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218 Properties Available
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- Price-High To Low
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- Newest Listings
- Beds (Most)
- Baths (Most)
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$329,900
Condo
500 N PENNSYLVANIA AVE #E, Winter Park, FL 32789
Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Pa...
Listed by LPT REALTY
$399,900
Single Family Home
924 BEARD AVE, Winter Park, FL 32789
Updated Winter Park Home – No HOA! <br>Welcome to 924 Beard Ave, a move-in-ready gem in the heart of highly desirable Wi...
Listed by LPT REALTY
$1,550,000
Single Family Home
2105 FOSGATE DR, Winter Park, FL 32789
Welcome Home to your OASIS! This 5 Bedroom, 4 Bath, Saltwater Pool Home with 2-Car Garage NEW Genie Garage Door Opener....
Listed by LPT REALTY
$1,200,000
Single Family Home
1885 TEMPLE DR, Winter Park, FL 32789
Priced below appraisal! Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and mod...
Listed by KELLY PRICE & COMPANY LLC
$1,950,000
Single Family Home
1781 GOODRICH AVE, Winter Park, FL 32789
Introducing an exquisite Modern English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$473,700
Townhouse
1248 PARK GREEN PL, Winter Park, FL 32789
Welcome to 1248 Park Green Place, Winter Park, Florida-a beautifully updated three-bedroom, two-bath home with a loft th...
Listed by KELLER WILLIAMS REALTY AT THE LAKES
$980,000
Single Family Home
640 WORTHINGTON DR, Winter Park, FL 32789
Magnificent family home located in the elite Winter Park/ Kenilworth Shores neighborhood. Just a few minutes from the wo...
Listed by PALM PROPERTIES OF CF, INC.
$469,900
Single Family Home
1402 BESSMOR RD, Winter Park, FL 32789
Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our renovated,...
Listed by EXPLORE FLORIDA REALTY SERVICES LLC
$1,729,000
Single Family Home
1716 PALMER AVE, Winter Park, FL 32789
This stunning & revived one-story Winter Park home is the perfect mix of classic charm & modern comforts. Featuring NEW ...
Listed by HOMECOIN.COM
$199,000
Condo
151 NORTH ORLANDO AVENUE #142, Winter Park, FL 32789
Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy ...
Listed by EXP REALTY LLC
$700,000
Single Family Home
678 DEPUGH ST, Winter Park, FL 32789
This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’...
Listed by KELLER WILLIAMS WINTER PARK
$1,950,000
Single Family Home
1764 ELIZABETHS WALK, Winter Park, FL 32789
WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! <br> <br>Step into this incomparab...
Listed by COMPASS FLORIDA, LLC
$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
$1,189,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. This is a diamond location home! New Construction built by the well resp...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$419,000
Single Family Home
1055 CHEROKEE AVE, Winter Park, FL 32789
Huge Price Reduction! Priced to sell! Freshly painted inside. Fabulous location next to Winter Park Village and close to...
Listed by KELLER WILLIAMS WINTER PARK
$1,130,000
Single Family Home
363 N PHELPS AVE, Winter Park, FL 32789
This light and bright, single-story, almost 3,000 square foot pool home features a split plan with four full bedrooms an...
Listed by KELLY PRICE & COMPANY LLC
$1,348,900
Townhouse
335 W WELBOURNE AVE #103, Winter Park, FL 32789
HOLIDAY SPECIAL: Seller to pay up to $20,000 towards buyer's closing costs! ENTIRE INTERIOR HAS BEEN FRESHLY PAINTED!! D...
Listed by LIVELY REAL ESTATE
$1,050,000
Condo
627 N INTERLACHEN AVE #B, Winter Park, FL 32789
Discover the charm and downtown Winter Park ambiance with this two-bedroom plus office, two-bath Mediterranean villa, a ...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$3,225,000
Single Family Home
1618 HOLTS GROVE CIR, Winter Park, FL 32789
A custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/e...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,295,000
Single Family Home
1932 TEMPLE DR, Winter Park, FL 32789
Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street, is full of natural light, clean lin...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,400,000
Single Family Home
858 DOUGLAS AVE, Winter Park, FL 32789
Stunning residence in Winter Park! Experience luxury and convenience in this highly sought-after location, so close to e...
Listed by SUMMER WIND REALTY CENTRAL FL
$1,175,000
Single Family Home
850 JUANITA RAEL, Winter Park, FL 32789
Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front...
Listed by KELLY PRICE & COMPANY LLC
$1,750,000
Single Family Home
1350 LYNDALE BLVD, Winter Park, FL 32789
Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of W...
Listed by HOMEVEST REALTY
$349,000
Single Family Home
1921 DARTMOUTH AVE, Winter Park, FL 32789
BACK ON THE MARKET!!! SELLER WILLING TO GIVE CONCESSIONS FOR DOWN PAYMENT ASSISTANCE! Fresh CMA done so home is priced f...
Listed by REAL BROKER, LLC