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149 WINDCLIFF RD, PRINCE FREDERICK, MD 20678

2 Beds

3 Baths

1,320SqFt

ActiveUnderContract

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.

Property Details
Price $2,500
Bedrooms 2
Full Baths 3
Total Baths 3
Property Style A-Frame,Chalet
Lot Size Area Units Square Feet
Acres 0.56
Property Type Rental
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 2
Features 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
Year Built 1985
Fireplaces 1
Subdivision WINDCLIFF
View Water
Roof Composite
Waterfront CHESAPEAKE
Heating Heat Pump(s)
Foundation Block,Slab
Accessibility None
Lot Description Backs to Trees,No Thru Street,Private,Trees/Wooded
Parking Description Paved Driveway
Geographic Data
Directions From MD-4 (Solomons Island Rd), turn onto Dares Beach Rd (MD-402 E). Turn right onto Goldstein Rd. Turn left onto Windcliff Rd. The property will be ahead.
County CALVERT
Latitude 38.55298
Longitude -76.51669
Address Information
Address 149 WINDCLIFF RD, PRINCE FREDERICK, MD 20678
Postal Code 20678
City PRINCE FREDERICK
State MD
Country United States
Listing Information
Listing Office Hyatt & Company Real Estate LLC
Listing Office Email tina.hyatt@hyattcompany.com
Listing Agent Genna Fleming
School Information
District CALVERT COUNTY PUBLIC SCHOOLS
Elementary School CALVERT
Middle School PLUM POINT
High School CALVERT
MLS Information
Days on market 20
MLS Status ActiveUnderContract
Listing Date May 22, 2026
Listing Last Modified Jun 10, 2026
Tax ID 0502055252
MLS # MDCA2027328

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Last updated: 2026-06-13T12:00:27.085303Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.