OFF MARKET

Off Market Aug 2020 for $2.3M

$3,482,973

•

4,353

sq ft

21 Paddock Rd, Oak Bluffs, MA 02557

About this home

THE PRESERVE AT THE WOODLANDS - PRE-CONSTRUCTION OPPORTUNITY. Welcome to Oak Bluff's newest luxury enclave, nestled in a beautiful woodland setting with bucolic meadow views and a lovely pond. This gorgeous property connects with miles of walking/hiking trails and a bike path to Farm Neck Golf Club and all three down island towns and beaches. Carefully crafted association covenants have been developed to preserve the character, integrity and value of this distinctive property. Your new construction dream home awaits with designs by noted island architect Chuck Sullivan.

Single-familyProperty Type

2020Year Built

2.33 acresLot Size

$800Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Jennifer DaSilva • Point B Realty, LLC

Bought with Jennifer DaSilva • Point B Realty, LLC

Redfin checked: a few seconds ago

•Source:MLS PIN #72669881

Redfin Estimate

$3,482,973

$1.1M since sold in August 2020$62K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.2% higher than the average sale price ($2.56M) of 5 comparable homes.

SOLD MAR 30, 2026
$2,900,000
A
4 beds4 baths5,165 sq ft
63 Bayes Hill Rd, Oak Bluffs, MA 02557
SOLD JUL 29, 2026
$1,885,000
B
5 beds3.5 baths2,527 sq ft
18 Puritan Dr, Oak Bluffs, MA 02557
SOLD MAY 22, 2026
$2,448,000
C
3 beds3.5 baths3,530 sq ft
61 Causeway Rd, Vineyard Haven, MA 02568
SOLD MAY 12, 2026
$1,625,000
D
4 beds2.5 baths3,268 sq ft
7 Upper Meadow Ln, Oak Bluffs, MA 02557
SOLD JUN 29, 2026
$3,930,000
E
5 beds5 baths5,598 sq ft
71 Stoney Hill Road Rd, Vineyard Haven, MA 02568

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Earn from this home

Rent

$4,724/mo

Redfin rental estimate

List your home for rent

Market trends in 02568, MA

Last updated July 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

94.0%

+0.1% MoM

Median sale price

$1.6M

$195K MoM

Avg. days on market

65d

19 days MoM

Recently sold homes

3 MoM

Provided by Redfin

Sale history for 21 Paddock Rd

Tax history for 21 Paddock Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

5.5

Stories

Lot width

—

Lot depth

—

Lot size

2.34 Acres

Year renovated

—

Sq. Ft.

4,462

Year built

2021

Style

Single Family Residential

County

Dukes County

APN

4702401

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Basement Information
Basement: Full, Unfinished

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 11
Flooring: Hardwood

Exterior

Building Information
Building Area (Total): 4,353
Foundation Details: Concrete Perimeter
Year Built Source: Owner
Year Built Details: To Be Built
Color: Tan
Lead Paint: None

Exterior Features
Patio And Porch Features: Porch, Porch - Enclosed, Screened, Deck - Composite
Exterior Features: Porch, Porch - Enclosed, Porch - Screened, Deck - Composite, Paddock, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Levels: Multi/Split

Lot Information
Lot Size (Acres): 2.33
Lot Features: Wooded, Gentle Sloping
Road Frontage Type: Private Road

Financial

Tax Information
Tax Annual Amount: $4,464
Tax Year: 2020

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Propane
Cooling: Central Air

Location

HOA Information
Has Association
Association Fee: $2,500
Association Fee Frequency: Annually
Homeowners Association Membership Required

Location Information
Directions: Located off County Road - north side. Look for stone wall and Preserve at the Woodlands sign.
UnparsedAddress: 21 Paddock Road, Oak Bluffs MA 02557

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Walk/Jog Trails, Golf, Bike Path, Conservation Area
Horse Amenities: Paddocks

Public facts

Beds: 6
Baths: 5.5
Sq. Ft.: 4,462
Stories: 2.0
Lot Size: 2.34 acres
Style: Single Family Residential
Year Built: 2021
Year Renovated: —
County: Dukes County
APN: 4702401

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Oak Bluffs Elementary School

Public PreK-8 • Assigned • 1.6mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 0.9mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Oak Bluffs, MA • 02557

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.31M – $4.01M

Sell confidently with a local market expert in Oak Bluffs. 3 minutes to get started.

Nearby similar homes

$1,199,000

3 beds2 baths1,302 sq ft

47 Winemack St, Oak Bluffs, MA 02557

$1,755,000

3 beds3 baths2,695 sq ft

68 Front St, Oak Bluffs, MA 02557

$2,395,000

4 beds3 baths1,968 sq ft

105 Whalers Walk, Edgartown, MA 02539

$549,000

Land— sq ft

112 Dukes County, Oak Bluffs, MA 02557

$839,000

1 bed1 bath804 sq ft

26 Winthrop Ave, Oak Bluffs, MA 02557

$3,100,000

3 beds1 bath973 sq ft

36 Hines Point Rd, Vineyard Haven, MA 02568

Home values near 21 Paddock Rd

Data from public records.

Address	Redfin Estimate
16 Paddock Rd, Oak Bluffs, MA 5 Beds \| 6 Baths \| 4871 Sq. Ft.	$4,427,484
24 Paddock Rd, Oak Bluffs, MA 4 Beds \| 3.5 Baths \| 3330 Sq. Ft.	$3,346,068

Address	Redfin Estimate
38 Paddock Rd, Oak Bluffs, MA 5 Beds \| 5.5 Baths \| 4500 Sq. Ft.	$4,329,497
20 High Meadow Ln, Oak Bluffs, MA 4 Beds \| 2.5 Baths \| 3798 Sq. Ft.	$2,341,410

Address	Redfin Estimate
14 Paddock Rd, Oak Bluffs, MA 5 Beds \| 5.5 Baths \| 4157 Sq. Ft.	$3,998,275

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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