SEARCH
FEATURED
MORE
ABOUT
HOME ESTIMATE
SELL YOUR HOME
Log In
Sign Up
Current Search
x Winter Park
x 1+ beds
x > $400,000
Clear All
Homes for Sale
No results found
Beds
Beds
Baths
Baths
Min Price
Max Price
Property Type
Any
Search
More Options
Winter Park Open Houses
4026 Tenita Dr
Winter Park, FL 32792
$510,000, 4 Beds, 2 Baths
1891 Lake Spier Dr
Winter Park, FL 32789
$2,999,000, 5 Beds, 4 Baths
5338 Tangerine Ave
Winter Park, FL 32792
$499,900, 4 Beds, 2 Baths
1401 Green Cove Rd
Winter Park, FL 32789
$2,900,000, 4 Beds, 7 Baths
1761 Legion Dr
Winter Park, FL 32789
$3,599,999, 5 Beds, 6 Baths
Winter Park Home Report
Average Home
Average Price
$898,274
Avg Bedrooms
2.92 beds
Avg Bathrooms
2.54 baths
Average Price By Bedrooms
1 bedroom
$188,579
2 bedrooms
$301,396
3 bedrooms
$618,540
4 bedrooms
$1,227,991
5 bedrooms
$2,359,339
Quick Searches
Condos for Sale in Orlando
Condos for Sale in Orlando
Condos for Sale in Orlando
Gated Homes for Sale in Orlando
Gated Homes for Sale in Orlando
Gated Homes for Sale in Orlando
Gated Homes for Sale in Spring Hill
Golf Homes for Sale in Orlando
Golf Homes for Sale in Orlando
Golf Homes for Sale in Orlando
Golf Homes for Sale in Orlando
Golf Homes for Sale in Spring Hill
Homes for Sale in 32827
Homes for Sale in 34747
Homes for Sale in 34786
Homes for Sale in Altamonte Springs
Homes for Sale in Apopka
Homes for Sale in Baldwin Park
Homes for Sale in Celebration
Homes for Sale in Clermont
Homes for Sale in Davenport
Homes for Sale in Deltona
Homes for Sale in Downtown Orlando
Homes for Sale in Downtown Orlando
Homes for Sale in Downtown Orlando
Homes for Sale in Kissimmee
Homes for Sale in Lake Mary
Homes for Sale in Lake Mary
Homes for Sale in Longwood
Homes for Sale in Longwood
Homes for Sale in Maitland
Homes for Sale in Minneola
Homes for Sale in Orlando
Homes for Sale in Orlando
Homes for Sale in Oviedo
Homes for Sale in Sanford
Homes for Sale in Spring Hill
Homes For Sale in Spring Hill Senior Communities
Homes for Sale in West Orlando
Homes for Sale in West Orlando
Homes for Sale in West Orlando
Homes for Sale in West Spring Hill
Homes for Sale in Windermere
Homes for Sale in Winter Garden
Homes for Sale in Winter Haven
Homes for Sale in Winter Park
Homes with Four Bedrooms in Orlando
Homes with Four Bedrooms in Spring Hill
Pool Homes for Sale in Spring Hill
Ranch Homes for Sale in Spring Hill
Recently Listed Homes in Orlando
Recently Listed Homes in Spring Hill
Three Bedroom Homes in Orlando
Three Bedroom Homes in Spring Hill
Waterview Homes for Sale in Orlando
Waterview Homes for Sale in Orlando
342+ Luxury Homes for Sale in Winter Park
1 of 29
1
Sort:
Highest Price
Highest Price
Lowest Price
Latest Listing
Beds
Baths
Year Built
Nearest
85
$10,900,000
1120 Preserve Point Dr, Winter Park, FL 32789
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Me...
View Full Details
7
Beds
11
Baths
11,255
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
100
$8,799,000
2660 Via Tuscany, Winter Park, FL 32789
CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaki...
View Full Details
4
Beds
5
Baths
4,564
SqFt
Listing Provided By Pv Luxury Group PA
88
$8,500,000
1112 Preserve Point Dr, Winter Park, FL 32789
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and priv...
View Full Details
5
Beds
6
Baths
6,502
SqFt
Listing Provided By Kelly Price & Company LLC
96
$6,500,000
1400 Alabama Dr, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitla...
View Full Details
5
Beds
9
Baths
7,916
SqFt
Listing Provided By The Agency Orlando
57
$5,800,000
541 Virginia Dr, Winter Park, FL 32789
*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, ...
View Full Details
4
Beds
4
Baths
4,725
SqFt
Listing Provided By Homevest Realty
48
$5,200,000
1660 Palmer Ave, Winter Park, FL 32789
Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend ...
View Full Details
5
Beds
7
Baths
6,406
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
34
$5,000,000
2228 Azalea Pl, Winter Park, FL 32789
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s ...
View Full Details
5
Beds
6
Baths
5,072
SqFt
Listing Provided By Compass Florida LLC
62
$4,750,000
2161 Sharon Rd, Winter Park, FL 32789
New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it ...
View Full Details
5
Beds
7
Baths
6,338
SqFt
Listing Provided By La Rosa Realty Horizons LLC
41
$4,500,000
421 Lakewood Dr, Winter Park, FL 32789
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the pictures...
View Full Details
5
Beds
9
Baths
5,847
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
49
$4,395,000
1840 W Fawsett Rd, Winter Park, FL 32789
Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4...
View Full Details
5
Beds
5
Baths
4,129
SqFt
Listing Provided By Kelly Price & Company LLC
45
$4,175,000
1581 Forest Ave, Winter Park, FL 32789
Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situa...
View Full Details
4
Beds
6
Baths
4,683
SqFt
Listing Provided By Bhhs Florida Realty
13
$4,100,000
1782 Pine Ave, Winter Park, FL 32789
Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home ...
View Full Details
5
Beds
7
Baths
4,782
SqFt
Listing Provided By Exp Realty LLC
1 of 29
1