11 Lorena Rd, Winchester, MA 01890
Property image
Property image
OFF MARKET

11 Lorena Rd
Winchester, MA 01890

  • 7 Beds
  • 5.5 Baths
  • 7,549 sqft (on 1.52 acres)

$3,574,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $21,274/mo*
Refinance Your Home

$3,574,900

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $21,274/mo*
Refinance Your Home
7 Beds
5.5 Baths
7,549 sqft
(on 1.52 acres)

Local Information

  • Map ViewExplore the area around 11 Lorena Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Steeped in history, 11 Lorena Road features 7,549 square feet of living space & is a quintessential New England home in both setting & style. Originally designed by renowned architect Miles Standish, a 1960s addition by Richard Wills of the elite Royal Barry Wills architecture firm--featured in Life Magazine in both 1938 & 1946 for his classic Cape Cod & Colonial home designs--added an early American pub w/ beautiful pine-paneled walls, full bar, fireplace & abundant seating as well as a country living room. In 1999 Richard's son, also of RBW, added an updated kitchen, family room & second floor bedrooms. All of this is set on 1.5+ acres of terraced land w/ patio spaces, embedded mill stones & spectacular gardens with a number of rare & unusual plantings including a certified Dawn Redwood that is one of the oldest in the US & believed to be from the original batch of seeds brought to the US from China by the Arnold Arboretum. Additional details abound in this unique, special home!
11 Lorena Rd, Winchester, MA 01890 is a 7 bedroom, 7 bathroom, 7,549 sqft single-family home built in 1930. It last sold for $2,475,000 on Sep 14, 2020. It is currently off market. The Trulia Estimate is $3,574,900, with a rent estimate of $11,001/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 11 Lorena Rd

Interior Features

Interior Details
BasementNumber of Rooms: 16
Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Concrete, Hardwood
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateDeckExterior: Stone, WoodPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.52 acres

Price History for 11 Lorena Rd

DatePriceEventSource
09/14/2020$2,475,000Sold
N/A
07/15/2020$2,550,000PendingAgent Provided
07/06/2020$2,550,000Listed For SaleAgent Provided
04/19/2020$2,945,000ListingRemovedAgent Provided
03/05/2020$2,945,000Listed For SaleAgent Provided
08/03/1994$279,500Sold
N/A
05/04/1994$700,000Sold
N/A
02/08/1994$93,720Sold
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$32,706
Assessment$2,949,100
Home facts updated by county records

Comparable Sales for 11 Lorena Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Ledgewood Rd, Winchester, MA
0.18
Single-Family Home
$3,900,000
10/24/25
5
4.5
5,069
8 Chestnut St, Winchester, MA
0.20
Single-Family Home
$2,635,000
07/31/25
5
5
5,354
4 Leslie Rd, Winchester, MA
0.07
Single-Family Home
$2,120,000
04/28/26
5
3.5
2,860
9 Prospect St, Winchester, MA
0.20
Single-Family Home
$2,175,000
08/14/25
6
3.5
4,667
382 S Border Rd, Winchester, MA
0.38
Single-Family Home
$2,450,000
11/17/25
6
5.5
4,563
30 Prospect St, Winchester, MA
0.10
Single-Family Home
$2,450,000
12/16/25
4
3
2,519
45 Bacon St, Winchester, MA
0.60
Single-Family Home
$2,650,000
04/21/26
7
7
7,043
8 Felsdale Close, Winchester, MA
0.09
Single-Family Home
$1,930,000
01/09/26
4
2.5
3,658
39 Town Way, Winchester, MA
0.50
Single-Family Home
$3,200,000
05/13/26
6
6
5,709
58 Bacon St, Winchester, MA
0.63
Single-Family Home
$2,030,000
12/01/25
6
5.5
5,791

Nearby homes

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Assigned Schools

These are the assigned schools for 11 Lorena 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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Off Market Homes Near 11 Lorena Rd

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