OFF MARKET

Off Market May 2017 for $546K

$1,086,904

Est. refi paymentEst. refi $3,826/mo

•

1,918

sq ft

286 South Orleans Rd, Orleans, MA 02653

About this home

This stately Greek Revival Farmhouse with a spacious Carriage House and fenced lawns commands a prominent position on a level hill-top at what many would regard as the Center of Everything in Orleans! Choose from a terrific Everyday Menu: Either Nauset or Skaket Beach,Crystal or Pilgrim Lake,Pleasant Bay,Orleans Center...or even a quick jaunt to Chatham or Captains Golf! ALL are quickly reached from this centrally-located property that enjoys an Estate Feel and private rear grounds perfect for recreating. Inside, recent kitchen/bath enhancements and a 1st floor bedroom suite add to the welcoming aura. Upstairs, you'll find 3 bedrooms and full bath and a large sunny room with skylight well suited as a family room. Consistent seasonal rentals per sellers: $30,000+ annually! space! The Carriage House (1998)offers a huge loft, basement, and parking for autos/boats/toys AND has a 1/2 bath hook-up! INVESTORS: Annual $30,000+ in Seasonal Rental history! New privet hedge shield planted.

Single-familyProperty Type

1850Year Built

0.68 acresLot Size

$567Est. Price/Sq.Ft.

2 car garageParking

Listed by David Newell • William Raveis Real Estate & Home Services

Bought with Trevor Libby • Bayside Realty Consultants

Redfin checked: a few seconds ago

•Source:CCIMLS #21607600

Redfin Estimate

$1,086,904

$540K since sold in May 2017$15K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.7% lower than the average sale price ($1.22M) of 5 comparable homes.

SOLD AUG 24, 2026
$825,000
A
3 beds2.5 baths2,072 sq ft
18 Sturbridge Dr, Orleans, MA 02653
SOLD MAY 26, 2026
$660,000
B
4 beds2 baths2,068 sq ft
19 Monument Rd, 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 OCT 10, 2025
$1,245,000
D
4 beds3.5 baths1,958 sq ft
19 Ridgewood Rd, Orleans, MA 02653
SOLD SEP 23, 2025
$955,000
E
4 beds2.5 baths1,976 sq ft
15 Heritage Dr, Orleans, MA 02653

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Earn from this home

Sell

$682,037

Est. take-home

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Refinance

Est. cash available

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Rent

$3,407/mo

Redfin rental estimate

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Market trends in 02653, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.6%

+1.2% MoM

Median sale price

$876K

$76K MoM

Avg. days on market

25d

5 days MoM

Recently sold homes

1 MoM

New listings for sale

OPEN SAT, 10AM TO 2PM
$5,000,000
4 beds3.5 baths4,644 sq ft
46 Thayer Ln, Orleans, MA 02653
OPEN SAT, 11AM TO 1PM
$1,950,000
4 beds3 baths3,267 sq ft
347 Tonset Rd, Orleans, MA 02653
$329,900
2 beds1 bath750 sq ft
190 Route 6a Unit 4A, Orleans, MA 02653
3D WALKTHROUGH
$4,200,000
5 beds4.5 baths3,130 sq ft
5 Kidd Way, Orleans, MA 02653
3D WALKTHROUGH
$2,795,000
3 beds2 baths2,000 sq ft
21 Ruggles, Orleans, MA 02653
$3,999,999
5 beds5 baths3,080 sq ft
135-137 Portanimicut Rd, Orleans, MA 02653
$4,295,000
3 beds3.5 baths4,222 sq ft
32 Areys Ln, Orleans, MA 02653
FOR SALE BY OWNER
$1,150,000
3 beds2 baths1,244 sq ft
3 Carver Rd, Orleans, MA 02653
$1,185,000
2 beds3.5 baths2,483 sq ft
11 Center Pl Unit I, Orleans, MA 02653
$3,395,000
4 beds3 baths3,250 sq ft
6-12 Snow Way, Orleans, MA 02653
See all

