8 Paddock Rd Oak Bluffs, MA ^$ 5,450,000

8 Paddock Rd

^$ 5,450,000

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8 Paddock Rd

Oak Bluffs, MA, 02557

^$ 5,450,000

Bedrooms4 Baths5.1 Sq 3,300

Monthly Estimate*

^$ 33,557

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Single Family Home for sale in Oak Bluffs, MA

for $5,450,000 with 4 bedrooms and 5 full baths, 1 half bath. This 3,300 square foot home was built in 2018 on a lot size of 1.96.

Refined Vineyard living in The Preserve. Set on a knoll overlooking the pond and sweeping grasslands, this exceptional home blends classic coastal architecture with modern luxury. The expansive great room showcases cathedral ceilings, rich millwork, and abundant natural light, with three sets of French doors opening to a bluestone patio with multiple sitting areas and a heated saltwater pool. The chef’s kitchen flows seamlessly into the dining and living spaces. One wing offers a den/study and a luxurious primary suite with spa-like bath and dressing room, while the opposite wing features three guest bedrooms, each with ensuite baths and walk-in closets. Additional highlights include a propert mudroom and a finished lower level with media room, full bath, and storage. Surrounded by mature landscaping, with easy access to trails, the bike path and Farm Neck Golf Club. The Preserve is a private enclave of luxury homes and is arguably one of Oak Bluffs most exclusive neighborhoods

Single Family Active

Price

^$ 5,450,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 16,416

Style

Cape

Lot Size

1.96

Year Built

2018

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

73499730

List By

Lesley Heidt

Listing Agent

Sandpiper Realty, Inc.

Broker

Affordability Calculator

$34,925

Per Month

Monthly Principal & Interest: $33,557
Monthly Property Taxes: $1,368
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Oak Bluffs, MA

Average List Price ^$3,083,765

Percent of Sale Price 43%

About Oak Bluffs, MA

4,795 Population

29% Since 2002

^$64,471 Median Income

46.88 Median Age

19% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
4/10/2026	$5,450,000		Listed Price

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8 Paddock Rd, Oak Bluffs, MA, 02557 is a Single Family Home for sale at $5,450,000 with 3,300 sqft and a lot size of 1.96. 8 Paddock Rd has 4 bedrooms, 5.1 baths, and was built in 2018. The property's zip code is 02557 which is in Oak Bluffs, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 4/18/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

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8 Paddock Rd

Single Family Home for sale in Oak Bluffs, MA

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