1927 ELAND AVENUE, Winter Park, FL 32789

• 5 beds |
• 3 baths |
• 2,242 sqft

Property Description

*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.

Listing Status:

Active

Date Added:

February 11, 2026

Data Last Updated:

February 28, 2026 at 1:23AM

Listing Office:

CHARLES RUTENBERG REALTY ORLANDO : 407-622-2122

Listing Agent:

Ryan Leitter : 321-684-9699

MLS ID:

O6381009

Interior

• General: Ceiling Fans(s)Primary Bedroom Main FloorSolid Wood CabinetsWet Bar
• Appliances: Electric Water Heater
• Laundry: InsideLaundry RoomSame Floor As Condo Unit
• Flooring: TileWood
• A/C: Central Air
• Heating: Central
• Fireplace: Living RoomFireplace

Exterior

• General: CourtyardOutdoor GrillOutdoor KitchenPrivate YardRain Gutters

Construction

• Roofing: Shingle
• Windows: Skylight(s)
• General: BlockStuccoFrameOneCrawlspace

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1ALAKE BELL TERRACE V/13 LOT 4 BLK D & SEE01-22-29-4332-01-181 FOR 1/43 INT IN LOT 18 BLK A PER ORB 294/7401-22-29-4332-04-040

Utilities

• Utilities: Electricity Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple