1434 Winston Road

Sold 10/10/25
Sold 10/10/25
Gallery Image 1
Sold
Last Sold Price
$579,000
4 beds2,312 sqft$250/sqft
1434 Winston Rd, Maitland, FL 32751
Single FamilyProperty Type
0.26 acresLot Size
1971Year Built
$250/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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 Agents

  1. Abby Greenberg

    Abby Greenberg

    Listing Agent

    COMPASS FLORIDA LLC

    P: (407) 484-2689

    M: (407) 484-2689

    CallText
  2. Jesse Rottinghaus

    Jesse Rottinghaus

    Alternative Listing Agent

    COMPASS FLORIDA LLC

    P: (407) 808-5670

    M: (407) 808-5670

    CallText
Listing closed: 10/10/2025 12:00 AM • Source: MFRMLS, MLS#: O6337790

Recent comparable sales

Median sold price

$590,000

Avg days on market

75

Sale-to-list ratio

94.7%

Maitland, FL

9 comparable properties found

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$625,000 | 613 Nicoma Trail, Maitland, FL 32751
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1470 Winston Road, Maitland, FL 32751

$619,000 | 2231 Deloraine Trail, Maitland, FL 32751
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Location

Sold By FANNIE HILLMAN & ASSOCIATES, Kevin McClanahan

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$3,440 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,943

Property Taxes

$497

HOA Dues

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Property Information for 1434 Winston Road

Property Details
  • Taxes: $5,963 / year
  • MLS Type: Residential / Single Family Residence
  • County: Seminole County
  • Architectural Style: Mid-Century Modern, Ranch
  • Subdivision Name: ENGLISH ESTATES UNIT 3
  • Township: 21
  • Garage Spaces: 2
  • View: Trees/Woods
  • Waterfront: No
Building Information
  • Stories: 1
  • Year Built: 1971
  • Lot Size: 0.26 AC / 11,200 SF
Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2948.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • 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.
  • Elementary School: English Estates Elementary
  • Middle Or Junior School: South Seminole Middle
  • High School: Lake Howell High
  • Mls Major Change Type: Sold
  • Major Change Type: Closed
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 1434
  • Street Name: WINSTON
  • Street Suffix: ROAD
  • State: FL
  • City: MAITLAND
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association: No
  • CDD: No
  • Tax Block: G
  • Tax Book Number: 14-65
  • Tax Legal Description: LOT 9 BLK G ENGLISH ESTATES UNIT 3 PB 14 PG 65
  • Tax Lot: 9
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Conservation Area, Greenbelt
  • Parcel Number: 2021305050G000090
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1A
  • Living Area: 2312
Property and Assessments
  • Year Built Numeric: 1971
  • Flood Zone Code: X
  • Flood Zone Date: 09-28-2007
  • Flood Zone Panel: 12117C0165F
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 20
  • Dock YN: No
Utilities
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Electricity Connected, Public, Street Lights, Underground Utilities
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Irrigation System, Rain Gutters, Sidewalk, Sliding Doors
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Covered, Enclosed, Rear Porch, Screened
  • Pool Features: In Ground, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Spa: No
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Appliances: Dishwasher, Microwave, Range
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Bamboo, Carpet, Ceramic Tile, Luxury Vinyl, Tile
  • Heating: Central
  • Interior Features: Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Split Bedroom, Stone Counters, Vaulted Ceiling(s)
  • Laundry Features: Inside
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 8.0
  • Water View: No
  • Window Features: Double Pane Windows
  • Bathrooms Half: 0
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 1434 Winston Road

DateEvent & SourcePriceAppreciation
Oct 10, 2025

Sold (Public Record)

Public Record #1916814316

$579,000

+6.3% / yr

Oct 10, 2025

Sold

MFRMLS #O6337790

$579,000—
Sep 6, 2025

Pending

MFRMLS #O6337790

—
DateEvent & SourcePrice
10/10/2025

Sold (Public Record)

Public Record #1916814316

$579,000

+6.3% / yr

10/10/2025

Sold

MFRMLS #O6337790

$579,000
09/06/2025

Pending

MFRMLS #O6337790

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 1434 Winston Road

Taxable ValueLand$110,000Additions$362,975Total$472,975
Tax Record2025$6,256 ($521 / month)
Home Facts
Beds4Baths2Total Finished SqFt2,672 SqFtAbove Grade Finished SqFt2,672 SqFtStories1Lot Size11,200 SqFtStyleSingle Family ResidenceYear Built1971Year Renovated2000ZoningR1ACountySEMINOLEAPN20-21-30-505-0G00-0090

Schools near 1434 Winston Road

This home is within Seminole County Public Schools.
Rating
School
Type
Grades
Distance
English Estates Elementary School
Public - PK to 5
South Seminole Middle School
Public - 6 to 8
Lake Howell High School
Public - 9 to 12
Choices In Learning Charter School
Charter - K to 5
Rating
School
Distance
English Estates Elementary School
PublicPK to 5

South Seminole Middle School
Public6 to 8

Lake Howell High School
Public9 to 12

Choices In Learning Charter School
CharterK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 1434 Winston Road, Maitland, FL 32751
$579,000
4
2,312
11,200
1430 Winston Road, Maitland, FL 32751
$270,100
5
2,292
11,413
1438 Winston Road, Maitland, FL 32751
$69,900
4
2,068
11,200
1433 Winston Road, Maitland, FL 32751
$257,000
4
1,940
9,322
1460 Winston Road, Maitland, FL 32751
$385,000
3
1,780
11,200
1426 Winston Road, Maitland, FL 32751
$278,750
4
1,928
11,446

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the 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 MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 10/10/2025 04:45 PM