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220 Days on market
18 Longmeadow Drive Westwood — Photo 1 of 38

18 Longmeadow Drive Westwood — Photo 1 of 38

Recent Drop: $491,000

$7,990,000
$7,499,000

$7,499,000

Investment Analysis — 18 Longmeadow Drive

Westwood, MA 02090 — Stevens Farm

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 8-bedroom in 02090 carries an estimated $4,250/mo in gross rent — about a -0.33% cap rate and $-25,076/yr in estimated NOI at the $7,499,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

8

Baths

10.5

SqFt

17,175

Style

Single Family

Built

1998

Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the atrium. The striking new chef’s kitchen adjoins the family room, casual dining room, and a separate terrace. A mahogany-paneled study with lounge and wet bar is ideal for private conferences. The residence offers 8+ en-suite bedrooms, including a grand primary suite with dual baths and a 20’x25’ walk-in closet. Two guest suites provide flexibility, each with a private entrance. The lower level includes a gym, sauna, steam, changing rooms, playroom, theater, wine cellar, and billiard room. Close to Rte 128/95 and top-rated schools.

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 MLS and other third-party data may be inaccurate or out of date.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

Original Price$7,990,000
Annual Taxes$59,036
HOA Fee$400

Parking

Garage4
Off-Street20

Interior Specifications

Total Rooms24
Fireplaces5
Flooring--
BasementFull, Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingCentral, Radiant, Natural Gas, Hydro Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofTile
FoundationConcrete Perimeter
ZoningSFR

Property & Lot

Acres3.48
SqFt Lot151,514
Lot Features--

Amenities & Appliances

Gas Water Heater • Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer

Geography

Property History

Price Drop
$7,499,000

Was $7,750,000

Sep 2, 2026

MLS® 73474238

Price Drop
$7,750,000

Was $7,990,000

Apr 21, 2026

MLS® 73474238

Listed
$7,990,000

Feb 4, 2026

MLS® 73474238

Terminated
$7,999,000

Nov 24, 2025

MLS® 73434051

Listed
$7,999,000

Sep 22, 2025

MLS® 73434051

Listing Provided By

Listing Agent: John Boyle

Listing Office: LandVest, Inc.

MLS® Number: 73474238