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$2,650,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,998 Sq. Ft.
  • 4.07 Acres
  • 2 Car Garage
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"Overloch," a distinguished 1905 stucco estate on Wenham's Lords Hill, blends early 20th-century craftsmanship with thoughtful modern updates. Featured in American Homes and Gardens (1908), it offers 6,000+/- sq. ft. of living space on 4+ acres with original woodwork, hardwood floors, six fireplaces, five bedrooms, and 4.5 renovated baths. The kitchen, electrical, and heating have been modernized, including two high-efficiency furnaces with advanced humidifiers. Highlights include a grand two-story porch with Doric columns, formal gardens with fountain, putting green, two-car garage, and a first-floor in-law suite. Minutes to Route 128, private airport, commuter rail, top schools, and North Shore beaches, this property offers elegance, history, and exceptional lifestyle.

Full Property Details for 5 Main Dr

General

  • Price: $2,650,000
  • Taxes: $27,541 (2020)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73418733
  • Updated: 1/9/2026
  • Added to Site: 168 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: First
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Second
  • Bedroom 2: Second
  • Bedroom 3: Second
  • Bedroom 4: Second

Other Rooms

  • Living Room: First
  • Kitchen: First
  • Dining Room: First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Off Street

Location

  • County: Essex

Structural Information

  • Architectural Style: Colonial, Georgian
  • Basement: Yes
  • Square Feet: 5,998
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 4.07

Financial Considerations

  • Tax Amount: $27,541
  • Tax Year: 2020

Disclosures and Reports

  • Exclusions: See Listing Broker For Exclusions
  • Property ID: M:35 L:41, 3220046

Listed by LandVest, Inc., Manchester -by-the-Sea, Lanse Robb and Sophie Soman

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Listing agents

— 5 Main Dr —

  • Lanse Robb

    LandVest, Inc., Manchester -by-the-Sea

  • Sophie Soman

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 5 Main Dr

School District:Hamilton-Wenham School District
NameGradesDistance
Bessie Buker Elementary School
1 School Street, Wenham, MA 01984
K-51.6 mi
Cutler School, Hamilton, MA
237 Asbury Street, Hamilton, MA 01982
K-52.4 mi
Winthrop School
325 Bay Rd, Hamilton, MA 01982
PK-52.4 mi
Miles River Middle School
787 Bay Road, Hamilton, MA 01982
6-84 mi
Hamilton-Wenham Regional High School
775 Bay Rd, Hamilton, MA 01982
9-123.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5 Main Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/09/2025
Price Reduced
$2,650,000
-8.3%
MLS
8/15/2025
Listed
$2,890,000
168.84%
MLS
3/02/2012
Sold
$1,075,000
—
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 5 Main Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$27,888
1%
$1,794,600
2%
2024
$27,582
8%
$1,761,300
20%
2023
$25,518
-6%
$1,470,800
6%
2022
$27,263
2%
$1,392,400
2%
2021
$26,790
-3%
$1,361,300
-6%
2020
$27,541
5%
$1,454,100
—
2019
$26,203
12%
$1,454,100
17%
2018
$23,375
3%
$1,244,000
—
2017
$22,803
-5%
$1,244,000
-12%
2016
$24,052
4%
$1,416,500
—
2015
$23,018
-1%
$1,416,500
39%
2014
$23,164
—
$1,016,200
—
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by LandVest, Inc., Manchester -by-the-Sea, Lanse Robb and Sophie Soman

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5 Main Dr, Wenham, MA 01984 (MLS# 73418733) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 5 Main Dr is currently listed for $2,650,000 and was received on August 15, 2025. Want to learn more about 5 Main Dr? 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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