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Single Family Residence at 20 Woodholm Rd, Manchester MA 01944, Manchester
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42 photos

$2,299,000

20 Woodholm Rd, Manchester MA 01944
Manchester, MA 01944
Listed by Kristin Francoeur
Bedrooms
4
Bathrooms
4
Living area
4,619 sqft
Year built
1960

About this home

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.

Highlights

Fireplace

Property details

MLS #
73535212
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
118
On market date
June 12, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
2
Parking spaces
8
Lot size
0.56 acres

Location

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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Manchester Memorial Elementary
0.89 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
298
Student:teacher ratio
8.5:1
District
Manchester Essex Regional
Middle
Manchester Essex Regional Middle School
0.86 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
283
Student:teacher ratio
10.5:1
District
Manchester Essex Regional
High
Manchester Essex Regional High School
0.86 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
450
Student:teacher ratio
10.5:1
District
Manchester Essex Regional

Walkability

Blended score for Manchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

47
Somewhat walkable
out of 100
EPA National Walkability Index
6.0 / 20 -- Below average walkable
Google Places amenity density
73 / 100
Restaurants & cafes12
Grocery stores1
Parks12
Schools5
Transit stops1
Pharmacies1

Mortgage calculator

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Adjust tax / insurance estimates
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Est. monthly payment
$13,995/mo
$459,800 down
$1,839,200 loan
Principal & interest$11,929
Property tax (est.)$1,916
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated August 18, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.