- 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
94 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$170,000
Condo
200 ST ANDREWS BLVD #512, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $2,700 through the Seller's preferred lender.**Welcome home to...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$459,000
Single Family Home
1564 CAVENDISH RD, Winter Park, FL 32789
Charming 3BR bungalow in sought-after Orwin Manor with a true bungalow vibe and tons of potential. Updated throughout w...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$960,000
Single Family Home
250 CORTLAND AVE, Winter Park, FL 32789
Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of th...
Listed by EXP REALTY LLC
$1,399,000
Single Family Home
1600 BARCELONA WAY, Winter Park, FL 32789
Under contract-accepting backup offers. Back on the market at no fault of the seller. Step into the charm of old Florida...
Listed by LPT REALTY, LLC
$439,900
Condo
535 N INTERLACHEN AVE #107, Winter Park, FL 32789
Under contract-accepting backup offers. Location, Location, Location - downtown Winter Park condo for under $500K! This ...
Listed by FANNIE HILLMAN & ASSOCIATES
$6,200,000
Single Family Home
1400 ALABAMA DR, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland, the largest of t...
Listed by THE AGENCY ORLANDO
$178,000
Condo
3060 GEORGE MASON AVE #12 D, Winter Park, FL 32792
READY TO MOVE !!!! Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features TITLE floor...
Listed by AGENT TRUST REALTY CORPORATION
$649,900
Condo
535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue...
Listed by KELLER WILLIAMS WINTER PARK
$4,950,000
Single Family Home
1660 PALMER AVE, Winter Park, FL 32789
New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening t...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$225,000
Condo
1913 WOODCREST DR #B, Winter Park, FL 32792
Winter Park gem! Tastefully updated 2-bedroom, 2-bathroom corner condominium with a spacious patio is your rare cha...
Listed by FUTURE HOME REALTY INC
$249,000
Condo
2500 LEE RD #202, Winter Park, FL 32789
2/2 * 956 SQ FT * LAKE KILLARNEY * CLOSE TO PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NE...
Listed by THE ANDERSON GROUP & CO PL
$545,000
Single Family Home
5255 SEMINOLE AVE, Winter Park, FL 32792
Price Improvement!!Great opportunity!This stunning 4-bedroom, 3-bath home is currently under construction in one of the ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$232,500
Condo
1500 GAY RD #7A, Winter Park, FL 32789
NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condo...
Listed by PRISTINE FLORIDA PROPERTIES LLC
$4,650,000
Single Family Home
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 occupies an approxim...
Listed by LA ROSA REALTY HORIZONS LLC
$274,000
Single Family Home
4908 SEMINOLE AVE, Winter Park, FL 32792
Investor Special! This Winter Park gem is an ideal find for investors or home flippers, with *no HOA* and sturdy block c...
Listed by THE AGENCY ORLANDO
$559,900
Single Family Home
8162 LAZY BEAR LN, Winter Park, FL 32792
4 bedroom, 2 bath home set on a perfectly manicured 1/4 acre corner lot, located in the new Winter Park gated community ...
Listed by AUTHENTIC REAL ESTATE TEAM
$849,900
Townhouse
1907 S LAKEMONT AVE, Winter Park, FL 32792
Special financing or closing cost credits available for qualified buyers! <br> <br>Introducing the 2024 PARADE OF HOMES ...
Listed by KELLER WILLIAMS WINTER PARK
$649,900
Single Family Home
2612 LAFAYETTE AVE, Winter Park, FL 32789
***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and ...
Listed by EXP REALTY LLC
$459,000
Vacant Land
Winter Park, FL 32789
Fabulous location in one of Winter Park's most sought-after neighborhoods. Orwin Manor features tree-lined streets and ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$499,000
Vacant Land
621 SYMONDS AVE, Winter Park, FL 32789
Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds ...
Listed by FANNIE HILLMAN & ASSOCIATES
$499,000
Vacant Land
631 SYMONDS AVE, Winter Park, FL 32789
Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportuni...
Listed by FANNIE HILLMAN & ASSOCIATES
$465,000
Vacant Land
7429 RESTFUL ST, Winter Park, FL 32792
Expansive 1.96± Acre Vacant Land in Winter Park, FL – Two Lots Sold Together! <br> <br>An incredible opportunity awaits ...
Listed by PREMIER SOTHEBYS INT'L REALTY