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29 Properties Available
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$1,699,000
Single Family Home
2339 LAFAYETTE AVE, Winter Park, FL 32789
Under contract-accepting backup offers. This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets"...
Listed by COLLADO REAL ESTATE
$14,900
Townhouse
649 N PARK AVE, Winter Park, FL 32789
Now offered for lease, this luxury brownstone at northern end of Park Avenue delivers an exceptional lifestyle in the he...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,699,000
Single Family Home
1742 BARCELONA WAY, Winter Park, FL 32789
OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK'S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized...
Listed by KELLY PRICE & COMPANY LLC
$1,049,000
Single Family Home
913 MOSS LN, Winter Park, FL 32789
***Remodeled in 2023 | Furniture can be negotiated with the sale*** Discover Your Dream Retreat at 913 Moss Lane, Winter...
Listed by VECTOR PROPERTY GROUP
$1,999,500
Single Family Home
1840 BRYAN AVE, Winter Park, FL 32789
This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet clo...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,385,000
Single Family Home
2105 FOSGATE DR, Winter Park, FL 32789
This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to b...
Listed by LPT REALTY, LLC
$669,000
Single Family Home
2711 PARKLAND DR, Winter Park, FL 32789
Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-b...
Listed by CORCORAN PREMIER REALTY
$1,250,000
Single Family Home
309 PARK NORTH CT, Winter Park, FL 32789
Endless Potential in the Heart of Park North! <br>Just steps from the charm and energy of Winter Park's Park Avenue—wher...
Listed by FANNIE HILLMAN & ASSOCIATES
$2,199,999
Single Family Home
2614 PARKLAND DR, Winter Park, FL 32789
Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Flori...
Listed by JW GASTON LLC
$220,000
Condo
2500 LEE RD #208, Winter Park, FL 32789
This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring t...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$1,899,999
Single Family Home
1299 HARDING STREET, Winter Park, FL 32789
Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat,...
Listed by FANNIE HILLMAN & ASSOCIATES
$3,850
Condo
690 OSCEOLA AVE #502, Winter Park, FL 32789
Immaculate renovated lakefront condo with partial views of Lake Virginia and the Downtown skyline. Location, location, l...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$1,490,000
Single Family Home
2408 LAFAYETTE AVE, Winter Park, FL 32789
This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines mode...
Listed by CORCORAN PREMIER REALTY
$479,000
Single Family Home
1564 CAVENDISH RD, Winter Park, FL 32789
Nice 3BR/1bath with one-car garage in sought-after Orwin Manor. Updated kitchen includes solid wood cabinets, SS appli...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$548,000
Single Family Home
2381 ROXBURY RD, Winter Park, FL 32789
WINTER PARK-Outstanding Renovations! Beautiful 3 Bedrooms 2 Baths! Open concept floor plan, single story with a lot of n...
Listed by KELLER WILLIAMS HERITAGE REALTY
$1,030,000
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
$399,900
Single Family Home
1975 STAUNTON AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an...
Listed by ABSOLUTE REALTY GROUP, LLC
$280,000
Condo
700 MELROSE AVE #A 22, Winter Park, FL 32789
HUGE PRICE CHANGE! <br>Welcome to this beautifully updated second-floor unit, offering a fresh and modern living exper...
Listed by FANNIE HILLMAN & ASSOCIATES
$665,000
Single Family Home
1792 KILLARNEY DR, Winter Park, FL 32789
Welcome to this incredible and rare opportunity to own a Winter Park home with deeded private lake access to Lake Killar...
Listed by THE AGENCY ORLANDO
$345,000
Condo
690 OSCEOLA AVE #209, Winter Park, FL 32789
Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,265,000
Single Family Home
1611 WALNUT AVE, Winter Park, FL 32789
PRICE REDUCED TO $1,265,000 <br>Prime Location! <br>Step into the charm of Old Winter Park in this uniquely designed one...
Listed by COLDWELL BANKER RESIDENTIAL RE
$385,000
Single Family Home
2827 EUSTON RD, Winter Park, FL 32789
Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of n...
Listed by REGENCY REAL ESTATE LLC
$340,000
Condo
700 MELROSE AVE J 1 AVE #J1, Winter Park, FL 32789
PRICE IMPROVEMENT – Best buy in Winter Park..........Motivated Sellers! <br>Step into this beautifully updated 2-bed...
Listed by FANNIE HILLMAN & ASSOCIATES
$3,150,000
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