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218 Properties Available
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- Newest Listings
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$1,168,000
Single Family Home
1001 TUSCANY PL, Winter Park, FL 32789
Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those look...
Listed by FANNIE HILLMAN & ASSOCIATES
$749,000
Single Family Home
432 WORTHINGTON DR, Winter Park, FL 32789
Under contract-accepting backup offers. Discover a charming, single story home in the heart of Kenilworth Shores! This i...
Listed by KELLY PRICE & COMPANY LLC
$1,650,000
Single Family Home
2435 CHANTILLY AVE, Winter Park, FL 32789
Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offer...
Listed by FLORIDA REALTY INVESTMENTS
$368,000
Condo
750 KILLARNEY BAY CT #1, Winter Park, FL 32789
Be prepared to be impressed with this stunning ground floor unit at Winter Park’s Killarney Bay; a lakefront community. ...
Listed by REALTY HUB
$2,890,000
Condo
140 E MORSE BLVD #J, Winter Park, FL 32789
INTRODUCING THE COVETED CORNER PENTHOUSE UNIT IN ONE OF WINTER PARK'S LUXURY CONDO BUILDING. THE LANDMARK BUILDING IS AN...
Listed by KELLER WILLIAMS WINTER PARK
$1,495,000
Single Family Home
1371 LYNDALE BLVD, Winter Park, FL 32789
Completely renovated to perfection in 2022, this home combines sleek, modern design with an inviting, cozy atmosphere. ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$615,000
Condo
104 S INTERLACHEN AVE #215D, Winter Park, FL 32789
Lovely updated, pristinely maintained downtown Winter Park unit with pool and LAKE VIEW. This 2 bed 2 bath large unit of...
Listed by FANNIE HILLMAN & ASSOCIATES
$3,200
Single Family Home
1627 MIZELL AVE, Winter Park, FL 32789
Nestled just steps outside of Windsong, this charming bungalow offers a delightful blend of comfort and modern updates. ...
Listed by KELLER WILLIAMS WINTER PARK
$1,875
Condo
1250 S DENNING DR #233, Winter Park, FL 32789
Beautiful 2 bedroom, 2 bath condo in fabulous Winter Park, come enjoy all that Winter Park offer! Walk or take a short b...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,500,000
Single Family Home
1458 ALOMA AVE, Winter Park, FL 32789
Lakefront living in Winter Park! Enjoy serene views from this single-story ranch charmer, featuring 5 beds, 4 baths and ...
Listed by FANNIE HILLMAN & ASSOCIATES
$10,000
Condo
200 S INTERLACHEN AVE #400, Winter Park, FL 32789
Versailles of Winter Park stands as an epitome of exclusive luxury, strategically located mere steps away from the vibra...
Listed by THE AGENCY ORLANDO
$160,000
Condo
1695 LEE RD #D113, Winter Park, FL 32789
READY TO MOVE IN ! Investment and Lifestyle Opportunity in Winter Park! Discover the charm of Winter Park in this Stunni...
Listed by AGENT TRUST REALTY CORPORATION
$6,975,000
Single Family Home
654 W MORSE BLVD, Winter Park, FL 32789
Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respect...
Listed by KELLY PRICE & COMPANY LLC
$1,990,000
Single Family Home
2139 BLOSSOM LN, Winter Park, FL 32789
Pre-Construction. To be built. Both the lot and the home are included in this price. Here is the build you have been wai...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$545,000
Single Family Home
1008 DUPONT AVE, Winter Park, FL 32789
This beautifully updated home underwent a complete renovation in 2011, right down to the studs, featuring ALL-NEW fixtur...
Listed by ANDREWS REAL ESTATE & INVESTMENT SERVICES
$1,725,000
Single Family Home
501 COUNTRY CLUB DR, Winter Park, FL 32789
Under contract-accepting backup offers. **Stunning New Construction in Lake Killarney Shores** <br> <br>Welcome to your ...
Listed by THE AGENCY ORLANDO
$899,900
Single Family Home
439 N CAPEN AVE, Winter Park, FL 32789
This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks...
Listed by EXP REALTY LLC
$1,650,000
Single Family Home
660 ARJAY WAY, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticul...
Listed by STOCKWORTH REALTY GROUP
$1,825
Single Family Home
131 OAK GROVE RD, Winter Park, FL 32789
3/2 Single Family house ready to move in.
Listed by YANG REALTY INC
$1,075,000
Single Family Home
345 SYLVAN BLVD, Winter Park, FL 32789
Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury an...
Listed by EXP REALTY LLC
$899,000
Single Family Home
1762 CHESTNUT AVE, Winter Park, FL 32789
NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be ...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,500,000
Single Family Home
840 W. COMSTOCK AVE., Winter Park, FL 32789
Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are g...
Listed by COLDWELL BANKER RESIDENTIAL RE
$6,900
Single Family Home
825 DIXIE Pkwy, Winter Park, FL 32789
What a location! This beautiful traditional home is in an outstanding area of Winter Park. Enjoy walking to Park Avenue ...
Listed by FANNIE HILLMAN & ASSOCIATES
$395,000
Condo
700 MELROSE AVE J 1 AVE #J1, Winter Park, FL 32789
Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter Park Gardens community. This unit boasts n...
Listed by FANNIE HILLMAN & ASSOCIATES