149 Windcliff Rd Prince Frederick, MD 20678
About This Home
Tucked into a peaceful, wooded 0.56-acre setting, this rare chalet-style retreat offers beautiful water views, warm architectural character, and quiet privacy—all while remaining incredibly convenient to Prince Frederick and the DC region.
The main living area boasts soaring vaulted ceilings, exposed wood accents, gleaming hardwood floors, and a dramatic fireplace focal point. Large windows invite natural light and frame gorgeous views of the starry night sky and breathtaking sunrises over the Chesapeake Bay.
Outdoor living is a major highlight of this property. The expansive deck connects seamlessly to a large, fully fenced backyard. With over half an acre of natural surroundings, it’s the ultimate space for hosting bonfires, letting pets roam safely, or simply unwinding in your own private sanctuary. As an added bonus, water views can be enjoyed straight from the deck and the driveway!
Inside, the layout provides incredible flexibility, accommodating 2 bedrooms upstairs. This includes a partially finished walk-out basement that features brand new epoxied floors, and two versatile additional rooms—perfect for a home office, gym, or guest space—along with a convenient third full bathroom.
Property Highlights:
0.56-acre private wooded lot with a large, fully fenced backyard (perfect for bonfires!)
Beautiful water views of the Chesapeake Bay from the deck and driveway
Flexible layout featuring 2 bedrooms upstairs
Partially finished walk-out basement with 2 Bonus rooms and a 3rd full bathroom
Chalet-style architecture with vaulted ceilings, exposed wood, and dramatic fireplace
Newer roof and cleared gutters
Close to Prince Frederick shopping, dining, and medical services
Condo Details
Property Information
- Built in 1985
- 1 unit
Lease Options
- Lease Flexible
- Short-term Lease
Condo Features
- Air Conditioning
Property Services
- Renters Insurance Program
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities. Use the Rent Estimate Calculator to determine your monthly and one-time costs based on your requirements.
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Map
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/26/2026 06/26/26 | For Rent | $2,500 | 0.0% | -- |
| 06/15/2026 06/15/26 | Off Market | $2,500 | -- | -- |
| 06/02/2026 06/02/26 | For Rent | $2,500 | +56.3% | -- |
| 11/22/2013 11/22/13 | Rented | $1,600 | -13.5% | -- |
| 11/17/2013 11/17/13 | Under Contract | -- | -- | -- |
| 09/18/2013 09/18/13 | For Rent | $1,850 | -- | -- |
- 4615 Siss Place
- 50 Goldstein Rd
- 56 Goldstein Rd
- 225 Dares Wharf Rd
- 246 Bay Ave
- 4475 Virginia Ave
- 295 West Ave
- 4605 Cummins Ave
- 392 S Shore Terrace 4
- 3505 Cassell Blvd
- 4312 Paula Ct
- 420 Park Terrace Unit 3
- 3711 Cassell Blvd
- 3641 Cassell Blvd
- 3325 Allday Rd
- 3743 Huntsman Dr
- 1905 Resting Ridge Ln
- 2045 Mount Pleasant Way
- 3035 Mandela Ct
- 2138 Cedar Rd
- 3085 Bicentennial Ct
- 211 Westlake Blvd
- 3523 Hilltop Dr
- 2703 Allnutt Ct
- 200 Jendan Way
- 125 Allnutt Ct
- 141 Winslow Place
- 5116 Shore Dr
- 5230 Breezy Point Rd Unit 202
- 4520 Mattapany Rd
- 3430 Quail Ct
- 13 Main St
- 1619 Avenue C
- 350 Adelina Rd Unit A
- 5061 Bayside Rd
- 1570 Overlook Dr
- 2051 Collins Ct
- 5035 Timberwood Trail
- 5118 Coach Ct
- 3535 Chesapeake Ave
Ask me questions while you tour the home.