166 Forest St

Off Market

166 Forest St

Winchester MA 01890

3508 sq. ft.

12942 sq. ft.

Single-Family

Last sold for $1,610,000

Ning Sun, last sold this property on 10 November 2025 after 59 days on market.

Overview

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.

Features

5 bedrooms

5 bathrooms

8 carspaces

1 garage space

3508 sq. ft. floor area

12942 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Winchester over the last 12 months, the estimated median property value of 166 Forest St is $2.16m.

Median value

$2.16m

Estimated value range

$1.02m - $4.45m

Median days on market

Estimated value trend

-5%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Winchester. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 166 Forest St

2025

Sold

$1,610,000

10 Nov 2025 by Ning Sun, of United Real Estate, LLC

2020

Sold

$1,260,000

12 Mar 2020 by Andersen Group Realty, of Keller Williams Realty Boston Northwest

2017

Sold

$1,257,000

15 Dec 2017 by Naomi DeLairre, of Waterfield Sotheby's International Realty

Happy sellers in Winchester

We have insufficient information to provide an overview of customer satisfaction for Winchester. Viewing the agent profiles, reviews and sales for Winchester can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Winchester

In the last 12 months, 41 five-bedroom single-family properties similar to 166 Forest St, have been sold.

This represents a 13% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Winchester for a market analysis.

Danny Zheng

(59 reviews)

Get a market analysis

Peter Rooney

at Compass

(47 reviews)

Get a market analysis

Paula Sughrue

at Better Homes and Gardens Real Estate - The Shanahan Group

Get a market analysis

McGlynn Splaine & Nigro Team

at Berkshire Hathaway HomeServices Commonwealth Real Estate

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winchester

Danny Zheng

Danny Zheng is a recommended agent for Winchester. They have 1 local sale and collected 1 local review across the last 12 months.

5 (59 reviews)
1 Review in Winchester
1 Sale in Winchester

View profile

Peter Rooney

Sellers who recommend Peter Rooney have praised them for being local expert, responsive, clear communication, supportive, well-prepared, friendly, and hard-working