1220 Winston Rd

Maitland, FL 32751

$499,000
Price
4
Beds
1,724 Sq. Ft.
$289 / Sq. Ft.
1,724
Sq. Ft.
$289
per Sq. Ft.
Open: 1/3 01:00PM - 03:00PMNew
Open: 1/3 01:00PM - 03:00PMNew

Description

Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The...Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.
  1. Listed by Kristine McKinley • Brokerage DRE #1003500 • RE/MAX TOWN & COUNTRY REALTY
    P: (407)-415-2412 C: (407)-415-2412 kristinesellsorlando@gmail.com

Property Details for 1220 Winston Road

Architectural Style
Colonial, Contemporary
Subdivision Name
ENGLISH ESTATES UNIT 2
Township
21
Garage Spaces
2
View
Trees/Woods
Waterfront
No
Furnished
Unfurnished

Open Houses

Saturday, Jan 3rd

1:00 PM - 3:00 PM

Public

Sunday, Jan 4th

1:00 PM - 3:00 PM

Public

LISTING UPDATED: 01/01/2026 10:22 AM

Property Details for 1220 Winston Road

StatusActive
MLS #O6369769
Days on MarketListed Today
Taxes$5,648 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1964
Lot Size0.26 AC / 11,200 SF
CountySeminole County

Location

Listing Courtesy of RE/MAX TOWN & COUNTRY REALTY, Kristine McKinley
Add your commute

Building Information for 1220 Winston Road

Stories1Year Built1964Building Size-Lot Size0.26 AC / 11,200 SF

Payment Calculator

$2,936 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,466

Property Taxes

$471

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1220 Winston Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 2344.0
  • Building Area Units: Square Feet
  • Direction Faces: West
  • Directions: From Derbyshire turn onto Winston Road. Home is located on the right side.
  • Elementary School: English Estates Elementary
  • Middle Or Junior School: South Seminole Middle
  • High School: Lake Howell High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 1220
  • Street Name: WINSTON
  • Street Suffix: ROAD
  • State: FL
  • City: MAITLAND
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
  • Parking Features: Driveway
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Pet Restrictions: Check with community and city guidelines
  • Tax Block: M
  • Tax Book Number: 13-85
  • Tax Legal Description: LOT 10 BLK M ENGLISH ESTATES UNIT 2 PB 13 PG 85
  • Tax Lot: 10
  • Tax Year: 2024
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Cleared
  • Parcel Number: 2021305030M000100
  • Total Acreage: 1/4 to less than 1/2
  • Water Access: No
  • Water Extras: No
  • Zoning: R-1AA
  • Living Area: 1724
Property and Assessments
  • Year Built Numeric: 1964
  • Amenities Additional Fees: Check with community and city guidelines
  • Flood Zone Code: X
  • Flood Zone Date: 09-28-2007
  • Flood Zone Panel: 12117C0165F
  • Homestead: No
  • New Construction: No
  • Public Survey Range: 30
  • Public Survey Section: 20
Utilities
  • Sewer: Septic Tank
  • Utilities: Cable Available, Electricity Available
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Lighting, Private Yard, Sliding Doors
  • Fencing: Chain Link
  • Foundation Details: Slab
  • Levels: One
  • Patio And Porch Features: Rear Porch, Screened
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Shingle
  • Spa: No
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 4
  • Bathrooms Full: 2
  • Additional Rooms: Great Room, Inside Utility
  • Appliances: Convection Oven, Dishwasher, Dryer, Refrigerator, Washer
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Laminate, Terrazzo
  • Heating: Central, Electric
  • Interior Features: Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
  • Laundry Features: Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 3.0
  • Water View: No
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 1220 Winston Road

DateEvent & SourcePriceAppreciation
Jan 1, 2026

Listed (Active)

MFRMLS #O6369769

$499,000—
Feb 29, 2024

Sold (Public Record)

Public Record #1528097409

$499,000

+409.7% / yr

Sep 27, 2023

Sold (Public Record)

Public Record #1519543745

$250,000—
Sep 27, 2023

Sold (Public Record)

Public Record #1519543744

$250,000

-57.0% / yr

Jun 26, 2023

Sold (Public Record)

Public Record #1519543746

$310,000—
DateEvent & SourcePrice
01/01/2026

Listed (Active)

MFRMLS #O6369769

$499,000
02/29/2024

Sold (Public Record)

Public Record #1528097409

$499,000

+409.7% / yr

09/27/2023

Sold (Public Record)

Public Record #1519543745

$250,000
09/27/2023

Sold (Public Record)

Public Record #1519543744

$250,000

-57.0% / yr

06/26/2023

Sold (Public Record)

Public Record #1519543746

$310,000

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

Public Records for 1220 Winston Road

Taxable ValueLand-Additions-Total-
Tax Record2025$5,263 ($439 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,724 SqFtAbove Grade Finished SqFt1,724 SqFtStories1Lot Size11,200 SqFtStyleSingle Family ResidenceYear Built1964Year Renovated1994CountySEMINOLEAPN20-21-30-503-0M00-0100

Schools near 1220 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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More information about 1220 Winston Road, Maitland, FL 32751

1220 Winston Road is a single family home for sale in Maitland, FL 32751. This property was listed for sale on January 1, 2026 by RE/MAX TOWN & COUNTRY REALTY, it's currently listed at $499,000. It has been on the market for a total of 0 days and was last sold on February 29, 2024. This listing's school district is Seminole County Public Schools. Nearby schools include English Estates Elementary School, South Seminole Middle School and Lake Howell High School. 1220 Winston Road is a 4-bed, 2-bath, 1,724 sqft single family home built in 1964.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of RE/MAX TOWN & COUNTRY REALTY, Kristine McKinley

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: 01/01/2026 10:22 AM