32792 Zip Code FL 1/3 Acre Real Estate, Homes for Sale

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

One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool home tucked away on a quiet cul-de-sac in the highly desirable Winter Woods community of Winter Park. This charming 3-bedroom, 2-bathroom residence offers the perfect blend of modern updates, comfort, and location. Step inside and immediately notice the brand-new flooring that flows throughout the spacious living areas, complementing the home’s open and inviting layout. The fully remodeled kitchen (2025) features all-new stainless steel appliances, sleek cabinetry, quartz countertops, and stylish finishes — a true showpiece for anyone who loves to cook or entertain. Enjoy peace of mind knowing the roof, HVAC, and water heater have all been updated within the last 4 years, ensuring years of worry-free living. The primary suite offers a private retreat with an en-suite bathroom, while two additional bedrooms provide flexibility for guests, a home office, or family. Outside, step through sliding glass doors to your screened-in patio and sparkling pool, surrounded by lush landscaping and a fully fenced backyard — ideal for relaxing or hosting gatherings year-round. Additional highlights include a two-car garage, block construction, no HOA, and a prime location close to downtown Winter Park, Park Avenue shopping and dining, UCF, Rollins College, and major roadways for easy commuting. Whether you’re a first-time homebuyer, downsizing, or looking for a move-in-ready property in a sought-after neighborhood, this Winter Park gem truly has it all.

2218 King Richards Court, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code

Discover the perfect blend of comfort and convenience in this beautifully remodeled 3-bedroom, 2-bath home located in Winter Park’s desirable Woodcrest neighborhood. Featuring quartz countertops, stainless steel appliances, and thoughtful modern updates throughout! Newer roof (2018), plumbing (2021), and windows (2019)! This home is truly move-in ready. Enjoy relaxing on the covered back patio, hosting with ease in the open living spaces, and being just minutes from top-rated schools, parks, dining, and everything Winter Park has!

5110 N Woodcrest Drive, Winter Park

$85,000

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

2 Bedrooms and 1.5 upgraded condo unit in Winter Park Woods

110 Scottsdale Square Unit 110, Winter Park

$1,075,000

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

In the private gates of Hawks Crest, this exquisite Palermo II residence by Meritage Homes showcases over $300,000 in luxurious upgrades and an impeccable blend of elegance and modern comfort. Designed for effortless living and grand entertaining, the single-story floor plan offers an inviting open concept layout. A spacious living area centers around an electric fireplace and expansive glass sliders that open to a tranquil resort-style retreat. At the heart of the home, the chef’s kitchen features quartz countertops, elegantly crafted cabinetry and designer lighting, complemented by adjacent dining and gathering areas ideal for hosting. The residence offers four spacious bedrooms, three beautifully appointed baths, and a three-car garage equipped with built-in cabinets and storage racks for added convenience. Additional highlights include a custom primary suite closet and a beautifully designed laundry room, both thoughtfully tailored for organization and functionality. A premium surround sound system enhances the interior and extends outdoors to the pool and patio area, creating a seamless atmosphere for everyday living and entertainment. Outdoors, a private saltwater pool and spa await, heated by gas and equipped with an automatic fill and drain system for effortless enjoyment. The fully fenced backyard, with no rear neighbors, is framed by lush tropical landscaping, complete with three gated entries and a serene fire pit retreat, providing privacy and tranquility. Residents of Hawks Crest enjoy a thoughtfully designed community featuring a resort-style swimming pool, virtual guard gate, clubhouse, fitness center, splash pad, playgrounds and a dog park, along with exclusive access to Lake Howell. For added convenience, Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee Co. are right at the front of the neighborhood. This remarkable home captures the essence of luxury, comfort and contemporary Florida living.

1245 Wading Waters Circle, Winter Park

$389,000

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

Welcome to this beautifully renovated 3-bedroom, 2-bath home tucked inside a quiet Winter Park neighborhood—just minutes from Park Avenue’s shops, dining, and charm. Located on a spacious CORNER lot, this property stands out with the only PRIVATE POOL in the community—a rare find in this area! Inside, you’ll find a FULLY UPDATED kitchen with new appliances, stylish tilework, and modern finishes. Both bathrooms have been completely remodeled with new vanities, counters, and tile for a clean, contemporary feel. The primary suite features sleek marble flooring, while the two back bedrooms offer warm wood floors for a cozy contrast. Enjoy brand-new sliding glass doors off both the primary and back bedroom—flooding the space with natural light and offering easy access to the backyard and pool area. The FULLY FENCED yard is perfect for entertaining or just relaxing in your own private retreat. You’ll also love being just steps away from the community pool, scenic pond, gazebo, and walking path—giving you multiple ways to unwind. This home is truly move-in ready and delivers the best of Winter Park living—location, style, and your own private pool. Come take a look before it’s gone!

3383 Hamlet Loop, Winter Park

$495,000

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

One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step through the front door into a travertine-floored foyer overlooking the open living and dining areas — ideal for entertaining or relaxing in natural light. The modern kitchen features: Painted wood cabinetry, Granite countertops and stainless steel appliances (range, refrigerator, microwave, dishwasher, and wine fridge), Peninsula bar with prep sink for easy meal prep, French doors opening to the backyard. All four bedrooms feature ceiling fans and brand new textured carpet. The primary suite includes two closets and an updated marble-tiled bath. Enjoy the fully fenced backyard with garden space and irrigation system—perfect for pets, play, or quiet evenings under the trees. There’s also extra storage off the courtyard-entry carport, plus a pantry and coat closet for everyday convenience. Insulated, upgraded windows, Upgraded electrical service, Fresh paint throughout, New carpet and fixtures. The prime location is located just steps from Winter Park Pines Golf Course and minutes from Park Avenue, Winter Park Village, and Baldwin Park Town Center. Convenient to shopping, dining, and top-rated schools.

422 S Ranger Boulevard, Winter Park

$340,000

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

This is the Opportunity of Winter Park 2025 !! Possibilty for 4th bedroom or Office! Nov 26 Price improvement! make the deal ! All the Big items are Fresh and Ready New Shingles on the Roof in 2018, HVAC System is from 2017, Hot Water Heater is 2019, Interior Walls Ceilings and Trim were just Completely repainted,Stainless Steel Appliance package. Bathrooms have been updated as well. All New Hinges and Door Knobs with Nichol Finish, New LED Lights for max efficiency and modern brighness. Ceiling Fans in most rooms. Side Entry Garage on 1/3 Acre Lot with extra Parking pad/driveway. Boat/Trailer storage behind fence at end of 2nd Driveway. Great Floor Plan with tile floors through out. Located in the most desired schools and access to all the best Orange County has to offer.Plenty of opportunity for some sweat equity as well.Chance to Move in before the Holidays and just intime to file for Homestead in 2026 See it today!! Now is the Time to make your Best deal

7728 Glenmoor Lane, Winter Park

$912,500

4 Beds ⋅ 3 Baths ⋅ Sanctuary At Lake Ann SubDv. ⋅ 32792 Zip Code

Welcome to 210 Laurel Park Court—a thoughtfully designed, single-story residence offering 4 bedrooms, 3 bathrooms, and a dedicated home office. Nestled on a ?-acre lot with a beautiful lake view of Lake Ann, this exquisite home is part of a private, gated enclave of just eight custom-built homes, perfectly situated close to everything you love about Winter Park living. Built by Arthur Rutenberg Homes and meticulously maintained, this residence showcases an array of upscale features designed for both comfort and luxury. Step inside to discover soaring ceilings, crown molding, and 18" neutral porcelain tile flooring, which together enhance the home’s open-concept design and timeless aesthetic. The formal living and dining rooms set the stage for elegant entertaining, while the spacious family room flows effortlessly into the kitchen and breakfast nook. The gourmet kitchen features a sleek gas cooktop, 42" solid wood cabinetry, and granite countertops—perfect for crafting culinary masterpieces. Natural light fills the open living areas, complemented by wood Bermuda shutters and integrated surround sound—ideal for both entertaining and everyday enjoyment. The primary suite is a serene retreat, offering direct lanai and pool access, his-and-hers walk-in closets, and a spa-inspired bathroom with a freestanding jetted Jacuzzi tub, glass shower enclosure, and dual vanities. This home has been thoughtfully updated for efficiency and peace of mind, featuring: Solar panels (2020) for reduced energy costs New A/C systems – condenser (2023) and air handler (2025) New hot water heater (2023) New washer & dryer (2022) Relax in the inviting living area centered around a stylish gas fireplace, or step outside to enjoy the beautiful pool and spa area—a private haven perfect for alfresco dining and leisurely afternoons. Each spacious bedroom has been designed to provide a peaceful sanctuary, while the landscaped yard adds to the home’s curb appeal and outdoor enjoyment. Ideally located just minutes from Winter Park’s boutiques, fine dining, cultural attractions, and top-rated schools, 210 Laurel Park Court offers an unparalleled blend of luxury, convenience, and modern efficiency. Experience the lifestyle you’ve always dreamed of in this exquisite home. (A one-time HOA capital contribution of $1,000 is required at closing.)

210 Laurel Park Court, Winter Park

$317,000

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

Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA.

2401 Antilles Drive, Winter Park

$660,000

4 Beds ⋅ 3 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Beautifully updated Winter Park home showcasing fifteen years of thoughtful renovations and “forever-home” quality throughout. Sited on just over 1/4 acre of manicured grounds, the inviting single level layout wraps around a bright, vaulted great room with tongue-and-groove ceiling, exposed central beam, and a stunning 20-foot folding Origin door system that opens fully to the pool and patio for seamless indoor-outdoor living. The expansive and private primary suite features a newly remodeled bath with timeless finishes as well as a surprisingly large walk-in closet. Three additional bedrooms and one-and-a-half baths are located on the opposite wing of the home, all connecting to the great room via French doors that create both openness and privacy. Multiple living spaces spotlight cozy vignettes at every turn - from the wood burning fireplace in the family room to the bright view out to the pool from the dining room; even the laundry room is outfitted with a gorgeous molded counter top sink and designer lighting! Notable systems upgrades include a new Trane variable-speed HVAC (2024), roof (2018), windows (2021), driveway (2024), pool pump and filter (2025), and spray-foam insulation. Distinctive details—custom brickwork, wood-inlaid eaves, solid core doors with top shelf hardware, detailed window casings and smooth-finish walls—add character and craftsmanship. Set in a quiet neighborhood near Lake Waunatta with easy access to University Boulevard, this home offers exceptional quality, comfort, and turnkey functionality in desirable Winter Park. Don't miss your chance to see it before its gone.

4019 Quenita Drive, Winter Park

$109,500

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

This 1 bedroom, 1 bath condo at 311 Scottsdale Sq, Winter Park, FL 32792 is leased to a reliable long-term tenant paying $1,450 / month. Located on the first floor in the established Winter Park Woods community, this unit features an open-concept layout as soon as you walk in. The HOA includes water, access to two community pools, a playground, and tennis courts. Winter Park Woods is also zoned for highly rated schools in Florida, which helps with both property value and long-term rental demand. The location is a major plus. This condo sits in the heart of Winter Park / Winter Park Pines / Goldenrod area, close to Full Sail University, UCF, AdventHealth, Orlando International Airport, and main highways for easy commuting. You’re just minutes from shopping, grocery stores, restaurants, gyms, parks, and Winter Park’s retail corridors. You also have quick access to downtown Winter Park, Orlando, and major job centers, which keeps rental demand very strong in this area.

