49 Ledyard Rd, Winchester, MA 01890
OFF MARKET

49 Ledyard Rd
Winchester, MA 01890

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

$2,084,800

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $12,273/mo*
Refinance Your Home

$2,084,800

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $12,273/mo*
Refinance Your Home
4 Beds
3 Baths
3,050 sqft
(on 0.31 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 12, 2024

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
162 days ago

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
Last check for updates: 28 minutes 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

Price History for 49 Ledyard Rd

DatePriceEventSource
06/12/2024$1,679,000Sold
MLS PIN #73222147
04/17/2024$1,679,000ContingentMLS PIN #73222147
04/10/2024$1,679,000Listed For SaleMLS PIN #73222147
07/01/1999$428,500Sold
N/A

Market trends in Winchester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
75
7MoM
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Property Tax and Assessment

Year2025
Tax$16,343
Assessment$1,473,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,768/mo
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Comparable Sales for 49 Ledyard Rd

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
163 Main St, Winchester, MA
0.25
Single-Family Home
$1,175,000
08/18/25
4
2.5
2,335
17 Dennett Rd, Winchester, MA
0.25
Single-Family Home
$1,500,000
10/09/25
3
2.5
2,283
8 Felsdale Close, Winchester, MA
0.36
Single-Family Home
$1,930,000
01/09/26
4
2.5
3,658
57 Jefferson Rd, Winchester, MA
0.30
Single-Family Home
$2,359,000
06/30/25
4
3.5
3,274
2 Priscilla Ln, Winchester, MA
0.17
Single-Family Home
$2,649,000
05/29/26
4
3.5
4,255

Nearby homes

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Assigned Schools

These are the assigned schools for 49 Ledyard Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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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.
49 Ledyard Rd, Winchester, MA 01890 is a 4 bedroom, 3 bathroom, 3,050 sqft single-family home built in 1950. This property is not currently available for sale. 49 Ledyard Rd was last sold on Jun 12, 2024 for $1,679,000 (0% higher than the asking price of $1,679,000). The current Trulia Estimate for 49 Ledyard Rd is $2,084,800.