Sign In
Search
Map Search
Property Search
New Listings
Florida Open Houses
Waterfront Homes in Florida
Luxury Homes in Florida
New Construction
Commercial Properties
Land for Sale
Foreclosures
Buy
Home Buying FAQs
Home Buying First Steps
Home Buying Checklist
Mortgage Pre-Approval
Types of Home Loans
Determine a Price Range
Must Haves for Your Home
17 Home Search Tips
Real Estate Contingencies
Home Appraisals
Making an Offer
Costs of Buying a House
Home Inspections
Home Buying Documents
Sell
Selling a Home FAQs
Home Selling Checklist
Determine the Right Price
Pre-Sale Inspections
Stage Your Home
Maximize Curb Appeal
Prepare for Showings
Personal Property vs. Real Property
Marketing Your Home
Master the Art of Negotiation
Prepare for Closing
Closing Documents
Communities
Tampa
St. Petersburg
Clearwater
Gulf Coast Beaches
Dunedin
Safety Harbor
Palm Harbor
Largo
Tarpon Springs
Central Pinellas County
Fort Myers
Naples
Sarasota
Market Stats
About Us
Contact a Florida Real Estate Agent
About Us
Sea Glass Florida Properties
Blog
More
Contact
Sign In
Contact Us
*protected email*
St. Petersburg Area
Clearwater Area
Gulf Coast Beaches Area
Tampa Area
Optimizing for
St. Petersburg
...
Contact us
*protected email*
Sign In
Search
Map Search
Property Search
New Listings
Florida Open Houses
Waterfront Homes in Florida
Luxury Homes in Florida
New Construction
Commercial Properties
Land for Sale
Foreclosures
Buy
Home Buying FAQs
Home Buying First Steps
Home Buying Checklist
Mortgage Pre-Approval
Types of Home Loans
Determine a Price Range
Must Haves for Your Home
17 Home Search Tips
Real Estate Contingencies
Home Appraisals
Making an Offer
Costs of Buying a House
Home Inspections
Home Buying Documents
Sell
Selling a Home FAQs
Home Selling Checklist
Determine the Right Price
Pre-Sale Inspections
Stage Your Home
Maximize Curb Appeal
Prepare for Showings
Personal Property vs. Real Property
Marketing Your Home
Master the Art of Negotiation
Prepare for Closing
Closing Documents
Communities
Tampa
St. Petersburg
Clearwater
Gulf Coast Beaches
Dunedin
Safety Harbor
Palm Harbor
Largo
Tarpon Springs
Central Pinellas County
Fort Myers
Naples
Sarasota
Market Stats
About Us
Contact a Florida Real Estate Agent
About Us
Sea Glass Florida Properties
Blog
Communities
Listings
View All Listings
MLS IDs
Zip Codes
Agents
Counties
Cities
Filter by
Filters
Filters
Location
For Sale
For Rent
Property Type
Single Family
Condo/Townhouse
Land/Farm/Lots
Multi Family
Commercial
Status
Active, Pending
Active
Pending
Sold
Videos & 3D Tours
Price Range
Any
$250,000
$300,000
$350,000
$400,000
$450,000
$500,000
$550,000
$600,000
$650,000
$700,000
$750,000
$800,000
$850,000
$900,000
$950,000
$1,000,000
$1,250,000
$1,500,000
$2,500,000
$5,000,000
$10,000,000
Any
to
Any
$250,000
$300,000
$350,000
$400,000
$450,000
$500,000
$550,000
$600,000
$650,000
$700,000
$750,000
$800,000
$850,000
$900,000
$950,000
$1,000,000
$1,250,000
$1,500,000
$2,500,000
$5,000,000
$10,000,000
Any
Beds
Any
1
2
3
4
5
6
to
Any
1
2
3
4
5
6
Baths
Any
1
2
3
4
5
6
to
Any
1
2
3
4
5
6
Sqft
Any
500
750
1,000
1,250
1,500
1,750
2,000
2,500
3,000
4,000
5,000
to
Any
500
750
1,000
1,250
1,500
1,750
2,000
2,500
3,000
4,000
5,000
Acreage
Any
0.5 Acres
1 Acre
2 Acres
3 Acres
4 Acres
5 Acres
10 Acres
15 Acres
20 Acres
50 Acres
80 Acres
100+ Acres
to
Any
0.5 Acres
1 Acre
2 Acres
3 Acres
4 Acres
5 Acres
10 Acres
15 Acres
20 Acres
50 Acres
80 Acres
100+ Acres
Garages
Any
1 Car
2 Cars
3 Cars
4+ Cars
to
Any
1 Car
2 Cars
3 Cars
4+ Cars
Year Built
Any
2026
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
2005
2000
1990
1980
1970
1960
1950
1940
1930
1920
1910
1900
to
Any
2026
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016
2015
2014
2013
2012
2011
2010
2005
2000
1990
1980
1970
1960
1950
1940
1930
1920
1910
1900
Cities
Winter Park
Waterfront
Has Pool
New Construction
New Listings Only
Price Reduced Only
Open House Only
Foreclosure/Bank Owned
Reset
Apply
Search Results
1 - 100
of
146
Listings Found
Searching...
