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1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789

1927 Eland Ave Winter Park, FL 32789

$799,000

ACTIVE
Beds
5
Baths
3
Sqft
2,242
Acres
0.2
Year
1957
Days on Site
248 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$356
Date Listed
Feb 11, 2026

Description of 1927 Eland Ave, Winter Park, FL 32789

Listing details for 1927 Eland Ave, Winter Park, FL 32789 : 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.
Listing Updated : 10-16-2026 at 11:50 PM EDT
Listing Provided By

Ryan Leitter, 407-622-2122, CHARLES RUTENBERG REALTY ORLANDO

Source

Stellar MLS as distributed by MLS GRID, MLS#: MFRO6381009

Property History

DateEventPrice
9/30/2026
Price Change
$799,000 -2.6%
$356/sqft
Source:Stellar MLS #MFRO6381009
6/15/2026
Price Change
$820,000 -3.5%
$366/sqft
Source:Stellar MLS #MFRO6381009
2/11/2026
Listed for sale
$850,000 +580%
$379/sqft
Source:Stellar MLS #MFRO6381009
11/30/2012
Sold
$125,000 -30.9%
$56/sqft
Source:Stellar MLS #MFRO5023111
1/5/2011
Listed for sale
$181,000
$81/sqft
Source:Stellar MLS #MFRO5023111
Home Worth Check

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