$936,100
- 3 Beds
- 2.5 Baths
- 2,167 sqft (on 1.02 acres)
42239 Riverwinds Dr, Leonardtown, MD 20650
Est. Refi. Payment $5,681/mo*
Refinance Your HomeCurrently Off Market - Sold Jul 18, 2025 for $906,500
Home Value
Trulia Estimate
$936KSince last month
Increased$3K (+0.4%)Since last year
Increased$24K (+2.6%)Since last sale
Increased$30K (+3.3%)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 +75% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $937K |
| August 2026 | $941K |
| July 2026 | $933K |
| June 2026 | $941K |
| May 2026 | $937K |
| April 2026 | $931K |
| March 2026 | $933K |
| February 2026 | $926K |
| January 2026 | $940K |
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 |
|---|---|---|---|---|---|---|---|
1.15 | Single-Family Home | $750,000 | 05/28/26 | 5 | 3.5 | 2,936 | |
1.78 | Single-Family Home | $555,000 | 09/26/25 | 4 | 2.5 | 2,382 | |
1.82 | Single-Family Home | $500,000 | 10/23/25 | 4 | 2.5 | 2,205 | |
1.89 | Single-Family Home | $520,000 | 11/24/25 | 4 | 2.5 | 2,649 | |
1.77 | Single-Family Home | $580,000 | 01/08/26 | 5 | 2.5 | 4,112 | |
1.81 | Single-Family Home | $575,000 | 03/05/26 | 5 | 3.5 | 3,075 | |
1.96 | Single-Family Home | $520,000 | 02/17/26 | 4 | 3.5 | 2,472 | |
1.86 | Single-Family Home | $578,000 | 04/14/26 | 5 | 3.5 | 3,526 |
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 |
|---|---|---|---|---|---|---|
0.12 | $1,518,500 | 4 | 6 | 3,709 | Off Market | |
0.18 | $320,000 | 3 | 2 | 1,588 | Off Market | |
0.22 | $307,300 | 3 | 1 | 1,036 | Off Market | |
0.34 | $847,000 | 3 | 3 | 2,079 | Off Market | |
0.52 | $909,100 | 4 | 2 | 2,222 | Off Market | |
0.64 | $312,300 | 3 | 1 | 1,160 | Off Market | |
1.15 | $750,000 | 5 | 3.5 | 2,936 | Recently Sold | |
1.38 | $598,800 | 5 | 3.5 | 2,519 | Off Market | |
1.45 | $670,600 | 4 | 4.5 | 4,816 | Off Market | |
1.46 | $618,800 | 4 | 2.5 | 2,602 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1980
1.02 acre lot
2,167 sqft
$432/sqft
2 Car Garage
About this House
Welcome to your waterfront retreat on the Potomac River! This well-maintained 3-bedroom, 2.5-bath rambler is perfectly situated on a level 1-acre lot with stunning panoramic water views from every rear-facing room, including all bedrooms. The spacious kitchen opens to a cozy family room with a wood-burning fireplace, ideal for relaxing or entertaining. Step out to the screened-in porch or deck—complete with a hot tub that conveys—and soak in the peaceful riverside setting. Energy efficiency meets comfort with a geothermal heating and cooling system and paid-off solar panels, keeping utility costs low year-round. The impressive 8-foot wide pier is in excellent condition and features a boat lift and jet ski lift, ready for crabbing, fishing, kayaking, or boating adventures. A recently replaced $100,000 sea wall adds lasting value and protection to the shoreline. A large workshop with electric near the pier offers great space for projects or extra storage. With a 2-car garage and unbeatable views, this riverfront gem has it all!
42239 Riverwinds Dr, Leonardtown, MD 20650 is a 3 bedroom, 3 bathroom, 2,167 sqft single-family home built in 1980. It last sold for $906,500 on Jul 18, 2025 (10% above the $825,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $936,100, with a rent estimate of $2,799/month.
Last check for updates: about 1 hour ago
Listed by Connie Fitzgerald, (301) 672-1634
RE/MAX Closers
Co-Listing Agent: Michael Fitzgerald, Ii, (301) 672-0765
RE/MAX Closers
Bought with: Steve Carroll, (301) 904-6126, Berkshire Hathaway HomeServices PenFed Realty
Source: Bright MLS, MLS#MDSM2025632

Home Details for 42239 Riverwinds Dr
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Interior Details Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Dining Room, Family Room, Half Bath, Kitchen, Laundry, Living Room, Office, Screened Porch |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3 |
Dimensions and Layout Living Area: 2167 Square Feet |
Appliances & Utilities Utilities: Cable Connected, CableAppliances: Microwave, Refrigerator, Cooktop, Dishwasher, Dryer, Washer, Electric Water HeaterDishwasherDryerLaundry: Main Level,Laundry RoomMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Other,GeothermalHas CoolingAir Conditioning: Ceiling Fan(s),GeothermalHas HeatingHeating Fuel: Geothermal |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Equipment, Mantel(s)Spa: Hot TubHas a FireplaceNo Spa |
Windows, Doors, Floors & Walls Door: Storm Door(s), Six PanelFlooring: Carpet, Vinyl |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: NoneFloors: Carpet, Vinyl |
View No View |
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Exterior Home Features Roof: Architectural ShinglePatio / Porch: Deck, Screened, Porch, Screened PorchOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Door Opener,Garage Faces Side,Driveway,Attached |
Pool Pool: None |
Frontage WaterfrontWaterfront: RiverOn Waterfront |
Water & Sewer Sewer: Private Septic TankWater Body: Potomac River |
Farm & Range Frontage Length: Water Frontage Ft: 100 |
Finished Area Finished Area (above surface): 2167 Square Feet |
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Year Built Year Built: 1980 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler |
Building Construction Materials: FrameNot a New Construction |
Property Information Condition: Very GoodIncluded in Sale: Jet Ski Lift, Boat Lift, Hot TubParcel Number: 1903029794 |
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Price List Price: $825,000 |
Status Change & Dates Off Market Date: Sat Jul 19 2025Possession Timing: 0-30 Days CD, Close Of Escrow |
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MLS Status: CLOSED |
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Direction & Address City: LEONARDTOWNCommunity: Riverside |
School Information Elementary 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 |
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Building Area Building Area: 2167 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 1.02 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA |
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Business Information Ownership: Fee Simple |
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Mls Number: MDSM2025632Above Grade Unfinished Area: 2167 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 18, 2025 Source: Bright MLS #MDSM2025632 | Sold | $906,500 |
Jun 22, 2025 Source: Bright MLS #MDSM2025632 | Pending | $825,000 |
Jun 19, 2025 Source: Bright MLS #MDSM2025632 | Listed For Sale | $825,000 |
Jan 9, 1997 Source: N/A | Sold | $355,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $6,820 | $621,300 |
Home facts updated by county records
Market trends in Leonardtown
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

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Frequently asked questions about 42239 Riverwinds Dr
- What is 42239 Riverwinds Dr estimated to be worth?Trulia's estimated value for 42239 Riverwinds Dr in Leonardtown, MD is $936,100.
- What is the price history for 42239 Riverwinds Dr?42239 Riverwinds Dr in Leonardtown, MD last sold for $906,500 in July 2025.
- 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 42239 Riverwinds Dr have air conditioning?Yes, 42239 Riverwinds Dr in Leonardtown, MD has air conditioning.
- Does 42239 Riverwinds Dr have laundry facilities?Yes, 42239 Riverwinds Dr in Leonardtown, MD has in-unit laundry.

