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Middlesex
21 Chestnut St
$1,900,000
● Land - Off Market

21 Chestnut St

Weston, MA 02493
bedrooms
Studio
bathrooms
0 Bath
$2,912,647
RealtyHop Estimate
26.91%
Since Jan 1, 2021
MA-Boston
Primary Model

About This Property

Spectacular 2.11 acre lot is set on Weston most scenic and prestigious Chestnut Street surround by magnificent  estate homes. Rare opportunity to design and build your private custom home. Sited on a gentle hill top setting with a private leveled backyard. Fabulous commuter location to all Weston schools, major routes and town center.
Unit Size
-
Days on Market
-
Land Size
2.11 acres
Price per sqft
-
Property Type
Land
Property Taxes
$1,953
HOA Dues
-
Year Built
1965

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Last updated: 4 months ago (MLSPIN #72607140)

Price History

Date / Event Date Event Price
Dec 4, 2025 Sold
Sold
Nov 26, 2025 In contract -
In contract
Sep 3, 2025 Price Decreased $12,895,000
↓ $955K (6.9%)
Price Decreased
Apr 8, 2025 Listed by MGS Group Real Estate LTD $13,850,000
Listed by MGS Group Real Estate LTD
This modern estate is a seamless blend of striking architecture and luxurious design. A grand 2 story foyer with soaring ceilings and a dramatic staircase creates a stunning first impression, while walls of glass connect the home’s interior to the scenic outdoors. The main level features a gourmet kitchen with a hidden pantry, chef’s kitchen, and office nook, flowing into a spacious family room with expansive views of private grounds, ideal for a future pool.The primary suite offers a private retreat with dual spa-like bathrooms, large dressing rooms and a sitting area. Secondary bedrooms feature en-suite baths and generous closets, providing comfort and privacy. The lower level is designed for recreation and relaxation featuring a bar, exercise room, sauna, wine room and flexible spaces for a home theater or golf simulator. Conveniently located just a short drive from Boston, this estate is a rare opportunity to own a thoughtfully designed home.
Nov 23, 2024 No longer available -
No longer available
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Property Highlights

Garage
Parking Available
Elevator

Building Info

Overview

    General

  • Year Built: 1965
  • Effective Year Built: 1965
  • Building Count: 1
  • Total Rooms: 8
  • Bedroom Count: 4
  • Bathroom Count: 4
  • Full Bathrooms: 3
  • Partial Bathrooms: 4
  • Building Condition: 3
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 21
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 6
  • Basement Area: 1,945
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 91,799
  • Total Building Area: 2,198
  • Gross Building Area: 4,855
  • Building Area: 2,198
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 2,198
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: V
  • Land Acres: 0000002107
  • Standard Land Use Code: 8001
  • County Land Use Code: 130

Neighborhood

  • School District Name: Weston School District
  • School Tax School District: WESTON SD
  • Census Tract: 367200

Geography

  • Account Number: 2189
  • Parcel: WEST M:032.0 L:0019 S:000.0
  • Lot: 19
  • Municipality: WESTON
  • Latitude: 42.355
  • Longitude: -71.3057

    Address

  • Full Address: 21 Chestnut St
  • Address - House Number: 21
  • Address - Street Name: Chestnut
  • Address - Suffix Type: St
  • State: MA
  • City Name: Weston
  • Carrier Code: C011
  • 4-Digit Zip Code: 1525
  • Zip Code: 02493

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $1,949,100
  • Initial Tax Delinquent Year: 2022

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $1,752,800
  • Assessed Land Value: $1,752,800

    Sales

  • Current Sale Contract Date: Nov 25, 2020
  • Current Sale Recording Date: Dec 03, 2020
  • Current Sale Price:
  • Current Sale Document Type: O
  • Current Sale Input Document Number: 228838
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Middlesex


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Frequently Asked Questions

When was property at 21 Chestnut Street built and last sold?
The property at 21 Chestnut Street was built in 1965 and last sold on Nov 25, 2020 for $1,900,000.
How much is this home worth?
The estimated value of the home located at 21 Chestnut Street is $13,023,950.
What are some comparable homes to 21 Chestnut Street?
There are currently no comparable homes to 21 Chestnut Street.