9 Ledyard Rd, Winchester, MA 01890
OFF MARKET

9 Ledyard Rd
Winchester, MA 01890

  • 5 Beds
  • 3 Baths
  • 4,108 sqft

$1,841,300

Trulia Estimate
as of Aug 25, 2026

$1,841,300

Trulia Estimate
as of Aug 25, 2026
5 Beds
3 Baths
4,108 sqft

Home Value

Trulia Estimate
$1.84M
Since last month
Decreased$66K (-3.5%)
Since last year
Decreased$3K (-0.1%)
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 +36% in the last 10 years
MonthEstimated value
2026
August 2026$1.84M
July 2026$1.9M
June 2026$1.91M
May 2026$1.92M
April 2026$1.89M
March 2026$1.86M
February 2026$1.78M
January 2026$1.75M
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
8 Felsdale Close, Winchester, MA
0.18
Single-Family Home
$1,930,000
01/09/26
4
2.5
3,658
4 Sargent Rd, Winchester, MA
0.11
Single-Family Home
$1,355,000
11/20/25
4
2.5
2,865
21 Willowdale Rd, Winchester, MA
0.18
Single-Family Home
$2,170,000
07/31/26
5
3.5
4,591
17 Cranston Rd, Winchester, MA
0.10
Single-Family Home
$1,560,000
04/30/26
4
2.5
2,578
10 Edgehill Rd, Winchester, MA
0.27
Single-Family Home
$2,200,000
05/05/26
7
3.5
3,926
2 Priscilla Ln, Winchester, MA
0.35
Single-Family Home
$2,649,000
05/29/26
4
3.5
4,255
89 Main St, Winchester, MA
0.26
Single-Family Home
$1,150,000
11/14/25
3
2.5
2,648
22 Hollywood Rd, Winchester, MA
0.27
Single-Family Home
$2,150,000
07/13/26
5
3
3,136
19 Town Way, Winchester, MA
0.30
Single-Family Home
$2,750,000
04/03/26
5
5.5
5,257
6 Marchant Rd, Winchester, MA
0.25
Single-Family Home
$1,325,000
04/22/26
3
2.5
2,153

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
10 Allen Rd, Winchester, MA 01890
0.02
$1,185,600
3
1.5
1,520
Off Market
428 Highland Ave, Winchester, MA 01890
0.10
$1,275,400
3
1.5
2,072
Off Market
27 Ledyard Rd, Winchester, MA 01890
0.08
$2,572,500
3
1.5
2,364
Off Market
29 Allen Rd, Winchester, MA 01890
0.10
$1,818,800
4
2.5
2,810
Off Market
4 Sargent Rd, Winchester, MA 01890
0.11
$1,355,000
4
2.5
2,865
Recently Sold
16 Marshall Rd, Winchester, MA 01890
0.13
$1,931,800
4
3
2,866
Off Market
17 Cranston Rd, Winchester, MA 01890
0.10
$1,560,000
4
2.5
2,578
Recently Sold
437 Highland Ave, Winchester, MA 01890
0.14
$1,186,300
3
2
1,589
Off Market
10 Marshall Rd, Winchester, MA 01890
0.16
$2,089,300
5
3.5
3,376
Off Market
20 Stowell Rd, Winchester, MA 01890
0.16
$1,776,500
3
2
2,314
Off Market
12 Everell Rd, Winchester, MA 01890
0.17
$1,750,300
3
2.5
2,212
Off Market
446 Highland Ave, Winchester, MA 01890
0.16
$940,000
2
1.5
2,033
Recently Sold

Local Information

  • Map ViewExplore the area around 9 Ledyard Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1955
Living Area
4,108 sqft
Price/Sqft
$448
Parking
Garage

About this House

This single-family home is located at 9 Ledyard Rd, Winchester, MA. 9 Ledyard Rd is in Winchester, MA and in ZIP code 01890. This property has 5 bedrooms, 3 bathrooms and approximately 4,108 sqft of floor space. This property has a lot size of 10018 sqft and was built in 1955.
9 Ledyard Rd, Winchester, MA 01890 is a 5 bedroom, 3 bathroom, 4,108 sqft single-family home built in 1955. It is currently off market. The Trulia Estimate is $1,841,300, with a rent estimate of $7,298/month.

Home Details for 9 Ledyard Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$18,844
$1,699,200
Home facts updated by county records

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

Frequently asked questions about 9 Ledyard Rd

  • What is 9 Ledyard Rd estimated to be worth?
    Trulia's estimated value for 9 Ledyard Rd in Winchester, MA is $1,841,300.
  • 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.
  • What do residents say about Winchester?
    Residents describe Winchester, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Winchester, MA.
  • How big is the lot at 9 Ledyard Rd?
    The lot at 9 Ledyard Rd in Winchester, MA is about 0.23 acres (10,018 sq ft).
  • Does 9 Ledyard Rd have a garage?
    Yes, 9 Ledyard Rd in Winchester, MA has a garage.

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