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>
Sold for $579,000 on 10/10/25
$579,000
1434 Winston Rd, Maitland, FL 32751
4beds
2,312sqft
Single Family Residence
Built in 1971
0.26 Acres Lot
$578,900 Zestimate®
$250/sqft
$2,756 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: October 10, 2025 at 01:45pm
Listing Provided by:
Abby Greenberg 407-484-2689,
COMPASS FLORIDA LLC 407-203-9441,
Jesse Rottinghaus 407-808-5670,
COMPASS FLORIDA LLC
Bought with:
Kevin McClanahan, 3030722
FANNIE HILLMAN & ASSOCIATES
Source: Stellar MLS,MLS#: O6337790
Originating MLS: Orlando Regional

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 210 Square Feet
- Dimensions: 15x14
Bedroom 2
- Features: Storage Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 3
- Features: Storage Closet
- Level: First
- Area: 156 Square Feet
- Dimensions: 13x12
Bedroom 4
- Features: Storage Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Dining room
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Family room
- Level: First
- Area: 345 Square Feet
- Dimensions: 23x15
Kitchen
- Level: First
- Area: 192 Square Feet
- Dimensions: 16x12
Living room
- Level: First
- Area: 216 Square Feet
- Dimensions: 18x12
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Range
- Laundry: Inside
Features
- Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Split Bedroom, Stone Counters, Vaulted Ceiling(s)
- Flooring: Bamboo, Carpet, Ceramic Tile, Luxury Vinyl, Tile
- Doors: Sliding Doors
- Windows: Double Pane Windows
- Has fireplace: No
Interior area
- Total structure area: 2,948
- Total interior livable area: 2,312 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Rear Porch, Screened
- Exterior features: Irrigation System, Rain Gutters, Sidewalk
- Has private pool: Yes
- Pool features: In Ground, Screen Enclosure
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.26 Acres
- Features: Conservation Area, Greenbelt
Details
- Parcel number: 2021305050G000090
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mid-Century Modern,Ranch
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1971
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Electricity Connected, Public, Street Lights, Underground Utilities
Community & neighborhood
Location
- Region: Maitland
- Subdivision: ENGLISH ESTATES UNIT 3
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Road surface type: Asphalt
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Estimated market value
$578,900