Provided by Redfin

Sale history for 286 South Orleans Rd

Date

Event

Price

CCIMLS #2020961

Mar 14, 2020

Listing Removed

—

Apr 20, 2002

Listed

$649,900

$339/sq ft

CCIMLS #21108343

Sep 4, 2019

Listing Removed

—

Sep 15, 2011

Listed

$599,000

$312/sq ft

CCIMLS #20902635

Sep 4, 2019

Listing Removed

—

Mar 27, 2009

Listed

$599,000

$312/sq ft

CCIMLS #20808731

Sep 4, 2019

Listing Removed

—

Sep 4, 2008

Listed

$699,000

$364/sq ft

CCIMLS #2028831

Sep 4, 2019

Listing Removed

—

Mar 18, 2003

Listed

$650,000

$339/sq ft

CCIMLS #2015239

Sep 4, 2019

Listing Removed

—

Aug 10, 2001

Listed

$695,000

$362/sq ft

CCIMLS #21607600

May 5, 2017

Sold

$546,500

$285/sq ft

Apr 21, 2017

Pending

—

Mar 20, 2017

Contingent

—

Mar 19, 2017

Pending

—

Mar 6, 2017

Relisted

—

Mar 3, 2017

Listing Removed

—

Mar 2, 2017

Relisted

—

Mar 1, 2017

Listing Removed

—

Feb 15, 2017

Price Changed

$575,000

$300/sq ft

Oct 21, 2016

Price Changed

$599,000

$312/sq ft

Oct 2, 2016

Price Changed

$624,900

$326/sq ft

Sep 1, 2016

Listed

$649,000

$338/sq ft

CCIMLS #21508793

Feb 12, 2016

Listing Removed

—

Sep 10, 2015

Listed

$659,000

$344/sq ft

CCIMLS #2030231

Sep 22, 2003

Sold

$585,000

$305/sq ft

May 8, 2003

Listed

$599,000

$312/sq ft

Tax history for 286 South Orleans 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

Stories

Lot width

—

Lot depth

—

Lot size

0.68 Acres

Year renovated

1999

Sq. Ft.

1,918

Year built

1850

Style

Single Family Residential

County

Barnstable County

APN

2364735

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Features: Shell

Garage Infromation
Has Garage
Garage Spaces: 2

Interior

Master Bedroom Information
Master Bedroom Description: Flooring: Wood
Master Bedroom Features: Closet
Master Bedroom Level: First

Bedroom #2 Information
Bedroom 2 Description: Flooring: Wood
Bedroom 2 Features: Bedroom 2
Bedroom 2 Level: Second

Bedroom #3 Information
Bedroom 3 Description: Flooring: Wood
Bedroom 3 Features: Bedroom 3,Closet
Bedroom 3 Level: Second

Bedroom #4 Information
Bedroom 4 Description: Flooring: Wood
Bedroom 4 Features: Bedroom 4
Bedroom 4 Level: Second

Dining Room Information
Dining Room Description: Flooring: Wood
Dining Room Features: Patio,Dining Room
Dining Room Level: First

Living Room Information
Living Room Description: Flooring: Wood
Living Room Features: HU Cable TV,Living Room
Living Room Level: First

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

Kitchen Information
Kitchen Description: Countertop(s): Granite,Flooring: Wood
Kitchen Features: Kitchen,Upgraded Cabinets,Countertops,Breakfast Bar,Built-in Features
Kitchen Level: First

Basement Information
Basement: Cape Cod, Interior Entry

Laundry Information
Laundry Features: Laundry Room, First Floor

Other Room Information
Total Rooms : 8

Interior Features
Flooring: Hardwood, Tile, Laminate
Appliances: Dishwasher, Washer, Refrigerator, Gas Range, Microwave, Electric Dryer, Gas Water Heater
Window Features: Bay/Bow Windows
Patio And Porch Features: Patio, Porch

