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20 Woodholm RdManchester, MA 01944

For Sale

$2,299,000

Smart Buyer Rebate $11,495

Set privately within Manchester-by-the-Sea’s coveted Woodholm neighborhood, this distinctive custom estate blends timeless neoclassical architecture with contemporary living. Surrounded by mature landscaping and beautifully designed outdoor spaces, the property offers exceptional privacy while remaining moments from downtown, Singing Beach, and commuter routes. A dramatic entry opens to expansive living spaces filled with natural light, oversized windows, elegant millwork, and seamless indoor-outdoor flow. The thoughtfully designed floor plan features multiple gathering spaces including a sun-filled great room, formal dining room, spacious family room with fireplace, and an open-concept kitchen with center island, stone countertops, stainless appliances, and casual dining area. Exceptional outdoor spaces include stone patios, reflection pool, mature plantings & gardens, manicured grounds, and an expansive rooftop deck ideal for entertaining or relaxing.

Last updated September 09, 2026

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Source: MLSPin #73535212

Listing Facts

  • TypeSingle-family
  • NeighborhoodManchester-by-the-Sea
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu95
  • Taxes$17,899/year
  • Size4,619 sqft
  • Price per sqft$498

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

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Listing History

07/16/2026
Price Decreased
$2,299,000
06/12/2026
Listed by
$2,490,000
  1. 07/16/2026$2,299,000
    Price Decreased
  2. 06/12/2026$2,490,000
    Listed by

Property Details for 20 Woodholm Rd

Association

Amenities

  • Community Features: Tennis Court(s), Park

Exterior

Construction

  • Property Attached: Yes
  • Roof: Tile
  • Window Features: Insulated Windows
  • Year Built: 1960
  • Year Built Details: Actual
  • Architectural Style: Colonial, Contemporary, Villa, Neoclassical
  • Construction Materials: Frame
  • Exterior Features: Storage, Garden, Lighting

Features

  • Fencing: Fenced, Stone
  • Other Structures: Storage
  • Patio And Porch Features: Patio, Porch, Enclosed
  • Waterfront Features: Ocean Front

Measurements

  • Building Area Total: 4,619
  • Building Area Units: Square Feet
  • Lot Features: Landscaped
  • Lot Size Acres: 0.56
  • Lot Size Area: 0
  • Lot Size Square Feet: 24,393
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 2016936
  • Tax Annual Amount: $17,899.00
  • Tax Assessed Value: $1,956,200.00
  • Tax Year: 2020

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Indoor Grill, Refrigerator, Washer, Dryer
  • Fireplace Features: Family Room, Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Wood, Tile, Carpet
  • Interior Features: Walk-In Closet(s)

Measurements

  • Living Area: 4,619
  • Living Area Source: Public Records

Rooms

  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

Location

  • Tax Block: 0000
  • Tax Lot: 0012

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Off Street, Garage
  • Parking Total: 8

Schools

Elementary School

  • Elementary School: Memorial

High School

  • High School: Merhs

Middle or Junior School

  • Middle Or Junior School: Merms

Utilities

Equipment

  • Electric: 200+ Amp Service
  • Heating: Natural Gas, Baseboard, Zoned
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 20 Woodholm Rd.

What schools are nearby to 20 Woodholm Rd?

Nearby schools include the Memorial Elementary School, Merms Middle School, and Merhs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 20 Woodholm Rd.

What are the annual taxes for 20 Woodholm Rd?

Annual taxes for this single-family home are estimated at $17,899.

How does 20 Woodholm Rd compare to other single-family homes in Manchester-by-the-Sea?

This single-family home is listed 48% below the average price for single-family homes in Manchester-by-the-Sea and has been on the market for 4 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,619 sqft.

20 Woodholm Rd is a 4-bedroom, 5-bath single-family home for sale in Manchester MA 01944. Available on Prevu for 95 days at $2,299,000. This includes a recent price decrease of $191,000. This property features 4,619 square feet of living space, located in Manchester-by-the-Sea. The median listing price for single-family homes in this area is $2,490,000. Nearby schools include Memorial Elementary School, Merms Middle School, and Merhs High School. The home offers private outdoor space, dishwasher, parking, and washer/dryer. Explore more single-family home listings in Essex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.