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Find homes, townhouses and condos in Winter Park, Florida in a variety of styles.

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Hot Winter Park Properties

2437 Firstlight Way, Winter Park image
2437 Firstlight Way, Winter Park — Na $489,000

LOCATION! LOCATION! LOCATION! - WINTER PARK, the most desirable area in Central Florida. Lakeside GATED NEW community HAWK'S CREST. - This Luxury End Unit to...

  • 3 Beds
  • 2.5 Baths
  • Enclave At Hawks Crest SubDv.
  • 32792 Zip Code
345 W Welbourne Avenue Unit 104, Winter Park image
345 W Welbourne Avenue Unit 104, Winter Park — Na $1,094,000

A Douglas Grand brownstone in the heart of Winter Park. This townhome style condo is located catty-corner from Central Park and one block off the shops and restaurants of...

  • 3 Beds
  • 3.5 Baths
  • Winter Park Residential SubDv.
  • 32789 Zip Code
1702 Glenridge Way, Winter Park image
1702 Glenridge Way, Winter Park — 1702 $699,000

Come see this hidden Winter Park gem! Immaculately-maintained lakefront townhome with two-bedrooms, two-bathrooms, two-car carport and community pool! Lakeridge Townhomes...

  • 2 Beds
  • 2 Baths
  • Orlando Park Rep SubDv.
  • 32789 Zip Code
502 Genius Drive, Winter Park image
502 Genius Drive, Winter Park $3,150,000

Location, location, location! Stately yet friendly, classic yet modern, one-of-a-kind property in highly sought-after Windsong, the only upscale true neighborhood in Win...

  • 6 Beds
  • 5 Baths
  • Windsong North Shore 43/74 SubDv.
  • 32789 Zip Code
315 E New England Avenue Unit 8, Winter Park image
315 E New England Avenue Unit 8, Winter Park — Villa Siena $1,200,000

Known as the Jewel of Winter Park, Villa Siena is located 2 blocks from Park Avenue and is directly across from the Alfond Inn. Amenities include assigned garage parking,...

  • 2 Beds
  • 2 Baths
  • Trovillion Condo SubDv.
  • 32789 Zip Code
2625 Aloma Avenue, Winter Park image
2625 Aloma Avenue, Winter Park — 2625 $460,000

Winter Park Pool Home!!! NEW ROOF! FRESH PAINT! Massively updated, this stunning property will be your retreat away from the world. The floor plan includes 3 bedrooms, 3 ...

  • 3 Beds
  • 3 Baths
  • Winter Park Estates SubDv.
  • 32792 Zip Code
5405 Justine Way, Winter Park image
5405 Justine Way, Winter Park $400,000

This Winter Park one-story home offers a patio.

  • 3 Beds
  • 2 Baths
  • Wrenwood Unit 3 4th Add SubDv.
  • 32792 Zip Code
1900 Hammerlin Avenue, Winter Park image
1900 Hammerlin Avenue, Winter Park — Hammerlin $1,175,000

Under Construction. Under construction, Brand new home in the Audubon Park school district! Come check out this new one of a kind home from Anchor Homes & Development Gro...

  • 3 Beds
  • 2.5 Baths
  • Edgewood Sub SubDv.
  • 32789 Zip Code
2612 Passamonte Drive Unit 8C, Winter Park image
2612 Passamonte Drive Unit 8C, Winter Park — 8c $335,000

This charming 3 bedroom, 2.5 bathroom condo offers a sought-after Winter Park location, great schools, and a quiet and well-maintained Via Lago gated community!This beaut...

  • 3 Beds
  • 2.5 Baths
  • Via Lago/Hanging Moss Ph 8 SubDv.
  • 32792 Zip Code
1128 Washington Avenue Unit 10, Winter Park image
1128 Washington Avenue Unit 10, Winter Park — 10-A $495,000

An opportunity to buy at a lower price and make it your own! 3/2.5. 1,690 s.f +-. Tucked away in The Quarters one block from Azalea Lane Playground/Tennis, 1 block to WP ...

