$650,000
$49K PRICE DROP
Under Contract
- 3 Beds
- 2 Baths
- 1,467 Sq Ft
1009 Lake Bell Dr, Winter Park, FL 32789
Padgett McCormick KELLY PRICE & COMPANY LLC
11,861
Homes in ZIP Code 32789
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1009 Lake Bell Dr, Winter Park, FL 32789
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$9,500 Per Month
- 3 Beds
- 3.5 Baths
- 2,714 Sq Ft
- Condo for Rent
660 Osceola Ave, Winter Park, FL 32789
660 Osceola Ave, Winter Park, FL 32789Experience the best of Winter Park waterfront living in this beautifully updated ground-floor residence at Perle du Lac, ideally located just a short stroll from the boutiques, restaurants, and cafés of Park Avenue. Even more rare, this exceptional residence includes a private covered boat slip on the pristine waters of Lake Virginia, offering direct access to the renowned Winter Park Chain of
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$417,100
Sold Nov 24, 2025690 Osceola Ave Unit 502, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1969
Last Sold Summary
- 26% Below List Price
- $298/SF
- 196 Days On Market
Current Estimated Value $416,543
Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO
690 Osceola Ave Unit 502, 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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$2,195,000
Open Sat 2PM - 4PM- 4 Beds
- 4.5 Baths
- 2,850 Sq Ft
1271 Palmer Ave, Winter Park, FL 32789
1271 Palmer Ave, Winter Park, FL 32789JR Keelin KELLY PRICE & COMPANY 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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$1,200,000
Sold Mar 20, 2026950 Aragon Ave, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 2,592 Sq Ft
- Built 2020
Last Sold Summary
- $463/SF
- 5 Days On Market
Current Estimated Value $1,186,434
Last Listing Agent Brandon Geers COMPASS FLORIDA LLC
950 Aragon Ave, Winter Park, FL 32789 -
Est $835,485
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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$660,000
- 3 Beds
- 3 Baths
- 1,690 Sq Ft
1256 Melissa Ct, Winter Park, FL 32789
1256 Melissa Ct, Winter Park, FL 32789Wesley Morales KELLER WILLIAMS REALTY AT THE PARKS
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$3,600 Per Month
- 3 Beds
- 2 Baths
- 1,406 Sq Ft
- House for Rent
2252 Howard Dr, Winter Park, FL 32789
2252 Howard Dr, Winter Park, FL 32789SOLAR POWERED ... RENOVATED...WINTER PARK GEM! This lovely home features 3 bedrooms, 2 baths, stylish upgraded open concept kitchen, stainless steel appliance package, luxury vinyl plank floors and OH SO MUCH MORE! Private fenced back yard with deck, paver stone patios and entrance, 2 gated carports which can be used however you choose. And best of all Flat Fee Power $150 per month. Lawncare
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$168,500
Sold Jul 02, 20261500 Gay Rd Unit 5, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 732 Sq Ft
- Built 1972
Last Sold Summary
- 14% Below List Price
- $230/SF
- 97 Days On Market
Last Listing Agent Jacob Hara TRANSCEND REALTY
1500 Gay Rd Unit 5, Winter Park, FL 32789 -
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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$649,000
$20K PRICE DROP Under Contract- 2 Beds
- 1.5 Baths
- 1,107 Sq Ft
1409 Sunset Dr, Winter Park, FL 32789
1409 Sunset Dr, Winter Park, FL 32789TJ Tuzzeo KONA REALTY SERVICES LLC
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$3,500 Per Month
- 3 Beds
- 3 Baths
- 1,715 Sq Ft
- House for Rent
1667 Mizell Ave, Winter Park, FL 32789
1667 Mizell Ave, Winter Park, FL 32789Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and style. As you step inside, you'll immediately be captivated by the character and warmth this home exudes. The spacious living areas boast detailed archways, adding a touch of elegance and sophistication to the ambiance. Natural light floods the rooms, creating an inviting atmosphere
Justin V LaManna HOMEVEST REALTY
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$625,090
Sold Jun 03, 20262713 Eastern Pkwy, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,304 Sq Ft
- Built 1988
Last Sold Summary
- 7% Below List Price
- $479/SF
- 12 Days On Market
Current Estimated Value $647,558
Last Listing Agent Helen Thompson RE/MAX SELECT GROUP
2713 Eastern Pkwy, Winter Park, FL 32789 -
Est $867,968
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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$629,900
$195K PRICE DROP- 5 Beds
- 3 Baths
- 2,472 Sq Ft
2612 Roxbury Rd, Winter Park, FL 32789
2612 Roxbury Rd, Winter Park, FL 32789Laura Mcadams EXP REALTY LLC
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$2,750 Per Month
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- House for Rent
2401 Albert Lee Pkwy, Winter Park, FL 32789
2401 Albert Lee Pkwy, Winter Park, FL 32789Gorgeous DIRECT LAKEFRONT 3/2 Mid-century Modern Style Home with a Covered Patio and a Large Backyard in the Desirable Albert Lee Ridge Community - Winter Park! Available Now!Nestled in Lake Wilderness is a hidden gem, with homes only lining one side of the lake offering picturesque sunsets and views. This gorgeous home welcomes you into a bright and airy living space with a floor plan
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$637,500
Sold Jan 16, 2026595 Huntington Ave Unit 4, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,951 Sq Ft
