OFF MARKET

Off market sep 2022 for $18M

$12,762,387

Est. refi paymentEst. refi $31,822/mo

•

10,027

sq ft

159 Main St, Osterville, MA 02655

About this home

Breathtaking water vistas and luxurious appointments complete this grand waterfront property, with an impressive 4 acres, 400’ of water frontage, an infinity edge pool with cabana, a private dock with a boathouse and waterside deck. This 10,000 sq. ft. residence features vaulted ceilings, expansive windows, a Smart Home system and 8 en-suite bedrooms including a spacious primary suite on the first floor featuring fabulous water views, a sitting area, luxurious bathroom, and a bonus room/office. A gracious dining room features water views, a fireplace, and a butler’s pantry. The family room features water views, a fireplace and a beamed ceiling, and the stunning home office is enhanced by a television hidden beneath a padded bench. The kitchen is truly the heart of the home, with high-end appliances, seating areas, a coffee bar, pantry with 160-bottle wine refrigerator and 3-season sunroom. An additional 2.11-acre parcel with a sandy beach and secondary dock enhances the main property.

Single-familyProperty Type

2017Year Built

6.11 acresLot Size

$1,273Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Robert Kinlin • Berkshire Hathaway HomeServices Robert Paul Properties

Bought with Bernard Klotz • Kinlin Grover Compass

Redfin checked: a few seconds ago

•Source:MLS PIN #72934709

Redfin Estimate

$12,762,387

$5.7M since sold in September 2022$371K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 314.5% higher than the average sale price ($3.08M) of 5 comparable homes.

SOLD AUG 17, 2026
$3,475,000
A
4 beds4 baths4,364 sq ft
82 Crystal Lake Rd, Osterville, MA 02655
SOLD AUG 11, 2026
$1,650,000
B
4 beds4.5 baths3,957 sq ft
442 Bay Ln, Centerville, MA 02632
SOLD MAY 28, 2026
$4,650,000
C
7 beds8 baths8,345 sq ft
44 Seapuit Rd, Osterville, MA 02655
SOLD MAY 28, 2026
$1,625,000
D
5 beds3.5 baths3,885 sq ft
78 Bay Ln, Centerville, MA 02632
SOLD JUN 1, 2026
$3,995,000
E
5 beds4.5 baths6,239 sq ft
268 Parker Rd, Osterville, MA 02655

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Earn from this home

Sell

−$1,541,117

Est. take-home

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Refinance

Est. cash available

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Rent

$4,556/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

95.7%

0.9% MoM

Median sale price

$1.0M

$314K MoM

Avg. days on market

39d

18 days MoM

Recently sold homes

1 MoM

New listings for sale

$16,500,000
8 beds10 baths8,763 sq ft
143 Bayberry Way, Osterville, MA 02655
$5,695,000
4 beds3.5 baths3,012 sq ft
108 Seapuit River Rd, Osterville, MA 02655
3D WALKTHROUGH
$959,000
3 beds3 baths2,048 sq ft
31 Jasons Ln, Osterville, MA 02655
VIDEO TOUR
$15,850,000
8 beds8 baths7,730 sq ft
141 Eel River Rd, Osterville, MA 02655
VIDEO TOUR
$16,000,000
7 beds11.5 baths14,292 sq ft
74 Garrison Ln, Osterville, MA 02655
$849,900
2 beds1.5 baths1,055 sq ft
466 Old Mill Rd, Osterville, MA 02655
$8,995,000
6 beds8 baths9,464 sq ft
204 Garrison Ln, Osterville, MA 02655
$849,900
2 beds2 baths1,533 sq ft
87 Hinckley Cir, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 159 Main St

