$579,000
PENDING

1434 Winston Rd Maitland, FL 32751

Estimated payment $3,579/month

Total Views 3,135
4 Beds
2 Baths
2,312 Sq Ft
$250 Price per Sq Ft

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

Abby Greenberg

COMPASS FLORIDA LLC Brokerage Phone: 407-203-9441 License #3483796 Listed on: 08/21/2025

COMPASS FLORIDA LLC

Co-Listing Agent

Jesse Rottinghaus

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,963

Year Built

Built in 1971

Lot Details

0

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Mid-Century Modern, Ranch
  • Construction Materials: Block, Stucco
  • Fireplace: No
  • Living Area: 2312
  • Lot Size Acres: 0.26
  • New Construction: No
  • Year Built: 1971
  • Building Area Total: 2948
  • Lot Size Sq Ft: 11200
  • Status: Pending
  • Co List Office Mls Id: MFR261020334
  • Co List Office Phone: 407-203-9441
  • Ownership: Fee Simple
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: E Robinson St.
  • Minimum Lease: No Minimum
  • RATIO Current Price By Calculate: 250.43
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 407-203-9441
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Bamboo, Carpet, Ceramic Tile, Luxury Vinyl, Tile
  • Full Bathrooms: 2
  • Interior Amenities: Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Split Bedroom, Stone Counters, Vaulted Ceiling(s)
  • Appliances Included: Dishwasher, Microwave, Range
  • Foundation Details: Slab
  • Total Bedrooms: 4
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Stories: 1
  • Window Features: Double Pane Windows
  • Living Area Meters: 214.79

Exterior Features

  • Direction Faces: West
  • Pool Features: In Ground, Screen Enclosure
  • Exterior Features: Rain Gutters, Sidewalk, Sliding Doors
  • Roof: Shingle
  • Pool Private: Yes
  • View: Trees/Woods
  • Waterfront: No
  • Patio and Porch Features: Covered, Enclosed, Rear Porch, Screened
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12117C0165F

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes

Utilities

  • Utilities: BB/HS Internet Available, Electricity Connected, Public, Underground Utilities
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Street Lights
  • Association: No
  • Senior Community: No
  • Association 2 YN: 0

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: English Estates Elementary
  • High School: Lake Howell High
  • Middle Or Junior School: South Seminole Middle

Lot Info

  • Zoning: R-1A
  • Parcel Number: 20-21-30-505-0G00-0090
  • Additional Parcels: No
  • Lot Features: Conservation Area, Greenbelt
  • Flood Zone Code: X

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 5962.7
  • Tax Block: G
  • Tax Book Number: 14-65
  • Tax Lot: 9

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
Source: Public Records

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
Source: Stellar MLS

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 --
Source: Public Records

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: Public Records

Source: Stellar MLS

MLS Number: O6337790

Stellar MLS

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