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.
For sale
$4,695,000
8 Fresh Pond Rd, Oak Bluffs, MA 02557
7beds
5,320sqft
:
Get pre-qualified$28,153/mo
Single Family Residence
Built in 2006
1.57 Acres Lot
$4,265,600 Zestimate®
$883/sqft
$-- HOA
What's special
Newly built poolExpansive deckOversized three car garageDramatic great roomSeven-bedroom estatePergola with a fireplaceThree kitchens
- 127 days |
- 758 |
- 53 |
Zillow last checked:
Listing updated:
Listed by:
Jarrett Hurwitz,
Keller Williams Realty
Source: LINK,MLS#: 44237
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
$4,265,600
$4.05M - $4.48M
$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.Climate risks
Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 1.8 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 0.9 mi
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- $1,583,7002 bd2 ba744 sqft2 Fresh Pond Rd, Oak Bluffs, MA 02557Off Market
- $1,595,7004 bd3 ba-- sqft10 Mourning Dove Way, Oak Bluffs, MA 02557Off Market
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