Off Market Dec 2017 for $1.5M

$3,048,937

•

2,990

sq ft

27 Ruggles Rd, Orleans, MA 02653

About this home

Designed to capture elevated panoramic vistas of Orleans Town Cove, this 4,150 s.f. residence blends contemporary design with waterside allure. Spanning three levels, the generously sized rooms, expansive windows and private decks accentuate the panoramic views from every turn. The open concept main level comprises a great room with fireplace, a chef's kitchen with island, walk in pantry and a central dining room. There is a first floor master suite and three en-suite bedrooms above with a loft area. The lower level highlights a bonus room with wet bar, cedar closet and a 10 seat movie theater! An outdoor custom stone living room enhances luxurious beach style entertaining. Thoughtfully crafted with custom built-ins, a full service outdoor kitchen and hot tub with sweeping views. on .7 acres, an enchanting footpath opens to a perfectly situated boathouse on the water's edge with a roof deck patio to soak in the late afternoon sun and sea.

Single-familyProperty Type

2004Year Built

0.7 acresLot Size

$1,020Est. Price/Sq.Ft.

Listed by Chris Rhinesmith • Pine Acres Realty

Bought with John Barrett, Jr • Keller Williams Realty

Redfin checked: a minute ago

•Source:CCIMLS #21607319

Redfin Estimate

$3,048,937

$1.5M since sold in December 2017$56K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 102.2% higher than the average sale price ($1.51M) of 6 comparable homes.

SOLD JAN 27, 2026
$1,076,000
A
4 beds3.5 baths2,415 sq ft
20 White Pines Dr, Eastham, MA 02642
SOLD JUN 30, 2026
$1,435,000
B
3 beds2.5 baths2,635 sq ft
10 Hathorne Ln, Orleans, MA 02653
SOLD AUG 10, 2026
$2,049,000
C
4 beds3 baths2,759 sq ft
15 Mill Pond Rd, Orleans, MA 02653
SOLD DEC 15, 2025
$1,725,000
D
4 beds2.5 baths3,186 sq ft
2 Seaview Rd, Orleans, MA 02653
SOLD MAR 13, 2026
$1,215,000
E
4 beds3 baths2,506 sq ft
22 Karen Way, Orleans, MA 02653
SOLD AUG 17, 2026
$1,549,000
F
4 beds2.5 baths3,036 sq ft
9 Packet Lndg, Orleans, MA 02653

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Earn from this home

Sell

$1,865,832

Est. take-home

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Rent

$4,316/mo

Redfin rental estimate

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Market trends in 02653, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

96.9%

0.1% MoM

Median sale price

$752K

$49K MoM

Avg. days on market

45d

28 days MoM

Recently sold homes

1 MoM

New listings for sale

$159,900
1 bed1 bath310 sq ft
13 S Orleans Rd #41, Orleans, MA 02653
$159,900
1 bed1 bath310 sq ft
13 S Orleans Rd, Orleans, MA 02653
$1,349,000
4 beds2 baths1,274 sq ft
311 Tonset Rd, Orleans, MA 02653
$709,000
2 beds2.5 baths1,780 sq ft
20 Freedom Trl Unit 20, Orleans, MA 02653
$2,599,000
3 beds4.5 baths3,940 sq ft
30 Childs Homestead Rd, Orleans, MA 02653
$979,000
3 beds1.5 baths1,322 sq ft
4 High Tide Ln, Orleans, MA 02653
$2,195,000
6 beds3.5 baths4,626 sq ft
343 Tonset Rd, Orleans, MA 02653
$495,900
2 beds1 bath692 sq ft
310 S Orleans Rd #7, Orleans, MA 02653
See all

Provided by Redfin

Sale history for 27 Ruggles Rd

Date

Event

Price

CCIMLS #20907523

Sep 4, 2019

Listing Removed

—

Aug 31, 2009

Listed

$2,375,000

$794/sq ft

CCIMLS #21607319

Dec 28, 2017

Sold

$1,575,000

$527/sq ft

Dec 18, 2017

Pending

—

Nov 24, 2017

Price Changed

$1,695,000

$567/sq ft

Aug 22, 2017

Price Changed

$1,895,000

$634/sq ft

Apr 6, 2017

Price Changed

$1,995,000

$667/sq ft

Aug 29, 2016

Listed

$2,195,000

$734/sq ft

CCIMLS #21100761

May 16, 2011

Sold

$1,900,000

$635/sq ft

Feb 1, 2011

Listed

$2,100,000

$702/sq ft

Do not judge a book by its cover ! Not a drive-by! Spectacular 4150 square foot contemporary on .7 acres with expansive views of the Orleans Town Cove and beyond. Priced below assessment. This magnificent home has views, views, views from almost every room that take your breath away. Multi-level mahogany decks which boasts spectacular water views and sunsets, elegant custom details and an extensive use of glass. Custom stone patio, gourmet chef kitchen with an enormous granite island perfect for entertaining and dining. Large dining area with more views! Spacious 4 bedroom, 5.5 bath; ( 4 suites in total!) Downstairs walk out bonus room with wet bar and separate 10 seat movie theater! Extensive stone work and landscaping throughout. For waterside entertaining; a huge boat house with deck top over looking the Cove and beyond!

Tax history for 27 Ruggles Rd

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

0.7 Acres

Year renovated

2004

Sq. Ft.

