21737 Pinehurst Ct, Leonardtown, MD 20650
Property image
Property image
SOLD
JUL 16, 2026

$542,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 3,014 sqft (on 0.42 acres)

21737 Pinehurst Ct, Leonardtown, MD 20650

Est. Refi. Payment $3,302/mo*
Refinance Your Home
Currently Off Market - Sold Jul 16, 2026 for $540,000

Home Value

Trulia Estimate
$543K
Since last month
Increased$600 (+0.1%)
Since last year
Increased$43K (+8.7%)
Since last sale
Increased$4K (+0.7%)
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 +66% in the last 10 years
MonthEstimated value
2026
September 2026$544K
August 2026$543K
July 2026$541K
June 2026$538K
May 2026$538K
April 2026$514K
March 2026$506K
February 2026$496K
January 2026$486K
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
21745 Pinehurst Ct, Leonardtown, MD
0.02
Single-Family Home
$610,000
11/21/25
4
2.5
2,860
21738 Pinehurst Ct, Leonardtown, MD
0.04
Single-Family Home
$487,000
02/27/26
4
2.5
1,952
21749 Pinehurst Ct, Leonardtown, MD
0.05
Single-Family Home
$595,000
04/14/26
4
3.5
3,410
40582 Port Pl, Leonardtown, MD
0.40
Single-Family Home
$461,000
08/20/26
3
2
2,196
21822 Riviera Ct, Leonardtown, MD
0.34
Single-Family Home
$615,000
07/13/26
5
3.5
3,384
40810 Meadow Dr, Leonardtown, MD
0.60
Single-Family Home
$459,900
06/17/26
3
2
1,368
40855 Spring House Ln, Leonardtown, MD
0.64
Single-Family Home
$540,000
06/04/26
5
3
3,464
21807 Potomac View Dr, Leonardtown, MD
0.71
Single-Family Home
$485,000
07/02/26
4
3
2,019

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
21733 Pinehurst Ct, Leonardtown, MD 20650
0.02
$587,000
4
3.5
3,602
Off Market
21745 Pinehurst Ct, Leonardtown, MD 20650
0.02
$610,000
4
2.5
2,860
Recently Sold
21738 Pinehurst Ct, Leonardtown, MD 20650
0.04
$487,000
4
2.5
1,952
Recently Sold
21749 Pinehurst Ct, Leonardtown, MD 20650
0.05
$595,000
4
3.5
3,410
Recently Sold
40459 Breton View Dr, Leonardtown, MD 20650
0.08
$394,200
3
3.5
2,286
Off Market
40457 Breton View Dr, Leonardtown, MD 20650
0.09
$426,500
3
3.5
2,286
Off Market
40407 Breton View Dr, Leonardtown, MD 20650
0.08
$393,800
3
3
2,640
Off Market
40427 Breton View Dr, Leonardtown, MD 20650
0.10
$414,700
3
4.5
2,676
Off Market
40449 Breton View Dr, Leonardtown, MD 20650
0.11
$424,600
3
3.5
2,288
Off Market
40443 Breton View Dr, Leonardtown, MD 20650
0.12
$399,600
3
3.5
2,604
Off Market
21821 Rosebank Ct, Leonardtown, MD 20650
0.16
$936,900
5
4
4,200
Off Market

Local Information

  • Map ViewExplore the area around 21737 Pinehurst Ct.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1990
0.42 acre lot
3,014 sqft
$179/sqft
2 Car Garage
HOA $25/mo

