39 Cypress Rd, Wellesley, MA 02481
OFF MARKET

$5,762,200

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

39 Cypress Rd, Wellesley, MA 02481

Est. Refi. Payment $35,611/mo*
Refinance Your Home
Currently Off Market - Sold Oct 27, 2023 for $5,632,000

Home Value

Trulia Estimate
$5.76M
Since last month
Decreased$141K (-2.4%)
Since last year
Increased$335K (+6.2%)
Since last sale
Increased$62K (+1.1%)
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 decreased by -2% in the last 10 years
MonthEstimated value
2026
September 2026$5.69M
August 2026$5.75M
July 2026$5.83M
June 2026$5.86M
May 2026$5.88M
April 2026$5.78M
March 2026$5.91M
February 2026$5.65M
January 2026$5.85M
2025
2024
2023

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
99 Old Colony Rd, Wellesley, MA
0.26
Single-Family Home
$5,097,250
05/15/26
6
6
8,100
9 Bellevue Rd, Wellesley, MA
0.45
Single-Family Home
$6,000,000
09/14/26
6
6.5
7,569
14 Bristol Rd, Wellesley, MA
0.28
Single-Family Home
$5,250,000
08/28/26
5
6
5,230
65 Woodcliff Rd, Wellesley, MA
0.36
Single-Family Home
$4,593,250
08/10/26
7
6.5
8,840
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
06/29/26
6
3.5
7,404
43 Bristol Rd, Wellesley, MA
0.36
Single-Family Home
$5,000,000
05/18/26
7
9
9,116
101 Edmunds Rd, Wellesley, MA
0.10
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
3 Ravine Rd, Wellesley, MA
0.49
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
22 Valley Rd, Wellesley, MA
0.55
Single-Family Home
$5,250,000
06/15/26
5
7
7,285

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
37 Cypress Rd, Wellesley, MA 02481
0.01
$6,027,200
6
7.5
7,932
Off Market
47 Cypress Rd, Wellesley, MA 02481
0.05
$3,547,500
5
6
7,300
Off Market
101 Edmunds Rd, Wellesley, MA 02481
0.10
$3,200,000
5
4.5
4,010
Recently Sold
11 Cypress Rd, Wellesley, MA 02481
0.10
$3,326,200
6
5
4,665
Off Market
12 Cypress Rd, Wellesley, MA 02481
0.13
$2,701,100
5
3.5
3,390
Off Market
77 Arnold Rd, Wellesley, MA 02481
0.16
$4,817,700
4
3.5
3,266
Off Market
97 Arnold Rd, Wellesley, MA 02481
0.16
$4,980,000
5
4.5
5,296
For Sale
55 Edmunds Rd, Wellesley, MA 02481
0.18
$4,858,200
6
7
7,719
Off Market
21 Cushing Rd, Wellesley, MA 02481
0.18
$3,834,900
5
5
4,558
Off Market
44 Bradford Rd, Wellesley, MA 02481
0.20
$3,100,000
5
5.5
4,785
Recently Sold
29 Woodcliff Rd, Wellesley, MA 02481
0.19
$3,974,700
4
4.5
4,665
Off Market

Local Information

  • Map ViewExplore the area around 39 Cypress Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2023
0.56 acre lot
8,522 sqft
$676/sqft
3 Car Garage

About this House

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.
39 Cypress Rd, Wellesley, MA 02481 is a 6 bedroom, 9 bathroom, 8,522 sqft single-family home built in 2023. It last sold for $5,632,000 on Oct 27, 2023 (3% below the $5,795,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,762,200.
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

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

Price and Tax history

DateEventPrice
Oct 27, 2023
Source: MLS PIN #73082401
Sold
$5,632,000
Feb 28, 2023
Source: MLS PIN #73082401
Listed For Sale
$5,795,000

Market trends in Wellesley

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.18M
$33.75KMoM
Sale-to-List Price
100.7%
0.1%MoM
Price per sq ft
$685
$19MoM
Available listings
71
16MoM

Around this home

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
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 39 Cypress Rd

  • What is 39 Cypress Rd estimated to be worth?
    Trulia's estimated value for 39 Cypress Rd in Wellesley, MA is $5,762,200.
  • What is the price history for 39 Cypress Rd?
    39 Cypress Rd in Wellesley, MA last sold for $5,632,000 in October 2023.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • Does 39 Cypress Rd have air conditioning?
    Yes, 39 Cypress Rd in Wellesley, MA has air conditioning.
  • Does 39 Cypress Rd have laundry facilities?
    Yes, 39 Cypress Rd in Wellesley, MA has laundry facilities.

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