
73 Chestnut Street Weston — Photo 1 of 42
$9,450,000
Investment Analysis — 73 Chestnut Street
Weston, MA 02493
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02493 carries an estimated $4,010/mo in gross rent — about a -0.32% cap rate and $-30,378/yr in estimated NOI at the $9,450,000 list price. Adjust every assumption in the calculator below.
Beds
7
Baths
10
SqFt
12,461
Style
Single Family
Built
1952
Magnificent residence sited on 2.78 private and pristine acres in one of Weston’s most coveted locations. Completely renovated with the highest level of finishes offering every modern amenity. This exceptional home offers estate-like living designed equally for comfortable family life and sophisticated entertaining. The modern designer kitchen anchors the center of the home and flows seamlessly into the sumptuous fireplaced family room with access to private deck overlooking the pool and grounds and spacious screened porch, creating an inviting open floor plan. The formal dining room enhanced by a butler’s pantry is complemented by a well-proportioned formal living. Multiple home offices, a generous mudroom, dog-washing room and a large gym are just a few of the exceptional features this home offers. This home offers two luxurious primary suite options, one on each of first and seconds levels providing exceptional flexibility. All bedrooms are generously sized and feature ensuite baths. The lower level provides dedicated play, craft and billiard spaces along with ample storage. A sleek and private two-bedroom accessory dwelling with separate entrance and two-car garage offers additional accommodations. Resort-like grounds are enhanced with a beautiful pool, well equipped cabana, expansive patios, and private tennis court, creating an extraordinary setting for year-round living and entertaining. The incomparable residence provides the ultimate in private living while offering easy access to Boston and Weston’s renowned schools.
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 12,461 sq ft principal dwelling). Lot size: 120,984 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.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Oven • Dishwasher • Microwave • Range • Refrigerator • Washer • Dryer • Wine Refrigerator • Range Hood
Neighborhood
Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails • Bike Path
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstCoffered Ceiling(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Lighting - Pendant, Decorative Molding
Dining Room
Lvl FirstFlooring - Hardwood, Recessed Lighting, Lighting - Pendant, Decorative Molding
Kitchen
Lvl Main,FirstFlooring - Hardwood, Dining Area, Pantry, Countertops - Upgraded, Kitchen Island, Wet Bar, Breakfast Bar / Nook, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Second Dishwasher, Stainless Steel Appliances, Lighting - Pendant
Office
Lvl FirstFireplace, Flooring - Hardwood, Recessed Lighting, Decorative Molding
Family Room
Lvl FirstCoffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Balcony - Exterior, Wet Bar, Exterior Access, Open Floorplan, Recessed Lighting, Slider, Lighting - Pendant, Decorative Molding
Primary Bedroom
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink, Closet/Cabinets - Custom Built, Flooring - Hardwood, Dressing Room, Recessed Lighting, Lighting - Sconce, Lighting - Pendant, Decorative Molding, Window Seat
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondBathroom - Full, Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Lighting - Pendant, Decorative Molding
Bedroom 4
Lvl SecondBathroom - Full, Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Lighting - Sconce, Lighting - Pendant, Decorative Molding
Bedroom 5
Lvl FirstBathroom - Full, Bathroom - Double Vanity/Sink, Fireplace, Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Bathroom 1
Lvl FirstBathroom - Half, Flooring - Hardwood, Lighting - Sconce, Decorative Molding
Bathroom 2
Lvl FirstBathroom - Half
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile
Property History
$9,450,000
Sep 15, 2026
MLS® 73577074
$4,300
Jul 20, 2025
MLS® 73403189
$4,500
Jul 11, 2025
MLS® 73403189
Listing Agent: Deena Powell
Listing Office: Advisors Living - Weston
MLS® Number: 73577074