22 Paddock Rd, Oak Bluffs, MA 02557
Property image
Property image
FOR SALE
1.87 ACRES

$1,895,000

  • 6 Beds
  • 6.5 Baths
  • 4,500 sqft (on 1.87 acres)

22 Paddock Rd, Oak Bluffs, MA 02557

Est. Mortgage $11,007/mo*
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Home Highlights

Lot/Land
Built in 2021
1.87 acre lot
$421/sqft
HOA $208/mo

Local Information

  • Map ViewExplore the area around 22 Paddock Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless beauty of Martha’s Vineyard converge. This 1.87-acre homesite represents the final opportunity to build within this exclusive community, offering underground utilities, town water, and Board of Health approval for up to six bedrooms. Enjoy a peaceful and private setting with direct access to conservation land and miles of scenic walking and biking trails. Ideally located just minutes from downtown Oak Bluffs, pristine beaches, Oak Bluffs Harbor, ferry terminals, and Farm Neck Golf Club, this exceptional property offers an unparalleled blend of privacy, convenience, and enduring value. Whether envisioning a year-round residence or a seasonal Island retreat, this is the opportunity to create a legacy property in one of Martha’s Vineyard’s most sought-after communities.. Easy to Show ! Call Agent for a tour!
Last check for updates: about 7 hours ago
Listing courtesy of Marilyn Moses Cell 617-462-0381 ANYTIME!
Ocean Park Realty Inc
Source: LINK, MLS#44785
Also Listed on LINK.

Home Details for 22 Paddock Rd

Interior Features

Interior Details
Basement: Walk out finished basement with 9 Foot Ceilings, Full Bathroom & Changing Room, Cedar Closet with plenty of storage, Custom Home Bar with gas fireplace / and or media room, home gym / wine cellar. Mechanical Room.Number of Rooms: 10
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 2Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4500 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Yes Top of the Line, Washer: 2 Washers
Heating & Cooling
Heating: GFHANo CoolingHas HeatingHeating Fuel: GFHA
Fireplace & Spa
Fireplace: Yes Multiple Wood Burning & Gas
Windows, Doors, Floors & Walls
Flooring: Ash, Oak, Natural Timber
Levels, Entrance, & Accessibility
Floors: Ash, Oak, Natural Timber
View
Has a ViewView: None, Pasture

Exterior Features

Exterior Home Features
Other Structures: Cabana, Barbecue Pavilion, Detached Garage with Yoga and or Artist Studio Flex SpaceFoundation: Yes Full Poured Concrete
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Plenty of parking peastone driveway
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 46

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: LandProperty Subtype: Unimproved Land
Property Information
Parcel Number: 1518

Price & Status

Price
List Price: $1,895,000Price Per Sqft: $421

Active Status

MLS Status: A

Location

Direction & Address
City: Oak Bluffs

Agent Information

Listing Agent
Listing ID: 44785

Building

Building Area
Building Area: 4500 Square Feet

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $2,500/Annually

Lot Information

Lot Area: 1.867 Acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 44785

Around this home

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

Market trends in Oak Bluffs

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
72
14MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2 Hope'S Way, Oak Bluffs, MA
0.44
Lot/Land
$665,000
03/06/26
3
3.5
1,716
34 Paddock Rd, Oak Bluffs, MA
0.16
Lot/Land
$1,800,000
10/02/25
-
-
200 Edgartown Vineyard Hvn, Oak Bluffs, MA
1.06
Lot/Land
$1,100,000
12/29/25
-
-
Red Buoy Ln #147, Vineyard Haven, MA
1.28
Lot/Land
$585,000
02/05/26
-
-
Lyle Ln, Vineyard Haven, MA
1.74
Lot/Land
$525,000
05/29/26
-
-
Worcester Avenue & Olinda, Oak Bluffs, MA
1.58
Lot/Land
$500,000
11/17/25
-
-
56 Holmes Hole Rd, Oak Bluffs, MA
1.82
Lot/Land
$450,000
06/15/26
-
-
61 3rd St N, Edgartown, MA
2.11
Lot/Land
$699,000
08/31/26
-
-
11 Boylston Dr, Edgartown, MA
2.27
Lot/Land
$435,000
08/18/26
-
-
77 Sixth Street N Street, Vineyard Haven, MA
2.22
Lot/Land
$612,500
07/29/26
-
-

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
25 Paddock Rd #23, Oak Bluffs, MA 02557
0.00
-
-
-
-
Off Market
34 Paddock Rd, Oak Bluffs, MA 02557
0.16
-
-
-
-
Off Market
40 Paddock Rd #18, Oak Bluffs, MA 02557
0.16
-
-
-
-
Off Market
14 High Meadow Ln, Oak Bluffs, MA 02557
0.13
$1,750,000
3
3
1,932
For Sale
4 High Meadow Ln, Oak Bluffs, MA 02557
0.20
$2,260,000
4
3.5
2,810
For Sale
11 High Meadow Ln, Oak Bluffs, MA 02557
0.20
$1,674,400
4
2.5
1,811
Off Market
44 Paddock Rd #20, Oak Bluffs, MA 02557
0.25
-
-
-
-
Off Market
63 Bayes Hill Rd, Oak Bluffs, MA 02557
0.22
$2,900,000
4
4
5,169
Recently Sold
5 Bayes Hill Circle, Oak Bluffs, MA 02557
0.26
$1,600,000
4
2.5
2,855
Recently Sold
19 Tiffany Dr, Oak Bluffs, MA 02557
0.29
$2,143,100
4
2.5
2,585
Off Market
13 W Meadow Lane, Oak Bluffs, MA 02557
0.28
$1,610,400
4
3.5
2,623
Off Market

Price and Tax history

DateEventPrice
Jul 29, 2026
Source: LINK #44785
Listed For Sale
$1,895,000
Jan 13, 2026
Source: LINK #42294
ListingRemoved
$1,795,000
Sep 4, 2025
Source: LINK #42294
PriceChange
$1,795,000
Price decreased by 3%
Aug 8, 2024
Source: LINK #42294
PriceChange
$1,850,000
Price decreased by 5%
Jul 16, 2024
Source: LINK #42294
Listed For Sale
$1,950,000

LGBTQ Local Legal Protections

Marilyn Moses Cell 617-462-0381 ANYTIME!, Ocean Park Realty Inc
© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-13 02:27:38 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

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Frequently asked questions about 22 Paddock Rd

  • How big is 22 Paddock Rd?
    22 Paddock Rd in Oak Bluffs, MA is about 1.9 acres.
  • What is the price per acre for 22 Paddock Rd?
    22 Paddock Rd in Oak Bluffs, MA is listed at $1,895,000, or about $1.0M per acre.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in Oak Bluffs, MA.
  • What are the closest schools to 22 Paddock Rd?
    The closest schools to 22 Paddock Rd in Oak Bluffs, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).
22 Paddock Rd, Oak Bluffs, MA 02557 is a 6 bedroom, 7 bathroom, 4,500 sqft lot/land built in 2021. This property is currently available for sale and was listed by LINK on Jul 29, 2026. The MLS # for this home is MLS# 44785.