LevelSecond
10 & 12 Boldwater Road, Edgartown MA 02539
Edgartown, MA 02539 • Boldwater
$14,500,000
Est. $76,648/month
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About this home
A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for multigenerational living, private retreats, or legacy ownership. Altogether, the compound offers 11 bedrooms and 13 bathrooms across its collection of residences and guest accommodations. At its heart is the Robert A.M. Stern-designed main residence—an architectural work by one of America's most celebrated architects, whose residential designs are prized for their timeless elegance and lasting value. Complementing the estate is the architecturally striking Pond House, completed in 2021, featuring cathedral ceilings, exposed beams, shiplap detailing, a dramatic stone fireplace, screened porch overlooking the pond, and beautifully appointed interiors that rival the finest boutique hotels. A 1,700-square-foot Amish barn includes additional living quarters, and private driveways serving both parcels provide exceptional flexibility while maintaining complete privacy throughout the property. Resort-caliber amenities elevate the experience, including a heated 20' x 60' swimming pool, an exceptional pool house with a fully equipped gym, sauna, massage room, and a screened porch with fireplace for effortless indoor-outdoor entertaining. Conveying with the property is coveted membership in the exclusive Boldwater Association, granting access to a private Atlantic Ocean beach, boat landing, tennis courts, and pickleball—offering the best of Vineyard coastal living without sacrificing the remarkable privacy of this inland sanctuary. This is far more than a luxury home. It is a private estate where architecture, landscape, and thoughtful design become the defining amenities. For the discerning buyer who values land, beauty, and architectural pedigree above a traditional waterfront address, this is an irreplaceable Vineyard legacy property unlike anything else available today.
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Recently Sold Nearby
Property History
Property Timeline
Listed for Sale
Jul 21, 2026
$14,500,000
Original listing
Agent: Michael Carucci
Office: Serhant
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/21/2026 | 🏠 Listed for Sale | $14,500,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $35,039 | $14,128,800 |
Financial Details
Annual Property Tax
$35,039
Tax Year 2026
HOA Fee
$2,500
Annually
Assessed Value
$14,128,800
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1994
Living Area
9,500 sq ft
Lot Size
21.85 acres
Bedrooms
11
Full Baths
11
Half Baths
2
Total Rooms
25
Interior
Heating
Forced Air, Natural Gas, Propane
Cooling
Central Air
Flooring
Wood, Tile
Appliances
Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace
Dining Room, Family Room, Living Room, Master Bedroom
Fireplaces
6
Basement
Full, Finished, Interior Entry
Laundry
In Basement
Features
Bedroom, Sauna/steam/hot Tub
Exterior
Construction
Frame
Architecture
Cape
Roof
Wood, Shake
Features
Porch, Porch - Enclosed, Deck, Patio, Balcony, Pool - Inground Heated, Tennis Court(s), Rain Gutters, Hot Tub/spa, Barn/stable, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden, Guest House, Outdoor Shower
Pool
Pool - Inground Heated
Spa
Private
Fencing
None
Patio/Porch
Porch, Porch - Enclosed, Deck, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached
Total Spaces
12
Utilities
Electric
None
Water
Private
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$35,039
Assessed Value
$14,128,800
HOA & Community
HOA
Yes
HOA Fee
$2,500 Annually
Fee Includes
None
Amenities
None
Optional Fee Includes
None
Association Required
Yes
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Sq Ft Disclosures
Includes pool house/gym/spa and guest house on the adjacent 10 Boldwater Rd
Documents
None
County
Dukes
Total market time (incl. prior listings)
4 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1994
Bedrooms
11
Full Bathrooms
11
Half Bathrooms
2
Living Area
9,500 sq ft
Total Rooms
25
Floor Layout
Interactive room guide
Floor Layout
Finished Area
9,500 sq ft above grade
LevelSecond
LevelSecond
LevelSecond
LevelSecond
LevelSecond
FeaturesWalk-In Closet(s), Balcony / Deck, French Doors
LevelSecond
LevelFirst
LevelFirst
FeaturesCountertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Breakfast Bar / Nook
LevelMain,First
FeaturesCathedral Ceiling(s), Beamed Ceilings, French Doors
LevelMain,First
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
PoolPool - Inground Heated
SpaPrivate
Patio & porchPorch, Porch - Enclosed, Deck, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile
Appliances:
Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features:
Bedroom, Sauna/Steam/Hot Tub
Windows:
Basement:
Full, Finished, Interior Entry
Laundry:
In Basement
Security:
Security System
Construction & Materials
Style:
Cape
Year Built:
1994
Structure Type:
Exterior Materials:
Frame
Roof:
Wood, Shake
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas, Propane
Cooling:
Central Air
Hot Water:
Water Source:
Private
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch, Porch - Enclosed, Deck, Patio, Balcony, Pool - Inground Heated, Tennis Court(s), Rain Gutters, Hot Tub/Spa, Barn/Stable, Professional Landscaping, Sprinkler System, Decorative Lighting, Garden, Guest House, Outdoor Shower
Patio & Porch:
Porch, Porch - Enclosed, Deck, Patio
Fencing:
Other Structures:
Barn/Stable, Guest House
Lot Features:
Wooded, Other
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
12
Parking Features:
Attached
Special Features
Fireplaces:
6
Fireplace Type:
Dining Room, Family Room, Living Room, Master Bedroom
Pool:
Private Pool
Pool Features:
Pool - Inground Heated
Spa/Hot Tub:
Yes
Spa Features:
Private
Waterfront:
Yes
Waterfront Type:
Waterfront, Ocean, Pond, Lake/Pond, Ocean, Beach Ownership(Private)
Community Amenities:
Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Public School, Other
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$2,920
Homeowners Insurance
$200
HOA Fee
$208/mo
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Boldwater
10 & 12 Boldwater Road, Edgartown MA 02539
Edgartown, MA 02539
Listing Information
Listing Agent
Michael Carucci
Listing Office
Serhant
Office Phone
617-250-0559
Agent MLS ID
BB900822
Office MLS ID
AN9455
Listing Data Updated
Jul 25, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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