33 Maxwell Rd, Winchester, MA 01890
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OFF MARKET

33 Maxwell Rd
Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 3,415 sqft

$2,367,300

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $14,012/mo*
Refinance Your Home

$2,367,300

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $14,012/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,415 sqft

Local Information

  • Map ViewExplore the area around 33 Maxwell Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2018
Living Area
3,415 sqft
Price/Sqft
$693
Parking
Garage

About this House

Homes built by this developer RARELY hit the market and when they do, they go FAST! Welcome to 33 Maxwell Road, a complete gut renovation and addition in DOWNTOWN WINCHESTER. A stones throw away from Manchester Field and McCall Middle School, along with the commuter rail and effervescent town center. This picture-perfect colonial boasts 5 bedrooms, 4.5 bathrooms, and a 2 car garage! Enter in and be welcomed by a charming staircase to your left and lovely foyer that leads you to the formal living room with high ceilings. From there you will be lead to the dining room and open concept kitchen and family room. This space features a fireplace with built ins and exterior access to your patio and fully fenced in backyard. This space is ideal for those who have entertaining on their mind! The lower level is finished with ample closet space, another full bathroom, direct access to your garage and a recreation room/media room that every member of the family can enjoy. LINCOLN SCHOOL DISTRICT!
33 Maxwell Rd, Winchester, MA 01890 is a 5 bedroom, 5 bathroom, 3,415 sqft single-family home built in 2018. It last sold for $1,690,000 on Nov 30, 2018. It is currently off market. The Trulia Estimate is $2,367,300, with a rent estimate of $7,941/month.

Home Details for 33 Maxwell Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Other, Hardwood
Appliances & Utilities
Dishwasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2018Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price History for 33 Maxwell Rd

DatePriceEventSource
11/30/2018$1,690,000Sold
N/A
10/03/2018$1,699,000PendingAgent Provided
09/12/2018$1,699,000Listed For SaleAgent Provided
02/09/2018$801,000Sold
PrimeMLS #4671139
12/19/2017$799,000PendingAgent Provided
12/15/2017$799,000Listed For SaleAgent Provided

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.41M
Sale-to-List Price
101.7%
Price per sq ft
$571
Available listings
77
2MoM
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Property Tax and Assessment

Year2025
Tax$21,321
Assessment$1,922,500
Home facts updated by county records

Comparable Sales for 33 Maxwell Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Winslow Rd, Winchester, MA
0.13
Single-Family Home
$2,215,000
08/12/25
5
3.5
3,607
77 Washington St, Winchester, MA
0.47
Single-Family Home
$1,700,000
10/16/25
5
3.5
2,718
20 Grove Pl, Winchester, MA
0.39
Single-Family Home
$1,850,000
03/26/26
5
3.5
3,294
263 Highland Ave, Winchester, MA
0.56
Single-Family Home
$1,574,500
03/30/26
4
3
3,343
9 Prospect St, Winchester, MA
0.23
Single-Family Home
$2,175,000
08/14/25
6
3.5
4,667
34 Rangeley Rd, Winchester, MA
0.24
Single-Family Home
$2,700,000
08/18/25
5
4.5
3,708
10 Edgehill Rd, Winchester, MA
0.37
Single-Family Home
$2,200,000
05/05/26
7
3.5
3,926
30 Rangeley Rd, Winchester, MA
0.24
Single-Family Home
$2,300,000
07/21/26
5
3.5
4,744
6 Oakland Cir, Winchester, MA
0.34
Single-Family Home
$1,607,000
06/01/26
4
2.5
3,298
46 Church St, Winchester, MA
0.36
Single-Family Home
$1,965,000
01/27/26
4
3.5
3,475

Nearby homes

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Assigned Schools

These are the assigned schools for 33 Maxwell 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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Homes for sale near 33 Maxwell Rd

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Off Market Homes Near 33 Maxwell Rd

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