36 Jackson Rd, Wellesley, MA 02481
OFF MARKET

36 Jackson Rd
Wellesley, MA 02481

  • 5 Beds
  • 4 Baths
  • 5,250 sqft (on 0.32 acres)

$2,712,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $16,212/mo*
Refinance Your Home

$2,712,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $16,212/mo*
Refinance Your Home
5 Beds
4 Baths
5,250 sqft
(on 0.32 acres)

Home Value

Trulia Estimate
$2.71M
Since last month
Increased$8K (+0.3%)
Since last year
Increased$38K (+1.4%)
Since last sale
Increased$680K (+32.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +212% in the last 10 years
MonthEstimated value
2026
August 2026$2.74M
July 2026$2.74M
June 2026$2.77M
May 2026$2.74M
April 2026$2.72M
March 2026$2.69M
February 2026$2.61M
January 2026$2.55M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
279 Oakland St, Wellesley, MA
0.12
Single-Family Home
$2,230,000
08/19/26
5
3.5
4,512
14 Hunnewell St, Needham, MA
0.22
Single-Family Home
$2,165,000
11/05/25
4
4.5
4,691
78 Hunnewell St, Wellesley, MA
0.22
Single-Family Home
$1,930,000
01/02/26
5
4.5
4,043
310 Oakland St, Wellesley, MA
0.21
Single-Family Home
$3,125,000
02/20/26
6
5.5
5,993
21 Madison Rd, Wellesley, MA
0.30
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609
98 Hunnewell St, Needham, MA
0.38
Single-Family Home
$2,625,000
01/30/26
5
5.5
4,881
42 Jackson Rd, Wellesley, MA
0.02
Single-Family Home
$1,625,000
06/04/26
3
2.5
1,996
15 Standish Cir, Wellesley, MA
0.36
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151
70 Briarwood Cir, Needham, MA
0.39
Single-Family Home
$2,325,000
05/08/26
5
4.5
4,281
19 Dunedin Rd, Wellesley, MA
0.56
Single-Family Home
$2,550,000
07/07/26
5
4.5
5,063

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
24 Jackson Rd, Wellesley, MA 02481
0.04
$3,690,500
6
4.5
5,317
Off Market
42 Jackson Rd, Wellesley, MA 02481
0.02
$1,625,000
3
2.5
1,996
Recently Sold
48 Jackson Rd, Wellesley, MA 02481
0.04
$2,360,400
4
2.5
3,674
Off Market
279 Oakland St, Wellesley, MA 02481
0.12
$2,230,000
5
3.5
4,512
Recently Sold
282 Oakland St, Wellesley, MA 02481
0.14
$1,235,700
3
2
1,859
Off Market
287 Oakland St, Wellesley, MA 02481
0.15
$2,496,600
5
5
4,800
Off Market
34 Sheridan Rd, Wellesley, MA 02481
0.18
$1,250,000
3
1.5
1,478
Recently Sold
19 Sheridan Rd, Wellesley, MA 02481
0.18
$3,880,400
5
5.5
6,240
Off Market
29 Sheridan Rd, Wellesley, MA 02481
0.19
$2,663,400
4
3.5
3,815
Off Market
36 Sheridan Rd, Wellesley, MA 02481
0.21
$3,121,200
5
4.5
5,496
Off Market
310 Oakland St, Wellesley, MA 02481
0.21
$3,125,000
6
5.5
5,993
Recently Sold
14 Hunnewell St, Needham, MA 02494
0.22
$2,165,000
4
4.5
4,691
Recently Sold

Local Information

  • Map ViewExplore the area around 36 Jackson Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Lot Size
0.32 acres
Living Area
5,250 sqft
Price/Sqft
$517
Parking
Garage

About this House

The one you've been waiting for - a distinctly restored and expanded colonial in much sought after Wellesley neighborhood. This charming home features 5 bedrooms, 3 full & 2 half baths, 2 car garage and abundant living space for the entire family. An architecturally designed chef's kitchen is anchored by a stunning walnut island with ample seating, Subzero/Wolf appliance package, double wall oven and impressive hood with chevron backsplash. A spacious, yet well apportioned living room features bay windows, custom built-ins, and gas fireplace with stone mantel. An inspiring formal living room is dressed with a coffered ceiling, window seat with built-ins, office nook and wood burning fireplace. Upstairs, the master bedroom suite is warmed by radiant heat and gas fireplace, with a soothing master bath with double vanities and calacatta marble floor. Expansive finished lower level with multiple living spaces and a home gym. Attention to detail and quality craftmanship throughout.
36 Jackson Rd, Wellesley, MA 02481 is a 5 bedroom, 5 bathroom, 5,250 sqft single-family home built in 1953. It last sold for $2,065,000 on Jan 13, 2021. It is currently off market. The Trulia Estimate is $2,712,600, with a rent estimate of $7,132/month.

Home Details for 36 Jackson Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 10
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Cement ConcretePatioSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1953Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price and Tax history

DateEventPrice
Jan 13, 2021
Source: N/A
Sold
$2,065,000
Oct 30, 2020
Source: Agent Provided
Pending
$1,979,000
Oct 27, 2020
Source: Agent Provided
Listed For Sale
$1,979,000
Aug 31, 2015
Source: N/A
Sold
$840,000
Jun 11, 2015
Source: N/A
Listed For Sale
$799,999

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM

Around this home

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

Frequently asked questions about 36 Jackson Rd

  • What is 36 Jackson Rd estimated to be worth?
    Trulia's estimated value for 36 Jackson Rd in Wellesley, MA is $2,712,600.
  • What is the price history for 36 Jackson Rd?
    36 Jackson Rd in Wellesley, MA last sold for $2,065,000 in January 2021.
  • 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 $2.15M. That is up $161K from the prior month.
  • Does 36 Jackson Rd have air conditioning?
    Yes, 36 Jackson Rd in Wellesley, MA has air conditioning.
  • Does 36 Jackson Rd have laundry facilities?
    Yes, 36 Jackson Rd in Wellesley, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

8 rentals with an outdoor space in Wellesley, MA

Apartments for Rent

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Off Market Homes Near 36 Jackson Rd

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Homes for sale near 36 Jackson Rd

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