About This Home

This 5-bedroom, 3-bathroom single family at 1927 ELAND Avenue in Winter Park, FL is listed for $799,000 ($356 per sqft). Built in 1957, the home offers 2,242 sqft of living space on a 0.20 acres lot.

Key Features

  • Built in 1957
  • 0.20 acre lot
  • Fireplace

Property Details

1 story
3 full
2-car garage
1957

Amenities

FireplaceA/C
Listing Description

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.

Monthly Cost Estimate

$4,273/mo

20% down · 6.5% · 30 years

Principal$578
Interest$3,462
Insurance$233

Estimates only. Actual payments may vary.

Location

1927 ELAND Avenue

Winter Park, FL 32789

LAKE BELL TERRACE

Features & Amenities

Interior Features

Ceiling Fans(s)Primary Bedroom Main FloorSolid Wood CabinetsWet Bar

Exterior Features

CourtyardOutdoor GrillOutdoor KitchenPrivate YardRain Gutters

Property Details

Flooring

WoodTile

Construction

Block Stucco Frame

Heating

Central

Cooling

Central Air

Appliances

Electric Water Heater

Questions & Answers

This 5-bedroom, 3-bathroom single family at 1927 ELAND Avenue is listed at $799,000 ($356/sqft). The estimated monthly payment is $4,273 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1957, 0.20 acre lot, Fireplace. Interior Features: Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets. Exterior Features: Courtyard, Outdoor Grill, Outdoor Kitchen.

This property is listed by Ryan Leitter.

RL

Ryan Leitter

Agent at Charles Rutenberg Realty Orlando LLC

Listed by Charles Rutenberg Realty Orlando LLC · Broker phone: (407) 622-2122 · View on Broker Site · Broker website

MLS# O6381009· Source: Stellar MLS· 262 days on PropertySimple

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1927 ELAND Avenue, Winter Park, FL 32789

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