Andy Schweigman
Douglas Realty, LLC
(667) 213-6020
230 Total Sales
1 in Leonardtown
$1,100,000 Price
42297 Riverwinds Dr Leonardtown, MD 20650
Leonardtown AreaEstimated Value: $1,438,000 - $1,545,000
4
Beds
7
Baths
3,709
Sq Ft
$401/Sq Ft
Est. Value
Highlights
- 143 Feet of Waterfront
- 2 Dock Slips
- In Ground Pool
- Leonardtown Middle School Rated A-
- Access to Tidal Water
- Fishing Allowed
About This Home
As of March 2025Custom waterfront home on the Potomac River with breathtaking panoramic views. Designed for both family living and entertaining, this spacious residence boasts a thoughtfully remodeled gourmet kitchen by St. Maries Builders, a family room, sunroom, living room, and a large den with a full bath on the main level. Expansive windows maximize natural light and showcase stunning sunsets. The upper level features four bedrooms, three full baths, and a versatile sitting room or office, with multiple rooms offering access to private balconies. Outdoor highlights include a newly renovated Gunite pool with custom tile, a gazebo, a screened porch, a travertine deck, an outdoor kitchen with a new grill, and a firepit. The private pier has water & electric and features a boat lift. The shoreline is protected with riprap. The professionally landscaped grounds also include a paver driveway, high-speed internet, and a generator for peace of mind.
Last Agent to Sell the Property
(301) 208-2288 carol.choporis@c21redwood.com Century 21 Redwood Realty License #97024 Listed on: 02/27/2025
Last Buyer's Agent
(410) 730-2200 donnysamson@samsonproperties.net Samson Properties License #605856
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,623
Year Built
- Built in 1983
Lot Details
- 35,421 Sq Ft Lot
- 143 Feet of Waterfront
- Home fronts navigable water
- Landscaped
- Extensive Hardscape
- No Through Street
- Premium Lot
- Level Lot
- Sprinkler System
- Property is zoned RPD
Parking
- 2 Car Attached Garage
- Side Facing Garage
- Garage Door Opener
- Brick Driveway
- Gravel Driveway
Property Views
- River
- Panoramic
Home Design
- Coastal Architecture
- Frame Construction
- Architectural Shingle Roof
Interior Spaces
- 3,709 Sq Ft Home
- Property has 2 Levels
- Vaulted Ceiling
- Recessed Lighting
- 3 Fireplaces
- Fireplace Mantel
- Gas Fireplace
- Double Pane Windows
- Palladian Windows
- Window Screens
- Family Room Off Kitchen
- Combination Kitchen and Dining Room
- Crawl Space
- Flood Lights
Kitchen
- Gourmet Kitchen
- Breakfast Area or Nook
- Gas Oven or Range
- Commercial Range
- Built-In Microwave
- Ice Maker
- Stainless Steel Appliances
- Upgraded Countertops
Flooring
- Wood
- Partially Carpeted
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Hydromassage or Jetted Bathtub
Laundry
- Laundry on main level
- Dryer
- Washer
Pool
- In Ground Pool
- Gunite Pool
- Poolside Lot
Outdoor Features
- Access to Tidal Water
- Canoe or Kayak Water Access
- River Nearby
- Sun Deck
- Personal Watercraft
- Rip-Rap
- Electric Hoist or Boat Lift
- 2 Dock Slips
- Physical Dock Slip Conveys
- Stream or River on Lot
- Powered Boats Permitted
- Multiple Balconies
- Rooftop Deck
- Enclosed Patio or Porch
- Exterior Lighting
- Gazebo
- Breezeway
- Outdoor Grill
- Playground
- Rain Gutters
Utilities
- Multiple cooling system units
- Heat Pump System
- Programmable Thermostat
- Well
- Electric Water Heater
- Septic Equal To The Number Of Bedrooms
Listing and Financial Details
- Assessor Parcel Number 1903029743
Community Details
Overview
- No Home Owners Association
Recreation
- Fishing Allowed
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 27, 2025
Closed on
Mar 13, 2025
Sold by
Wheatley Joseph M and Wheatley Jalayne D
Bought by
Seller's Agent
