1434 Winston Rd Maitland, FL 32751
Estimated payment $3,579/month
Highlights
- Screened Pool
- View of Trees or Woods
- Vaulted Ceiling
- Lake Howell High School Rated A-
- Midcentury Modern Architecture
- Bamboo Flooring
About This Home
Under contract-accepting backup offers. 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
Listing Agent
COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #3483796 Listed on: 08/21/2025

Co-Listing Agent
COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #3024389
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,963
Year Built
- Built in 1971
Lot Details
- 0.26 Acre Lot
- Near Conservation Area
- West Facing Home
- Irrigation Equipment
- Property is zoned R-1A
Parking
- 2 Car Attached Garage
Home Design
- Midcentury Modern Architecture
- Slab Foundation
- Shingle Roof
- Block Exterior
- Stucco
Interior Spaces
- 2,312 Sq Ft Home
- 1-Story Property
- Vaulted Ceiling
- Ceiling Fan
- Double Pane Windows
- Sliding Doors
- Family Room
- Combination Dining and Living Room
- Views of Woods
- Laundry in unit
Kitchen
- Range
- Microwave
- Dishwasher
- Stone Countertops
Flooring
- Bamboo
- Carpet
- Ceramic Tile
- Luxury Vinyl Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Split Bedroom Floorplan
- 2 Full Bathrooms
Pool
- Screened Pool
- In Ground Pool
- Fence Around Pool
Outdoor Features
- Enclosed Patio or Porch
- Rain Gutters
Schools
- English Estates Elementary School
- South Seminole Middle School
- Lake Howell High School
Utilities
- Central Heating and Cooling System
- Underground Utilities
- High Speed Internet
Community Details
- No Home Owners Association
- English Estates Unit 3 Subdivision
- Greenbelt
Listing and Financial Details
- Visit Down Payment Resource Website
- Legal Lot and Block 9 / G
- Assessor Parcel Number 20-21-30-505-0G00-0090
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2024 | $5,963 | $466,059 | $110,000 | $356,059 |
2023 | $6,254 | $444,777 | $95,000 | $349,777 |
2022 | $4,487 | $350,745 | $80,000 | $270,745 |
2021 | $4,001 | $270,498 | $80,000 | $190,498 |
2020 | $3,770 | $251,901 | $0 | $0 |
2019 | $3,701 | $243,624 | $0 | $0 |
2018 | $3,562 | $231,267 | $0 | $0 |
2017 | $3,389 | $215,116 | $0 | $0 |
2016 | $3,397 | $213,136 | $0 | $0 |
2015 | $2,993 | $205,803 | $0 | $0 |
2014 | $2,993 | $192,734 | $0 | $0 |
Property History
Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
---|---|---|---|---|---|
09/06/2025 09/06/25 | Pending | -- | -- | -- | |
08/21/2025 08/21/25 | For Sale | $579,000 | +24.5% | $250 / Sq Ft | |
03/07/2022 03/07/22 | Sold | $465,000 | +3.4% | $201 / Sq Ft | View Prior Sale |
02/06/2022 02/06/22 | Pending | -- | -- | -- | |
02/03/2022 02/03/22 | For Sale | $449,900 | -- | $195 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Warranty Deed | $465,000 | Leading Edge Title | |
Interfamily Deed Transfer | -- | Linear Title & Closing | |
Quit Claim Deed | $100 | -- | |
Warranty Deed | $167,000 | -- | |
Warranty Deed | $123,000 | -- | |
Quit Claim Deed | $100 | -- | |
Warranty Deed | $101,000 | -- | |
Warranty Deed | $100 | -- | |
Warranty Deed | $48,500 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $395,250 | Balloon | |
Previous Owner | $150,000 | New Conventional | |
Previous Owner | $18,450 | Credit Line Revolving |
Source: Stellar MLS
MLS Number: O6337790

APN: 20-21-30-505-0G00-0090
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