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65 Properties Available In Winter Park
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$440,000
Single Family Home
2301 CONIFER AVE, Winter Park, FL 32792
VIRTUALLY STAGED! EXCEPTIONAL POOL HOME IN EASTBROOK! Welcome to Conifer Avenue, where pride of ownership, and an unbeat...
Listed by Gregory Buckley LOKATION
$659,900
Single Family Home
274 N RANGER BLVD, Winter Park, FL 32792
Bright, airy, and designed for a resort living! Welcome to a turn-key Winter Park Pine home where everyday life feels li...
Listed by Shannon Lee EXPLORE FLORIDA REALTY SERVICES LLC
$3,790
Single Family Home
274 N RANGER BLVD, Winter Park, FL 32792
Welcome to a turn-key Winter Park Pine home where everyday life feels like a getaway! Brand new flooring creates a seaml...
Listed by Shannon Lee EXPLORE FLORIDA REALTY SERVICES LLC
$664,000
Single Family Home
900 CARVER ST, Winter Park, FL 32789
Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cab...
Listed by Farhad Haniff EXP REALTY LLC
$575,000
Single Family Home
7525 LODGE POLE TRL, Winter Park, FL 32792
Welcome to this fully renovated four-bedroom, two-bathroom pool home offering close to 2,000 square feet of beautifully ...
Listed by Amy Turner KELLER WILLIAMS WINTER PARK
$915,000
Townhouse
1927 S LAKEMONT AVE, Winter Park, FL 32792
Welcome to Lake Spier Crossing with NO CDD and low HOA fees, an exclusive boutique lakefront community built by Winter P...
Listed by Abby Green IAD REAL ESTATE
$925,000
Single Family Home
3006 NORTHWOOD BLVD, Winter Park, FL 32789
Reinvented from the ground up for modern living while honoring its 1953 mid-century modern roots, this 4-bedroom, 3-bath...
Listed by Daren Ellington ORLANDO HOMES GROUP LLC
$1,499,000
Single Family Home
641 NORTHWOOD CIRCLE, Winter Park, FL 32789
Virtually Staged. Now offered at $1,499,000. Attractive financing opportunities may be available to qualified buyers, in...
Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY
$836,000
Single Family Home
338 BLUE HERON DR, Winter Park, FL 32789
Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in th...
Listed by Samuel Kingsford STOCKWORTH REALTY GROUP
$799,000
Single Family Home
1927 ELAND AVE, Winter Park, FL 32789
*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale ...
Listed by Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO
$950,000
Townhouse
1256 S PENNSYLVANIA AVE #9, Winter Park, FL 32789
Positioned in Winter Park's Virginia Heights neighborhood, just moments from Park Avenue and Seven Oaks Park, this Medit...
Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY
$6,195,000
Single Family Home
698 N NEW YORK AVE, Winter Park, FL 32789
Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes th...
Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY
$1,895
Townhouse
7101 SWALLOW RUN, Winter Park, FL 32789
Great End Unit 3/2 Townhome, Open Floor Plan on first floor, high ceilings, large one car garage, View of pond and Conse...
Listed by Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
$2,400
Single Family Home
4870 SEMINOLE AVE, Winter Park, FL 32792
Location, location, location! Discover this beautiful, meticulously maintained home in a highly desirable Winter Park ne...
Listed by Tamara Mazo Ferro COLDWELL BANKER REALTY
$1,995
Single Family Home, Duplex
3217 ROYAL ST, Winter Park, FL 32792
Beautifully renovated 3-bedroom, 2-bathroom rental home located in Winter Park. This property features a spacious 2-car ...
Listed by Stephen Murphy DALTON WADE INC
$2,798
Single Family Home
5354 LANYARD CT, Winter Park, FL 32792
Welcome to 5354 Lanyard Court, a spacious Winter Park pool home offering approximately 2,300 square feet of flexible liv...
Listed by Johanna Chandler LPT REALTY, LLC
$675,000
Single Family Home
2260 COLDSTREAM DR, Winter Park, FL 32792
Virtually Staged. Zoned for Fantastic Winter Park Schools, this 4 bed, 2 bath recently renovated abode is waiting for yo...
Listed by Steven Ritz KELLER WILLIAMS WINTER PARK
$1,575
Condo
3651 N GOLDENROD RD #A103, Winter Park, FL 32792
2-bedroom, 2-bathroom first-floor unit with an open floor plan to the kitchen, living /dining area and breakfast bar. Th...
Listed by Youree Lundy KELLER WILLIAMS ADVANTAGE III
$1,000
Townhouse
7309 DANIEL WEBSTER DR #O4, Winter Park, FL 32792
Discover this charming 1-bedroom, 1-bath condo nestled in the desirable Colonies Condo community. Boasting 610 sq. ft. o...
Listed by Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT
$1,695
Condo
652 SAINT JOHNS CT #652, Winter Park, FL 32792
Prime Winter Park rental opportunity! Conveniently located near top universities, shopping centers, restaurants, and maj...
Listed by Marina Gamundi KELLER WILLIAMS ADVANTAGE III
$529,000
Single Family Home
2211 KING RICHARDS CT, Winter Park, FL 32792
Welcome to this beautifully updated 4-bedroom, 2-bath pool home located in the highly desirable Winter Woods community o...
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES
$999,500
Single Family Home
1220 HOWELL BRANCH RD, Winter Park, FL 32789
A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23...
Listed by Fook Snipper PARK PLACE REAL ESTATE
$269,900
Single Family Home, Duplex
3302 ROYAL ST, Winter Park, FL 32792
Come see this 3 bedroom 2 bath split plan home. All tile throughout home. Granite kitchen countertops. Eat in area in ki...
Listed by Robert Arnold, Jr SAND DOLLAR REALTY GROUP INC
$2,850
Single Family Home
7033 EASTER ST, Winter Park, FL 32792
This active, single-family rental listing at 7033 Easter St, Winter Park, FL 32792. This spacious residence features a 4...
Listed by Tab Bish LLC REAL BROKER, LLC
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