$410,000
$29K PRICE DROP
- 3 Beds
- 2 Baths
- 1,494 Sq Ft
1955 Eland Ave, Winter Park, FL 32789
Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY
28,231
Winter Park, FL Homes
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1955 Eland Ave, Winter Park, FL 32789
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 805 Sq Ft
- Townhouse for Rent
1618 Indiana Ave, Winter Park, FL 32789
1618 Indiana Ave, Winter Park, FL 32789Minimum Deposit $1800. Rent $1800. Water and Lawncare Included in rent price!Set on a friendly street in the heart of Winter Park, this freshly remodeled duplex delivers easy, low-maintenance living in one of Central Florida's most sought-after zip codes. Inside, 805 square feet of thoughtfully refreshed space welcomes you with brand-new appliances, a crisp new A/C system, and a casual
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$220,000
Sold Jan 30, 2026700 Melrose Ave Unit J23, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 772 Sq Ft
- Built 1964
Last Sold Summary
- 6% Below List Price
- $285/SF
- 107 Days On Market
Current Estimated Value $216,749
Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
700 Melrose Ave Unit J23, Winter Park, FL 32789 -
Not Listed For Sale255 Sandlewood Trail, Winter Park, FL 32789
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
- Built 1984
Last Sold Summary
- 24 Days On Market
Last Listing Agent Freddie Crespo INVESTOR'S REAL ESTATE LLC
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$1,350,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
1881 Lake Spier Dr, Winter Park, FL 32789
1881 Lake Spier Dr, Winter Park, FL 32789Rafael Zenke Pinhao NOVA REAL ESTATE SERVICES INC
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$1,150 Per Month
- 1 Bed
- 1 Bath
- 590 Sq Ft
- Townhouse for Rent
7309 Daniel Webster Dr Unit 4, Winter Park, FL 32792
7309 Daniel Webster Dr Unit 4, Winter Park, FL 32792Discover this charming 1-bedroom, 1-bath condo nestled in the desirable Colonies Condo community. Boasting 610 sq. ft. of thoughtfully designed living space, this unit is perfect for young professionals, students, or anyone seeking affordable comfort in a prime location. The apartment features durable vinyl flooring throughout, eliminating worries about carpet maintenance, and a fully equipped
Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT
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$1,900,000
Sold Jun 03, 20261760 Alabama Dr, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 2,841 Sq Ft
- Built 1971
Last Sold Summary
- 24% Below List Price
- $669/SF
- 75 Days On Market
Current Estimated Value $1,884,993
Last Listing Agent Brian Ruth DAILLAND REAL ESTATE
1760 Alabama Dr, Winter Park, FL 32789 -
Est $844,962
Not Listed For Sale1919 S Lakemont Ave, Winter Park, FL 32792
- 3 Beds
- 3.5 Baths
- 2,085 Sq Ft
- Built 2024
Last Sold Summary
- 282 Days On Market
Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK
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$182,500
$27K PRICE DROP- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
3370 Cedar Springs Place Unit 156, Winter Park, FL 32792Qing Lin SPRINGHILL PROPERTIES LLC
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$1,979 Per Month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
3036 Patel Dr, Winter Park, FL 32792
3036 Patel Dr, Winter Park, FL 32792Available Now!Welcome home to this inviting 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac. The open-concept kitchen and living area create a bright, spacious feel, while the easy-to-maintain tile flooring makes everyday living simple. Step outside to a huge screened patio, the perfect place to relax or entertain.Additional features include:• Attached one-car
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$793,500
Sold Aug 14, 2026729 Monmouth Way, Winter Park, FL 32792
- 4 Beds
- 3 Baths
- 2,332 Sq Ft
- Built 1970
Last Sold Summary
- 1% Below List Price
- $340/SF
- 4 Days On Market
Current Estimated Value $631,279
Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK
729 Monmouth Way, Winter Park, FL 32792 -
Not Listed For Sale
700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- Built 1964
Last Sold Summary
- 303 Days On Market
Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
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$2,800,000
- 3 Beds
- 3.5 Baths
- 3,286 Sq Ft
660 W Morse Blvd, Winter Park, FL 32789
660 W Morse Blvd, Winter Park, FL 32789Jennifer Sloan COMPASS FLORIDA LLC
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 737 Sq Ft
- Townhouse for Rent
1107 S Pennsylvania Ave, Winter Park, FL 32789
1107 S Pennsylvania Ave, Winter Park, FL 32789Charming and well-maintained duplex for rent in Winter Park’s highly sought-after “College Quarter.” This 2-bedroom, 1-bath home features a spacious laundry room with washer and dryer included, and is filled with natural light thanks to energy-efficient double-pane windows. Located on a beautiful tree-lined brick street surrounded by luxury townhomes and lakefront estates, the property is just a
Simone Pinto de Almeida Santos NOVA REAL ESTATE SERVICES INC
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$735,000
Sold May 19, 2026675 Overspin Dr, Winter Park, FL 32789
- 4 Beds
- 3.5 Baths
- 3,062 Sq Ft