Loading listings...
Showing
100
of
146
Listings
#PRICE#
#ADDRESS#
#TOPFIELDS#
Sort by :
Default
Highest Price
Lowest Price
Newest
Oldest
New
$2,800,000
1211 Via Estrella
Winter Park, FL 32789
4
Beds
3
Baths
2,653
Sqft
2
Cars
Pending
$3,490,000
1821 Summerland Avenue
Winter Park, FL 32789
5
Beds
5
Baths
5,097
Sqft
2
Cars
OPEN: Nov 23 (Sat) 1:00-4:00pm
New
3D Tour
$1,200,000
1885 Temple Drive
Winter Park, FL 32789
4
Beds
4
Baths
3,691
Sqft
2
Cars
New
3D Tour
$1,450,000
777 Halifax Avenue
Winter Park, FL 32792
5
Beds
5
Baths
3,161
Sqft
2
Cars
OPEN: Nov 24 (Sun) 11:00-1:00pm
$1,950,000
1781 Goodrich Avenue
Winter Park, FL 32789
4
Beds
4
Baths
2,701
Sqft
2
Cars
OPEN: Nov 23 (Sat) 12:00-3:00pm
$2,800,000
1620 Oneco Avenue
Winter Park, FL 32789
5
Beds
5
Baths
3,911
Sqft
2
Cars
New
$3,299,000
2550 Venetian Way
Winter Park, FL 32789
4
Beds
6
Baths
4,875
Sqft
2
Cars
New
$2,395,000
660 Osceola Avenue
Winter Park, FL 32789
3
Beds
4
Baths
2,632
Sqft
2
Cars
New
$9,000
1731 Windsor Drive
Winter Park, FL 32789
4
Beds
4
Baths
3,669
Sqft
2
Cars
$4,250,000
1341 College Point
Winter Park, FL 32789
4
Beds
4
Baths
4,279
Sqft
2
Cars
$1,699,000
1429 Chapman Circle
Winter Park, FL 32789
4
Beds
4
Baths
3,116
Sqft
2
Cars
$1,299,000
7440 Aloma Ave
Winter Park, FL 32792
5
Beds
5
Baths
4,435
Sqft
$499,000
690 Osceola Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,328
Sqft
1
Cars
Pending
$1,200,000
250 W Reading Way
Winter Park, FL 32789
$1,200,000
Price
0.27
Approx. Acreage
Land
Farm
Prop. Type
$84,000
3029 Forsyth Road
Winter Park, FL 32792
$84,000
Price
5
Acres
Industrial
Prop Type
$31,800
3586 Aloma Avenue
Winter Park, FL 32792
-
Beds
-
Baths
1,086
Sqft
$56,400
1790 State Road 436
Winter Park, FL 32792
-
Beds
-
Baths
0.22
Acres
OPEN: Nov 24 (Sun) 3:00-4:30pm
Price Reduced
$1,189,000
1840 Biscayne Drive
Winter Park, FL 32789
5
Beds
3
Baths
2,641
Sqft
2
Cars
2 OPEN HOUSES: Sat, Nov 23 2:00-4:00pm...
Price Reduced
$1,348,900
335 W Welbourne Avenue
Winter Park, FL 32789
3
Beds
4
Baths
2,734
Sqft
2
Cars
OPEN: Nov 24 (Sun) 2:00-4:00pm
Price Reduced
Video Tour
$1,130,000
363 N Phelps Avenue
Winter Park, FL 32789
4
Beds
3
Baths
2,871
Sqft
OPEN: Nov 24 (Sun) 2:00-4:00pm
Price Reduced
3D Tour
$3,225,000
1618 Holts Grove Circle
Winter Park, FL 32789
5
Beds
8
Baths
4,807
Sqft
3
Cars
4 OPEN HOUSES: Sat, Nov 23 12:00-2:00pm...
Price Reduced
$1,729,000
1716 Palmer Avenue
Winter Park, FL 32789
4
Beds
3
Baths
3,270
Sqft
2
Cars
OPEN: Nov 23 (Sat) 1:00-3:00pm
$1,795,000
279 Rippling Lane
Winter Park, FL 32789
4
Beds
3
Baths
3,472
Sqft
2
Cars
