17 Cypress Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

17 Cypress Rd
Wellesley, MA 02481

  • 4 Beds
  • 3.5 Baths
  • 2,599 sqft (on 0.46 acres)

$2,346,500

Trulia Estimate
as of Jul 8, 2026

$2,346,500

Trulia Estimate
as of Jul 8, 2026
4 Beds
3.5 Baths
2,599 sqft
(on 0.46 acres)

Local Information

  • Map ViewExplore the area around 17 Cypress Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Nestled in the heart of the Old Cliff Estates, this 1903 Arts and Crafts home is filled with charming details from years ago, and features a 2002 family room/master bedroom suite addition. High ceilings and gleaming hardwood floors throughout this lovely home. Large dining room with built-ins is perfect for gathering family or friends, and shares a fireplace with the adjacent heated sunroom. Cozy living room with bookshelves leads to sun-filled kitchen. Family room, mudroom and optional first floor laundry complete the main level. Second floor features master suite and three additional bedrooms, one en suite. Curl up with a book on the window seat in the second floor landing or enjoy the view of the beautiful half acre yard with stone walls and mature plantings. Short walk to Wellesley Hills Commuter Rail station, shopping and restaurants. Warm and inviting home in a superb location!
17 Cypress Rd, Wellesley, MA 02481 is a 4 bedroom, 4 bathroom, 2,599 sqft single-family home built in 1903. It last sold for $1,442,000 on Jun 8, 2018. It is currently off market. The Trulia Estimate is $2,346,500, with a rent estimate of $7,269/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 17 Cypress Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1903
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price History for 17 Cypress Rd

DatePriceEventSource
06/08/2018$1,442,000Sold
N/A
03/18/2018$1,495,000PendingAgent Provided
03/09/2018$1,495,000Listed For SaleAgent Provided
05/27/1993$485,000Sold
N/A

Market trends in Wellesley

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
111
3MoM
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Property Tax and Assessment

Year2025
Tax$16,119
Assessment$1,568,000
Home facts updated by county records

Comparable Sales for 17 Cypress Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 Arnold Rd, Wellesley, MA
0.31
Single-Family Home
$2,525,000
06/26/26
4
3.5
3,497
500 Worcester St, Wellesley, MA
0.43
Single-Family Home
$1,340,000
08/28/25
4
2.5
3,257
54 Colburn Rd, Wellesley, MA
0.47
Single-Family Home
$1,655,000
01/30/26
4
2.5
2,204
4 Arnold Rd, Wellesley, MA
0.45
Single-Family Home
$1,750,000
09/23/25
4
2.5
3,156
40 Chestnut St, Wellesley, MA
0.22
Single-Family Home
$2,450,000
05/06/26
5
3.5
3,369
15 Clifton Rd, Wellesley, MA
0.48
Single-Family Home
$1,635,650
04/16/26
4
2.5
2,112
15 Barnstable Rd, Wellesley, MA
0.48
Single-Family Home
$2,500,000
08/14/25
4
4
3,097
3 Garden Rd, Wellesley, MA
0.36
Single-Family Home
$2,500,000
03/05/26
4
3.5
4,870
101 Edmunds Rd, Wellesley, MA
0.17
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
92 Woodlawn Ave, Wellesley, MA
0.51
Single-Family Home
$1,953,000
06/03/26
4
2.5
2,627

Nearby homes

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Assigned Schools

These are the assigned schools for 17 Cypress 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 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
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  • 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
    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
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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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Explore by feature - Pet Friendly

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Homes for sale near 17 Cypress Rd

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Off Market Homes Near 17 Cypress Rd

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