- Built 2010
Last Sold Summary
- 8% Below List Price
- $240/SF
- 58 Days On Market
Current Estimated Value $757,455
Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC
675 Overspin Dr, Winter Park, FL 32789 -
Est $194,027
Not Listed For Sale3251 Forest Oaks Ct Unit 115, Winter Park, FL 32792
- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
- Built 1983
Last Sold Summary
- 13 Days On Market
Last Listing Agent Kamlesh Patel BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
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$550,000
$101K PRICE DROP- 5 Beds
- 4 Baths
- 1,974 Sq Ft
5427 Peaco Place, Winter Park, FL 32792
5427 Peaco Place, Winter Park, FL 32792Moe Mossa SAVVY AVENUE, LLC
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$2,299 Per Month
- 3 Beds
- 2.5 Baths
- 1,628 Sq Ft
- Townhouse for Rent
2632 Galliano Cir, Winter Park, FL 32792
2632 Galliano Cir, Winter Park, FL 32792JUST REDUCED!!!!Welcome home to this beautiful 3-bedroom, 2.5-bath end-unit townhome with a one-car garage, located in the highly desirable gated community of Vistas at Lake Howell in Winter Park. This rare rental opportunity offers a spacious and inviting floor plan with a large living room featuring laminate flooring and a built-in entertainment center. The fully equipped kitchen
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$290,000
Sold Sep 22, 20257102 Easter St, Winter Park, FL 32792
- 3 Beds
- 1 Bath
- 1,114 Sq Ft
- Built 1956
Last Sold Summary
- 3% Below List Price
- $260/SF
- 67 Days On Market
Current Estimated Value $301,089
Last Listing Agent Mayken Giraldo THE C SMITH REAL ESTATE GROUP LLC
7102 Easter St, Winter Park, FL 32792 -
Est $941,085
Not Listed For Sale1484 Via Sangro Place, Winter Park, FL 32792
- 4 Beds
- 3 Baths
- 3,063 Sq Ft
- Built 2015
Last Sold Summary
- 5 Days On Market
Last Listing Agent Nohora Gomez COLDWELL BANKER REALTY
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$860,000
- 5 Beds
- 3.5 Baths
- 3,284 Sq Ft
120 Longbranch Rd, Winter Park, FL 32792
120 Longbranch Rd, Winter Park, FL 32792Karen Albright OPENDOOR BROKERAGE LLC
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$4,200 Per Month
- 3 Beds
- 2 Baths
- 2,015 Sq Ft
- House for Rent
1741 Mizell Ave, Winter Park, FL 32789
1741 Mizell Ave, Winter Park, FL 32789Discover refined living in the heart of Winter Park, where timeless luxury meets an unmatched lifestyle. This beautifully designed single-story residence offers three spacious bedrooms, a private office, two elegantly appointed baths and over 2,000 square feet of living space complete with a two-car garage. Thoughtfully curated with sleek tile flooring throughout and no carpeting, the home exudes
Farah Novin PREMIER SOTHEBY'S INTL. REALTY
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$425,000
Sold Jun 30, 20262142 Blossom Ln, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,363 Sq Ft
- Built 1957
Last Sold Summary
- 6% Above List Price
- $312/SF
- 7 Days On Market
Current Estimated Value $402,527
Last Listing Agent Billy Wygle THE WILKINS WAY LLC
2142 Blossom Ln, Winter Park, FL 32789 -
Est $833,923
Not Listed For Sale1776 Mondrian Cir, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 2,193 Sq Ft
- Built 2022
Last Sold Summary
- 88 Days On Market
Last Listing Agent Brian Teach COLDWELL BANKER REALTY
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$2,569,999
New Construction- 5 Beds
- 4.5 Baths
- 3,670 Sq Ft
1754 Taylor Ave, Winter Park, FL 32789
1754 Taylor Ave, Winter Park, FL 32789Christopher Christensen ONE LUXURY INTERNATIONAL LLC
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$2,200 Per Month
- 2 Beds
- 2 Baths
- 1,095 Sq Ft
- House for Rent
401 Balfour Dr, Winter Park, FL 32792
401 Balfour Dr, Winter Park, FL 32792Enjoy refreshed living in Winter Park! This updated duplex residence features all-new flooring, fresh paint, and a newly landscaped yard, creating an inviting place to call home. Conveniently located near Winter Park’s shopping, dining, parks, and entertainment, with access to top-rated schools, 401 Balfour Drive puts you close to everything the area has to offer. Available for lease—schedule
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$567,500
Sold Dec 09, 20251010 Aragon Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
- Built 1949
Last Sold Summary
- 1% Below List Price
- $391/SF
- 2 Days On Market
Current Estimated Value $582,502
Last Listing Agent Devin Loh COLDWELL BANKER REALTY
1010 Aragon Ave, Winter Park, FL 32789 -
Not Listed For Sale
663 Trinidad Ct Unit S, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1981
Last Sold Summary
- 164 Days On Market
Last Listing Agent Ivan Tobon OUTLET REALTY
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$689,900
- 4 Beds
- 3 Baths
- 2,067 Sq Ft
943 Fairway Dr, Winter Park, FL 32792
943 Fairway Dr, Winter Park, FL 32792Amy Turner KELLER WILLIAMS WINTER PARK
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$1,495 Per Month
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Townhouse for Rent
1434 Minnesota Ave, Winter Park, FL 32789
1434 Minnesota Ave, Winter Park, FL 32789Renovated two bedroom and one bath Midcentury Modern unit with a garage and laundry room located in the heart of Winter Park's industrial district.
