See Home Value
$1,400,000
● House - Off Market

8 Chestnut St

Winchester, MA 01890
bedrooms
4 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
2,966 Ft²
$8,450
Est. Monthly

About This Property

Discover the enchanting allure of 8 Chestnut, Winchester, MA-an iconic vintage farmhouse bursting with untapped potential just waiting for your creative touch! This timeless gem presents an exciting opportunity to craft your dream home in a highly coveted location. Boasting classic farmhouse architecture, this property radiates character and nostalgia, offering a unique canvas for your imagination. Every corner echoes with the promise of a modern masterpiece waiting to unfold. explore the interior, where original features narrate a captivating story of the past. Exposed beams, rustic hardwood floors, and a charming layout set the stage for a home that seamlessly blends history with contemporary flair. The generously sized rooms invite you to design a living space tailored to your lifestyle, ensuring comfort and functionality. Located in Winchester, MA, the property offers proximity to amenities, schools, and the vibrant culture of the area.
Unit Size
2,966 Ft²
Days on Market
-
Land Size
0.38 acres
Price per sqft
$472
Property Type
House
Property Taxes
$1,575
HOA Dues
-
Year Built
1850

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Last updated: 4 months ago (MLSPIN #73193478)

Price History

Date / Event Date Event Price
Jul 31, 2025 Sold
Sold
Jul 3, 2025 In contract -
In contract
Jun 27, 2025 Price Decreased $2,790,000
↓ $100K (3.5%)
Price Decreased
May 14, 2025 Price Decreased $2,890,000
↓ $109K (3.6%)
Price Decreased
Mar 6, 2025 Listed $2,999,000
Listed
Newly constructed 5,366 sq ft luxury home with attached 2 car garage! Featuring 5 bedrooms, 4 full and 2 half bath, and 4 levels of living, discover thoughtful elegance at every turn . The designer kitchen offers high-end appliances including a gas stove, double oven, and wet-bar with beverage fridge. Featuring an open-concept, the kitchen effortlessly flows into the sun-drenched living and dining areas, with home office, first floor bedroom, and large mudroom nearby. Ascend to the 2nd floor to find the spacious primary suite with walk-in closet, stunning bath with soaking tub, and attached deck, along with 3 other bedrooms and laundry. The 3rd floor features a bonus room with 1/2 bath, along with additional flexible space in the finished basement. Outside, the beautifully landscaped yard with cozy fire pit and patio creates the ultimate oasis. Winchester center and commuter rail less than 1 mile away. Don’t miss the chance to make 8 Chestnut home!
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Property Highlights

Garage
Parking Available
Fireplace

Building Info

Overview

    General

  • Year Built: 1850
  • Effective Year Built: 1850
  • Building Count: 1
  • Total Rooms: 7
  • Bedroom Count: 3
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 5
  • Exterior Walls Type: 18
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 300
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,307
  • Garage Type: 4
  • Parking Space Count: 2
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 16,335
  • Total Building Area: 2,966
  • Gross Building Area: 4,929
  • Building Area: 2,966
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 4
  • Heated Square Feet: 2,966
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000375
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Winchester School District
  • School Tax School District: WINCHESTER SD
  • Census Tract: 338500

Zoning

  • Zoning: RDB

Geography

  • Parcel: WINC M:005 B:0129 L:0
  • Block: 129
  • Municipality: WINCHESTER
  • Latitude: 42.4448
  • Longitude: -71.1331

    Address

  • Full Address: 8 Chestnut St
  • Address - House Number: 8
  • Address - Street Name: Chestnut
  • Address - Suffix Type: St
  • State: MA
  • City Name: Winchester
  • Carrier Code: C016
  • 4-Digit Zip Code: 3019
  • Zip Code: 01890

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $1,906,500

    Appraisal Valuation

  • Standard Deviation: 0.0773
  • Valuation Date: Mar 13, 2024
  • Confidence Score: 94
  • Final Value: 1,472,902
  • High Value: 1,586,891
  • Low Value: 1,358,912

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $1,682,700
  • Assessed Land Value: $1,235,300
  • Assessed Improvements Value: $447,400

    Sales

  • Current Sale Contract Date: Jan 19, 2024
  • Current Sale Recording Date: Jan 19, 2024
  • Current Sale Price:
  • Current Sale Document Type: O
  • Current Sale Input Document Number: 6267
  • Previous Sale Recording Date: Jul 01, 1994
  • Previous Sale Amount: $380,000
  • Previous Sale Document Type: 27
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 Winchester Town Center


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Frequently Asked Questions

When was property at 8 Chestnut Street built and last sold?
The property at 8 Chestnut Street was built in 1850 and last sold on Jan 19, 2024 for $1,400,000.
How much is this home worth?
The estimated value of the home located at 8 Chestnut Street is $2,811,481.
What are some comparable homes to 8 Chestnut Street?
There are currently no comparable homes to 8 Chestnut Street.