101 Winter St, Lexington, MA 02420
Property image
Property image
FOR SALE
OPEN SUN, 12-1:30PM

$1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,109 sqft

101 Winter St, Lexington, MA 02420

Est. Mortgage $7,640/mo*
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Home Highlights

Single-Family Home
Built in 1978
$593/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 101 Winter St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This well-maintained 4-bedroom, 2.5-bath Garrison Colonial is located on a quiet, tree-lined street in one of Lexington’s established neighborhoods. Hardwood floors run throughout the home, and the layout combines traditional living spaces with modern updates. The open-concept kitchen features ample storage, quartz countertops, a center island, and stainless-steel appliances, and flows into a spacious living area with a fireplace and sliders to the deck, making it well suited for both everyday living and entertaining. The first floor also includes a separate living room, formal dining room, and a half bath. Upstairs are four generously sized bedrooms, including a primary suite with its own full bath, as well as an updated main bathroom. An attached two-car garage offers high ceilings and additional storage space. A large unfinished basement and walk-up attic ensure storage will never be an issue. The home is conveniently located near highly regarded schools and major commuter routes
Last check for updates: about 23 hours ago
Listing courtesy of Beth Sager Group, (617) 797-1422
Keller Williams Realty Boston Northwest, (781) 862-2800
Source: MLS PIN, MLS#73549508
Also Listed on MLS PIN.

Open House

Sunday, September 13
12:00 PM to 1:30 PM

Home Details for 101 Winter St

Interior Features

Interior Details
Basement: Full,Sump Pump,Concrete,UnfinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2109 Square Feet
Appliances & Utilities
Utilities: for Electric RangeAppliances: Range, Dishwasher, Refrigerator, Washer, DryerDishwasherDryerLaundry: In BasementRefrigeratorWasher
Heating & Cooling
Heating: OilHas CoolingAir Conditioning: Window Unit(s),Wall Unit(s)Has HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa

Exterior Features

Exterior Home Features
Patio / Porch: DeckExterior: DeckFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Paved Drive
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2109

Days on Market

Days on Market: 59

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 559150

Price & Status

Price
List Price: $1,250,000Price Per Sqft: $593

Active Status

MLS Status: Active

Location

Direction & Address
City: Lexington
School Information
Elementary School: EstabrookJr High / Middle School: DiamondHigh School: Lexington High

Agent Information

Listing Agent
Listing ID: 73549508

Building

Building Area
Building Area: 2109 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 5978 sqft

Miscellaneous

BasementMls Number: 73549508Above Grade Unfinished Area: 2109

Around this home

What Locals Say about Lexington

At least 146 Trulia users voted on each feature.

  • 84 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say car is needed

  • 80 % Say it's quiet

  • 76 % Say people would walk alone at night

  • 75 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 71 % Say there are sidewalks

  • 71 % Say kids play outside

  • 70 % Say there's holiday spirit

  • 63 % Say they plan to stay for at least 5 years

  • 58 % Say streets are well-lit

  • 56 % Say neighbors are friendly

  • 49 % Say there are community events

  • 44 % Say it's walkable to grocery stores

  • 43 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Poruporufamy
    "A lot of nature with walking paths. "
    0
    Flag
  • Klaus Raupp
    "The whole neighborhood is friendly, with walking/biking paths like the Minuteman and many dog specific areas."
    0
    Flag
  • Sbastien Godard
    "We have neighborhood parties. And a lot of community with the neighbors. This is a great place to live "
    0
    Flag
  • Lexliv
    "Great neighborhood! Safe place to live and many things are easily accessible, short drive into Boston"
    1
    Flag
  • Fmcgovern
    "Good With multiple options including Bus versus MBTA train versus Uber Multiple options for routes into Boston"
    1
    Flag
  • 77sunrise
    "Easy access to bus 62 and 76, also the Rev bus from 128business council from depot square is super convenient to get to Alewife."
    0
    Flag
  • 77sunrise
    "There are a lot of dogs. If your dog does not like other dogs, then you will have a hard time to avoid them."
    0
    Flag
  • Joao C.
    "Lexington is one of the best town the I ever live Everyone around my neighborhood is friendly and they respect which other "
    0
    Flag
  • 77sunrise
    "Voice on the green, Concerts and winter solstice service at First Paris Lexington are great events. Summer concerts at Depot Square are also nice relaxing for a summer night."
    2
    Flag
  • Kamesh K.
    "We have neighborhood potluck block parties where we meet neighbors and kids enjoy food, music and games"
    1
    Flag
  • Tim K.
    "I have live here and my business is in the center of town so convenient and safe love my town my kids going to the public school and they learn so much they’re always busy with their spots I cannot be happy than this safe for me and my family "
    0
    Flag
  • Laura Manlief
    "Wonderful schools, nice community, small town feeling, and very safe. Birthplace of the United States."
    4
    Flag
  • Michelleolson
    "There are lots of dogs. All on leashes. I don’t know if any dog parks. Very walkable neighborhood. We don’t own a dog so I don’t know too much more."
    2
    Flag
  • Johnnybutera
    "Historical events and neighborhood get togethers are very common and a blast. They all revolve around families "
    1
    Flag
  • Michelleolson
    "A historic town, ethnically diverse, well educated and close to Boston. Expensive to buy into however."
    2
    Flag
  • Etpmullis
    "Lovely area schools transportation economy is great! What more can you ask for!! Maybe warmer winter "
    0
    Flag
  • Vipin
    " Wet nice neighborhood as my friends live here and we are regular visitors. Very nice school system and well connected to Boston "
    0
    Flag
  • Hunt m.
    "It’s a wonderfully walkable neighborhood with obscenely overpriced homes and increasing number of teardowns and McMansions."
    0
    Flag
  • emil w.
    "It is the best: Quiet, safe, airy, not subject to flooding, private."
    0
    Flag
  • crowleyt
    "Haved lived in this area for almost 30 years. Terrific school system, tradionally one of the top 5 in state every year. Great proximity to major transportation routes to Boston / Cambridge and Rte 128 / 95. Higly educated residents with strong emphasis on getting children to attend college. Convenient to conservation land, and a terrific family run farm. "
    0
    Flag

