For sale

$19,900,000

33 Boldwater Rd, Edgartown, MA 02539

5beds

6,577sqft

Est.:

Single Family Residence

Built in 2015

9.1 Acres Lot

$-- Zestimate^®

$3,026/sqft

$167/mo HOA

What's special

Lovely sandy pond beachMeticulously crafted stone houseDeeded ocean beach accessNaturalized setting

Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted stone house and guest house with pool in a naturalized setting that redefines the conventions of Vineyard architecture in the most sophisticated of ways. A 16’ Duxbury Dory with trailer in excellent condition included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. Timeless architecture with extraordinary ambiance - beautiful pond and beach views - Simply the Best! If you need more space close-by for family and friends please check out 4 Jacobs Neck, owned by the same family and currently available! Please call listing broker for details.

1 day

377

19

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 7
Full bathrooms: 5
1/2 bathrooms: 2
Main level bedrooms: 3

Heating

Other

Appliances

Included: Stove: La Cornue 70" dual fuel - 2 Wolf Wall ovens, Washer: Yes

Features

A, AC, Ins, Irr, Media, OSh, Floor 1: Soaring twenty foot ceilings in living area, 3 bedrooms with ensuite baths, two half baths, TV room, kitchen with pantry, fieldstone fireplace with pizza oven, sunroom, two offices, library, dressing room, breezeway to gym and attached two car garage. Electric dog door, fenced in yard with dog washing station and luxurious outside shower., Floor 2: First floor breezeway leads to expansive game room with microwave, refrigerator drawers and half bath. FYI: There is a 7 bedroom septic on the property, allowing for two additional bedrooms and options for expansion, if needed. Please consult listing broker for further details.
Basement: Partial full basement with wine cellar. Spacious crawl space with Geothermal HVAC heating and cooling system supplied by 24 vertical wells. Hot water supplied by hung boilers and stored in two horizontal 120-gallon tans. Domestic hot water runs through a filtration system.
Fireplace features: 1

Interior area

Total structure area: 6,577
Total interior livable area: 6,577 sqft

Property

Parking

Parking features: Plenty

Features

Exterior features: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, PubBch, Cov
Has view: Yes
View description: D/Oc
Has water view: Yes
Water view: D/Oc
Waterfront features: Waterfront
Frontage type: Waterfront

Lot

Size: 9.1 Acres
Features: See Listing broker for details, Spacious with pollinator gardens, blueberry grove and sandy pond beach

Details

Additional structures: Garden shed with sink. Enclosed blueberry grove and half basketball court. Seven bedroom septic in place, allows for two additional bedrooms if needed.
Parcel number: EDGAM0043B0003L39
Zoning: RES

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Foundation: Poured Concrete

Condition

Year built: 2015

Utilities & green energy

Sewer: Septic Tank
Water: Well
Utilities for property: Cbl

Community & HOA

HOA

Has HOA: Yes
Services included: Association road, tennis and pond access
HOA fee: $2,000 annually

Location

Region: Edgartown

Financial & listing details

Price per square foot: $3,026/sqft
Tax assessed value: $12,816,711
Annual tax amount: $35,387
Date on market: 5/7/2026
Listing agreement: E

Estimated market value

Not available

Estimated sales range

Not available

$8,976/mo

Price history

Date	Event	Price
5/7/2026	Listed for sale	$19,900,000$3,026/sqft
Source: LINK #44437 Report a problem
1/7/2026	Listing removed	$19,900,000$3,026/sqft
Source: LINK #43113 Report a problem
4/7/2025	Listed for sale	$19,900,000$3,026/sqft
Source: LINK #43113 Report a problem
1/23/2025	Listing removed	$19,900,000$3,026/sqft
Source: LINK #42313 Report a problem
8/2/2024	Listed for sale	$19,900,000+290.2%$3,026/sqft
Source: LINK #42313 Report a problem
1/13/2012	Sold	$5,100,000-3.8%$775/sqft
Source: LINK #21699 Report a problem
8/2/2011	Listed for sale	$5,300,000-10.2%$806/sqft
Source: Wallace & Co. Sotheby's International Realty #21699 Report a problem
6/29/2011	Listing removed	$5,900,000$897/sqft
Source: Tea Lane Associates Report a problem
3/18/2011	Listed for sale	$5,900,000$897/sqft
Source: Tea Lane Associates Report a problem
1/10/2011	Listing removed	$5,900,000$897/sqft
Source: Tea Lane Associates Report a problem
9/2/2010	Listed for sale	$5,900,000$897/sqft
Source: Tea Lane Associates Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$35,387 +7.1%	$13,353,500 +3%
2024	$33,048 +9.3%	$12,960,000 +8%
2023	$30,227 +12.1%	$11,994,900 +34.8%
2022	$26,965 -7.6%	$8,899,184 +0.1%
2021	$29,171 -2.1%	$8,893,534
2020	$29,793 +3.8%	$8,893,534 +19.9%
2019	$28,696 +2.4%	$7,415,000 +2.4%
2018	$28,028 +15%	$7,242,300 +5.5%
2017	$24,377 +2.4%	$6,866,700 +4.4%
2016	$23,804 +58.6%	$6,575,600 +52%
2015	$15,012 +36.8%	$4,326,300 +45.9%
2014	$10,974 -28.4%	$2,966,000 -31.3%
2013	$15,325 +3.7%	$4,316,900 +0.2%
2012	$14,785 -14.2%	$4,310,400 -15%
2011	$17,236 +10%	$5,069,300
2010	$15,664 +4.5%	$5,069,300 -1.6%
2009	$14,985 +6.6%	$5,149,600
2008	$14,058 +2.7%	$5,149,600 +7.3%
2007	$13,682 +1.6%	$4,800,600 +8%
2006	$13,465 +10.9%	$4,444,000 +11.6%
2005	$12,145 +3%	$3,982,100 +18.6%
2004	$11,788 +23.1%	$3,358,300 +29.1%
2003	$9,574 +0.7%	$2,601,500 +40.7%
2001	$9,505 +4.9%	$1,849,200 +27.3%
2000	$9,064	$1,452,500