39 Cypress Rd, Wellesley, MA 02481
OFF MARKET

39 Cypress Rd
Wellesley, MA 02481

  • 6 Beds
  • 7.5 Baths
  • 8,522 sqft (on 0.56 acres)

$5,883,200

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $34,670/mo*
Refinance Your Home

$5,883,200

Trulia Estimate
as of Jun 4, 2026
Est. Refi. Payment $34,670/mo*
Refinance Your Home
6 Beds
7.5 Baths
8,522 sqft
(on 0.56 acres)

Local Information

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

Description

Rarely available new construction in Old Cliff Estates! This home is being framed and ready for occupancy mid October. Now is the time to customize this 5/6 bedroom home to your style. Kitchen with breakfast nook opens to family room with great windows and gas fireplace over looking beautiful 1/2 acre yard. Oversized pantry. First floor home office/bedroom PLUS a study. Mudroom with cubbies. Spacious screened in porch with additional fireplace. Main suite with spa like bath and incredible walk- in closet. 4 additional bedrooms similar in size all with en suite baths. Lower level with large playroom, gym, storage/wine storage and 6th bedroom plus full bath. This home is being built by one of Wellesley's premier builder including well known landscape design firm and architect.
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. This description is from October 27, 2023

Home Highlights

Parking
3 Car Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
166 days ago

Home Details for 39 Cypress Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 9Number of Bathrooms (full): 6Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 8522 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric OvenAppliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Range HoodDishwasherDisposalLaundry: Second FloorRefrigerator
Heating & Cooling
Heating: Radiant,Hydro AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Radiant
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Picture, Insulated Windows, ScreensFlooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened, PatioExterior: Porch - Screened, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, ScreensFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 9Parking: Attached,Garage Door Opener,Heated Garage,Paved Drive,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty

Price & Status

Price
List Price: $5,795,000
Status Change & Dates
Off Market Date: Thu Apr 06 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: WellesleyCommunity: Old Cliff Estates

Building

Building Area
Building Area: 8522 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Conservation Area, Highway Access, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.56 acres

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73082401

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsConservation AreaHighway AccessPublic School
Last check for updates: about 12 hours ago
Listed by Melissa Dailey, (617) 699-3922
Coldwell Banker Realty - Wellesley, (781) 237-9090
Bought with: The Sarkis Team, (617) 875-4950, Douglas Elliman Real Estate - Park Plaza, (617) 267-3500
Source: MLS PIN, MLS#73082401

Price History for 39 Cypress Rd

DatePriceEventSource
10/27/2023$5,632,000Sold
MLS PIN #73082401
02/28/2023$5,795,000Listed For SaleMLS PIN #73082401

Market trends in Wellesley

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
108
6MoM
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Property Tax and Assessment

Year2025
Tax$51,893
Assessment$5,048,000
Home facts updated by county records

Comparable Sales for 39 Cypress Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
99 Old Colony Rd, Wellesley, MA
0.26
Single-Family Home
$5,097,250
05/15/26
6
6
8,100
18 Old Colony Rd, Wellesley, MA
0.34
Single-Family Home
$5,495,000
06/11/25
5
7
7,417
9 Bellevue Rd, Wellesley, MA
0.45
Single-Family Home
$6,200,000
08/22/25
6
6.5
7,569
56 Ledgeways, Wellesley, MA
0.39
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
10 Lanark Rd, Wellesley, MA
0.33
Single-Family Home
$4,400,000
07/10/25
6
3.5
6,996
43 Bristol Rd, Wellesley, MA
0.36
Single-Family Home
$5,000,000
05/18/26
7
9
9,116
3 Ravine Rd, Wellesley, MA
0.49
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
7 Mountview Rd, Wellesley, MA
0.60
Single-Family Home
$5,800,000
12/11/25
6
6
7,400
15 Essex Rd, Wellesley, MA
0.62
Single-Family Home
$4,350,000
12/11/25
6
7
7,577
1 Old Farm Rd, Wellesley, MA
0.52
Single-Family Home
$5,600,000
08/04/25
6
5.5
7,391

Nearby homes

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Assigned Schools

These are the assigned schools for 39 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
    Flag
  • 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
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  • 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
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  • 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."
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Homes for sale near 39 Cypress Rd

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Off Market Homes Near 39 Cypress Rd

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 39 Cypress Rd

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39 Cypress Rd, Wellesley, MA 02481 is a 6 bedroom, 9 bathroom, 8,522 sqft single-family home built in 2023. This property is not currently available for sale. 39 Cypress Rd was last sold on Oct 27, 2023 for $5,632,000 (3% lower than the asking price of $5,795,000). The current Trulia Estimate for 39 Cypress Rd is $5,883,200.