168 Windcliff Rd, Prince Frederick, MD 20678
Property image
Property image
OFF MARKET

$1,190,200

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,861 sqft (on 0.66 acres)

168 Windcliff Rd, Prince Frederick, MD 20678

Est. Refi. Payment $6,949/mo*
Refinance Your Home
Currently Off Market - Sold Feb 10, 2025 for $1,170,000

Home Value

Trulia Estimate
$1.19M
Since last month
Decreased$8K (-0.7%)
Since last year
Increased$46K (+4%)
Since last sale
Increased$20K (+1.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +60% in the last 10 years
MonthEstimated value
2026
August 2026$1.19M
July 2026$1.2M
June 2026$1.21M
May 2026$1.23M
April 2026$1.21M
March 2026$1.18M
February 2026$1.18M
January 2026$1.16M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4551 Dares Beach Rd, Prince Frederick, MD
0.35
Single-Family Home
$359,900
02/24/26
3
3.5
2,292
95 Dares Wharf Rd, Prince Frederick, MD
0.46
Single-Family Home
$439,990
11/12/25
4
2.5
2,472
175 Windcliff Rd, Prince Frederick, MD
0.13
Single-Family Home
$420,000
11/28/25
3
2
2,240
320 Dares Wharf Rd, Prince Frederick, MD
0.66
Single-Family Home
$515,000
10/03/25
4
2
2,857
4475 Virginia Ave, Prince Frederick, MD
0.69
Single-Family Home
$445,000
08/17/26
5
3
2,112
145 Chesapeake Ave, Prince Frederick, MD
0.51
Single-Family Home
$415,000
06/16/26
3
3
2,093
4390 Woodview Ln, Prince Frederick, MD
0.91
Single-Family Home
$499,900
06/22/26
4
3
2,532
4365 Family Cir, Prince Frederick, MD
0.85
Single-Family Home
$475,000
09/29/25
5
4
4,710
350 S Shore Ter #1, Prince Frederick, MD
0.95
Single-Family Home
$440,000
09/03/25
4
2.5
2,328
3570 Kelsey Way, Prince Frederick, MD
1.26
Single-Family Home
$475,000
03/02/26
4
2
2,002

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
150 Windcliff Rd, Prince Frederick, MD 20678
0.07
$639,600
3
2
1,326
Off Market
175 Windcliff Rd, Prince Frederick, MD 20678
0.13
$420,000
3
2
2,240
Recently Sold
4615 Siss Pl, Prince Frederick, MD 20678
0.28
$139,000
-
-
-
For Sale
24 S Chesapeake Ave, Prince Frederick, MD 20678
0.30
$908,500
4
3.5
2,225
Off Market
15 Chesapeake Ave, Prince Frederick, MD 20678
0.33
$369,600
3
2
1,840
Off Market
4610 Siss Pl, Prince Frederick, MD 20678
0.33
-
-
-
-
Off Market
4551 Dares Beach Rd, Prince Frederick, MD 20678
0.35
$359,900
3
3.5
2,292
Recently Sold
4510 Dares Beach Rd, Prince Frederick, MD 20678
0.45
$533,900
4
2.5
1,840
Off Market
111 Chesapeake Ave, Prince Frederick, MD 20678
0.46
$595,800
3
1.5
1,252
Off Market
95 Dares Wharf Rd, Prince Frederick, MD 20678
0.46
$439,990
4
2.5
2,472
Recently Sold
70 Macrae Ave, Prince Frederick, MD 20678
0.47
$221,300
2
1
553
Off Market

Local Information

  • Map ViewExplore the area around 168 Windcliff Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1986
Lot Size
0.66 acres
Living Area
3,861 sqft
Price/Sqft
$308
Parking
1 Car Garage

About this House

Perched gracefully above the Chesapeake Bay on two beautiful lots, this stunning 5-bedroom, 3.5-bath cedar contemporary home offers a rare blend of natural beauty and modern luxury. With sweeping views from every room and bordered by the Chestnut Land Trust, this property is a sanctuary of tranquility and sophistication. Step inside to discover a thoughtfully remodeled interior, featuring a chef’s kitchen equipped with high-end appliances and designed for both culinary creativity and effortless entertaining. Bamboo flooring flows seamlessly throughout, enhancing the home’s warm, contemporary charm. Freshly painted and meticulously maintained, this home is truly turn-key, offering all the bells and whistles for the discerning buyer. The open floor plan invites easy living as well as entertaining on the main floor. Upstairs, be in awe of the master bedroom's opening to an expansive deck where you can enjoy breathtaking sunrises over the bay. Two spacious decks provide ample outdoor living space, perfect for hosting gatherings or simply savoring the serene waterfront views. The lower level, with its own separate entrance, offers versatile possibilities for a guest suite, private office, gym, or au pair suite. The landscaped grounds feature a thriving garden with a variety of vegetables and a mini orchard, including pears, peaches, mulberries, cherries, apples, figs, and Pawpaws. Via a private staircase, there is a seamless connection to the water, where easy access to the bay awaits. Perfect for kayaking, this idyllic retreat also includes kayaks conveyed by the seller, allowing you to begin your waterfront adventures the moment you arrive. Whether you're relaxing by the cozy gas fireplace, marveling at the sunsets, or launching a kayak from your own backyard, this exceptional property offers a lifestyle of elegance and endless possibilities. Don't miss your chance to own a piece of Chesapeake paradise.
168 Windcliff Rd, Prince Frederick, MD 20678 is a 5 bedroom, 4 bathroom, 3,861 sqft single-family home built in 1986. It last sold for $1,170,000 on Feb 10, 2025 (4% below the $1,225,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,190,200, with a rent estimate of $3,476/month.
Last check for updates: about 3 hours ago
Listed by Renee Mercier, (202) 915-4952
Pearson Smith Realty, LLC
Listing Team: Properties & Estates
Bought with: Brent Starling, (443) 926-3322, Blackwell Real Estate, LLC
Source: Bright MLS, MLS#MDCA2019034

