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8 Paddock Road, Oak Bluffs

$5,450,000

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.

HIGHLIGHTS

Link ID 44395
Bedrooms 4
Baths 5
Half Baths 1
Rooms 9
Living Space 3300
Acreage 1.95

FEATURES AND AMENITIES

Link ID
44395
Price
$5,450,000
Baths
5
Half Baths
1
Rooms
9
Living Space
3300
Acreage
1.95
Zoning
R3
Water
Town
Sewer
Septic Tank
Heat
Heat Pump
2026 Tax Assessment
$3,289,900
Building Assessment
$2,271,500
Land Assessment
$1,018,400
Estimated Taxes
$16,417
Outdoor Spaces
Patio
Private Pool
Covenants
Beach Access - Public
Year Built
2018
Fireplaces
Yes
Flooring
Hardwood and tile
Listing Broker
Sandpiper Realty

8 Paddock Road, Oak Bluffs

Copyright 2026 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
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