About this House

BRAND NEW ROOF! Built as a model for the neighborhood, this 3-bedroom, 2-bath Rambler will have you checking off your search boxes! Located on a quiet-cul-de-sac street in desirable Breton Bay, this lovely home includes more than 3,000 sq ft of living space and plenty of storage, too. Attractive landscaping greets you on your way to the welcoming front porch. A custom-glass front door leads into a spacious foyer, and main floor that features solid Oak hardwood flooring. New windows flood the the roomy formal living room with natural light, and the space centers on the warm hearth & wood-burning fireplace. Serve guests in the formal dining room, or head to the open kitchen/family room for more informal gatherings. Soft-close-Oak cabinets and drawers, Granite counters, wine rack, pull-out shelves, an island w/ breakfast bar, and NEW refrigerator make this kitchen any cook's delight! When the temp is right, head out the back door and enjoy meals on the screened porch. The flat yard backs up to trees, and is perfect for fun & games with plenty of room to play! Let Fido play, too, as the property is surrounded by an invisible fence. Three spacious bedrooms on the main floor make one-level living easy. The Primary suite includes double walk-in closets, and an updated bath with warm Cork flooring, soaking tub and tiled shower. An updated hall bath w/ tiled tub & shower, and convenient laundry/mud room complete the main floor. Head down to the lower level, and envision how you will use the large rec room! Natural light from two large windows shines on a space that can fit game tables, big screen TVS w/ seating, fitness equipment, or all three! An additional bonus room makes for a quiet retreat, a great home office, or gamer/media room. Unfinished space allows for all your storage needs. A 2-car garage keeps the cars clean, and a backyard shed helps keep it tidy. There are generator & RV hookups, and for added peace-of-mind, the HVAC system & water heater are 5-years young! The Breton Bay community features a waterfront park with beach, fishing/crabbing dock, picnic areas and playground. A public 18-hole golf course w/clubhouse offers memberships that include tennis and pool. Great amenities, Leonardtown schools, near shopping, restaurants, and main commuter routes... this home is one that you will not want to miss. Request a showing today!
21737 Pinehurst Ct, Leonardtown, MD 20650 is a 3 bedroom, 2 bathroom, 3,014 sqft single-family home built in 1990. It last sold for the $540,000 asking price on Jul 16, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $542,600, with a rent estimate of $2,600/month.
Last check for updates: about 4 hours ago
Listed by Patrick Deighan, (410) 739-5277
CENTURY 21 New Millennium
Listing Team: The Stachelczyk Shemeta Deighan Team
Bought with: Carol Kalmus-Choporis, (301) 904-6242, Century 21 Redwood Realty
Source: Bright MLS, MLS#MDSM2031122

Home Details for 21737 Pinehurst Ct

Interior Features

Interior Details
Basement: Partially Finished,Drainage SystemNumber of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Bonus Room, Dining Room, Family Room, Kitchen, Living Room, Mud Room, Recreation Room, Storage Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3014 Square Feet
Appliances & Utilities
Appliances: Refrigerator, Cooktop, Dishwasher, Microwave, Washer, Dryer, Electric Water HeaterDishwasherDryerLaundry: Main Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: None
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Porch, ScreenedFencing: InvisibleOther Structures: Above Grade, Below GradeFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Faces Front,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2014 Square FeetFinished Area (below surface): 1000 Square Feet

Property Information

Year Built
Year Built: 1990
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Parcel Number: 1903044998

Price & Status

Price
List Price: $540,000Price Per Sqft: $179/sqft
Status Change & Dates
Off Market Date: Thu Jul 16 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: LEONARDTOWNCommunity: Breton Bay Landing
School Information
Elementary School: Benjamin BannekerElementary School District: St. Marys County Public SchoolsJr High / Middle School: LeonardtownJr High / Middle School District: St. Marys County Public SchoolsHigh School: LeonardtownHigh School District: St. Marys County Public Schools

Building

Building Area
Building Area: 4028 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area Maintenance, Pier/Dock MaintenanceHas an HOAHOA Fee: $300/Annually

Lot Information

Lot Area: 0.42 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDSM2031122Above Grade Unfinished Area: 2014

Additional Information

HOA Amenities: Beach Access,Common Grounds,Picnic Area,Pier/Dock,Tot Lots/PlaygroundSource Internet Automated Valuation Display: NSource Internet Consumer Comment: NSource Internet Entire Listing Display: YSource Internet Address Display: Y

Price and Tax history

DateEventPrice
Jul 16, 2026
Source: Bright MLS #MDSM2031122
Sold
$540,000
Jul 6, 2026
Source: Bright MLS #MDSM2031122
Pending
$540,000
Jun 14, 2026
Source: Bright MLS #MDSM2031122
Contingent
$540,000
Jun 2, 2026
Source: Bright MLS #MDSM2031122
PendingToActive
$540,000
May 26, 2026
Source: Bright MLS #MDSM2031122
Contingent
$540,000

Market trends in Leonardtown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
7MoM

Around this home

What Locals Say about Leonardtown

At least 38 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 91 % Say yards are well-kept

  • 86 % Say people would walk alone at night

  • 86 % Say kids play outside

  • 86 % Say car is needed

  • 85 % Say it's dog friendly

  • 76 % Say there's holiday spirit

  • 72 % Say it's quiet

  • 62 % Say there are sidewalks

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 58 % Say there's wildlife

  • 51 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 42 % Say there are community events

