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- $ 200,000
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- $ 400,000
- $ 600,000
- $ 1,000,000
464 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$525,000
Condo
690 OSCEOLA AVE #405, Winter Park, FL 32789
Beautiful Lakefront unit with Lake Virginia ViewFrom the moment you open the door you will be drawn into this South faci...
Listed by SAVVY AVENUE, LLC
$347,000
Single Family Home
5229 N WOODCREST DR, Winter Park, FL 32792
Under contract-accepting backup offers. Location!! <br> <br>Stylish and affordably priced, this three-bedroom, two-bath ...
Listed by FLORIDA REALTY INVESTMENTS
$269,000
Condo
2383 SUN VALLEY CIR #2383, Winter Park, FL 32792
You'll fall in love with this charming one-story Winter Park condo located in Cedarwood Village. You can tell how metic...
Listed by WEICHERT REALTORS HALLMARK PROPERTIES
$187,000
Condo
163 LEWFIELD CIR, Winter Park, FL 32792
Beautiful first-floor condo in the well-maintained Stratford community of Winter Park. This fully renovated unit feature...
Listed by TBO REAL ESTATE PARTNERS INC
$2,195
Single Family Home
632 BALFOUR DR, Winter Park, FL 32792
Spotless and stunning!! This charming three bedroom is located on a quiet street in sought after Winter Park. Tile and ...
Listed by RE/MAX ASSURED
$1,850
Condo
151 N ORLANDO AVE #210, Winter Park, FL 32789
Spacious 2-bedroom, 1-bathroom second-floor condo boasting stunning views of Lake Killarney. This lakefront community of...
Listed by PALMANO GROUP RE BROKERAGE LLC
$675,000
Single Family Home
1333 ORCHID AVE, Winter Park, FL 32789
Location! Location! AND A DETACHED IN-LAW SUITE! Discover the perfect blend of modern luxury and timeless charm in this ...
Listed by RESIDENTIAL WEALTH PARTNERS
$475,000
Single Family Home
3304 ELLWOOD CT, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to this stunning 3-bedroom, 2-bathroom home nestled on a CORNER ...
Listed by EXP REALTY LLC
$195,000
Condo
1000 S SEMORAN BLVD #815, Winter Park, FL 32792
**Seller is offering $5,000 concession towards buyer's closing cost/prepaids.** This beautiful, first floor condo in Win...
Listed by WATSON REALTY CORP
$2,850
Single Family Home
2816 CADY WAY, Winter Park, FL 32792
Welcome to this spacious 4-bedroom, 2-bathroom home located in Winter Park, FL. This home features tile flooring in the ...
Listed by INNOVATIVE REALTY, LLC
$1,250
Condo
1000 S SEMORAN BLVD #S, Winter Park, FL 32792
RENT REDUCED!! <br> <br>Spacious Ground-Floor Apartment with Outdoor Terrace <br>Discover this charming and spacious gro...
Listed by LA ROSA REALTY LLC
$1,450,000
Single Family Home
777 HALIFAX AVE, Winter Park, FL 32792
Nestled in Winter Park one of Orlando most sought-after neighborhoods, this exceptional 3-year-old home offers 5 spaciou...
Listed by EXP REALTY LLC
$729,900
Single Family Home
648 WORTHINGTON DR, Winter Park, FL 32789
Nestled in one of Winter Park's most desirable neighborhoods near Windsong, this charming block home offers timeless app...
Listed by OLDE TOWN BROKERS INC
$420,000
Single Family Home
3076 CRANE STRAND DR, Winter Park, FL 32792
Welcome home to the beautiful Laurel Springs! This cozy, move in ready pool home is exactly what your family is looking ...
Listed by KELLER WILLIAMS LEGACY REALTY
$1,600
Condo
200 SAINT ANDREWS BLVD #2008, Winter Park, FL 32792
This beautiful 2 bd / 2 ba 1119sqft second floor condo in Winter Park is move-in ready! Nestled in the lovely Four Seas...
Listed by ZEN LIVING REALTY LLC
$640,000
Single Family Home
344 STARLING RD, Winter Park, FL 32789
MODERN CHARM IN SOUGHT-AFTER WINTER PARK. Step into this beautifully remodeled 3-bedroom, 2.5 bath home, perfectly locat...
Listed by HANCOCK REALTY GROUP
$639,900
Single Family Home
326 S RANGER BLVD, Winter Park, FL 32792
Under contract-accepting backup offers. ***SPECIAL OFFER***$5k CLOSING COST INCENTIVE FOR A CONTRACT CLOSING BY FEBRUARY...
Listed by FOUNDERS REALTY GROUP
$215,000
Condo
3390 CEDAR SPRING PL #163, Winter Park, FL 32792
Discover this charming 2-bedroom, 2-bath townhouse-style condo in the highly sought-after Winter Park area. This move-in...
Listed by THE REAL ESTATE COLLECTION LLC
$3,000
Condo
151 N ORLANDO AVE #131, Winter Park, FL 32789
Enjoy lakefront living in this 2-bedroom, 1-bath end-unit condo in Lake Killarney Condos. Located on private, navigable ...
Listed by FLORIDA DREAMS REALTY GRP INC
$2,150
Single Family Home
4965 ORANGE AVE, Winter Park, FL 32792
Welcome to this clean and move-in ready combined former duplex found in Winter Park, FL! This spacious home features 3 b...
Listed by ALPHA REALTY & ASSOCIATES
$1,800
Condo
151 N ORLANDO AVE #118, Winter Park, FL 32789
Charming Rental Opportunity in Winter Park! <br>Welcome to this delightful 2-bedroom, 1-bath condo, perfectly located in...
Listed by FLORIDA DREAMS REALTY GRP INC
$1,550
Condo
169 LEWFIELD CIR #169, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Rental Opportunity in Winter Park! <br>Don't miss this INCREDIBLE OPPOR...
Listed by LPT REALTY
$3,299,000
Single Family Home
2550 VENETIAN WAY, Winter Park, FL 32789
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME H...
Listed by COMPASS FLORIDA LLC
$2,200
Single Family Home
3640 DATURA CT, Winter Park, FL 32792
Move into this beautiful 4-bedroom 2 bath remodeled home. This home features a brand new kitchen including appliances. ...
Listed by BHHS FLORIDA REALTY