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8 Paddock Road

$5,450,000

Central, Oak Bluffs, MA 02557

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Single Family Residence in Central, Oak Bluffs

4 bedrooms

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5 bathrooms

·

3300 SqFt

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1.95 acres

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MLS #44395

SHOWINGS BEGIN SUNDAY, MAY 3RD! 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 cozy 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.

Property highlights

Unfurnished

Patio

Private Pool

Cov

Public Beach

Septic Tank

Cable

Town Water

Property Details

Association Fee:
4500
Association Fee Includes:
Basement:
Nicely finished with a media roomfull bathand lots of storage space. Not included in square footage noted above.
Fireplace Features:
Yesin central great room
Flooring:
Hardwood and tile
Foundation Types:
Poured concrete
Frontage Type:
None
Heating:
Heat Pump
Interior Features:
A,AC,Ins,Irr,Media,OSh
Link MLS Comments:
Enter the Preserve from County Road. Take a right at the circle, the property is #8 on the right. The septic (MicroFAST) system is for 5 bedrooms and has the potential to be upgraded to support 6 bedrooms by extending leaching field.
Lot Features:
Professionally landscaped grounds and fenced pool area
Parking Features:
Circular car court
Possible Use:
Assessed Building Value:
2271500.00
Assessed Land Value:
1018400.00

Price History

April 30, 2026
$5,450,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $3,289,900. The annual tax responsibility for this property is $16,417.

Contact an Agent
Phone number
(508) 696-7777

Property Location

©2022 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Sandpiper Realty.