Recently Sold Winter Park, FL Homes

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  $500,000 Sold Jul 25, 2025

  • 1,752 Sq Ft
  • $285/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  2138 Whitehall Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025),

  Angela McCloskey KELLER WILLIAMS REALTY AT THE PARKS

  2138 Whitehall Dr, Winter Park, FL 32792
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  $425,000 Sold Jul 25, 2025

  • 1,947 Sq Ft
  • $218/SF
  • 83 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  1430 Hyde Park Dr, Winter Park, FL 32792

  Step inside and be ready to see an AMAZING LAKE VIEW from this SPLIT plan, 2 bedroom 2 bath BEAUTIFUL home. NEW LUXURY VINYL PLANK flooring throughout the entire home. NEW paint and NEW baseboards inside. The family room has a FIREPLACE, and a separate dining room adjacent to it. Kitchen features NEW STAINLESS STEEL APPLIANCES and beautiful lake views from the breakfast nook. The HUGE

  Heather Pryor KELLER WILLIAMS ADVANTAGE REALTY

  1430 Hyde Park Dr, Winter Park, FL 32792
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  /2

  $520,000 Sold Jul 25, 2025

  • 1,420 Sq Ft
  • $366/SF
  • 309 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  274 N Ranger Blvd, Winter Park, FL 32792

  Welcome to your fully renovated home located in the highly sought-after Winter Park Pines Golf Course Community. This beautiful open floor plan residence offers a fresh and modern living experience, perfect for both relaxation and entertaining. Inside you'll find brand-new flooring throughout, along with fully upgraded bathrooms that include stylish new vanities and custom tile work. The kitchen

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  274 N Ranger Blvd, Winter Park, FL 32792
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  $436,000 Sold Jul 24, 2025

  • 2,290 Sq Ft
  • $190/SF
  • 224 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  5240 N Lake Burkett Ln, Winter Park, FL 32792

  Seller is offering up to $3,000 in concessions. Welcome to 5240 North Lake Burkett Lane, a classic 4 bedroom, 2.5 bathroom home, located in beautiful Winter Park! The open floor plan and high ceilings offer a bright, airy feel. At the center of the home is a large kitchen, connecting the dining, living, and family rooms. The primary suite is conveniently located on the first floor for

  Ashley Harper COLDWELL BANKER REALTY

  5240 N Lake Burkett Ln, Winter Park, FL 32792
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  $525,000 Sold Jul 23, 2025

  • 2,733 Sq Ft
  • $192/SF
  • 104 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1979

  4029 Cool Water Ct Unit 2, Winter Park, FL 32792

  Welcome Home! This spacious 5-bedroom, 3-bathroom home nestled in highly sought-after Winter Park. This home offers a versatile layout, oversized lot, and limitless potential to make it your own. Priced below market value based on square footage. Upgraded features include a NEW ROOF, flooring, updated plumbing, epoxy garage flooring, modern light fixtures, ceiling fans, freshly painted interior &

  Cedrick Williams MAGNUS REALTY GROUP LLC

  4029 Cool Water Ct Unit 2, Winter Park, FL 32792
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  /2

  $330,000 Sold Jul 23, 2025

  • 1,074 Sq Ft
  • $307/SF
  • 303 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1964

  700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789

  PRICE IMPROVEMENT – Best buy in Winter Park..........Motivated Sellers! CLICK ON VIRTUAL TOUR to get an overview of the complex.Step into this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable Winter Park Gardens community. This move-in-ready unit has been thoughtfully upgraded with modern features, including brand-new plumbing, a tankless water heater,

  Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
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  $439,900 Sold Jul 22, 2025

  • 1,576 Sq Ft
  • $279/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  1945 Bering Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. ***BUY THIS HOME WITH AN FHA INTEREST RATE OF 5.375% WHEN USING THE SELLER'S PREFERRED LENDER*** You will fall in love with this mid-century Winter Park home across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1 spa-like bathroom, and an en-suite half bath, a family room, living room, dining room, and a laundry room.

