Recently Sold Winter Park, FL Homes

/2
$435,000 Sold Aug 31, 2025
- 2,027 Sq Ft
- $215/SF
- 54 Days On Market
- 4 Beds
- 2 Baths
- Built 1986
2209 Fairglenn Way, Winter Park, FL 32792

**New roof will be installed prior to closing**Located in the sought-after Quail Run community, this 4-bedroom, 2-bathroom home offers over 2,000 sq ft of comfortable living space on an oversized lot.The heart of the home is the large kitchen, complete with two sinks—perfect for extra prep and easy cleanup. Just off the kitchen, enjoy a spacious screened-in patio, ideal for

Benjamin Benami HIVE REALTY LLC

2209 Fairglenn Way, Winter Park, FL 32792
/2
$1,740,000 Sold Aug 29, 2025
- 2,964 Sq Ft
- $587/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1983
443 Beloit Ave, Winter Park, FL 32789

Welcome to the timeless charm of Beloit Avenue, one of Winter Park’s most desired streets. This classic and elegant 3-bedroom, 2.5-bath residence offers nearly 3,000 square feet of thoughtfully designed living all on one level. Just two blocks from Park Avenue and a short stroll to the Winter Park Golf Course, the location is truly unmatched.Inside, high ceilings, detailed crown molding,

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

443 Beloit Ave, Winter Park, FL 32789
/2
$310,000 Sold Aug 29, 2025
- 1,217 Sq Ft
- $255/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
7642 Glenmoor Ln, Winter Park, FL 32792

***MULTIPLE OFFERS...SELLER CALLING FOR HIGHEST AND BEST BY SUNDAY, AUGUST 17TH AT 12PM***INVESTOR SPECIAL OR FIRST-TIME BUYER OPPORTUNITY!Bring your vision and a little TLC to unlock the full potential of this charming 2-bedroom, 2-bathroom home on an OVERSIZED .27-acre lot with NO HOA fees. Whether you’re looking to renovate and resell, rent for income, or create your own dream home, this

Pam Grabenhorst THE WILKINS WAY LLC

7642 Glenmoor Ln, Winter Park, FL 32792
/2
$425,000 Sold Aug 29, 2025
- Land
- 0.32 Acre
- $1,328,125 per Acre
- 3 Days On Market
1871 Staunton Ave, Winter Park, FL 32789

A Double Lot Near Lake Killarney! This bungalow nestled on a generous 0.32-acre lot—one of the largest in the neighborhood—just one block from scenic Lake Killarney is perfect for something NEW. With a spacious backyard, mature landscaping, and even a shuffleboard court, this property offers a rare opportunity to create your very own backyard retreat. There's room to add a pool, a pickleball

Greg Staker WATSON REALTY CORP.

1871 Staunton Ave, Winter Park, FL 32789
/2
$510,000 Sold Aug 29, 2025
- 1,877 Sq Ft
- $272/SF
- 6 Days On Market
- 4 Beds
- 3 Baths
- Built 1959
2739 Amsden Rd, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen

D'Anne Mica FANNIE HILLMAN & ASSOCIATES

2739 Amsden Rd, Winter Park, FL 32792
/2
$940,000 Sold Aug 29, 2025
- 2,646 Sq Ft
- $355/SF
- 17 Days On Market
- 4 Beds
- 3 Baths
- Built 2024
1840 Biscayne Dr, Winter Park, FL 32789

Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom Homes—and it’s ready for its very first owner. Set in a prime Winter Park location, this two-story home offers clean lines, high-end finishes, and a layout that fits real life.With just over 2,600 square feet under air, the home features 4 bedrooms and 3 full bathrooms.

