For sale

$4,695,000

8 Fresh Pond Rd, Oak Bluffs, MA 02557

7beds

5,320sqft

Get pre-qualified

Single Family Residence

Built in 2006

1.57 Acres Lot

$4,290,500 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.

75 days

447

35

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

$4,290,500

$4.08M - $4.51M

$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

Find assessor info on the county website

Monthly payment

Est. payment

Payment breakdown

Explore the cost of this home by adjusting the details. Changes won't be saved.

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

See how much you could borrow to make a competitive offer.

Get pre-qualified