Recently Sold Winter Park, FL Homes

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  /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
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  Explore Winter Park

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  /43

  $1,295,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,595 Sq Ft

  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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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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  /2

  $4,087,500 Sold Aug 20, 2025

  • 5,847 Sq Ft
  • $699/SF
  • 609 Days On Market

  • 5 Beds
  • 9 Baths
  • Built 1957

  421 Lakewood Dr, Winter Park, FL 32789

  This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  421 Lakewood Dr, Winter Park, FL 32789
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  /2

  $560,000 Sold Aug 19, 2025

  • 789 Sq Ft
  • $710/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  1339 Orchid Ave, Winter Park, FL 32789

  A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital, Science Center and Museum. Easy access to

  Barbara Allen ABIDE REALTY

  1339 Orchid Ave, Winter Park, FL 32789
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  /2

  $485,000 Sold Aug 18, 2025

  • 2,171 Sq Ft
  • $223/SF
  • 11 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  1921 Japonica Rd, Winter Park, FL 32792

  Welcome to 1921 Japonica Rd – Your Winter Park Retreat AwaitsTucked away on a quiet street just minutes from the heart of Winter Park, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, character, and potential. From the moment you arrive, you'll notice how lovingly this home has been cared for, offering peace of mind with newer roof (2021) and a

  Jose Gabriel Rodriguez COLDWELL BANKER RESIDENTIAL RE

  1921 Japonica Rd, Winter Park, FL 32792
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  /2

  $450,000 Sold Aug 18, 2025

  • 2,076 Sq Ft
  • $217/SF
  • 139 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  1522 Bantam Way, Winter Park, FL 32792

  Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood. The corner townhouse has huge living room with a high ceiling when you walk into the house, screen patio with the tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy

  He Gao U S GLORY REALTY

  1522 Bantam Way, Winter Park, FL 32792
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  /2

  $470,000 Sold Aug 18, 2025

  • 2,122 Sq Ft
  • $221/SF
  • 226 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  4026 Tenita Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing.Welcome to this stunning property where elegance meets comfort. The neutral color paint scheme and fresh interior paint provide a modern and clean feel. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, equipped with stainless steel

  Karen Albright OPENDOOR BROKERAGE LLC

  4026 Tenita Dr, Winter Park, FL 32792
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  /2

  $3,000,000 Sold Aug 18, 2025

  • 4,080 Sq Ft
  • $735/SF
  • 313 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2024

  1730 Winchester Dr, Winter Park, FL 32789

  Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
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  /2

  $298,000 Sold Aug 15, 2025

  • 1,776 Sq Ft
  • $168/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  2206 Bonanza Ave, Winter Park, FL 32792

  This Winter Park BLOCK home offers 4 bedrooms, 2 full bathrooms and all with no HOA. This home features a SPLIT FLOOR PLAN and NEW ROOF (2022). The oversized enclosed porch is perfect for entertaining or relaxing after a long day of work. Front screened in patio to enjoy as well. Storage will not be an issue, as there is a 2 CAR GARAGE You're also located in a very established community that's

  Hannah Thompson FLORIDA REALTY INVESTMENTS

  2206 Bonanza Ave, Winter Park, FL 32792
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  /2

  $5,225,000 Sold Aug 15, 2025

  • 3,738 Sq Ft
  • $1,398/SF
  • 6 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2023

  1333 Alberta Dr, Winter Park, FL 32789

  An architectural triumph, this one-of-a-kind modern masterpiece was custom designed and built in 2023 by the award-winning Z Properties and is ideally sited on the shores of Lake Osceola, part of the Winter Park Chain of Lakes. Radiating bold sophistication and contemporary elegance, the residence is a curated work of art, where floor-to-ceiling glass walls and striking steel windows and doors

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1333 Alberta Dr, Winter Park, FL 32789
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  /2

  $2,125,000 Sold Aug 15, 2025

  • 2,450 Sq Ft
  • $867/SF
  • 20 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2007

