21749 Pinehurst Ct, Leonardtown, MD 20650
Property image
Property image
SOLD
APR 14, 2026

$606,000

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,410 sqft (on 0.51 acres)

21749 Pinehurst Ct, Leonardtown, MD 20650

Est. Refi. Payment $3,714/mo*
Refinance Your Home
Currently Off Market - Sold Apr 14, 2026 for $595,000 (4% above list price)

Home Value

Trulia Estimate
$606K
Since last month
$100 (0%)
Since last year
Increased$92K (+17.9%)
Since last sale
Increased$11K (+1.8%)
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 +86% in the last 10 years
MonthEstimated value
2026
September 2026$606K
August 2026$606K
July 2026$600K
June 2026$600K
May 2026$598K
April 2026$597K
March 2026$582K
February 2026$499K
January 2026$489K
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
0.03
Single-Family Home
$610,000
11/21/25
4
2.5
2,860
21737 Pinehurst Ct, Leonardtown, MD
0.05
Single-Family Home
$540,000
07/16/26
3
2
3,014
21738 Pinehurst Ct, Leonardtown, MD
0.07
Single-Family Home
$487,000
02/27/26
4
2.5
1,952
21822 Riviera Ct, Leonardtown, MD
0.32
Single-Family Home
$615,000
07/13/26
5
3.5
3,384
40855 Spring House Ln, Leonardtown, MD
0.64
Single-Family Home
$540,000
06/04/26
5
3
3,464
21767 Potomac View Dr, Leonardtown, MD
0.73
Single-Family Home
$565,000
06/01/26
4
3.5
4,384
40582 Port Pl, Leonardtown, MD
0.44
Single-Family Home
$461,000
08/20/26
3
2
2,196
21807 Potomac View Dr, Leonardtown, MD
0.71
Single-Family Home
$485,000
07/02/26
4
3
2,019
40810 Meadow Dr, Leonardtown, MD
0.60
Single-Family Home
$459,900
06/17/26
3
2
1,368

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
21745 Pinehurst Ct, Leonardtown, MD 20650
0.03
$626,900
4
2.5
2,860
Off Market
21737 Pinehurst Ct, Leonardtown, MD 20650
0.05
$540,000
3
2
3,014
Recently Sold
40407 Breton View Dr, Leonardtown, MD 20650
0.06
$393,800
3
3
2,640
Off Market
21733 Pinehurst Ct, Leonardtown, MD 20650
0.06
$593,000
4
3.5
3,602
Off Market
21738 Pinehurst Ct, Leonardtown, MD 20650
0.07
$487,000
4
2.5
1,952
Recently Sold
40427 Breton View Dr, Leonardtown, MD 20650
0.10
$412,200
3
4.5
2,676
Off Market
40459 Breton View Dr, Leonardtown, MD 20650
0.10
$392,000
3
3.5
2,286
Off Market
21821 Rosebank Ct, Leonardtown, MD 20650
0.13
$942,800
5
4
4,200
Off Market
40457 Breton View Dr, Leonardtown, MD 20650
0.11
$426,500
3
3.5
2,286
Off Market
40449 Breton View Dr, Leonardtown, MD 20650
0.13
$422,500
3
3.5
2,288
Off Market
40443 Breton View Dr, Leonardtown, MD 20650
0.13
$396,900
3
3.5
2,604
Off Market

Local Information

  • Map ViewExplore the area around 21749 Pinehurst Ct.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1993
0.51 acre lot
3,410 sqft
$174/sqft
2 Car Garage
HOA $25/mo