- Built 1987
Last Sold Summary
- 6% Below List Price
- $327/SF
- 149 Days On Market
Current Estimated Value $648,369
Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY
595 Huntington Ave Unit 4, Winter Park, FL 32789 -
Est $812,149
Not Listed For Sale1421 Wooddale Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,628 Sq Ft
- Built 1950
Last Sold Summary
- 45 Days On Market
Last Listing Agent Rafael Casallas, Pa EMPIRE NETWORK REALTY
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$375,000
$25K PRICE DROP Under Contract- 2 Beds
- 1 Bath
- 913 Sq Ft
2482 Roxbury Rd, Winter Park, FL 32789
2482 Roxbury Rd, Winter Park, FL 32789Gary Cohl COLDWELL BANKER REALTY
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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
-
$1,250,000
Sold Dec 29, 2025359 Beloit Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 2,395 Sq Ft
- Built 1979
Last Sold Summary
- $522/SF
- 0 Days On Market
Current Estimated Value $1,305,474
Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES
359 Beloit Ave, Winter Park, FL 32789 -
Est $829,144
Not Listed For Sale1905 S Lakemont Ave, Winter Park, FL 32792
- 3 Beds
- 3.5 Baths
- 2,066 Sq Ft
- Built 2024
Last Sold Summary
- 251 Days On Market
Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK
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$649,000
Under Contract- 3 Beds
- 1 Bath
- 1,101 Sq Ft
1037 N Virginia Ave, Winter Park, FL 32789
1037 N Virginia Ave, Winter Park, FL 32789Lisa Gould KELLER WILLIAMS WINTER PARK
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$1,900 Per Month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
151 N Orlando Ave, Winter Park, FL 32789
151 N Orlando Ave, Winter Park, FL 32789Discover this affordable and well-located 3-bedroom, 2-bathroom home in the desirable Winter Park area, perfect for those seeking comfort, convenience, and long-term stability.This property offers a functional layout with comfortable living spaces, ideal for families or individuals looking for a practical and welcoming place to call home.
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$775,000
Sold May 22, 2026521 Fairfax Ave, Winter Park, FL 32789
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
- Built 1955
Last Sold Summary
- 2% Below List Price
- $367/SF
- 2 Days On Market
Current Estimated Value $775,190
Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
521 Fairfax Ave, Winter Park, FL 32789 -
Est $401,884
Not Listed For Sale620 Killarney Bay Ct Unit 2, Winter Park, FL 32789
- 2 Beds
- 2.5 Baths
- 1,214 Sq Ft
- Built 1986
Last Sold Summary
- 188 Days On Market
Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES
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$242,400
$18K PRICE DROP Pending- 2 Beds
- 2 Baths
- 956 Sq Ft
2500 Lee Rd Unit 104, Winter Park, FL 32789
2500 Lee Rd Unit 104, Winter Park, FL 32789Stephen Hachey FLAT FEE MLS REALTY
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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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$1,199,000
Sold Jun 09, 20261807 Magnolia Ave, Winter Park, FL 32789
- 5 Beds
- 3 Baths
- 2,618 Sq Ft
- Built 2026
Last Sold Summary
- $458/SF
- 9 Days On Market
Current Estimated Value $1,172,211
Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC
1807 Magnolia Ave, Winter Park, FL 32789 -
Est $550,254
Not Listed For Sale875 Miles Ave Unit 4, Winter Park, FL 32789
- 18 Beds
- 18 Baths
- 1,852 Sq Ft
- Built 2005
Last Sold Summary
- 123 Days On Market
Last Listing Agent Moshe Sheffi HPL REALTY INVESTMENTS
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$410,000
$29K PRICE DROP- 3 Beds
- 2 Baths
- 1,494 Sq Ft
1955 Eland Ave, Winter Park, FL 32789
1955 Eland Ave, Winter Park, FL 32789Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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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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$1,095,000
Sold Dec 01, 20251450 Chestnut Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,942 Sq Ft
- Built 2009
Last Sold Summary
- 16% Below List Price
- $564/SF
- 49 Days On Market
Current Estimated Value $1,136,346
Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC
1450 Chestnut Ave, Winter Park, FL 32789 -
Est $1,223,234
Not Listed For Sale3629 Midiron Dr, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 3,252 Sq Ft
- Built 2024
Last Sold Summary
- 13 Days On Market
Last Listing Agent Amanda Wood RE/MAX EXCLUSIVE COLLECTION
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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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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit E115, Winter Park, FL 32789
1695 Lee Rd Unit E115, Winter Park, FL 32789Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the
Yigit Orer EMPIRE NETWORK REALTY
-
$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 $221,664
Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
700 Melrose Ave Unit J23, Winter Park, FL 32789 -
Est $371,775
Not Listed For Sale230 Killarney Bay Ct Unit 3, Winter Park, FL 32789
- 2 Beds
- 2.5 Baths
- 1,536 Sq Ft
- Built 1986
Last Sold Summary
- 53 Days On Market
Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP
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