  Carmen Gonzalez, Pa HORIZON WEST REALTY

  1945 Bering Ave, Winter Park, FL 32789
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  /2

  $450,000 Sold Jul 22, 2025

  • 2,308 Sq Ft
  • $195/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  1624 Little Wren Ln, Winter Park, FL 32792

  Welcome to Hawks Crest – where modern living meets convenience and comfort. Built in 2019, this beautifully upgraded 3-bedroom, 2.5-bath townhome offers the perfect blend of style, function, and low-maintenance living—ready for you to move right in. From the moment you arrive, you’ll be charmed by the paver driveway and walkway framed by lush landscaping, leading to a bold, eye-catching front

  Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

  1624 Little Wren Ln, Winter Park, FL 32792
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  /2

  $995,000 Sold Jul 22, 2025

  • 2,188 Sq Ft
  • $455/SF
  • 25 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2017

  1821 Windsor Dr, Winter Park, FL 32789

  WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME OPPORTUNITY to own this BEAUTIFUL CUSTOM-BUILT MASTERPIECE of a HOME in ONE OF THE MOST DESIRED LOCATIONS in TOWN! When you buy this Home, you aren’t just purchasing a NEWLY BUILT CUSTOM HOME FULL OF LUXURIOUS UPGRADES and ARCHITECTURAL FEATURES; you are also buying into the LIFESTYLE that others DREAM OF LIVING in

  Chris Creegan CREEGAN GROUP

  1821 Windsor Dr, Winter Park, FL 32789
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  $2,495,000 Sold Jul 22, 2025

  • 3,551 Sq Ft
  • $703/SF
  • 47 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1995

  940 Lincoln Cir, Winter Park, FL 32789

  Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends

  Padgett McCormick KELLY PRICE & COMPANY LLC

  940 Lincoln Cir, Winter Park, FL 32789
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  $198,000 Sold Jul 21, 2025

  • 1,031 Sq Ft
  • $192/SF
  • 11 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1983

  3247 Forest Oaks Ct Unit 116, Winter Park, FL 32792

  Welcome to this beautifully updated 2-bedroom, 2.5-bath condo in the heart of Winter Park! Featuring ceramic tile and laminate wood flooring throughout, this home offers a modern feel with upgraded kitchen finishes, refreshed lighting, ceiling fans, and recently updated sinks, toilets, and flooring. The spacious layout provides comfort and convenience, with both bedrooms offering en-suite

  Brandon Feng KELLER WILLIAMS WINTER PARK

  3247 Forest Oaks Ct Unit 116, Winter Park, FL 32792
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  /2

  $806,000 Sold Jul 21, 2025

  • 2,223 Sq Ft
  • $363/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  1261 Burning Tree Ln, Winter Park, FL 32792

  Impeccably Redesigned Pool Home in Coveted Winter Park NeighborhoodWelcome to 1261 Burning Tree Lane, a beautifully updated 4-bedroom, 2-bathroom pool home located in the highly sought-after Greenview at Winter Pines subdivision. Tucked beneath a canopy of mature oak trees and surrounded by manicured landscaping, this architect-owned residence combines timeless design with thoughtful

  Adrienne Kane REAL BROKER, LLC

  1261 Burning Tree Ln, Winter Park, FL 32792
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  /2

  $86,000 Sold Jul 21, 2025

  • 1,085 Sq Ft
  • $79/SF
  • 19 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  208 Scottsdale Square, Winter Park, FL 32792

  Welcome to this beautifully updated 2-story condo located in the heart of Winter Park, just minutes from UCF, Full Sail University, major highways, shopping, and dining. Nestled on the second level, this inviting home offers a functional layout with 2 spacious bedrooms and a full bathroom upstairs, plus a convenient half bathroom on the main floor.Step inside to find stylish luxury vinyl

  Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

  208 Scottsdale Square, Winter Park, FL 32792
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  $705,000 Sold Jul 21, 2025

  • 1,408 Sq Ft
  • $501/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  1730 Oneco Ave, Winter Park, FL 32789

  Vintage house with close proximity to Park Avenue surronded by newely constructed homes on a scenic brick street. A creative designer would find this vintage house a great project with a newly constructed roof to save the time. This winter park corner lot is highly sought after for its location and its potential.

  John Tremblay THE TEAM REAL ESTATE GROUP INC

  1730 Oneco Ave, Winter Park, FL 32789
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  $472,000 Sold Jul 21, 2025

  • 1,736 Sq Ft
  • $272/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  2832 Buccaneer Dr, Winter Park, FL 32792

  Nestled in one of Winter Park’s peaceful neighborhoods with *NO HOA*, this meticulously upgraded 3 bedrooms, 2 bath pool home plus 2 versatile bonus rooms, perfectly blends modern comfort, sustainable living, and timeless charm. With two vacant city-owned lots directly to the west, the property enjoys uninterrupted golden sunset views that fill the home with natural light. The exterior showcases

