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$357,000
3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code
Charming Townhome with Modern Comforts! Step into comfort and convenience in this beautifully designed 3 bedroom 2 and 1/2 bath townhome. Perfectly suited for families, professionals or anyone seeking a stylish and low maintenance lifestyle. This END UNIT brings in a ton of natural light along with a thoughtful and spacious open floor plan. The main level features an open-concept living and dining area, Ideal for entertaining. The kitchen boasts modern stainless steal appliances, ample cabinetry, sleek granite countertops making meal prep a breeze. Each bedroom offers generous space and storage. The luxurious Primary Suite offers a walk-in closet and a spacious private bath with separate toilet room. Additional highlights include a one car attached garage, second level in-unit laundry, and a private outdoor space - perfect for morning coffee or evening unwinding. The porch is fully enclosed with sliding windows. Beautiful Crown Molding and Plantation Shutters throughout. 2018 Roof and AC. Located in the desirable gated community of The Vistas of Lake Howell. Close to shopping, dining, schools and transit. This townhome combines everyday functionality with stylish living. Don't miss this opportunity to make this home YOURS!

2548 Galliano Circle, 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
$435,000
4 Beds ⋅ 2 Baths ⋅ Quail Run SubDv. ⋅ 32792 Zip Code
**New roof will be installed prior to closing** Located in the sought-after Quail Run community, this 4-bedroom, 2-bathroom home offers over 2,000 sq ft of comfortable living space on an oversized lot. The heart of the home is the large kitchen, complete with two sinks—perfect for extra prep and easy cleanup. Just off the kitchen, enjoy a spacious screened-in patio, ideal for relaxing or entertaining guests. The large and open backyard offers endless possibilities for outdoor activities. The primary suite features a walk-in closet and plenty of natural light. The primary bathroom includes a dual vanity, private toilet closet, walk-in shower, and a separate soaking tub for added comfort. In addition this home has an indoor laundry room and a large two-car garage. This home is conveniently located near plenty of shopping/dining as well as top rated schools. Retail Locations Walmart- 1.3 miles Publix- 1.3 miles Kohls- 1.4 miles Schools Red Bug Elementary- 2.3 miles Tuscawilla Middle School- .5 miles Lake Howell High School- 1.1 miles Don’t miss your chance to make this well-maintained home your own—schedule your showing today!

2209 Fairglenn Way, Winter Park
$415,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA! Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials. The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a home office or den. At the heart of the home is a completely remodeled kitchen (2022), featuring quartz countertops, new cabinetry, a pantry, modern light fixture, and a large island with seating for four—perfect for gatherings and everyday living. The kitchen opens to a spacious family room with sliding glass doors leading to a screened-in porch with dual ceiling fans. Step outside onto the large concrete patio and enjoy the fully fenced backyard, enclosed with a mix of vinyl and wood fencing for added privacy. The split floor plan provides separation and function. The primary suite is tucked off the dining area and features space for a king-sized bed, multiple windows, a ceiling fan, and a fully remodeled ensuite bath with dual sinks, updated mirrors and lighting, and a walk-in shower (no tub). On the opposite side of the home are three very spacious guest bedrooms and a remodeled guest bathroom with charming finishes. The home features wood-look tile flooring throughout (2022), fresh interior paint, and curtains that stay. Front windows and one bedroom window were replaced in 2020. All bedrooms are generously sized—even the guest rooms comfortably fit queen beds with space to spare. Key upgrades and features include: Roof replaced in 2022 Kitchen remodel (2022) Wood-look tile flooring (2022) Front windows + one bedroom window replaced (2020) AC 2017 Water heater (2016) Microwave, refrigerator, and dishwasher (1 year old) Stove (4 years old) new electrical panel June 2025 Irrigation system (non-operational; sellers have never used it) 2-car garage with garage door opener, utility sink, and extra refrigerator and freezer Washer and dryer do not convey Public water & sewer Located outside of a flood zone NO HOA! Ideally located directly across from Eastbrook Elementary, and zoned for Tuskawilla Middle and Lake Howell High, with quick access to Full Sail University, downtown Winter Park, shopping, and dining. Meticulously maintained, tastefully updated, and move-in ready — schedule your private showing today!

