8 Fresh Pond Rd

Oak Bluffs, MA 02557

$4,895,000
Price
7
Beds
5,320 Sq. Ft.
$920 / Sq. Ft.
5,320
Sq. Ft.
$920
per Sq. Ft.
a front view of a house with a garden
a view of a house with a yard
a view of house with outdoor space and swimming pool
a kitchen with stainless steel appliances granite countertop a stove a refrigerator a kitchen island a table and chairs in it
a kitchen with stainless steel appliances granite countertop a stove a sink a oven and a refrigerator
a view of a dining room with furniture window and wooden floor
a living room with furniture a fireplace and a flat screen tv
a living room with furniture a large window and a flat screen tv
a view of a workspace with furniture and a window
a view of a brick building with many windows
a spacious bedroom with a bed and a flat screen television
a bath tub sitting next to a bathroom sink
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a flat tv screen
a bathroom with a granite countertop toilet a sink and a mirror
a spacious bedroom with a bed a chandelier and a large window
a living room with furniture wooden floor and a large window
a living room with furniture a flat screen tv and a large window
a bedroom with a bed and a window
a bedroom with a bed and a tv on table
a bathroom with a sink and a mirror
an outdoor space with seating
a living room with furniture and a flat screen tv
a kitchen with stainless steel appliances a refrigerator a stove a sink dishwasher and a dining table with wooden floor
a large kitchen with kitchen island a sink table and chairs
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a desk
a front view of a house with a yard
a house view with a garden space
a view of a patio with couches potted plants and a big yard
a view of a patio with a table and chairs under an umbrella
an aerial view of a house with a yard table and chairs
a view of a chairs and table in the balcony
a view of a grassy field with trees
a view of a bench in a backyard
a view of a lake with a yard
a view of a lake with a mountain in the background
a view of a garden with an outdoor space
front view of a house with a yard
an aerial view of a house with a yard and potted plants

Description

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...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.
  1. Listed by Jarrett Hurwitz • Keller Williams Realty

Property Details for 8 Fresh Pond Road

Zoning
R3
View
None
LISTING UPDATED: 10/13/2025 03:51 PM

Property Details for 8 Fresh Pond Road

StatusActive
MLS #43345
Days on Market207
Taxes$18,994 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built2006
Lot Size1.57 AC / 68,389 SF
CountyDukes County

Location

Listing Courtesy of Keller Williams Realty, Jarrett Hurwitz
Add your commute

Building Information for 8 Fresh Pond Road

Stories-Year Built2006Building Size-Lot Size1.57 AC / 68,389 SF

Payment Calculator

$25,771 per month

30 year fixed, 6.28% Interest

Principal and Interest

$24,188

Property Taxes

$1,583

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 8 Fresh Pond Road

Summary
Location and General Information
  • Latitude: 41.422356
  • Longitude: -70.579565
  • Listing ods: Deck, Garden, Patio, P/Pool, Gym, PvtBch, PubBch
  • Listing other Building: Grg
  • MLS Area Major: 3
Taxes and HOA Information
  • Tax Assessed Value: $2,642,500.00
  • Tax Lot: 6
  • Tax Map Number: 48
  • Tax Other Annual Assessment Amount: $1,118,600.00
  • Tax Year: 2025
Parking
  • Parking Features: Ample Parking
Property
Lot Information
  • Lot Features: Yes - With Pool
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 40
  • Deed No: 15381
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Garden, Patio, P/Pool, Gym, PvtBch, PubBch
Interior Features
  • Main Level Bedrooms: 0
  • Rooms Total: 14
  • Appliances: Stove: 3 Stoves, Washer: Yes
  • Fireplace Features: 2
  • Fireplace: No
  • Flooring: 3
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior 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.

Property History for 8 Fresh Pond Road

DateEvent & SourcePriceAppreciation
Oct 13, 2025

Price Change

LINK #43345

$4,895,000—
May 30, 2025

Listed (Active)

LINK #43345

$5,295,000—
Dec 4, 2012

Sold (Public Record)

Public Record #343398439

$1

-82.5% / yr

Jun 15, 2005

Sold (Public Record)

Public Record #161021017

$450,000—
DateEvent & SourcePrice
10/13/2025

Price Change

LINK #43345

$4,895,000
05/30/2025

Listed (Active)

LINK #43345

$5,295,000
12/04/2012

Sold (Public Record)

Public Record #343398439

$1

-82.5% / yr

06/15/2005

Sold (Public Record)

Public Record #161021017

$450,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 8 Fresh Pond Road

Taxable ValueLand$1,118,600Additions$2,642,500Total$3,761,100
Tax Record2025$18,994 ($1,583 / month)
Home Facts
Baths4.5Total Finished SqFt4,083 SqFtAbove Grade Finished SqFt4,083 SqFtStories2Lot Size68,389 SqFtStyleTriplexYear Built2006Year Renovated2010CountyDUKESAPNOAKB M:0048 B:0002 L:006

Schools near 8 Fresh Pond Road

This home is within Oak Bluffs School District.
Rating
School
Type
Grades
Distance
Oak Bluffs Elementary School
Public - PK to 8
Martha's Vineyard Regional High School
Public - 9 to 12
Rating
School
Distance
Oak Bluffs Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 8 Fresh Pond Road, Oak Bluffs, MA 02557

8 Fresh Pond Road is a single family home for sale in Oak Bluffs, MA 02557. This property was listed for sale on May 30, 2025 by Keller Williams Realty, it's currently listed at $4,895,000. It has been on the market for a total of 207 days and was last sold on December 4, 2012. This listing's school districts are Oak Bluffs School District, Marthas Vineyard School District. Nearby schools include Oak Bluffs Elementary School and Martha's Vineyard Regional High School. 8 Fresh Pond Road is a 7-bed, 5-bath, 5,320 sqft single family home built in 2006.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Keller Williams Realty, Jarrett Hurwitz

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.