  • 3 Beds
  • 2.5 Baths
  • Quarters At Winter Park Condo SubDv.
  • 32789 Zip Code
465 N Phelps Avenue, Winter Park image
465 N Phelps Avenue, Winter Park $2,599,999

Pre-Construction. To be built. To be built. This is your opportunity to build the home of your dreams. Prime Winter Park location. This plans have been submitted to the c...

  • 6 Beds
  • 6 Baths
  • Ethel Park SubDv.
  • 32789 Zip Code
214 Lewfield Circle, Winter Park image
214 Lewfield Circle, Winter Park — 214 $225,000

Welcome to this INCREDIBLE 2/2.5 bath End Unit 2-story condo in Winter Park. This home has been upgraded with laminate flooring throughout and *NO CARPET* perfect for pet...

  • 2 Beds
  • 2.5 Baths
  • Stratford A Winter Park Condo SubDv.
  • 32792 Zip Code
1337 Peruvian Ln, Winter Park image
1337 Peruvian Ln, Winter Park $350,000

This classic home has been lovingly cared for by the same owners since 1970. Everything has been maintained meticulously. New roof by Ron West roofing in 2018. Master ...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 06 SubDv.
  • 32792 Zip Code
2811 Will O Th Green, Winter Park image
2811 Will O Th Green, Winter Park $450,000 ▼

FOUR Bedroom, TWO Bath home in the heart of the desirable Winter Park Pines neighborhood. This timeless ranch home has an open floor plan, large kitchen with butcher bloc...

  • 4 Beds
  • 2 Baths
  • Winter Park Pines SubDv.
  • 32792 Zip Code
640 Worthington Drive, Winter Park image
640 Worthington Drive, Winter Park $839,900

Very Charming 3-bedroom 2-bathroom home with a den located in the beautiful Winter Park, beautiful wood flooring in Livingroom and all bedrooms, ceramic tile in kitchen a...

  • 4 Beds
  • 2 Baths
  • Kenilworth Shores Sec 06 SubDv.
  • 32789 Zip Code
266 W Lyman Avenue, Winter Park image
266 W Lyman Avenue, Winter Park — 266 $995,000

Offering the perfect balance of convenience and luxury, this 2014 Mediterranean Villa boasts quality construction with fresh modern finishes, and is located just 2 blocks...

  • 3 Beds
  • 3 Baths
  • Lyman Ave Villas 1 SubDv.
  • 32789 Zip Code
2557 Galliano Circle, Winter Park image
2557 Galliano Circle, Winter Park — 2557 $360,000

One or more photo(s) has been virtually staged. This Winter Park two-story home offers a patio, and a one-car garage.

  • 3 Beds
  • 2.5 Baths
  • Vistas At Lake Howell SubDv.
  • 32792 Zip Code
5049 Lake Howell Road, Winter Park image
5049 Lake Howell Road, Winter Park $1,250,000

Don’t miss this 2014 Custom- Built Home with 4,462 sq.ft., located directly across from Interlachen Country Club and just blocks from the YMCA, and Phelps Park. Popular P...

  • 4 Beds
  • 4.5 Baths
  • Tanglewood Sec 2 SubDv.
  • 32792 Zip Code
2723 Aloma Avenue, Winter Park image
2723 Aloma Avenue, Winter Park $325,000

LOCATION LOCATION LOCATION! Zoned for Winter Park High, Maitland Middle and Lakemont Elementary. Situated in close proximity to Cady Way Trail, Cady Way Pool and Courts, ...

  • 3 Beds
  • 2 Baths
  • Winter Park Estates SubDv.
  • 32792 Zip Code
3138 Lowndes Drive, Winter Park image
3138 Lowndes Drive, Winter Park $460,000

One or more photos have been virtually staged. This is your opportunity to own a fully-renovated POOL HOME, located in Orange County Winter Park! Truly the definition of ...

