# 22 Winslow Drive, Orleans, MA 02653

> **TL;DR:** 5bd/5ba single family, $2,300,000 ($562/sqft), built 1968, 4,091 sqft.
> Fireplace, Waterfront, View, A/C. Est. $9,967/mo. Listed 25 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $2,300,000 |
| Price/sqft | $562 |
| Bedrooms | 5 |
| Bathrooms | 5 full |
| Square Feet | 4,091 |
| Year Built | 1968 |
| Lot Size | 34,848 sqft (0.80 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 25 |

## Why This Home Stands Out

- **Waterfront** - Direct water access
- **Views** - Lake

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $9,967 |
| **Total** | **$9,967** |

## Key Amenities

- Fireplace
- Waterfront
- View
- A/C

## Property Highlights

- Built in 1968
- 0.80 acre lot
- 2 stories
- 6 parking spaces
- Fireplace
- Waterfront

## Description

### Agent Description
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.

## Location

- **Address:** 22 Winslow Drive, Orleans, MA 02653
- **County:** Barnstable
- **Coordinates:** 41.737078, -69.996227
- **Google Maps:** https://www.google.com/maps?q=41.737078,-69.996227

## Listing Agent

- **Name:** Whitaker Group Cape Cod
- **Brokerage:** Gibson Sotheby's International Realty
- **Phone:** 5082378038
- **Email:** Jen.Whitaker@gibsonsir.com

## Primary Photo

![22 Winslow Drive - Primary Photo](http://lh.rdcpix.com/c58fde8d1d2bcd1c7323a5810eacfa10l-f1543665713r.jpg)

*33 total photos available on [listing page](https://www.propertysimple.com/listing/22-winslow-drive-orleans-ma-02653-22600770)*

---

**MLS#:** 22600770 | **Updated:** 2026-04-24
**Source:** listhub

*Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/22-winslow-drive-orleans-ma-02653-22600770)

---

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