20 Woodholm Rd, Manchester, MA, 01944
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1960
Materials
- Foundation: Concrete Perimeter
- Roof: Tile
- Construction materials: Frame
Type & Style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary,Villa,Neoclassical
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Gas Water Heater,Range,Dishwasher,Disposal,Microwave,Indoor Grill,Refrigerator,Washer,Dryer
Bedroom2
- Features: Bathroom - Full
- Level: Second
Bedroom3
- Level: Second
Bedroom4
- Features: Flooring - Wood
- Level: Second
Bedroom5
- Features: Flooring - Wood
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Dining Room
- Features: Flooring - Wood
- Level: First
Family Room
- Features: Flooring - Stone/Ceramic Tile, French Doors
- Level: First
Features
- Center Hall,Study,Great Room,Sun Room
- Door features: French Doors
- Window features: Insulated Windows
- Flooring: Wood,Tile,Carpet,Flooring - Marble,Flooring - Wood
- Number of fireplaces: 2
- Fireplace features: Family Room,Living Room
- Fireplace: Yes
- Finished area above ground: 4,619
Heating & Cooling
- Heating features: Baseboard,Natural Gas
- Cooling features: None
Interior Area
- Total structure area: 4,619
- Total interior livable area: 4,619 sqft
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Dining Area, Countertops - Stone/Granite/Solid, Kitchen Island, Stainless Steel Appliances, Gas Stove
- Level: First
Living Room
- Features: Flooring - Wood
- Level: First
Master Bathroom
- Features: Yes
Master Bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s)
- Level: Second
Property
Details
- Parcel number: 2016936
- Attached to another structure: Yes
- Zoning: A
Features
- Levels: Multi/Split
- Patio & porch: Porch - Enclosed,Patio
- Exterior features: Porch - Enclosed,Patio,Storage,Professional Landscaping,Sprinkler System,Decorative Lighting,Fenced Yard,Garden,Stone Wall
- Fencing: Fenced
- Waterfront features: Ocean,1 to 2 Mile To Beach,Beach Ownership(Public)
Lot
- Lot size: 0.56 Acres
Parking
- Total spaces: 8
- Parking features: Attached,Paved Drive,Off Street
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Has uncovered spaces: Yes
- Uncovered spaces: 6
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Coastal Flooding
- Ice Storm
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $11,624 | $139,488 |
| Home Insurance * | $745 | $8,940 |
| Property Taxes | $1,738 | $20,856 |
| Electricity | $910 | $10,930 |
| Total | $15,017 | $180,204 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-16 | Price change | $2,299,000 |
| 2026-06-12 | Listed for sale | $2,490,000 |
| 2022-11-15 | Sold | $1,850,000 |
| 2022-08-14 | Contingent | $1,849,500 |
| 2022-08-09 | Listed for sale | $1,849,500 |
| 2022-08-01 | Listing removed | $1,949,000 |
| 2022-07-07 | Listed for sale | $1,949,000 |
| 2013-11-26 | Sold | $1,135,000 |
| 2013-10-08 | Pending sale | $1,250,000 |
| 2013-03-27 | Listed for sale | $1,250,000 |
| 2000-05-05 | Sold | $760,000 |
| 1988-01-11 | Sold | $450,000 |
For Sale by Agent
View on Zillow