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Property for sale at 1927 ELAND AVENUE, WINTER PARK, FL, 32789
Property for sale at 1927 ELAND AVENUE, WINTER PARK, FL, 32789
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1927 Eland AvenueWinter Park, FL, 32789

5beds
3baths
2,242sqft
Single Family Residence
Built in 1957
$799,000
For sale
$850,000−$51,000 (6%)
Price per sqft
$356
Days on market
239
Listed Feb 11, 2026
Last reduction
−$21,000
Sep 30, 2026
MLS #O6381009Updated Oct 3, 2026

About this property

*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental income potential. The main home offers three bedrooms and two bathrooms with real wood floors, Spanish Colonial architectural details, abundant natural light, and a functional open living layout. The primary bedroom and bathroom offer the opportunity to be expanded, allowing a future owner to customize and enhance the suite to their needs. Interior features include a wood beamed dining room, fireplace, and a built in bar with mini fridge, making this home ideal for entertaining and everyday living. Major updates include a 2015 roof, 2018 windows, and a 2022 HVAC system, providing added peace of mind for buyers seeking an updated home in Winter Park Florida. The detached in law suite cottage includes two bedrooms and one bathroom, along with a modern eat in kitchen featuring white cabinetry, butcher block countertops, and contemporary finishes. The guest house also offers its own laundry area and skylights that enhance the bright, open feel. A private brick paver patio creates a separate outdoor living space exclusively for the ADU. This ADU has the ability to be separately metered from the main house and can have its own independent address if desired. The main home’s outdoor living area includes an outdoor kitchen, brick paver patio, and a private backyard designed for relaxing and gatherings. Conveniently located near Lee Road, State Road 17-92, and Interstate 4, this property provides easy access to Winter Park, Maitland, College Park, and downtown Orlando. Buyers searching for a Winter Park home near Park Avenue, Rollins College, Winter Park Village, Trader Joe’s, SunRail, and the Winter Park Farmers Market will appreciate the central location and walkable lifestyle. This is a rare opportunity to own a versatile single family home with an in law suite ADU in one of the most desirable neighborhoods in Winter Park FL.

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Property details

Property type
Single Family Residence
Street address
1927 Eland Avenue
City
Winter Park
State
FL
ZIP code
32789
Year built
1957
New construction
No
Faces
South
Rooms
12
Building stories
1
Living area
2,242 sqft
Total building area
2,899 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 4:01 AM EDT

Price & sale history

Asking price reduced by $51,000 (6%) since first listed.

EventPrice
Price reducedMLS #O6381009$799,000Change: −2.6%−$21,000
Price reducedMLS #O6381009$820,000Change: −3.5%−$30,000
Listed for saleMLS #O6381009$850,000
SoldMLS #O5023111$125,000
History may be incomplete.
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Property for sale at 1927 ELAND AVENUE, WINTER PARK, FL, 32789
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