OFF MARKET

Off Market Mar 2016 for $1.9M

$3,429,822

Est. refi paymentEst. refi $1,685/mo

•

4,519

sq ft

20 Little Bay Rd, Orleans, MA 02653

About this home

Looking for the complete package? Saltwater views, a sandy beach, a mooring for your boat, plus a turnkey house? Look no further! This masterfully designed and superbly crafted home in the East Egg Association has it all. Lovely views of Pleasant Bay & the Atlantic Ocean, a sandy beach, dock w/ deep water access. The master suite is a sight to behold: cathedral ceilings w/ two-story east-facing wall of glass to take in the sunrises (and moonrises!) over the water, gas fireplace, radiant heat, gorgeous master bath w/ his & her vanities, glass shower, Jacuzzi tub. Sunken living room w/ full bar spills out to handsome decking & patios for outdoor entertaining. Lavish grounds w/ mature plantings and a 280' stone wall. Every bell & whistle: a/c, irrig., alarm, generator, outdoor shower, exercise room, 3-car gar. Offered furnished. (See video.)

Single-familyProperty Type

1997Year Built

0.96 acresLot Size

$759Est. Price/Sq.Ft.

3 car garageParking

Listed by Trainor & Ehnstrom Trainor & Ehnstrom Team • oldCape Sotheby's International Realty

Bought with Daneen Law • oldCape Sotheby's International Realty

Redfin checked: a minute ago

•Source:CCIMLS #21508521

Redfin Estimate

$3,429,822

$1.5M since sold in March 2016$34K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 111% higher than the average sale price ($1.63M) of 6 comparable homes.

SOLD JUL 9, 2026
$1,975,000
A
3 beds3.5 baths2,691 sq ft
16 Carlton Rd, Orleans, MA 02653
SOLD MAY 12, 2026
$1,910,000
B
4 beds3 baths4,067 sq ft
34 Lake Dr, Orleans, MA 02653
SOLD JUL 15, 2026
$1,242,500
C
4 beds3.5 baths2,817 sq ft
14 Bambi Way, Orleans, MA 02653
SOLD AUG 17, 2026
$1,549,000
D
4 beds2.5 baths3,036 sq ft
9 Packet Lndg, Orleans, MA 02653
SOLD AUG 28, 2026
$1,750,000
E
5 beds3 baths2,668 sq ft
25 Pleasant View Dr, Orleans, MA 02653
SOLD MAY 7, 2026
$1,325,000
F
4 beds3.5 baths3,351 sq ft
12 Phoebes Close, Orleans, MA 02653

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$2,067,840

Est. take-home

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Est. cash available

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Rent

$4,567/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

97.4%

+0.6% MoM

Median sale price

$799K

$47K MoM

Avg. days on market

30d

15 days MoM

Recently sold homes

1 MoM

New listings for sale

NEW 29 HRS AGO
$3,999,999
5 beds5 baths1,656 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
$1,350,000
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
OPEN SUN, 1:30PM TO 3:30PM
$3,395,000
4 beds3 baths3,250 sq ft
6-12 Snow Way, Orleans, MA 02653
$329,900
2 beds1 bath1 sq ft
190 Ma-6a Unit 4 A, Orleans, MA 02653
EARLY ACCESS
$2,795,000
3 beds2 baths2,000 sq ft
21 Ruggles Rd, Orleans, MA 02653
$2,499,000
3 beds4.5 baths3,940 sq ft
30 Childs Homestead Rd, Orleans, MA 02653
See all

Provided by Redfin

Sale history for 20 Little Bay Rd

Tax history for 20 Little Bay 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

0.96 Acres

Year renovated

1997

Sq. Ft.

5,348

Year built

1997

Style

Single Family Residential

County

Barnstable County

APN

2365440

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Open Parking

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 3

Interior

Virtual Tour Information

Master Bedroom Information
Master Bedroom Description: Fireplace(s): Gas,Flooring: Carpet
Master Bedroom Area: 594
Master Bedroom Width: 22
Master Bedroom Length: 27
Master Bedroom Features: Balcony,View,Double Vanity,Cathedral Ceiling(s)
Master Bedroom Level: Second

Bedroom #2 Information
Bedroom 2 Area: 294
Bedroom 2 Width: 14
Bedroom 2 Length: 21
Bedroom 2 Features: Bedroom 2,Private Full Bath
Bedroom 2 Level: First

Bedroom #3 Information
Bedroom 3 Features: Bedroom 3,Private Full Bath
Bedroom 3 Level: First

Bedroom #4 Information
Bedroom 4 Features: Bedroom 4,Private Full Bath
Bedroom 4 Level: Second

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

Living Room Information
Living Room Description: Flooring: Carpet
Living Room Features: Fireplace,Living Room,View
Living Room Level: First

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 1
# of Bathrooms (Main Level): 3
Master Bathroom Features: Private Full Bath