  140 E Morse Blvd Unit C, Winter Park, FL 32789

  When you enter through the secure and elegant wrought iron gates and walk into in the private central courtyard, you'll feel the sophistication of The Landmark Winter Park. Take the elevator to the second floor and your private entrance balcony overlooking the courtyard. Inside, this spacious corner unit you'll find 2 bedrooms, 3 full bathrooms and a spacious media room/office. From the foyer

  Sue Gilman KELLER WILLIAMS WINTER PARK

  140 E Morse Blvd Unit C, Winter Park, FL 32789
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  /2

  $140,000 Sold Aug 15, 2025

  • 793 Sq Ft
  • $177/SF
  • 31 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  200 St Andrews Blvd Unit 911, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Here is an amazing 1-bedroom, 1-bath condo in Winter Park's beautiful Four Seasons. It's on the 2nd floor, so you won't have to worry about noisy neighbors above you! The garden views are lovely, and it has a huge walk-in closet along with really spacious rooms. Plus, there's a nice screened balcony that's perfect for those cool summer

  Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

  200 St Andrews Blvd Unit 911, Winter Park, FL 32792
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  /2

  $999,999 Sold Aug 15, 2025

  • 2,348 Sq Ft
  • $426/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  2112 Fosgate Dr, Winter Park, FL 32789

  Welcome to 2112 Fosgate Drive, a beautifully updated home nestled on a quiet, tree-lined street in Winter Park. With 4 bedrooms, 3 bathrooms, and just under 2,400 square feet, this residence offers a thoughtful layout with plenty of space to fit your lifestyle. Fully remodeled in 2018, it’s move-in ready with a blend of charm and modern comfort.Step inside and you’ll be welcomed by real

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  2112 Fosgate Dr, Winter Park, FL 32789
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  /2

  $2,550,000 Sold Aug 15, 2025

  • 4,338 Sq Ft
  • $588/SF
  • 82 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2008

  1400 Place Picardy, Winter Park, FL 32789

  1440 Place Picardy, Winter Park, FLCustom-Built Elegance with Timeless FinishesA custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression.The gourmet kitchen is a chef’s dream, featuring marble

  Jennifer King CORCORAN PREMIER REALTY

  1400 Place Picardy, Winter Park, FL 32789
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  /2

  $100,000 Sold Aug 15, 2025

  • 1,356 Sq Ft
  • $74/SF
  • 156 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  7340 Daniel Webster Dr Unit 7, Winter Park, FL 32792

  Price Reduction-Stop by and view this condo located in a prime location. First floor unit-No CARPET-Tile and newer laminate flooring (installed in 2021) that adds a sleek, modern touch throughout. The kitchen comes fully equipped with updated appliances, including a microwave and dishwasher, both replaced in 2021, making meal prep and clean-up a breeze.Recent upgrades include a brand-new

  Marina Heath EXP REALTY LLC

  7340 Daniel Webster Dr Unit 7, Winter Park, FL 32792
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  /2

  $1,050,000 Sold Aug 14, 2025

  • 1,492 Sq Ft
  • $704/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  2250 Forrest Rd, Winter Park, FL 32789

  Incredible location in the heart of Winter Park, situated on an oversized lot, on a brick street, close to Park Avenue.

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2250 Forrest Rd, Winter Park, FL 32789
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  /2

  $690,000 Sold Aug 14, 2025

  • 1,841 Sq Ft
  • $375/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  2433 Whitehall Cir, Winter Park, FL 32792

  FANTASTIC UPDATED AND EXPANDED WINTER PARK HOME JUST LISTED! Tucked away in a quiet, highly sought-after neighborhood and zoned for desired Winter Park schools, this home is one of the nicest and most rare opportunities to hit the market in some time! Beautifully and tastefully re-imagined, renovated and expanded in 2022! Located in one of the best specific locations in the neighborhood!

