50 Chestnut Drive, Orleans, MA 02653 (MLS# 22006914)

50 Chestnut Drive, Orleans, MA 02653

$3,625,000
Property Type: Residential Bedrooms: 6 Baths: 5 Square Footage: 5,758 Lot Size (sq. ft.): 100,623 Status: Closed
Current Price: $3,625,000 List Date: 10/09/2020 Last Modified: 8/17/2026

Overview

Description

Private vacation resort with every desirable amenity! Deeded access to a sandy beach on Little Pleasant Bay enables you to moor your boat, tube with the kids, swim, kayak or ride your paddleboard. Fabulous amenities include a heated saltwater pool, hot tub, and a comfortable screened in porch for al fresco dining. Enjoy roasting smores over the firepit, play sports in the yard, work out in the private gym or kick back for movie night or billards in the game room. Custom built by Eastward in 2017/2018, there are high end finishes throughout. The kitchen includes a 48'' Subzero refrigerator a

Supplements: 48" Subzero refrigerator and 2 Wolf ovens, 2 Bosch dishwashers, and Jenn Air Refrigerator drawers. This is a "smart" house which allows you to control many functions with your phone. Features included:Solar panels, Nest thermostats, Honeywell total connect alarm, Sonos sound system, Caseta by Lutron, whole house generator, Hayward pool/hot tub mob ...

Listing Details MLS# 22006914

Contract Info

Original List Price
3700000
List Price/SqFt
642.58

Legal and Taxes

Street #
50
Street Name
Chestnut
Street Suffix
Drive
County
Barnstable
Town
Orleans
Village
Orleans
State
MA
Zip Code
02653
Tax ID
64-8-0
Estimated Annual Taxes
12867
Tax Year
2020
Building Assessments
1096400
Other Assessments
42300
Total Assessment
1700000
Lead Base Paint
No
Flood Ins Required
No
Mass Use Code
101 - Residential, single family

General Property Info

Region
Lower Cape
School District
Nauset
Zoning
residential
Property Sub-Type
Single Family Residence
Year Built
2018
Renovated
No
Total Finished Space
5758
Total Rooms
9
Stories
3
Private Pool
Yes
Private Dock
No
Leased Land
No
Lot Size SqFt
100623
Lot Size Source
Field Card
Acres
2.31
Irregular
No
Garage
Yes
# of Cars
3
Year Round
Yes
Bedrooms - Total
6
Baths - Full
4
Baths - Half
Yes
Baths - Total
5
Separate Living Qtrs
No
Waterfront
No
Waterview
Yes
Water Body View
Pleasant Bay
Waterview Type
Bay/Harbor
Miles to Beach
0 - .1
Fireplace
Yes
# Fireplaces
Yes
Property Includes Recording Devices
Yes
Device Records
Video

Status Change Info

Concessions
No
Under Contract Date
2020-10-22
Sold Date
2021-01-11
Sold Price/SqFt
629.56
SP/AV
2.13

Convenient To

Convenient to Water Body 1
Pleasant Bay
Convenient to Water Body 2
Nauset Beach

Sewer

Septic Tank Description
Title V Grade Level

More Information

Room Types

Bedroom 2 Level
Second
Bedroom 3 Level
Second
Bedroom 4 Level
Second
Exercise Room Level
Basement
Foyer Level
First
Game Room Level
Second
Kitchen Level
First
Laundry Level
First
Living Room Level
First
Office Level
First
Primary Bedroom Level
First

Property Features

Street Description: Cul-De-Sac Special Listing Cond: None Architectural Style: Cape Cod Year Built Desc: Actual Basement Description: Finished; Full; Garage Access; Interior Access; Walk-Out Access Foundation Details: Poured Lot Features: Cleared; Level Garage Description: Attached; Direct Access; Garage Door Opener Parking Features: Shell Convenient To: Conservation Area; Marina; Public Tennis; Shopping Water Access: Salt Beach Description: Bay; Ocean Beach Ownership: Deeded Rights Floors: Carpet; Tile; Wood Patio And Porch Features: Deck; Screened Porch Exterior Features: Hot Tub; Outdoor Shower; Private Yard Roof Description: Asphalt; Pitched Siding Description: Clapboard; Shingle Sewer: Septic Tank Heating: Forced Air Cooling: Central Air Fuel Type: Propane Water: Well Hot Water: Water Heater Hot Water Source: Propane Gas Room Types: Bedroom 2; Bedroom 3; Bedroom 4; Dining Room; Exercise Room; Foyer; Game Room; Kitchen; Kitchen/Dining Combo; Laundry; Living Room; Living/Dining Combo; Office; Primary Bedroom

Room Information

Room Name Level
Primary Bedroom First
Bedroom 2 Second
Bedroom 3 Second
Bedroom 4 Second
Foyer First
Laundry First
Living/Dining Combo
Dining Room
Kitchen/Dining Combo
Living Room First
Kitchen First
Game Room Second
Exercise Room Basement
Office First
IDX
Listing Office: William Raveis Real Estate & Home Services
Listing Agent: Peg LoPresto
Source MLS Verified
Last Updated: August - 17 - 2026
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