For sale

$4,695,000

8 Fresh Pond Rd, Oak Bluffs, MA 02557

7beds

5,320sqft

Est.:

Single Family Residence

Built in 2006

1.57 Acres Lot

$4,436,600 Zestimate^®

$883/sqft

$-- HOA

What's special

Newly built poolExpansive deckOversized three car garageDramatic great roomSeven-bedroom estatePergola with a fireplaceThree kitchens

The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an expansive deck, a pergola with a fireplace, and an elevated gazebo overlooking meticulously manicured grounds. Versatility is at the heart of this unique compound. With three kitchens, the home easily accommodates use as a spacious single-family residence or as three separate living quarters—ideal for multi-generational living, hosting extended guests, or generating rental income. Additional highlights include a 10-bedroom septic system in place - allowing for future expansion, an oversized three car garage, and solar. Come experience the very best of Island living.

20 days

674

21

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 7
Bathrooms: 5
Full bathrooms: 4
1/2 bathrooms: 1

Heating

GFHA

Appliances

Included: Stove: Yes, Washer: Yes

Features

A, AC, Ins, Irr, OSh, Floor 1: The first floor features a spacious living room, a dedicated office, a gym, a chef’s kitchen with a breakfast nook, a formal dining room, a half bathroom, and a mudroom., Floor 2: The second floor includes the primary bedroom suite, complete with a fireplace, full bathroom, and walk-in closet. Two additional bedrooms and another full bathroom are also located on this level. Additionally, there is access to a separate second-floor apartment featuring a full kitchen, living room, two bedrooms, and a bathroom. The apartment also has its own private entrance.
Flooring: 3
Basement: The newly completed lower level features both interior and exterior access. It includes a spacious living room with sliding doors leading to the outdoor patio, a kitchen, two bedrooms—one with direct patio access—a full bathroom, and laundry area. An unfinished section of the basement provides ample storage space.
Fireplace features: 2

Interior area

Total structure area: 5,320
Total interior livable area: 5,320 sqft

Property

Parking

Parking features: Ample Parking

Features

Exterior features: Deck, Garden, Porch, P/Pool, H/Tub, PvtBch, PubBch
Has view: Yes
View description: None, Trees/Woods
Waterfront features: Pond
Frontage type: Pond

Lot

Size: 1.57 Acres
Features: Yes - With Pool and Extensive Landscaping

Details

Parcel number: OAKBM0048B0002L006
Zoning: R3

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Foundation: Full Basement

Condition

Year built: 2006

Utilities & green energy

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

Community & HOA

Location

Region: Oak Bluffs

Financial & listing details

Price per square foot: $883/sqft
Tax assessed value: $3,761,100
Annual tax amount: $18,994
Date on market: 3/24/2026
Listing agreement: E

Estimated market value

$4,436,600

$4.21M - $4.66M

$8,057/mo

Price history

Date	Event	Price
3/24/2026	Listed for sale	$4,695,000-4.1%$883/sqft
Source: LINK #44237 Report a problem
12/31/2025	Listing removed	$4,895,000$920/sqft
Source: LINK #43345 Report a problem
10/13/2025	Price change	$4,895,000-7.6%$920/sqft
Source: LINK #43345 Report a problem
5/30/2025	Listed for sale	$5,295,000+1076.7%$995/sqft
Source: LINK #43345 Report a problem
6/15/2005	Sold	$450,000$85/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$18,994 -0.2%	$3,761,100 +3.4%
2024	$19,026 +15.1%	$3,637,900 +16.2%
2023	$16,531 +3.6%	$3,130,800 +33.2%
2022	$15,955 +9.7%	$2,349,800 +19.1%
2021	$14,542 +5.9%	$1,973,200 +6.9%
2020	$13,732 +0.9%	$1,845,700 +4.2%
2019	$13,615 -1.1%	$1,770,500 +0.7%
2018	$13,762 +9.9%	$1,757,600 +14.4%
2017	$12,518 +33.7%	$1,535,900 +33%
2016	$9,364 +6.5%	$1,154,600 +4.6%
2015	$8,789 +5.6%	$1,104,100 +3.6%
2014	$8,324 +4.3%	$1,065,800 +3%
2013	$7,978 -7.9%	$1,034,700 -11.8%
2012	$8,666 +22.8%	$1,172,600 +16.8%
2011	$7,055 +8.6%	$1,003,600 -2.7%
2010	$6,497 +19.6%	$1,031,300 +14.6%
2009	$5,434 +22.3%	$899,600 +14%
2008	$4,442 +87.4%	$789,000 +86.1%
2007	$2,370	$423,900