44 Pine St, Wellesley, MA 02481
OFF MARKET

44 Pine St
Wellesley, MA 02481

  • 5 Beds
  • 5 Baths
  • 5,812 sqft (on 0.37 acres)

$3,320,400

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $19,897/mo*
Refinance Your Home

$3,320,400

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $19,897/mo*
Refinance Your Home
5 Beds
5 Baths
5,812 sqft
(on 0.37 acres)

Local Information

  • Map ViewExplore the area around 44 Pine St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Lot Size
0.37 acres
Living Area
5,812 sqft
Price/Sqft
$571

About this House

WELLESLEY Exquisite property in coveted Wellesley Farms. An open floor plan features rich detail and beautiful design. The gorgeous kitchen opens to a fireplaced family room with custom built ins. The formal living areas include study, living room and dining room with butler's pantry. Five generous bedrooms on the second floor include a master suite. The finished third floor offers inviting bonus space. Follow the tree lined sidewalks to train, shops and parks. $2,195,000
44 Pine St, Wellesley, MA 02481 is a 5 bedroom, 5 bathroom, 5,812 sqft single-family home built in 2003. It last sold for $2,100,000 on Jun 14, 2011. It is currently off market. The Trulia Estimate is $3,320,400, with a rent estimate of $7,866/month.

Home Details for 44 Pine St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 13
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Price History for 44 Pine St

DatePriceEventSource
06/14/2011$2,100,000Sold
N/A
04/09/2011$2,195,000Listed For SaleAgent Provided
07/25/2008$2,225,000Sold
N/A
07/14/2003$1,905,137Sold
N/A

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
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Property Tax and Assessment

Year2025
Tax$24,929
Assessment$2,425,000
Home facts updated by county records

Comparable Sales for 44 Pine St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Elm St, Wellesley, MA
0.14
Single-Family Home
$2,690,000
07/16/26
4
3.5
4,761
12 Bird Hill Ave, Wellesley Hills, MA
0.28
Single-Family Home
$3,650,000
05/08/26
5
5.5
5,833
10 Bird Hill Ave, Wellesley, MA
0.27
Single-Family Home
$3,750,000
05/07/26
5
5.5
5,833
14 Bird Hill Ave, Wellesley, MA
0.29
Single-Family Home
$3,895,000
10/24/25
5
5.5
5,833
1 Clock Tower Dr, Wellesley, MA
0.47
Single-Family Home
$2,500,000
04/13/26
5
4.5
5,261
12 Pine Ridge Rd, Wellesley, MA
0.37
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
2 Longfellow Rd, Wellesley, MA
0.26
Single-Family Home
$1,740,000
03/23/26
4
3.5
2,664
80 Washington St, Wellesley, MA
0.34
Single-Family Home
$1,665,000
07/17/26
5
4
3,096
5 Tennyson Rd, Wellesley, MA
0.35
Single-Family Home
$2,150,000
04/13/26
5
3.5
2,811
7 Garden Rd, Wellesley, MA
0.57
Single-Family Home
$2,059,981
09/25/25
5
3.5
4,643

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Pine 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 Wellesley

At least 124 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

  • 75 % 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

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. 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
    Flag
  • 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
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • 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
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

21 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Wellesley, MA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Homes for sale near 44 Pine St

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Off Market Homes Near 44 Pine St

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Frequently asked questions about 44 Pine St

  • What is 44 Pine St estimated to be worth?
    Trulia's estimated value for 44 Pine St in Wellesley, MA is $3,320,400.
  • What is the price history for 44 Pine St?
    44 Pine St in Wellesley, MA last sold for $2,100,000 in June 2011.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $1.99M. That is up $300K from the prior month.
  • How big is the lot at 44 Pine St?
    The lot at 44 Pine St in Wellesley, MA is about 0.37 acres (16,117 sq ft).