2 OPEN HOUSES: Sat, Nov 23 1:00-4:00pm...
$1,500,000
2015 Summerfield Road
Winter Park, FL 32792
4
Beds
4
Baths
2,958
Sqft
1
Cars
OPEN: Nov 23 (Sat) 1:00-3:00pm
Price Reduced
3D Tour
$1,175,000
850 Juanita Rael
Winter Park, FL 32789
4
Beds
3
Baths
2,306
Sqft
2
Cars
Price Reduced
$5,200
1768 Mondrian Circle
Winter Park, FL 32789
3
Beds
4
Baths
2,193
Sqft
2
Cars
OPEN: Nov 24 (Sun) 1:00-3:00pm
Price Reduced
$469,900
1375 Merrydale Way
Winter Park, FL 32792
3
Beds
3
Baths
1,756
Sqft
2
Cars
OPEN: Nov 23 (Sat) 11:00-2:00pm
Price Reduced
$8,900
1442 Palm Avenue
Winter Park, FL 32789
5
Beds
6
Baths
3,611
Sqft
2
Cars
Price Reduced
3D Tour
$1,795,000
508 W Swoope Avenue
Winter Park, FL 32789
4
Beds
4
Baths
4,133
Sqft
2
Cars
Price Reduced
Video Tour
$3,950,000
850 Georgia Avenue
Winter Park, FL 32789
3
Beds
6
Baths
4,627
Sqft
3
Cars
Pending
$2,200,000
455 N Interlachen Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,276
Sqft
2
Cars
Price Reduced
Video Tour
$1,999,993
1451 Lyndale Boulevard
Winter Park, FL 32789
6
Beds
4
Baths
3,853
Sqft
2
Cars
$1,295,000
1932 Temple Drive
Winter Park, FL 32789
3
Beds
3
Baths
2,432
Sqft
$2,749,000
1741 Glencoe Road
Winter Park, FL 32789
4
Beds
5
Baths
4,692
Sqft
2
Cars
OPEN: Nov 30 (Sat) 1:00-3:00pm
$1,950,000
1764 Elizabeths Walk
Winter Park, FL 32789
4
Beds
4
Baths
3,989
Sqft
2
Cars
Price Reduced
$2,695,000
147 S Interlachen Avenue
Winter Park, FL 32789
4
Beds
5
Baths
5,159
Sqft
2
Cars
Price Reduced
$1,849
151 N Orlando Avenue
Winter Park, FL 32789
2
Beds
1
Baths
710
Sqft
Pending
$1,325,000
1782 Mondrian Circle
Winter Park, FL 32789
3
Beds
4
Baths
2,314
Sqft
2
Cars
Price Reduced
$1,050,000
627 N Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,610
Sqft
Pending
Price Reduced
$6,900
825 Dixie Parkway
Winter Park, FL 32789
4
Beds
4
Baths
3,564
Sqft
1
Cars
Price Reduced
$1,625,000
1101 Kenwood Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,955
Sqft
2
Cars
$4,250,000
985 Lincoln Circle
Winter Park, FL 32789
5
Beds
7
Baths
3,660
Sqft
2
Cars
$824,999
2201 Kindel Avenue
Winter Park, FL 32789
3
Beds
2
Baths
1,407
Sqft
1
Cars
$2,200,000
1840 Bryan Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,727
Sqft
2
Cars
Price Reduced
3D Tour
$1,750,000
1350 Lyndale Boulevard
Winter Park, FL 32789
4
Beds
5
Baths
3,478
Sqft
2
Cars
Price Reduced
$2,495,000
2412 Chantilly Avenue
Winter Park, FL 32789
5
Beds
7
Baths
4,500
Sqft
3
Cars
$825,000
106 S Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,351
Sqft
Price Reduced
$1,977,000
1340 Chestnut Avenue
Winter Park, FL 32789
6
Beds
6
Baths
