26 Longmeadow Drive Westwood — Photo 1 of 40
Recent Drop: $550,000
$6,950,000
Investment Analysis — 26 Longmeadow Drive
Westwood, MA 02090
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02090 carries an estimated $4,250/mo in gross rent — about a -0.19% cap rate and $-13,252/yr in estimated NOI at the $6,950,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
5.5
SqFt
8,033
Style
Single Family
Built
1997
Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood’s most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant formal living and dining rooms, and a chef’s kitchen opening to a spacious family room. The serene primary suite features a spa-like bath, dual closets, and sitting area. Outside, enjoy beautifully landscaped grounds, a peaceful pond, resort-style pool and cabana, plus a synthetic ice hockey practice area in the barn. Set back on a long private drive, this exceptional property offers the perfect balance of privacy, open space, and neighborhood living, while remaining convenient to Boston, top schools, and major commuter routes.
ADU Potential
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 8,033 sq ft principal dwelling). Lot size: 322,704 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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Immersive Experience
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First15.583333333 x 24.833333333
Dining Room
Lvl First19.25 x 13.666666666
Kitchen
Lvl First17.833333333 x 21.916666666
Office
Lvl First9.5 x 11.833333333
Family Room
Lvl First26.916666666 x 16.416666666
Master Bedroom
Lvl Second16 x 16.166666666
Bedroom 2
Lvl Second15.75 x 11.333333333
Bedroom 3
Lvl Second14.75 x 18.75
Bedroom 4
Lvl Second16.75 x 18.5
Bedroom 5
Lvl Second22.083333333 x 12.416666666
Bathroom 1
Lvl First5.416666666 x 6.166666666
Bathroom - Half
Bathroom 2
Lvl First4.666666666 x 7.083333333
Bathroom - Half
Bathroom 3
Lvl First15.916666666 x 14.166666666
Bathroom - Full, Bathroom - With Tub & Shower
Property History
$32,000
Aug 8, 2026
MLS® 73561074
$6,950,000
Was $7,500,000
May 13, 2026
MLS® 73430073
$7,500,000
Sep 12, 2025
MLS® 73430073
Listing Agent: The Scott Group
Listing Office: Advisors Living - Wellesley
MLS® Number: 73430073