27 Pine Plain Rd
Wellesley, MA 02481
- 3 Beds
- 1 Bath
- 1,380 sqft (on 0.27 acres)
3 Beds
1 Bath
1,380 sqft
(on 0.27 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1933
Lot Size
0.27 acres
Living Area
1,380 sqft
Price/Sqft
$1,059
About this House
Picture perfect Colonial in desirable cul- de -sac neighborhood offers charm and character throughout. This meticulously maintained property features lovely living room with fireplace and beautiful built-ins. Dining room with corner cabinet opens to sun splashed kitchen and inviting family room with exterior access to deck overlooking gorgeous landscaped grounds. Second floor includes three generous bedrooms with hardwood floors and a full bathroom. Lower level playroom/office offers additional space. Pristine property has been lovingly maintained through the years. Beautiful yard is surrounded by mature trees and lush landscaping. Close to Boulder Brook reservation and elementary school. Incredible opportunity to be a part of all that Wellesley has to offer.
27 Pine Plain Rd, Wellesley, MA 02481 is a 3 bedroom, 1 bathroom, 1,380 sqft single-family home built in 1933. It last sold for $775,000 on Aug 31, 2017. It is currently off market. The Trulia Estimate is $1,461,600, with a rent estimate of $4,333/month.
Home Details for 27 Pine Plain Rd
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Heating & Cooling Heating: Other, GasAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 7 |
Fireplace & Spa Fireplace |
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Year Built Year Built: 1933 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Exterior Home Features Exterior: Other |
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Units in Building: 1 |
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Lot Area: 0.27 acres |
Price History for 27 Pine Plain Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 08/31/2017 | $775,000 | Sold | N/A |
| 07/20/2017 | $795,000 | Pending | Agent Provided |
| 07/14/2017 | $795,000 | Listed For Sale | Agent Provided |
Market trends in Wellesley
Last updated June 2026
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
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $13,025 |
| Assessment | $1,267,000 |
Home facts updated by county records
Comparable Sales for 27 Pine Plain Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.03 | Single-Family Home | $1,450,000 | 06/15/26 | 3 | 2 | 2,149 | |
0.37 | Single-Family Home | $1,270,000 | 01/08/26 | 3 | 2 | 1,581 | |
0.43 | Single-Family Home | $835,000 | 11/12/25 | 3 | 2 | 1,555 | |
0.26 | Single-Family Home | $1,010,000 | 12/03/25 | 4 | 2 | 1,743 | |
0.35 | Single-Family Home | $1,150,000 | 04/30/26 | 3 | 2 | 2,023 | |
0.44 | Single-Family Home | $830,000 | 06/22/26 | 4 | 1.5 | 1,932 | |
0.13 | Single-Family Home | $1,530,000 | 10/30/25 | 4 | 3 | 2,265 | |
0.37 | Single-Family Home | $1,385,000 | 08/15/25 | 3 | 3 | 2,081 | |
0.14 | Single-Family Home | $2,250,000 | 12/02/25 | 4 | 2.5 | 2,965 | |
0.40 | Single-Family Home | $1,552,000 | 08/14/25 | 4 | 1.5 | 2,306 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 27 Pine Plain Rd.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 27 Pine Plain Rd
Off Market Homes Near 27 Pine Plain Rd
Frequently asked questions about 27 Pine Plain Rd
- What is 27 Pine Plain Rd estimated to be worth?Trulia's estimated value for 27 Pine Plain Rd in Wellesley, MA is $1,461,600.
- What is the price history for 27 Pine Plain Rd?27 Pine Plain Rd in Wellesley, MA last sold for $775,000 in August 2017.
- 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 27 Pine Plain Rd?The lot at 27 Pine Plain Rd in Wellesley, MA is about 0.27 acres (11,761 sq ft).