Market trends in Lexington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.55M
$14.67KMoM
Sale-to-List Price
102.1%
0.4%MoM
Price per sq ft
$580
$21MoM
Available listings
123
33MoM

Home Value

Trulia Estimate
$1.25M
Since last month
Decreased$46K (-3.6%)
Since last year
Decreased$121K (-8.8%)
Since last sale
Increased$980K (+364.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +41% in the last 10 years
MonthEstimated value
2026
September 2026$1.25M
August 2026$1.23M
July 2026$1.3M
June 2026$1.4M
May 2026$1.43M
April 2026$1.41M
March 2026$1.4M
February 2026$1.35M
January 2026$1.32M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Hazel Rd, Lexington, MA
0.34
Single-Family Home
$1,639,999
08/28/26
4
3
3,172
28 Sullivan St, Lexington, MA
0.18
Single-Family Home
$1,835,000
11/19/25
4
3.5
3,309
1 Bridge St, Bedford, MA
0.59
Single-Family Home
$780,000
08/28/26
4
2
1,622
83 Winter St, Lexington, MA
0.06
Single-Family Home
$2,150,000
03/26/26
6
4.5
5,272
41 Eldred St, Lexington, MA
0.59
Single-Family Home
$1,050,000
11/20/25
3
2
1,844
30 Volunteer Way, Lexington, MA
0.11
Single-Family Home
$1,840,000
06/30/26
4
4.5
3,284
52 Ivan St, Lexington, MA
0.61
Single-Family Home
$860,000
06/26/26
3
2
1,344
6 Donald St, Lexington, MA
0.65
Single-Family Home
$1,500,000
07/30/26
4
3
3,465
37 Pine St, Bedford, MA
0.54
Single-Family Home
$849,000
03/30/26
3
2
1,547
24 Gray Ter, Bedford, MA
0.38
Single-Family Home
$805,000
11/13/25
3
1.5
1,132

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
83 Winter St, Lexington, MA 02420
0.06
$2,150,000
6
4.5
5,272
Recently Sold
86 Winter St, Lexington, MA 02420
0.06
$991,000
3
1.5
1,419
Off Market
77 Winter St, Lexington, MA 02420
0.08
$1,626,100
4
3
2,668
Off Market
1 Cushing St, Lexington, MA 02420
0.08
$2,649,000
5
4.5
4,526
For Sale
30 Volunteer Way, Lexington, MA 02420
0.11
$1,840,000
4
4.5
3,284
Recently Sold
12 Sullivan St, Lexington, MA 02420
0.11
$2,427,100
4
2.5
3,713
Off Market
29 Fifer Ln #29, Lexington, MA 02420
0.14
$905,000
3
2
1,607
Recently Sold
50 Fifer Ln #50, Lexington, MA 02420
0.15
-
2
2.5
1,644
Off Market
2 Coach Rd, Lexington, MA 02420
0.18
$1,662,000
5
2.5
2,693
Off Market
6 Magnolia Ln, Lexington, MA 02420
0.16
$1,711,900
3
2.5
3,212
Off Market
83 Fifer Ln #83, Lexington, MA 02420
0.18
$749,000
2
2.5
1,959
For Sale

Price and Tax history

DateEventPrice
Jul 14, 2026
Source: MLS PIN #73549508
Listed For Sale
$1,250,000
Feb 26, 1987
Source: N/A
Sold
$269,000

LGBTQ Local Legal Protections

Beth Sager Group, Keller Williams Realty Boston Northwest, (781) 862-2800
Agent Phone: (617) 797-1422
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 101 Winter St

  • What is the estimated monthly payment for 101 Winter St?
    Based on a $1,250,000 list price with 20% down at today's rates, the estimated monthly payment for 101 Winter St in Lexington, MA is approximately $7,877 (about $6,750 principal & interest, $1,052 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 101 Winter St compare to homes in Lexington?
    101 Winter St in Lexington, MA is listed at $1,250,000, about 19% below the $1.55M median sale price in Lexington.
  • What do residents say about Lexington?
    Residents describe Lexington, MA as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See homes for sale in Lexington, MA.
  • What are the closest schools to 101 Winter St?
    The closest schools to 101 Winter St in Lexington, MA are Joseph Estabrook Elementary School (rated 9/10), Lexington High School (rated 10/10), Wm Diamond Middle School (rated 9/10).
  • Does 101 Winter St have air conditioning?
    Yes, 101 Winter St in Lexington, MA has air conditioning.
  • Does 101 Winter St have laundry facilities?
    Yes, 101 Winter St in Lexington, MA has in-unit laundry.
101 Winter St, Lexington, MA 02420 is a 4 bedroom, 3 bathroom, 2,109 sqft single-family home built in 1978. This property is currently available for sale and was listed by MLS PIN on Jul 14, 2026. The MLS # for this home is MLS# 73549508.