149 Windcliff Rd

1,320 Sq. Ft.
$23 / Sq. Ft.
1,320
Sq. Ft.
$23
per Sq. Ft.

Description

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...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.
  1. Listed by Genna D Fleming • Hyatt & Company Real Estate LLC
    P: (443)-532-8917 gennafleming@gmail.com

Property Details for 149 Windcliff Road

Tax ID Number
0502055252
Ownership
Other
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
A-Frame, Chalet
Levels/Stories
2
Furnished
No
LISTING UPDATED: 05/23/2026 11:33 AM

Property Details for 149 Windcliff Road

StatusActive
MLS #MDCA2027328
Days on Market12
Pet PolicyAllowed
Rental Incentives-
Costs & Fees-
Available Date06/01/2026
Lease Term-
Furnished-
Property TypeRental
MLS TypeResidential Lease / Other
Year Built1985
Lot Size0.56 AC / 24,340 SF
CountyCalvert County

Location

Listing Courtesy of Hyatt & Company Real Estate LLC
Add your commute

Building Information for 149 Windcliff Road

Building/Complex149 Windcliff RdFloor-Stories2Pet PolicyAllowedPet Policy DetailsCase by Case BasisYear Built1985Building Size-Lot Size0.56 AC / 24,340 SF

Property Information for 149 Windcliff Road

Location
Location
  • Transportation: Commuter Lots less than 5 miles
  • School District Name: CALVERT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139842846
  • Elementary School: CALVERT (CALVERT MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: PLUM POINT (CALVERT MD)
  • MiddleSchoolSource: Listing Agent
  • High School: CALVERT (CALVERT MD)
  • HighSchoolSource: Listing Agent
  • County: CALVERT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: Yes
  • Navigable Water: No
  • Tidal Water: No
  • Water Body Name: CHESAPEAKE
  • Water Body Type: Bay
  • Riparian Rights Y/N: No
  • Distance To Body Of Water: 2.00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Property Manager Y/N: Yes
  • Elevator Use Fee: $0
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Assessed Value: $320,533
  • Loss Mitigation Fee: No
  • Historic: No
  • Zoning: R
Lease Information
Lease Information
  • Date Available: 06-01-2026
  • Months Rent Upfront: 1
  • Security Deposit: $2,500
  • Minimum Lease in Months: 12
  • Maximum Lease in Months: 24
  • Pets Allowed: Yes
  • Pet Restrictions: Case by Case Basis
  • Smoking Allowed: No
  • Tenant Pays: Cooking Fuel, Electricity, Fireplace/Flue Cleaning, Gas, Gutter Cleaning, Heat, Internet, Lawn/Tree/Shrub Care, Light Bulbs/Filters/Fuses/Alarm Care, Minor Interior Maintenance, Snow Removal, Trash Removal, Utilities - All, Windows/Screens
  • Application Fee: $50
  • Rent Spree Online Application: Yes
  • Repair Deductible: $150
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 3
  • # Bathrooms Half Main Level: 0
Rooms
  • Stories: Main
Building Info
Building Info
  • Year Major Reno Remodel: 2026
  • Total Finished SQFT: 1,320.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 1,320.00
  • Total SQFT: 2,210.00
  • Total SQFT Source: Estimated
  • Floors In Unit Count: 2
  • Construction Materials: Frame
  • Roof: Composite
  • Wall and Ceiling Types: Dry Wall, Cathedral Ceilings
  • Flooring Type: Wood, Luxury Vinyl Plank, Other
  • Basement Type: Connecting Stairway, Daylight, Partial, Outside Entrance, Partially Finished, Space For Rooms, Walkout Level
  • Basement Footprint Percent: 100.00
  • Foundation Details: Block, Slab
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Full-Main Level-3
  • # Bathrooms Full: 3
  • # Bathrooms Half: 0
  • Other Structure: Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Backs to Trees, No Thru Street, Private, Trees/Wooded
  • Road Responsibility: Private
  • Fencing: Fully, Rear, Chain Link
  • Location Type: Bayfront
  • Parcel ID: 14969341
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 5
  • Parking Features: Paved Driveway
Interior Features
Interior Features
  • Interior 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
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Brick, Wood
  • Appliances: Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Oven - Wall, Microwave, Dryer - Electric, Dishwasher, Cooktop, Built-In Microwave
  • Accessibility Features: None
  • Door Features: Sliding Glass
  • Laundry Type: Basement
Exterior Features
Exterior Features
  • Spa: No
  • Outdoor Living Structures: Deck(s)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Utilities: Cable TV Available, Phone Available, Propane
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Private Septic Tank
  • Electric Service: 200+ Amp Service
  • Internet Services: Satellite, Fiber Optic, Cable
Confidential Data
Listing Office
  • List Agent AOR: Southern Maryland Association of REALTORS
  • List Agent URL: www.askgenna.com

Property History for 149 Windcliff Road

DateEvent & SourcePriceAppreciation
May 22, 2026

Listed (Active)

BRIGHT #MDCA2027328

$2,500
DateEvent & SourcePrice
05/22/2026

Listed (Active)

BRIGHT #MDCA2027328

$2,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 149 Windcliff Road

This home is within Calvert County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 12
Rating
School
Distance
Calvert Elementary School
PublicPK to 5

Plum Point Middle School
Public6 to 8

Huntingtown High School
Public9 to 12

Calvert Country School
PublicPK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

149 Windcliff Road is available for rent in Prince Frederick, MD 20678. This property was listed on May 22, 2026 by Hyatt & Company Real Estate LLC, it's currently listed at $2,500. This listing's school district is Calvert County Public Schools. Nearby schools include Calvert Elementary School, Plum Point Middle School and Huntingtown High School. 149 Windcliff Road is a 2-bed, 3-bath, 1,320 sqft a property built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Hyatt & Company Real Estate LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/23/2026 11:33 AM