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
Single-familyProperty Type
1971Year Built
0.26 acresLot Size
$290Est. Price/Sq.Ft.
2 car garageParking
Listed by Abby Greenberg• COMPASS FLORIDA LLC
Listed by Jesse Rottinghaus• COMPASS FLORIDA LLC
Contact: 407-203-9441
Bought with Kevin McClanahan• FANNIE HILLMAN & ASSOCIATES
Welcome to English Estates, one of the most sought after neighborhoods in Seminole County! 4 Bedrooms, 2 baths, and a beautiful, screen-enclosed pool! BRAND NEW ROOF Jan 2022. Freshly painted and turn-key ready! Home features dual-pane windows for superb energy-efficiency, large and open renovated kitchen, inside utility and an over-sized 2-car garage. Bamboo wood floors and tile in all main areas of the home. Conservation lot! Master suite features a spacious bathroom and a dream walk-in closet. Extra large concrete slab behind privacy fence perfect for storing a recreational vehicle or additional car/5th wheel, etc. Replumbed and updated electrical panel. HVAC air handler 3 years old. 2312 heated square feet on one-floor is move in ready. Schedule your private showing today! Multiple offers received. Highest and best due by noon Sunday, Feb. 6th.
Public Records
Dec 16, 2002
Sold
$167,000
$72/sq ft
Public Records
Jul 9, 1997
Sold
$123,000
$53/sq ft
Public Records
Jun 1, 1988
Sold
$101,000
$44/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,911 (−0.9%)
$110,000 + $362,975
$472,975
2024
$5,963 (−4.7%)
$110,000 + $362,975
$472,975
2023
$6,254 (+39.4%)
$110,000 + $356,059
$466,059
2022
$4,487 (+12.1%)
$95,000 + $349,777
$444,777
2021
$4,001 (+6.1%)
2020
$3,770 (+1.9%)
$80,000 + $190,498
$270,498
2019
$3,701 (+3.9%)
$80,000 + $171,901
$251,901
2018
$3,562 (+5.1%)
$80,000 + $163,624
$243,624
2017
$3,389 (−1.1%)
$70,000 + $145,116
$215,116
2015
$3,428 (+6.2%)
$35,000 + $172,561
$207,561
2014
$3,227 (+5.7%)
2013
$3,052 (+64.7%)
2012
$1,853
Tax history for 1434 Winston Rd
Year
Property tax
Land + Additions
Assessment*
2025
$5,911 (−0.9%)
$110,000 + $362,975
$472,975
2024
$5,963 (−4.7%)
$110,000 + $362,975
$472,975
2023
$6,254 (+39.4%)
$110,000 + $356,059
$466,059
2022
$4,487 (+12.1%)
$95,000 + $349,777
$444,777
2021
$4,001 (+6.1%)
2020
$3,770 (+1.9%)
$80,000 + $190,498
$270,498
2019
$3,701 (+3.9%)
$80,000 + $171,901
$251,901
2018
$3,562 (+5.1%)
$80,000 + $163,624
$243,624
2017
$3,389 (−1.1%)
$70,000 + $145,116
$215,116
2015
$3,428 (+6.2%)
$35,000 + $172,561
$207,561
2014
$3,227 (+5.7%)
2013
$3,052 (+64.7%)
2012
$1,853
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
4
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.26 Acres
Year renovated
1990
Sq. Ft.
2,312
Year built
1971
Style
Single Family Residential
County
Seminole County
APN
2021305050G000090
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 3, 2026.
R-1A
Single-Family Dwelling District
These Districts comprise certain lands, water, and structures having a low density of development; they are single-family residential in character and have additional open space where it is desirable and likely that such similar development will occur and continue. Uses are limited primarily to single-family dwellings and such nonresidential uses as are intended to provide service to the immediate and adjacent areas.
Permitted uses
Include but are not limited to:
Housing-Single unit
Educational/school
Mar 29, 2026 • Final
Pool enclosure/bond
Pool and hot tub
Jun 20, 2022 • Final
Reroof residential
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Garage Spaces: 2
Has Attached Garage
Has Garage
Interior
Virtual Tour
Bedroom Information
# of Bedrooms: 4
Bathroom Information
# of Full Baths (Total): 2
Laundry Room Information
Laundry Features: Inside
Other Rooms Information
# of Rooms: 8
Heating & Cooling
Heating Information: Central
Cooling Information: Central Air
Interior Features
Interior Features: Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Split Bedroom, Stone Counters, Vaulted Ceiling(s)
Window Features: Double Pane Windows
Appliances: Dishwasher, Microwave, Range
Flooring: Bamboo, Carpet, Ceramic Tile, Tile
Exterior
Building Information
Construction Materials: Block, Stucco
Roof: Shingle
Exterior Features
Patio And Porch Features: Covered, Enclosed, Rear Porch, Screened
Utilities: BB/HS Internet Available, Electricity Connected, Public, Underground Utilities
Location
Multi-Unit Information
Unit Number YN: 0
HOA Information
MFR_Association2YN: 0
School Information
Elementary School: English Estates Elementary
Middle Or Junior High School: South Seminole Middle
High School: Lake Howell High
Location Information
Directions: From I-4, take Maitland Blvd East. Turn left on Maitland Ave, then right on Sandspur Rd. Turn left onto Winston Rd. Home will be on your right.
Community Information
Community Features: Street Lights
Pets Allowed: Yes
Public facts
Beds: 4
Baths: 2.0
Sq. Ft.: 2,312
Stories: 1.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: 1990
County: Seminole County
APN: 2021305050G000090
Home facts updated by county records on Aug 3, 2026
Other
Miscellaneous Information
Third Party YN: 1
Listing Information
Attribution Contact: 407-203-9441
Previous Status: Pending
Backups Requested YN: 1
Listing Date Information
Days to Contract: 16
Status Contractual Search Date: 2025-10-10
Listing Price Information
Calculated List Price By Calculated Sq Ft: 250.43
Green Information
Green Verification Count: 0
Direction Faces: West
Home Information
Living Area: 2312
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 214.79
Building Area Total: 2948
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Stories Total: 1
Levels: One
Around this home
Schools
English Estates Elementary School
Public PreK-5 • Assigned • 0.5mi
4/10
A Seminole County Virtual School
Public K-12 • Assigned • 6.6mi
Lake Howell High School
Public 9-12 • Assigned • 3.7mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
2/10 Fire Factor
0.00% chance of being in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Maitland, FL • 32751
Average low and high temperatures (°F)
68
48
75
55
81
60
85
65
91
73
92
75
92
76
91
76
89
75
83
68
78
60
73
55
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.7 hours in December, placing it above the
U.S. average for solar exposure.
8.6 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$638,000 – $772,000
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