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.
Sold for $525,000
$525,000
1220 Winston Rd, Maitland, FL 32751
4beds
1,724sqft
Single Family Residence
Built in 1964
0.26 Acres Lot
$498,000 Zestimate®
$305/sqft
$3,042 Estimated rent
Home value
$498,000
$473,000 - $523,000
$3,042/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: January 22, 2026 at 10:39am
Listing Provided by:
Kristine McKinley 407-415-2412,
RE/MAX TOWN & COUNTRY REALTY 407-695-2066
Bought with:
David Gallup, 541709
RE/MAX 200 REALTY
Source: Stellar MLS,MLS#: O6369769
Originating MLS: Orlando Regional
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: 288 Square Feet
- Dimensions: 16x18
Kitchen
- Level: First
- Area: 120 Square Feet
- Dimensions: 12x10
Living room
- Level: First
- Area: 216 Square Feet
- Dimensions: 18x12
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Dryer, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
- Flooring: Laminate, Terrazzo
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 2,344
- Total interior livable area: 1,724 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Rear Porch, Screened
- Exterior features: Lighting, Private Yard
- Fencing: Chain Link
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.26 Acres
- Features: Cleared
Details
- Parcel number: 2021305030M000100
- Zoning: R-1AA
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1964
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available, Electricity Available
Community & neighborhood
Location
- Region: Maitland
- Subdivision: ENGLISH ESTATES UNIT 2
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: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 1/22/2026 | Sold | $525,000+5.2%$305/sqft |
Source:  Stellar MLS #O6369769 Report a problem | ||
| 1/7/2026 | Pending sale | $499,000$289/sqft |
Source: Stellar MLS #O6369769 Report a problem | ||
| 1/1/2026 | Listed for sale | $499,000$289/sqft |
Source: Stellar MLS #O6369769 Report a problem | ||
| 3/4/2024 | Sold | $499,000+61%$289/sqft |
Source: Public Record Report a problem | ||
| 10/4/2023 | Sold | $310,000$180/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,313 +330.5% | $402,201 +203.2% |
| 2023 | $1,234 +3.5% | $132,633 +3% |
| 2022 | $1,193 -17.8% | $128,770 +3% |
Find assessor info on the county website
Neighborhood: 32751
Nearby schools
GreatSchools rating
- 3/10English Estates Elementary SchoolGrades: PK-5Distance: 0.7 mi
- NASeminole Academy Of Digital LearningGrades: K-12Distance: 6.8 mi
- 6/10Lake Howell High SchoolGrades: 9-12Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: English Estates Elementary
- Middle: South Seminole Middle
- High: Lake Howell High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$498,000