421 Main Street, Osterville, MA 02655 (MLS# 21607681)

421 Main Street, Osterville, MA 02655

$9,950,000

Virtual Tour

https://player.vimeo.com/video/181664570

Property Type: Residential Bedrooms: 9 Baths: 11 Square Footage: 11,578 Lot Size (sq. ft.): 237,838 Status: Closed

Current Price: $9,950,000 List Date: 9/26/2016 Last Modified: 8/13/2026

Overview

Description

Overlooking the beautiful waters of East Bay and Nantucket Sound sits this sophisticated yet intimate waterfront estate. The current owners completely renovated the 11,578sf home from stem to stern with the highest grade materials and exceptional craftsmanship. Interior spaces are bathed in natural light with beautifully balanced living areas all oriented toward the water. You'll find a welcoming foyer with original wood floors, living and dining rooms with custom fireplaces, a spacious, well-equipped kitchen and a handsome library with hand pegged wood. Casual spaces for family and friends include a family room, sunroom and enclosed porch. The second level offers 2 master suites and 7 additional bedrooms. An expansive lawn, in-ground pool and scores of privacy trees dress the 5.46

Supplements: acre site. A custom beach house enhances the private dock. The property offers a detached 5 car garage with a gorgeous 3 bedroom, 1,875sf carriage house above for guests and extended family.

Listing Details MLS# 21607681

Contract Info

Original List Price: 14900000
List Price/SqFt: 859.39

Legal and Taxes

Street #: 421
Street Name: Main
Street Suffix: Street
County: Barnstable
Town: Barnstable
Village: Osterville
State: MA
Zip Code: 02655
Tax ID: 164-004
Estimated Annual Taxes: 64034
Tax Year: 2019
Building Assessments: 2256800
Other Assessments: 477500
Total Assessment: 5536900
Title Reference - Book: 23419
Title Reference - Page: 190
Lead Base Paint: Unknown
Flood Ins Required: Not Verified
Mass Use Code: 101 - Residential, single family

General Property Info

Region: Mid-Cape
School District: Barnstable
Zoning: Residential
Property Sub-Type: Single Family Residence
Year Built: 1928
Renovated: Yes
Year Renovated: 1997
Total Finished Space: 11578
Total Rooms: 20
Stories: 2
Private Pool: Yes
Private Dock: Yes
Leased Land: No
Lot Size SqFt: 237838
Lot Size Source: Appraiser
Acres: 5.46
Irregular: Yes
Garage: Yes
# of Cars: 5
# of Parking Spaces: 5
Year Round: Yes
Bedrooms - Total: 9
Baths - Full: 9
Baths - Half: 2
Baths - Total: 11
Separate Living Qtrs: Yes
Waterfront: Yes
Waterview: Yes
Miles to Beach: 1 to 2
Fireplace: Yes
# Fireplaces: 5

Status Change Info

Concessions: No
Date of Accepted Offer: 2019-08-16
Estimated Selling Date: 2019-08-19
Under Contract Date: 2019-08-16
Sold Date: 2019-08-19
Sold Price/SqFt: 859.39
SP/AV: 1.8

Sep Living Qtrs Info

Beds: 3
Baths - Full: 3
Baths - Total: 3

Sewer

Septic Tank Description: Title V Grade Level

More Information

Room Types

Bedroom 2 Level: Second
Bedroom 3 Level: Second
Bedroom 4 Level: Second
Dining Room Level: First
Family Room Level: First
Foyer Level: First
Kitchen Level: First
Library Level: First
Living Room Level: First
Primary Bedroom Level: Second
Sunroom Level: First

Property Features

Street Description: Paved; Public Location Description: South of Route 28 Special Listing Cond: Standard Architectural Style: Other Year Built Desc: Actual Basement Description: Interior Access; Partial Foundation Details: Concrete Perimeter Lot Features: Cleared; Level; Views Garage Description: Detached; Garage Door Opener Parking Features: Carriage Shed; Driveway; Off Street; Paved Separate Living Qtrs: Detached; Second Floor Waterfront Desc: Bay; Nantucket Sound; Ocean; Private; Salt Convenient To: Conservation Area; Golf Course; House of Worship; Marina; School; Shopping Water Access: Salt Beach Description: Bay; Nantucket Sound; Ocean Beach Ownership: Public Appliances: Countertop Range; Dishwasher; Electric Dryer; Gas Range; Microwave; Refrigerator; Security System; Wall/Oven Cook Top Floors: Carpet; Hardwood; Tile Interior Features: Attic Storage; Electric Dryer Hookup; Hot Tubs/Spa; HU Cable TV; Pantry; Walk-In Closet(s); Washer Hookup; Wet Bar Patio And Porch Features: Deck; Patio; Screened Porch Private Pool Description: Gunite; Heated Other Structures: Pool House Exterior Features: Garden; Hot Tub; Outdoor Shower; Private Yard Roof Description: Asphalt Siding Description: Shingle Sewer: Septic Tank Heating: Forced Air Cooling: Central Air Fuel Type: Oil Water: Public Hot Water: Water Heater Hot Water Source: Oil Room Types: Bedroom 2; Bedroom 3; Bedroom 4; Dining Room; Family Room; Foyer; Kitchen; Kitchen/Dining Combo; Library; Living Room; Primary Bedroom; Sunroom

Room Information

Room Name	Level
Primary Bedroom	Second
Bedroom 2	Second
Bedroom 3	Second
Bedroom 4	Second
Foyer	First
Dining Room	First
Kitchen/Dining Combo
Living Room	First
Kitchen	First
Kitchen	First
Family Room	First
Library	First
Sunroom	First

Documents

Listing Office: Robert Paul Properties, Inc.

Listing Agent: Robert B Kinlin

Last Updated: August - 13 - 2026

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