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22 Winslow Drive, Orleans MA 02653

Orleans, MA 02653
$2,300,000
Est. $12,621/month
5
Beds
5
Baths
4,091
Sq Ft
$562
Price/Sq Ft
0.80
Acres
1968
Year Built
3 hours 19 minutes
Time on Market
Active Listed Mar 19, 2026 • MLS# 73489022 Copied!

About this home

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.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1968
Bedrooms
5
Full Bathrooms
5
Living Area
4,091 sq ft
Total Rooms
11

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1968
Living Area 4,091 sq ft
Lot Size 0.80 acres
Bedrooms 5
Full Baths 5
Total Rooms 11

Interior

Heating Forced Air, Heat Pump, Electric
Cooling Central Air, Heat Pump
Flooring None
Appliances None
Fireplace None
Fireplaces 3
Basement Full, Interior Entry, Bulkhead
Laundry None
Features None

Exterior

Construction None
Architecture Cape
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Garage Spaces 2
Has Garage Yes
Features Detached
Total Spaces 8

Utilities

Electric None
Water Public, Private
Sewer Private Sewer
Gas None
Other None

Financial

Annual Tax $9,487
Assessed Value $1,520,300

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Interior Entry, Bulkhead
Laundry:
Security:

Construction & Materials

Style: Cape
Year Built: 1968
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Heat Pump, Electric
Cooling: Central Air, Heat Pump
Hot Water:
Water Source: Public, Private
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Sloped
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 8
Parking Features: Detached

Special Features

Fireplaces: 3
Fireplace Type:
Waterfront: Yes
Waterfront Type: Waterfront, Pond, 1/2 to 1 Mile To Beach
Community Amenities:

Location

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Neighborhood

22 Winslow Drive, Orleans MA 02653

Orleans, MA 02653

Walkability

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Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $791
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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$0/mo
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Current Rate
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+0.5% Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Mar 19, 2026
$2,300,000
Original listing
Agent: Whitaker Group Cape Cod Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Mar 19, 2026 New Listing Added $2,300,000

Market Statistics

Time on Market
3 hours 19 minutes
Price per Sq Ft
$562

Tax History

Year Taxes Assessment
2025 $9,487 $1,520,300

Financial Details

Annual Property Tax
$9,487
Tax Year 2025
Assessed Value
$1,520,300

Listing Information

Listing Agent Whitaker Group Cape Cod
Listing Office Gibson Sotheby's International Realty
Agent MLS ID TM331083
Office MLS ID AN4811
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Orleans, MA

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