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$525,000
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Property Description
Welcome home to this beautifully updated ranch in a highly desirable neighborhood, just minutes from shopping, restaurants, and everyday conveniences. This move-in ready home features hardwood floors throughout and a spacious living room with a classic brick fireplace and Vermont Castings wood-burning insert, creating a warm and inviting gathering space. The dining room flows seamlessly into the living room and remodeled kitchen, offering an ideal layout for everyday living and entertaining, with French doors leading outside. The kitchen features porcelain tile flooring, abundant cabinetry, generous counter space, and a double oven. Four spacious bedrooms provide flexibility for family, guests, or a home office. The primary bedroom offers a large closet and beautifully remodeled private bath, while a second remodeled full bath serves family and guests. Additional features include central air, updated electrical and plumbing, newer copper piping, newer radiators, central vacuum, alarm system, generator hookup, Thermopane windows, vinyl siding, newer solid-core interior doors, public water, and a radon mitigation system. The unfinished lower level offers exceptional storage and future expansion potential. Relax on the beautiful bluestone patio overlooking a large, private backyard framed by mature trees. A two-car garage completes this exceptionally maintained home. Thoughtfully updated inside and out!
Full Property Details
Full Property Details for 44 Williamsburg Dr
General
- Sold For: $525,000
- Taxes: (July 2026-June 2027)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24190110
- Added to Site: 48 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Full Bath, Wall/Wall Carpet, Hardwood Floor, 11 x 15, Main
- Bedroom 1: Bedroom - Wall/Wall Carpet, Hardwood Floor, 10 x 11, Main
- Bedroom 2: Bedroom - Wall/Wall Carpet, Hardwood Floor, 10 x 14, Main
- Bedroom 3: Bedroom - Wall/Wall Carpet, Hardwood Floor, 11 x 12, Main
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, 13 x 22, Main
- Kitchen: Kitchen - Remodeled, Tile Floor, 13 x 11, Main
- Dining Room: Dining Room - Hardwood Floor, 14 x 10, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Patio
- Color: White
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 3
- Parking: Under House Garage, Paved, Driveway
Location
- County: New Haven
- Driving Directions: Rte. 70 to Carriage Drive to Williamsburg Dr. House on left.
School Information
- Elementary School: Per Board of Ed
- Middle School: Dodd
- Intermediate School: Per Board of Ed
- High School: Cheshire
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,554
- Above Ground: 1,554 Sq. Ft.
- Year Built: 1965
Lot Features
- Lot Size (Acres): 1.14
- Driveway/Sidewalk: Private, Paved
- Zoning: R-40
- Lot Description: In Subdivision, Sloping Lot
Green Features
- Energy Features: Generator Ready, Thermopane Windows
Financial Considerations
- Assessment Amount: $249,900
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 1085143
Listed by Calcagni Real Estate, Stacey Deangelis
Sold by Compass Connecticut, LLC, ENCORE TEAM AT COMPASS, Danielle Valenti
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Schools
Schools serving 44 Williamsburg Dr
School District:Cheshire School District
| Name | Grades | Distance |
|---|---|---|
Highland School, Cheshire, CT 490 Highland Avenue, Cheshire, CT 06410 | 1-6 | 1 mi |
Dodd Middle School 100 Park Place, Cheshire, CT 06410 | 7-8 | 1.2 mi |
Cheshire High School 525 South Main Street, Cheshire, CT 06410 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44 Williamsburg Dr
Date
Details
Price
Change
Source
8/21/2026
Sold
$525,000
5.02%
MLS
7/12/2026
Listed
$499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
44 Williamsburg Drive, Cheshire, CT 06410 (MLS# 24190110) is a Single Family property that was sold at $525,000 on August 21, 2026. Want to learn more about 44 Williamsburg Drive? Do you have questions about finding other Single Family real estate for sale in Cheshire? You can browse all Cheshire real estate or contact a Coldwell Banker agent to request more information.

