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37 Properties Available
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$369,000
Single Family Home
764 BAFFIE AVE, Winter Park, FL 32789
MOVE IN READY 3 bedroom / 2 full bath bungalow in PRIME LOCATION! Just steps from Dubsdread Golf Course, this home is a ...
Listed by WEMERT GROUP REALTY LLC
$835,000
Single Family Home
2418 EUSTON RD, Winter Park, FL 32789
Discover this beautifully updated two-story home in the desirable 32789 ZIP code! This move-in-ready single-family resid...
Listed by TOLARIS REALTY GROUP LLC
$7,250
Single Family Home
2240 VIA TUSCANY, Winter Park, FL 32789
Rare rental opportunity in Winter Park's prestigious Via Tuscany. Situated minutes away from the charming boutiques and ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$799,000
Single Family Home
2837 WRIGHT AVE, Winter Park, FL 32789
The home is a tear down. City allows up to 4,071 sq feet that includes garage.
Listed by REALCOM REAL ESTATE SERVICES INC
$4,000
Single Family Home
1333 ORCHID AVE, Winter Park, FL 32789
Fully renovated 4-bedroom, 2-bath home with a SEPARATE in-law suite or workspace/office AND private dipping pool. Locate...
Listed by RESIDENTIAL WEALTH PARTNERS
$1,899
Condo
151 N ORLANDO AVE #229, Winter Park, FL 32789
Discover a beautifully remodeled 2-bedroom, 1-bath top-floor condo in the heart of Winter Park, now available for rent! ...
Listed by EXP REALTY LLC
$2,550
Single Family Home
1513 HARMON AVE, Winter Park, FL 32789
Lawn and Security System included with this fantastic 2/2 plus office Orwin Manor home. Home features hardwood flooring...
Listed by CORCORAN PREMIER REALTY
$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
$625,000
Condo
104 S INTERLACHEN AVE #215D, Winter Park, FL 32789
Lovely updated, pristinely maintained, 2bed 2 bath unit with pool and LAKE VIEW. This 2 bed 2 bath large unit offers 126...
Listed by FANNIE HILLMAN & ASSOCIATES
$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
$2,650
Single Family Home
2341 DEVON CT, Winter Park, FL 32789
$300 OFF THE 1ST MO IF YOU MOVE IN BEFORE 10/15!! <br> <br>Discover this delightful 3-bedroom, 2-bathroom home located i...
Listed by SPECIALIZED PROPERTY MANAGEMENT
$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
$1,100,000
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
$4,275,000
Single Family Home
1231 VIA SALERNO, Winter Park, FL 32789
Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,540,000
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
$9,000
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
$539,000
Single Family Home
2821 EASTERN Pkwy, Winter Park, FL 32789
Under contract-accepting backup offers. Wonderful Winter Park location with NO HOA. This beautiful 3 bedroom/1 bath home...
Listed by 407 PROPERTIES
$295,000
Condo
700 MELROSE AVE, H 1 #H 1, Winter Park, FL 32789
Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,950
Single Family Home
2130 OGLESBY AVE, Winter Park, FL 32789
This WELL MAINTAINED 3-bedroom, 2-bathroom home is available for IMMEDIATE OCCUPANCY! A great place to call home! This ...
Listed by LOVELAND PROPERTIES
$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
$1,199,000
Condo
311 E MORSE BLVD #6-18, Winter Park, FL 32789
Walk to Park Avenue or take your boat on a sunset cruise through the canals! Experience upscale living in this fabulous ...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$625,000
Single Family Home
1419 MILLER AVE, Winter Park, FL 32789
*OFFERED BELOW APPRAISED VALUE* Charming Bungalow in Winter Park now Available. While originally built in 1932, this ho...
Listed by COLDWELL BANKER RESIDENTIAL RE
$735,000
Single Family Home
1612 NEOLA TRL, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover a unique chance to own a home in the delightful Winter Park Hil...
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