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Single family home for sale at 1927 Eland Ave, Winter Park, FL 32789 | MLS# O6381009 | Listing updated on 2026-10-17
Photo 1 of Single family home for sale at 1927 Eland Ave, Winter Park, FL 32789 | MLS# O6381009 | Listing updated on 2026-10-17
Photo 2 of Single family home for sale at 1927 Eland Ave, Winter Park, FL 32789 | MLS# O6381009 | Listing updated on 2026-10-17
Photo 3 of Single family home for sale at 1927 Eland Ave, Winter Park, FL 32789 | MLS# O6381009 | Listing updated on 2026-10-17
Photo 4 of Single family home for sale at 1927 Eland Ave, Winter Park, FL 32789 | MLS# O6381009 | Listing updated on 2026-10-17
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$799,000

Monthly Est:$3,977

  • Beds Icon5 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,242sqft

1927 Eland Ave, Winter Park, FL 32789

$3,977/moEst:

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  • Single Family Residence

  • Built in 1957

  • $-- HOA

  • 8,518 sqft lot

  • $356/sq.ft

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.

  • Houzeo last checked: 0 minutes ago
  • Listing updated: October 17, 2026 at 3:33 am
  • Listing Provided by: Ryan Leitter (321) 684-9699 | CHARLES RUTENBERG REALTY ORLANDO (407) 622-2122
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6381009 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1957

  • HOA Fees

    -

  • Finished Area

    2,242 sqft

  • Lot Size

    8,518 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6381009

  • MLS Status

    Active

  • Days on Market

    265

  • Cumulative Days on Market

    247

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 3

  • Living Room

    Level: First

    Area: 192.00 Square Feet

    Dimensions: 12x16

  • Kitchen

    Level: First

    Area: 99.00 Square Feet

    Dimensions: 11x9

  • Dining Room

    Level: First

    Area: 361.00 Square Feet

    Dimensions: 19x19

  • Bathroom 1

    Level: First

    Area: 45.00 Square Feet

    Dimensions: 5x9

  • Primary Bathroom

    Level: First

    Area: 32.00 Square Feet

    Dimensions: 4x8

  • Primary Bedroom

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 10x12

  • Bedroom 2

    Level: First

    Area: 168.00 Square Feet

    Dimensions: 14x12

  • Bedroom 3

    Level: First

    Area: 120.00 Square Feet

    Dimensions: 10x12

  • Bedroom 4

    Level: First

    Area: 110.00 Square Feet

    Dimensions: 10x11

  • Bedroom 5

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Family Room

    Level: First

    Area: 154.00 Square Feet

    Dimensions: 14x11

  • Kitchen

    Level: First

    Area: 132.00 Square Feet

    Dimensions: 12x11

Interior

  • Flooring

    Tile, Wood

  • Cooling

    Central Air

  • Window Features

    Skylight(s)

  • Exterior Features

    Courtyard, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters

  • Sewer

    Septic Tank

  • Interior Features

    Ceiling Fans(s), Primary Bedroom Main Floor, Solid Wood Cabinets, Wet Bar

  • Heating

    Central

  • Appliances

    Electric Water Heater

Construction

  • Year Built

    Year Built: 1957

  • Home type

    Single Family Residence

  • Foundation Details

    Crawlspace

  • Construction Materials

    Block, Stucco, Frame

  • Roof

    Shingle

Utilities & Energy

  • Fireplace Features

    Living Room

  • Water Source

    Public

  • Laundry Features

    Inside, Laundry Room, Same Floor As Condo Unit

  • Utilities

    Electricity Connected

Other Features

  • Subdivision Name

    Lake Bell Terrace

Price History

DateEventPrice

09/30/2026

Source: mls_logoStellar MLS-FL #MFRO6381009

Price Decreased

$799,000 -2.56%

$356/sqft

06/15/2026

Source: mls_logoStellar MLS-FL #MFRO6381009

Price Decreased

$820,000 -0.61%

$366/sqft

04/24/2026

Source: mls_logoStellar MLS-FL #MFRO6381009

Price Decreased

$825,000 -2.94%

$368/sqft

02/11/2026

Source: mls_logoStellar MLS-FL #MFRO6381009

Listed for Sale

$850,000

$379/sqft

02/11/2026

Source: mls_logoStellar MLS-FL #MFRO6381009

Price Decreased

$850,000 -4.28%

$379/sqft

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Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 01:00AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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