Date

Event

Price

CCIMLS #22200221

Sep 15, 2022

Sold

$18,500,000

$1,845/sq ft

Feb 22, 2022

Pending

—

Feb 18, 2022

Pending

—

Jan 26, 2022

Pending

—

Jan 18, 2022

Listed

$18,500,000

$1,845/sq ft

+51

The lure of breathtaking water vistas and the appeal of luxurious appointments compliment the superb setting in this grand waterfront estate in the heart of Osterville. Overlooking the glistening waters of Nantucket Sound, this spectacular property offers an impressive 4 acres of beautifully manicured grounds, approximately 400 feet of water frontage, an infinity edge, heated pool with hot tub and fully equipped cabana, a private dock with a boathouse and 650 square foot waterside deck. Beyond the gated entry, down a winding drive, a beautiful courtyard sets the tone for this architecturally stunning residence filled with natural light, where only the highest quality materials and artisanship are displayed throughout. Built in 2017, this one-of-a-kind residence features 10,000 square feet of living space, dramatic vaulted ceilings, expansive windows, Elan Smart Home system, multiple fireplaces and eight en-suite bedrooms including a spacious primary suite on the first floor featuring fabulous water views, a sitting area overlooking the water, custom Travertine marble flooring in the luxurious master bathroom, and a bonus room/office. A gracious dining room overlooks the water and features a gas fireplace, with a butler's pantry discreetly accessed through pocket doors. The family room defines comfort with water views, a gas fireplace and a beamed ceiling, and the stunning home office is enhanced by handsome finishwork and a television hidden beneath a padded bench. The kitchen is truly the heart of the home, with the best of high-end appliances, numerous seating areas for entertaining, a built-in coffee bar, pantry with Liebherr 160-bottle wine refrigerator and adjoining three season sunroom. The second level offers seven en-suite bedrooms with spacious closets and custom tiled bathrooms, most with water views. An additional 2.11-acre Long Beach parcel with a sandy beach and secondary dock enhances the main property. This rare blend of classic charm, outstanding architectural details and modern appointments is truly the last word in gracious waterfront living.

MLS PIN #72934709

Sep 15, 2022

Sold

$18,500,000

$1,845/sq ft

Jan 26, 2022

Contingent

—

Jan 18, 2022

Listed

$18,500,000

$1,845/sq ft

CCIMLS #21400346

Mar 31, 2014

Sold

$7,000,000

$698/sq ft

Jan 13, 2014

Listed

$7,600,000

$758/sq ft

MLS PIN #71623143

Mar 31, 2014

Sold

$7,000,000

$698/sq ft

Jan 24, 2014

Listing Removed

—

Jan 11, 2014

Listed

$7,600,000

$758/sq ft

Public Records

Jan 15, 1999

Sold

$4,700,000

$469/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$63,306 (+5.8%)

$3,959,700 + $3,630,900

$7,590,600

2022

$59,861 (−3.3%)

$3,149,200 + $3,060,400

$6,209,600

2021

$61,910 (+3.1%)

$2,987,800 + $2,914,000

$5,901,800

2020

$60,056 (+0.7%)

$2,774,000 + $2,705,600

$5,479,600

2019

$59,662 (+6.0%)

$2,774,000 + $2,515,200

$5,289,200

2018

$56,291 (+4.0%)

$2,920,000 + $2,097,000

$5,017,000

2017

$54,108 (+28.9%)

$2,920,000 + $2,108,600

$5,028,600

2015

$41,966

$2,937,400 + $930,400

$3,867,800

Tax history for 159 Main St

Year

Property tax

Land + Additions

Assessment*

2023

$63,306 (+5.8%)

$3,959,700 + $3,630,900

$7,590,600

2022

$59,861 (−3.3%)

$3,149,200 + $3,060,400

$6,209,600

2021

$61,910 (+3.1%)

$2,987,800 + $2,914,000

$5,901,800

2020

$60,056 (+0.7%)

$2,774,000 + $2,705,600

$5,479,600

2019

$59,662 (+6.0%)

$2,774,000 + $2,515,200

$5,289,200

2018

$56,291 (+4.0%)

$2,920,000 + $2,097,000

$5,017,000

2017

$54,108 (+28.9%)

$2,920,000 + $2,108,600

$5,028,600

2015

$41,966

$2,937,400 + $930,400

$3,867,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

4 Acres

Year renovated

—

Sq. Ft.

9,400

Year built

2015

Style

Single Family Residential

County

Barnstable County

APN

2234254

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 10
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Off Street

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Level: Main,First
Features: Bathroom - Full,Cathedral Ceiling(s),Ceiling Fan(s),Walk-In Closet(s),Flooring - Hardwood,Wet Bar,Double Vanity

Bedroom #2 Information
Level: Second
Features: Bathroom - Full,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood,Double Vanity

Bedroom #4 Information
Level: Second
Features: Bathroom - Full,Closet

Bedroom #5 Information
Level: Second
Features: Bathroom - Full,Cathedral Ceiling(s),Closet,Flooring - Hardwood,Double Vanity

Bathroom Information
# of Bathrooms (Full): 8
# of Bathrooms (Half): 4

Living Room Information
Level: Main,First
Features: Cathedral Ceiling(s),Coffered Ceiling(s),Flooring - Hardwood,Window(s) - Picture,French Doors

