44 Cherry St, Wenham, MA 01984
OFF MARKET

44 Cherry St
Wenham, MA 01984

  • 4 Beds
  • 2.5 Baths
  • 2,412 sqft (on 0.44 acres)

$1,131,000

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $6,808/mo*
Refinance Your Home

$1,131,000

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $6,808/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,412 sqft
(on 0.44 acres)

Local Information

  • Map ViewExplore the area around 44 Cherry St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1790
Lot Size
0.44 acres
Living Area
2,412 sqft
Price/Sqft
$469
Parking
Garage

About this House

DMS Designed Major Renovation in 2007
Pictures listed under "Private Residence Renovation - Hamilton"
http://www.dmsdesign.com/single.php
Farmers Porch Added 2014
Kitchen Upgrade 2017 - Quartzite countertops, wet bar workstation extension
Walk to Buker Elementary School and Wenham Village
2021 - 1,700 sq. ft. Timber Frame/Post & Bean Barn
https://youtu.be/kx1elThWnFM
https://www.instagram.com/p/ChKbHC5FilD/
https://www.instagram.com/reel/CMFztrPBBWz/
44 Cherry St, Wenham, MA 01984 is a 4 bedroom, 3 bathroom, 2,412 sqft single-family home built in 1790. It last sold for $505,000 on Oct 15, 2003. It is currently off market. The Trulia Estimate is $1,131,000, with a rent estimate of $5,165/month.

Home Details for 44 Cherry St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room, WorkshopWet BarCeiling Fan
Heating & Cooling
Heating: Other, Gas, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Tile, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPorch
Parking & Garage
GarageParking Spaces: 8Parking: Garage Detached

Property Information

Year Built
Year Built: 1790Year Updated: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 0.44 acres

Price History for 44 Cherry St

DatePriceEventSource
10/15/2003$505,000Sold
N/A

Market trends in Wenham

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
3MoM
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Property Tax and Assessment

Year2025
Tax$12,716
Assessment$818,300
Home facts updated by county records

Comparable Sales for 44 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Perkins St, Wenham, MA
0.57
Single-Family Home
$900,000
06/24/26
4
1.5
1,866
15 Cherry St, Wenham, MA
0.21
Single-Family Home
$665,000
10/03/25
2
1
1,690
153 Main St, Wenham, MA
0.46
Single-Family Home
$779,000
02/03/26
3
1.5
2,114
115 Pleasant St, Wenham, MA
0.68
Single-Family Home
$1,056,500
12/16/25
3
3
2,795
14 Bruce Ln, Wenham, MA
0.54
Single-Family Home
$932,500
06/30/26
3
2
2,075
2 Lily Ln, Wenham, MA
0.15
Single-Family Home
$2,370,000
04/27/26
4
3.5
4,690
315 Lake Dr, South Hamilton, MA
0.72
Single-Family Home
$455,000
11/13/25
3
2
1,800
40 Lake Dr, South Hamilton, MA
0.73
Single-Family Home
$770,000
06/18/26
3
2
1,508
137 Cherry St, Wenham, MA
0.70
Single-Family Home
$1,200,000
10/24/25
4
2.5
2,387
232 Lake Dr, South Hamilton, MA
0.78
Single-Family Home
$840,000
04/15/26
3
3
1,976

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Cherry St.
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 Wenham

At least 14 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 90 % Say there's holiday spirit

  • 90 % Say people would walk alone at night

  • 88 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say there's wildlife

  • 82 % Say kids play outside

  • 80 % Say neighbors are friendly

  • 80 % Say yards are well-kept

  • 79 % Say there are sidewalks

  • 78 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 65 % Say there are community events

  • 63 % Say streets are well-lit

  • 61 % Say it's walkable to restaurants

  • 47 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to live"
    0
    Flag
  • Knestro14
    "I take the train in. I can walk to the train so it’s convenient. Otherwise, I drive. It’s a great place to live and I recommend it to anyone commuting to the city. The drive is more difficult but doable if commuting in off hours. "
    1
    Flag
  • anonymous
    "Easy walk or drive to commuter rail; 50 mins to Boston on train, 30 mins via car with no traffic, 60-90 mins during rush hour"
    0
    Flag
  • Marshunda
    "There is absolutely NO diversity in the neighborhood. No ethnic or economic diversity. The schools may be good, but the teachers can't afford to live in the area. The majority of the best teachers live at least 20 minutes away."
    2
    Flag
  • Tracey H.
    "What a GREAT place to live and raise a family! Close to everything life has to offer and terrific people to share life with!"
    0
    Flag
  • Tracey H.
    "If you like small town New England, close to lake and beaches, nature preserves and parks, as well as malls and commuter routes, less than 25 miles to Boston that is safe, beautiful, natural, excellent schools, and intelligent interesting people you'll love Wenham!!"
    0
    Flag
  • Cara
    "We've lived in wenham for almost 8 years and we couldn't be happier. Although it's small, it's very easy to get to and near everything. My family loves the small community and they can bike ride to all their friends houses. Also all the shops are adorable and the downtown hamilton is about a minute or two away if you prefer to shop there since it has a decent amount of more shops. We also love looking out at all the beautiful forests wenham has to offer when we wake up. In the winter driving down all the tree lined roads is just gorgeous. Personally and i'm sure my husband will agree moving to wenham was one of the best decisions we've made as a family. We loved beverly, but it wasn't a good fit for us. It reminded us from the city (Seattle) life we were trying to get away from. Wenham was completely different, which was what we were looking for. It wasn't all industrial buildings, train stations, hundreds of bus stops, busy roads my kids were scared to cross, and even though we love shops, there's so many my husband started to complain i shop to much. Beverly just reminded us to much about all that. We needed a change from the city and wenham was perfect for that. Less is more I say, so i think the smaller town the better. You have a chance to get to know every body since it's such a small community and i've made so many more than i've ever had in beverly since it's just so big i don't even think we saw all of it in 4 years. Moving to wenham was definitely perfect for us and i think we're going to be spending a very long time here."
    0
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Apartments for Rent

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Homes for sale near 44 Cherry St

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Off Market Homes Near 44 Cherry St

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Frequently asked questions about 44 Cherry St

  • What is 44 Cherry St estimated to be worth?
    Trulia's estimated value for 44 Cherry St in Wenham, MA is $1,131,000.
  • What is the price history for 44 Cherry St?
    44 Cherry St in Wenham, MA last sold for $505,000 in October 2003.
  • Is Wenham a buyer's or seller's market?
    Wenham is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Wenham?
    Residents describe Wenham, MA as easy to park in, dog-friendly, and neighborly. Most residents say you need a car. See recently sold homes in Wenham, MA.
  • Does 44 Cherry St have laundry facilities?
    Yes, 44 Cherry St in Wenham, MA has laundry facilities.
  • How big is the lot at 44 Cherry St?
    The lot at 44 Cherry St in Wenham, MA is about 0.44 acres (19,166 sq ft).