28 Hillside Rd, Wellesley, MA 02481
OFF MARKET

28 Hillside Rd
Wellesley, MA 02481

  • 4 Beds
  • 4 Baths
  • 3,404 sqft (on 0.37 acres)

$2,539,700

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $14,929/mo*

$2,539,700

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $14,929/mo*
4 Beds
4 Baths
3,404 sqft
(on 0.37 acres)

Local Information

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

Description

Move right into this picture-perfect Classic chic Wellesley Farms brick colonial with coveted location having train and town super close! New renovations & fully expanded, you will love the unique architectural features found thru-out this modernized home. Perfect for entertaining & modern family living w/ it's open kitchen & oversized family room w/ built-ins & access to great deck. Large formal living room w/ fireplace & well proportioned dining room are the original features. Private first floor office, ideal for working from home. Large master suite w/ walk-in closet & newly renovated master bath. Large renovated hall bath shared by 2 bedrooms. 4th bedroom w/ en-suite bath & private deck. Lower level is complete w/ newly finished playroom & mudroom plus plenty of storage & 3 car garage. Expansive driveway that opens to tranquil & fenced yard. With a premier location in a picturesque setting coupled w/ an open expansive floorpan, this home is a must see!
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.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 28 Hillside Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDisposalRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle Not Wood, BrickSprinkler System
Parking & Garage
Parking Spaces: 5Parking: None

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.37 acres

Price History for 28 Hillside Rd

DatePriceEventSource
01/21/2021$1,725,000Sold
N/A
12/22/2020$7,500ListingRemovedAgent Provided
12/15/2020$7,500Listed For RentAgent Provided
11/05/2020$1,695,000PriceChange
Agent Provided
10/23/2020$7,500ListingRemovedAgent Provided
10/10/2020$7,500Listed For RentAgent Provided
09/21/2020$1,750,000PriceChange
Agent Provided
09/01/2020$1,795,000PriceChange
Agent Provided
08/13/2020$1,895,000Listed For SaleAgent Provided
06/26/2013$1,415,000Sold
N/A
06/05/2013$1,450,000PendingAgent Provided
04/10/2013$1,450,000Listed For SaleAgent Provided
03/27/2008$1,475,000Sold
N/A
05/01/2002$897,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$19,439
Assessment$1,891,000
Home facts updated by county records

Comparable Sales for 28 Hillside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.18
Single-Family Home
$1,740,000
03/23/26
4
3.5
2,664
0.13
Single-Family Home
$1,515,000
06/26/25
4
2.5
2,744
0.24
Single-Family Home
$2,205,000
08/14/25
5
3.5
3,241
0.31
Single-Family Home
$2,240,000
07/31/25
4
3.5
2,856
0.22
Single-Family Home
$1,975,000
12/10/25
4
2.5
2,533
0.24
Single-Family Home
$2,025,000
11/20/25
3
3.5
2,721
0.20
Single-Family Home
$2,150,000
04/13/26
5
3.5
2,811
0.26
Single-Family Home
$1,690,762
10/23/25
4
2.5
3,040
0.28
Single-Family Home
$1,880,000
07/16/25
4
2.5
2,713
0.39
Single-Family Home
$2,380,000
07/22/25
5
3
3,317

Nearby homes

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Assigned Schools

These are the assigned schools for 28 Hillside Rd.
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

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 76 % 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

  • 62 % 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"
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
  • 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. "
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
  • 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. "
  • 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. "
  • 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"
  • 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."
  • 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. "
  • 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. "
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
  • 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. "
  • 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. "
  • 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."

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28 Hillside Rd, Wellesley, MA 02481 is a 4 bedroom, 4 bathroom, 3,404 sqft single-family home built in 1940. This property is not currently available for sale. 28 Hillside Rd was last sold on Jan 21, 2021 for $1,725,000. The current Trulia Estimate for 28 Hillside Rd is $2,539,700.