Carol Kalmus-Choporis
Century 21 Redwood Realty
Buyer's Agent
Wendy Slaughter
Samson Properties
List Price
$1,500,000
Sold Price
$1,450,000
Premium/Discount to List
-$50,000
-3.33%
Views
58
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$38,806
Avg. Annual Appreciation
1.84%
Original Mortgage
$806,500
Outstanding Balance
$795,909
Interest Rate
6.87%
Mortgage Type
New Conventional
Estimated Equity
$692,897
Purchase Details
Closed on
Jun 3, 2024
Sold by
Joseph M Wheatley Revocable Trust and Jalayne D Wheatley Revocable Trust
Bought by
Wheatley Joseph M and Wheatley Jalayne D
Purchase Details
Closed on
Sep 16, 2009
Sold by
Wheatley Joseph M
Bought by
Wheatley Joseph M and Wheatley Jalayne D
Purchase Details
Closed on
Nov 23, 1987
Sold by
Madey Stephen L
Bought by
Wheatley Joseph M
Purchase Details
Closed on
Mar 31, 1982
Sold by
Kimball Charles S
Bought by
Madey Stephen L
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Leonardtown, MD
-
Andy Schweigman
-
Kimberly Lantz
Kimberly Lantz
O'Brien Realty ERA Powered
(240) 434-0925
45 Total Sales
3 in Leonardtown
$313K - $600K Price Range
-
Amy Scott
Amy Scott
OE Realty
(240) 557-3235
59 Total Sales
6 in Leonardtown
$385K - $635K Price Range
-
Natalie Moore
Natalie Moore
Responds QuicklyNorthGroup Real Estate LLC
(443) 432-2423
69 Total Sales
1 in Leonardtown
$305,000 Price
-
Kenneth Powell
Kenneth Powell
Responds QuicklyRealty One Group Performance, LLC
(240) 317-2069
23 Total Sales
1 in Leonardtown
$565,000 Price
-
Linda Gerrie
Linda Gerrie
Fitzgerald Realty & Auctioneers
(240) 213-7555
33 Total Sales
1 in Leonardtown
$665,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $1,450,000 | Maryland First Title | ||
| Wheatley Joseph M | -- | None Listed On Document | |
| Wheatley Joseph M | -- | -- | |
| Wheatley Joseph M | $212,000 | -- | |
| Madey Stephen L | $39,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $806,500 | ||
| Previous Owner | Jalayne D Wheatley Revocable T | $250,000 | |
| Previous Owner | Wheatley Joseph M | $417,000 | |
| Previous Owner | Wheatley Jalayne D | $500,000 | |
| Previous Owner | Wheatley Joseph M | $300,000 | |
| Previous Owner | Wheatley Joseph M | $417,000 | |
| Previous Owner | Wheatley Joseph M | $300,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/26/2025 03/26/25 | Sold | $1,450,000 | -3.3% | $391 / Sq Ft |
| 03/03/2025 03/03/25 | Pending | -- | -- | -- |
| 02/27/2025 02/27/25 | For Sale | $1,500,000 | -- | $404 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $12,928 | $1,248,767 | $0 | $0 |
| 2025 | $12,928 | $1,193,100 | $349,200 | $843,900 |
| 2024 | $8,492 | $794,200 | $0 | $0 |
| 2023 | $7,884 | $759,600 | $0 | $0 |
| 2022 | $6,959 | $725,000 | $349,200 | $375,800 |
| 2021 | $7,505 | $722,733 | $0 | $0 |
| 2020 | $7,455 | $720,467 | $0 | $0 |
| 2019 | $7,066 | $718,200 | $349,200 | $369,000 |
| 2018 | $7,409 | $713,800 | $0 | $0 |
| 2017 | $7,332 | $709,400 | $0 | $0 |
| 2016 | -- | $705,000 | $0 | $0 |
| 2015 | $5,052 | $705,000 | $0 | $0 |
| 2014 | $5,052 | $705,000 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Carol Kalmus-Choporis
Seller's Agent in 2025
Carol Kalmus-Choporis
Century 21 Redwood Realty
(301) 904-6242
311 Total Sales
-
Edna Wentworth
EW
Seller Co-Listing Agent in 2025
Edna Wentworth
Century 21 Redwood Realty
(240) 925-7827
14 Total Sales
-
Wendy Slaughter
Buyer's Agent in 2025
Wendy Slaughter
Samson Properties
(410) 440-5914
553 Total Sales
-
Lauren Reagle
Buyer Co-Listing Agent in 2025
Lauren Reagle
Samson Properties
(443) 610-0120
56 Total Sales
Map
Source: Bright MLS
MLS Number: MDSM2022694
APN: 03-029743
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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