21 Pine Plain Rd, Wellesley, MA 02481
OFF MARKET

21 Pine Plain Rd
Wellesley, MA 02481

  • 4 Beds
  • 2.5 Baths
  • 2,340 sqft

$1,829,900

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $10,492/mo*
Refinance Your Home

$1,829,900

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $10,492/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,340 sqft

Homes for sale near 21 Pine Plain Rd

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Apartments for Rent

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Local Information

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

Description

This classic New England colonial home, with 4 bedrooms and 2.5 baths, is perfect for a family. On a quiet dead-end street, it has a deep, fully-fenced yard, large family room, remodeled kitchen, and two-car heated, attached garage. Well-behaved pets are welcome. Pictures show furniture, but this house is for rent unfurnished.

Built in the 1930s then significantly expanded, this house has both historic charm and contemporary function. The rocking-chair front porch and hardwood floors throughout the house speak to its past, while the spacious rooms and open kitchen plan welcome modern casual entertaining.

The front of the house features a cozy fireplace living room, and the back has a large, light-filled family room with custom built-in bookshelves and cabinets. The kitchen/dining room (remodeled 2015) features a large granite center island with seating, huge double sink and updated appliances.
On the second floor there are three bedrooms and a full bath, plus a primary bedroom suite with spacious bedroom and attached bath -- newly updated in 2023. The primary bedroom is fitted with two walk-in closets.
Large hall closets downstairs and upstairs provide ample storage.

The fenced backyard is extra-deep and wooded, providing privacy and lots of room to play and relax.

The basement is unfinished and dry, with a workshop on one side and laundry and storage on the other. Washer and Dryer are included with the house.

Heat is natural gas, baseboard. Much of the house has air conditioning, but three rooms need window units (provided).

A short walk down a safe dead-end street brings you to highly-rated Bates Elementary School, town soccer and baseball fields, a town tennis court, and a 64-acre nature reservation with beautiful meadow walks, a creek, and forested hills.

Less than a mile away is "Fells Corner," with a small market, pharmacy, cafe, and library branch. The town of Wellesley is about 2 miles away, with shopping, dining, an excellent library, post office, train station, and a beautiful park surrounding town hall. Wellesley Middle School and Wellesley High School, both excellent schools, are about 2 miles away.

Wellesley College, Babson College, Olin College, and Regis College, Weston Town Center and Needham Town Center are within 4 miles. Downtown Boston and Logan Airport are about a 30-minute drive if traffic is light. The MBTA commuter line train to Fenway Park, Back Bay, and South Station (downtown/financial district) is a convenient 30-minute ride.

Pets allowed, Tenant pays for electricity, heat (natural gas), garbage collection, yard maintenance and snow removal.

Landlord pays for sewer / water. We can provide a town RDF sticker for free access to town dump.

Renters insurance required.

1 year lease with first and last month rent and security deposit required on lease signing.
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. This description is from August 28, 2024

Home Highlights

Parking
Attached Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 21 Pine Plain Rd

Interior Features

Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: Wall Unit, Window UnitHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Price History for 21 Pine Plain Rd

DatePriceEventSource
09/13/2024$6,500ListingRemovedZillow Rentals
06/02/2024$6,500Listed For RentZillow Rentals
06/28/2006$715,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$14,269
Assessment$1,388,000
Home facts updated by county records

Comparable Sales for 21 Pine Plain Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
56 Pine Plain Rd, Wellesley, MA
0.16
Single-Family Home
$1,530,000
10/30/25
4
3
2,265
365 Weston Rd, Wellesley, MA
0.25
Single-Family Home
$1,010,000
12/03/25
4
2
1,743
13 Cavanaugh Rd, Wellesley, MA
0.12
Single-Family Home
$2,250,000
12/02/25
4
2.5
2,965
428 Weston Rd, Wellesley, MA
0.13
Single-Family Home
$1,497,200
12/09/25
5
3.5
2,558
11 Durant Rd, Wellesley, MA
0.21
Single-Family Home
$1,480,000
06/30/25
3
3
2,524
50 Parker Rd, Wellesley, MA
0.31
Single-Family Home
$1,600,000
11/14/25
4
2.5
2,147
6 Boulder Brook Rd, Wellesley, MA
0.15
Single-Family Home
$1,925,000
04/15/26
4
3.5
2,813
3 Pine Plain Rd, Wellesley, MA
0.08
Single-Family Home
$2,150,000
05/23/25
4
3.5
3,358
45 Shirley Rd, Wellesley, MA
0.37
Single-Family Home
$1,552,000
08/14/25
4
1.5
2,306
31 Martin Rd, Wellesley, MA
0.35
Single-Family Home
$1,740,000
04/17/26
4
2.5
2,214

Assigned Schools

These are the assigned schools for 21 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 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

  • 83 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say there's holiday spirit

  • 75 % Say kids play outside

  • 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
    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
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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
    Flag
  • 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
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  • 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
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  • 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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Homes for rent near 21 Pine Plain Rd

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Off Market Homes Near 21 Pine Plain Rd

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Explore by feature

21 Pine Plain Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,340 sqft single-family home. This property is not currently available for sale. 21 Pine Plain Rd was last sold on Jun 28, 2006 for $715,000 (10,900% higher than the asking price of $6,500). The current Trulia Estimate for 21 Pine Plain Rd is $1,829,900.