149 Windcliff Road
Prince Frederick, MD 20678

$2,500.00 / Monthly

Beds: 2
Baths: 3 full
Sq. Feet: 1320
MLS ID: MDCA2027328
Subdivision: WINDCLIFF
School Dist: CALVERT COUNTY PUBLIC SCHOOLS
Tucked into a peaceful, wooded 0.56-acre setting, this rare chalet-style retreat offers beautiful water views, warm architectural character, and absolute privacy—all while remaining incredibly convenient to Prince Frederick, PAX River NAS, and the DC region. The main living area boasts soaring vaulted ceilings, exposed wood accents, freshly renewed hardwood floors, and a dramatic brick fireplace. Large windows and sliding glass doors 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, practicing sports, 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. Originally 4 total bedrooms, there are 2 bedrooms and two full baths upstairs. This includes a partially finished walk-out basement that features two of those versatile additional rooms—perfect for a home office, gym, or guest space—along with a convenient third full bathroom. Pets considered case-by-case with additional deposit. Professionally managed by Milestone Home Services. View this listing at: http://jenfeinberg.com/mls=MDCA2027328

Property Features

School Information

Printed June 01, 2026


Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/01/2026. The listing information on this page last changed on 06/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 06/01/2026 11:46:15 AM EST) or Bright MLS (last updated Mon 06/01/2026 11:34:26 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility
Federal Housing Equal Opportunity Realtor
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
James J Hafer - West Virginia Broker of Record

©2026 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.


Agent License Information: 
Licensed in Pennsylvania
The Jen Feinberg Team
Jen Feinberg, Amber Booth-Heshler 

2660 Gravel Road, Harrisburg, PA 17110
717-657-8700