5 Pine St, Winchester, MA 01890
Property image
Property image
OFF MARKET

$2,490,300

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 4,273 sqft

5 Pine St, Winchester, MA 01890

Est. Refi. Payment $14,763/mo*
Refinance Your Home
Currently Off Market - Sold Apr 15, 2025 for $2,350,000

Home Value

Trulia Estimate
$2.49M
Since last month
Increased$129K (+5.4%)
Since last year
Increased$134K (+5.7%)
Since last sale
Increased$140K (+6%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$2.49M
August 2026$2.49M
July 2026$2.36M
June 2026$2.34M
May 2026$2.33M
April 2026$2.32M
March 2026$2.35M
February 2026$2.35M
January 2026$2.3M
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
19 Glengarry Rd, Winchester, MA
0.01
Single-Family Home
$1,825,000
12/08/25
6
3.5
3,521
15 Wildwood St, Winchester, MA
0.14
Single-Family Home
$2,100,000
06/09/26
6
2.5
4,104
30 Rangeley Rd, Winchester, MA
0.27
Single-Family Home
$2,300,000
07/21/26
5
3.5
4,744
4 Norwood St, Winchester, MA
0.18
Single-Family Home
$3,242,250
10/17/25
5
4.5
5,250
78 Bacon St, Winchester, MA
0.33
Single-Family Home
$2,300,000
08/28/26
5
3.5
5,230
46 Church St, Winchester, MA
0.17
Single-Family Home
$1,965,000
01/27/26
4
3.5
3,475
15 Cabot St, Winchester, MA
0.32
Single-Family Home
$2,200,000
08/14/26
4
2.5
3,123
2 Lagrange St, Winchester, MA
0.21
Single-Family Home
$1,900,000
10/17/25
7
2.5
3,413
1 Copley St, Winchester, MA
0.25
Single-Family Home
$1,865,000
12/30/25
7
2.5
2,998
6 Ivy Cir, Winchester, MA
0.27
Single-Family Home
$1,500,000
04/15/26
6
4
3,403

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
19 Glengarry Rd, Winchester, MA 01890
0.01
$1,825,000
6
3.5
3,521
Recently Sold
63 Church St #63, Winchester, MA 01890
0.05
-
4
2.5
3,157
Off Market
3 Ravine Rd, Winchester, MA 01890
0.10
$3,810,900
6
6.5
8,178
Off Market
17 Dix St, Winchester, MA 01890
0.15
$2,376,700
5
2
3,059
Off Market
15 Wildwood St, Winchester, MA 01890
0.14
$2,100,000
6
2.5
4,104
Recently Sold
18 Dix St, Winchester, MA 01890
0.14
$2,306,300
4
2.5
3,048
Off Market
15 Dix St #9, Winchester, MA 01890
0.15
$1,079,600
1
2
1,275
Off Market
15 Dix St #10, Winchester, MA 01890
0.16
$1,605,200
2
2
2,066
Off Market
46 Church St, Winchester, MA 01890
0.17
$1,965,000
4
3.5
3,475
Recently Sold
10 Wyman Ct #10, Winchester, MA 01890
0.16
-
3
2
1,432
Off Market
4 Wyman Ct #4, Winchester, MA 01890
0.16
$1,399,000
4
4.5
2,500
Recently Sold

Local Information

  • Map ViewExplore the area around 5 Pine St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Living Area
4,273 sqft
Price/Sqft
$583
Parking
4 Open Spaces