  • 4 Beds
  • 2 Baths
  • Georgetown Estates SubDv.
  • 32792 Zip Code
912 Fairway Drive, Winter Park image
912 Fairway Drive, Winter Park $595,000

One or more photo(s) has been virtually staged. Winter Park charm close to every convenience - including the Winter Pines Golf Club right across the street! This 4BD/2BA...

  • 4 Beds
  • 2 Baths
  • Golfside Sec 03 SubDv.
  • 32792 Zip Code
5349 Cypress Reserve Place, Winter Park image
5349 Cypress Reserve Place, Winter Park $750,000

This stunningly pool home in sought after gated community Cypress Reserve is waiting for you. Awesome curb appeal with all new landscaping, lawn and irrigation system and...

  • 5 Beds
  • 3.5 Baths
  • Cypress Reserve SubDv.
  • 32792 Zip Code
2372 Shadowland Loop, Winter Park image
2372 Shadowland Loop, Winter Park — N/A $440,000

You must see this newly built luxury townhome located in the highly sought-after Winter Park area in Seminole County. The Enclave at Hawk Crest community is one of Winter...

  • 3 Beds
  • 2.5 Baths
  • Enclave At Hawks Crest SubDv.
  • 32792 Zip Code
3412 Arnel Drive, Winter Park image
3412 Arnel Drive, Winter Park $412,000

Welcome to 3412 Arnel Drive!! This spacious 3 bedroom - 2 bath - POOL home is ideally located in the highly sought-after Eastbrook Neighborhood of Winter Park! This home ...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 11 SubDv.
  • 32792 Zip Code
1350 Ridgewood Avenue, Winter Park image
1350 Ridgewood Avenue, Winter Park $2,249,000

Pre-Construction. To be built. Pre-Construction- estimated 12 months completion. Iconic Palm Beach-styled exteriors converge with classic Singaporean Colonial interior de...

  • 4 Beds
  • 4.5 Baths
  • Dixie Terrace SubDv.
  • 32789 Zip Code
1863 Meadowgold Lane, Winter Park image
1863 Meadowgold Lane, Winter Park $459,000

Wonderful opportunity to own this 4 bedroom, 2 bath, 2 car garage home located in the Autumn Glen Community. Great open floor plan. Newer Roof 2021, updated pluming, wind...

  • 4 Beds
  • 2 Baths
  • Autumn Glen Ph 1 SubDv.
  • 32792 Zip Code
3270 Oak Lake Place Unit 141, Winter Park image
3270 Oak Lake Place Unit 141, Winter Park — 3270 $235,000

LOCATION ! LOCATION ! LOCATION.... A wonderful 3 bedroom 2.5 bath condo in Orlando. This condo is ready to move in. Great for family or even as an investment property. A...

  • 3 Beds
  • 2.5 Baths
  • Hidden Oaks Condo Ph 08 SubDv.
  • 32792 Zip Code
1250 S Denning Drive Unit 103, Winter Park image
1250 S Denning Drive Unit 103, Winter Park — Mead Garden $259,900

Beautiful first floor condo in one the most desirable zip codes in Central Florida. Excellent Winter Park schools, close to Rollings college and the quaint sidewalk shopp...

  • 2 Beds
  • 2 Baths
  • Mead Garden SubDv.
  • 32789 Zip Code
7327 Forest Hill Court Unit 223, Winter Park image
7327 Forest Hill Court Unit 223, Winter Park — 7327 $215,000

Highly desirable townhome style condo. Tiles on first floor and carpet on second, kitchen with granite countertop. Back patio is fenced in and private. Enjoy plenty of st...

  • 2 Beds
  • 2.5 Baths
  • Hidden Oaks Condo Ph 12 SubDv.
  • 32792 Zip Code
7500 Glenmoor Lane, Winter Park image
7500 Glenmoor Lane, Winter Park $525,000

TALK ABOUT PRIME LOCATION! This gorgeous 3 bed 2 bath home sits in the middle of a cul-de-sac with a spacious lot that’s fully fenced in. The homeowner is very handy and ...

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