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  2433 Whitehall Cir, Winter Park, FL 32792
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  /2

  $1,575,000 Sold Aug 14, 2025

  • 2,958 Sq Ft
  • $532/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  1394 Grove Terrace, Winter Park, FL 32789

  Beautiful Sylvan Lake Shores Mediterranean home. Ideally located in quintessential Old Winter Park with its tree lined, brick streets that surround Lake Mizell. This 4 bedroom 3 1⁄2 bath, plus office home features timeless architectural features such as classic wide molding, repeated archways and a custom ironwork stairway. The soaring 10 foot ceilings accentuate the classic feel of this elegant

  Dee Morgan KELLY PRICE & COMPANY LLC

  1394 Grove Terrace, Winter Park, FL 32789
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  /2

  $2,800,000 Sold Aug 14, 2025

  • 3,932 Sq Ft
  • $712/SF
  • 57 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2024

  1891 Lake Spier Dr, Winter Park, FL 32789

  Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With

  Mike Derenthal LPT REALTY, LLC

  1891 Lake Spier Dr, Winter Park, FL 32789
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  /2

  $493,000 Sold Aug 14, 2025

  • 1,191 Sq Ft
  • $414/SF
  • 67 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1952

  2327 Mulbry Dr, Winter Park, FL 32789

  Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and

  Charlie Peterson KELLER WILLIAMS HERITAGE REALTY

  2327 Mulbry Dr, Winter Park, FL 32789
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  /2

  $749,000 Sold Aug 13, 2025

  • 2,509 Sq Ft
  • $299/SF
  • 52 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  627 Darcey Dr, Winter Park, FL 32792

  Nestled in the heart of sought-after Winter Park, this beautifully updated 4-bedroom, 2-bathroom home offers 2,509 square feet of versatile living space designed for comfort, functionality, and style. Perfect for families or anyone needing room to grow, the home features multiple living areas including a formal living room with a bay window and elegant shutters, a cozy family room, a bright

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  627 Darcey Dr, Winter Park, FL 32792
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  /2

  $391,250 Sold Aug 13, 2025

  • 2,096 Sq Ft
  • $187/SF
  • 71 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  1985 Japonica Rd, Winter Park, FL 32792

  JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop

  Aaron Mighty MIGHTY REALTY INC

  1985 Japonica Rd, Winter Park, FL 32792
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  /2

  $145,000 Sold Aug 13, 2025

  • 802 Sq Ft
  • $181/SF
  • 68 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  7352 Swallow Run, Winter Park, FL 32792

  Spacious 2nd floor condo in quiet community! You will absolutely fall in love with this newly renovated 2 bedroom 2 bathroom condo retreat! The open floor plan is great for entertaining family and friends, while the split bedroom layout offers privacy. The modern kitchen features white shaker cabinetry, stainless steel appliances, pendant lighting, built-in wine storage with wine glass rack,

  Ashley Quandt LEERDAM PROPERTIES INC.

  7352 Swallow Run, Winter Park, FL 32792
• 

  /2

  $646,000 Sold Aug 12, 2025

  • 1,618 Sq Ft
  • $399/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1938

  2711 Parkland Dr, Winter Park, FL 32789

  Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-bathroom home blends classic charm with modern updates. Roof replaced 2023,A/C replaced 2021, double pane windows installed 2020. The beautifully updated kitchen features newer appliances and opens to a cozy living area with a character-rich wood-burning fireplace. The versatile

  Greg Martinez CORCORAN PREMIER REALTY

  2711 Parkland Dr, Winter Park, FL 32789
• 

  /2

  $185,000 Sold Aug 12, 2025

  • 1,018 Sq Ft
  • $182/SF
  • 331 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  3043 Antique Oaks Cir Unit 171, Winter Park, FL 32792

  Stop The Car!!! Here it is!!! A fantastic ground floor 2/2 condominium with pool view; in sought after Winter Park, Florida. This lovely home is conveniently located near fine dining, shopping, Baldwin Park, and amazing schools: Full Sail University, UCF, and Rollins College. Your future home offers an open floor plan with a kitchen looking out to the family room. Your fantastic kitchen is set up

  Mikhael Najm DALTON WADE INC

  3043 Antique Oaks Cir Unit 171, Winter Park, FL 32792
• 

  /2

  $630,000 Sold Aug 11, 2025

  • 2,264 Sq Ft
  • $278/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 1958