  Virginia Silberstein ORLANDO EXPERT REALTY LLC

  2832 Buccaneer Dr, Winter Park, FL 32792
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  /2

  $2,495,000 Sold Jul 21, 2025

  • 3,967 Sq Ft
  • $629/SF
  • 56 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2020

  1690 Palm Ave, Winter Park, FL 32789

  This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features

  Daniel Robinson HOUWZER INC

  1690 Palm Ave, Winter Park, FL 32789
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  $620,000 Sold Jul 21, 2025

  • 1,727 Sq Ft
  • $359/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  2855 Lion Heart Rd, Winter Park, FL 32792

  Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and

  Kevin Henao LA ROSA REALTY LLC

  2855 Lion Heart Rd, Winter Park, FL 32792
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  $350,000 Sold Jul 21, 2025

  • 1,682 Sq Ft
  • $208/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  1541 Florentino Ln, Winter Park, FL 32792

  MOTIVATED SELLER! Beautifully maintained Townhome in desirable gated community of Vistas at Lake Howell. This spacious 3 bedroom 2 and 1 half bath home is ready for its new owner. With new carpet, paint and appliances it's in move-in condition. Large kitchen overlooks the expansive dinning living room combination with sliding doors leading out to the screened-in patio. Upstairs you will find the

  Jeffrey Friedman FANNIE HILLMAN & ASSOCIATES

  1541 Florentino Ln, Winter Park, FL 32792
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  $2,910,000 Sold Jul 21, 2025

  • 5,097 Sq Ft
  • $571/SF
  • 82 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2001

  1911 Stonehurst Rd, Winter Park, FL 32789

  Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle.The red brick facade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1911 Stonehurst Rd, Winter Park, FL 32789
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  $689,500 Sold Jul 19, 2025

  • 1,750 Sq Ft
  • $394/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  1129 Golfside Dr, Winter Park, FL 32792

  Nestled on an idyllic tree-lined street, this charming 3-bedroom, 2-bathroom POOL HOME offers the Winter Park Lifestyle you've been dreaming of! Step inside to discover a beautifully appointed kitchen featuring granite countertops and NEW STAINLESS STEEL APPLIANCES. The light and bright formal dining room flows seamlessly into the spacious family room, complete with vaulted ceilings and a cozy

  Tess Muccigrosso RE/MAX 200 REALTY

  1129 Golfside Dr, Winter Park, FL 32792
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  $142,000 Sold Jul 18, 2025

  • 678 Sq Ft
  • $209/SF
  • 64 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1973

  130 Lewfield Cir Unit 130, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the

  Renee Kumar LA ROSA REALTY LLC

  130 Lewfield Cir Unit 130, Winter Park, FL 32792
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  $900,000 Sold Jul 18, 2025

  • 2,286 Sq Ft
  • $394/SF
  • 63 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1971

  100 S Interlachen Ave Unit 304, Winter Park, FL 32789

  Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and the lake. This expansive, combined residence boasts the most generous square footage of any single unit within The Cloisters. Thoughtfully connected by an interior passthrough, it presents an ideal layout for elegant multi-generational living.Each wing of the home features

  Greg Vazzana FANNIE HILLMAN & ASSOCIATES

  100 S Interlachen Ave Unit 304, Winter Park, FL 32789
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  $755,000 Sold Jul 18, 2025

  • Land
  • 0.55 Acre
  • $1,372,727 per Acre

  • 241 Days On Market

  1000 Howell Branch Rd, Winter Park, FL 32789

  Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation

  Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1000 Howell Branch Rd, Winter Park, FL 32789
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  $420,000 Sold Jul 17, 2025

  • 1,734 Sq Ft
  • $242/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1976

  5334 Cypress Dr, Winter Park, FL 32792

  Meticulously maintained 4-bedroom, 2-bath concrete block home in desirable Winter Park, lovingly cared for by the same owners for 37 years. Upgrades include a remodeled kitchen, updated master and guest baths, double-pane windows, and re-piping (2014). HVAC and electrical panels replaced in 2016. Roof, screen porch, and patio updated in 2022. Enjoy the beautifully landscaped backyard with St.

