OFF MARKET

Off market mar 2016 for $1.9M

$3,562,999

Est. refi paymentEst. refi $1,720/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

$788Est. 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

$3,562,999

$1.6M since sold in March 2016$133K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 85.6% higher than the average sale price ($1.92M) 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 SEP 18, 2026
$2,840,000
D
5 beds3.5 baths4,381 sq ft
7 Little Cove Ln, Orleans, MA 02653
SOLD SEP 8, 2026
$2,000,000
E
5 beds5 baths4,091 sq ft
22 Winslow Dr, 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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$2,200,417

Est. take-home

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Rent

$4,424/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

OPEN NOV 14, 11AM TO 1PM
$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 SUN, 12PM TO 2PM
$326,000
1 bed1 bath868 sq ft
36 Old Colony Way Apt 19, 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
Parking Features: Direct Access, Garage Door Opener, Driveway, Paved

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 3

Interior

Virtual Tour Information

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

Basement Information
Basement: Finished, Full

Laundry Information
Laundry Features: Gas Dryer, Gas Dryer Hookup, Washer Hookup

Fireplace Information
FireplacesTotal: 3

Other Room Information
Total Rooms : 9

Interior Features
Interior Features: HU Cable TV, Recessed Lighting, Wet Bar
Flooring: Wood, Tile, Carpet
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Oil, Water Heater
Patio And Porch Features: Deck

Exterior

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

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Gentle Sloping, Cleared, Level, Views
Waterfront Features: Salt, Other - See Remarks, Waterview
Water Source: Public

Building Information
Year Built: 1997

Utilities

Heating & Cooling
Has Heating
Heating: Oil, Propane, Other
Has Cooling
Cooling: Central Air

Location

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

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: 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

K - 12
Preschool & daycare

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

$3.39M – $4.10M

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Nearby similar homes

3D WALKTHROUGH

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New listings for sale in 02653

OPEN NOV 14, 11AM TO 1PM

$4,300,000

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Views from kitchen • Views from bedrooms • 1.34 acre lot

3D WALKTHROUGH

$1,539,000

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OPEN SUN, 12PM TO 2PM

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Updated kitchen • Updated bath • New carpet

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.	$5,673,076
11 Little Bay Rd, Orleans, MA 4 Beds \| 3.5 Baths \| 3964 Sq. Ft.	$2,658,414
3 Little Bay Rd, Orleans, MA 4 Beds \| 2.5 Baths \| 2440 Sq. Ft.	$1,570,628
6 Hammatt Rd, Orleans, MA 8 Beds \| 6.5 Baths \| 3349 Sq. Ft.	$6,161,495
5 East, East Orleans, MA 3 Beds \| 3 Baths \| 1801 Sq. Ft.	$807,540
22 Carlton Rd, Orleans, MA 3 Beds \| 2.5 Baths \| 2324 Sq. Ft.	$1,707,991
16 Indian Fort Hill Ln, Orleans, MA 5 Beds \| 5.5 Baths \| 5104 Sq. Ft.	$3,998,233

Address	Redfin Estimate
6 South Little Bay Rd, Orleans, MA 5 Beds \| 4 Baths \| 4400 Sq. Ft.	$3,396,921
7 Little Bay Rd, Orleans, MA 4 Beds \| 3.5 Baths \| 3201 Sq. Ft.	$4,853,949
3 South Little Bay Rd, Orleans, MA 4 Beds \| 4.5 Baths \| 3201 Sq. Ft.	$5,398,673
4 Hammatt Rd, Orleans, MA 4 Beds \| 5.5 Baths \| 3600 Sq. Ft.	$4,868,330
36 Ellerslie Rd, Orleans, MA 5 Beds \| 4 Baths \| 3137 Sq. Ft.	—
20 Anson Hunter Ln, Orleans, MA 3 Beds \| 2.5 Baths \| 2028 Sq. Ft.	$1,784,758
6 South Little Bay, South Orleans, MA 6 Beds \| 4 Baths \| 3201 Sq. Ft.	$2,166,038

Address	Redfin Estimate
2 Little Bay Rd, Orleans, MA 5 Beds \| 2.5 Baths \| 3915 Sq. Ft.	$2,456,173
22 Little Bay Rd, Orleans, MA 5 Beds \| 5.5 Baths \| 4467 Sq. Ft.	$3,745,445
21 Little Bay Rd, Orleans, MA 4 Beds \| 4.5 Baths \| 3201 Sq. Ft.	$4,486,519
10 Carlton Rd, Orleans, MA 3 Beds \| 2.5 Baths \| 2533 Sq. Ft.	$1,765,554
16 Carlton Rd, Orleans, MA 3 Beds \| 3.5 Baths \| 2691 Sq. Ft.	$2,090,729
27 Carlton Rd, Orleans, MA 4 Beds \| 4 Baths \| 3201 Sq. Ft.	$4,874,612

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

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