For sale

Price cut: $400K (10/13)

$4,895,000

8 Fresh Pond Rd, Oak Bluffs, MA 02557

7beds

5,320sqft

Est.:

Single Family Residence

Built in 2006

1.57 Acres Lot

$4,407,100 Zestimate^®

$920/sqft

$-- HOA

What's special

Newly built poolExpansive deckDramatic great roomPergola with a fireplaceElevated gazeboThree full kitchensLush landscaping

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 full 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.

208 days

345

13

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: 3 Stoves, Washer: Yes

Features

AC, Disp, Ins, Irr, MiniSplit, 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, Patio, P/Pool, Gym, PvtBch, PubBch
Has view: Yes
View description: None
Waterfront features: Pond
Frontage type: Pond

Lot

Size: 1.57 Acres
Features: Yes - With Pool

Details

Parcel number: OAKBM0048B0002L006
Zoning: R3

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

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: $920/sqft
Tax assessed value: $3,761,100
Annual tax amount: $18,994
Date on market: 5/30/2025
Listing agreement: E

Estimated market value

$4,407,100

$4.19M - $4.63M

$8,057/mo

Price history

Date	Event	Price
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