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$2,295,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 5,034 Sq. Ft.
  • 19 Acres
  • 3 Car Garage
  • Updated 6 hours ago

Next open house:

Open House: 11:00 AM - 12:30 PM

Saturday 4/11 11:00 AM - 12:30 PM

40 Pleasant Street,Wenham, MA 01984

40 Pleasant StreetWenhamMA01984

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Set on 19 beautiful acres just minutes from Wenham center, this is the kind of property that feels like a world of its own. A 4 bedroom main house, adorable guest cottage, and a 3-car garage, all within a lovely neighborhood setting. The 4319 sq ft single-level ranch is bright, meticulously-maintained, and designed for the way people actually live. The guest cottage is fully equipped and privately situated, functioning as a true second home on the property, ideal for extended family, an au pair, or long-term guests. The land is the heart of it all. Two acres of flat, open lawn offer room for a pool, a garden, or simply the pleasure of open ground around you. Beyond that, seventeen acres of wooded trails provide privacy, a place to explore, and a quality of quiet that is increasingly rare. Walk out your back door and feel miles away, while still being minutes from everything. Top-rated schools, great community, beautiful neighborhood and the best of the North Shore

Full Property Details for 40 Pleasant St

General

  • Price: $2,295,000
  • Taxes: $31,132 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73498310
  • Updated: Today (4/8/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2
  • Bathroom 1: 8.42 x 12.00, Main, First
  • Bathroom 2: 8.17 x 8.67, Main, First
  • Bathroom 3: 4.00 x 4.42, First

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 16.17 x 22.17, Main, First
  • Bedroom 2: 13.75 x 12.00, Main, First
  • Bedroom 3: 13.92 x 12.75, Main, First
  • Bedroom 4: Main, First

Other Rooms

  • Living Room: 14.17 x 15.83, Main, First
  • Family Room: 25.00 x 23.25, Main, First
  • Kitchen: 16.25 x 13.83, Main, First
  • Dining Room: 15.58 x 24.58, Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking Features: Detached, Garage Door Opener, Garage Faces Side, Shared Driveway, Off Street, Driveway, Paved

Location

  • County: Essex

Structural Information

  • Architectural Style: Ranch
  • Basement: Yes
  • Square Feet: 5,034
  • Year Built: 1945

Lot Features

  • Lot Size (Acres): 19

Financial Considerations

  • Tax Amount: $31,132
  • Tax Year: 2026

Disclosures and Reports

  • Exclusions: Swings On Back Porch
  • Disclosures/Rstr.: 17 acres in 16B Recreational Conservation which means the property enjoys decrease in taxes. This is a relocation. Please get details from Listing Agent before submitting an offer.
  • Property ID: 3219049

Listed by Compass, Nest | Syndi Zaiger Group and Syndi Zaiger

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Listing agents

— 40 Pleasant St —

  • Nest | Syndi Zaiger Group

    Compass

  • Syndi Zaiger

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 40 Pleasant St

School District:Hamilton-Wenham School District
NameGradesDistance
Bessie Buker Elementary School
1 School Street, Wenham, MA 01984
K-50.4 mi
Cutler School, Hamilton, MA
237 Asbury Street, Hamilton, MA 01982
K-51.2 mi
Winthrop School
325 Bay Rd, Hamilton, MA 01982
PK-51.2 mi
Miles River Middle School
787 Bay Road, Hamilton, MA 01982
6-82.7 mi
Hamilton-Wenham Regional High School
775 Bay Rd, Hamilton, MA 01982
9-122.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 40 Pleasant St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/08/2026
Listed
$2,295,000
155%
MLS
1/23/2013
Sold
$900,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 40 Pleasant St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$32,406
19%
$2,085,300
20%
2024
$27,153
-48%
$1,733,900
-42%
2023
$52,199
105%
$3,008,600
131%
2022
$25,466
2%
$1,300,600
2%
2021
$25,057
4%
$1,273,200
—
2020
$24,005
-5%
$1,267,400
-9%
2019
$25,223
15%
$1,399,700
20%
2018
$21,994
3%
$1,170,500
—
2017
$21,455
8%
$1,170,500
—
2016
$19,875
4%
$1,170,500
—
2015
$19,021
-3%
$1,170,500
31%
2014
$19,694
—
$896,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass, Nest | Syndi Zaiger Group and Syndi Zaiger

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40 Pleasant Street, Wenham, MA 01984 (MLS# 73498310) is a Single Family property with 5 bedrooms, 4 full bathrooms and 2 partial bathrooms. 40 Pleasant Street is currently listed for $2,295,000 and was received on April 08, 2026. Want to learn more about 40 Pleasant Street? Do you have questions about finding other Single Family real estate for sale in Wenham? You can browse all Wenham real estate or contact a Coldwell Banker agent to request more information.

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