14 Massasoit Rd, Wellesley, MA 02481
OFF MARKET

14 Massasoit Rd
Wellesley, MA 02481

  • 5 Beds
  • 5.5 Baths
  • 5,190 sqft (on 0.33 acres)

$2,740,100

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $16,159/mo*
Refinance Your Home

$2,740,100

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $16,159/mo*
Refinance Your Home
5 Beds
5.5 Baths
5,190 sqft
(on 0.33 acres)

Local Information

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

Description

Life in the neighborhood revolves around the Boulder Brook Reservation and Bates Elementary School. Everyone is within walking distance of this small and nurturing K-5 public school, creating a great sense of community. Convenience-- 4 miles from "The Golden Mile" shopping area including the Natick Mall, One mile from the shops and restaurants of Wellesley Square and a short drive to any of three commuter rail stops. Nature-- Rocky Ledge conservation land offers many acres of walking trails and meadows leading up into Weston. One can walk out the door and find so much peace and beauty it is hard to believe that you are only a 25 minute drive from Boston.
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
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 14 Massasoit Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
FireplaceJetted Bath Tub
Security
Security System

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: WoodLawnSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price History for 14 Massasoit Rd

DatePriceEventSource
06/29/2017$1,700,000Sold
N/A
08/14/2012$1,619,000Sold
N/A
06/12/2012$1,649,000PriceChange
Agent Provided
05/18/2012$1,695,000PriceChange
Agent Provided
03/14/2012$1,795,000Listed For SaleAgent Provided
08/09/2005$1,720,000Sold
N/A
04/29/2004$676,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$22,863
Assessment$2,224,000
Home facts updated by county records

Comparable Sales for 14 Massasoit Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
90 Elmwood Rd, Wellesley, MA
0.20
Single-Family Home
$1,902,500
04/30/26
4
3.5
3,428
23 Pilgrim Rd, Wellesley, MA
0.20
Single-Family Home
$2,628,000
05/12/26
4
3.5
4,102
1 Lafayette Cir, Wellesley, MA
0.37
Single-Family Home
$2,388,000
05/29/25
5
3.5
3,866
51 Boulder Brook Rd, Wellesley, MA
0.38
Single-Family Home
$3,270,000
12/09/25
5
4.5
4,947
31 Martin Rd, Wellesley, MA
0.10
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214
25 Mansfield Rd, Wellesley, MA
0.19
Single-Family Home
$1,665,000
04/06/26
4
2
3,091
47 Norwich Rd, Wellesley, MA
0.37
Single-Family Home
$2,525,000
05/23/25
5
3.5
3,519
250 Weston Rd, Wellesley, MA
0.48
Single-Family Home
$3,045,000
06/25/25
5
4.5
4,942
428 Weston Rd, Wellesley, MA
0.46
Single-Family Home
$1,497,200
12/09/25
5
3.5
2,558
117 Elmwood Rd, Wellesley, MA
0.32
Single-Family Home
$1,725,000
06/30/25
4
2.5
2,170

Assigned Schools

These are the assigned schools for 14 Massasoit 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 Wellesley

At least 123 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 76 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 62 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
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  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
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  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
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  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
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  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
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  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
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  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
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  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
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  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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14 Massasoit Rd, Wellesley, MA 02481 is a 5 bedroom, 6 bathroom, 5,190 sqft single-family home built in 2005. This property is not currently available for sale. 14 Massasoit Rd was last sold on Jun 29, 2017 for $1,700,000. The current Trulia Estimate for 14 Massasoit Rd is $2,740,100.