12 Caleb Pond Ln, Edgartown, MA, 02539
About This Home
This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoor living spaces perfect for entertaining. Inside, warm wood finishes complement the home's comfortable scale, while the gourmet kitchen, spacious living room with a stone fireplace, and walls of windows showcase the spectacular harbor views. The second floor includes two queen suites, a bunkroom, and breathtaking water views from nearly every room. The finished lower level features a home theater and recreation room. A private path leads to the property's beach and deep-water dock, while a barn across the meadow offers a fitness center, guest suite, and basketball court. Cruise to Main Street Edgartown by skiff or take the nearby Chappy Ferry. This exceptional waterfront retreat offers the perfect blend of privacy, luxury, and island living.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2009
Notable Dates
- Major remodel year: 2021
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Stove: Yes,Washer: Yes
Basement
- Has basement: Yes
- Basement: Finished basement with media room, washer/dryer, ample storage
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Features
- AC,Media,OSh,Floor 1: Gourmet kitchen with island opens up to living room with stone fireplace and dining area,all with waterviews and access through sliding glass doors to harbor facing wrap around deck.,Floor 2: Consists of 3 bedrooms and 2 baths
- Flooring: Slate & hardwood
- Fireplace features: Yes-stone
Heating
- Heating features: OFHA
Interior Area
- Total structure area: 6,061
- Total interior livable area: 6,061 sqft
Property
Details
- Parcel number: EDGAM0030B0036L
- Zoning: R120
Features
- Exterior features: PvtBch,Deck,Garden,Gym,H/Tub,Patio,Porch,P/Pool,WViews
- Has view: Yes
- View description: Harbor,Res
- Has water view: Yes
- Water view: Harbor
- On waterfront: Yes
- Waterfront features: Bay/Harbor
- Frontage type: Bay/Harbor
Lot
- Lot size: 2.10 Acres
- Features: Yes-Harbor facing
Parking
- Parking features: Yes-Ample
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
- Hurricane
- Inland Flooding
- Lightning
- Strong Wind
- 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 | $88,489 | $1,061,868 |
| Home Insurance * | $7,857 | $94,284 |
| Property Taxes | $3,734 | $44,808 |
| Electricity | $1,195 | $14,342 |
| Total | $101,275 | $1,215,300 |
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 | Listed for sale | $17,500,000 |
| 2023-11-07 | Sold | $14,000,000 |
| 2007-10-05 | Sold | $5,000,000 |
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