Winter Park, FL Homes for Sale with Pool

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  $750,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  300 Carolina Ave Unit 402C, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 402C, Winter Park, FL 32789
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  $178,900

  $49K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft

  2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792

  Attention Students & Parents! Updated First-Floor Corner Condo directly across the street from the Full Sail campus! Why rent when you can buy!2 Bed | 2 Bath | 1,105 Sq. Ft., an updated first-floor northwest corner condo. -Brand-New Kitchen Appliances: Convection oven, refrigerator, dishwasher, and microwave -Interior Laundry Room with new LG stackable washer & dryer -New Air Conditioning

  Cliff Glansen FLATFEE.COM

  2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
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  $259,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  2383 Sun Valley Cir, Winter Park, FL 32792

  Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  2383 Sun Valley Cir, Winter Park, FL 32792
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  $150,000

  $50K PRICE INCREASE

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  126 Scottsdale Square Unit B126, Winter Park, FL 32792

  Excellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport.This unit offers a cozy living/dining area with sliding

  Maria Batista LPT REALTY, LLC

  126 Scottsdale Square Unit B126, Winter Park, FL 32792
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  $140,000

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792

  Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universities, and public transportation. At closing, all outstanding HOA special assessments will be paid off. The Townhome is rent $1,600. The unit is located in Winter Park Area HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.

  Daiana Garcia Medrano NAIM REAL ESTATE LLC

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792
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  $159,000

  $6K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,108 Sq Ft

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

  Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792
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  $395,000

  Open Sat 1PM - 2PM $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  340 Killarney Bay Ct Unit 4-4, Winter Park, FL 32789

  Welcome to 340 Killarney Bay, a beautifully maintained residence located within one of Winter Park’s most charming and sought-after communities. With access to Lake Killarney, residents enjoy a waterfront community pool, dock, and a peaceful setting that perfectly complements the relaxed Winter Park lifestyle. This home offers a spacious and inviting layout with both bedrooms located upstairs for

  Blaike Gill KELLER WILLIAMS WINTER PARK

  340 Killarney Bay Ct Unit 4-4, Winter Park, FL 32789
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  $184,900

  $14K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 927 Sq Ft

  256 Lewfield Cir Unit 256, Winter Park, FL 32792

  This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to

  Renee Kumar LLC LA ROSA REALTY LLC

  256 Lewfield Cir Unit 256, Winter Park, FL 32792
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  $475,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  346 S Ranger Blvd, Winter Park, FL 32792

  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

  Tetyana Vyushkina IMPERIAL REALTY OF FLORIDA INC

  346 S Ranger Blvd, Winter Park, FL 32792
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  $1,115,000

  $45K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,597 Sq Ft

  2232 Banchory Rd, Winter Park, FL 32792

  Step into the Winter Park lifestyle with a fully turnkey home designed to make daily living feel effortless. Set on an oversized corner lot, this fully updated home blends clean design with thoughtful upgrades.Inside, the home is built to bring people together. The open-concept layout flows seamlessly from living to dining to kitchen, anchored by a striking 9-foot Carrera Thassos quartz

  Kirstie Hines PREMIER SOTHEBY'S INTL. REALTY

  2232 Banchory Rd, Winter Park, FL 32792
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  $4,200,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 5,500 Sq Ft

  141 W Lake Sue Ave, Winter Park, FL 32789

  Pre-Construction. To be built. A Generational Opportunity in the Heart of Winter Park Presenting an exceptionally rare opportunity to build a fully custom luxury estate on one of Winter Park’s most extraordinary homesites. Situated on an expansive 1/2-acre corner lot, an offering virtually unheard of in this coveted location, this property represents the pinnacle of luxury new construction

  Brian Hyser THE AGENCY FL

  141 W Lake Sue Ave, Winter Park, FL 32789
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  $699,000

  $150K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2514 Tuscarora Trail, Maitland, FL 32751

  Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool and

  Tom Noelke NOELKE REALTY

  2514 Tuscarora Trail, Maitland, FL 32751
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  $1,095,000

  • 3 Beds
  • 3 Baths
  • 2,349 Sq Ft

  505 Westminster St, Orlando, FL 32803

  Stunning Renovation in the Heart of Orwin Manor | $1,095,000 | 3 BD | 3 BA | 2,349 SFA rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its 2,349 square feet has been thoughtfully

  Kelly Price KELLY PRICE & COMPANY LLC

  505 Westminster St, Orlando, FL 32803
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  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 2,642 Sq Ft

  2506 Woodside Ave, Orlando, FL 32803

  Welcome to 2506 Woodside Ave — a meticulously appointed 2017-built home with distinctive modern architecture tucked into one of Orlando's most beloved and established neighborhoods. Clean lines, bold design, and an unmistakable contemporary presence set this home apart on a street of charming older Florida homes and newer construction alike. Surrounded by mature trees and quiet streets where

  Steven Koleno BEYCOME OF FLORIDA LLC

  2506 Woodside Ave, Orlando, FL 32803
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  /22

  $579,900

  • 5 Beds
  • 2 Baths
  • 2,233 Sq Ft

  610 Brookside Rd, Maitland, FL 32751

  One or more photo(s) has been virtually staged. Beautifully remodeled Maitland home offering a fresh, modern feel throughout. This move-in ready property features an inviting front elevation with charming arched entryways, a spacious driveway, and a well-maintained lawn. Inside, you will find bright, open living areas with wood-look tile flooring, neutral paint, crown molding, updated lighting,

  Aida Ortiz AIDA TERESA ORTIZ

  610 Brookside Rd, Maitland, FL 32751
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  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 3,326 Sq Ft

  2001 Biddle Aly, Orlando, FL 32814

  Welcome to 2001 Biddle Alley, an exquisite residence embodying the timeless charm of Baldwin Park. Inside, discover a seamless blend of modern luxury and thoughtful design. The first floor boasts a private home office with built-ins, an oversized dining room with a pass-through to a chef's dream kitchen. Perfect for entertaining, the kitchen features a breakfast nook, a massive island with

  Nancy Eddy Simply Real Estate

  2001 Biddle Aly, Orlando, FL 32814

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