About this House

This recently renovated Victorian blends historic charm with modern luxury in a prime in-town location-minutes to the shops, Common, train and Wedge Pond. Step into the central hall showcasing elegant woodwork, high ceilings, and gleaming floors. The new kitchen features high-end appliances, a butler’s pantry, and dining banquette. Entertain in the sun-drenched dining room with a marble fireplace and grasscloth walls. The lavish front-to-back living room offers abundant space and a fireplace framed by built-ins. On the second floor, the primary suite boasts a '24 renovated spa-like bath, large custom closet, and beautiful office with French doors. Two spacious bedrooms, a full bath, and laundry complete this level, while the third floor adds 2 more bedrooms, a full bath, and great storage. A finished lower-level family room with walkout leads to a patio, shed and fenced yard. With a charming porch, new roof, updated systems, and exquisite finishes, this elevated home is a “must see.”
5 Pine St, Winchester, MA 01890 is a 5 bedroom, 4 bathroom, 4,273 sqft single-family home built in 1910. It last sold for $2,350,000 on Apr 15, 2025 (4% above the $2,250,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,490,300, with a rent estimate of $7,778/month.
Last check for updates: about 11 hours ago
Listed by Lynne Russo, (617) 306-2043
Better Homes and Gardens Real Estate - The Shanahan Group, (781) 729-9030
Lynne Russo, (617) 306-2043
Bought with: DalBon & Company, (978) 882-4623, Keller Williams Realty Evolution, (978) 927-8700
Source: MLS PIN, MLS#73337909

Home Details for 5 Pine St

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Radon Remediation SystemNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4273 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Dryer, for Electric Dryer, Washer HookupAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range HoodDishwasherDisposalDryerLaundry: Dryer Hookup - Gas,Washer Hookup,Closet/Cabinets - Custom Built,Upgraded Countertops,Electric Dryer Hookup,Remodeled,Second Floor,Gas Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Dining Room, Family Room, Living Room, Master BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Picture, ScreensDoor: French Doors, Pocket DoorFlooring: Tile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Flooring Stone Ceramic Tile, Flooring Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: OtherPatio / Porch: Porch, PatioFencing: Fenced/Enclosed, FencedExterior: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Screens, Fenced YardFoundation: StoneSprinkler System
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street,Tandem,Deeded,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 100.00
Finished Area
Finished Area (above surface): 3891Finished Area (below surface): 382

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: RemodeledNot Included in Sale: Freezer In BasementParcel Number: M:016 B:0231 L:0, 899082

Price & Status

Price
List Price: $2,250,000
Status Change & Dates
Off Market Date: Wed Mar 12 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Winchester
School Information
Elementary School: AmbroseJr High / Middle School: MccallHigh School: Whs

Building

Building Area
Building Area: 4273 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, House of Worship, Private School, Public School, T-Station, SidewalksNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 7954 sqft

Offer

Contingencies: FinancingListing Terms: Contract

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73337909Above Grade Unfinished Area: 3891

Additional Information

Public TransportationShoppingTennis Court(s)ParkHouse of WorshipPrivate SchoolPublic SchoolT-StationSidewalks

Price and Tax history

DateEventPrice
Apr 15, 2025
Source: MLS PIN #73337909
Sold
$2,350,000
Mar 5, 2025
Source: MLS PIN #73337909
Contingent
$2,250,000
Feb 25, 2025
Source: MLS PIN #73337909
Listed For Sale
$2,250,000
Jun 29, 2012
Source: N/A
Sold
$1,193,500
Mar 25, 2012
Source: Agent Provided
ListingRemoved
$1,249,900

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.47M
$62.83KMoM
Sale-to-List Price
101.9%
0.2%MoM
Price per sq ft
$574
$3MoM
Available listings
64
13MoM

Around this home

What Locals Say about Winchester

At least 93 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 87 % Say people would walk alone at night

  • 85 % Say parking is easy

  • 79 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 75 % Say streets are well-lit

  • 74 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 54 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 5 Pine St

  • What is 5 Pine St estimated to be worth?
    Trulia's estimated value for 5 Pine St in Winchester, MA is $2,490,300.
  • What is the price history for 5 Pine St?
    5 Pine St in Winchester, MA last sold for $2,350,000 in April 2025.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $1.47M. That is up $62.83K from the prior month.
  • Does 5 Pine St have air conditioning?
    Yes, 5 Pine St in Winchester, MA has air conditioning.
  • Does 5 Pine St have laundry facilities?
    Yes, 5 Pine St in Winchester, MA has in-unit laundry.

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