27 Roosevelt St, Maynard, MA 01754
OFF MARKET

27 Roosevelt St
Maynard, MA 01754

  • 3 Beds
  • 2 Baths
  • 1,557 sqft

$568,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $3,377/mo*
Refinance Your Home

$568,500

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $3,377/mo*
Refinance Your Home
3 Beds
2 Baths
1,557 sqft

Local Information

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

Description

Charming, sun-filled, spacious 3 bedroom, 2 bath Dutch Gambrel Colonial located in the sought-after Presidential neighborhood. The main level has a lovely enclosed front porch, formal living and dining rooms with wide pine floors, a large family room with pretty bow window connecting to a beautiful screened porch overlooking the flat backyard. Kitchen needs some updating but offers great space and opens to both the family room and dining room. Bonus - first floor laundry room and mud room area for added convenience. The 2nd floor offers three nice sized bedrooms with wide pine floors and a 2nd large full bath. Central air, newer windows (most appear to have been replaced), newer roof (2011), newer siding (2011). Great commuter location and close to the vibrant downtown Maynards shops, restaurants and Market Basket! A fantastic opportunity.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 27 Roosevelt St

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
Parking Spaces: 4Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price History for 27 Roosevelt St

DatePriceEventSource
10/29/2021$405,000Sold
MLS PIN #72896194
09/20/2021$420,000PendingWilliam Raveis Real Estate, Mortgage & Insurance #72896194
09/20/2021$420,000ContingentMLS PIN #72896194
09/16/2021$420,000Listed For SaleMLS PIN #72896194
01/11/2013$190,000Sold
N/A
11/20/2012$145,000Sold
N/A
07/31/2012$184,900Listed For SaleAgent Provided
06/25/2009$275,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$8,166
Assessment$458,000
Home facts updated by county records

Comparable Sales for 27 Roosevelt St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Parker St, Maynard, MA
0.16
Single-Family Home
$560,000
05/30/25
3
1.5
1,467
39 Acton St, Maynard, MA
0.48
Single-Family Home
$625,000
05/29/25
3
2
1,325
1 Walker St, Maynard, MA
0.36
Single-Family Home
$665,000
05/20/26
3
2
1,609
37 Glendale St, Maynard, MA
0.49
Single-Family Home
$520,000
02/27/26
3
2
1,354
2 Wall Ct, Maynard, MA
0.39
Single-Family Home
$498,000
05/01/26
3
2.5
1,006
2 East St, Maynard, MA
0.20
Single-Family Home
$525,000
05/28/25
3
1
1,059
8 Harrison St, Maynard, MA
0.12
Single-Family Home
$570,500
05/20/26
2
1
1,021
16 Florida Rd, Maynard, MA
0.60
Single-Family Home
$515,000
10/22/25
3
1.5
1,226
16 Brooks St, Maynard, MA
0.60
Single-Family Home
$530,000
11/25/25
3
2
1,302
12 Walcott St, Maynard, MA
0.58
Single-Family Home
$610,000
12/29/25
3
2
1,407

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Roosevelt St.
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 Maynard

At least 91 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 90 % Say it's dog friendly

  • 84 % Say people would walk alone at night

  • 79 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 73 % Say it's walkable to restaurants

  • 73 % Say kids play outside

  • 70 % Say streets are well-lit

  • 70 % Say there are sidewalks

  • 68 % Say it's quiet

  • 67 % Say car is needed

  • 64 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 52 % Say they plan to stay for at least 5 years

  • 46 % Say there are community events

  • 33 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jennifer Kessler
    "New families and businesses are moving into the area, which is improving diversity in the town. Many amenities are now within walking distance."
    0
    Flag
  • Samualsgreenwood
    "Sometimes it take 20 minutes to walk to the train station otherwise very friendly and happy people here; I love it. "
    0
    Flag
  • Jennifer L. S.
    "Maynard folks love their dogs. You see pups out with their owners all the time and almost one to every yard,"
    3
    Flag
  • Marcelo P. .
    "Own a vehicle . No public transportation available. Easy access to other method of transportation . Getting used to no yo ride the bus or trains is great two train / bus stations near town "
    1
    Flag
  • Michael P.
    "Maynard is pleasant. It’s not dangerous nor does it have a high crime rate. Most of the neighborhood is friendly. People clean up their dog’s poop. "
    2
    Flag
  • Arlenedoughy
    "People walk their dogs all times of the day. Everyone seems to have two dogs. Very animal friendly town. "
    4
    Flag
  • Peter S.
    "Quiet neighborhood, nice new high school, good hard working people, close enough to Boston yet close to apple country as well. Great place to raise a family."
    1
    Flag
  • Aleksandra G.
    "There are lots of dogs in the community and plenty of trails to take them on long walks! Dog interactions are common."
    1
    Flag
  • Lunamoth2001
    "Fireworks, art walk, arts space, baseball field, rail trail, local brewing company, a variety of ethnic restaurants "
    2
    Flag
  • Mary
    "Dog owners would love this neighborhood. It has green space and is close to a river with a trail in the woods."
    0
    Flag
  • Sonia G.
    "Friendly , quiet , safest place I have ever lived in 41 years. Schools are great . Streets are well maintained during snow season "
    2
    Flag

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Homes for sale near 27 Roosevelt St

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27 Roosevelt St, Maynard, MA 01754 is a 3 bedroom, 2 bathroom, 1,557 sqft single-family home built in 1900. This property is not currently available for sale. 27 Roosevelt St was last sold on Oct 29, 2021 for $405,000. The current Trulia Estimate for 27 Roosevelt St is $568,500.