311 Scottsdale Square Unit 311, Winter Park

$500,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Gorgeous move in ready or spacious corner lot to build your Dream Home, fully updated 3 bedroom, 2 full bath , corner lot home in a coveted Winter Park neighborhood! The interior is completely renovated throughout, including kitchen with stone countertops, two year old appliances, all new bathrooms with shower glass doors, flooring with plank tiles, two year old A/C unit and air handler, new lighting, roof 5 yrs old. Inside laundry room now included under air also provides newer washer and dryer. Interior and exterior freshly painted, new wooden fence, new spacious wooden back pergola, enlarged paver area in the back, new landscape, new shed, new irrigation system with well, new RV/ trailer garage with gravel, professionally installed garage epoxy, custom made closets, updated electrical breaker box, additional 220 electrical outlet for electric cars and more! This is a great location that is just blocks from Brookshire Well served by a variety of Top-Rated Orange County Schools, the neighborhood is only .5 miles to Brookshire Elementary, 1.8 miles to Glenridge Middle School, .3 miles to Winter Park High School and 3.2 miles to Rollins College. This Winter Park Community is surrounded by great outdoor activities including the Cady Way Trail, 2 miles from Baldwin Park, .7 miles from the Showalter Field and .8 miles from Winter Pines Golf Club. A shopping and dining gem, you will also be only 3.3 miles from Park Ave, 6.2 miles from Downtown Orlando and 1.4 miles away from the Winter Park Hospital. Call today before this one is gone! Decorations attached to the walls are not for sell.

2412 Middleton Avenue, Winter Park

$340,000

3 Beds ⋅ 4 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code

Amazing Townhome! GATED Community of Aloma Trails Townhomes in a great Winter Park location and this 3 bedroom, 2.5 bathroom with features of spacious living and comfortability. This stunning Townhome has Ceramic Tile flooring throughout the first floor leads to a kitchen with all the upgrades including SS appliances. 42” Cabinets, upgraded granite countertops and backsplash, and an island with plenty of seating along with a carpet in the second floor and all bedrooms. The master suite is outfitted with large Walk-In closet, glass-enclosed shower with dual sinks, and oversized cabinets. The two additional bedrooms share a second full bath and there is a half bath on the main floor convenient for guests. Separated interior laundry closet provides convenience and comfort. A nice big Car Garage and driveway, which will easily suit for multiple vehicles as necessary. This community comes with hassle-free lawn care, and well-maintained common areas and a BEAUTIFUL location. The fitness enthusiast will enjoy the Crunch Fitness facility just across the community and, the CADY WAY trail and the CROSS SEMINOLE trail- all just steps away from your front door. Walmart, Costco and Publix are almost 3 min driving distance. Close to Park Ave in Winter Park, SR 417, UCF, Fulsail University, and just 40 minutes to the Beach! Add in top notch Seminole County Schools. You don't need to look any further for your Dream Home! Schedule your viewing today!

7580 Aloma Pines Court, Winter Park

$506,500

4 Beds ⋅ 2 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to Enclave at Aloma — a gated Winter Park community known for its peaceful setting and unbeatable convenience. This spacious 4 bedroom, 2 bathroom home sits proudly on an expansive corner lot with no direct rear neighbors, offering extra space, privacy, and plenty of curb appeal. Step inside to find a bright, open layout with hardwood floors throughout the main living areas, updated light fixtures, and an airy feel that immediately feels like home. The kitchen features white cabinetry, granite countertops, stainless steel appliances, a walk-in pantry, and a center island with pendant lighting — all overlooking the dining and living areas covered in natural light. The primary suite is privately tucked away at the back of the home and features sliding glass doors leading directly to the expansive screened lanai, creating a seamless indoor-outdoor retreat. The en-suite bath includes dual vanities, a walk-in shower, and a generous walk-in closet. Two secondary bedrooms share a hall bath, while the third guest bedroom offers flexibility for a home office or playroom. Outside, enjoy the fully fenced backyard — ideal for entertaining or gardening. Additional highlights include a two-car garage and inside laundry room with built-in cabinetry. Zoned for highly rated Seminole County schools and neighboring the prestigious Trinity Preparatory School campus — known for its #1 STEM program in the Orlando/Winter Park area — this home is also just minutes from 417, 436, Downtown Winter Park shopping, dining, and more. Don’t miss the opportunity to own this upgraded, move-in-ready home. Schedule your private showing today!

8162 Lazy Bear Lane, Winter Park

$223,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

Sold data only.

1378 Chilean Lane, Winter Park

$315,000

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

One or more photo(s) has been virtually staged. Don’t miss out on this beautifully maintained, 2 bed, 2 bath, single story townhome in the sought after Winter Park Pines with a LOW HOA! As you make your way towards the entrance you have 2 private, fenced-in courtyard areas for sitting out for a morning coffee, home gardening, or just getting out to enjoy the weather. As you enter the home you see nicely updated kitchen with granite countertops, stainless steel appliances, and white cabinets. The great room is exactly that, with large vaulted ceilings and plenty of natural light. The spacious Owner’s Suite is complete with a gorgeous, recently renovated bathroom and walk-in closet!

615 Warrenton Road, Winter Park

$72,000

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

For Sale Data Entry Only

339 Scottsdale Square Unit 339, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

Value is in the land/lot with potential for a renovation/remodel. Excellent opportunity to own a block home in Winter Park with a preexisting pool and some valuable upgrades including tankless water heater, newer washer/dryer, and newer HVAC.

443 S Lakemont Avenue, Winter Park

$110,000

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

For Sale Purpose Only

106 Scottsdale Square Unit 106, Winter Park

$425,000

3 Beds ⋅ 2 Baths ⋅ Wrenwood Unit 3 3rd Add SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Beautifully Renovated 3-Bed, 2-Bath Home in Winter Park!!! Experience modern living at its finest in this fully renovated 3-bedroom, 2-bathroom home located in the heart of Winter Park. Recently updated with a new roof (installed within the last six months), HVAC systembupdated within the last few years, and upgraded plumbing, this residence offers both peace of mind and contemporary style. The interior features a luxurious open-concept design with premium finishes, designer fixtures, and a fully remodeled kitchen complete with custom cabinetry and stainless steel appliances. The spacious primary suite includes a beautifully updated ensuite bathroom. Perfectly situated near A-rated schools, premier shopping, dining, and entertainment, this move-in-ready home delivers the ideal blend of elegance, comfort, and convenience in one of Central Florida’s most desirable locations.

5201 Ardmore Drive, Winter Park

$528,000

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

Experience the perfect blend of modern luxury and timeless charm in this newly renovated 4-bedroom, 2-bath Winter Park retreat. Thoughtfully designed with an open-concept layout, this home features sun-filled living spaces, a beautifully appointed kitchen with premium finishes, and a generous great room ideal for entertaining. A versatile spacious sunroom bridges indoor and outdoor living, offering the perfect spot for a home office, gym, or relaxation lounge as it opens to the backyard oasis. Outside, lush landscaping frames a large inground pool and expansive patio—an idyllic setting for gatherings or peaceful retreat. Just minutes from Park Avenue, top-rated schools, and Winter Park’s vibrant dining and shopping, this home captures the essence of Central Florida living at its finest. New roof installed 09/2025, Pool resurfaced 09/2025.

4991 Tangerine Avenue, Winter Park

$435,500

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to this stunning Winter Park pool home, offering 3 bedrooms and 2 bathrooms across 1,668 square feet of thoughtfully designed living space. Upon entering, you are greeted by a spacious, open living area where the living and dining rooms flow seamlessly together, creating a perfect space for entertaining or relaxing with family. The kitchen features stainless steel appliances, abundant cabinetry, and generous counter space, complemented by a breakfast nook that opens to the family room. A sliding glass door leads from the family room to the enclosed Florida room, providing a bright, versatile space to enjoy year-round. The split bedroom floorplan ensures privacy, with the primary suite boasting an en suite bathroom complete with a walk-in shower. Step outside to a beautifully landscaped backyard with an in-ground pool and a pergola, ideal for outdoor gatherings or quiet afternoons. The enclosed Florida room with A/C overlooks the yard, making it perfect for indoor-outdoor living. Sitting on over a quarter acre, this home offers ample space for relaxation and recreation. Recent upgrades include fresh paint, new carpet, a brand-new hot water heater, and a new kitchen sink and faucet. Conveniently located near grocery stores, restaurants, and with easy access to highways, UCF, downtown Orlando, and all the city has to offer, this home combines comfort, style, and location in one exceptional package. Don’t miss the opportunity to make this Winter Park gem your new home. Mortgage savings may be available for buyers of this listing.

1630 Gladiolas Drive, Winter Park

$143,000

1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

For Sale – Beautifully Remodeled 1 Bedroom / 1 Bath Condo – Parkview Village, Winter Park Beautifully remodeled 1-bedroom, 1-bath condo featuring elegant wood floors and fresh paint throughout. Spacious living and dining areas open to a lovely screened patio — perfect for relaxing. Located in Parkview Village, a quiet and convenient community in front of to Full Sail University, and just minutes from UCF, Rollins College, and Valencia College. Enjoy community amenities including a pool, sauna, and clubhouse.

2905 Antique Oaks Circle Unit 6, Winter Park

$300,000

3 Beds ⋅ 2 Baths ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. Third bedroom has its own separate entrance as well. Large foyer and living room. Kitchen has beautiful 40 inch cabinets and granite counter tops. Septic system was just replaced in September. Close to everything.

121 Stefanik Road, Winter Park

$85,000

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

Entry for Sale Data Only

346 Scottsdale Square Unit 346, Winter Park

$295,000

3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code

Updated 3-Bedroom, 3-Bath Townhouse in Winter Green Community – Move-In Ready! Welcome to this beautifully updated 3-bedroom, 3-bath townhouse located in the desirable Winter Park community in Florida. This spacious and well-maintained home features modern upgrades throughout, including granite countertops, neutral interior colors, and an inviting open layout that's perfect for both everyday living and entertaining. Enjoy the convenience of a move-in ready home with access to fantastic community amenities, including a sparkling pool and clubhouse. Ideally situated near shopping, dining, and just minutes from UCF, this location offers both comfort and connectivity. Co-List Agent related to Seller

1509 Winter Green Boulevard, Winter Park

$278,250

3 Beds ⋅ 2 Baths ⋅ Amberwood Unit 2 SubDv. ⋅ 32792 Zip Code

Auction Property. Situated in one of Winter Park’s most sought-after neighborhoods, this property offers a rare opportunity to create your dream home in an established community surrounded by mature trees and beautiful homes. The spacious lot provides plenty of room for your ideal layout, outdoor living space, and more. Conveniently located near schools, shopping, dining, and major roadways, this property combines peaceful neighborhood living with easy access to everything Central Florida has to offer. Whether you’re an investor or a homeowner ready to build something special, this location offers endless potential in a prime Winter Park setting.

1509 Sugarwood Circle, Winter Park

$357,500

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

LOCATION LOCATION LOCATION!! This 3 bedroom 2 bath home features an open floor plan with loads of natural light. Generous sized Kitchen and Living Areas. Large fenced backyard. New paint inside and out, along with new ceiling fans and light fixtures. Roof is 2018, Replumbed 2016 and HVAC 2019. This home is a must see!!!

2065 Cocos Lane, Winter Park

$458,000

4 Beds ⋅ 3 Baths ⋅ Bel-Aire Pines, Unit Two SubDv. ⋅ 32792 Zip Code

Virtually Staged. Stunning Two-Floor Home in Coveted Winter Park School District Immaculately maintained and truly move-in ready, this unique two-story residence features distinct living quarters with private entrances to both levels. The main floor offers a spacious split-bedroom layout with three bedrooms and two full baths, including a primary suite with an en-suite bathroom and generous walk-in closet. The fully equipped kitchen boasts newer appliances and opens to a bright living area. The expansive 800 sq. ft. upper level functions as a self-contained living unit, ideal for multi-generational arrangements, home offices, or rental income potential. This versatile space includes one bedroom, a full bathroom, a private balcony, and a full open-concept living and dining area complete with a full-size refrigerator and stove. Located in the highly rated Winter Park School District, this home offers the perfect blend of top-tier education and Central Florida lifestyle. Residents enjoy easy access to world-class entertainment, situated just 26 miles (approx. 35 minutes) from Walt Disney World. Additional features include a large two-car garage with washer/dryer hookups, ample driveway parking, fresh interior paint, and a brand-new roof with a transferrable warranty. All major systems are well-maintained and in excellent working condition.

