors open to a fully-fenced backyard, affording privacy and the ability to garden, BBQ, or watch Fido play. An exterior storage closet provides space for yard or hobby items you own. You will love the 3-car parking pad right in front of your unit. No more searching for visitor parking spots! Just around the corner you’ll find the clubhouse and all the community amenities that give Windward Square its “easy living” reputation. Schedule your private showing today! ROOF: 2023 HVAC: 2023

2529 Leeward Way, Winter Park

$400,000

4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code

Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining. The generously sized bedrooms offer comfort and versatility to fit your needs. Step outside to your beautiful backyard oasis, featuring a sparkling pool and additional yard space for relaxation or recreation. With no HOA and zoning for top-rated schools, this home is a rare find in a fantastic location. Don’t miss this incredible opportunity!

4991 Tangerine Avenue, Winter Park

$717,000

3 Beds ⋅ 2 Baths ⋅ Williamsburg SubDv. ⋅ 32792 Zip Code

Welcome to 2368 Summerfield Road in Winter Park. This Single-Story residence embraces a playful Mid-Century Style in combination with modern minimal choices and a Bohemian twist. Situated on a sizable Corner Lot with colorful gardens and a masonry wall that extends the perimeter for optimal privacy. You can't help but smile when you enter the inviting Foyer with Architectural and Decorative Elements that include Art, Plants, Wallpapers and large format floor tiles. This versatile Floor Plan allows for an abundance of natural light that floods the space, creating a warm atmosphere that caters to individual lifestyles. The floor plan incorporates 3 Bedrooms and 2 Full Bathrooms, Formal Living and Dining Rooms with Bay Windows, Open Kitchen Concept and Entertaining Space with stylish features that include butcher block counters, a floating breakfast bar and a Natural copper backsplash that adds a touch of rustic charm. An Expansive Florida Room overlooks a sparkling turquoise kidney-shaped Saltwater Pool with Pebble Tech finish. The large backyard is surrounded by lush landscaping and is ideal for entertaining. Paver Sunning Deck, Private Grilling Area and the ability to grow your own Garden. Additionally, the house boasts a high-quality metal roof that combines durability with sleek aesthetics. From Winter Park to Baldwin Park to Audubon Park to Mills 50 District any direction you embark will lead you to thriving dining scenes, entertainment, boutique shopping, farmers markets, Parks, Gardens, Trails, Golf, Art Galleries, Cozy Cafes and Local Favorites. This home’s prime location provides convenient access to I-4, Downtown Orlando, OIA and area attractions.

2368 Summerfield Road, Winter Park

$735,000

3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code

Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the golf course in Winter Park. Thoughtfully upgraded with designer details, this home blends elegance and comfort. A beautifully tiled walkway leads to an inviting interior featuring crown moldings, wood-look porcelain flooring, energy-efficient LED lighting, and stylish fixtures throughout. To the right, a versatile office/flex space with custom built-ins offers the potential for a 4th bedroom filled with natural light. The chef’s dream kitchen boasts custom soft-close cabinets with pull-out shelves, stainless steel appliances, and a massive island with extra storage, perfect for entertaining. Flowing into the family room with built-in cabinetry, a wood-burning fireplace, and surround sound, this space seamlessly connects to the expansive patio and sparkling pool with waterfall, all protected by golf ball-resistant screens and windows. The living room features built-in cabinets for additional storage and functionality. French doors create a smooth indoor-outdoor transition, ideal for gatherings. The primary suite features an extra seating area, a large converted walk-in closet (originally the 4th bedroom), and an en-suite with warm-toned tile, a walk-in shower, and designer fixtures. The additional bedrooms offer ample space, new carpeting with a 25-year warranty, and generous closets. Spray foam insulation between the trusses enhances energy efficiency and comfort year-round. For peace of mind, the home includes exterior security cameras, fresh exterior paint, an expanded concrete driveway, and a new state-of-the-art water heater. Major updates include a roof (2013), AC (2017), and full repipe (2024). Located in an area with top-rated schools, this home is perfect for families. Conveniently across from Cady Way Trail and near the Golf & Country Club, which is owned by Winter Park and hosts community events, a restaurant, and a bar, this home offers easy access to downtown Winter Park and Baldwin Park’s top restaurants, entertainment, and attractions. Don’t miss this exceptional opportunity—schedule your private tour today!

1312 Golfside Dr, Winter Park

$175,000

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

Move in ready with 30K in renovations! Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and style. The expansive family room provides a generous space for family gatherings and entertaining, with abundant natural light flowing through large windows and a screened-in porch. This condo features two generously sized bedrooms and two full bathrooms, offering ample space and privacy. The master bedroom includes an en-suite bathroom for added convenience and comfort. The well-appointed kitchen is a chef’s delight, boasting granite countertops and stainless steel appliances, including a full-sized refrigerator, stove, oven, and microwave. Additional cabinet space ensures you have room for all your culinary essentials. For added convenience, the condo includes a washer and dryer. Enjoy relaxing evenings on the screened-in porch or take a short walk to the clubhouse, where you can refresh in the pool or unwind in the warm hot tub. This home is designed to provide comfort and ease, making it the perfect place to settle in and enjoy. Conveniently located near fine dining, shopping, Baldwin Park. Also near UCF, Full Sail, and Rollins College

2936 Antique Oaks Circle Unit 71, Winter Park

32792 Zip Code Real Estate & Homes with Pool

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