SEARCH
GENERAL
PROPERTY MANAGEMENT
MORE
FEATURED
MEET THE AGENTS
HOME ESTIMATE
SELL YOUR HOME
Log In
Sign Up
Current Search
x Winter Park
x 1+ beds
x Has Pool
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
$524,000, 4 Beds, 2 Baths
3306 Fishermans Cove
Winter Park, FL 32792
$525,000, 3 Beds, 2 Baths
5240 N Lake Burkett Ln
Winter Park, FL 32792
$465,000, 4 Beds, 3 Baths
2614 Parkland Dr
Winter Park, FL 32789
$2,249,999, 4 Beds, 4 Baths
3204 Netherwood
Winter Park, FL 32792
$349,000, 2 Beds, 2 Baths
Winter Park Home Report
Average Home
Average Price
$915,588
Avg Bedrooms
2.92 beds
Avg Bathrooms
2.53 baths
Average Price By Bedrooms
1 bedroom
$165,810
2 bedrooms
$302,630
3 bedrooms
$586,754
4 bedrooms
$1,289,252
5 bedrooms
$2,176,720
Quick Searches
Homes for Sale in Clermont
Homes for Sale in College Park
Homes for Sale in Dr. Phillips
Homes for Sale in Horizon West
Homes for Sale in Lake Mary
Homes for Sale in Lake Nona
Homes for Sale in Maitland
Homes for Sale in Minneola
Homes for Sale in Orlando
Homes for Sale in Windermere
Homes for Sale in Winter Garden
Homes for Sale in Winter Park
146+ Pool Homes for Sale in Winter Park
1 of 13
1
Sort:
Highest Price
Highest Price
Lowest Price
Latest Listing
Beds
Baths
Year Built
Nearest
85
$11,900,000
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
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
90
$4,985,000
2161 Sharon Rd, Winter Park, FL 32789
Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of so...
View Full Details
5
Beds
7
Baths
6,338
SqFt
Listing Provided By La Rosa Realty Horizons LLC
41
$4,600,000
2118 Lake Dr, Winter Park, FL 32789
The Point House on lake Killarney. Rarely available oasis, this spectacular lake front residence is...
View Full Details
6
Beds
6
Baths
6,000
SqFt
Listing Provided By Compass Florida LLC
3
$4,599,000
985 Lincoln Cir, Winter Park, FL 32789
Welcome to Lincoln! This new construction single family home has been meticulously crafted and const...
View Full Details
5
Beds
7
Baths
3,660
SqFt
Listing Provided By United Real Estate Preferred
8
$4,500,000
702 Via Bella, Winter Park, FL 32789
Under Construction. New Custom Home in the Desirable Winter Park Via’s – Completion Expected June 20...
View Full Details
5
Beds
6
Baths
3,720
SqFt
Listing Provided By Floridian Realty Group 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
64
$4,395,000
229 Alexander Pl, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award...
View Full Details
4
Beds
6
Baths
4,431
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
1 of 13
1