3312 Heartwood Avenue, Winter Park

$365,000

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Welcome Home to Eastbrook in Winter Park! This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, charm, and modern updates — all nestled on an OVERSIZED CORNER LOT in the desirable Eastbrook community with NO HOA and NO CDD. Step inside to find 1,530 sq ft of thoughtfully designed living space, freshly painted in 2025 to give every room a bright, inviting feel. The renovated primary bathroom shower (2025) adds a touch of luxury, while the repiped plumbing (2024) comes with a transferable 30-year warranty for peace of mind. Enjoy outdoor living at its best with a brand-new fence and paved driveway (2023). Major updates have already been taken care of, including a new HVAC (2021), new water heater (2023), and a 9-year-old roof, ensuring this home is move-in ready and worry-free. You’ll love the convenient location — just 10 minutes to Downtown Winter Park and 15 minutes to Baldwin Park, putting shopping, dining, and local charm right at your fingertips. Located in the heart of Winter Park, Eastbrook is known for its welcoming vibe, tree-lined streets, and proximity to top-rated schools, parks, and more. Whether you're a first-time buyer or simply ready for your next chapter, this home has everything you’ve been looking for — style, updates, and location all in one!

1083 Eastbrook Boulevard, Winter Park

$699,450

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

**Multiple offers received*** Please submit highest and best by 10/20/2025 at 4:00 pm This beautifully maintained golf course home offers effortless living in an established Winter Park neighborhood. As you drive along the charming tree-lined streets, the home greets you with impeccable landscaping and timeless curb appeal. Step inside the foyer and discover a bright, open floor plan that seamlessly connects the dining area, kitchen, and living room. Soft natural finishes create a breezy, relaxed feel, while the cozy fireplace anchors the living space, which is perfect for gathering with loved ones. The kitchen is both stylish and functional, featuring stainless steel appliances, stone countertops, a farmhouse sink, and refinished cabinetry. The stylish island provides casual dine-in seating, and the custom pantry and laundry room offer exceptional storage, plus a convenient folding counter and hanging space. Your private primary suite is tucked away to the left of the kitchen, offering serene views and sliding doors that open to the screened lanai overlooking lush, mature landscaping. The walk-in closet provides generous storage, and the updated ensuite bath includes a walk-in shower with both handheld and fixed showerheads. A split floor plan offers three additional bedrooms and an updated guest bath with a tub and glass enclosure perfect for guests. Relax on the screened lanai and enjoy peaceful golf course views and privacy. The brand-new roof provides peace of mind, and the widened paver driveway offers both style and convenience. The garage is equipped with a workbench and built-in shelving for all your storage needs, plus an additional shed and fenced side yard create more outdoor space to enjoy. Located within the Winter Park school district, this home offers the perfect blend of privacy and convenience — just 8 minutes from Lake Baldwin Park, 10 minutes to Corrine Drive’s shopping and dining, 12 minutes to Park Avenue, and 20 minutes to Downtown Orlando.

1346 Golfside Drive, Winter Park

$517,000

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

A RARE FIND!! Original Owner, DIRECT LAKE VIEW of LAKE FLORENCE in desirable WINTER PARK!! Gently lived-in 3 bedroom, 2.5 bath home with LAKE VIEWS from most rooms!! Kitchen UPDATED with new cabinets, GRANITE countertops, STAINLESS undermount sink & faucet!! XL LARGE Primary bedroom could be an upstairs OFFICE or TV den!! 2021 NEW AC, 2020 NEW ROOF, 2018 NEW PLUMBING!!! All bathrooms have been UPDATED! Primary bath with GARDEN TUB! Enjoy the LAKE from the kitchen, screened porch, or the back patio!! Bring your BBQ, morning coffee, evening wine, paddleboard, kayak, fishing rod!! THIS is LAKE SIDE living!!! And soooo conveniently located! 4 minutes to 436, 8 minutes to the 417, 9 minutes to 17-92, 12 minutes to Rollins/Park Ave, 15 minutes to UCF, or 15 minutes to I-4...

1628 Lawndale Circle, Winter Park

$470,000

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

One or more photo(s) has been virtually staged. **2025 ROOF** Pride of ownership shines throughout this well maintained 3 Bedroom + OFFICE home, ideally situated on a spacious corner lot in a quiet, neighborhood with NO HOA. With 2,031 square feet of living area including the enclosed porch, this property offers exceptional flexibility and room to grow. Step inside and immediately feel at home in the bright, open layout featuring soaring vaulted ceilings, neutral tones, and wood look luxury vinyl plank flooring that flows seamlessly throughout the home. The living room welcomes you with abundant natural light and a sense of openness, leading into a dedicated formal dining area that overlooks both the pool and main living areas, perfect for family gatherings or entertaining friends. The updated kitchen has been tastefully renovated with custom cabinetry, quartz countertops, and stainless steel appliances, creating a functional space that opens directly to the family room. Whether you’re preparing meals, watching a movie, or keeping an eye on the pool, this layout ensures you’re always part of the action. From the family room, sliding glass doors open to the expansive enclosed porch, a versatile bonus area surrounded by windows on two sides that let in plenty of light and gentle Florida breezes. This space offers countless possibilities — use it as a game room, second living room, home gym, or entertaining space overlooking the pool. Outside, enjoy year round relaxation in your screened pool and patio area, perfect for cooling off on warm afternoons or hosting weekend barbecues. The vinyl fence adds privacy and a clean, low maintenance look to the backyard. The split bedroom floor plan ensures comfort and privacy for all. The primary suite features a newly renovated bathroom with stylish finishes, while the secondary bedrooms are generous in size and share a well appointed guest bath. The dedicated office provides a quiet retreat for working from home, studying, or hobbies. Additional highlights include an oversized side-entry garage with built-in storage shelving and a workbench, ideal for projects or extra storage space. Major updates have already been taken care of for peace of mind — including a new roof (2025) and new pool screens (2025). This is a truly special home that combines modern updates, flexible living spaces, and a private outdoor retreat all in a desirable location close to shopping, dining, and top-rated schools. Schedule your private tour today!

1931 Aster Drive, Winter Park

$627,000

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL HOME! At present, this property is split into two separate living quarters with the main house offering 3 bedrooms & 2 bathrooms and the adjoining guest suite offering 1 bedroom & 1 bathroom. Each living quarter has its own kitchen, laundry, climate control & outdoor living space. Rent out the guest suite, share an address with an independent someone, or use the adjoining door to make one fluid space. There are tile floors throughout all areas and a 2-car carport with long driveway in front of both front doors. The heated, chlorine pool is nestled inside a fenced backyard and can be accessed by both living quarters; however, there is an outdoor retractable privacy divider to separate the outdoor spaces if so wished. The property holds 2 sheds; the larger, cottage-style shed is fully powered and insulated, and has a shelving unit on a swing hinge to create a bar at the shed’s double doors for outdoor entertaining. The propane firepit stays and is ready for your housewarming party! Notable updates include 2019 ROOF, 2022 main house A/C, 2024 pool pump & filter, 2025 pool heater. This home has been repiped, rewired, and has updated windows. A breaker box expansion was completed to provide power to the pool heater & cottage shed. The guest suite has a built-in mini split a/c, dehumidifier, water filtration under the kitchen sink & a murphy bed plus armoire storage which will stay. This corner lot property proudly stands a quarter mile to Ward Park and slightly over a mile to Lake Baldwin Park for a sample of the city’s plentiful recreation opportunities. Come explore this opportunity before it’s gone!

428 Selkirk Drive, Winter Park

$427,500

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Price ENHANCEMENT! The best value in the area. Do not miss out on the opportunity to be the next owner of Conifer Avenue! This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand NEW Roof, Brand NEW Water Heater 2025, HVAC 2020, entire replumb and newer windows throughout. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. As you stroll down the beautiful walkway into the stunning foyer with striking chandelier, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive formal living area creating a stylish, classic feel. Three bedrooms and two full baths with oversized primary bedroom inviting French Doors leading you to garden and pool deck. Large kitchen-family combo. Kitchen centered between airy family room and spacious formal dining room. Striking stainless steel appliances. Gorgeous tile flooring throughout combining durability and elegance. Beautiful French Doors leading out to lanai porch and open swimming pool with large deck. Close to a quarter acre of land completely fenced for your fury family. Very large, screened in lanai with fabulous swimming pool. Oversized 2 car garage with an abundant of storage options both inside and out. Comes with washer and dryer. This is the ideal entertainment home. What more could you ask for…I-4 and 417 minutes away for Disney or a day at the Beach. Offering supermarket, restaurants, shopping and so much more. Close to Historical Downtown Winter Park and desired Park Avenue with weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!

2152 Conifer Avenue, Winter Park

$500,000

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

This is a stunning, fully renovated 3-bedroom, 2-bathroom home situated in the heart of Winter Park, offering a move-in ready experience with major system updates for peace of mind, including a New Roof (End of 2023), a Tankless Water Heater (2024), and a new A/C System (2020). The interior features an expertly redesigned, open-concept floor plan perfect for entertaining, with the dining room overlooking the living room, a chef's kitchen boasting updated cabinetry, countertops, and a breakfast nook, and a private Master Suite with a walk-in closet and a master bath with double sinks and a walk-in shower. The unbeatable location places you just minutes from Park Avenue, Baldwin Park, AdventHealth's state-of-the-art hospital, and the Winter Park Wellness Center, and is zoned for top-rated schools, while offering an active lifestyle with a short stroll to the Cady Way Trail, Cady Way Pool & Pickleball Courts, and Showalter Fields. Seize a rare opportunity to invest or build in one of Winter Park's most rapidly appreciating neighborhoods. The true value of this offering is in the land, perfectly positioned for a high-end renovation or a brand-new luxury custom home, as this street is undergoing a dramatic transformation, with recent new construction and luxury renovations selling consistently well over the million-dollar mark—this is your chance to secure a stake in this proven growth area! Schedule a private showing today to experience this unparalleled Winter Park opportunity!

382 Perth Lane, Winter Park

$70,000

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

First floor, Move in ready unit! Tile floors throughout. Perfect for a first time buyer or an investor. Close to great schools, restaurants, major highways and more! Call or text to schedule a showing!

107 Scottsdale Square Unit 107, Winter Park

$455,500

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

This property is currently under contract.

1317 Medinah Court, Winter Park

$445,000

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

Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!

2420 Firstlight Way, Winter Park

$660,000

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

Welcome to this well-maintained Winter Park home, proudly cared for by its original owner. With a BRAND NEW ROOF and BRAND NEW AC system, this property combines peace of mind with long-term value. Set on a spacious quarter-acre lot with NO HOA, it offers flexibility, privacy, and convenience in one of Central Florida’s most desirable locations. This home features a durable roof with a 10-year transferable warranty, engineered to withstand winds of up to 130 mph for lasting protection and peace of mind. Step inside through the front entry into a light-filled formal living room, where large windows set a warm and welcoming tone. Just to the right, the formal dining room provides the perfect space for family gatherings or entertaining. Flowing naturally into the main family room, you’ll find a cozy fireplace that anchors the space and creates an inviting setting for everyday living. The kitchen is designed for function with all appliances included, ample counter space, and a thoughtful connection to the laundry room, which features generous storage and everyday convenience. Off the family room, the Florida room is bright and versatile—ideal for a home office, reading nook, or playroom. One of the standout features is the expansive 483 sq. ft. bonus room, offering endless possibilities as a game room, studio, or additional living space to suit your lifestyle. Outdoors, a screened-in porch overlooks the fenced backyard, providing a comfortable spot to relax, garden, or host gatherings. An included shed adds extra storage for tools and equipment. Each bedroom is well-sized, offering comfort and practicality, with bathrooms that have been cared for and maintained with attention to detail. The thoughtful layout balances privacy and community spaces, making it both functional and inviting. Location is key, and this home delivers. Just a few minutes’ walk takes you to the scenic Cady Way Trail, Winter Park Pines Golf Course, and Winter Park High School. Nearby parks, shopping, dining, and top-rated schools add to the convenience, while downtown Winter Park, Orlando attractions, and major highways are only a short drive away. Perfect for buyers seeking a primary residence, an Orlando relocation home, or a smart Central Florida real estate investment, this property is a rare find. With only one owner since construction and NEW major systems in place, this Winter Park gem is ready for its next chapter. Contact us today for a private tour or more details on this exceptional opportunity.

