- Home
- General
- Buyer
- All Listings
- Featured Listings
- Sold Listings
- 50 Homes For 50 Fallen
- 10 Best Buy Hotlist
- 13 Extra Cost
- 6 Buyer Mistakes
- 9 Common Buyer Traps
- Ask a Real Estate Expert
- Best Financing Rate
- Buy With Zero Down
- First Time Buyer Hotlist
- Exclusive Fixer Upper Hotlist
- Fixer Uppers: Myths and Facts
- Foreclosures Hotlist
- Get New Listings
- Home Warranty
- Homes with Land Hotlist
- Homes with Pools Hotlist
- Hotlist of Upscale Homes
- Mortgage Pre-Approval
- Moving Company
- Moving Up
- Multiple Listing
- New Homes vs Resale
- No Money Down Hotlist
- Open House
- Our Homes for Sale
- Real Estate Lawyer
- Save $5000 Guaranteed
- Save Thousands
- Stop Paying Rent
- Sunday Tour of Homes
- VIP INSIDER ACCESS
- Seller
- Sell My Home
- Home Estimate
- 10 Questions Agents Hate
- 27 Seller Tips
- Avoid Legal Mistakes
- Avoid these mistakes
- Become a VIP Seller
- Buy This Home Ill Buy Yours
- Cash For your Home
- Divorce
- Empty Nesting
- Find Out What This Home Is Sold For
- For Sale By Owner
- Getting Best Price
- Get the Price You Want
- Guaranteed Offer
- How to Sell a Home that Didnt Sell
- How to Sell Your Home for More
- Kids and Moving
- Pets and Moving
- Pass Your Inspection
- Why Didnt My Home Sell
- Neighborhoods
- About
- Market Snapshot
- MORE
- Register
- Sign In

4,268 Sold Properties
- Default
- Most Recent
- Price-Highest
- Price-Lowest
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
5 Beds 4 Baths 3,568 SqFt$1,980,000 3.4%
$2,050,000
1535 WILLIAMS DR, Winter Park, FL 32789
Listed by Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO
Single Family Home
3 Beds 3 Baths 1,448 SqFt$325,000 3.0%
$335,000
700 MELROSE AVE #C22, Winter Park, FL 32789
Listed by Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
Condo
0.13 Acres$475,000 4.8%
$499,000
631 SYMONDS AVE, Winter Park, FL 32789
Listed by Emily Williams FANNIE HILLMAN & ASSOCIATES
Vacant Land
0.13 Acres$475,000 4.8%
$499,000
621 SYMONDS AVE, Winter Park, FL 32789
Listed by Emily Williams FANNIE HILLMAN & ASSOCIATES
Vacant Land
2 Beds 2 Baths 1,057 SqFt$632,100 2.6%
$649,000
225 E CANTON AVE #225, Winter Park, FL 32789
Listed by Richard Palmano PALMANO GROUP RE BROKERAGE LLC
Condo
4 Beds 3 Baths 2,489 SqFt$1,650,000
$1,650,000
1915 STONEHURST RD, Winter Park, FL 32789
Listed by Nick McKee KELLER WILLIAMS WINTER PARK
Single Family Home
4 Beds 4 Baths 3,204 SqFt$1,545,000 3.1%
$1,595,000
5 Beds 7 Baths 6,338 SqFt$4,430,000 4.7%
$4,650,000
2161 SHARON RD, Winter Park, FL 32789
Listed by Marcio Tannus LA ROSA REALTY HORIZONS LLC
Single Family Home
2,456 SqFt$675,000 15.6%
$799,900
3 Beds 3 Baths 2,495 SqFt$1,100,000
$1,100,000
930 S KENTUCKY AVE, Winter Park, FL 32789
Listed by Debra Callahan ADAMS, CAMERON & CO., REALTORS
Single Family Home
5 Beds 6 Baths 5,051 SqFt$5,250,000 0.8%
$5,295,000
1155 WOODMERE DR, Winter Park, FL 32789
Listed by Harif Hazera PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
2 Beds 1 Bath 1,140 SqFt$325,000 5.8%
$345,000
4 Beds 3 Baths 2,720 SqFt$1,040,000
$1,040,000
1711 CHESTNUT AVE, Winter Park, FL 32789
Listed by Courtney Pelfrey MILLER GRANT AND COMPANY
Single Family Home
3 Beds 2 Baths 1,670 SqFt$630,000
$630,000
1015 BUNGALOW AVE, Winter Park, FL 32789
Listed by David Francetic COLDWELL BANKER RESIDENTIAL RE
Single Family Home
2 Beds 2 Baths 1,267 SqFt$750,000 3.2%
$775,000
100 S INTERLACHEN AVE #203D, Winter Park, FL 32789
Listed by Michael Ford FANNIE HILLMAN & ASSOCIATES
Condo
5 Beds 6 Baths 4,263 SqFt$3,020,000 5.3%
$3,190,000
1820 ENGLEWOOD RD, Winter Park, FL 32789
Listed by David Hung KELLER WILLIAMS ADVANTAGE III
Single Family Home
4 Beds 3 Baths 2,288 SqFt$1,300,000
$1,300,000
857 BROCK ST, Winter Park, FL 32789
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
5 Beds 5 Baths 4,489 SqFt$2,700,000 1.9%
$2,650,000
1445 HOLTS GROVE, Winter Park, FL 32789
Listed by Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY
Single Family Home
2 Beds 2 Baths 1,107 SqFt$530,000 1.9%
$519,990
1409 SUNSET DR, Winter Park, FL 32789
Listed by Ahmad Karain R MICHAELS REALTY LLC
Single Family Home
7,100 SqFt$2,125,000 4.5%
$2,225,000
2021 W FAIRBANKS AVE, Winter Park, FL 32789
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY
Commercial
4 Beds 2 Baths 2,146 SqFt$795,000 23.3%
$645,000
1773 WALNUT AVE, Winter Park, FL 32789
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
Single Family Home
3 Beds 3 Baths 1,314 SqFt$850,000 2.8%
$874,900
251 GLENRIDGE WAY, Winter Park, FL 32789
Listed by Russ Razzani RAZZANI INTERNATIONAL REALTY
Single Family Home
2 Beds 2 Baths 1,148 SqFt$380,000 3.5%
$393,800
4 Beds 4 Baths 2,604 SqFt$715,000 9.5%
$790,000
438 W SWOOPE AVE, Winter Park, FL 32789
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
Townhouse