Family Room Information
Level: Main,First
Features: Coffered Ceiling(s),Flooring - Hardwood,French Doors

Dining Room Information
Level: Main,First
Features: Flooring - Hardwood,French Doors,Wet Bar

Kitchen Information
Level: Main,First
Features: Flooring - Hardwood,Pantry,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Breakfast Bar / Nook,Cabinets - Upgraded,Cable Hookup,Exterior Access,Second Dishwasher,Stainless Steel Appliances,Pot Filler Faucet,Storage,Wine Chiller,Gas Stove

Office Room Information
Level: Second
Features: Bathroom - Half,Closet/Cabinets - Custom Built

Basement Information
Basement: Partially Finished

Laundry Information
Laundry Features: Closet/Cabinets - Custom Built, First Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Dining Room, Family Room, Master Bedroom

Interior Features
# of Rooms (Total): 17
Door Features: French Doors
Flooring: Tile, Marble, Hardwood, Stone / Slate, Flooring - Stone/Ceramic Tile
Interior Features: Coffered Ceiling(s), Closet/Cabinets - Custom Built, Bathroom - Half, Closet, Cedar Closet(s), Library, Mud Room, Home Office, Exercise Room, Central Vacuum, Wet Bar, Wired for Sound

Exterior

Building Information
Building Area (Total): 10,027
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Fencing: Fenced
Roof: Wood
Patio And Porch Features: Porch, Deck, Patio
Exterior Features: Porch, Deck, Patio, Hot Tub/Spa, Storage, Professional Landscaping, Fenced Yard, Garden, Outdoor Shower, Outdoor Gas Grill Hookup

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System
Has Waterview
Ocean

Lot Information
Lot Size (Acres): 6.11
Lot Features: Cleared
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $61,470
Tax Year: 2022

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup, Icemaker Connection, Generator Connection, Outdoor Gas Grill Hookup
Sewer: Private Sewer
Water Source: Public
Electric: Generator, Generator Connection

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Main Street to #159 - wrought iron gates
UnparsedAddress: 159 Main St, Barnstable MA 02655

Community Information
Senior CommunityYN: No
Community Features: Shopping, Park, Walk/Jog Trails, Golf, House of Worship, Marina, Private School

Public facts

Beds: 8
Baths: 9.0
Sq. Ft.: 9,400
Stories: 2.0
Lot Size: 4 acres
Style: Single Family Residential
Year Built: 2015
Year Renovated: —
County: Barnstable County
APN: 2234254

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.3mi

3/10

Barnstable High School

Public 8-12 • Assigned • 2.6mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 88° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Osterville, MA • 02655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$12.13M – $14.68M

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3D WALKTHROUGH

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New listings for sale in 02655

$16,500,000

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143 Bayberry Way, Osterville, MA 02655

$5,695,000

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108 Seapuit River Rd, Osterville, MA 02655

3D WALKTHROUGH

$959,000

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31 Jasons Ln, Osterville, MA 02655

VIDEO TOUR

$15,850,000

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141 Eel River Rd, Osterville, MA 02655

VIDEO TOUR

$16,000,000

7 beds11.5 baths14,292 sq ft

74 Garrison Ln, Osterville, MA 02655

$849,900

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466 Old Mill Rd, Osterville, MA 02655

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6 beds8 baths9,464 sq ft

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Home values near 159 Main St

Data from public records.

Address	Redfin Estimate
87 Main St, Osterville, MA 9 Beds \| 6 Baths \| 8889 Sq. Ft.	$9,097,982
49 Main St, Osterville, MA 4 Beds \| 6.5 Baths \| 4573 Sq. Ft.	$8,132,867

Address	Redfin Estimate
1311 South Main St, Centerville, MA 6 Beds \| 5.5 Baths \| 6183 Sq. Ft.	$3,177,999
140 Main St, Osterville, MA 4 Beds \| 6 Baths \| 5700 Sq. Ft.	$4,178,413

Address	Redfin Estimate
120 Main St, Osterville, MA 5 Beds \| 5.5 Baths \| 5284 Sq. Ft.	$3,824,780
211 Main St, Osterville, MA 4 Beds \| 3 Baths \| 1201 Sq. Ft.	$5,413,389

Property information provided by MLS PIN when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02655, MA

Sale history for 159 Main St

Tax history for 159 Main St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02655

Home values near 159 Main St

More real estate resources