Exterior

Exterior Features
Exterior Features: Outdoor Shower
Construction Materials: Shingle Siding
Fencing: Fenced
Roof: Asphalt, Pitched
Foundation Details: Brick/Mortar

Property Information
Property Sub Type: Single Family Residence
Property Condition: Updated/Remodeled, Approximate
Other Structures: Outbuilding

Lot Information
Lot Features: Conservation Area, House of Worship, Marina, In Town Location, Level, Cleared, Wooded
Lot Size Source: Assessor
Water Body Name: Crystal Lake,Pilgrim Lake
Road Frontage Type: Public
Zoning: Residential

Building Information
Year Built: 1850

Utilities

Heating & Cooling
Has Heating
Heating: Hot Water
Has Cooling
Cooling: Central Air

Utility Information
Sewer: Septic Tank, Septic Tank

Location

Location Information
Directions: Rt 28 towards Chatham from Orleans Center. Home is on right on Rt 28 (South Orleans Road)just after Monument Road merges with Rt 28.
Distance To Place of Worship Comments: Convenient To House of Worship

Public facts

Beds: 5
Baths: 3.0
Sq. Ft.: 1,918
Stories: 2.0
Lot Size: 0.68 acres
Style: Single Family Residential
Year Built: 1850
Year Renovated: 1999
County: Barnstable County
APN: 2364735

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Orleans Elementary School

Public K-5 • Assigned • 1.3mi

8/10

Nauset Regional Middle School

Public 6-8 • Assigned • 1.4mi

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 84° 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

$1.03M – $1.25M

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New listings for sale in 02653

OPEN SAT, 10AM TO 2PM

$5,000,000

4 beds3.5 baths4,644 sq ft

46 Thayer Ln, Orleans, MA 02653

OPEN SAT, 11AM TO 1PM

$1,950,000

4 beds3 baths3,267 sq ft

347 Tonset Rd, Orleans, MA 02653

$329,900

2 beds1 bath750 sq ft

190 Route 6a Unit 4A, Orleans, MA 02653

3D WALKTHROUGH

$4,200,000

5 beds4.5 baths3,130 sq ft

5 Kidd Way, Orleans, MA 02653

3D WALKTHROUGH

$2,795,000

3 beds2 baths2,000 sq ft

21 Ruggles, Orleans, MA 02653

$3,999,999

5 beds5 baths3,080 sq ft

135-137 Portanimicut Rd, Orleans, MA 02653

$4,295,000

3 beds3.5 baths4,222 sq ft

32 Areys Ln, Orleans, MA 02653

FOR SALE BY OWNER

$1,150,000

3 beds2 baths1,244 sq ft

3 Carver Rd, Orleans, MA 02653

$1,185,000

2 beds3.5 baths2,483 sq ft

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Home values near 286 South Orleans Rd

Data from public records.

Address	Redfin Estimate
300 S Orleans Road, Orleans, MA 3 Beds \| 1 Baths \| 936 Sq. Ft.	$490,430
310 S Orleans Road #1, Orleans, MA 3 Beds \| 1 Baths \| 970 Sq. Ft.	$379,449

Address	Redfin Estimate
289 S Orleans Road, Orleans, MA 4 Beds \| 2 Baths \| 1769 Sq. Ft.	$755,693
310 S Orleans Road #8, Orleans, MA 3 Beds \| 1 Baths \| 692 Sq. Ft.	$459,061

Address	Redfin Estimate
310 S Orleans Road #3 C, Orleans, MA 3 Beds \| 1 Baths \| 692 Sq. Ft.	$402,660
310 S Orleans Road #7, Orleans, MA 2 Beds \| 1 Baths \| 692 Sq. Ft.	$480,296

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 286 South Orleans Rd

Tax history for 286 South Orleans 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 286 South Orleans Rd

More real estate resources