20 Woodholm Rd Manchester — Photo 1 of 42
Recent Drop: $191,000
$2,299,000
Investment Analysis — 20 Woodholm Rd
Manchester, MA 01944
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 01944 carries an estimated $3,520/mo in gross rent — about a 0.62% cap rate and $14,203/yr in estimated NOI at the $2,299,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
4
SqFt
4,619
Style
Single Family
Built
1960
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.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,619 sq ft principal dwelling). Lot size: 24,393 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Disposal • Microwave • Indoor Grill • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Medical Facility
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstFlooring - Wood
Dining Room
Lvl FirstFlooring - Wood
Kitchen
Lvl FirstFlooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Stainless Steel Appliances, Gas Stove
Family Room
Lvl FirstFlooring - Stone/Ceramic Tile, French Doors
Master Bedroom
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s)
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl SecondFlooring - Wood
Property History
$2,299,000
Was $2,490,000
Jul 16, 2026
MLS® 73535212
$2,490,000
Jun 12, 2026
MLS® 73535212
Listing Agent: Kristin Francoeur
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73535212