Kitchen Information
Kitchen Description: Countertop(s): Granite,Flooring: Wood
Kitchen Features: Kitchen,View,Kitchen Island
Kitchen Level: First

Basement Information
Basement: Finished, Interior Entry, Full

Laundry Information
Laundry Features: Laundry Room, First Floor

Fireplace Information
FireplacesTotal: 3
Fireplace Features: Gas
Has Fireplace

Other Room Information
Total Rooms : 9

Interior Features
Interior Features: HU Cable TV, Wet Bar, Recessed Lighting
Flooring: Wood, Carpet, Tile
Appliances: Dishwasher, Washer, Refrigerator

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Yard, Underground Sprinkler, Garden
Construction Materials: Shingle Siding
Roof: Asphalt, Pitched
Foundation Details: Concrete Perimeter, Poured

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

Lot Information
Lot Features: Conservation Area, Near Golf Course, Level, Cleared
Lot Size Source: Assessor
Water Body Name: Pleasant Bay
Road Frontage Type: Private Road
Road Responsibility: Assoc Maintained
Zoning: Residential

Building Information
Year Built: 1997

Utilities

Heating & Cooling
Has Heating
Heating: Forced Air, Other
Has Cooling
Cooling: Central Air

Location

HOA Information
Has Association
Association Amenities: Beach Access, Boat Dock, Road Maintenance

School Information
Elementary School District: Nauset
Middle Or Junior School District: Nauset
High School District: Nauset

Location Information
Directions: From Orleans center - Rt. 28 towards Chatham to left on Quanset Rd. to left into East Egg Association (Ellerslie Rd.) to left on Carlton Rd. to right on Little Bay Rd.

Community Information
Community Features: Road Maintenance, Deeded Beach Rights

Public facts

Beds: 4
Baths: 5.5
Sq. Ft.: 5,348
Stories: 2.0
Lot Size: 0.96 acres
Style: Single Family Residential
Year Built: 1997
Year Renovated: 1997
County: Barnstable County
APN: 2365440

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Orleans Elementary School

Public K-5 • Assigned • 2.5mi

8/10

Nauset Regional Middle School

Public 6-8 • Assigned • 2.6mi

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, 21 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, 2 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

$3.26M – $3.95M

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Nearby similar homes

NEW 29 HRS AGO

$3,999,999

5 beds5 baths1,656 sq ft

135-137 Portanimicut Rd, Orleans, MA 02653

NEW CONSTRUCTION

$2,400,000

4 beds5.5 baths4,250 sq ft

55 Bayview Dr, Brewster, MA 02631

VIDEO TOUR

$4,295,000

5 beds5 baths4,316 sq ft

36 Areys Ln, Orleans, MA 02653

3D WALKTHROUGH

$4,200,000

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22 Blake Ln, Orleans, MA 02653

$5,900,000

4 beds5 baths4,394 sq ft

95 Cotchpinicut Rd, North Chatham, MA 02633

$7,995,000

5 beds6.5 baths7,372 sq ft

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New listings for sale in 02653

NEW 29 HRS AGO

$3,999,999

5 beds5 baths1,656 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

$1,350,000

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

OPEN SUN, 1:30PM TO 3:30PM

$3,395,000

4 beds3 baths3,250 sq ft

6-12 Snow Way, Orleans, MA 02653

$329,900

2 beds1 bath1 sq ft

190 Ma-6a Unit 4 A, Orleans, MA 02653

EARLY ACCESSCOMPASS COMING SOON

$2,795,000

3 beds2 baths2,000 sq ft

21 Ruggles Rd, Orleans, MA 02653

$2,499,000

3 beds4.5 baths3,940 sq ft

30 Childs Homestead Rd, Orleans, MA 02653

Home values near 20 Little Bay Rd

Data from public records.

Address	Redfin Estimate
17 Little Bay Rd, Orleans, MA 5 Beds \| 4.5 Baths \| 4800 Sq. Ft.	$5,775,782
11 Little Bay Rd, Orleans, MA 4 Beds \| 3.5 Baths \| 3964 Sq. Ft.	$2,761,952

Address	Redfin Estimate
6 South Little Bay Rd, Orleans, MA 5 Beds \| 4 Baths \| 4400 Sq. Ft.	$3,269,459
7 Little Bay Rd, Orleans, MA 4 Beds \| 3.5 Baths \| 3201 Sq. Ft.	$4,518,914

Address	Redfin Estimate
2 Little Bay Rd, Orleans, MA 5 Beds \| 2.5 Baths \| 3915 Sq. Ft.	$2,370,572
22 Little Bay Rd, Orleans, MA 5 Beds \| 5.5 Baths \| 4467 Sq. Ft.	$3,627,845

Property information provided by CCIMLS when last listed in 2015. This data may not match . Learn more.

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