2421 Summerfield Road, Winter Park

$335,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 09 SubDv. ⋅ 32792 Zip Code

Are you looking for a great house set on an incredible piece of land? Well look no further because this house sits in the subdivision Eastbrook. This split floorplan has a large open kitchen with a large area for eating breakfast and a separate dining room. The master boasts of a walk in closet and an remodeled master bath. While this house still has a lot of it's original charm, it has been loving maintained and you would make home owner number 3! The main bathroom has an a completely remodeled shower and easily accessible for any age! The size of the lot of yard has endless potential whether you want to add a pool, playground or even an additional room it is up to you! Oh and the AC unit is from 2020 and the hot water heater is new too! This property is as is/where is.

3525 Baxter Drive, Winter Park

$684,000

3 Beds ⋅ 4 Baths ⋅ Kawilla Crest SubDv. ⋅ 32792 Zip Code

BEAUTIFULLY RENOVATED CUSTOM HOME IN WINTER PARK. THIS STUNNING 3 BEDROOM 3.5 BATH CUSTOM HOME BLENDS STYLE, COMFORT, AND CONVENIENCE IN ONE OF WINTER PARK'S MOST DESIRABLE NEIGHBORHOODS. ENJOY A NEW ROOF, RECENTLY RENOVATED KITCHEN AND MAIN LIVING AREA, CATHEDRAL CEILINGS THAT FILL THE HOME WITH NATURAL LIGHT. THE OPEN FLOOR PLAN IS PERFECT FOR FAMILY LIVING AND ENTERTAINMENT, WITH SEAMLESS FLOW TO RECENTLY UPDATED POOL WITH OUTDOOR FULL POOL BATH. BEAUTIFULLY LANDSCAPED FULLY FENCED BACKYARD. WITH SPACIOUS BEDROOMS AND LUXURIOUS PRIMARY BEDROOM SUITE WITH SITTING ROOM AND POSSIBLE OFFICE, AND LARGE BATHROOM WITH WALK IN CLOSET. THIS HOME HAS PLENTY OF ROOM FOR EVERYONE TO UNWIND. LOCATED NEAR TOP WINTER PARK SCHOOLS, SHOPPING AND DINING. THIS HOME COMBINES MODERN UPDATES WITH TIMELESS APPEAL. PERFECT FOR FAMILIES LOOKING TO ENJOY THE BEST OF WINTER PARK LIVING.

1909 Cyril Court, Winter Park

$345,000

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

Welcome to your slice of Winter Park paradise! Nestled in the sought-after neighborhood of Winter Park Estates, this 3-bedroom, 2-bath home sits on a quarter-acre lot surrounded by mature landscaping and Florida sunshine. Inside, natural light pours through the windows, highlighting spacious living areas and an inviting Florida room that overlooks the sparkling pool—perfect for relaxing or entertaining. The two-car garage includes a workbench area, ideal for projects or extra storage. Whether you’re dreaming of updating, expanding, or simply enjoying the Florida lifestyle as-is, this home offers a blank canvas for whatever your heart desires. Zoned for top-rated schools and located just minutes from the best of Winter Park dining, shopping, and parks—this is an opportunity you won’t want to miss.

731 Bongart Road, Winter Park

$205,000

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

Welcome to this beautifully updated condo (that lives like a townhouse) in Winter Park! **One or more photos have been virtually staged** Move-in ready and designed for comfort and convenience, this home offers a functional two-story layout with modern upgrades throughout. Recent improvements include new Luxury Vinyl Plank flooring, fresh interior and exterior paint, a 2022 roof, and a 2019 HVAC system, ensuring peace of mind for years to come. Plus the HOA takes care of ALL major repairs & improvements including the roof, exterior maintenance, pest control and all common areas... and water/sewer/trash is also covered in the monthly dues! The main level features an inviting open-concept living and dining area, perfect for entertaining or relaxing. The updated kitchen boasts stylish finishes, and a closet pantry. A spacious half bath with linen closet completes the downstairs. Upstairs, you’ll find two generous bedrooms and a full shared bath. The primary suite offers a dressing/vanity area and a walk-in closet, providing a comfortable retreat and great storage! This well-maintained community offers a variety of amenities, including a community pool, tennis and pickleball courts, pet stations, and an on-site laundry facility. Enjoy easy access to shopping, dining, and entertainment, with close proximity to Full Sail University, Advent Health Orlando International Airport, All Major Attractions, and of course excellent shopping and dining options! Conveniently located near major roadways such as SR 436, 417, and University Blvd... making commuting to downtown Orlando or UCF a breeze. Whether you’re a first-time buyer, downsizing, or searching for an investment opportunity, this property offers the perfect blend of location, lifestyle, and low-maintenance living.

4928 Tangerine Ave, Winter Park

$899,000

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

Discover elevated living in this stunning 4 bedroom, 2.5 bathroom pool home, perfectly situated overlooking a tranquil pond and Winter Park 18 hole golf course. Surrounded by a lush tropical backyard oasis, this residence blends modern sophistication with effortless comfort, creating a serene retreat that’s ideal for that perfect start to the morning with a cup of coffee or a relaxing wind down at sunset with a glass of wine. Inside, vaulted wood-trimmed ceilings and a wood-burning fireplace set a warm, inviting tone across 2,455 sq. ft. of thoughtfully designed space. The kitchen features contemporary cabinetry paired with quartz and butcher block wood countertops and a designer tile backsplash. Stainless steel appliances, including a beverage refrigerator, add a professional touch, while a built-in banquette provides seating for six—perfect for entertaining and everyday living. The primary suite offers wood floors, a walk-in closet, and a spa-like bath with dual floating vanity, soaking tub, and seamless glass shower. Enjoy outdoor living at its finest with pergola-covered sitting areas, outdoor shower, fire pit, and sparkling pool. Situated on a private tree-lined cul-de-sac, this home is located in a prime location just minutes from Cady Way Trail, Cady Way pool & courts, Winter Park Pines Golf Course, Crosby Center for Health and Wellbeing, Ward Park, Showalter Athletic Complex, Advent Health Winter Park Hospital and less than 10 minutes to Historic Park Avenue fine dining and shopping. Don’t miss your chance to own this rare Winter Park gem—schedule your showing today! ROOF - 2016 HVAC - 2023(2) PLUMBING - 2020 ELECTRICAL - 2021 WATER HEATER - 2020

1648 Cypress Point Lane, Winter Park

$1,234,800

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

Welcome to this Meritage Homes Kerrville II model in the highly sought-after gated community of Hawks Crest in Winter Park. Built for both comfort and sophistication, this impressive 5-bedroom, 4.5-bath residence offers 4,307 sq. ft. of beautifully designed living space and more than $186,000 in upgrades. Situated on a premium lot backing to conservation and Lake Howell, this home seamlessly blends energy efficiency with exceptional indoor and outdoor living. As you enter through the front door, you’re welcomed into a spacious open foyer that sets the tone for elegance. To your left is a formal living room, perfect for quiet conversation or reading. To the right, a large formal dining room easily accommodates gatherings of family and friends. Continue into the expansive great room and gourmet kitchen, where entertaining is effortless thanks to the built-in speaker system that fills the family, dining, living, and game rooms—as well as outdoor areas—with rich sound. The gourmet kitchen is a chef’s dream, featuring a large island with breakfast bar, stainless appliances, granite countertops, and abundant cabinet space. The first floor also includes a private guest suite with full bath ideal for multi-generational living or overnight guests. A half bath and pool bath provide easy access for visitors and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with conservation views, walk-in closets, and a spa-like bath with soaking tub, glass-enclosed shower, and dual vanities. The upper level also features three additional bedrooms and two full baths, providing plenty of space for family or guests. Movie nights will never be the same in the custom home theater, equipped with KEF speakers, dual 18-inch subwoofers (1,400 watts per channel), sound treatment panels, and projector wiring—all designed to deliver a cinematic experience at home. Outdoor living is where this home truly shines. Step outside to a 20' × 10' saltwater pool featuring a wading ledge and automated self-cleaning system for low-maintenance enjoyment. The paver patio and outdoor kitchen create the perfect setting for entertaining or unwinding. Upgrades include a Tesla solar system with 48 panels and two inverters, a new 3-ton A/C unit for upstairs, a variable-speed pool pump, and an upgraded Wi-Fi–controlled irrigation system. These thoughtful enhancements combine cutting-edge efficiency with exceptional comfort. Additional features include a three-car garage, spacious laundry room, and beautifully maintained landscaping with full irrigation. Residents of Hawks Crest enjoy resort-style amenities including a clubhouse, fitness center, pool, splash pad, playgrounds, dog park, and private dock on Lake Howell—perfect for kayaking, paddleboarding, or relaxing at sunset. The community’s prime location provides easy access to top-rated schools, boutique shopping, fine dining, and all that Winter Park offers. This is more than a home—it’s a statement of style, sophistication, and energy-smart living. Don’t miss your opportunity to own one of Hawks Crest’s most impressive properties. Schedule your private showing today and experience the perfect blend of design, technology, and Florida luxury living.

1065 Wading Waters Circle, Winter Park

$398,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code

Welcome to 3529 Australian Circle, a beautifully updated 3-bedroom, 2-bathroom POOL home located in the desirable EASTBROOK subdivision of WINTER PARK. Designed for comfort and everyday living, this home blends modern updates with timeless character. Step inside to find an open floor plan enhanced by high ceilings, WOOD-LOOK TILE flooring in the main living areas, and BAMBOO flooring in all three bedrooms. The REMODELED kitchen (2022) serves as the heart of the home, featuring BUTCHER BLOCK countertops, timeless cabinetry with soft-close drawers, a large breakfast bar, and a new mini-split system for improved air circulation. The kitchen flows seamlessly into the dining area and great room, creating a welcoming space for both entertaining and everyday moments. Adding warmth and character, the shiplap ceilings in the kitchen and great room tie the design together. The interior was freshly PAINTED in 2023, while crown molding (2024) adds a refined finishing touch. Step through the French doors into your private backyard oasis—complete with a covered porch featuring a tongue-and-groove ceiling, a fully FENCED yard, and a large open-air pool accented with flagstone. The 2023 irrigation system keeps the beautiful exotic palms thriving, and the system draws from a backyard aquifer, helping to save on water bills. The primary suite offers a peaceful retreat with an en-suite bathroom, granite countertop, and a walk-in shower with travertine tile. Two additional bedrooms share a stylish second bathroom. Practical updates provide peace of mind, including a roof (2018), A/C (2018), electrical panel (2021), water heater (2022), and double-paned windows. The SIDE-ENTRY one-car GARAGE adds convenience and curb appeal. Take advantage of an Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Located on a quiet street with no HOA restrictions, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue’s shopping and dining, Rollins College, Winter Park Hospital, and nearby museums. With its thoughtful updates, inviting layout, and unbeatable location, this home offers an exceptional opportunity to enjoy the Winter Park lifestyle. Schedule your private tour today!