Jennifer King CORCORAN PREMIER REALTY

1840 Biscayne Dr, Winter Park, FL 32789
/2
$1,800,000 Sold Aug 29, 2025
- 4,155 Sq Ft
- $433/SF
- 32 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2006
1355 Hibiscus Ave, Winter Park, FL 32789

Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering over 4,100 SF of living space. Ideally located on a tree-lined street with Winter Park’s signature brick roads, this home sits in one of the area’s most sought-after neighborhoods. Just minutes from the Winter Park Racquet Club in the Vias, Park Avenue shops and dining, YMCA, top hospitals, and

Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

1355 Hibiscus Ave, Winter Park, FL 32789
/2
$349,000 Sold Aug 29, 2025
- 1,637 Sq Ft
- $213/SF
- 52 Days On Market
- 3 Beds
- 2 Baths
- Built 1983
1050 Reading Ct, Winter Park, FL 32792

Great investment opportunity in the prime location of Winter Park, Florida. Ideal for a growing family or investor. Well established neighborhood of Howell Estates, 3 bedroom, 2 full bathrooms, 1,637 square feet of living area with just over a quarter of an acre. Split plan bedrooms for added privacy. Exterior of the home is concrete block and stucco. The eat-in-kitchen and large family room

Carmen Vazquez REALTY TECH INC

1050 Reading Ct, Winter Park, FL 32792
/2
$900,000 Sold Aug 29, 2025
- 2,406 Sq Ft
- $374/SF
- 83 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1965
3011 Temple Trail, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

Jennifer Wemert WEMERT GROUP REALTY LLC

3011 Temple Trail, Winter Park, FL 32789
/2
$259,000 Sold Aug 29, 2025
- 908 Sq Ft
- $285/SF
- 76 Days On Market
- 2 Beds
- 2 Baths
- Built 1967
1250 S Denning Dr Unit 111, Winter Park, FL 32789

LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the highly desirable MEAD GARDEN COMMUNITY within WALKING/BIKING DISTANCE to Rollins College and the Park Ave Area! This unit was recently renovated to include it's own DEDICATED LAUNDRY CLOSET! (2024) WASHER/DRYER COMBO INCLUDED! NEW ROOF (2022) NEW WATER HEATER (2024) This

Alayna Phillips EXP REALTY LLC

1250 S Denning Dr Unit 111, Winter Park, FL 32789
/2
$380,000 Sold Aug 29, 2025
- 1,687 Sq Ft
- $225/SF
- 126 Days On Market
- 3 Beds
- 2 Baths
- Built 1984
7602 Glenmoor Ln, Winter Park, FL 32792

Welcome to this beautifully maintained 3-bedroom, 2-bathroom single-family home in the heart of Winter Park, FL! Featuring a newer roof and AC, this home offers comfort and peace of mind.Step inside to find freshly painted interiors and a layout designed for both relaxation and entertaining. The formal living room boasts a cozy wood-burning fireplace, while the separate dining room sits

Uzi Husain KELLER WILLIAMS REALTY AT THE PARKS

7602 Glenmoor Ln, Winter Park, FL 32792
/2
$370,000 Sold Aug 29, 2025
- 1,730 Sq Ft
- $214/SF
- 151 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1965
1021 Mare Bello Dr, Winter Park, FL 32792

NEW ROOF coming soon! A great Single-Family Home in Winter Park HS district. Check out this beautiful freshly painted interior and exterior single story 3 bedroom 2 1/2 bath home with bonus room and all new LVP flooring throughout. When you walk in the front door turn left to enter the Great Room that includes the open concept kitchen, dining and family rooms. The kitchen includes all appliances

Lori Hutchinson THE WILKINS WAY LLC

1021 Mare Bello Dr, Winter Park, FL 32792
/2
$230,000 Sold Aug 29, 2025
- 1,026 Sq Ft
- $224/SF
- 205 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
1500 Gay Rd Unit 7A, Winter Park, FL 32789

NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on

Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

1500 Gay Rd Unit 7A, Winter Park, FL 32789
/2
$468,000 Sold Aug 28, 2025
- 1,899 Sq Ft
- $246/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1965
541 London Rd, Winter Park, FL 32792

Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED,

Christopher Bauman REVEL REALTY LLC

541 London Rd, Winter Park, FL 32792
/2
$1,300,000 Sold Aug 28, 2025
- 2,303 Sq Ft
- $564/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 1957
1500 Mizell Ave, Winter Park, FL 32789

One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand over time, or build new. This 4-bedroom,

Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

1500 Mizell Ave, Winter Park, FL 32789
/2
$980,000 Sold Aug 28, 2025
- 2,140 Sq Ft
- $458/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1974
1610 Chestnut Ave, Winter Park, FL 32789

Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue.Inside, you'll find an open

Derek Kammerer THE AGENCY ORLANDO

1610 Chestnut Ave, Winter Park, FL 32789
/2
$450,000 Sold Aug 28, 2025
- 1,806 Sq Ft
- $249/SF
- 32 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
2151 Conifer Ave, Winter Park, FL 32792

This POOL home is amazing in every way and is truly a must see! Original Owner with pride of ownership. 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. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the new, striking front door and

Denise Korrey KORR REALTY CORP

2151 Conifer Ave, Winter Park, FL 32792
/2
$270,000 Sold Aug 28, 2025
- 932 Sq Ft
- $290/SF
- 50 Days On Market
- 2 Beds
- 2 Baths
- Built 1976
2426 Windward Way, Winter Park, FL 32792

Nestled in the heart of the highly desirable Windward Square community, this beautifully maintained home offers the perfect blend of comfort, style, and convenience. Step inside from the tranquil front patio and be welcomed by a surprisingly spacious open floor plan that instantly feels like home.The kitchen shines with newer appliances, granite countertops and beautiful upgraded cabinetry.

Kim Coburn RE/MAX TOWN & COUNTRY REALTY

2426 Windward Way, Winter Park, FL 32792
/2
$1,110,000 Sold Aug 26, 2025
- 2,813 Sq Ft
- $395/SF
- 7 Days On Market
- 5 Beds
- 3 Baths
- Built 1980
233 Hampden Place, Winter Park, FL 32789

Vintage original 5-Bed, 3-Bath pool home with new roof on an estate-size lot adorned with mature landscaping and breathtaking views that overlook a natural wooded area in desirable Virginia Heights. This fabulous property could have a full renovation to make best use of the existing home, or the 16,000+ square foot lot offers the perfect opportunity to build the new home of your dreams and

Frank Ferrell FERRELL REALTY, INC.

233 Hampden Place, Winter Park, FL 32789
/2
$272,500 Sold Aug 26, 2025
- 1,295 Sq Ft
- $210/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
2358 Sun Valley Cir, Winter Park, FL 32792

Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately

Natalie Kauffman KELLER WILLIAMS CLASSIC

2358 Sun Valley Cir, Winter Park, FL 32792
/2
$368,000 Sold Aug 26, 2025
- 1,674 Sq Ft
- $220/SF
- 40 Days On Market
- 4 Beds
- 3 Baths
- Built 1960
3430 Arbutus Ln, Winter Park, FL 32792

Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and

Monica Bouyouris URBAN NEST CLUB INC

3430 Arbutus Ln, Winter Park, FL 32792
/2
$610,000 Sold Aug 25, 2025
- 1,627 Sq Ft
- $375/SF
- 162 Days On Market
- 3 Beds
- 2 Baths
- Built 1953
2812 Mulford Ave, Winter Park, FL 32789

Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local

Haley Young SYNCHRONICITY REAL ESTATE SOLUTIONS

2812 Mulford Ave, Winter Park, FL 32789
/2
$530,000 Sold Aug 22, 2025
- 2,254 Sq Ft
- $235/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 1984
7682 Glenmoor Ln, Winter Park, FL 32792

Welcome to 7682 Glenmoor Lane – Located in the established community of Glenmoor, zoned for Winter Park HS, Maitland Middle and Lakemont Elementary.This beautifully renovated Winter Park gem is situated on a generous 0.26-acre lot, this stunning single-family home blends timeless style with modern updates throughout.Step inside to discover custom tile flooring, solid wood cabinetry in

Bob Holston, Jr HOLSTON PROPERTIES & DEV., INC

7682 Glenmoor Ln, Winter Park, FL 32792
/2
$1,295,000 Sold Aug 22, 2025
- 4,161 Sq Ft
- $311/SF
- 8 Days On Market
- 6 Beds
- 4 Baths
- Built 2015
1422 Via Sangro Place, Winter Park, FL 32792

Welcome to your WATERFRONT dream home in the prestigious Lakeside Estates, a private gated community situated on Garden Lake. Highly desirable cul-de-sac location and short stroll to the playground. The Kerrville model home is designed for stylish, easy living and offers an open floor plan with high-end finishes throughout. Impress your family and friends with the inviting foyer, 20+ ceilings,