Ruth Harris COLDWELL BANKER REALTY
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$2,078,500
Sold Dec 11, 2025715 Via Bella, Winter Park, FL 32789
- 5 Beds
- 4 Baths
- 4,328 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $480/SF
- 70 Days On Market
Current Estimated Value $2,222,763
Last Listing Agent Adam Roark COMPASS FLORIDA LLC
715 Via Bella, Winter Park, FL 32789 -
Est $176,057
Not Listed For Sale3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
- Built 1984
Last Sold Summary
- 53 Days On Market
Last Listing Agent Ali Khaku, MBA DALTON WADE INC
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$370,000
$10K PRICE DROP Under Contract- 4 Beds
- 2 Baths
- 1,444 Sq Ft
4965 N Orange Ave, Winter Park, FL 32792
4965 N Orange Ave, Winter Park, FL 32792Allison Day RE/MAX TOWN & COUNTRY REALTY
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$4,295 Per Month
- 4 Beds
- 3 Baths
- 2,134 Sq Ft
- 4/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)
1625 Tioga Trail, Winter Park, FL 32789
1625 Tioga Trail, Winter Park, FL 32789A RARE FIND IN WINTER PARK!! 4 BEDROOMS, 3 BATHROOMS, POOL, AND FENCED BACKYARD.Welcome home to this beautifully updated 4-bedroom, 3-bath pool home nestled on a quiet cul-de-sac in Winter Park Hills. Surrounded by million-dollar homes and zoned for excellent Winter Park schools (Dommerich Elementary, Maitland Middle and Winter Park High), this exceptional rental offers the perfect
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$250,000
Sold Mar 11, 20262009 Cornell Ave, Winter Park, FL 32789
- 2 Beds
- 1 Bath
- 762 Sq Ft
- Built 1940
Last Sold Summary
- 7% Below List Price
- $328/SF
- 95 Days On Market
Current Estimated Value $271,601
Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC
2009 Cornell Ave, Winter Park, FL 32789 -
Est $1,211,655
Not Listed For Sale2726 Lake Howell Ln, Winter Park, FL 32792
- 3 Beds
- Built 1960
Last Sold Summary
- 49 Days On Market
Last Listing Agent Julie Sidorevskaya JULIES REALTY, LLC
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$860,000
$100K PRICE DROP- 4 Beds
- 2 Baths
- 3,950 Sq Ft
1521 Heron Wood Place, Winter Park, FL 32792
1521 Heron Wood Place, Winter Park, FL 32792Ronald Trotter RE/MAX INNOVATION
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$4,820 Per Month
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
- House for Rent
2341 Devon Ct, Winter Park, FL 32789
2341 Devon Ct, Winter Park, FL 32789Welcome to your private Winter Park retreat! This beautifully updated home offers comfort, charm, and plenty of space to settle in and enjoy. Inside, you’ll find a bright and inviting layout with stylish finishes, cozy living spaces, a well-equipped kitchen, comfortable bedrooms, and thoughtful touches throughout.The backyard is a true highlight — spacious, private, and perfect for
Gabriel Cancel Rivera EXIT REALTY PREMIER LEGACY
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$375,000
Sold Mar 06, 20261007 Early Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,721 Sq Ft
- Built 1956
Last Sold Summary
- 12% Below List Price
- $218/SF
- 101 Days On Market
Current Estimated Value $385,682
Last Listing Agent Eric Gross EXP REALTY LLC
1007 Early Ave, Winter Park, FL 32789 -
Est $296,148
Not Listed For Sale5879 Marble Ct, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,041 Sq Ft
- Built 1988
Last Sold Summary
- 6 Days On Market
Last Listing Agent Deanna Armel ARMEL REAL ESTATE INC
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