Oak Bluffs, MA 02557 8 Paddock Road

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Presented By: Lesley Heidt with Sandpiper Realty - 508-627-3737
  • MLS# 44395
  • 04/30/2026
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 5 / 1
  • SQFT • 3,300

Home Details

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 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.
Presented By: Lesley Heidt with Sandpiper Realty - 508-627-3737

Interior Features for 8 Paddock Road

Bedrooms

Main Level Bedrooms4
Total Bedrooms4

Bathrooms

Half Baths1

Other Interior Features

BasementNicely finished with a media room, full bath, and lots of storage space. Not included in square footage noted above.
Fireplace FeaturesYes, in central great room
Fireplace Y/NNo
FlooringHardwood and tile
Furnished Y/NUnfurnished
Interior AmenitiesA, AC, Ins, Irr, Media, OSh

General for 8 Paddock Road

AppliancesStove: Yes, Washer: Yes
Assoc Fee Paid PerAnnually
Building Area UnitsSquare Feet
CityOak Bluffs
Full Baths5
HOA Fee$4500
HeatingHeat Pump
Lot Size Square Feet84942
MLS Area3
Other StructuresShed in the back yard for outside gear.
Property SubtypeSingle Family Residence
Property Type1 Family
SewerSeptic Tank
Standard StatusActive
StatusA
Tax Annual Amount16416.6
Tax Assessed Value2271500
Tax Lot27.3
Tax Year2026
TaxOtherAnnualAssessmentAmount1018400
Total Rooms9
UtilitiesCbl
ViewPond, Pasture
Year Built2018
ZoningR3

Exterior for 8 Paddock Road

Building Area Total3300
Exterior AmenitiesPatio, P/Pool, Cov, PubBch
Foundation DetailsPoured concrete
Frontage TypeNone
Lot FeaturesProfessionally landscaped grounds and fenced pool area
Lot Size Acres1.95
Lot Size Area1.95
Parking FeaturesCircular car court
Water SourceTown

Additional Details

Price History

Janna O'Loughlin

Sales Associate Representing Sellers & Buyers
Price $5,450,000
MLS#44395
List Date 04/30/2026
Property Type Single Family
Phone 508.272.4819
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