About this House

What's unique:Gutter guardsFormal dining roomHigh-end cabinets
BEST AND FINAL DUE 3/13 BY 4PM. Gorgeous Colonial in Breton Bay! This welcoming home is nestled on a quiet cul-de-sac, steps away from the great amenities this desirable community has to offer. Start your tour of this 4-bedroom, 3.5-bath home by opening the attractive glass front door, and stepping across stunning hardwood floors, refinished just last year. Pass the formal living room, perfect for conversations, or a good book. Or make it into a home office, because there's plenty of space for gathering in the open-concept family room, dining area and kitchen. Serve VIP guests in the formal dining room. High-end cabinets enhance the beauty of a kitchen featuring granite counters, stainless appliances, a breakfast bar, wine rack/micro-fridge and soft-close drawers. Marvel at the Induction Range's cool burner after boiling water in minutes. The informal dining area leads out to the back porch and paver patio, a set up that's great for entertaining indoors and out. The family room has custom built-in shelving, and a brick-hearth pellet stove, adding warmth to those chilly nights. Enter the Primary Bedroom through an ante room that makes a great nursery, sitting room, workout/hobby room, or office. A cathedral ceiling rises above the spacious primary. In the primary bath, relax in the soaking tub with marble surround. The lower level is fully finished with a rec room, bedroom, full bath, and storage. Grow fresh veggies and flowers in the multiple raised garden beds out back, and play games in the level yard. This wonderful home's "extras" include a 2-car garage with shelf storage and utility sink, an over-size 80-gallon water heater, gutter guards, a shed, and an invisible fence for the pups. Up the hill, enjoy a round of golf at the Breton Bay public golf course, or become a member, and take a swim at the pool and get in a few sets of tennis. Down the hill, picnic at the community beach, play on the playground, fish & crab off the dock, or slip a kayak in for a paddle. Located in the Leonardtown school district, and minutes from shopping and main commuter routes, this cul-de-sac Colonial should be a must-see on your list. Request your showing today!
21749 Pinehurst Ct, Leonardtown, MD 20650 is a 4 bedroom, 4 bathroom, 3,410 sqft single-family home built in 1993. It last sold for $595,000 on Apr 14, 2026 (4% above the $570,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $606,000, with a rent estimate of $3,156/month.
Last check for updates: about 5 hours ago
Listed by Patrick Deighan, (410) 739-5277
CENTURY 21 New Millennium
Listing Team: The Stachelczyk Shemeta Deighan Team
Bought with: Kimberly St. Laurent, (937) 613-1005, RE/MAX One
Source: Bright MLS, MLS#MDSM2029700

Home Details for 21749 Pinehurst Ct

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Laundry, Living Room, Recreation Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3410 Square Feet
Appliances & Utilities
Appliances: Electric Water HeaterLaundry: Laundry Room
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: BrickHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: None
View
Has a ViewView: Trees/Woods

Exterior Features

Exterior Home Features
Patio / Porch: Porch, PatioFencing: InvisibleOther Structures: Above Grade, Below GradeExterior: Extensive HardscapeFoundation: Slab, BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Front,Garage Door Opener,Attached,Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2410 Square FeetFinished Area (below surface): 1000 Square Feet

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Concrete, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 1903044963

Price & Status

Price
List Price: $570,000Price Per Sqft: $174/sqft
Status Change & Dates
Off Market Date: Tue Apr 14 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: LEONARDTOWNCommunity: Breton Bay Landing
School Information
Elementary School District: St. Mary's County Public SchoolsJr High / Middle School District: St. Mary's County Public SchoolsHigh School District: St. Mary's County Public Schools

Building

Building Area
Building Area: 3537 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Common Area MaintenanceHOA Name: BRETON BAY LANDINGSHas an HOAHOA Fee: $300/Annually

Lot Information

Lot Area: 0.51 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDSM2029700Above Grade Unfinished Area: 2410

Additional Information

HOA Amenities: Beach Access,Pier/Dock,Tot Lots/Playground,Water/Lake Privileges,Pool Mem AvailSource Internet Entire Listing Display: Y

Price and Tax history

DateEventPrice
Apr 14, 2026
Source: Bright MLS #MDSM2029700
Sold
$595,000
Apr 7, 2026
Source: Bright MLS #MDSM2029700
Pending
$570,000
Mar 13, 2026
Source: Bright MLS #MDSM2029700
Contingent
$570,000
Mar 11, 2026
Source: Bright MLS #MDSM2029700
Listed For Sale
$570,000
Nov 18, 1996
Source: N/A
Sold
$234,000

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
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  • 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
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Frequently asked questions about 21749 Pinehurst Ct

  • What is 21749 Pinehurst Ct estimated to be worth?
    Trulia's estimated value for 21749 Pinehurst Ct in Leonardtown, MD is $606,000.
  • What is the price history for 21749 Pinehurst Ct?
    21749 Pinehurst Ct in Leonardtown, MD last sold for $595,000 in April 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 21749 Pinehurst Ct have air conditioning?
    Yes, 21749 Pinehurst Ct in Leonardtown, MD has air conditioning.
  • Does 21749 Pinehurst Ct have a pool?
    Yes, 21749 Pinehurst Ct in Leonardtown, MD has a pool.

Explore by feature - Pet Friendly

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