3529 Australian Circle, Winter Park

$206,000

1 Beds ⋅ 1 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code

Welcome to this charming and spacious 1-bedroom, 1-bathroom home featuring an open-concept layout filled with natural light. Each area is equipped with its own independent air-conditioning unit for maximum comfort. The modern kitchen is perfect for everyday living and entertaining guests. The property is fully fenced, offering privacy and security, and includes a large backyard ideal for outdoor enjoyment. An outdoor laundry area with a washer and dryer is conveniently included for your comfort. Additionally, there is an optional studio space, ideal for a home office, gym, or guest room. Perfectly located near restaurants, pharmacies, and local shops, this home provides easy access to everything you need for a comfortable and convenient lifestyle. Schedule your showing today and make this lovely home yours!

5206 Seminole Avenue, Winter Park

$501,000

3 Beds ⋅ 2 Baths ⋅ Lost Creek SubDv. ⋅ 32792 Zip Code

This is the Winter Park pool home you’ve been waiting to find in the small and upscale Lost Creek neighborhood. Beautiful custom low maintenance landscaping (no grass to mow) welcomes you as you walk up the front path to the covered porch. Soaring vaulted ceilings inside will impress as you enter this lovely 3 bed, 2 bath abode with pool and spa and over 1,900 sq ft of living space. Wood flooring is found in the formal dining and living rooms with views through the glass sliders out to the covered lanai and screen-enclosed pool and spa. Attractive neutral stone-look ceramic tile flows through the updated kitchen with all NEW stainless-steel appliances (Sept 2025), granite counter tops, and breakfast nook overlooking the pool. The family room is a causal place to spend time with its wood-burning fireplace with stacked stone surround and built-in bookshelves flanking each side. A split layout offers 2 guest bedrooms, full hall bath, and inside laundry room off the kitchen side of the home; while the spacious primary bedroom is separate, with a huge walk-in closet (10’ x 5’), double French doors leading to the lanai, separate en-suite with double vanities/sinks, private toilet room, and large walk-in shower. Imagine al fresco dining or lounging poolside under the covered lanai and screen-enclosed pool patio area, and there’s plenty of side yard space for a garden or dog run. Improvements to the home include all NEW kitchen appliances and hot water heater 2025; NEW garage door spring and mechanisms 2024; NEW barn door installed to primary bathroom 2020; NEW HVAC 2019; Roof 2015; plumbing CPVC. Zoned for fantastic Seminole County Schools. This is the house you’ve been waiting to find and call HOME.

1185 Valley Creek Run, Winter Park

$500,000

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

Winter Park “Love Shack No More” – 4 Bedrooms, 2 Baths, and Plenty of Potential! When they said “happily ever after,” they didn’t mention drywall dust and half-finished projects! This 4-bedroom, 2-bath home in highly sought-after Winter Park comes straight from a divorce split, which means one lucky buyer gets the rare chance to finish what love couldn’t — a home with solid bones and serious potential. Some renovations are already underway — think new finishes, updated spaces, and the kind of promise that makes HGTV jealous — while a few projects are still waiting for someone handy (or just brave) enough to see them through. Set on a quiet street close to top-rated schools, charming boutiques, and Winter Park’s favorite restaurants, this property is ideal for anyone who can look past a little sawdust and see the dream beneath. Whether you’re a renovator, a romantic, or just someone who loves a good comeback story, this is your chance to turn “it’s complicated” into “move-in ready.” Sold As-Is — because closure never looked so good.

2758 Sandwell Drive, Winter Park

$445,000

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

One or more photo(s) has been virtually staged. This end unit townhouse is filled with natural light, thanks to its abundance of windows and soaring ceilings, creating a bright and open atmosphere. As you step inside this home, you'll be greeted by high ceilings and neutral colors which enhance the abundance of natural light. The expansive great room is perfect for entertaining, and the kitchen features sleek espresso cabinets, stunning granite countertops, and stainless-steel appliances. The great room also opens to a screened lanai, ideal for enjoying the Florida weather. There is also a half bath on the main level. As you make your way upstairs, you'll discover a thoughtfully designed split floor plan. There are two generously sized bedrooms and a nearby bath, while on the other side is a spacious primary suite and laundry room. Both elegant bathrooms are adorned with granite countertops. This home boasts a 2-car garage, a long paved driveway and ample guest parking nearby. This gated community of Hawk's Crest offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees(which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and The Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this beautiful townhome—schedule your showing today!

2380 Shadowland Loop, Winter Park

$415,000

4 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

BACK ON THE MARKET AND PRICED BELOW MARKET IN DESIRABLE TANGLEWOOD WINTER PARK COMMUNITY WITH NO HOA! ALLOWS SHORT TERM RENTALS (STR). LOW TAX DISTRICT. This is probably the closet you can get to Winter Park (Park Ave) without having to pay the Winter Park taxes or conform to their restrictions! This property has been extremely well maintained and would be an amazing home for a new family. ROOF IS 2023! All systems have been updated or serviced. Property features include 4 BEDROOMS, 2 BATHROOMS, 1,725 TOTAL SQFT, ATTACHED IN-LAW SUITE WITH ITS' OWN ENTRY, HUGE BACK YARD WITH LOT SITTING ON APPROX. 10,000 SQFT, TILE THROUGHOUT, STAINLESS APPLIANCES INCLUDED, FENCED, AND MORE. Seller is willing to give $5,000 credit towards the buyer's closing costs or buying down their interest rate (inquire about conditions). *More than one of the photos has been virtually staged.

1816 Ivy Lane, Winter Park

$340,000

2 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 2-bedroom, 2.5-bath townhome in the highly sought-after gated community of Vistas at Lake Howell in Winter Park. Offering the perfect blend of comfort, style, and convenience, this home is move-in ready and filled with thoughtful upgrades. Step inside to an open floor plan with clear sightlines from the living and dining areas to the inviting screened patio—ideal for relaxing or entertaining. The kitchen features Corian countertops, solid wood cabinetry, stainless steel appliances, and room for a cozy breakfast table. Upstairs, you’ll find two spacious bedrooms, each with custom walk-in closets. The primary suite includes a beautifully updated ensuite bath with Corian countertops, dual sinks, and a new walk-in shower with glass doors. The second bedroom has private access to the hall bath—perfect for guests. A large loft between the bedrooms offers the perfect spot for a home office, lounge, or flex space with lots of storage space, plus convenient upstairs laundry with a full-size washer and dryer. Recent upgrades include New Hurricane-grade Sliding Glass Doors, New wood plank laminate Flooring on the main level, a New Water Heater, New AC, New Refrigerator, and New Dishwasher. The HOA replaced the Roof in 2018. Located just minutes from Downtown Winter Park’s shopping, dining, and entertainment, this townhome combines low-maintenance living with high-end finishes in a prime location. Don’t miss your chance—schedule your private showing today!

1624 Florentino Lane, Winter Park

$390,000

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

This stunning home has been completely renovated and is ready for you to move in! Featuring 3 bedrooms, 2 full bathrooms, and a screened-in pool with a spacious deck, it blends modern style with everyday comfort. Inside, you’ll find brand-new waterproof laminate flooring, fresh paint throughout, and stylish modern finishes that create a light and inviting atmosphere. The open and spacious common areas flow seamlessly, offering the perfect setting for gatherings and entertaining. The kitchen is equipped with stainless steel appliances, while both bathrooms have been fully remodeled with sleek, contemporary details.Enjoy Florida living outdoors with your private screened pool area, perfect for relaxing weekends or evening swims. Situated in a prime Winter Park location, you’ll be just minutes from major highways, Winter Park Village, shopping, dining, and local attractions. This home combines modern upgrades, a convenient location, and the perfect setting for enjoying the Florida lifestyle. Don’t miss your chance to own this move-in ready Winter Park gem!

1670 Clematis Lane, Winter Park

$285,000

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

This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, this includes an enclosed lanai (under air), for extra living space. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for morning coffee or outdoor dining. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure and the lanai under air, is accessible through sliding glass doors. The spacious second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and just painted in July 2026. A beautiful master bathroom cabinet and sink —providing comfort and style. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$320,000

3 Beds ⋅ 2 Baths ⋅ Bridgewater Ph 2 SubDv. ⋅ 32792 Zip Code

Welcome to your own tropical escape nestled in a quiet street in desirable Winter Park. This beautiful home features a private screened-in pool surrounded by lush landscaping, creating the perfect setting for relaxing weekends and entertaining friends. Inside, the bright and spacious living area is anchored by a cozy fireplace, adding warmth and charm to the heart of the home. The modern kitchen offers stainless steel appliances and plenty of counter space, while the comfortable bedrooms provide a peaceful retreat for rest and privacy. Step outside to your tranquil backyard oasis and enjoy swimming, lounging, or dining al fresco by the pool. Conveniently located near top-rated schools, shopping, dining, and major highways, this home perfectly blends comfort, style, and resort-style living.

5433 S Bracken Court, Winter Park

$625,000

4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Welcome to 7888 Pleasant Pine Circle, a stunning 4-bedroom, 2.5-bathroom pool home located in the highly sought-after gated community of Enclave at Aloma in Winter Park, FL. This meticulously maintained two-story home offers 2,267 square feet of beautifully designed living space. Step through the inviting entryway into a formal living room featuring stylish shiplap accents and luxury vinyl plank flooring that flows throughout the first floor. The open-concept layout connects the spacious family room—complete with serene views of your private pool and patio—to the dining area and an exquisite chef’s kitchen. The kitchen is a dream come true, boasting a large center island, stainless steel appliances, and sleek cabinetry and countertops. French doors lead to your private backyard oasis with a fully fenced yard and sparkling pool, perfect for Florida living. A convenient half bath is also located on the main floor for guests. Upstairs, the luxurious primary suite features a large ensuite bathroom with double vanities, a generous walk-in shower, and a massive walk-in closet. Bedrooms 2 through 4 share a well-appointed guest bathroom, and the spacious bonus/media room is ideal for a game room or home theater. This home combines style, functionality, and location. Just minutes from 417 & 436, you’ll enjoy close proximity to Target, Costco, and a variety of dining and shopping options. Zoned for top-rated Seminole County schools and neighboring the prestigious Trinity Preparatory School—renowned for its #1 STEM program in the Orlando/Winter Park area. Don’t miss this rare opportunity to own in one of Winter Park’s most desirable communities!

7888 Pleasant Pine Circle, Winter Park

$440,000

5 Beds ⋅ 2 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Spacious 5-Bedroom Pool Home in Winter Park – Over 2,200 Sq Ft, Prime Location Near Interlachen Country Club Welcome to 5073 Lake Howell Road, a rare opportunity to own a 5-bedroom, 3-bath pool home with over 2,200 square feet of living space, set on a generous lot in the heart of Winter Park. Surrounded by million-dollar new construction homes and located just minutes from Interlachen Country Club, this property offers both immediate comfort and long-term investment potential in one of Central Florida’s most desirable areas. This single-story residence features a flexible layout designed to meet a variety of needs. Inside you’ll find multiple living and dining areas, a spacious kitchen with solid cabinetry and ample storage, and generously sized bedrooms perfect for family, guests, or home office space. With a roof replaced in 2021, one of the largest expenses of homeownership has already been taken care of, providing peace of mind as you move in or plan future updates. The home’s versatile floor plan offers endless potential. Whether you’re looking to renovate and modernize, add luxury finishes, or design a fully customized Winter Park dream home, this property delivers the space and structure to bring your vision to life. Step outside and enjoy Florida living at its best. The screened-in pool and covered patio provide the perfect space for entertaining, relaxing, or soaking up the year-round sunshine. The fenced backyard adds privacy and flexibility for pets, gardening, or outdoor recreation. Location is everything, and this home delivers. You’ll be just a short drive to Winter Park’s Park Avenue with its boutique shops, fine dining, and cultural attractions, while also being close to the Winter Park YMCA, top-rated schools, and major roadways. Centrally positioned, you’ll have convenient access to Maitland, Casselberry, and Altamonte Springs, making this property a perfect hub for work, play, and everyday living. With its combination of size, pool, newer roof, and prime setting in a gentrifying neighborhood, 5073 Lake Howell Road is ideal for investors, renovators, or homeowners seeking a long-term opportunity with instant upside. Don’t miss this rare chance to secure one of Winter Park’s most versatile and well-located homes. Schedule your private showing today and see the full potential of this property firsthand.