Jennifer Sloan KELLY PRICE & COMPANY LLC

1422 Via Sangro Place, Winter Park, FL 32792
/2
$513,000 Sold Aug 22, 2025
- 1,811 Sq Ft
- $283/SF
- 16 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1989
1819 Shadyhill Terrace, Winter Park, FL 32792

Welcome to your own private retreat, perfectly situated at the end of a quiet CUL-DE-SAC on one of the most SCENIC LOTS in the neighborhood. This beautiful home sits on a gorgeous, oversized 1/4-ACRE LOT with UNOBSTRUCTED WATER VIEWS and is framed by mature trees, creating a natural canopy that offers both beauty and privacy. Whether you're sipping your morning coffee or winding down in the

Jonathan Ruiz KELLER WILLIAMS WINTER PARK

1819 Shadyhill Terrace, Winter Park, FL 32792
/2
$1,277,000 Sold Aug 22, 2025
- 2,595 Sq Ft
- $492/SF
- 5 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2009
2728 Eastern Pkwy, Winter Park, FL 32789

Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance

Kevin Kelly FANNIE HILLMAN & ASSOCIATES

2728 Eastern Pkwy, Winter Park, FL 32789
/2
$449,999 Sold Aug 22, 2025
- 1,795 Sq Ft
- $251/SF
- 56 Days On Market
- 4 Beds
- 2 Baths
- Built 1971
7446 Houston Ct E, Winter Park, FL 32792

The home you’ve been waiting for is here! This beautifully remodeled gem in the desirable Woodcrest neighborhood of Winter Park is move-in ready and perfect for its next owner. Featuring a sparkling private pool, this home offers modern living with style and comfort.Inside, you’ll find an open-concept floor plan ideal for entertaining and everyday living. Luxury vinyl flooring runs

Walter Taylor KELLER WILLIAMS REALTY AT THE PARKS

7446 Houston Ct E, Winter Park, FL 32792
/2
$412,500 Sold Aug 22, 2025
- 1,349 Sq Ft
- $306/SF
- 57 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
619 Byron Rd, Winter Park, FL 32792

Location, lifestyle, and livability! Nestled in a prime City of Winter Park location, this beautifully landscaped, charming, freshly painted, 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience—walkable to grocery stores, shopping, dining, Advent Health Winter Park Hospital, movie theater, banks and more! Inside, you’ll find a thoughtfully designed split-bedroom floor

John Muccigrosso RE/MAX 200 REALTY

619 Byron Rd, Winter Park, FL 32792
/2
$489,020 Sold Aug 22, 2025
- 1,260 Sq Ft
- $388/SF
- 61 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1925
674 Douglas Ave, Winter Park, FL 32789

Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that

Peter J Yates PREMIER SOTHEBYS INT'L REALTY

674 Douglas Ave, Winter Park, FL 32789
/2
$500,000 Sold Aug 22, 2025
- 1,906 Sq Ft
- $262/SF
- 108 Days On Market
- 3 Beds
- 2 Baths
- Built 1972
7584 Lodge Pole Trail, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Beautiful remodeled pool home. Luxury vinyl plank flooring throughout the entire home with tile in the bathrooms. Spacious living area with open concept floorplan. Upgraded kitchen with stainless steel appliances, granite counters, large kitchen island/bar, and closet pantry. Bathrooms both updated. Primary bathroom has large walk-in shower with

Robert Arnold SAND DOLLAR REALTY GROUP INC

7584 Lodge Pole Trail, Winter Park, FL 32792
/2
$440,000 Sold Aug 22, 2025
- 1,662 Sq Ft
- $265/SF
- 98 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
3019 Northwood Blvd, Winter Park, FL 32789

WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath with large Florida Room. 2 Car Carport.