3,850

Year built

2004

Style

Single Family Residential

County

Barnstable County

APN

2360029

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking

Interior

Virtual Tour Information

Master Bedroom Information
Master Bedroom Description: Flooring: Wood
Master Bedroom Area: 304
Master Bedroom Width: 16
Master Bedroom Length: 19
Master Bedroom Features: Walk-In Closet(s),Double Vanity,Closet,Ceiling Fan(s)
Master Bedroom Level: Second

Bedroom #2 Information
Bedroom 2 Description: Flooring: Wood
Bedroom 2 Area: 182
Bedroom 2 Width: 13
Bedroom 2 Length: 14
Bedroom 2 Features: Bedroom 2,Walk-In Closet(s),Double Vanity,Private Full Bath
Bedroom 2 Level: First

Bedroom #3 Information
Bedroom 3 Description: Flooring: Wood
Bedroom 3 Area: 182
Bedroom 3 Width: 13
Bedroom 3 Length: 14
Bedroom 3 Features: Bedroom 3,Walk-In Closet(s),Double Vanity,Private Full Bath
Bedroom 3 Level: Second

Bedroom #4 Information
Bedroom 4 Description: Flooring: Wood
Bedroom 4 Area: 180
Bedroom 4 Width: 15
Bedroom 4 Length: 12
Bedroom 4 Features: Bedroom 4,Closet,Private Full Bath
Bedroom 4 Level: Second

Dining Room Information
Dining Room Area: 240
Dining Room Width: 16
Dining Room Length: 15
Dining Room Features: Dining Room
Dining Room Level: First

Living Room Information
Living Room Area: 306
Living Room Width: 17
Living Room Length: 18
Living Room Features: Living Room
Living Room Level: First

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 1
Master Bathroom Features: Private Full Bath

Kitchen Information
Kitchen Description: Countertop(s): Granite,Flooring: Wood
Kitchen Area: 364
Kitchen Width: 26
Kitchen Length: 14
Kitchen Features: Kitchen,Kitchen Island,Pantry
Kitchen Level: First

Basement Information
Basement: Finished

Laundry Information
Laundry Features: Laundry Room, In Basement

Fireplace Information
FireplacesTotal: 1
Has Fireplace

Other Room Information
Total Rooms : 8

Interior Features
Flooring: Hardwood
Appliances: Gas Water Heater
Patio And Porch Features: Deck, Patio

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden
Construction Materials: Shingle Siding, Stone
Roof: Asphalt, Pitched
Foundation Details: Concrete Perimeter

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual

Lot Information
Lot Features: Marina, School, Medical Facility, House of Worship, Shopping
Lot Size Source: Assessor
Has Waterfront
Waterfront Features: Salt
Road Frontage Type: Public
Zoning: Orleans

Building Information
Year Built: 2004

Utilities

Heating & Cooling
Has Heating
Has Cooling
Cooling: Central Air

Utility Information
Sewer: Septic Tank, Septic Tank

Location

Location Information
Directions: From Main Street, take a Left on Tonset Road. Take a Left onto Ruggles Road. 27 Ruggles will be on your Right.
Distance To Shopping Comments: Convenient To Shopping
Distance To Schools Comments: Convenient To School
Distance To Place of Worship Comments: Convenient To House of Worship

Public facts

Beds: 4
Baths: 5.5
Sq. Ft.: 3,850
Stories: 2.0
Lot Size: 0.7 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: 2004
County: Barnstable County
APN: 2360029

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Orleans Elementary School

Public K-5 • Assigned • 2.0mi

8/10

Nauset Regional Middle School

Public 6-8 • Assigned • 1.7mi

6/10

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 85° expected this year, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Orleans, MA • 02653

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 8.6 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.90M – $3.51M

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New listings for sale in 02653

$159,900

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13 S Orleans Rd #41, Orleans, MA 02653

$159,900

1 bed1 bath310 sq ft

13 S Orleans Rd, Orleans, MA 02653

$1,349,000

4 beds2 baths1,274 sq ft

311 Tonset Rd, Orleans, MA 02653

$709,000

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20 Freedom Trl Unit 20, Orleans, MA 02653

$2,599,000

3 beds4.5 baths3,940 sq ft

30 Childs Homestead Rd, Orleans, MA 02653

$979,000

3 beds1.5 baths1,322 sq ft

4 High Tide Ln, Orleans, MA 02653

$2,195,000

6 beds3.5 baths4,626 sq ft

343 Tonset Rd, Orleans, MA 02653

$495,900

2 beds1 bath692 sq ft

310 S Orleans Rd #7, Orleans, MA 02653

Home values near 27 Ruggles Rd

Data from public records.

Address	Redfin Estimate
31 Ruggles Rd, Orleans, MA 5 Beds \| 5.5 Baths \| 4020 Sq. Ft.	$3,496,420
19 Ruggles Rd, Orleans, MA 4 Beds \| 2.5 Baths \| 2588 Sq. Ft.	$2,316,961

Address	Redfin Estimate
43 Ruggles Rd, Orleans, MA 4 Beds \| 3 Baths \| 3839 Sq. Ft.	$3,312,485
26 Ruggles Rd, Orleans, MA 3 Beds \| 2 Baths \| 1801 Sq. Ft.	$1,675,520

Address	Redfin Estimate
36 Ruggles Rd, Orleans, MA 2 Beds \| 2 Baths \| 1571 Sq. Ft.	$990,064
32 Ruggles Rd, Orleans, MA 3 Beds \| 3 Baths \| 1501 Sq. Ft.	$1,341,144

Property information provided by CCIMLS when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02653, MA

Sale history for 27 Ruggles Rd

Tax history for 27 Ruggles Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02653

Home values near 27 Ruggles Rd

More real estate resources