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53 Windsor Rd, Wellesley, MA 02481

$2,826,000
Last sold 06/01/2025 for $2.9M
4
bed
5
bath
3,272
Sqft ($886/Sqft)

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About 53 Windsor Rd

Property type House

Neighborhood

Year built 1926

HOA fee $0/month

Lot size 0.54 Acre

Movoto estimate

Parking 2 garage spaces

Property description

Settled in the heart of Wellesley’s coveted Country Club neighborhood, 53 Windsor Road is an enchanting, thoughtfully updated Cape-style home that blends classic charm with modern comfort. The open floor plan features spacious sunlit rooms, including a welcoming living room with beamed ceiling and oversized fireplace that flows seamlessly into a formal dining room adorned with large picture windows. The kitchen with quartz counter tops and high end appliances boasts a central island, hardwood floors and a generous eat-in area with access to a deck - perfect for outdoor living. A bright family room with gas fireplace overlooks the beautifully landscaped level grounds. Upstairs find a lovely primary suite and 2 additional bedrooms with 2 baths. A finished lower level adds versatility with a guest suite with full bath and a playroom or exercise room. Ideally located close to town, the train, and shops, this home is a rare opportunity in one of Wellesley’s most desirable locations!

Listed by

Listing Agent - Debi Benoit

Listing Office - William Raveis R.E. & Home Services

Source: MLS Property Information Network, Inc.

MLS#73381532 • last updated 1 year ago

Movoto checked MLS Property Information Network, Inc. for data 3 minutes ago

Overview
Cooling/AC	Central Air, Ductless
Heating	Baseboard, Natural Gas
Levels/Style	Cape
MLS #	73381532
Type	Residential
Status	Closed
SubType	Single Family Residence
SqFt	3272
Lot Size (SqFt)	23694
Lot Size (Acres)	0.54
Annual Property Tax	25083
Year Built	1926

Interior
Bathroom 2	Bathroom - Full, Flooring - Stone/Ceramic Tile
Primary Bathroom	Yes
Total # of Bathrooms	5
Bathroom 1	Bathroom - Half, Flooring - Stone/Ceramic Tile
# Full Baths	4
# Half Baths	1
Total # of Bedrooms	4
Bedroom 3	Bathroom - Full, Closet, Flooring - Hardwood
Bedroom 2	Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
Basement	Full, Finished, Bulkhead
Office	Closet, Closet/Cabinets - Custom Built, Flooring - Wall To Wall Carpet, Exterior Access
Family Room	Skylight, Flooring - Wall To Wall Carpet, Exterior Access, Open Floorplan, Recessed Lighting, 15
Living Room	Beamed Ceilings, Flooring - Hardwood, Window(s) - Picture, French Doors, Open Floorplan, Recessed Lighting
Dining Room	Main, First, Coffered Ceiling(s), Flooring - Hardwood, Window(s) - Picture, Open Floorplan
Total # of Rooms	9
Laundry	Closet/Cabinets - Custom Built, First Floor, Washer Hookup
Kitchen	Flooring - Hardwood, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Deck - Exterior, Open Floorplan, Recessed Lighting
Flooring	Tile, Carpet, Hardwood, Flooring - Wall To Wall Carpet
Appliances	Range, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
# Fireplaces	2
Interior Features	Closet, Closet/Cabinets - Custom Built, Cable Hookup, Recessed Lighting, Home Office, Exercise Room, Play Room
Fireplace	Living Room
Door Features	French Doors

Exterior
Foundation	Concrete Perimeter
Roof	Shingle
Construction	Frame
# Covered Spaces	2
Parking Desc	Detached, Paved Drive, Off Street, Paved
# Parking Spaces	4
# Garage Spaces	2
Exterior Features	Deck, Professional Landscaping
Patio/ Porch	Deck
Lot Desc	Level

Amenities / Utilities
Sewer	Public Sewer
Utilities	For Gas Range, for Gas Oven, Washer Hookup
Water Source	Public

Location
County	Norfolk
Community Features	Public Transportation, Shopping, Walk/Jog Trails, Golf, Bike Path, Conservation Area, T-Station
Subdivision	Country Club
Elementary School	Wellesley
Middle School	Wellesley
High School	Wellesley
Zoning	SR20
APN	M:047 R:017 S:, 258301
Directions	Abbott Road To Windsor Road

$2.82M

Range: $2.57M-$3.08M

Last 30 days

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Jul 2025
MLS # 73381532
Jul 26, 2025 Sold
$2,900,000 (+1.8%)
May 28, 2025 Listed
$2,850,000 (+175.4%)
Oct 2009
Public Records
Oct 2, 2009 Sold
$1,035,000 (+80.0%)
Jun 1996
MLS # 50334191
Jun 4, 1996 Listed
$575,000

Year Property taxes Tax assessment
2025
$25,083 +0.4%

$2,440,000 +1.62%
2024
$24,994 +0.7%

$2,401,000 +11.83%
2023
$24,818 +13.4%

$2,147,000 +14.57%
2022
$21,888 +16.2%

$1,874,000 +16.91%
2021
$18,835 +1.6%

$1,603,000
2020
$18,531 +12.9%

$1,603,000 +12.97%
2019
$16,418 +18.5%

$1,419,000 +22.43%
2018
$13,850 +1.4%

$1,159,000 +0.09%
2017
$13,653 +1.8%

$1,158,000
2016
$13,415

—

53 Windsor Rd
$2.9M
Country Club
—
02481
$3.29M +6% y/y
Wellesley
$1.98M -17% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
57 Windsor Rd, Wellesley, MA 02481	$3,892,000	5/5	4,381	0.01
49 Windsor Rd, Wellesley, MA 02481	$3,563,000	3/3	3,541	0.02
59 Windsor Rd, Wellesley, MA 02481	$1,828,000	3/2	1,824	0.03
56 Windsor Rd, Wellesley, MA 02481	$5,417,000	6/6	6,581	0.03
50 Windsor Rd, Wellesley, MA 02481	$3,205,000	5/4	3,540	0.04
60 Windsor Rd, Wellesley, MA 02481	$7,624,000	5/6	5,158	0.04
61 Windsor Rd, Wellesley, MA 02481	$3,286,000	4/5	3,132	0.04
45 Windsor Rd, Wellesley, MA 02481	$2,844,000	4/2	2,815	0.05

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.