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

43 Cypress Rd
Wellesley, MA 02481

  • 6 Beds
  • 6 Baths
  • 7,900 sqft (on 0.47 acres)

$5,474,600

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $32,757/mo*
Refinance Your Home

$5,474,600

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $32,757/mo*
Refinance Your Home
6 Beds
6 Baths
7,900 sqft
(on 0.47 acres)

Local Information

  • Map ViewExplore the area around 43 Cypress Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2017
Lot Size
0.47 acres
Living Area
7,900 sqft
Price/Sqft
$693

About this House

Now Ready! Exquisite new Cliff Estates offering crafted by renown custom builder. Cedar shingle exterior and roof recreates a timeless, impeccably tasteful style. It is composed of the rich detail, fine finish work, and stunning ceiling lines for which this firm is known. Gorgeous, top quality kitchen is both spacious and efficient with ideal breakfast and mudrooms. The living and dining rooms are enhanced with beautiful built-ins. The study has a floor-to-ceiling wall of bookshelves. An incredible master suite has a fireplace, vaulted ceilings, and two walk-in closets. All bedrooms are very generous. Another private suite or bonus room is off the back stairway. From the breezy back porch, enjoy the superbly landscaped grounds. Fabulous finished lower level. The grounds feature handsome stonewalls and are accented with mature trees. The beautiful, level, and private backyard features two brick patios and superb stonework and has ample lawn, garden, and play area.
43 Cypress Rd, Wellesley, MA 02481 is a 6 bedroom, 7 bathroom, 7,900 sqft single-family home built in 2017. It last sold for $1,030,000 on Oct 14, 2016. It is currently off market. The Trulia Estimate is $5,474,600, with a rent estimate of $17,777/month.

Home Details for 43 Cypress Rd

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2017Year Updated: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price History for 43 Cypress Rd

DatePriceEventSource
07/07/2018$3,650,000ListingRemovedAgent Provided
05/14/2018$3,650,000PriceChange
Agent Provided
04/27/2018$3,795,000PriceChange
Agent Provided
04/18/2018$3,595,000PriceChange
Agent Provided
06/14/2017$3,695,000Listed For SaleAgent Provided
10/14/2016$1,030,000Sold
N/A
08/19/2016$1,299,999PendingAgent Provided
08/12/2016$1,299,999Listed For SaleAgent Provided

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
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
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Property Tax and Assessment

Year2025
Tax$39,691
Assessment$3,861,000
Home facts updated by county records

Comparable Sales for 43 Cypress Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
99 Old Colony Rd, Wellesley, MA
0.24
Single-Family Home
$5,097,250
05/15/26
6
6
8,100
101 Edmunds Rd, Wellesley, MA
0.07
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
138 Lowell Rd, Wellesley, MA
0.44
Single-Family Home
$4,120,000
05/15/26
5
5
6,550
10 Lanark Rd, Wellesley, MA
0.36
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
44 Bradford Rd, Wellesley, MA
0.21
Single-Family Home
$3,100,000
06/02/26
5
5.5
4,785
9 Bellevue Rd, Wellesley, MA
0.43
Single-Family Home
$6,200,000
08/22/25
6
6.5
7,569
7 Garden Rd, Wellesley, MA
0.48
Single-Family Home
$2,059,981
09/25/25
5
3.5
4,643
35 Arnold Rd, Wellesley, MA
0.25
Single-Family Home
$2,525,000
06/26/26
4
3.5
3,497
25 Shaw Rd, Wellesley, MA
0.41
Single-Family Home
$1,825,000
03/06/26
5
4.5
4,580
56 Ledgeways, Wellesley, MA
0.40
Single-Family Home
$4,400,000
12/01/25
6
8
7,000

Nearby homes

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Assigned Schools

These are the assigned schools for 43 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
    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
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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
    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
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 43 Cypress Rd

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Off Market Homes Near 43 Cypress Rd

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