5073 Lake Howell Road, Winter Park

$450,000

4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, beautifully refreshed immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan. You will notice the enhanced curb appeal from the moment you arrive with newly painted exterior and driveway along with lush landscaping, creating a warm and inviting first impression. Many wonderful upgrades include a newer roof (2020), new electrical panel (2025), HVAC system (2022), HVAC/ air ducts cleaned and sanitized (2025), screened backyard patio (2023), new pavers and exterior shutters for added curb appeal, updated light fixtures, beautiful new front exterior door, new pool pump and luxury vinyl and carpet flooring (2022). The spacious living room flows into a versatile bonus area, both with excellent backyard pool views from the large window and sliding doors, allowing natural sunlight in. The bonus area is currently used as a playroom and ideal for an office space, library, bar or reading nook, leading to the kitchen. The kitchen is a chef’s delight, with stainless steel appliances, a gas stove and granite countertops, overlooking the dining room and sliding doors that open to the spacious screened patio and fenced backyard paradise. The large primary suite offers a peaceful retreat with double his-and-her closets and private ensuite bath, while three additional bedrooms provide flexibility for family, guests, or work-from-home needs. Step outside and enjoy true Florida living in your private backyard paradise, with a spacious screened patio, freshly painted pool deck, sparkling pool and an abundance of fruit trees, including limes, avocados, bananas, guavas, and mangos, perfect for entertaining or simply relaxing in the sunshine while enjoying fresh produce right at home. EXCELLENT LOCATION zoned for top-rated schools, minutes away from AdventHealth, Full Sail University, FL-436, and endless shopping and restaurants nearby. Come take a tour of this immaculate 4 bedrooms, 2 bathrooms immaculate pool home today!

1422 Tierra Circle, Winter Park

$78,000

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

Great opportunity to own this 2nd-floor, 2-bedroom, 2-bath condo in a prime location. The unit offers a cozy living/dining area with sliding doors leading to a private balcony that includes extra storage. The kitchen features stainless steel appliances, updated cabinets, and plenty of counter space. The primary bedroom has its own full bath, while the second bedroom is conveniently located near the hall bath. Close to shopping, major highways, and top-rated schools.

330 Scottsdale Square Unit 330, Winter Park

$330,000

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

Discover this spacious 4-bedroom, 2-bath BLOCK home situated on a generous QUARTER ACRE LOT lot with NO HOA—offering you the freedom to truly make it your own. Nestled in the heart of Seminole County, this home sits just minutes from Lake Howell High School, UCF, 417, and all the shopping and dining you could want. Inside, you'll find a bright and functional layout perfect for families, roommates, or first-time buyers looking for room to grow. The backyard offers space for a garden, pets, or future expansion—and with a NEW ROOF, the possibilities are endless. Zoned for TOP-RATED SEMINOLE COUNTY SCHOOLS and ideally located for commuters and students alike, this property is a rare opportunity in a rapidly growing area. Don’t miss your chance to put down roots in one of Central Florida’s most convenient and desirable neighborhoods. Schedule your private tour today!

3041 Dikewood Court, Winter Park

$430,000

3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code

This is your chance to own a rare updated 3-bedroom, 2-bath pool home in the heart of Winter Park. This move-in-ready property features luxury vinyl plank flooring, quartz countertops, GE Café appliances, and a gourmet induction oven. A dedicated laundry room and 1-car garage add additional convenience and comfort to this charming home. Recent updates include a 2023 roof, 2024 A/C, brand-new vinyl fence, resurfaced pool/tilework, and a newly added hot tub. Enjoy a private fenced backyard with plenty of space to relax or entertain, all within minutes of Park Avenue, Baldwin Park, and top Winter Park schools.

5122 N Woodcrest Drive, Winter Park

$250,000

2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code

Discover this beautifully updated townhouse in the heart of Winter Park. Featuring 2 bedrooms and 1 full bath, this home blends modern updates with everyday convenience. A new roof (2019) and brand-new double sliding doors with built-in blinds provide peace of mind and style. The spacious fenced backyard with patio is designed for relaxing, entertaining, or simply enjoying the outdoors. Inside, the living area showcases laminate flooring, while the kitchen offers stainless steel appliances, a custom tile backsplash, open shelving, and a new faucet. Both bedrooms feature newer laminate floors and ample closet storage. The renovated bath includes custom tilework, an updated vanity, and upgraded lighting. A stacked washer and dryer are tucked neatly inside for added convenience. Additional highlights include a double-wide parking pad and front-entry mailbox. The community offers a variety of amenities for residents, including two pools, tennis courts, a playground, shuffleboard, covered lanai, and picnic area—all for a low monthly fee of $76. Located minutes from shopping and dining at Casselberry Commons, 10 minutes to Winter Park’s Park Avenue, and approximately 20 minutes to Orlando International Airport, this home offers both comfort and convenience. Move-in ready and waiting for its next chapter—schedule your showing today.

2399 Antilles Drive, Winter Park

$470,000

5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code

The pool home you’ve been waiting for is here! Welcome to this beautifully renovated 5-bedroom, 3-bathroom home offering 1,546 SF of living space, abundant natural light in every room, a spacious screened porch, a private pool, and a Mother-in-law Suite with its own private entrance—perfect for guests, multi-generational living, or rental income. The primary suite features a connected den, ideal for an office or nursery, and the spacious bedrooms provide plenty of flexibility. Upgrades include a remodeled kitchen (2024), remodeled bathrooms (2024), new floors (2024), re-plumbing (2024), new dishwasher (2025), updated electrical, and an A/C is 2010 and Water Heater replaced in 2020. Step outside to your private pool and expansive yard, complete with a new fence (2024), a new shed, and a pool pump replaced in 2023—creating the ultimate Florida retreat. Move-in ready and thoughtfully updated, this home seamlessly blends modern living, flexible indoor spaces, and resort-style outdoor amenities. Ideally located in the heart of Winter Park, with effortless access to shops, restaurants, top-rated schools, and major highways, and conveniently reachable from both Aloma Avenue and Howell Branch Road, this exceptional property won’t last long—schedule your private showing today and see it for yourself!

3319 Ellwood Court, Winter Park

$387,000

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

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome home to 5422 Albert Drive this beautifully remodeled 3-bedroom, 2-bathroom home is located in the heart of Winter Park. Situated on a generous 0.21-acre lot with no HOA, this home offers the perfect blend of modern upgrades and everyday comfort in a highly sought-after location. Inside, you'll find brand-new wood-look tile flooring throughout—no carpet—offering both durability and style. The fully remodeled kitchen is a standout feature, showcasing a brand-new stainless steel appliance package, sleek finishes, and a functional layout that’s ideal for both entertaining and daily living. Both the primary and secondary bathrooms have been completely renovated with high-end touches, creating spa-like spaces you’ll love coming home to. Freshly painted inside and out, the home also features new lighting and ceiling fans throughout, giving each room a bright and inviting feel. Major updates include a new roof and new AC system installed in 2023, new windows for enhanced energy efficiency, and a new hot water heater added in 2025. The home has also been fully repiped and received a complete electrical update, providing peace of mind for years to come.This is a truly turnkey property offering move-in-ready convenience in a prime Winter Park location close to top-rated schools, shopping, dining, and parks. With no HOA, you’ll enjoy extra freedom and flexibility to make this home your own. Don’t miss the chance to own this stunning, like-new home in one of Central Florida’s most desirable communities. Schedule your private showing today!

5422 Albert Drive, Winter Park

$260,000

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

Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community. Step inside to an inviting open floor plan featuring a cozy family room with a wood-burning fireplace, perfect for relaxing evenings or entertaining guests. The space flows into a bright dining area and a well-maintained kitchen, while a private screened-in back porch extends your living area outdoors. The spacious primary suite includes an en-suite bath, and the two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy a variety of community amenities including a sparkling pool, dog run, and two tennis courts, all within a quiet, friendly neighborhood setting. Located just minutes from Downtown Orlando, MCO Airport, Full Sail University, and Rollins College, this condo offers convenience, comfort, and great value in one of Central Florida’s most sought-after areas. Don’t miss your chance to see this charming home—schedule your private tour today!

2489 Tahoe Circle, Winter Park

$569,990

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

Welcome to your dream home in the heart of Winter Park! Nestled in a quiet and sought-after neighborhood, this beautifully maintained 4-bedroom, 2-bathroom pool home offers 1,889 square feet of comfortable living space and the perfect blend of privacy and convenience. Backing directly to the prestigious Interlachen Golf Course, you'll enjoy peaceful views with no rear neighbors — a rare find in such a prime location. Step inside to discover spacious living areas, an updated kitchen, and plenty of natural light throughout. The 2-car garage provides ample storage, while the home's layout offers both functionality and flow, making it ideal for everyday living and entertaining. Each of the four bedrooms is generously sized, and the two bathrooms are tastefully appointed, offering both style and comfort. Outside, the backyard is a true oasis. Lush, mature landscaping surrounds the sparkling pool, creating a serene and private retreat perfect for relaxing or hosting gatherings. Whether you're enjoying a morning coffee poolside or an evening under the stars, this outdoor space is a showstopper. All of this is just minutes from charming Park Avenue and vibrant downtown Winter Park, with shopping, dining, and entertainment right at your fingertips. Don’t miss this rare opportunity to own a slice of paradise in one of Central Florida’s most desirable communities! ROOF - 2020 AC - 2025

1561 Nottingham Drive, Winter Park

$395,000

3 Beds ⋅ 2 Baths ⋅ Georgetown Estates Ut 1 SubDv. ⋅ 32792 Zip Code

PRICE IMPROVEMENT, PRICED TO MOVE QUICK!! NEW AC 2019, NEW ROOF 2016, NEW SOLAR PANELS 2019!! 3.2% Assumable VA Eligable! This beautifully renovated 3-bedroom, 2-bathroom home combines modern upgrades, energy efficiency, and an unbeatable location. Step inside to a completely remodeled kitchen featuring dark hardwood cabinets, granite countertops, and stainless steel appliances. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating the perfect space for entertaining. A large sliding glass door floods the home with natural light and opens to your private patio and sparkling pool deck. Throughout the main living areas, you’ll find stylish wood-look tile, with laminate flooring in the bedrooms for comfort. The fully fenced backyard is enhanced with mature landscaping, offering both privacy and charm. This home is packed with smart upgrades: Natural gas-powered A/C and water heater, with option to convert the range to gas. Upgraded windows, doors, and added insulation for efficiency. A full solar system under warranty, eliminating electricity bills! Home warranty included for added peace of mind on all major appliances. Located in the highly sought-after Winter Park High School zone, this property offers not only a beautifully upgraded home, but also the lifestyle and convenience of one of the best communities in Central Florida. Don’t miss this opportunity—move-in ready, energy-efficient, and ideally located!