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  5334 Cypress Dr, Winter Park, FL 32792
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  $550,000 Sold Jul 17, 2025

  • 1,867 Sq Ft
  • $295/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  1387 Sawgrass Ct, Winter Park, FL 32792

  Tucked away on a peaceful cul-de-sac, 1387 Sawgrass Court welcomes you home. This pristine, 1867 sq ft, single-story residence stands out with its distinctive and mature landscaping, perfectly nestled within a tree-lined, golf-front community. Located on a serene pond along the 15th hole of Winter Park Pines Golf Course (WP18), it offers a retreat with no rear neighbors- ideal for quiet

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  1387 Sawgrass Ct, Winter Park, FL 32792
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  $270,000 Sold Jul 17, 2025

  • 1,043 Sq Ft
  • $259/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  463 Warrenton Rd Unit 463, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Multiple Offers Received. Please present highest and best by 3pm on June 30th. Immaculate and move-in ready, this beautifully maintained 2 bed/2 bath one-story condo in sought after Winter Park Pines offers comfort, style and convenience. Step through your front courtyard, perfect for enjoying morning coffee and into a spacious great room featuring

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  463 Warrenton Rd Unit 463, Winter Park, FL 32792
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  $916,000 Sold Jul 17, 2025

  • 1,981 Sq Ft
  • $462/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  609 Langholm Dr, Winter Park, FL 32789

  Nestled in the heart of Winter Park in one of the area’s most sought-after neighborhoods, this professionally designed and fully renovated 3-bedroom, 2.5-bathroom home offers luxurious living with timeless modern style.Step inside to an open-concept layout featuring a gourmet kitchen outfitted with custom cabinetry, stunning quartz countertops, GE Cafe appliances, a Thermador drawer-style

  Jason Shore JMO REAL ESTATE GROUP

  609 Langholm Dr, Winter Park, FL 32789
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  $415,000 Sold Jul 17, 2025

  • 1,996 Sq Ft
  • $208/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  5436 Tangerine Ave, Winter Park, FL 32792

  Beautiful 4-Bedroom, 2-Bath Home in Winter Park (32792) — No HOA!Enter through your double front doors into a thoughtfully updated, move-in ready home. You're welcomed by a charming entry nook with a bench and hooks—perfect for organizing shoes, backpacks, and daily essentials.The formal living and dining rooms offer flexible space for entertaining or can easily be converted into a

  Amy Phillips CALL IT CLOSED INTL REALTY

  5436 Tangerine Ave, Winter Park, FL 32792
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  $415,000 Sold Jul 17, 2025

  • 1,414 Sq Ft
  • $293/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  5575 Garden Grove Cir, Winter Park, FL 32792

  Charming 3-Bedroom, 2-Bathroom Home with Pool in the Heart of Winter ParkNestled in the desirable Park Avenue area of Winter Park, this beautiful single-family home offers the perfect blend of comfort and convenience. Enjoy easy access to the vibrant downtown Winter Park, known for its charming boutiques, cafes, and cultural attractions.This home features 3 spacious bedrooms and 2

  Torey Eisenman BENCHMARK REAL ESTATE GRP INC

  5575 Garden Grove Cir, Winter Park, FL 32792
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  $286,000 Sold Jul 17, 2025

  • 1,401 Sq Ft
  • $204/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  1670 Clematis Ln, Winter Park, FL 32792

  Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects

  Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

  1670 Clematis Ln, Winter Park, FL 32792
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  $760,000 Sold Jul 17, 2025

  • 2,192 Sq Ft
  • $347/SF
  • 42 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  2159 Marsh Sedge Ln, Winter Park, FL 32792

  JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "betterthan new

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  2159 Marsh Sedge Ln, Winter Park, FL 32792
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  /2

  $252,500 Sold Jul 17, 2025

  • 1,669 Sq Ft
  • $151/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  2309 Sun Valley Cir, Winter Park, FL 32792

  Welcome to the largest floor plan in the community! This beautifully maintained 2 bedroom, 2 bathroom condo offers a fresh coat of interior paint and a thoughtfully designed layout perfect for comfortable living and entertaining.The main floor features two spacious bedrooms and an open-concept living and dining area, while the upstairs boasts a generous loft—ideal for a third bedroom,

  Kristin Vogt CENTURY 21 INTEGRA

  2309 Sun Valley Cir, Winter Park, FL 32792
• 

  /2

  $310,000 Sold Jul 17, 2025

  • Land
  • 1.01 Acres
  • $306,931 per Acre

  • 94 Days On Market

  3520 Wilde Ave, Winter Park, FL 32792

  Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just over an acre, lot in coveted Winter Park. Nestled on the end of a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level

  Gwendolen Flynn COLDWELL BANKER RESIDENTIAL RE

  3520 Wilde Ave, Winter Park, FL 32792
• 

  /2

  $439,000 Sold Jul 17, 2025

  • 1,688 Sq Ft
  • $260/SF
  • 137 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  2823 Cady Way, Winter Park, FL 32792

