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200 Properties Available
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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
$368,000
Condo
750 KILLARNEY BAY CT #1, Winter Park, FL 32789
Under contract-accepting backup offers. Be prepared to be impressed with this stunning ground floor unit at Winter Park'...
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
$597,500
Condo
104 S INTERLACHEN AVE #215D, Winter Park, FL 32789
*PRICE IMPROVEMENT!* Updated, pristinely maintained downtown Winter Park condo with pool and LAKE VIEW. This large 2 bed...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,500,000
Single Family Home
1458 ALOMA AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Lakefront living in Winter Park! Enjoy serene views from this single-story ranch...
Listed by FANNIE HILLMAN & ASSOCIATES
$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
$499,000
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
$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
$1,549,000
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
$1,075,000
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
$1,470,000
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
$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
$1,999,993
Single Family Home
1451 LYNDALE BLVD, Winter Park, FL 32789
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedr...
Listed by REALTY ONE GROUP MVP
$3,950,000
Single Family Home
850 GEORGIA AVE, Winter Park, FL 32789
Welcome to an exquisite 3-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. Set back 150 feet from th...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$3,295,000
Single Family Home
1730 WINCHESTER DR, Winter Park, FL 32789
Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the hi...
Listed by KELLER WILLIAMS WINTER PARK
$2,100
Single Family Home
1640 ORANGE AVE, Winter Park, FL 32789
This cozy three-bedroom, two-bath home is close to downtown Orlando, College Park, Winter Park, hospitals, Orlando Scien...
Listed by INT'L PROFESSIONAL REALTY INC
$334,900
Single Family Home
2886 ROXBURY RD, Winter Park, FL 32789
Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Adve...
Listed by COLDWELL BANKER RESIDENTIAL RE
$850,000
Single Family Home
731 MIDGET DR, Winter Park, FL 32789
SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget...
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,795,000
Single Family Home
279 RIPPLING LN, Winter Park, FL 32789
Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against...
Listed by FANNIE HILLMAN & ASSOCIATES
$19,950
Single Family Home
421 LAKEWOOD DR, Winter Park, FL 32789
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake O...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$340,000
Single Family Home
821 CARVER ST, Winter Park, FL 32789
This lovely two bedroom, one bath, 904 sqft home in Winter Park is ready for you to call home! Upon entry, you will noti...
Listed by INNOVATIVE REALTY, LLC
$615,000
Townhouse
1238 FORMOSA AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. **SELLER OFFERING CONCESSIONS!!!**Welcome to this stunning 3-story townh...
Listed by UNITED REAL ESTATE PREFERRED
$249,900
Condo
700 MELROSE AVE #F-2, Winter Park, FL 32789
Welcome to your peaceful retreat in this charming ground-floor condo, nestled in the highly sought-after 55+ community o...
Listed by FLORIDA ONE REAL ESTATE LLC