3214 Lowndes Drive, Winter Park

$475,000

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

PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone fireplace and built in shelving for an elegant look in the Family Room. The kitchen has stainless steel appliances, wood cabinets with under cabinet lighting, and bar top seating. Primary Bedroom has a walk-in closet and a glass door shower with tile walls and built-in niches. The Primary bathroom has private access to the screened patio (Florida Room) and spacious backyard. The gated fence opens extra wide for boat, RV or your trailer entry. This entry is very convenient to back any trailer size. For outdoor activities, you just step out of the house and go on a Cady Way Trail for biking, skating, and walking activities. For tennis lovers there are very well kept tennis courts where sport enthusiasts practice their skills in pickleball. Right next to the tennis courts is a playground that offers cozy shaded areas with slopes, swings, and climbing walls. Publix, Costco, Walmart and the post office are all located nearby. For evening promenade the downtown Winter Park, located just a few miles away, offers unique restaurants, cozy coffee shops and bars. To see this amazing 3 bedroom home for sale in Winter Park, call today and schedule a showing! NOTE: Roof - July 2023. HVAC - 2015. No HOA, NO CDD.

346 S Ranger Boulevard, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code

Wait no more! Don’t miss this charming and hard to find 3 bed/ 2 bath PLUS bonus room in Brookshire Heights! Large treed lot walking distance to Brookshire Elementary, Showalter Field, Cady Way Pool and Park and the Advent Health Winter Park Complex. Ready for your personal touches, this well loved home has large living room and dining area, terrazzo floors, vintage cabinetry, great closets and storage, newer windows and roof! Patio and large shed in rear yard. Inside utility room, washer/dryer, single car garage with workshop. Seller will provide $5000 decor credit with an acceptable offer!

2485 Middleton Avenue, Winter Park

$515,000

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

Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park

$401,000

Lakemont Heights SubDv. ⋅ 32792 Zip Code

Build your dream home in the heart of Winter Park! Located on the highly desirable Palmer Avenue, this premium lot offers a rare opportunity to create a custom residence just minutes from Park Avenue, Rollins College, top-rated schools, and the Winter Park Chain of Lakes. Situated among multi-million-dollar homes, this property is ideal for discerning buyers or builders seeking a great address and walkable lifestyle. Enjoy the charm of tree-lined streets, nearby boutiques, fine dining, and the cultural richness that makes Winter Park one of Central Florida’s most sought-after communities. Please note: The existing structure holds no contributory value and access to the interior is not permitted. This sale is strictly for the value of the land and location.

1809 Palmer Avenue, Winter Park

$725,000

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

NEW PRICE – $759,900 Welcome to elevated living in one of Winter Park’s most desirable gated communities. Now offered at $759,900, this 2019-built beauty delivers luxury, privacy, and lifestyle all in one. Perfectly positioned on a premium preserve lot, this home offers rare backyard privacy with no rear neighbors — just peaceful views from your private screened-in pool, ideal for morning coffee or sunset swims. Inside, you’ll find a light-filled, open-concept layout designed for modern living. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday comfort. Generous bedrooms, thoughtful upgrades, and contemporary finishes throughout make this home truly move-in ready. Located in a gated community with resort-style amenities including a pool, clubhouse, fitness center, playgrounds, parks, and a scenic dock overlooking Lake Howell — this is more than a home, it’s a lifestyle. With a new improved price of $759,900, this is your opportunity to secure a pool home on a premium lot in Winter Park at exceptional value. Schedule your private showing today — homes with this combination of privacy, pool, and location do not last.

2215 Marsh Sedge Lane, Winter Park

$150,000

1 Beds ⋅ 1 Baths ⋅ Parkview Village Condo SubDv. ⋅ 32792 Zip Code

Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of private stairs from the outside entrance—a rare and convenient feature. Located in a beautifully kept community with easy access to shops, restaurants, and all of Winter Park's charm. Ideal as a first home, seasonal getaway, or investment opportunity!

2948 Antique Oaks Circle Unit 94, Winter Park

$447,500

4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Lower Your Monthly Payment in Winter Park - Orlando! Discover this spacious 2,200 sf, 4-bedroom, 2-bath, 2-car garage, pool home in Casa Aloma—one of Winter Park’s most walkable, established neighborhoods—now available with special financing options to help you secure a lower interest rate. This expanded floor plan offers plenty of flexibility for work, play, and entertaining. Step outside to your own backyard retreat featuring a sparkling pool, screened patio, and tropical palm landscaping. Open-concept layout, cozy fireplace, and oversized lot make this home move-in ready. Located in a quiet, friendly community with optional $20 HOA, Flood Zone X (no flood insurance required), and easy access to the Universal-Disney phenomena, museums, science centers, botanical gardens, top-rated Seminole County schools, shopping, dining, and major highways—you can settle in with confidence. Here is the opportunity for a reduced rate. Schedule today and discover how you can secure comfort, space, and greater affordability in Winter Park!

1339 Monte Lane, Winter Park

$459,000

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

Now's your chance! Experience living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard and wooded area, ideal for relaxing or weekend barbecues. Upstairs, you’ll find the luxurious primary suite featuring tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Also upstairs you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

1435 Broad Wing Lane, Winter Park

$550,000

4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code

Newly renovated 3 Bedroom 2 Bath in a well establish community of Cedar Ridge. Conveniently located in Winter Park Seminole County. Pool home. The office can easily turn into a 4th bedroom if needed. New tile floors throughout. Open, airy and bright. Updated kitchen with quartz countertop. New stainless steel appliances. New roof 2024, new water heater 2024, whole house plumbing re-piped 2025, electrical panels will be replace prior to closing, and most of the windows are newly replaced/repaired. Spacious Master Bedroom. Oversized 2 car garage attached. No Homeowners Association. Short drive to Park Avenue, Rollins College, UCF and 436.

1932 Houndslake Drive, Winter Park

$450,000

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

4 Bedrooms | 2.5 Baths | New Roof | Winter Park’s Country Lane Welcome to this well-cared-for 4-bedroom, 2.5-bath home in the highly desirable Country Lane neighborhood of Winter Park! On the first floor, you’ll find a bright and inviting layout with a kitchen featuring stainless steel appliances, along with ample cabinet and counter space. There’s plenty of room to entertain, with a formal living and dining area on one side and a dinette and family room on the other. Major updates bring peace of mind, including a brand-new roof (2025) with solar panels for energy efficiency, plus fresh new sod that enhances the curb appeal. Upstairs, all four bedrooms are located together, creating a private retreat away from the main living areas. The highlight is the large primary suite, complete with a spacious walk-in closet, offering both comfort and convenience. Living here means more than just a home—you’ll enjoy the fantastic Country Lane community amenities. As a resident, you’ll have exclusive access to Lakeside Park on Lake Florence, featuring a fishing pier, kayak and paddle board launch, playground, and tennis courts. It’s the perfect setting for both relaxation and an active Florida lifestyle. Don’t miss this opportunity to own a move-in-ready home in one of Winter Park’s most loved neighborhoods!

1660 Tremont Lane, Winter Park

$460,000

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

Welcome to your Winter Park retreat! This spacious single-story ranch offers nearly 2,000 sq. ft. of living space with 3 bedrooms, 2 baths, and a versatile bonus room. The updated kitchen boasts granite counters, stainless steel appliances, and a cozy breakfast area, opening into a bright Florida room perfect for entertaining. The split floor plan ensures privacy, with a generous primary suite featuring a walk-in closet. HVAC about 3 years old and Roof was replaced in 2021 Outside, enjoy a fully fenced yard, ideal for pets and gatherings, plus a 2-car garage and low-maintenance concrete block construction. Zoned for top-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers both comfort and convenience. Just minutes from shopping, dining, and parks, this property blends location, lifestyle, and value in one of Central Florida’s most sought-after communities. Don’t miss this move-in ready gem!

2831 Lion Heart Road, Winter Park

$440,000

5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout, and a completely remodeled kitchen with new appliances. The primary suite includes an en suite bath that has been remodeled, and three additional bedrooms provide ample space for family or home office needs. Enjoy the Florida room overlooking a fenced, private backyard, perfect for entertaining. Roof replaced in 2024. A/C replaced in 2016. Zoned for top-rated Winter Park High School and conveniently located near Park Ave, shopping, dining, Costco, and major roadways. Move-in ready with room to personalize. Don't miss this versatile and rare Winter Park find!

3642 Periwinkle Drive, Winter Park

$290,000

3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bathrooms, an updated kitchen with stainless steel appliances, stylish laminate flooring, and fresh paint both inside and out. Major updates include a new AC system in 2023 and PEX piping throughout, offering peace of mind for years to come. Tucked away on a quiet dead-end street, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue, Winter Park Village, Rollins College, and major roadways like 436, I-4, and 417. Commuting to Downtown Orlando or Orlando International Airport is a breeze. With its unbeatable location, and no HOA fees, this is a rare opportunity you won’t want to miss.

1920 Carrigan Avenue, Winter Park

$340,000

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

Welcome to Winter Park! Nestled in a cozy, established neighborhood with NO HOA, this charming 3-bedroom, 2-bath single-family ranch is ready for its next chapter. With a spacious fenced backyard, huge screened-in pool, and a covered patio, this home is perfect for relaxing or entertaining. Inside, you’ll find vaulted ceilings, ceiling fans, and plenty of natural light. The two-car garage provides storage and convenience, while the mature landscaping enhances the home’s curb appeal. This property is a true Winter Park gem and an excellent fixer-upper investment opportunity — ideal for buyers looking to add their own style, renovate, or create long-term rental income. Conveniently located just minutes from SR 417 and UCF. This home offers both comfort and a prime location. Come schedule a showing and find your next home to Bloom in!

5631 Garden Grove Circle, Winter Park

$749,900

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

Stunning 4-Bedroom Taylor Morrison Home in a Premier Winter Park Community! Welcome to this beautifully appointed 4-bedroom, 3.5-bath, 2,582 sq. ft., nestled in one of Winter Park’s most desirable gated communities with resort-style amenities. Built just 4 years ago, this residence blends modern elegance with comfort and convenience. Step inside to find an open-concept design with luxury vinyl plank flooring throughout the main living areas and a gourmet kitchen featuring GE Café Series appliances, SS vent hood and an oversized quartz countertop with plenty of space for entertaining. A dedicated home office makes working from home effortless, while the upstairs loft and expansive media room offer flexible space for relaxation or play. The owner’s suite includes a spa-like bath and a custom built-in shelving system in the walk-in closet. Additional highlights include tile flooring in select areas, a screened-in lanai, and no rear neighbors for enhanced privacy. This smart home is equipped with modern upgrades, including a gutter system, paver driveway, tile roof for longevity, and a 2-car garage. With landscaping handled by the community, you’ll enjoy low maintenance living and more time to take advantage of the incredible amenities. Located in the heart of Winter Park, this property offers the perfect blend of luxury, convenience, and lifestyle.

1465 Lone Feather Trail, Winter Park

$390,000

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

Impeccably cared for and ready for its next chapter, this Winter Park home blends timeless charm with essential modern updates. The property features a premium paver driveway, double-pane windows, offering both curb appeal and efficiency. Inside, the home has been kept in clean original condition, reflecting years of consistent maintenance and pride of ownership. Major systems have been thoughtfully updated, including a new electrical panel (2024), roof (2018), PEX piping, a water heater (2018), and an AC system (2017). The before mentioned double-pane windows are thoughtfully dressed with plantation shutters for added comfort and privacy throughout. There are two separate living spaces as well as a formal dining, in addition to a wood burning fireplace that centers the kitchen and informal eating and living areas, all dressed with crown molding. Outside, a new vinyl fence enhances the backyard, creating the perfect space for privacy and entertaining. With important improvements already addressed, this property provides a solid foundation for future personalization while remaining comfortable and fully livable as is. A wonderful opportunity to own a well-maintained home in a desirable Seminole County Winter Park location.

5346 Cypress Drive, Winter Park

$270,000

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

INVESTOR ALERT!!! Charming townhouse with great potential, offering the perfect blend of comfort and convenience. Featuring a spacious open floor plan, and private patio perfect for gatherings. This residence is ideal for both relaxing and entertaining. Located close to shopping, dining, this home provides easy access to everything you need. A MUST SEE... MAKE YOUR APPOINTMENT TODAY!!!

