Off market dec 2017 for $1.5M

$2,931,868

•

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

$981Est. Price/Sq.Ft.

Listed by Chris Rhinesmith • Pine Acres Realty

Bought with John Barrett, Jr • Keller Williams Realty

Redfin checked: a few seconds ago

•Source:CCIMLS #21607319

Redfin Estimate

$2,931,868

$1.4M since sold in December 2017$94K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 88.1% higher than the average sale price ($1.56M) 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 AUG 28, 2026
$1,750,000
B
5 beds3 baths2,668 sq ft
25 Pleasant View Dr, Orleans, MA 02653
SOLD AUG 26, 2026
$2,400,000
C
4 beds3 baths1,970 sq ft
27 S Orleans Rd, Orleans, MA 02653
SOLD SEP 11, 2026
$903,000
D
3 beds3 baths2,523 sq ft
795 Hay Rd, Eastham, MA 02642
SOLD JUN 30, 2026
$1,435,000
E
3 beds2.5 baths2,635 sq ft
10 Hathorne Ln, Orleans, MA 02653
SOLD OCT 22, 2026
$1,790,000
F
3 beds4 baths2,408 sq ft
9 Fox Ridge Dr, Orleans, MA 02653

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Earn from this home

Sell

$1,759,565

Est. take-home

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Rent

$4,408/mo

Redfin rental estimate

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Market trends in 02653, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

98.4%

0.2% MoM

Median sale price

$975K

$98K MoM

Avg. days on market

24d

1 days MoM

Recently sold homes

6 MoM

New listings for sale

$4,300,000
4 beds4.5 baths4,311 sq ft
12 Windswept Ln, Orleans, MA 02653
3D WALKTHROUGH
$1,539,000
3 beds3 baths2,660 sq ft
59 Herringbrook Way, Orleans, MA 02653
OPEN TODAY, 11AM TO 1PM
$326,000
1 bed1 bath868 sq ft
36 Old Colony Way Apt 19, 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
Parking Features: Driveway, Paved

Interior

Virtual Tour Information

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 1

Basement Information
Basement: Finished

Fireplace Information
FireplacesTotal: 1

Other Room Information
Total Rooms : 8

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

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden, Underground Sprinkler System
Construction Materials: Shingle Siding, Stone
Roof: Asphalt, Pitched

Property Information
Property Sub Type: Single Family Residence

Lot Information
Has Waterfront
Waterfront Features: Salt, Waterview, Waterfront
Water Source: Public

Building Information
Year Built: 2004

Utilities

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

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.

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

K - 12
Preschool & daycare

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

$2.79M – $3.37M

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Nearby similar homes

$4,300,000

4 beds4.5 baths4,311 sq ft

12 Windswept Ln, Orleans, MA 02653

Views from kitchen • Views from bedrooms • 1.34 acre lot

OPEN TODAY, 12PM TO 2PM3D WALKTHROUGH

$2,695,000

3 beds2 baths2,000 sq ft

21 Ruggles, Orleans, MA 02653

Dock on town cove • Sweeping water views • Rear deck

$3,395,000

4 beds3 baths3,250 sq ft

6-12 Snow Way, Orleans, MA 02653

Waterfront lot • Waterfront parcel • Water frontage

$1,589,000

3 beds3.5 baths2,664 sq ft

20 Kittiwake Ln, Eastham, MA 02642

Waterfront retreat • Shared dock access • Direct water access

$1,600,000

4 beds2.5 baths2,952 sq ft

41 Captain Curtis Way, Orleans, MA 02653

Open floorplan • Updated kitchen • Spa bath

3D WALKTHROUGH

$3,950,000

4 beds3.5 baths4,710 sq ft

46 Beach Rd, Orleans, MA 02653

Two story barn • Chef's kitchen • Interior zen garden

New listings for sale in 02653

$4,300,000

4 beds4.5 baths4,311 sq ft

12 Windswept Ln, Orleans, MA 02653

Views from kitchen • Views from bedrooms • 1.34 acre lot

3D WALKTHROUGH

$1,539,000

3 beds3 baths2,660 sq ft

59 Herringbrook Way, Orleans, MA 02653

Water view • Single level living • Ipe deck

OPEN TODAY, 11AM TO 1PM

$326,000

1 bed1 bath868 sq ft

36 Old Colony Way Apt 19, Orleans, MA 02653

Updated kitchen • Updated bath • New carpet

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.	$3,424,411
19 Ruggles Rd, Orleans, MA 4 Beds \| 2.5 Baths \| 2588 Sq. Ft.	$2,194,518
44 Ruggles Rd, Orleans, MA 3 Beds \| 2 Baths \| 2114 Sq. Ft.	$1,050,945
22 Ruggles Rd, Orleans, MA 3 Beds \| 2 Baths \| 1560 Sq. Ft.	$1,345,485
15 Ruggles Rd, Orleans, MA 4 Beds \| 4.5 Baths \| 3346 Sq. Ft.	$2,583,515
18 Ruggles Rd, Orleans, MA 4 Beds \| 2 Baths \| 1646 Sq. Ft.	$853,179
28 Seavers Rd, Orleans, MA 3 Beds \| 2.5 Baths \| 2386 Sq. Ft.	$1,479,713

Address	Redfin Estimate
43 Ruggles Rd, Orleans, MA 4 Beds \| 3 Baths \| 3839 Sq. Ft.	$3,262,024
26 Ruggles Rd, Orleans, MA 3 Beds \| 2 Baths \| 1801 Sq. Ft.	$1,674,522
25 Ruggles Rd, Orleans, MA 3 Beds \| 2.5 Baths \| 2109 Sq. Ft.	$1,716,839
33 Ruggles Rd, Orleans, MA 4 Beds \| 3.5 Baths \| 3012 Sq. Ft.	$2,945,162
49 Ruggles Rd, Orleans, MA 4 Beds \| 3 Baths \| 2372 Sq. Ft.	$1,640,677
29 Seavers Rd, Orleans, MA 3 Beds \| 2 Baths \| 1413 Sq. Ft.	$917,712
19 Seavers Rd, Orleans, MA 3 Beds \| 2 Baths \| 1776 Sq. Ft.	$1,008,369

Address	Redfin Estimate
36 Ruggles Rd, Orleans, MA 2 Beds \| 2 Baths \| 1571 Sq. Ft.	$973,747
32 Ruggles Rd, Orleans, MA 3 Beds \| 3 Baths \| 1501 Sq. Ft.	$1,319,003
21 Ruggles, Orleans, MA 3 Beds \| 2 Baths \| 2000 Sq. Ft.	$2,514,071
35 Ruggles Rd, Orleans, MA 4 Beds \| 2.5 Baths \| 2202 Sq. Ft.	$1,503,489
16 Ruggles Rd, Orleans, MA 3 Beds \| 2 Baths \| 1456 Sq. Ft.	$928,195
24 Seavers Rd, Orleans, MA 3 Beds \| 2 Baths \| 1700 Sq. Ft.	$1,072,738
16 Seavers Rd, Orleans, MA 3 Beds \| 2 Baths \| 1856 Sq. Ft.	$1,064,844

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