33 Jackson Rd, Wellesley, MA 02481
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Property image
OFF MARKET

33 Jackson Rd
Wellesley, MA 02481

  • 4 Beds
  • 2.5 Baths
  • 2,061 sqft (on 0.41 acres)

$1,751,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $10,476/mo*
Refinance Your Home

$1,751,500

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $10,476/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,061 sqft
(on 0.41 acres)

Home Value

Trulia Estimate
$1.75M
Since last month
Decreased$28K (-1.6%)
Since last year
Decreased$10K (-0.6%)
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 +60% in the last 10 years
MonthEstimated value
2026
August 2026$1.75M
July 2026$1.76M
June 2026$1.78M
May 2026$1.79M
April 2026$1.78M
March 2026$1.77M
February 2026$1.7M
January 2026$1.67M
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
42 Jackson Rd, Wellesley, MA
0.05
Single-Family Home
$1,625,000
06/04/26
3
2.5
1,996
34 Sheridan Rd, Wellesley, MA
0.21
Single-Family Home
$1,250,000
08/03/26
3
1.5
1,478
21 Madison Rd, Wellesley, MA
0.33
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609
39 Standish Rd, Wellesley, MA
0.48
Single-Family Home
$1,500,000
11/12/25
3
2
2,154
15 Standish Cir, Wellesley, MA
0.34
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151
71 Brookside Rd, Needham, MA
0.59
Single-Family Home
$1,065,000
11/12/25
3
2
1,780
22 Standish Rd, Wellesley, MA
0.54
Single-Family Home
$1,525,000
08/03/26
3
2.5
2,290
78 Hunnewell St, Wellesley, MA
0.25
Single-Family Home
$1,930,000
01/02/26
5
4.5
4,043
23 Thackeray Rd, Wellesley, MA
0.75
Single-Family Home
$1,880,000
06/05/26
4
3
2,332
14 Standish Rd, Wellesley, MA
0.58
Single-Family Home
$1,830,000
07/06/26
4
2.5
2,670

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
$3,704,600
6
4.5
5,317
Off Market
42 Jackson Rd, Wellesley, MA 02481
0.05
$1,625,000
3
2.5
1,996
Recently Sold
48 Jackson Rd, Wellesley, MA 02481
0.07
$2,360,400
4
2.5
3,674
Off Market
282 Oakland St, Wellesley, MA 02481
0.18
$1,240,000
3
2
1,859
Off Market
287 Oakland St, Wellesley, MA 02481
0.18
$2,510,500
5
5
4,800
Off Market
34 Sheridan Rd, Wellesley, MA 02481
0.21
$1,250,000
3
1.5
1,478
Recently Sold
19 Sheridan Rd, Wellesley, MA 02481
0.22
$3,909,700
5
5.5
6,240
Off Market
29 Sheridan Rd, Wellesley, MA 02481
0.22
$2,725,300
4
3.5
3,815
Off Market
36 Sheridan Rd, Wellesley, MA 02481
0.23
$3,119,600
5
4.5
5,496
Off Market
310 Oakland St, Wellesley, MA 02481
0.25
$3,125,000
6
5.5
5,993
Recently Sold
14 Hunnewell St, Needham, MA 02494
0.24
$2,165,000
4
4.5
4,691
Recently Sold
78 Hunnewell St, Wellesley, MA 02481
0.25
$1,930,000
5
4.5
4,043
Recently Sold

Local Information

  • Map ViewExplore the area around 33 Jackson Rd.
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Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
0.41 acres
Living Area
2,061 sqft
Price/Sqft
$850

About this House

Exceptional colonial in the Sheridan Estates! A gracious and inviting living room with two exposures and fireplace opens to a large family room/game room with built-in shelving and oversized picture window overlooking serene back yard. The newly refreshed kitchen features granite counters and a full complement of appliances, and adjoins a formal dining room with built-in cabinet as well as a bonus breakfast room/office/play room. Upstairs offers four oversized bedrooms each with multiple exposures to ensure ample natural light as well as two remodeled baths. Expansive private yard abuts conservation area and includes large patio ideal for outdoor entertaining or relaxing in the sun. Full basement provides plenty of storage space as well as washer/dryer. Two car garage too! Small pets negotiable. Easy access to highways, commuter rail, schools and more makes for convenient living and a can't miss opportunity!
33 Jackson Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,061 sqft single-family home built in 1950. More recently, it was listed as a rental in November 2025 with an asking price of $5,500 per month. That rental listing was removed on November 17, 2025. It is currently off market. The Trulia Estimate is $1,751,500, with a rent estimate of $6,243/month.

Home Details for 33 Jackson Rd

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Interior Features

Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher

Lot Information

Lot Area: 0.00 Acres

Price and Tax history

DateEventPrice
Nov 17, 2025
Source: Zillow Rentals
ListingRemoved
$5,500
Nov 15, 2025
Source: Zillow Rentals
Listed For Rent
$5,500
Nov 14, 2025
Source: MLS PIN #73452123
ListingRemoved
$5,500
Nov 6, 2025
Source: MLS PIN #73452123
Listed For Rent
$5,500
Oct 27, 2025
Source: MLS PIN #73419903
ListingRemoved
$5,950

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
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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
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  • 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
    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
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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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Apartments for Rent

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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

27 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

32 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 33 Jackson Rd

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Off Market Homes Near 33 Jackson Rd

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Frequently asked questions about 33 Jackson Rd

  • What is 33 Jackson Rd estimated to be worth?
    Trulia's estimated value for 33 Jackson Rd in Wellesley, MA is $1,751,500.
  • 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.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • Does 33 Jackson Rd have laundry facilities?
    Yes, 33 Jackson Rd in Wellesley, MA has in-unit laundry.
  • How big is the lot at 33 Jackson Rd?
    The lot at 33 Jackson Rd in Wellesley, MA is about 0.41 acres (17,860 sq ft).