  Gorgeous new flooring throughout the home!!New roof 2020! New water heater 2025. Beautiful Winter Park 4 Bedroom/ 2 Bath home in the sought-after Winter Park Pines neighborhood! This lovely residence has a beautiful split floorplan with lots of natural light! This home offers both a separate family room and living room to provide ample space to entertain or enjoy a relaxing evening with the

  Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  2823 Cady Way, Winter Park, FL 32792
• 

  /2

  $400,000 Sold Jul 16, 2025

  • 1,503 Sq Ft
  • $266/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1967

  3443 Arnel Dr, Winter Park, FL 32792

  Welcome home to 3443 Arnel Drive, perfectly positioned in the heart of Eastbrook, one of Winter Park’s most desired and established neighborhoods. This home effortlessly balances classic character with thoughtful updates, offering a layout that just makes sense! Whether you're raising a family, hosting friends, or simply enjoying your own space. This home is a must see! Step inside and you’re

  Lana More KELLER WILLIAMS WINTER PARK

  3443 Arnel Dr, Winter Park, FL 32792
• 

  /2

  $192,000 Sold Jul 16, 2025

  • 1,059 Sq Ft
  • $181/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  4878 Tangerine Ave, Winter Park, FL 32792

  WATCH REAL VIDEO & 3D TOUR! Welcome to 4878 Tangerine Ave, a beautifully MOVE IN READY- NEW ROOF - NEW FLOORS- FRESH PAINT updated 2-bedroom, 2-bathroom condo nestled in the serene and highly desirable Wrenwood Condominiums of Winter Park with Community POOL/GYM and ample parking. Yard maintenance, Roof replacement, Trash, and Water are included in the HOA. Step inside and be greeted by

  Arthur Love LA ROSA REALTY ORLANDO LLC

  4878 Tangerine Ave, Winter Park, FL 32792
• 

  /2

  $285,123 Sold Jul 15, 2025

  • 1,310 Sq Ft
  • $218/SF
  • 24 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  5588 Garden Grove Cir, Winter Park, FL 32792

  Location, Location, Location! This 3-bedroom, 2-bathroom gem is perfect for families and offers everything you need to feel right at home. This one boasts a Great Room Plan that’s perfect for entertaining! The gally kitchen has a Breakfast Bar and overlooks the dining area and great room. The home offers a 3-way split The Master Suite has with Stall Shower and laminate flooring. You’ll also find

  Joyce Sanders FLORIDA REAL ESTATE PROPERTIES LLC

  5588 Garden Grove Cir, Winter Park, FL 32792
• 

  /2

  $750,000 Sold Jul 15, 2025

  • 3,493 Sq Ft
  • $215/SF
  • 14 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1969

  103 Longhorn Rd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Spacious 5 bedroom, 3 bathroom courtyard ranch home offers the perfect blend of comfort and functionality on a spacious .73 acre lot. Upon entering the home, you step into a foyer with the living room/den, dining room, owner’s suite and en suite bathroom to the left, a centrally located kitchen and the family room and additional bedrooms and

  Lisa Gould KELLER WILLIAMS WINTER PARK

  103 Longhorn Rd, Winter Park, FL 32792
• 

  /2

  $400,000 Sold Jul 15, 2025

  • 1,704 Sq Ft
  • $235/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  1017 Manchester Cir, Winter Park, FL 32792

  Under contract-accepting backup offers. Seller will assist with closing costs! Welcome to your dream home in the highly sought-after Howell Estates community of Winter Park, Florida! This immaculate four-bedroom, two-bathroom residence is perfectly situated on just under a quarter acre, surrounded by lush, mature landscaping that enhances its curb appeal. Step inside this well-maintained gem,

  Jenaia Fowlkes FOWLKES REALTY CO

  1017 Manchester Cir, Winter Park, FL 32792
• 

  /2

  $266,000 Sold Jul 15, 2025

  • 1,092 Sq Ft
  • $244/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  5518 Cretan Way, Winter Park, FL 32792

  This charming 2-bedroom, 2-bath townhome in the quiet and friendly Fernbrook Trails community in Winter Park is ready for it's new owner. This one-story home has a warm, open feel with wood-look tile flooring throughout. The kitchen has everything you need—stainless steel appliances, a closet pantry, and tons of cabinet and counter space—and it opens right up to the dining area, making it great

  Liam Pool HOMEVEST REALTY

  5518 Cretan Way, Winter Park, FL 32792

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