8 Paddock Rd, Oak Bluffs MA 02557

Oak Bluffs, MA 02557
$5,450,000
Est. $29,501/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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4
Beds
5.5
Baths
3,300
Sq Ft
$1,652
Price/Sq Ft
1.96
Acres
2018
Year Built
8
Parking
149
Days on Market
Sale Pending Listed Apr 10, 2026 • MLS# 73499730 Copied! • Updated Sep 8, 2026

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About this home

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 an inviting lounge 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 proper 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.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
Aug 25, 2026
Active → Active Under Contract
Pending Sale
Aug 25, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Apr 10, 2026
$5,450,000
Original listing
Agent: Lesley Heidt Office: Sandpiper Realty, Inc.

Tax History

Year Taxes Assessment
2026 $16,417 $3,289,900

Financial Details

Annual Property Tax
$16,417
Tax Year 2026
HOA Fee
$4,500
Annually
Assessed Value
$3,289,900

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2018
Living Area 3,300 sq ft
Lot Size 1.96 acres
Bedrooms 4
Full Baths 5
Half Baths 1
Total Rooms 9

Interior

Heating Forced Air, Heat Pump, Electric
Cooling Central Air
Flooring Tile, Hardwood, Flooring - Hardwood, Flooring - Wall To Wall Carpet
Appliances Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Partial, Finished, Interior Entry, Bulkhead
Laundry Flooring - Hardwood, Main Level, First Floor
Features Cathedral Ceiling(s), Bathroom - Full, Closet/cabinets - Custom Built, Storage, Den, Mud Room, Bonus Room

Exterior

Construction Frame
Architecture Cape
Roof Wood
Features Deck, Patio, Pool - Inground Heated, Storage, Sprinkler System, Outdoor Shower
Pool Pool - Inground Heated
Spa None
Fencing None
Patio/Porch Deck, Patio
Features Off Street
Total Spaces 8
Electric None
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $16,417
Assessed Value $3,289,900
HOA Yes
HOA Fee $4,500 Annually
Fee Includes None
Amenities None
Optional Fee Includes None
Association Required Yes
Lead Paint None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Dukes
Total market time (incl. prior listings) 151 days

Property Overview

Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
2018
Bedrooms
4
Full Bathrooms
5
Half Bathrooms
1
Living Area
3,300 sq ft
Total Rooms
9

Floor Layout

Interior Features

Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Appliances: Electric Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features: Cathedral Ceiling(s), Bathroom - Full, Closet/Cabinets - Custom Built, Storage, Den, Mud Room, Bonus Room
Windows: Window(s) - Picture, Insulated Windows
Basement: Partial, Finished, Interior Entry, Bulkhead
Laundry: Flooring - Hardwood, Main Level, First Floor
Security:

Construction & Materials

Style: Cape
Year Built: 2018
Structure Type:
Exterior Materials: Frame
Roof: Wood
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Heat Pump, Electric
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck, Patio, Pool - Inground Heated, Storage, Sprinkler System, Outdoor Shower
Patio & Porch: Deck, Patio
Fencing:
Other Structures:
Lot Features: Cleared, Level
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 8
Parking Features: Off Street

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Pool: Private Pool
Pool Features: Pool - Inground Heated
View: Yes
View Type: Scenic View(s)
Community Amenities: Public Transportation, Shopping, Walk/Jog Trails, Golf, Bike Path, Conservation Area

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,368
Homeowners Insurance $200
HOA Fee $375/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

8 Paddock Rd, Oak Bluffs MA 02557

Oak Bluffs, MA 02557

Listing Information

Listing Agent Lesley Heidt
Listing Office Sandpiper Realty, Inc.
Office Phone 508-627-3737
Agent MLS ID CN262196
Office MLS ID AN9490
Listing Data Updated Sep 8, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steve Novak Real Estate
Steve Novak Real Estate
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