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

  • Basement: Yes
  • Wooded: Yes
  • Roof Type: Composite
  • Exterior: Frame
  • Special View Info: Water
  • Lot Size: 0.56 Acres
  • Lot Dimensions: 0.56 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Cooling: Central A/C
  • Year Built: 1985
  • Fireplaces: 1
  • Water: Well
  • Sewer: Private Septic Tank
  • Stories: 2.0
  • Additional Structures: Above Grade
  • Fencing Description: Fully, Rear, Chain Link
  • Location Description: Bayfront
  • Lot Description: Backs to Trees, No Thru Street, Private, Trees/Wooded
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 5
  • Parking Features: Driveway,Paved Driveway
  • Pet Restrictions: Case by Case Basis
  • Appliances: Oven/Range - Gas,Refrigerator,Stainless Steel Appliances,Washer,Water Heater,Oven - Wall,Microwave,Dryer - Electric,Dishwasher,Cooktop,Built-In Microwave
  • Basement: Connecting Stairway,Daylight, Partial,Outside Entrance,Partially Finished,Space For Rooms,Walkout Level
  • Lake Name: CHESAPEAKE
  • SQFT Total Finished: 1320
  • SQFT Above Finished: 1320
  • Interior: Combination Kitchen/Living,Primary Bath(s),Wood Floors,Upgraded Countertops,Recessed Lighting,Kitchen - Gourmet,Family Room Off Kitchen,Entry Level Bedroom,Ceiling Fan(s),Bathroom - Stall Shower
  • Fireplace: Brick,Wood
  • Flooring: Wood,Luxury Vinyl Plank,Other
  • Electric Description: 200+ Amp Service
  • Utilities: Cable TV Available,Phone Available,Propane

School Information

  • High School: CALVERT
  • Middle School: PLUM POINT
  • Elementary School: CALVERT
  • School District: CALVERT COUNTY PUBLIC SCHOOLS
Printed June 01, 2026


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Jen Feinberg, Amber Booth-Heshler 

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