See Home Value
$1,260,000
● House - Off Market

166 Forest St

Winchester, MA 01890
bedrooms
5 Beds
bathrooms
3 Baths, 2 Half Baths
square feet
3,461 Ft²
$1,804,856
RealtyHop Estimate
38.94%
Since Apr 1, 2020
MA-Boston
Primary Model

About This Property

Stunning colonial carefully tucked back on picturesque street with 4 levels of well-planned and meticulously maintained living space. Open concept 1st floor provides a layout conducive for busy families and grand entertainers. Enjoy a bright and sunny living room featuring vaulted ceilings with skylights, gas fireplace & adjacent dining area. This space opens up to a gourmet kitchen with stainless steel appliances, breakfast bar, built-in desk & sliders to your private deck. A formal dining room, family room/playroom & half bath complete the 1st floor. On the 2nd floor find the master bedroom with ensuite bath, 2 additional bedrooms, full bath, laundry, generous closets and sunset views. 3rd floor features 2 bedrooms and 1 full bath. Find peaceful relaxation on the finished lower level, which features a yoga room, large family room & exterior access to the fenced backyard, patio & hot tub. 1 car garage & ample off-street parking. Close to downtown Winchester, transportation & schools.
Unit Size
3,461 Ft²
Days on Market
-
Land Size
0.30 acres
Price per sqft
$375
Property Type
House
Property Taxes
$1,137
HOA Dues
-
Year Built
2002

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Last updated: 4 months ago (MLSPIN #72597519)

Price History

Date / Event Date Event Price
Nov 10, 2025 Sold
Sold
Sep 17, 2025 In contract -
In contract
Sep 10, 2025 Listed by United Real Estate, LLC $1,649,000
Listed by United Real Estate, LLC
The buyer got cold feet. Tucked away on a picturesque street, this beautifully maintained Colonial offers 4 levels of thoughtfully designed living space. The open-concept main floor features a sun-filled living room with vaulted ceilings, skylights, gas fireplace, and an adjacent dining area. The gourmet kitchen boasts stainless steel appliances, breakfast bar, built-in desk, and sliders leading to a private deck. A formal dining room, family/playroom, and half bath complete the first level.The second floor includes a spacious primary suite with ensuite bath, two additional bedrooms, full bath, laundry, generous closet space, and sunset views. The third floor offers two additional bedrooms and a full bath-ideal for guests, offices, or extended family.The finished lower level includes a yoga room, large recreation room, and direct exterior access to a fenced backyard with patio and hot tub.New heating and water heater. Close to downtown Winchester, schools and transportation.
Aug 15, 2025 Temporarily off market -
Temporarily off market
Jul 27, 2025 Listed $1,890,000
Listed
Tucked away on a picturesque street, this beautifully maintained Colonial offers 4 levels of thoughtfully designed living space. The open-concept main floor features a sun-filled living room with vaulted ceilings, skylights, gas fireplace, and an adjacent dining area. The gourmet kitchen boasts stainless steel appliances, breakfast bar, built-in desk, and sliders leading to a private deck. A formal dining room, family/playroom, and half bath complete the first level.The second floor includes a spacious primary suite with ensuite bath, two additional bedrooms, full bath, laundry, generous closet space, and sunset views. The third floor offers two additional bedrooms and a full bath-ideal for guests, offices, or extended family.The finished lower level includes a yoga room, large family room, and direct exterior access to a fenced backyard with patio and hot tub. Additional highlights include a 1-car garage and ample off-street parking.
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Property Highlights

Garage
Parking Available
Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 2002
  • Effective Year Built: 2002
  • Building Count: 1
  • Total Rooms: 11
  • Bedroom Count: 5
  • Bathroom Count: 4
  • Full Bathrooms: 3
  • Partial Bathrooms: 4
  • 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: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,176
  • Garage Type: 17
  • Parking Space Count: 1
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 12,942
  • Total Building Area: 3,301
  • Gross Building Area: 4,530
  • Building Area: 3,301
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 3,301
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: PLAN 11000K
  • Land Acres: 0000000297
  • 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: 338100

Zoning

  • Zoning: RDB

Geography

  • Parcel: WINC M:001 B:0081 L:0
  • Block: 81
  • Municipality: WINCHESTER
  • Latitude: 42.4695
  • Longitude: -71.1202

    Address

  • Full Address: 166 Forest St
  • Address - House Number: 166
  • Address - Street Name: Forest
  • Address - Suffix Type: St
  • State: MA
  • City Name: Winchester
  • Carrier Code: C012
  • 4-Digit Zip Code: 1013
  • Zip Code: 01890

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $1,624,800

    Appraisal Valuation

  • Standard Deviation: 0.1769
  • Valuation Date: Jan 17, 2024
  • Confidence Score: 77
  • Final Value: 1,649,382
  • High Value: 1,941,201
  • Low Value: 1,357,563

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $1,434,100
  • Assessed Land Value: $701,200
  • Assessed Improvements Value: $732,900

    Sales

  • Current Sale Contract Date: Mar 02, 2020
  • Current Sale Recording Date: Mar 12, 2020
  • Current Sale Price:
  • Current Sale Document Type: O
  • Current Sale Input Document Number: 37699
  • Previous Sale Recording Date: Dec 15, 2017
  • Previous Sale Amount: $1,257,000
  • Previous Sale Document Type: O
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 Highlands


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Frequently Asked Questions

When was property at 166 Forest Street built and last sold?
The property at 166 Forest Street was built in 2002 and last sold on Mar 2, 2020 for $1,260,000.
How much is this home worth?
The estimated value of the home located at 166 Forest Street is $1,634,997.
What are some comparable homes to 166 Forest Street?
There are currently no comparable homes to 166 Forest Street.