Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room features soaring cathedral ceilings, rich paneling, and exquisite millwork. Bathed in natural light from dormers and oversized windows, the space is both grand and inviting. Three sets of French doors open to a bluestone terrace with multiple seating areas and a heated saltwater pool—creating a stunning backdrop for al fresco dining, entertaining, and quiet relaxation. The chef’s kitchen is thoughtfully positioned to overlook both the dining area and great room, allowing for effortless everyday living and gracious hosting. The home’s layout is equally intentional: one wing offers a secondary living room or study, along with a luxurious primary suite complete with a spa-like bath and dressing room. The opposite wing features three spacious guest bedrooms, each with cathedral ceilings, walk-in closets, and ensuite baths, ensuring comfort and privacy for family and guests alike. Additional amenities include a well-appointed mudroom with side entrance, a dedicated laundry room, and a finished lower level with a media room, full bath, and abundant storage. Custom built-ins, refined finishes, and thoughtful architectural details enhance the home’s timeless appeal throughout. Surrounded by beautifully curated grounds, the property offers a true sense of seclusion. Residents of The Preserve enjoy access to scenic walking trails connecting to conservation land, as well as convenient proximity to the bike path, Farm Neck Golf Club, and all down-island towns.
Pending
$5,450,000
8 Paddock Rd, Oak Bluffs, MA 02557
4beds
3,300sqft
Single Family Residence
Built in 2018
1.95 Acres Lot
$4,954,000 Zestimate®
$1,652/sqft
$375/mo HOA
What's special
Refined finishesBeautifully curated groundsDedicated laundry roomExpansive great roomHeated saltwater poolClassic coastal architectureThoughtful architectural details
- 121 days
- 2,112
- 139
Zillow last checked:
Listing updated:
Listed by:
Lesley Heidt,
Sandpiper Realty
Source: LINK,MLS#: 44395
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Main level bedrooms: 4
Heating
- Heat Pump
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- A, AC, Ins, Irr, Media, OSh
- Flooring: Hardwood and tile
- Basement: Nicely finished with a media room, full bath, and lots of storage space. Not included in square footage noted above.
- Fireplace features: Yes, in central great room
Interior area
- Total structure area: 3,300
- Total interior livable area: 3,300 sqft
Property
Parking
- Parking features: Circular car court
Features
- Exterior features: Patio, P/Pool, Cov, PubBch
- Has view: Yes
- View description: Pond, Pasture
- Has water view: Yes
- Water view: Pond
- Frontage type: None
Lot
- Size: 1.95 Acres
- Features: Professionally landscaped grounds and fenced pool area
Details
- Additional structures: Shed in the back yard for outside gear.
- Parcel number: OAKBM0042B0027L003
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured concrete
Condition
- Year built: 2018
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
HOA
- Has HOA: Yes
- HOA fee: $4,500 annually
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $1,652/sqft
- Tax assessed value: $3,289,900
- Annual tax amount: $16,416
- Date on market: 4/30/2026
- Listing agreement: E
Estimated market value
$4,954,000
$4.71M - $5.20M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/25/2026 | Pending sale | $5,450,000$1,652/sqft |
Source: LINK #44395 Report a problem | ||
| 8/25/2026 | Contingent | $5,450,000$1,652/sqft |
Source: MLS PIN #73499730 Report a problem | ||
| 4/10/2026 | Listed for sale | $5,450,000$1,652/sqft |
Source: MLS PIN #73499730 Report a problem | ||
| 12/15/2025 | Listing removed | $5,450,000$1,652/sqft |
Source: LINK #43612 Report a problem | ||
| 8/7/2025 | Listed for sale | $5,450,000$1,652/sqft |
Source: Martha's Vineyard MLS #32500251 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,096 +2.6% | $3,187,300 +6.3% |
| 2024 | $15,685 +6.2% | $2,999,100 +7.2% |
| 2023 | $14,770 +5% | $2,797,300 +35% |
| 2022 | $14,070 +6.8% | $2,072,100 +15.9% |
| 2021 | $13,179 +5.8% | $1,788,200 +6.9% |
| 2020 | $12,451 +228.7% | $1,673,500 +239.7% |
| 2019 | $3,788 +3.6% | $492,600 +5.5% |
| 2018 | $3,657 +66.7% | $467,000 +73.5% |
| 2017 | $2,194 +18.7% | $269,200 +18.1% |
| 2016 | $1,848 +1.9% | $227,900 |
| 2015 | $1,814 -36.6% | $227,900 -38.6% |
| 2013 | $2,862 -10.6% | $371,200 -14.3% |
| 2012 | $3,201 +33% | $433,100 +26.5% |
| 2011 | $2,406 +6.2% | $342,300 -4.8% |
| 2010 | $2,266 -3.4% | $359,700 -7.4% |
| 2009 | $2,345 +7.3% | $388,300 |
| 2008 | $2,186 | $388,300 |
Find assessor info on the county website
Monthly payment
Est. payment