4,182
Sqft
2
Cars
Price Reduced
Video Tour
$1,500,000
840 W. Comstock Ave.
Winter Park, FL 32789
4
Beds
4
Baths
2,350
Sqft
2
Cars
$13,396
1095 W Morse Boulevard
Winter Park, FL 32789
-
Beds
-
Baths
5,282
Sqft
Pending
$1,995,000
401 W Morse Boulevard
Winter Park, FL 32789
4
Beds
4
Baths
3,328
Sqft
2
Cars
$1,075,000
345 Sylvan Boulevard
Winter Park, FL 32789
4
Beds
3
Baths
2,011
Sqft
2
Cars
Price Reduced
$1,599,995
3031 Northwood Boulevard
Winter Park, FL 32789
4
Beds
4
Baths
2,978
Sqft
2
Cars
Price Reduced
Video Tour
$1,375,000
2408 Lafayette Avenue
Winter Park, FL 32789
4
Beds
4
Baths
2,838
Sqft
2
Cars
Price Reduced
$539,000
2821 Chantilly Avenue
Winter Park, FL 32789
3
Beds
2
Baths
1,440
Sqft
Price Reduced
$539,000
2821 Chantilly Avenue
Winter Park, FL 32789
$539,000
Price
0.76
Approx. Acreage
Land
Farm
Prop. Type
Price Reduced
$1,500,000
1458 Aloma Avenue
Winter Park, FL 32789
5
Beds
4
Baths
3,446
Sqft
Price Reduced
3D Tour
$2,795,000
1450 Mizell Avenue
Winter Park, FL 32789
5
Beds
7
Baths
4,487
Sqft
3
Cars
Price Reduced
$2,190,000
2234 Via Luna
Winter Park, FL 32789
6
Beds
4
Baths
3,554
Sqft
2
Cars
3D Tour
$3,575,000
1900 W Fawsett Road
Winter Park, FL 32789
4
Beds
5
Baths
4,600
Sqft
2
Cars
Price Reduced
$615,000
104 S Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,267
Sqft
Video Tour
$5,500,000
1660 Palmer Avenue
Winter Park, FL 32789
5
Beds
7
Baths
5,636
Sqft
3
Cars
3D Tour
$2,800,000
1010 N Pennsylvania Avenue
Winter Park, FL 32789
4
Beds
5
Baths
4,074
Sqft
2
Cars
Price Reduced
3D Tour
$1,185,000
625 N Interlachen Avenue
Winter Park, FL 32789
2
Beds
2
Baths
1,718
Sqft
Price Reduced
$1,175,000
100 S Virginia Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,756
Sqft
2
Cars
$2,399,000
2522 Lafayette Avenue
Winter Park, FL 32789
4
Beds
4
Baths
3,399
Sqft
2
Cars
Price Reduced
$1,168,000
1001 Tuscany Place
Winter Park, FL 32789
$1,168,000
Price
0.39
Approx. Acreage
Land
Farm
Prop. Type
Pending
Price Reduced
$1,695,000
1530 Via Tuscany
Winter Park, FL 32789
$1,695,000
Price
0.26
Approx. Acreage
Land
Farm
Prop. Type
Pending
Price Reduced
$1,695,000
1530 Via Tuscany
Winter Park, FL 32789
4
Beds
4
Baths
3,341
Sqft
2
Cars
$3,295,000
1730 Winchester Drive
Winter Park, FL 32789
5
Beds
6
Baths
4,080
Sqft
2
Cars
$5,695,000
698 N New York Avenue
Winter Park, FL 32789
4
Beds
5
Baths
5,096
Sqft
2
Cars
Video Tour
$5,695,000
210 Chelton Circle
Winter Park, FL 32789
5
Beds
6
Baths
5,264
Sqft
3
Cars
Pending
Price Reduced
Video Tour
$1,650,000
2435 Chantilly Avenue
Winter Park, FL 32789
4
Beds
5
Baths
3,055