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Carrieibly
    "Don’t have one i’m a biz owner here. Many small businesses in town. Great for boaters and water enthusiasts "
    0
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  • Mybeachjeweler
    "The dogs are very happy and normally quiet when being walked on the sidewalk in Clark’s Rest Community "
    0
    Flag
  • Zddnpc8dsh
    "The downtown is a vibrant place, with piped in music and lots of community activities, like First Friday events every month."
    0
    Flag
  • Mybeachjeweler
    "You can walk your dogs on a lease in ease and children love to wave and pet the dogs if the owner allows. This is a great community for dogs as long as they are not barking all the time. "
    0
    Flag
  • Vmagostinelli
    "I love first Fridays! I love the town vibe! The wharf is amazing. Most people can’t walk to everything. I feel I’m fortunate!"
    0
    Flag
  • Mybeachjeweler
    "Dog owners would like this neighborhood as many neighbors have dogs and walk them on leases daily. Dogs are friendly "
    0
    Flag
  • Mybeachjeweler
    "I see people walking their dogs day and night. All dogs are on a lease and are most friendly to chi "
    0
    Flag
  • Vmagostinelli
    "It’s an amazing small town with entertainment and great restaurants within walking distance. Located on Breton Bay with great boating and fishing options. "
    0
    Flag
  • Keith H.
    "Great neighborhood with sidewalks and many families. Good schools and a library just outside the entrance. "
    0
    Flag
  • Mybeachjeweler
    "I see many walking their dogs on a daily path around the neighborhood everybody has their dog on a leash and we wave"
    0
    Flag
  • Keith H.
    "Good consistent drive. Traffic moves on major roads. About 15-20 min delay during morning and evening rush hours. "
    1
    Flag
  • Stillask8in
    "This is a very small town. Most people commute 45 mins to the military base for work. Longest commute of my life. "
    0
    Flag
  • Roy M.
    "Great schools in the Leonardtown area and lots of history as well. Many different food choices from Seafood Mexican AMERICAN Chinese and the olde town cafe. "
    0
    Flag
  • Roy M.
    "Local town events and close to water access. Great food lots of shopping and small businesses Everyone is polite and friendly Great schools and local parks Volunteer rescue squad and fire departments and local hospital Local beach communities Golfing "
    0
    Flag
  • Jennie C.
    "30 minutes from pax naval base, 40 min to Waldorf, 30-45 min from Calvert County. Some local buses available also."
    2
    Flag
  • Unspecified
    "Easy, multiple routes to the Naval Air Station. From Leonardtown it is easy to get to all restaurants, shopping and entertainment."
    0
    Flag
  • Unspecified
    "Perfect, close to the base and beautiful downtown Leonardtown. On the golf course with a few hundred yard walk to clubhouse (which has fantastic food and drinks), but most importantly, only a short walk to the Breton Bay Beach and playground which the children (and adults) love!"
    4
    Flag
  • Destiny A. M.
    "I have two dogs myself and walk them all the time. I like they have side walks for my dogs to walk on but I don’t like that there isn’t a dog park anywhere around here. I feel they should add dog parks around here to make it better for dogs to get the excerise they need and want. "
    0
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  • Destiny A. M.
    "Love leonardtown and love the area that I’m in. I love that everything is right here in the square and have so many nice people around me. Everyone in this area knows me and says hi even if they don’t know who you are. "
    0
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  • dtscls
    "The townhomes at Breton Bay Landing are all excellently maintained by HOA standards; including the grounds and road maintenance. The community is family friendly and welcoming. The waterfront is beautiful and the nature friendly environment includes eagles, swans, geese and numerous beautiful birds."
    0
    Flag

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Frequently asked questions about 21737 Pinehurst Ct

  • What is 21737 Pinehurst Ct estimated to be worth?
    Trulia's estimated value for 21737 Pinehurst Ct in Leonardtown, MD is $542,600.
  • What is the price history for 21737 Pinehurst Ct?
    21737 Pinehurst Ct in Leonardtown, MD last sold for $540,000 in July 2026.
  • Is Leonardtown a buyer's or seller's market?
    Leonardtown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Leonardtown?
    Residents describe Leonardtown, MD as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Leonardtown, MD.
  • Does 21737 Pinehurst Ct have air conditioning?
    Yes, 21737 Pinehurst Ct in Leonardtown, MD has air conditioning.
  • Does 21737 Pinehurst Ct have laundry facilities?
    Yes, 21737 Pinehurst Ct in Leonardtown, MD has in-unit laundry.

Explore by feature - Pet Friendly

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