5436 Tangerine Avenue, Winter Park
$440,000
3 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code
This charming single-story home offers a comfortable and versatile layout with 3 bedrooms and 2 bathrooms, perfect for families or those looking to spread out and relax. A bright and sunny kitchen flows into the cozy family room, making daily living easy and enjoyable. Just off the kitchen, the generous dining and living areas provide ample space for entertaining or unwinding at the end of the day. The home’s standout features include an expansive screened-in porch—ideal for enjoying Florida weather year-round—and a spacious backyard that’s perfect for gatherings, outdoor dining, or creating your dream garden. The primary bedroom includes access to a private patio, offering outdoor space to enjoy. Additional enhancements throughout the home include updated sliding doors and windows that offer a clean, modern look and smooth functionality. A recently installed fence encloses the backyard, offering added privacy and peace of mind for both kids and pets. Located in Winter Park, this property offers convenient access to local shops, dining, and schools, all while maintaining a quiet, residential feel. Whether you're starting a new chapter or looking to settle into a welcoming neighborhood, this home has everything you need and more.

2312 Poinciana Road, 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
$400,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 11 SubDv. ⋅ 32792 Zip Code
Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re greeted by warmth and functionality. The smart split floor plan gives the primary suite privacy on one side of the home, with the secondary bedrooms nestled on the opposite wing, ideal for guests, kids, or a dedicated home office. In between, you’ll find a spacious main living area, a large, dedicated dining room, a stylishly updated kitchen, and a cozy breakfast nook that opens directly onto a large screened-in patio. Outside, the backyard is truly an entertainer’s dream: complete with a built-in smoker, fire pit, and an outdoor bar setup featuring a grill, bar top, serving station, and a functional sink with hose hookup. All fenced and framed by NEW landscaping and gorgeous Japanese Blueberry bushes, the backyard offers a private oasis, perfect for relaxing, entertaining, or simply enjoying everyday life. The kitchen is both modern and practical, offering granite countertops, newer stainless-steel appliances, an upgraded sink and faucet, and pantry storage. The primary bedroom is bright and generously sized, with a walk-in closet, and ample natural light. Both guest rooms are open and airy, filled with natural light, and offer the flexibility to serve as comfortable bedrooms, a home office, or even a creative space. ALL bedrooms have UPDATED ceiling fans with lights. BOTH bathrooms have been tastefully remodeled with clean finishes, updated vanities, and sleek lighting. NOTEWORTHY UPDATES INCLUDE: updated electrical, plumbing (2023), A/C (2023), roof (2019), main drain line (2018), NEW interior and exterior paint (2024), NEW garage door opener (2024), and a NEWLY installed wood privacy fence. A detached shed located behind the garage stays with the home and offers lots of additional outdoor storage. The garage also features overhead storage racks which will convey with the sale. All windows in the home have custom blinds and the whole home is updated with wood-like laminate flooring (this home has NO CARPET). Every detail has been considered to deliver peace of mind and move-in-ready comfort. Eastbrook offers the best of Winter Park living, a true neighborhood feel, and unbeatable convenience. Conveniently located to Park Avenue, Downtown Orlando, UCF, Orlando International Airport, top hospitals like AdventHealth and Orlando Health, and key commuter routes like Semoran Blvd and the 417. Whether you're commuting or exploring the local food, shopping, and culture, everything you need is close by. This is a home with personality, functionality, and a location that checks every box. Don’t miss the opportunity to make 3443 Arnel Drive your own. Schedule your showing today and don't forget to ask for the full updates list!

