
44 Windemere Rd Wellesley — Photo 1 of 39
$1,500,000
Wellesley, MA 02481
Beds
3
Baths
3
SqFt
2,447
Style
Single Family
Built
1958
Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio and mature landscaping create a private outdoor retreat perfect for entertaining or simply unwinding after a long day. Downstairs, the finished lower level adds tremendous flexibility with a secondary living room, a private office, a full bathroom, ample storage, and direct access to the garage. Close to Wellesley's town center, middle school, and high school, this is a home that truly has it all.
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Wellesley, MA.
Range • Dishwasher • Disposal • Refrigerator • Freezer • Washer • Dryer • Range Hood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Flooring - Wood
Wood / Coal / Pellet Stove
Flooring - Wood, Window(s) - Picture, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Remodeled, Stainless Steel Appliances, Gas Stove
Closet/Cabinets - Custom Built, Walk-in Storage
Flooring - Wood
Bathroom - Full, Flooring - Wood
Flooring - Wood
Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
Bathroom - Full, Bathroom - Tiled With Shower Stall
Bathroom - Full, Bathroom - Tiled With Shower Stall
17,415
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$250K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
12.7%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,447 sq ft principal dwelling). Lot size: 21,220 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Aranson Maguire Group
Listing Office: Compass
MLS® Number: 73547678
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