- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
25 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$400,000
Single Family Home
2140 RIDGE DR, Winter Park, FL 32792
One or more photo(s) has been virtually staged. BUYER FINANCING FELL THROUGH! UNCONDITIONAL APPRAISED VALUE: $411K! Welc...
Listed by REAL BROKER, LLC
$649,999
Single Family Home
230 S RANGER BLVD, Winter Park, FL 32792
Stunning Winter Park home that has been completely renovated. This spacious 3 bedroom/2 bath features hardwood flooring,...
Listed by COLDWELL BANKER RESIDENTIAL RE
$399,900
Single Family Home
3131 ASH PARK LOOP, Winter Park, FL 32792
Welcome to your next home or an excellent investment opportunity at 3131 Ash Park Loop in the serene Hyde Park community...
Listed by STRICKLAND REALTY GROUP INC
$265,000
Condo
2394 SUN VALLEY CIR #2394, Winter Park, FL 32792
This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully desi...
Listed by EXP REALTY LLC
$725,000
Condo
350 CAROLINA AVE #301, Winter Park, FL 32789
JUST LISTED – Beautiful 2-bedroom end unit at Winter Park's Park West Condominiums! Tastefully remodeled this spacious 1...
Listed by KELLY PRICE & COMPANY LLC
$939,900
Single Family Home
675 OVERSPIN DR, Winter Park, FL 32789
This well-appointed house features approximately 2,962 square feet of living space with four bedrooms and three and a ha...
Listed by COLDWELL BANKER RESIDENTIAL RE
$225,000
Condo
4944 TANGERINE AVE #4944, Winter Park, FL 32792
Welcome to this delightful 2-bedroom, 2-bath end-unit condominium, offering the perfect blend of comfort and style! As y...
Listed by WATSON REALTY CORP
$113,000
Condo
337 SCOTTSDALE SQ #337, Winter Park, FL 32792
Charming 1-Bedroom Condo in the Heart of Winter Park! <br> <br>Welcome to 337 Scottsdale Square, a cozy and well-maintai...
Listed by LPT REALTY
$1,295
Condo
3035 GEORGE MASON AVE #C, Winter Park, FL 32792
MOVE -In READY! Save $200 when you move in by Feb 1! Water/Sewer INCLUDED! Second floor perch where price and location p...
Listed by REAL PROPERTY MANAGEMENT SUNSTATE
$307,000
Townhouse
2327 ANTILLES DR, Winter Park, FL 32792
Under contract-accepting backup offers. Welcome to 2327 Antilles Dr, Winter Park, FL – Your Dream Townhome Awaits! Step ...
Listed by CENTURY 21 INTEGRA
$135,000
Condo
126 SCOTTSDALE SQ #126, Winter Park, FL 32792
Under contract-accepting backup offers. Great location!! Discover the charm of this beautifully maintained condo at 126 ...
Listed by LPT REALTY
$1,450,000
Single Family Home
777 HALIFAX AVE, Winter Park, FL 32792
Nestled in Winter Park one of Orlando most sought-after neighborhoods, this exceptional 3-year-old home offers 5 spaciou...
Listed by EXP REALTY LLC
$729,900
Single Family Home
648 WORTHINGTON DR, Winter Park, FL 32789
Under contract-accepting backup offers. Nestled in one of Winter Park's most desirable neighborhoods near Windsong, this...
Listed by OLDE TOWN BROKERS INC
$639,900
Single Family Home
326 S RANGER BLVD, Winter Park, FL 32792
Under contract-accepting backup offers. ***SPECIAL OFFER***$5k CLOSING COST INCENTIVE FOR A CONTRACT CLOSING BY FEBRUARY...
Listed by FOUNDERS REALTY GROUP
$1,190,000
Single Family Home
1885 TEMPLE DR, Winter Park, FL 32789
Priced BELOW appraisal! New PEX plumbing and water heater replaced January 2025. <br> <br>Highly desirable Lugano Terrac...
Listed by KELLY PRICE & COMPANY LLC
$2,650,000
Single Family Home
1010 N PENNSYLVANIA AVE, Winter Park, FL 32789
New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Rep...
Listed by BHHS FLORIDA REALTY
$3,250,000
Single Family Home
1900 W FAWSETT RD, Winter Park, FL 32789
Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 1...
Listed by KELLY PRICE & COMPANY LLC
$108,000
Condo
227 SCOTTSDALE SQ #227, Winter Park, FL 32792
Welcome to 227 Scottsdale Square #227, a cozy and well-maintained 1-bedroom, 1-bath condo located in the desirable Winte...
Listed by JASON MITCHELL REAL ESTATE FLO
$1,185,000
Condo
625 N INTERLACHEN AVE #A, Winter Park, FL 32789
Experience Luxury and Charm! Discover an extraordinary residence nestled in the heart of Winter Park, where luxury meets...
Listed by KELLY PRICE & COMPANY LLC
$3,225,000
Single Family Home
1618 HOLTS GROVE CIR, Winter Park, FL 32789
Under contract-accepting backup offers. ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out ...
Listed by FANNIE HILLMAN & ASSOCIATES
$6,950,000
Single Family Home
1400 ALABAMA DR, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of ...
Listed by IRON VALLEY REAL ESTATE CENTRAL FLORIDA
$1,775,000
Single Family Home
508 W SWOOPE AVE, Winter Park, FL 32789
**Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situat...
Listed by COLDWELL BANKER REALTY
$2,300
Single Family Home
460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
NEW YEAR RENT SPECIAL: Lease by 31 January for $200 off of first month's rent! <br> <br>Modern Comfort in a Classic Sett...
Listed by 4 ACRE REALTY LLC
$1,750,000
Single Family Home
1350 LYNDALE BLVD, Winter Park, FL 32789
Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of W...
Listed by HOMEVEST REALTY