21 Cherry St, Wenham, MA 01984
Property image
Property image
OFF MARKET

21 Cherry St
Wenham, MA 01984

  • 4 Beds
  • 2.5 Baths
  • 3,020 sqft (on 0.69 acres)

$1,515,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,098/mo*
Refinance Your Home

$1,515,800

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,098/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,020 sqft
(on 0.69 acres)

Local Information

  • Map ViewExplore the area around 21 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
1750
Lot Size
0.69 acres
Living Area
3,020 sqft
Price/Sqft
$502
Parking
Garage

About this House

A sanctuary of a home with sweeping views of conserved land and farm beyond is now offered for the first time on the market in fifty years. This 1793 home is fully renovated with every window replaced, central A/C, french doors from the newer kitchen/family room to the gardens and lawn area. A wonderful porch is 4 season with electric heat and canopies. The barn was completely rebuilt from the foundation up, has a stone terrace taking advantages of the spectacular views. Also a balcony with a bedroom makes it the perfect guest house. The handsome garage was built in 2005 and has an artist studio or home office above. Both these buildings have stainless steel roofs. Working fireplaces, cosy third floor extra bedroom, landscaped gardens, generator, wonderful mudroom and large living room addition complete this remarkable home which has been so loved and cherished it sparkles.
21 Cherry St, Wenham, MA 01984 is a 4 bedroom, 3 bathroom, 3,020 sqft single-family home built in 1750. It last sold for $1,000,000 on Dec 16, 2019. It is currently off market. The Trulia Estimate is $1,515,800, with a rent estimate of $5,610/month.

Home Details for 21 Cherry St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Baseboard, Radiant, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Concrete, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1750
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.69 acres

Building

Fitness & Sports
Tennis Court

Price History for 21 Cherry St

DatePriceEventSource
12/16/2019$1,000,000Sold
N/A
10/31/2019$995,000PendingAgent Provided
10/22/2019$995,000PriceChange
Agent Provided
09/19/2019$1,060,000Listed For SaleAgent Provided
04/24/1998$10,000Sold
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$18,754
Assessment$1,206,800
Home facts updated by county records

Comparable Sales for 21 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Lily Ln, Wenham, MA
0.07
Single-Family Home
$2,370,000
04/27/26
4
3.5
4,690
153 Main St, Wenham, MA
0.40
Single-Family Home
$779,000
02/03/26
3
1.5
2,114
20 Perkins St, Wenham, MA
0.55
Single-Family Home
$900,000
06/24/26
4
1.5
1,866
3 Cynthia Cir, Wenham, MA
0.29
Single-Family Home
$2,275,000
06/17/26
5
4.5
4,903
15 Cherry St, Wenham, MA
0.05
Single-Family Home
$665,000
10/03/25
2
1
1,690
1 Burnham Rd, Wenham, MA
0.89
Single-Family Home
$1,275,000
07/23/26
4
3
3,017
256 Linden St, South Hamilton, MA
0.98
Single-Family Home
$1,275,000
07/09/26
4
2.5
3,298
14 Bruce Ln, Wenham, MA
0.56
Single-Family Home
$932,500
06/30/26
3
2
2,075
25 Juniper St, Wenham, MA
0.73
Single-Family Home
$1,690,000
05/18/26
4
4
3,610
137 Cherry St, Wenham, MA
0.81
Single-Family Home
$1,200,000
10/24/25
4
2.5
2,387

Nearby homes

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Assigned Schools

These are the assigned schools for 21 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 21 Cherry St

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Off Market Homes Near 21 Cherry St

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Frequently asked questions about 21 Cherry St

  • What is 21 Cherry St estimated to be worth?
    Trulia's estimated value for 21 Cherry St in Wenham, MA is $1,515,800.
  • What is the price history for 21 Cherry St?
    21 Cherry St in Wenham, MA last sold for $1,000,000 in December 2019.
  • 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 21 Cherry St have air conditioning?
    Yes, 21 Cherry St in Wenham, MA has air conditioning.
  • Does 21 Cherry St have laundry facilities?
    Yes, 21 Cherry St in Wenham, MA has in-unit laundry.