3443 Arnel 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
$400,000
4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. Seller will assist with closing costs! Welcome to your dream home in the highly sought-after Howell Estates community of Winter Park, Florida! This immaculate four-bedroom, two-bathroom residence is perfectly situated on just under a quarter acre, surrounded by lush, mature landscaping that enhances its curb appeal. Step inside this well-maintained gem, with only two previous owners, and you'll find a spacious layout designed for comfort and convenience. The inviting eat-in dinette flows seamlessly into the living room, dining room, and family room, providing ample space for gatherings and entertaining. The expansive covered and screened lanai is perfect for enjoying those warm Florida evenings, while the backyard boasts mango trees and vibrant vines, creating your own private oasis. The kitchen comes fully equipped with essential appliances, including a microwave, stove, dishwasher, and refrigerator, making it a delight for any home chef. With plenty of indoor and outdoor space, there's room for everyone to relax and enjoy. Additional features include an oversized garage and a long driveway that accommodates multiple vehicles, ensuring you and your guests always have parking available. Recent updates include a roof installed in 2014 and an AC replacement in 2019, giving you peace of mind for years to come. Located just minutes from Winter Park's best shopping, dining, and downtown attractions, this home is also conveniently near major highways and top-rated schools, making it an ideal choice for families and professionals alike. Don’t miss out on this incredible opportunity to own a piece of Winter Park paradise! Schedule your showing today!

1017 Manchester 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
$469,500
4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code
Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

7679 Bent Bow Trail, 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
$330,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Villas SubDv. ⋅ 32792 Zip Code
*Buyer's financing fell through* Welcome to this beautifully renovated 2-bedroom, 2-bath home located in Winter Park! This move-in ready property features modern finishes throughout, a private courtyard, and a spacious backyard—perfect for relaxing or entertaining. The HVAC was replaced in 2018, offering peace of mind and energy efficiency. Conveniently situated just minutes from AdventHealth Winter Park, Rollins College, Full Sail University, and UCF. Enjoy nearby dining and shopping at East End Market, local favorites along Park Ave, and recreational options like Winter Pines Golf Course. Zoned for the highly sought-after Winter Park High School.

631 Warrenton Road, Winter Park
$455,000
3 Beds ⋅ 2 Baths ⋅ Bennington SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous quartz countertops, perfect for preparing family meals or entertaining guests. Fresh interior paint throughout gives the home a bright, clean, and inviting feel, truly turn key condition! Step outside and enjoy the peaceful charm of a quiet street ending in a cul-de-sac, offering privacy and a wonderful area for families to play. Plus, you’re just minutes from local restaurants, parks, grocery stores, and major highways; everything a busy family needs is right at your fingertips. All that’s missing is you! Priced to sell and waiting for YOU to make it home. Schedule your showing today and see it for yourself. Don't miss it!

3304 Bennington Ct, Winter Park
$379,900
3 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code
Excellent value on this 3BR corner lot home in the well-established Georgetown Estates community of Winter Park. Recent quality updates include: (1) Roof new in 2023, (2) Replumbed in 2024, (3) New garage door in 2025, (4) Fresh exterior paint in 2025, (5) Fresh interior paint (bedrooms, baths, kitchen) in 2025, and (6) Bedroom carpeting new in 2025. Layout features spacious living room upon entry and dining area in back, adjacent to your prep kitchen. Kitchen is open to the family room, making for a great gathering space. All bedrooms tucked off the home’s hallway, with the primary suite in the front. Primary suite includes an ensuite bath with shower. Out back, you’ll enjoy having a generous sized screened lanai for relaxing or entertaining. The backyard is fenced and full of lush foliage which helps provide privacy as you enjoy fun in the sun. Plenty of storage space – the garage is extra deep and there’s a storage shed in the backyard. Excellent location – you’ll love the proximity to major roadways. The neighborhood has direct access to both SR 426 and SR 436, and you’re only about 10 minutes from SR 408. You’re 5 minutes from your Publix and about 10 minutes from the fabulous downtown Winter Park. This home was lovingly cared for by the same family for decades. Now it’s your turn to come in and make some new memories. Great deal!

