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1434 Winston Road, 
Maitland, FL 32751

$579,000


4

Beds


2

Baths


2,312

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Abby Greenberg

Jesse Rottinghaus

Compass Florida LLC.

Last updated:

September 9, 2025, 07:45 AM

MLS#

O6337790

Source:

MFRMLS

About This Home

1434 Winston Road

Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living.
Brought to you by The A List

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1971

Price Summary

579,000

$250 per Sq. Ft.

MLS #:

O6337790

Last Updated:

September 9, 2025, 07:45 AM

Added:

21 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,312 Sq. Ft.


Structure

Structure

Architectural Style:

Mid-Century Modern, Ranch

Building Area:

2,948 Sq. Ft.

Year Built:

1971


Lot

Lot Size (Sq. Ft):

11,200


Finances & Disclosures

Finances

Price:

$579,000

Price per Sq. Ft:

$250 per Sq. Ft.

MLS Logo
The information being provided by My Florida Regional MLS DBA Stellar MLS. is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS.. Compass Florida LLC. is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Compass Florida LLC., a broker participant of My Florida Regional MLS DBA Stellar MLS.. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by My Florida Regional MLS DBA Stellar MLS. and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Properties in listings may have been sold or may no longer be available. Copyright 2025 My Florida Regional MLS DBA Stellar MLS.. All rights reserved.

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