Pending

$7,995,000

Est. $49,336/mo —

•

7,372

sq ft

77 Towhee Ln, Orleans, MA 02653

About this home

Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

Single-familyProperty Type

2004Year Built

2.5 acresLot Size

$1,085Price/Sq.Ft.

$71/moHOA Dues

3 garage spacesParking

Listed by Chris Rhinesmith • Compass

Listing updated: Nov 2, 2026 at 10:49am

Redfin checked: 3 minutes ago

•Source:MLS PIN #73493011

Payment calculator

$49,336 per month

Principal and interest$43,091

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (7)

OPEN TUE, 12PM TO 2PM
$510,000
2 beds1 bath568 sq ft
41 Old Wharf Rd Unit 8&9, Dennis Port, MA 02639
$400 HOA • 2 parking spots • Built 1960
OPEN THU, 12PM TO 1PM
$355,000
1 bed1 bath579 sq ft
102 Fletcher Ln Unit H, Brewster, MA 02631
$627 HOA • Community pool • Built 1987
OPEN FRI, 12PM TO 1PM
$335,000
1 bed1 bath589 sq ft
102 Fletcher Ln Unit A, Brewster, MA 02631
$627 HOA • Community pool • Built 1987
OPEN SAT, 11AM TO 1PM
$4,300,000
4 beds4.5 baths4,311 sq ft
12 Windswept Ln, Orleans, MA 02653
1.34 acre lot • 3 garage spots • Built 1995
OPEN SAT, 11AM TO 12PM3D WALKTHROUGH
$1,050,000
4 beds2.5 baths2,595 sq ft
44 Juniper Ln Ext, Harwich, MA 02645
0.92 acre lot • 2 garage spots • Built 2003
OPEN SAT, 11AM TO 12:30PM
$600,000
2 beds1 bath925 sq ft
686 Queen Anne Rd, Harwich, MA 02645
0.33 acre lot • Garage • Built 1960
OPEN SAT, 11:30AM TO 1PM
$4,295,000
3 beds3.5 baths4,222 sq ft
32 Areys Ln, Orleans, MA 02653
0.9 acre lot • 2 garage spots • Built 1967

Around this home

Schools

K - 12
Preschool & daycare

Orleans Elementary School

Public K-5 • Assigned • 3.1mi

8/10

Nauset Regional Middle School

Public 6-8 • Assigned • 3.3mi

6/10

Provided by GreatSchools

About South

Orleans

South Orleans, located between Pleasant Bay and Nauset Beach, is a coastal and residential Harwich neighborhood with salt-marsh inlets and pine-shaded lanes. The neighborhood’s character concentrates around the Route 28 and Main Street Orleans corridor, where galleries, seafood counters, and small Cape shops set a steady, walk-and-browse rhythm. Classic Cape cottages and shingled homes sit behind low stone walls, with sandy drives leading toward marsh views. Skaket Beach and Nauset Beach shape daily routines around tides, dunes, and long shoreline walks. The Cape Cod Rail Trail threads nearby for bike commutes and weekend loops. Community touchstones include the Orleans Farmers’ Market, the Orleans Yacht Club, and the Cape Cinema.

Provided by Walk Score and Local Logic

Offer insights

77 Towhee Ln · $7,995,000

Strong offer

$7.8M and above

75% chance or better to win

Why $7.8M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 34 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Home office
Media room
Central vacuum
Wet bar
Elevator
French doors
Recessed lighting throughout

Bedrooms
Primary bedroom on the first floor with walk-in closet and full bathroom
Second bedroom on the second floor with walk-in closet and full bathroom
Third bedroom on the second floor with walk-in closet and full bathroom
Fourth bedroom on the second floor with closet and full bathroom
Fifth bedroom on the second floor

Bathrooms
Six full bathrooms
One half bathroom

Kitchen
Kitchen with pantry, island, breakfast bar/nook and picture window
Range
Dishwasher
Refrigerator