Robert Arnold SAND DOLLAR REALTY GROUP INC

3019 Northwood Blvd, Winter Park, FL 32789
/2
$412,000 Sold Aug 22, 2025
- 1,088 Sq Ft
- $379/SF
- 127 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
535 N Interlachen Ave Unit 107, Winter Park, FL 32789

Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch)

Mary Colton FANNIE HILLMAN & ASSOCIATES

535 N Interlachen Ave Unit 107, Winter Park, FL 32789
/2
$2,144,000 Sold Aug 21, 2025
- 3,462 Sq Ft
- $619/SF
- 0 Days On Market
- 4 Beds
- 4 Baths
- Built 2004
1077 N Pennsylvania Ave, Winter Park, FL 32789

Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

1077 N Pennsylvania Ave, Winter Park, FL 32789
/2
$470,000 Sold Aug 21, 2025
- 2,035 Sq Ft
- $231/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 1964
2920 Abbey Ct, Winter Park, FL 32792

Welcome home to the Winter Park Pines with tree lines streets, sidewalks on both sides of the street and a mailman that delivers to your door. This spacious 4-bedroom, 3-bath home offers the ideal canvas for customization, nestled in one of Winter Park’s most desirable neighborhoods. This diamond in the rough—brimming with charm and just waiting for your personal touch! Step inside through a

Amy Turner KELLER WILLIAMS WINTER PARK

2920 Abbey Ct, Winter Park, FL 32792
/2
$255,000 Sold Aug 21, 2025
- 1,290 Sq Ft
- $198/SF
- 7 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
2398 Dominica Run, Winter Park, FL 32792

**This property qualifies for a closing cost credit up to $3,900 through the Seller’s preferred lender.** Charming Winter Park Townhome with Vaulted Ceilings and Sun-Filled Spaces. Welcome to 2398 Dominica Way, a beautifully maintained 2-bedroom, 2-bathroom townhome nestled in the heart of Winter Park. From the moment you arrive, you'll be drawn in by the inviting front patio, complete with a

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

2398 Dominica Run, Winter Park, FL 32792
/2
$1,400,000 Sold Aug 21, 2025
- 4,181 Sq Ft
- $335/SF
- 60 Days On Market
- 5 Beds
- 4 Baths
- Built 1979
1327 Bridgeport Dr, Winter Park, FL 32789

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023

Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

1327 Bridgeport Dr, Winter Park, FL 32789
/2
$279,000 Sold Aug 20, 2025
- 1,241 Sq Ft
- $225/SF
- 32 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
3153 Greenwood St Unit Winter Spr, Winter Park, FL 32792

Move-In Ready and AFFORDABLE one-story townhouse with FENCED YARD, 1-Car Garage and LOW HOA!!!!Situated on a corner lot with a screened patio and no rear neighbors, it offers just the right mix of privacy and convenience. Inside, you’ll find ceramic tile and luxury vinyl flooring throughout...so no carpet in sight! A spacious kitchen, living and dining spaces, large bedrooms and 2 tastefully

Allison Day RE/MAX TOWN & COUNTRY REALTY

3153 Greenwood St Unit Winter Spr, Winter Park, FL 32792
/2
$3,350,000 Sold Aug 20, 2025
- 3,223 Sq Ft
- $1,039/SF
- 1 Day On Market
- 4 Beds
- 3 Baths
- Built 1966
641 Virginia Dr, Winter Park, FL 32789

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Winter Park Chain of Lakes.The existing 4-bedroom, 3-bath home features 3,223 square feet of

Audra Wilks KELLER WILLIAMS WINTER PARK

641 Virginia Dr, Winter Park, FL 32789
/2
$560,000 Sold Aug 20, 2025
- 1,420 Sq Ft
- $394/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
1901 Loch Berry Rd, Winter Park, FL 32792

A rare opportunity in the heart of Winter Park—this property sits on an oversized 0.31-acre corner lot in one of the area’s most desirable neighborhoods. This lot has no rear neighbors offering even more privacy. The existing home is owner-occupied, functional, and will be sold AS-IS, though it will require repairs. The true value lies in the land, offering outstanding potential for renovation,

Monica Tipirneni FOLIO REALTY LLC

1901 Loch Berry Rd, Winter Park, FL 32792
/2
$455,000 Sold Aug 20, 2025
- 1,804 Sq Ft
- $252/SF
- 59 Days On Market
- 3 Beds
- 2 Baths
- Built 2003
3304 Bennington Ct, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous

Peter Hamilton DAHLIA REALTY GROUP

3304 Bennington Ct, Winter Park, FL 32792

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