Sqft
2
Cars
Pending
Price Reduced
$19,950
421 Lakewood Drive
Winter Park, FL 32789
5
Beds
9
Baths
5,847
Sqft
3
Cars
Pending
$2,790,000
1421 Place Picardy
Winter Park, FL 32789
5
Beds
6
Baths
4,882
Sqft
3
Cars
$3,150,000
1833 Loch Berry Road
Winter Park, FL 32789
5
Beds
5
Baths
4,770
Sqft
2
Cars
$6,975,000
654 W Morse Boulevard
Winter Park, FL 32789
5
Beds
8
Baths
8,752
Sqft
4
Cars
Pending
$4,500,000
421 Lakewood Drive
Winter Park, FL 32789
5
Beds
9
Baths
5,847
Sqft
3
Cars
$1,695,000
101 S New York Ave.
Winter Park, FL 32789
3
Beds
4
Baths
3,174
Sqft
2
Cars
$199,900
700 Melrose Avenue
Winter Park, FL 32789
1
Beds
1
Baths
787
Sqft
$1,499,000
1830 Pineview Circle
Winter Park, FL 32792
4
Beds
4
Baths
2,843
Sqft
2
Cars
$4,100,000
1751 Glencoe Road
Winter Park, FL 32789
5
Beds
6
Baths
4,520
Sqft
2
Cars
Pending
Price Reduced
$495,000
620 Killarney Bay Court
Winter Park, FL 32789
2
Beds
3
Baths
1,214
Sqft
Price Reduced
3D Tour
$6,950,000
1400 Alabama Drive
Winter Park, FL 32789
5
Beds
9
Baths
7,916
Sqft
4
Cars
$1,000,000
865 Balch Avenue
Winter Park, FL 32789
-
Beds
-
Baths
2,025
Sqft
Pending
$1,725,000
501 Country Club Drive
Winter Park, FL 32789
4
Beds
4
Baths
2,857
Sqft
2
Cars
Pending
$1,095,000
4032 Gilder Rose Place
Winter Park, FL 32792
4
Beds
4
Baths
4,094
Sqft
3
Cars
Pending
Price Reduced
$1,595,000
1251 Palmer Avenue
Winter Park, FL 32789
4
Beds
3
Baths
2,859
Sqft
3
Cars
Video Tour
$1,075,000
1000 Howell Branch Road
Winter Park, FL 32789
$1,075,000
Price
0.55
Approx. Acreage
Land
Farm
Prop. Type
$5,400,000
2228 Azalea Place
Winter Park, FL 32789
5
Beds
6
Baths
5,072
Sqft
3
Cars
Pending
$675,000
2139 Blossom Lane
Winter Park, FL 32789
$675,000
Price
0.46
Approx. Acreage
Land
Farm
Prop. Type
Pending
3D Tour
$1,875,000
1244 Via Salerno
Winter Park, FL 32789
3
Beds
3
Baths
2,505
Sqft
$1,450,000
632 Country Club Drive
Winter Park, FL 32789
3
Beds
2
Baths
2,342
Sqft
1
Cars
Pending
$2,500,000
1700 Palm Avenue
Winter Park, FL 32789
4
Beds
5
Baths
3,762
Sqft
2
Cars
Pending
$7,000,000
1245 Howell Point
Winter Park, FL 32792
7
Beds
7
Baths
6,540
Sqft
3
Cars
Pending
$6,500
436 Seymour Avenue
Winter Park, FL 32789
3
Beds
3
Baths
2,599
Sqft
2
Cars
$5,600
266 N Ranger Boulevard
Winter Park, FL 32792
4
Beds
3
Baths
1,682
Sqft
2
Cars
Price Reduced
$31,200
1366 Gene Street
Winter Park, FL 32789
-
Beds
-
Baths
938
Sqft
Pending
Price Reduced
$1,475,000
1460 Via Sangro Place
Winter Park, FL 32792
7
Beds
5
Baths
5,111
Sqft
3
Cars
Price Reduced
$799,900
2804 Dike Road
Winter Park, FL 32792
4
Beds
3
Baths
2,503
Sqft
3
Cars
3D Tour