1871 Casselwood Street, Winter Park

$395,000

4 Beds ⋅ 3 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Welcome to this unique 4-bedroom ranch-style home in the heart of Winter Park! This residence offers flexibility and comfort for today’s lifestyle. The converted two-car garage has been transformed into an additional bedroom with separate entrance, perfect for guests or an in-law suite. Inside, the kitchen flows seamlessly into the bright family room. Entertain with ease in the large dining and living room combination, or step outside to enjoy the expansive screened and covered patio overlooking the fully fenced backyard. Additional highlights include energy-efficient Low-E double-pane windows, a gas water heater, and tiled living areas. Two guest bedrooms, along with the original primary suite, complete this thoughtful layout. Located in a quiet neighborhood served by highly rated Seminole County schools, this home offers unmatched convenience—just minutes to boutique shops and dining on Park Avenue, Rollins College, UCF, Full Sail, Research Parkway, and easy access to 408 and 417 for commuting. Don’t miss your chance to own this beautifully updated and versatile Winter Park home—schedule your private showing today! ROOF 2021, HVAC 2024, Water Heater 2024

1362 Tierra Circle, Winter Park

$195,000

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

This beauty just got a Great NEW PRICE!!! Check out this stylish (and now even MORE Affordable) townhouse in beautiful Winter Park! Featuring both an upstairs AND a downstairs bedroom plus 2 FULL baths, a covered patio, and a fenced yard for added privacy and outdoor enjoyment. Conveniently located in Winter Park and just minutes to Full Sail University! Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. Along with an updated kitchen, updated bathrooms, and all solid-surface flooring (ceramic tile and luxury vinyl flooring) so no carpet anywhere! A versatile floor-plan with a large living/great room, separate dining room, kitchen with breakfast bar, spacious bedrooms and TONS of storage! Outside features a covered patio, with exterior storage, and a semi-private yard with fence. Additional highlights include a NEW barrel tile roof (replaced in 2021), fabulous community amenities which are literally just steps away including tennis/pickleball courts, community pool and pet stations throughout... ALL included and maintained by the HOA! This is the perfect blend of comfort, convenience, and Winter Park living - with easy access to all the best of Central Florida: 25 minutes to downtown, 30 minutes to the Airport, and less than 45 minutes to Disney/Universal/Epic Universe, etc... and local beaches!

607 Saint Johns Ct Unit 607, Winter Park

$330,000

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

Desirable Winter Park Estates - close to everything! Beautifully updated 3 Bedroom 2 Bath POOL home which is located in a highly desirable school district! Updated Contemporary Kitchen has newer Cabinetry, newer Stainless-Steel appliances, and Granite countertops which connect with the open Living room. Dining area extends to the generous size Family room - Ideal for Entertaining. The home has a newer roof (6 yrs old), newer windows, and updated modern Bathrooms. No mandatory HOA! This property boasts a large pool, 6-car driveway, large covered patio, detached storage building, and a recently serviced a/c (2025).

616 Ellendale Drive, Winter Park

$849,990

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

Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP (2023). LED RECESSED LIGHTING (2025). Upgrading LED LIGHTING (2025) Rear addition (Man Cave) is perfect for entertaining with newly installed quartz counter top bar area. UPGRADED ELECTRICAL PANEL (2024) REPLUMBED (2016) Close to coveted Winter Park High, Aloma Elementary, Hospitals, SR 436, Full Sail University, Golfing, Dining and Entertainment. Move-in ready with modern finishes inside & out! Listing Agent is the owner of the property, SELLER may OFFER CONSESSIONS WITH AN ACCEPTABLE OFFER!

730 S Ranger Boulevard, Winter Park

$570,000

3 Beds ⋅ 1 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code

*** PREMIER LAND OPPORTUNITY on Winter Park, FL*** Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million-dollar homes. Value is in the land. Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. Winter Park residents enjoy various amenities, including access to top-notch schools, abundant parks, and a dynamic downtown area filled with shops, Michelin-star restaurants, and cultural venues. Custom home builders will take advantage of taking demolition permits faster with already ongoing process.

407 S Lakemont Avenue, Winter Park

$700,000

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

MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.

1729 Golfside Drive, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code

PRICE JUST REDUCED! A true Winter Park gem in a quiet, tree-lined neighborhood with no HOA! This 3-bed, 2-bath home is well maintained and upgraded, featuring a fully paid 2021 Tesla solar roof, keeping energy costs low. The paver driveway, 2-car garage, and ample street parking offer convenience and curb appeal. Recent updates include new luxury vinyl flooring, fresh interior paint, a remodeled guest bath (2024), modern stainless appliances, and an attractive paver patio/deck. Major systems are newer: roof (2017), HVAC (2021), and water heater (2021). Enjoy a bright, open layout and a spacious backyard—perfect for a future pool or outdoor living area. Located minutes from Park Avenue, top-rated schools, shopping, dining, and hospitals, with easy access to Disney, Universal, Brightline, Amtrak, SunRail, and Orlando International Airport. Three luxury homes being built across the street showcase the area’s strong growth and value potential. A move-in-ready home in one of Central Florida’s most desirable communities!

3117 Shady Pine Avenue, Winter Park

$374,900

3 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 14 SubDv. ⋅ 32792 Zip Code

Lovely pool home located in Eastbrook. This home features an open floor plan with an abundance of natural light. Recent updates include: A/C unit (2022), electrical system (2022), and a new water heater (2022). Enjoy entertaining on the patio and around the pool in the lush, landscaped backyard. The Eastbrook community is centrally located between Downtown Winter Park, UCF, shopping, and numerous restaurants. Call today to schedule your appointment!

2028 Leanne Court, Winter Park

$165,000

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

Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added peace of mind. Step inside to bright, spacious living and dining areas filled with natural light—perfect for relaxing or entertaining. The covered balcony extends your living space outdoors, offering an ideal spot for morning coffee or unwinding in the evening. The primary bedroom includes a private en-suite bath, while the second bedroom is served by a full guest bathroom—great for a roommate, visitors, or a home office. In-unit laundry adds everyday convenience. The well-kept community provides plenty of amenities, including two sparkling pools, a clubhouse, and a fitness center, making it easy to enjoy a comfortable and active lifestyle. Ideally located just south of Howell Branch Road, you’ll be moments from shopping, dining, Park Avenue, Rollins College, and major highways—keeping the best of Central Florida right at your fingertips. Whether you're a first-time homebuyer, looking to downsize, or seeking a smart investment, this Winter Park condo offers the perfect blend of comfort, convenience, and value.

224 Lewfield Circle, Winter Park

$142,500

1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

PRICE IMPROVEMENT!! What better value! Accepting offers. Clean, Crisp and Fresh! Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a piece of prime real estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within a vibrant, amenity-rich HOA community offering a perfect blend of convenience and value. Whether you're a first-time buyer, a savvy investor seeking strong rental return, a student prioritizing location and community or a loving and supportive parent wanting to be closer to your excelling child, this unit checks every box, all at an exceptional, reasonable price point. The very best luxury boutiques, fine dining, sidewalk cafes, and vibrant art festivals. Instant access to top tier schools and hospitals. Directly across from Full Sail University, minutes to Rollins College, UCF, Valencia College and major medical centers like AdventHealth and Orlando Health facilities, making it ideal for any resident, and or faculty. Transportation is easily accessible to Downtown Orlando where the famous Lake Eola Park is, Winter Springs, Oviedo, The Orlando International Airport, Cady Way Trail, biking, hiking, swimming, volleyball, pickleball, tennis and painting at The Crealde School of Art. There's just so much within reach. Explore local gatherings, social events and community connections. For all investors, strong rental income potential and appreciation value. There's low maintenance and worry-free ownership opportunities. Let's build a portfolio together or get you owning immediately. Let's get your private tour scheduled.

3019 Antique Oaks Circle Unit 124, Winter Park

$415,000

4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code

Charming 4-Bedroom, 2-Bathroom Home in Winter Park's Casa Aloma Discover the perfect family retreat in the heart of Winter Park’s coveted Casa Aloma neighborhood. This beautifully updated 4-bedroom, 2-bathroom home offers the ideal blend of comfort, style, and functionality. Nestled on a lush lot with mature landscaping, the property is highlighted by a double-car garage and plenty of room for family living. Recent upgrades mean you can move in with peace of mind: a complete re-pipe in 2023, a new roof in 2021, and a modern HVAC system also installed in 2021. Step inside to find a spacious formal living room, where sliding glass doors lead out to a serene screened-in patio—perfect for entertaining or relaxing. The adjacent dining room sets the scene for family meals, while the fully updated eat-in kitchen features sleek stainless-steel appliances and another set of sliding doors opening to the patio, flooding the space with natural light. The kitchen flows seamlessly into a cozy family room, offering an inviting space to unwind. From here, three well-sized bedrooms share a full bathroom complete with double vanities. The large primary bedroom provides a private sanctuary with its own en-suite bathroom featuring a walk-in shower and ample closet space, including his-and-her closets for added convenience. Outside, the fenced backyard offers a safe haven for kids, pets, or your gardening passions. Conveniently located near Winter Park’s renowned shopping, dining, and the vibrant Park Avenue, this home truly has it all. Don’t miss the opportunity to make it yours! All information taken from the tax record, and while deemed reliable, cannot be guaranteed.

2681 Tierra Circle, Winter Park

$365,000

3 Beds ⋅ 2 Baths ⋅ Ridge High 1st Add SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Enjoy a 1% lower interest rate for your first year with our preferred lender! Located in the highly sought after Winter Park area, this home features 3 Bedrooms, 2 Bathrooms was thoughtfully renovated in 2025 by the current owner. Perfect for a first time homebuyer or investor looking for a move-in ready, low maintenance property! Updates include a New Roof (2023), New LG Kitchen Appliances (2025), Exterior Paint (2022), Interior Paint (2025), New LVP Flooring (2025), New Window Blinds (2025) and the whole house was re-plumbed in 2012. From the moment you step inside, you’re welcomed by an open-concept living space with a beautifully updated kitchen that flows directly into the living room. The kitchen features white shaker cabinets, new LG stainless steel appliances, granite countertops and an island. The combined living and dining space features beautiful light oak vinyl flooring and an abundance of natural light. The primary bedroom features a nicely updated en-suite bathroom with a walk-in shower. Outside, you will find a fully fenced in backyard with a large shed for all your storage needs! Location? It doesn’t get better! You are a short 12 min drive to Winter Park's sought-after Park Ave, 6 min to Interlachen Country Club, and a 22 min drive to Downtown Orlando. Plus, you have some of the area’s best restaurants, shopping, nature parks and local Farmer's Markets - keeping convenience and entertainment at your fingertips. Zoned for Seminole County Schools!

2320 High Street, Winter Park

$87,000

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

Don't miss this opportunity! Great location with easy access to UCF, Valencia College, Full Sail University. Close to airport and an abundance of shopping and dining.

253 Scottsdale Square Unit 253, Winter Park

$358,000

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

Welcome to this beautifully renovated 3-bedroom, 2-bath home in the Villas of Casselberry. Inside, you’ll find a bright and functional floor plan with comfortable living spaces, a convenient 1-car garage, and extra outside storage. Thoughtful updates throughout make this home move-in ready from day one. New roof 6/2025, new driveway, fenced in back yard, new kitchen with quartz countertops, vinyl flooring throughout. Step outside to enjoy the fully fenced backyard and private rear patio—ideal for gatherings, pets, or simply relaxing outdoors. With low HOA fees, this home is a fantastic opportunity for first-time buyers, downsizers, or investors. Perfectly located near top-rated Seminole County schools, UCF, Full Sail University, OIA, and the shops and dining of Winter Park’s Park Avenue, you’ll love the balance of convenience and comfort this home provides.

1827 Blaine Terrace, Winter Park

32792 Zip Code 1/3 Acre Real Estate & Homes

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