22 Winslow Drive, Orleans, MA 02653 (MLS# 22600770)
22 Winslow Drive, Orleans, MA 02653
$2,150,000
Property Type:
Residential
Bedrooms:
5
Baths:
5
Square Footage:
4,091
Lot Size (sq. ft.):
34,848
Status:
Active
Current Price:
$2,150,000
List Date:
6/13/2026
Last Modified:
6/13/2026
Overview
Description
...
(Read more)
Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations.
Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette.
The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.
Listing Details MLS# 22600770
Contract Info
- Original List Price
- 2300000
- List Price/SqFt
- 525.54
- Start Showing Date
- 2026-03-19
Legal and Taxes
- Street #
- 22
- Street Name
- Winslow
- Street Suffix
- Drive
- County
- Barnstable
- Town
- Orleans
- Village
- Orleans
- State
- MA
- Zip Code
- 02653
- Tax ID
- ORLE M:092.0 B:0006 L:0000.0
- Estimated Annual Taxes
- 9487
- Tax Year
- 2025
- Building Assessments
- 1024200
- Total Assessment
- 1520300
- Underground Fuel Tank
- Unknown
- Lead Base Paint
- Unknown
- Asbestos
- Unknown
- Flood Ins Required
- No
- Elevation Certificate
- No
- Mass Use Code
- 101 - Residential, single family
- Nitrogen Sensitive Area
- Yes
- Other Assessments
- 0
General Property Info
- Region
- Lower Cape
- Sub-Area
- South Orleans
- School District
- Nauset
- Zoning
- R
- Property Sub-Type
- Single Family Residence
- Year Built
- 1968
- Renovated
- Yes
- Year Renovated
- 2017
- Total Finished Space
- 4091
- Field Card SqFt
- 4091
- Additional SqFt Source
- Unknown
- Total Rooms
- 11
- Stories
- 2
- Private Pool
- No
- Private Dock
- No
- Leased Land
- No
- Lot Size SqFt
- 34848
- Lot Size Source
- Field Card
- Acres
- 0.8
- Irregular
- No
- Association
- No
- Garage
- Yes
- # of Cars
- 2
- # of Parking Spaces
- 6
- Year Round
- Yes
- Bedrooms - Total
- 5
- Baths - Full
- 5
- Baths - Total
- 5
- Separate Living Qtrs
- Yes
- Golf Course Front
- No
- Golf Course View
- No
- Waterfront
- Yes
- Water Body
- Uncle Seth's Pond
- Waterfront Type
- Lake/Pond
- Water Body Type
- Fresh
- Water Access Type
- Private
- Waterview
- Yes
- Water Body View
- Uncle Seth's Pond
- Waterview Type
- Lake/Pond
- Miles to Beach
- .5 - 1
- Mi. to Beach Comments
- Pleasant Bay
- Fireplace
- Yes
- # Fireplaces
- 3
- Warranty Available
- No
- Property Includes Recording Devices
- No
- Basement
- Yes
- Baths - Half
- 0
Sep Living Qtrs Info
- Beds
- Yes
- Baths - Full
- Yes
- Baths - Total
- Yes
Convenient To
- Convenient to Water Body 2
- Pleasant Bay
Primary Bedroom
- Primary Bedroom Level
- First Floor
- Primary Bedroom
- Yes
- Private Full Bath
- Yes
More Information
Bedroom 2
- Bedroom 2 Level
- First Floor
- Bedroom 2
- Yes
Bedroom 3
- Bedroom 3 Level
- Second Floor
- Fireplace
- Wood Burning
- Bedroom 3
- Yes
Bedroom 4
- Bedroom 4 Level
- Second Floor
- Bedroom 4
- Yes
Laundry Room
- Laundry Room Level
- First Floor
- Laundry Room
- Yes
Living Room
- Living Room Level
- First Floor
- Bay/Bow Windows
- Yes
- Beamed Ceilings
- Yes
- Built-Ins
- Yes
- Cathedral Ceiling
- Yes
Dining Room
- Dining Room Level
- First Floor
- Dining Room
- Yes
- Bay/Bow Windows
- Yes
Kitchen
- Kitchen Level
- First Floor
- Kitchen
- Yes
- Kitchen Island
- Yes
Sewer
- Septic Tank
- Title V Grade Level
DPR Eligibility
- DPR Eligible
- No
Remarks & Misc
- Public Remarks
- Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.
- Directions to Property
- South Orleans Rd to Winslow Dr. house is on the right.
Street Description
- Paved
- Yes
- Public
- Yes
Special Listing Cond
- Other - See Remarks
- Yes
Year Built Desc
- Actual
- Yes
Basement Description
- Bulkhead Access
- Yes
- Full
- Yes
- Interior Access
- Yes
Parking Features
- Driveway
- Yes
- Paved
- Yes
Architectural Style
- Cape Cod
- Yes
Garage Description
- Detached
- Yes
- Garage Door Opener
- Yes
Foundation Details
- Poured
- Yes
Floors
- Wood
- Yes
Separate Living Qtrs
- Attached
- Yes
- Second Floor
- Yes
Roof Description
- Asphalt
- Yes
- Pitched
- Yes
Siding Description
- Clapboard
- Yes
Heating
- Forced Air
- Yes
- Heat Pump
- Yes
Cooling
- Central Air
- Yes
- Heat Pump
- Yes
Fuel Type
- Electric
- Yes
Water
- Public
- Yes
- Well
- Yes
Hot Water
- Water Heater
- Yes
Hot Water Source
- Electric
- Yes
Kitchen/Dining Combo
- No
- Yes
Exterior Features
- Outdoor Shower
- Yes
- Underground Sprinkler System
- Yes
Appliances
- Dishwasher
- Yes
- Electric Dryer
- Yes
- Electric Range
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Interior Features
- Attic Storage
- Yes
- Recessed Lighting
- Yes
Patio And Porch Features
- Deck
- Yes
Property Features
Street Description:
Paved; Public
Special Listing Cond:
Other - See Remarks
Architectural Style:
Cape Cod
Year Built Desc:
Actual
Basement Description:
Bulkhead Access; Full; Interior Access
Foundation Details:
Poured
Garage Description:
Detached; Garage Door Opener
Parking Features:
Driveway; Paved
Separate Living Qtrs:
Attached; Second Floor
Primary Bedroom:
Primary Bedroom; Private Full Bath
Bedroom 2:
Bedroom 2
Bedroom 3:
Bedroom 3
Bedroom 4:
Bedroom 4
Laundry Room:
Laundry Room
Living Room:
Bay/Bow Windows; Beamed Ceilings; Built-Ins; Cathedral Ceiling
Dining Room:
Dining Room; Bay/Bow Windows
Kitchen:
Kitchen; Kitchen Island
Appliances:
Dishwasher; Electric Dryer; Electric Range; Refrigerator; Washer
Floors:
Wood
Interior Features:
Attic Storage; Recessed Lighting
Patio And Porch Features:
Deck
Exterior Features:
Outdoor Shower; Underground Sprinkler System
Roof Description:
Asphalt; Pitched
Siding Description:
Clapboard
Heating:
Forced Air; Heat Pump
Cooling:
Central Air; Heat Pump
Fuel Type:
Electric
Water:
Public; Well
Hot Water:
Water Heater
Hot Water Source:
Electric
Listing Office:
Gibson Sotheby's International Realty
Listing Agent:
Whitaker Group Cape Cod
Last Updated: June - 13 - 2026
Broker Attribution:
508-237-8038
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS, Inc include the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS, Inc shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 02/14/2017. All properties are subject to prior sale, changes, or withdrawal. Copyright 2020© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved

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