Winter Park Homes for Sale

Included below are homes for sale in Winter Park. If you would like more information on any of these Winter Park real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Winter Park February 4, 2023
168
Listed
87
Avg. DOM
$395.49
Avg. $ / Sq.Ft.
$638,450
Med. List Price
168 Properties
Page 1 of 14
$599,000
Neighborhood: Aloma
1
Beds
1
Baths
1,570
Sq.Ft.
1948
Year Built
1
Day on Site
O6018306
MLS
Excellent opportunity to build your own dream home in Winter Park. Located across the street from Ward Park, Playground, and Fields this oversized 120x135 (0.38 acre) lot is available for the first...
$569,900
Neighborhood: Hills
4
Beds
3
Baths
2,305
Sq.Ft.
1969
Year Built
1
Day on Site
O6030389
MLS
Located on a quiet cul-de-sac in the highly desirable Winter Park Hills and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High. This 4 bedroom 3 bath pool home boasts a split plan....
Open 2/5
1531 Place Picardy Winter Park,  FL 32789
$1,895,000
Neighborhood: Fontainebleau
4
Beds
4
Baths
3,964
Sq.Ft.
2015
Year Built
2
Days on Site
O6088081
MLS
An elegant custom home, designed & built by FG Shaub, is tucked away on a large corner lot on a pristine oak-lined street, offering incredible privacy. This home offers transitional design and modern...
$147,900
Neighborhood: Winter Park Woods Condo
2
Beds
1F11/2
Baths
1,085
Sq.Ft.
1974
Year Built
2
Days on Site
O6087808
MLS
Welcome to this spacious and modern 2 bedroom, 1.5 bathroom townhome style condominium located in Winter Park, FL, just minutes from Full Sail University, Baldwin Park, shopping, and entertainment....
$485,000
Neighborhood: Orwin Manor Westminster
3
Beds
2
Baths
1,437
Sq.Ft.
1971
Year Built
2
Days on Site
O6088091
MLS
Charming renovated Orwin Manor cottage situated on large corner lot with over acre. Light colored vinyl plank flooring throughout living areas, kitchen & 2 bedrooms. Updated kitchen including huge...
$3,295,000
Neighborhood: Killarney Point
4
Beds
3F11/2
Baths
5,100
Sq.Ft.
1994
Year Built
2
Days on Site
O6086964
MLS
Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediterranean oasis delivers 4 spacious bedrooms, 3 full and 1 half baths, a...
Open 2/5
1741 Palmer Ave Winter Park,  FL 32789
$1,250,000
Neighborhood: Jenkins Add
3
Beds
3
Baths
2,315
Sq.Ft.
2013
Year Built
2
Days on Site
O6087736
MLS
Located in highly desired Winter Park on an oversized lot, this unique, single-story Tuscan style 3 bedroom, 3 bath home with round circular paver driveway has everything your heart desires. As you...
Open 2/5
1400 Lyndale Blvd Winter Park,  FL 32789
$1,175,000
Neighborhood: Dixie Terrace
4
Beds
2F11/2
Baths
2,829
Sq.Ft.
2002
Year Built
2
Days on Site
O6087928
MLS
Charleston style home on picturesque tree lined corner lot secluded off of Park Avenue in quiet setting near downtown Winter Park One owner home since originally custom built in 2002 and lovingly...
Open 2/5
1016 Tuscany PLACE Winter Park,  FL 32789
$1,479,000
Neighborhood: Tuscany Place
5
Beds
3F11/2
Baths
3,151
Sq.Ft.
1978
Year Built
2
Days on Site
O6087704
MLS
Welcome to your mid-century modern home of endless possibilities. Situated on an oversized (.40 acre) lot in the family-friendly Tuscany Place neighborhood of the Winter Park Vias, this two-story...
$1,625,000
Neighborhood: Tuscany Island
4
Beds
4F11/2
Baths
4,625
Sq.Ft.
2006
Year Built
3
Days on Site
O6087707
MLS
Enjoy the Winter Park lifestyle in this fabulous 4 bedroom, 4.5 bath home, built in 2006 with a clean and well-planned 4625 sqft floorplan. This beautiful Mediterranean style home is nestled among 4...
$225,000
Neighborhood: Winter Park Gardens Condo
1
Beds
1
Baths
987
Sq.Ft.
1964
Year Built
3
Days on Site
O6087741
MLS
Spacious one bedroom condominium with deluxe floor plan. Second floor corner unit convenient to elevator and laundry access. Enjoy breathtaking views from your floor to ceiling windows of the...
$549,990
Neighborhood: Garden Lake Estates Unit 3
5
Beds
3
Baths
1,898
Sq.Ft.
1984
Year Built
3
Days on Site
T3425212
MLS
Amazing opportunity. Completely remodeled 5 bedrooms and 3 bathroom pool home on an oversized lot. As you walk in the front door you will see the beautiful kitchen that features gorgeous white...