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$1,500
Condo
851 MILES AVE #8, Winter Park, FL 32789
UNBELIEVABLE PRICE DROP! This gorgeous 2 bedroom 1 bathroom condo is ready to go, and priced for you! This unit is a sec...
Listed by


$3,825,000
Single Family Home
1820 GLENCOE RD, Winter Park, FL 32789
Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home bui...
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$1,595,000
Single Family Home
1780 MIZELL AVE., Winter Park, FL 32789
Discover modern luxury living in this newly constructed, architect-designed residence by Gary Hancock, ideally located i...
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$515,000
Single Family Home
259 BLOSSOM LN, Winter Park, FL 32789
No HOA! Fully Renovated Home with Deeded Lake Access to Lake Killarney in Prime Winter Park Location! Welcome to this mo...
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$4,000
Single Family Home
236 RIPPLING LN, Winter Park, FL 32789
Completely rebuilt in 2019, this stunning Winter Park residence offers the perfect blend of modern design and refined co...
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$2,495,000
Single Family Home
2015 N PARK AVE, Winter Park, FL 32789
Boasting a prestigious Park Avenue address, this striking modern architectural residence perfectly balances bold design ...
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$3,395
Single Family Home
1835 EDWIN BLVD, Winter Park, FL 32789
Welcome to this charming bungalow located near the historic district of Winter Park, FL. This home boasts three spacious...
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$2,700
Single Family Home
313 GRANADA DR, Winter Park, FL 32789
Four bedroom, two bathroom, single family home with carport and outdoor laundry/utility/storage room. Located in the Fai...
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$2,700
Single Family Home
1622 ARBOR PARK DR, Winter Park, FL 32789
Offering a $500 move-in incentive if moved in by mid-November! Come view this 3 bed/1.5 bath home in Winter Park! With e...
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$2,150
Single Family Home
263 BLOSSOM LN, Winter Park, FL 32789
Located in the heart of Everything that Winter Park has to offer! Access highways with minutes . Short drive to Park Ave...
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$424,900
Single Family Home
1872 BISCAYNE DR, Winter Park, FL 32789
Don't miss this rare opportunity to own a professionally landscaped, beautifully maintained home in Winter Park, perfect...
Listed by


$3,100,000
Single Family Home
255 STIRLING AVE, Winter Park, FL 32789
Under contract-accepting backup offers. An incredible Winter Park Chain-of-Lakes opportunity on Lake Virginia with clear...
Listed by


$935,000
Single Family Home
2129 FOSGATE DRIVE, Winter Park, FL 32789
Under contract-accepting backup offers. Nestled on a quiet street in one of Winter Park's most desirable neighborhoods, ...
Listed by


$675,000
Single Family Home
2825 MULFORD AVE, Winter Park, FL 32789
Welcome to 2825 Mulford Avenue, 'Memorable Mulford,' a charming two-bedroom, two-bath bungalow ideally located in Winter...
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$1,800
Single Family Home
1107 S PENNSYLVANIA AVE, Winter Park, FL 32789
Charming and well-maintained duplex for rent in Winter Park's highly sought-after “College Quarter.” This 2-bedroom, 1-b...
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$598,400
Condo
640 PARK AVE N #26, Winter Park, FL 32789
A gem in the heart of the city -was completely renovated in 2024, downtown Winter Park -walk to restaurants and shoppi...
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$2,150
Single Family Home
2828 SALISBURY BLVD, Winter Park, FL 32789
This 3 bedroom, 2 bathroom home is located on a quiet street in Winter Park. Enjoy all Winter Park has, Park Avenue's sh...
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$4,850
Single Family Home
2031 TEMPLE DR, Winter Park, FL 32789
Discover Winter Park, a charming suburb that blends historic character with modern convenience, all just minutes from do...
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$2,150,000
Single Family Home
640 ARJAY WAY, Winter Park, FL 32789
To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique sho...
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$1,598,000
Single Family Home
340 ALBERTA DR, Winter Park, FL 32789
Welcome to 340 Alberta Drive, a beautifully maintained 4-bedroom, 4-bath residence with a new roof installed in 2020. Si...
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$784,000
Condo
1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789
In the heart of Winter Park's Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Medit...
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$1,475
Condo
2500 LEE RD #244, Winter Park, FL 32789
Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroo...
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$6,450
Townhouse
501 W CANTON AVE, Winter Park, FL 32789
Look no further, this luxury Modern Townhome offers premium location just minutes from Park Avenue, restaurants, shoppin...
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$2,850
Townhouse
1127 MINNESOTA AVE #3, Winter Park, FL 32789
Beautiful and very spacious 3BR/2.5BA with 2 car garage, large upstairs balcony, fenced patio, New wood flooring through...
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