Home Details for 168 Windcliff Rd

Interior Features

Interior Details
Basement: Partial,Walk-Out AccessNumber of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3861 Square Feet
Appliances & Utilities
Appliances: Microwave, Dishwasher, Dryer, Energy Efficient Appliances, Extra Refrigerator/Freezer, Range Hood, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Gas Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Energy Efficient, Skylight(s), Window TreatmentsFlooring: Bamboo
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Bamboo
View
Has a ViewView: Bay, Garden, Water

Exterior Features

Exterior Home Features
Patio / Porch: Porch, DeckFencing: AluminumOther Structures: Above Grade, Below Grade, OutbuildingExterior: Rain Gutters, Extensive Hardscape, Private Beach, BalconyFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Faces Front,Concrete,Attached,Driveway
Pool
Pool: None
Frontage
WaterfrontWaterfront: Private Dock Site, Exclusive Easement, Boat/Launch Ramp - Private, Rip-Rap, Canoe/Kayak, Fishing Allowed, Private Access, Sail, Boat - Powered, Personal Watercraft (PWC), Waterski/Wakeboard, Swimming Allowed, BayRoad Surface Type: Concrete, PavedOn Waterfront
Water & Sewer
Sewer: Septic = # of BRWater Body: Chesapeake Bay
Farm & Range
Frontage Length: Water Frontage Ft: 100
Finished Area
Finished Area (above surface): 2611 Square FeetFinished Area (below surface): 1250 Square Feet

Property Information

Year Built
Year Built: 1986
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: A-Frame
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: ExcellentParcel Number: 0502055171Additional Parcels Description: 167 Windcliff Rd is included in sales price. No dwelling on lot.

Price & Status

Price
List Price: $1,225,000
Status Change & Dates
Off Market Date: Mon Feb 10 2025Possession Timing: Immediate

Active Status

MLS Status: CLOSED

Media

Location

Direction & Address
City: PRINCE FREDERICKCommunity: Windcliff
School Information
Elementary School District: Calvert County Public SchoolsJr High / Middle School District: Calvert County Public SchoolsHigh School District: Calvert County Public Schools

Building

Building Area
Building Area: 3861 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.66 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDCA2019034Water ViewWater View: Bay, WaterAbove Grade Unfinished Area: 2611

Price and Tax history

DateEventPrice
Feb 10, 2025
Source: Bright MLS #MDCA2019034
Sold
$1,170,000
Jan 19, 2025
Source: Bright MLS #MDCA2019034
Contingent
$1,225,000
Jan 1, 2025
Source: Bright MLS #MDCA2019034
Listed For Sale
$1,225,000
Jul 26, 2016
Source: N/A
Sold
$745,000
May 18, 2016
Source: Agent Provided
Pending
$765,000

Market trends in Prince Frederick

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
15MoM

Around this home

What Locals Say about Prince Frederick

At least 45 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 88 % Say parking is easy

  • 78 % Say yards are well-kept

  • 77 % Say there's holiday spirit

  • 75 % Say it's quiet

  • 73 % Say it's dog friendly

  • 69 % Say people would walk alone at night

  • 64 % Say kids play outside

  • 56 % Say there are sidewalks

  • 56 % Say there's wildlife

  • 51 % Say neighbors are friendly

  • 44 % Say there are community events

  • 39 % Say they plan to stay for at least 5 years

  • 38 % Say streets are well-lit

  • 35 % Say it's walkable to grocery stores

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Kmsermons
    "Trick or treating is always nice. Families a friendly. Super quiet. My kids always feel safe. I think it’s great space!"
    0
    Flag
  • Amanda L.
    "Dogs are very common, plenty of people out and about with animals. Some families aren’t very good at keeping their dogs quiet, though. "
    0
    Flag
  • Peggy E.
    "None that I’m aware of. There is a beach nearby that is used by the community. The pool and tennis courts are no longer maintained. "
    0
    Flag
  • Adrienne F.
    "Just a family based community. Everyone is respectful of others, here. Working on community services, though. "
    1
    Flag
  • Mtbque
    "Great family oriented communities abound. Good school systems. Mix of rural and urban leaning rural. "
    2
    Flag
  • Sara F.
    "I think they would love it here, many of my neighbors own dogs and it appears that the animals just adore the walks."
    3
    Flag
  • Mtbque
    "Family oriented community with many school aged children. Many single family homes, some condos and a lot of rural space. "
    1
    Flag
  • C2jmerritt
    "Beautiful, quiet community of upper scale single family homes near excellent schools. Located one-half mile from the College of Southern Maryland. Friendly neighborhood and safe environment for your children. "
    0
    Flag

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 168 Windcliff Rd

  • What is 168 Windcliff Rd estimated to be worth?
    Trulia's estimated value for 168 Windcliff Rd in Prince Frederick, MD is $1,190,200.
  • What is the price history for 168 Windcliff Rd?
    168 Windcliff Rd in Prince Frederick, MD last sold for $1,170,000 in February 2025.
  • Is Prince Frederick a buyer's or seller's market?
    Prince Frederick is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Prince Frederick?
    Residents describe Prince Frederick, MD as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Prince Frederick, MD.
  • Does 168 Windcliff Rd have air conditioning?
    Yes, 168 Windcliff Rd in Prince Frederick, MD has air conditioning.
  • Does 168 Windcliff Rd have laundry facilities?
    Yes, 168 Windcliff Rd in Prince Frederick, MD has in-unit laundry.

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