Laundry & utility
Laundry on the first floor
Washer
Dryer
Gas water heater

Flooring
Wood flooring
Tile flooring

Heating & cooling
Baseboard heating
Radiant heating
Central air conditioning

Sale and tax history for 77 Towhee Ln

Sale History
Tax History

Date

Event

Price

CCIMLS #22601038

Oct 27, 2026

Pending

—

Jun 18, 2026

Price Changed

$7,995,000

$1,085/sq ft

Mar 27, 2026

Listed

$9,200,000

$1,248/sq ft

+83

LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind family compound on perhaps one of the most desirable pieces of property on Cape Cod. This 2.5 acre estate boasts approximately 345 feet of saltwater frontage directly on Pleasant Bay with access to the Atlantic Ocean and showcases 180-degree breathtaking views of Pleasant Bay and beyond. This compound features 3 unique buildings. An approximately 7000 square foot main house, a guest cottage with pool and a boat house. This home contains the finest in craftsmanship and impeccable attention to detail. The large, open professional kitchen complete with top-of-the-line appliances, an oversized island and generous windows that overlook the bay makes this the natural centerpiece of the main house. Designed and professionally manicured landscaping with multi-level stone walls and gardens makes this property look magazine worthy. A truly unique family compound where memories will be created for a lifetime.

MLS PIN #73493011

Nov 2, 2026

Pending

—

Jun 18, 2026

Price Changed

$7,995,000

$1,085/sq ft

Mar 27, 2026

Listed

$9,200,000

$1,248/sq ft

CCIMLS #22403397

Dec 15, 2025

Listing Removed

—

Dec 7, 2025

Price Changed

$8,995,000

$1,220/sq ft

Aug 1, 2025

Price Changed

$9,500,000

$1,289/sq ft

Mar 24, 2025

Price Changed

$9,995,000

$1,356/sq ft

Jul 18, 2024

Listed

$10,995,000

$1,491/sq ft

CCIMLS #22305213

Jul 18, 2024

Listing Removed

—

Jul 1, 2024

Price Changed

$11,995,000

$1,627/sq ft

Dec 8, 2023

Listed

$13,500,000

$1,831/sq ft

CCIMLS #21105482

May 21, 2012

Sold

$5,700,000

$773/sq ft

Jun 10, 2011

Listed

$6,300,000

$855/sq ft

CCIMLS #2012197

Nov 2, 2001

Sold

$3,000,000

$407/sq ft

Apr 13, 2001

Listed

$3,500,000

$475/sq ft

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.5 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Other

County

Barnstable County

APN

2365843

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 23, 2024.

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, 19 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Redfin Estimate for 77 Towhee Ln

$7,354,439

$641K under list price of $8.00M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.9M to $5.3M.

SOLD OCT 15, 2026
$4,350,000 Last sold price
5 beds7 baths5,400 sq ft
63 Kescayogansett Rd, Orleans, MA 02653
$279/sq ft
smaller lot
22 years newer
SOLD MAY 12, 2026
$1,910,000 Last sold price
4 beds3 baths4,067 sq ft
34 Lake Dr, Orleans, MA 02653
$615/sq ft
smaller lot
14 years older
SOLD OCT 23, 2026
$2,800,000 Last sold price
5 beds5 baths4,064 sq ft
58 Keziahs Ln, Orleans, MA 02653
$396/sq ft
smaller lot
30 years older
SOLD SEP 8, 2026
$2,000,000 Last sold price
5 beds5 baths4,091 sq ft
22 Winslow Dr, Orleans, MA 02653
$596/sq ft
smaller lot
36 years older
SOLD JAN 14, 2026
$5,300,000 Last sold price
5 beds6.5 baths5,143 sq ft
4 Ministers Ln, North Chatham, MA 02650
$54/sq ft
smaller lot
1 year older
SOLD JAN 14, 2026
$5,300,000 Last sold price
5 beds6.5 baths5,143 sq ft
4 Ministers Ln, Chatham, MA 02633
$54/sq ft
smaller lot
1 year older

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

John Mallard

Orleans Redfin Agent

John Mallard typically replies in about 5 minutes

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New listings for sale in 02653

OPEN SAT, 11AM TO 1PM

$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

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Updated kitchen • Updated bath • New carpet

Details provided by MLS PIN and may not match the public record. Learn more.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (7)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 77 Towhee Ln

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 77 Towhee Ln

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 02653

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