5 Main Dr

$2,650,000
Price
5
Beds
5,998 Sq. Ft.
$442 / Sq. Ft.
5,998
Sq. Ft.
$442
per Sq. Ft.

Description

"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..."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.

Property Details for 5 Main Drive

Town
Wenham
Area
MA-Wenham
Architectural Style
Colonial, Georgian
Style
Garden, Colonial, Georgian
Garage Spaces
2
Parking Spaces
10.00
Parking Spaces Total
12
LISTING UPDATED: 09/13/2025 03:08 AM

Property Details for 5 Main Drive

StatusActive
MLS #73418733
Days on Market111
Taxes$27,541 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1900
CountyEssex County

Location

Listing Courtesy of LandVest, Inc., Manchester -by-the-Sea, Lanse Robb; LandVest, Inc., Manchester -by-the-Sea, Sophie Soman
Add your commute

Building Information for 5 Main Drive

Stories-Year Built1900Building Size-Lot Size4.07 AC / 177,214 SF

Payment Calculator

$15,390 per month

30 year fixed, 6.28% Interest

Principal and Interest

$13,095

Property Taxes

$2,295

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5 Main Drive

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Conservation Area, Highway Access, Private School, Public School, T-Station
  • Living Area: 5998.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Full
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • DoorFeatures: French Doors
  • FireplaceYN: Yes
  • Fireplaces: 6
  • Flooring: Wood, Marble, Hardwood
  • Interior Features: Bathroom, Inlaw Apt., Foyer
  • Interior Features: French Doors, Security System
  • Laundry Features: Second Floor
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Construction: Stone
  • Exterior Features: Porch - Enclosed, Patio, Rain Gutters, Professional Landscaping, Fenced Yard, Garden
  • Exterior Features: Fenced Yard, Professional Landscaping, Garden Area, Patio
  • Fencing: Fenced
  • Lot Description: Wooded, Sloped
  • Patio And Porch Features: Porch - Enclosed, Patio
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Off-Street
  • Parking Features: Attached, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Wall AC, 3 or More
  • Cooling: Yes
  • Electric: Fuses
  • Heating: Forced Air, Propane
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Public, Private
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Level: First
Bathroom 1
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Half
  • Bathroom2 Level: First
Bathroom 3
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:35 L:41,3220046
  • Assessments: $1,454,100
  • Book: 31134
  • Tax Year: 2020
  • Zoning: res
Building / Association Information
Living Characteristics
  • Beds Total: 5
Other Building Characteristics
  • Foundation: Concrete Perimeter, Other
  • Foundation Area: 99999.0
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 5 Main Drive

DateEvent & SourcePriceAppreciation
Sep 9, 2025

Price Change

MLS PIN #73418733

$2,650,000
Aug 15, 2025

Listed (Active)

MLS PIN #73418733

$2,890,000
Jul 31, 2021

Expired

MLS PIN #72650249

$1,950,000
May 1, 2020

Listed (Active)

MLS PIN #72650249

$2,195,000
Mar 2, 2012

Sold (Public Record)

Public Record #325389799

$1,075,000

+8827.2% / yr

Mar 2, 2012

Sold

MLS PIN #71073056

$1,075,000
Feb 27, 2011

Contingent

MLS PIN #71073056

Apr 27, 2010

Listed (Active)

MLS PIN #71073056

$1,495,000
Aug 17, 2009

Sold

MLS PIN #70828166

$1,525,000
May 13, 2009

Contingent

MLS PIN #70828166

Jan 28, 2009

Sold (Public Record)

Public Record #326470076

$1
Sep 30, 2008

Listed (Active)

MLS PIN #70828166

$1,950,000
Sep 2, 2003

Sold (Public Record)

Public Record #326469913

$1
DateEvent & SourcePrice
09/09/2025

Price Change

MLS PIN #73418733

$2,650,000
08/15/2025

Listed (Active)

MLS PIN #73418733

$2,890,000
07/31/2021

Expired

MLS PIN #72650249

$1,950,000
05/01/2020

Listed (Active)

MLS PIN #72650249

$2,195,000
03/02/2012

Sold (Public Record)

Public Record #325389799

$1,075,000

+8827.2% / yr

03/02/2012

Sold

MLS PIN #71073056

$1,075,000
02/27/2011

Contingent

MLS PIN #71073056

04/27/2010

Listed (Active)

MLS PIN #71073056

$1,495,000
08/17/2009

Sold

MLS PIN #70828166

$1,525,000
05/13/2009

Contingent

MLS PIN #70828166

01/28/2009

Sold (Public Record)

Public Record #326470076

$1
09/30/2008

Listed (Active)

MLS PIN #70828166

$1,950,000
09/02/2003

Sold (Public Record)

Public Record #326469913

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Main Drive

Taxable ValueLand$570,700Additions$1,223,900Total$1,794,600
Tax Record2025$27,888 ($2,324 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt5,922 SqFtAbove Grade Finished SqFt5,922 SqFtUnfinished Basement SqFt3,204 SqFtStories2Lot Size177,215 SqFtStyleSingle Family ResidenceYear Built1900CountyESSEXAPNWENH M:35 L:41Fireplace TypeHas Fireplace

Schools near 5 Main Drive

This home is within Hamilton-Wenham School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - K to 5
Public - K to 5
Public - 6 to 8
Rating
School
Distance
Winthrop School
PublicPK to 5

Cutler School
PublicK to 5

Bessie Buker Elementary School
PublicK to 5

Miles River Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

5 Main Drive is a single family home for sale in Wenham, MA 01984. This property was listed for sale on August 15, 2025 by LandVest, Inc., Manchester -by-the-Sea, it's currently listed at $2,650,000. It has been on the market for a total of 111 days and was last sold on March 2, 2012. This listing's school district is Hamilton-Wenham School District. Nearby schools include Winthrop School, Cutler School and Bessie Buker Elementary School. 5 Main Drive is a 5-bed, 5-bath, 5,998 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of LandVest, Inc., Manchester -by-the-Sea, Lanse Robb; LandVest, Inc., Manchester -by-the-Sea, Sophie Soman

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.