1434 Winston Road, MAITLAND, FL 32751
Local realty services provided by:Better Homes and Gardens Real Estate Lifestyles Realty



Listed by:abby greenberg
Office:compass florida llc.
MLS#:O6337790
Source:MFRMLS
Price summary
- Price:$579,000
- Price per sq. ft.:$196.4
About this home
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.
<iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>
Contact an agent
Home facts
- Year built:1971
- Listing Id #:O6337790
- Added:1 day(s) ago
- Updated:August 22, 2025 at 08:40 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:2
- Full bathrooms:2
- Living area:2,312 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1971
- Building area:2,312 sq. ft.
- Lot area:0.26 Acres
Schools
- High school:Lake Howell High
- Middle school:South Seminole Middle
- Elementary school:English Estates Elementary
Utilities
- Water:Public
- Sewer:Public, Septic Tank
Finances and disclosures
- Price:$579,000
- Price per sq. ft.:$196.4
- Tax amount:$5,963 (2024)
New listings near 1434 Winston Road
- Open Sun, 2 to 4pmNew$719,000Active4 beds 2 baths2,136 sq. ft.
814 N Thistle Lane, MAITLAND, FL 32751
MLS# O6338101Listed by: PREMIER SOTHEBY'S INTL. REALTY - New$950,000Active4 beds 4 baths3,451 sq. ft.
1416 Caring Court, MAITLAND, FL 32751
MLS# O6334089Listed by: PALMANO GROUP RE BROKERAGE LLC - Open Sat, 1 to 3pmNew$525,000Active3 beds 2 baths1,787 sq. ft.
170 E Faith Terrace, MAITLAND, FL 32751
MLS# O6338131Listed by: FANNIE HILLMAN & ASSOCIATES - New$3,595,000Active5 beds 5 baths4,819 sq. ft.
350 Northwind Road, MAITLAND, FL 32751
MLS# O6336954Listed by: PREMIER SOTHEBY'S INTL. REALTY - New$700,000Active4 beds 4 baths2,807 sq. ft.
1501 Oranole Road, Maitland, FL 32751
MLS# 1055171Listed by: LEGACY REAL ESTATE PARTNERS - New$529,000Active3 beds 2 baths2,004 sq. ft.
2636 Queen Mary Place, MAITLAND, FL 32751
MLS# O6337946Listed by: KELLER WILLIAMS WINTER PARK - New$920,000Active4 beds 3 baths2,732 sq. ft.
939 Versailles Circle, MAITLAND, FL 32751
MLS# O6336479Listed by: REDFIN CORPORATION - New$145,000Active3 beds 2 baths1,428 sq. ft.
448 Banyon Tree Circle #206, MAITLAND, FL 32751
MLS# O6337500Listed by: MIAMI TANGO INVESTMENTS REALTY - Open Sat, 12:01 to 3pmNew$889,000Active4 beds 3 baths3,000 sq. ft.
2514 Tuscarora Trail, MAITLAND, FL 32751
MLS# O6335334Listed by: EXP REALTY LLC