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A rare single family home with a HUGE guest house, 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. 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. 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. 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.
Property Details
Price: $799,000
Sq Ft: 2,242
($356 per
sqft)
Bedrooms: 5
Bathrooms: 3
City: Winter Park
County: Orange
Type: Single Family
Development: Lake Bell Terrace
Acres: 0.2000
Virtual Tour/Floorplan:
View
Year Built: 1957
Listing Number: O6381009
Status Code: A-Active
Taxes: $3,189.77
Tax Year: 2024
Garage:
2
/
Y
Furnishings: Negotiable
Interior Features:
Ceiling Fans(s)
Primary Bedroom Main Floor
Solid Wood Cabinets
Wet Bar
Financial Information:
Taxes: $3,189.77
Tax Year: 2024
Exterior Features:
Courtyard
Outdoor Grill
Outdoor Kitchen
Private Yard
Rain Gutters
Equipment:
Electric Water Heater
School Information:
Elementary School: Hungerford Elem
Middle School: College Park Middle
Junior High: College Park Middle
High School: Edgewater High
Additional Information:
MLS Area: 32789 - Winter Park
Total Square Footage: 2,899
Price per Square Feet: $356.38
Total Floors: 1
Water: Public
Construction: Block, Stucco, Frame
Date Listed: 2026-02-11 00:00:00
Furnished: Negotiable
Windows: Skylight(S)
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Tile, Wood
Roof: Shingle
Heating: Central
Cooling: Central Air
Fireplace: Y
Laundry: Inside, Laundry Room, Same Floor As Condo Unit
Sewer: Septic Tank
Parcel ID: 01-22-29-4332-0
Map of 1927 Eland Avenue, Winter Park, FL 32789
Listing Courtesy Of: Charles Rutenberg Realty Orlando
ryan@ryansellsorlando.com