  1792 Killarney Dr, Winter Park, FL 32789

  RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced 1⁄4-acre corner lot, this 4-bed, 3-bath charmer offers private access to Lake Killarney, a rare find. Step onto the welcoming front porch and into a home filled with character, upgrades, and natural light. The open layout flows effortlessly through spacious living areas and a beautifully updated

  Jill Healey KELLER WILLIAMS WINTER PARK

  1792 Killarney Dr, Winter Park, FL 32789
• 

  /2

  $245,900 Sold Aug 11, 2025

  • 1,132 Sq Ft
  • $217/SF
  • 2 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1986

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Your Dream Home Awaits in Winter Park! 3 Beds 3.5 baths! Discover the perfect blend of comfort and convenience in the heart of Winter Park at Sandlewood Creek! This charming townhome-style condo offers a rare opportunity to own a piece of paradise with no neighbors above or below, ensuring a peaceful living environment. Plus, enjoy a very low HOA! Key Features: Financing Made Easy: FHA, VA, and

  Matt Merdian MERDIAN REALTY LLC

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789
• 

  /2

  $279,000 Sold Aug 11, 2025

  • 1,186 Sq Ft
  • $235/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  Unlisted Address

  Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything.The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas.

  Adriana Gonzalez PERFECT INVESTMENT REALTY

  Unlisted Address
• 

  /2

  $357,000 Sold Aug 11, 2025

  • 1,628 Sq Ft
  • $219/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  2548 Galliano Cir, Winter Park, FL 32792

  Charming Townhome with Modern Comforts! Step into comfort and convenience in this beautifully designed 3 bedroom 2 and 1/2 bath townhome. Perfectly suited for families, professionals or anyone seeking a stylish and low maintenance lifestyle. This END UNIT brings in a ton of natural light along with a thoughtful and spacious open floor plan. The main level features an open-concept living and

  Michelle Terry SYNCHRONICITY REAL ESTATE SOLUTIONS

  2548 Galliano Cir, Winter Park, FL 32792
• 

  /2

  $610,000 Sold Aug 11, 2025

  • 1,232 Sq Ft
  • $495/SF
  • 67 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  843 W Swoope Ave, Winter Park, FL 32789

  Winter Park Beauty located just blocks from the renowned Park Avenue. You will be impressed upon entering the front door of this Recently and Fully Updated 3 Bedroom, 2 Bathroom home while noticing the Open Floor Plan highlighted by gorgeous Porcelain Wood Plank Tile throughout. The expansive windows and contemporary color scheme create a bright and airy atmosphere. The updated kitchen and

  Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

  843 W Swoope Ave, Winter Park, FL 32789
• 

  /2

  $200,000 Sold Aug 08, 2025

  • 1,281 Sq Ft
  • $156/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1973

  4786 Tangerine Ave Unit 4786, Winter Park, FL 32792

  Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added

  John Muccigrosso RE/MAX 200 REALTY

  4786 Tangerine Ave Unit 4786, Winter Park, FL 32792
• 

  /2

  $255,000 Sold Aug 08, 2025

  • 1,080 Sq Ft
  • $236/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  3005 Casselwood St, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Freshly updated and ready for easy living, this concrete-block villa delivers three bedrooms, including a versatile flex room, plus two full baths across a smart 1,080-square-foot, single-story layout. The curb appeal pops thanks to 2023 exterior paint, a brand-new roof (2023), and a privacy fence (2023) that frames the fully fenced backyard. Step

  Jason Ricks COLDWELL BANKER REALTY

  3005 Casselwood St, Winter Park, FL 32792
• 

  /2

  $430,000 Sold Aug 08, 2025

  • 2,130 Sq Ft
  • $202/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  1006 Bradford Dr, Winter Park, FL 32792

  Winter Park delight. Discover the potential of this wonderful, spacious Seminole County residence nestled in a well-established neighborhood. Amazing split floor plan with tons of potential. Picture creating your ideal kitchen, updating the bathrooms to your taste and opening up the living spaces to create a more contemporary flow. Gorgeous backyard oasis pool with pavers and waterfall. Fresh

  Paul Giannotti TERZA REAL ESTATE

  1006 Bradford Dr, Winter Park, FL 32792

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