49 Ledyard Rd, Winchester, MA 01890
Property image
Property image
OFF MARKET

$1,970,600

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,050 sqft (on 0.31 acres)

49 Ledyard Rd, Winchester, MA 01890

Refinance Your Home
Currently Off Market - Sold Jun 12, 2024 for $1,679,000

Home Value

Trulia Estimate
$1.97M
Since last month
Decreased$53K (-2.6%)
Since last year
Increased$234K (+13.5%)
Since last sale
Increased$292K (+17.4%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$1.97M
August 2026$1.97M
July 2026$2.02M
June 2026$2.02M
May 2026$2.02M
April 2026$2.03M
March 2026$2M
February 2026$1.91M
January 2026$1.83M
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
4 Sargent Rd, Winchester, MA
0.16
Single-Family Home
$1,355,000
11/20/25
4
2.5
2,865
17 Cranston Rd, Winchester, MA
0.10
Single-Family Home
$1,560,000
04/30/26
4
2.5
2,578
6 Marchant Rd, Winchester, MA
0.12
Single-Family Home
$1,325,000
04/22/26
3
2.5
2,153
89 Main St, Winchester, MA
0.15
Single-Family Home
$1,150,000
11/14/25
3
2.5
2,648
58 Jefferson Rd, Winchester, MA
0.34
Single-Family Home
$1,850,000
04/23/26
4
2.5
2,910
17 Dennett Rd, Winchester, MA
0.25
Single-Family Home
$1,500,000
10/09/25
3
2.5
2,283
22 Hollywood Rd, Winchester, MA
0.26
Single-Family Home
$2,150,000
07/13/26
5
3
3,136
8 Felsdale Close, Winchester, MA
0.36
Single-Family Home
$1,930,000
01/09/26
4
2.5
3,658
21 Willowdale Rd, Winchester, MA
0.11
Single-Family Home
$2,170,000
07/31/26
5
3.5
4,591
71 Sargent Rd, Winchester, MA
0.24
Single-Family Home
$1,399,000
06/30/26
3
3.5
2,936

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
50 Allen Rd, Winchester, MA 01890
0.04
$1,712,800
3
2
2,769
Off Market
40 Sargent Rd, Winchester, MA 01890
0.08
$1,290,000
3
1.5
1,492
Recently Sold
18 Town Way, Winchester, MA 01890
0.10
$2,255,100
4
3.5
4,026
Off Market
6 Alden Ln, Winchester, MA 01890
0.09
$1,275,000
3
2
1,511
Recently Sold
33 Sargent Rd, Winchester, MA 01890
0.09
$1,944,900
5
3.5
3,022
Off Market
19 Town Way, Winchester, MA 01890
0.11
$2,750,000
5
5.5
5,257
Recently Sold
22 Standish Ln, Winchester, MA 01890
0.11
$2,880,900
5
4.5
5,044
Off Market
39 Town Way, Winchester, MA 01890
0.10
$3,200,000
6
6
5,709
Recently Sold
6 Marchant Rd, Winchester, MA 01890
0.12
$1,325,000
3
2.5
2,153
Recently Sold
17 Cranston Rd, Winchester, MA 01890
0.10
$1,560,000
4
2.5
2,578
Recently Sold
21 Willowdale Rd, Winchester, MA 01890
0.11
$2,170,000
5
3.5
4,591
Recently Sold

Local Information

  • Map ViewExplore the area around 49 Ledyard Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1950
0.31 acre lot
3,050 sqft
$646/sqft
1 Car Garage

About this House

Welcome to this charming 4 bd, 3 br home situated on a gorgeous oversized lot on the desirable East side! Step inside this updated home to discover a warm & inviting layout designed for both family time & entertaining. The open floor plan seamlessly connects the kitchen & dining to a stunning family rm w/built ins, fireplace & french doors to fabulous deck! The blended kitchen & dining room are perfect w/ modern appliances, great storage, & a center island for culinary creations. The 1st flr also offers one private bedroom w/ adjacent bath plus a sun-drenced living room w/ add'l fplc. Two additional very spacious bedrooms on 2nd floor w/ full bathroom. The walk out lower level offers a 4th bedroom suite/great in law or au pair w/ full bathroom and walk in closet. The finished lower level also offers a family/media game room, laundry & spacious mudroom that leads to garage & oversized yard w/ 2 sheds. Easy access to the Fells, Winchester center, Lincoln school, Boston & highways!
49 Ledyard Rd, Winchester, MA 01890 is a 4 bedroom, 3 bathroom, 3,050 sqft single-family home built in 1950. It last sold for the $1,679,000 asking price on Jun 12, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,970,600, with a rent estimate of $6,130/month.
Last check for updates: about 6 hours ago
Listed by Kim Covino & Co. Team, (781) 249-3854
Compass, (781) 219-0313
Kim Covino, (781) 249-3854
Bought with: Joanne McDonnell, (781) 248-5097, RE/MAX Destiny, (617) 576-3800
Source: MLS PIN, MLS#73222147

Home Details for 49 Ledyard Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 9Types 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): 3
Dimensions and Layout
Living Area: 3050 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, DryerDishwasherDisposalDryerLaundry: Lighting - Overhead,In BasementRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, Storm Window(s)Door: French DoorsFlooring: Tile, Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck, CoveredExterior: Porch, Deck, Covered Patio/Deck, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Stone WallFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 5Parking: Attached,Under,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape,Contemporary
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:006 B:0182 L:0, 895938

Price & Status

Price
List Price: $1,679,000
Status Change & Dates
Off Market Date: Thu Apr 25 2024

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 3050 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.31 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73222147

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsMedical FacilityConservation AreaHighway AccessHouse of WorshipPublic School

Price and Tax history

DateEventPrice
Jun 12, 2024
Source: MLS PIN #73222147
Sold
$1,679,000
Apr 17, 2024
Source: MLS PIN #73222147
Contingent
$1,679,000
Apr 10, 2024
Source: MLS PIN #73222147
Listed For Sale
$1,679,000
Jul 1, 1999
Source: N/A
Sold
$428,500

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 49 Ledyard Rd

  • What is 49 Ledyard Rd estimated to be worth?
    Trulia's estimated value for 49 Ledyard Rd in Winchester, MA is $1,970,600.
  • What is the price history for 49 Ledyard Rd?
    49 Ledyard Rd in Winchester, MA last sold for $1,679,000 in June 2024.
  • 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 49 Ledyard Rd have air conditioning?
    Yes, 49 Ledyard Rd in Winchester, MA has air conditioning.
  • Does 49 Ledyard Rd have laundry facilities?
    Yes, 49 Ledyard Rd in Winchester, MA has in-unit laundry.

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