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400 Properties Available In Winter Park
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$565,000
Single Family Home
701 DENTON RD, Winter Park, FL 32792
Motivated Seller! Contact us today. Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quart...
Listed by Liz Boyce CHARLES RUTENBERG REALTY ORLANDO
$635,000
Condo
101 S INTERLACHEN AVE #104, Winter Park, FL 32789
FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE – AVAILABLE FOR RENT OR P...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$625,000
Multi-Family
1360 FORMOSA AVE, Winter Park, FL 32789
Discover a rare and lucrative opportunity at 1360 Formosa Ave, a corner lot triplex in the highly sought-after Winter Pa...
Listed by Salvison Dickson TOP FLORIDA HOMES
$450,000
Single Family Home
1564 CAVENDISH RD, Winter Park, FL 32789
Charming 3BR bungalow in sought-after Orwin Manor with timeless appeal and tons of potential. Updated with original har...
Listed by Julie Wright CHARLES RUTENBERG REALTY ORLANDO
$918,000
Single Family Home
5325 CYPRESS RESERVE PL, Winter Park, FL 32792
ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING P...
Listed by Dori Estrada PLLC LPT REALTY, LLC
$950,000
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 Alexandra Nordine EXP REALTY LLC
$89,900
Condo
3071 GEORGE MASON AVE #5, Winter Park, FL 32792
NEW PRICE!!! Charming Studio Condo Near UCF & Full Sail – Ideal Investment or Cozy Retreat! <br>Welcome to this well-mai...
Listed by Katherine Bordelon CASTLE & COTTAGE REALTY LLC
$675,000
Single Family Home
607 DUNBLANE DR, Winter Park, FL 32792
Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenu...
Listed by Khozaif Merali CHARLES RUTENBERG REALTY ORLANDO
$999,950
Single Family Home
1444 PELICAN BAY TRL, Winter Park, FL 32792
Seller Financing Available--Attractive Terms--Potentially Below Market Rate. <br> <br>A True Gem on the Lake! <br> <br>...
Listed by Jacob Hara TRANSCEND REALTY
$210,000
Condo
1695 LEE RD #C202, Winter Park, FL 32789
This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rolli...
Listed by Hoover Yap PRIMESTATE REALTY, INC.
$245,000
Condo
7706 COUNTRY PL #7706, Winter Park, FL 32792
Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas,...
Listed by Carmen Vazquez REALTY TECH INC
$5,895,000
Single Family Home
1400 ALABAMA DR, Winter Park, FL 32789
Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .71-acre corner lot in one of Winter Park's mos...
Listed by Rachel Peters, LLC THE AGENCY ORLANDO
$135,000
Condo
3011 GEORGE MASON AVE #3, Winter Park, FL 32792
Spacious and inviting, this 2-bedroom, 2-bathroom condo in Winter Park is a fantastic investment or personal home. The o...
Listed by Kayla Long WHEATLEY REALTY GROUP
$4,950,000
Single Family Home
1660 PALMER AVE, Winter Park, FL 32789
New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening t...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$200,000
Condo
2923 ANTIQUE OAKS CIR #39, Winter Park, FL 32792
Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor co...
Listed by Michell Carrasquero GLOBALWIDE REALTY LLC
$1,215,000
Multi-Family
726 and 720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Welcome to this exceptional duplex, a rare gem in Winter Park offering unmatched flexibility and investment potential. W...
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
$1,215,000
Single Family Home
726/720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Welcome to this rare Winter Park gem offering unmatched flexibility and investment potential. Whether you're looking for...
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
$695,000
Single Family Home
726 N PENNSYLVANIA AVE, Winter Park, FL 32789
Welcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of modern elegance and prime location....
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
$550,000
Single Family Home
720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Nestled in one of Winter Park's most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern el...
Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
$765,000
Single Family Home
625 BRECHIN DR, Winter Park, FL 32792
PICTURE PERFECT HOME IN WINTER PARK'S KENILWORTH SHORES! Homes of this quality and preservation hardly come on the marke...
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$239,990
Condo
2500 LEE RD #202, Winter Park, FL 32789
2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES T...
Listed by Alison Maltby THE ANDERSON GROUP & CO PL
$432,000
Townhouse
2033 CANNY CV, Winter Park, FL 32792
Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertai...
Listed by Monica Puche LPT REALTY, LLC
$1,250,000
Single Family Home
1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. <br>You will...
Listed by John Keller JACK KELLER INC
$1,759,000
Single Family Home
1660 WALNUT AVE, Winter Park, FL 32789
Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for ...
Listed by Julie Christensen COMPASS FLORIDA LLC