3121 Thistlehill Drive, Winter Park
$365,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code
Tucked away in a quiet Winter Park cul-de-sac, this 3-bedroom, 2-bathroom home sits in one of the area’s most convenient spots with low taxes, low HOA, and access to top-rated schools. The layout flows well, with updated bathrooms, an enclosed porch for extra living space, and a backyard that’s great for entertaining. There’s even a partial pond view that adds a little extra charm. Whether you’re a first-time buyer or looking for something you can put your own stamp on, this home offers tons of potential without the high price tag you’ll find elsewhere in Winter Park. The enclosed porch gives you flexible space to hang out, work from home, or host friends—and the yard has plenty of room to make it your own. With great bones, a prime location, and a price that leaves room for updates, this one is a smart buy in a neighborhood that rarely has homes available.

1748 Harvest Cv, 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
$412,500
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Location, lifestyle, and livability! Nestled in a prime City of Winter Park location, this beautifully landscaped, charming, freshly painted, 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience—walkable to grocery stores, shopping, dining, Advent Health Winter Park Hospital, movie theater, banks and more! Inside, you’ll find a thoughtfully designed split-bedroom floor plan, a renovated kitchen, and stunning hardwood floors throughout. Step outside to your oversized backyard oasis, perfect for relaxing or entertaining, with plenty of room to play and a drive gate for your boat, trailer, or RV. With an acceptable offer, the seller will install a new roof with your choice of color, and the HVAC is only 2 years old. This move-in-ready gem in a highly sought-after neighborhood won’t last—schedule your showing today!

619 Byron Road, 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
$460,000
4 Beds ⋅ 2 Baths ⋅ Willa Grove SubDv. ⋅ 32792 Zip Code
some photos are virtually staged!Nestled on one of the largest pie-shaped lots in Willa Grove, this 4-bedroom, 2-bathroom home offers over 2,300 sq. ft. of versatile living space. Designed with a split-bedroom layout for enhanced privacy, the home features an open-concept family, dining, and kitchen area perfect for entertaining. The family room opens onto a large enclosed lanai overlooking a fenced backyard.The spacious Owner’s suite includes a walk-in closet, dual vanities, a separate shower, and direct access to the backyard. Two additional bedrooms include built-in workstation nooks and share a well-appointed bathroom. A flexible bonus room at the rear of the home can serve as a fifth bedroom, home office, playroom, or theater. Exterior features include a charming front porch, a detached carport with boat parking, a full-size storage shed, and an additional side driveway. a newer roof, 2016 HVAC system, quartz countertops, updated plumbing, improved insulation. Located within walking distance to Tuskawilla Middle School and Lake Howell High School, and just minutes from shopping, dining, parks, Full Sail University, UCF, and the 417. This move-in-ready home combines comfort, convenience, and flexibility—an exceptional opportunity not to be missed.

1742 Willa Circle, 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
$402,500
3 Beds ⋅ 2 Baths ⋅ Harbour Ridge SubDv. ⋅ 32792 Zip Code
This fully reimagined corner-lot residence is more than a renovation; it’s a masterpiece, designed for modern living. Sited on nearly 0.40 acres, the home greets you with bold curb appeal, and sleek paver driveway that signal something truly special inside.

1301 Paradise Lane, 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
$379,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
A PERFECT slice of PARADISE!! So many amenities at your doorstep!! LAKE VIEW, tennis courts, 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! 2021 NEW ROOF 2019 NEW WINDOWS!! 2018 NEW KITCHEN CABINETS and LIGHTING 2018 Updated primary bath with MODERN vanity, DUAL sinks and WALK-in shower. Lots of NATURAL light! FRESH interior paint, ceiling fans, and a wood-burning fireplace. Firewall has been replaced and has a 2-year warranty. The patio has BIG of potential for a serene oasis and lake view!! SCREENED-IN porch off dining area to a fenced backyard. Tennis courts, playground, lakeside park all directly across the street. Seminole County schools, shopping and restaurants within minutes. Easy access to 417, 436, and University.

2828 Whispering Way, Winter Park