55 Pine Plain Rd, Wellesley, MA 02481
OFF MARKET

55 Pine Plain Rd
Wellesley, MA 02481

  • 5 Beds
  • 4.5 Baths
  • 3,642 sqft (on 0.26 acres)

$2,467,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $14,728/mo*
Refinance Your Home

$2,467,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $14,728/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,642 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 55 Pine Plain Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.26 acres
Living Area
3,642 sqft
Price/Sqft
$678
Parking
Garage

About this House

This single-family home is located at 55 Pine Plain Rd, Wellesley, MA. 55 Pine Plain Rd is in Wellesley, MA and in ZIP code 02481. This property has 5 bedrooms, 5 bathrooms and approximately 3,642 sqft of floor space. This property has a lot size of 0.26 acres and was built in 2005.
55 Pine Plain Rd, Wellesley, MA 02481 is a 5 bedroom, 5 bathroom, 3,642 sqft single-family home built in 2005. It last sold for $1,490,000 on Apr 24, 2006. It is currently off market. The Trulia Estimate is $2,467,600, with a rent estimate of $7,865/month.

Home Details for 55 Pine Plain Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Security
Security System

Exterior Features

Exterior Home Features
Roof: Metal, Shake ShingleExterior: WoodLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price History for 55 Pine Plain Rd

DatePriceEventSource
04/24/2006$1,490,000Sold
N/A
05/28/2004$675,000Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$18,946
Assessment$1,843,000
Home facts updated by county records

Comparable Sales for 55 Pine Plain Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
90 Elmwood Rd, Wellesley, MA
0.17
Single-Family Home
$1,902,500
04/30/26
4
3.5
3,428
428 Weston Rd, Wellesley, MA
0.26
Single-Family Home
$1,497,200
12/09/25
5
3.5
2,558
51 Boulder Brook Rd, Wellesley, MA
0.09
Single-Family Home
$3,270,000
12/09/25
5
4.5
4,947
19 Louis Dr, Wellesley, MA
0.26
Single-Family Home
$1,825,000
12/03/25
4
3.5
2,820
6 Boulder Brook Rd, Wellesley, MA
0.23
Single-Family Home
$1,925,000
04/15/26
4
3.5
2,813
56 Pine Plain Rd, Wellesley, MA
0.03
Single-Family Home
$1,530,000
10/30/25
4
3
2,265
13 Cavanaugh Rd, Wellesley, MA
0.22
Single-Family Home
$2,250,000
12/02/25
4
2.5
2,965
23 Pilgrim Rd, Wellesley, MA
0.30
Single-Family Home
$2,628,000
05/12/26
4
3.5
4,102
53 Chesterton Rd, Wellesley, MA
0.19
Single-Family Home
$3,225,000
06/01/26
5
5.5
5,779
20 Parker Rd, Wellesley, MA
0.34
Single-Family Home
$2,825,000
04/14/26
6
3.5
4,393

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 55 Pine Plain 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 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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

14 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

15 rentals with a garage in Wellesley, MA

Explore by feature - Air Conditioning

29 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

33 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 55 Pine Plain Rd

Skip to last item
Skip to first item

Off Market Homes Near 55 Pine Plain Rd

Skip to last item
Skip to first item

Frequently asked questions about 55 Pine Plain Rd

  • What is 55 Pine Plain Rd estimated to be worth?
    Trulia's estimated value for 55 Pine Plain Rd in Wellesley, MA is $2,467,600.
  • What is the price history for 55 Pine Plain Rd?
    55 Pine Plain Rd in Wellesley, MA last sold for $1,490,000 in April 2006.
  • 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.
  • Does 55 Pine Plain Rd have air conditioning?
    Yes, 55 Pine Plain Rd in Wellesley, MA has air conditioning.
  • Does 55 Pine Plain Rd have laundry facilities?
    Yes, 55 Pine Plain Rd in Wellesley, MA has in-unit laundry.