$450,000
$50K PRICE DROP
- 2 Beds
- 1 Bath
- 1,018 Sq Ft
20798 Waterside Dr, Leonardtown, MD 20650
Connie Fitzgerald
RE/MAX One
6,741
Leonardtown, MD Homes
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20798 Waterside Dr, Leonardtown, MD 20650
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$3,075 Per Month
- 3 Beds
- 2.5 Baths
- 2,140 Sq Ft
- House for Rent
23650 Coventry Dr, Leonardtown, MD 20650
23650 Coventry Dr, Leonardtown, MD 20650 -
$655,000
Sold Apr 24, 202641497 Affirmed Way, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,934 Sq Ft
- Built 2008
Last Sold Summary
- $166/SF
- 2 Days On Market
Current Estimated Value $653,952
Last Listing Agent Heather Foster RE/MAX One
41497 Affirmed Way, Leonardtown, MD 20650 -
Est $461,637
Not Listed For Sale22605 Calvert St, Leonardtown, MD 20650
- 4 Beds
- 3 Baths
- 2,340 Sq Ft
- Built 2018
Last Sold Summary
- 62 Days On Market
Last Listing Agent kyle Antel Berkshire Hathaway HomeServices PenFed Realty
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$650,000
$30K PRICE DROP Under Contract- 2 Beds
- 2.5 Baths
- 2,040 Sq Ft
40461 Old Breton Beach Rd, Leonardtown, MD 20650
40461 Old Breton Beach Rd, Leonardtown, MD 20650
Billy Rabbitt
The Southside Group Real Estate
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Starting at $2,275 Per Month
- 2 Beds
44980 Hamptons Blvd, Leonardtown, MD 20650
44980 Hamptons Blvd, Leonardtown, MD 20650The Newest Apartment Community Serving Pax River. Luxury apartment homes in Leonardtown, MD. A Gated Community within walking distance to the town square, which features many restaurants, shops, entertainment venues and the Wharf Waterfront. Short drive to NAVAIR - Pax River Naval Air Station. 2 and 3 bedroom apartments...all with 2 bathrooms, gourmet kitchens, FREE CLIMATE CONTROLLED STORAGE
The Hamptons at Leonardtown
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$633,000
Sold Sep 19, 202522272 Orchard Ct, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
- 3,745 Sq Ft
- Built 2004
Last Sold Summary
- $169/SF
- 1 Day On Market
Current Estimated Value $646,198
Last Listing Agent Christina Reed RE/MAX One
22272 Orchard Ct, Leonardtown, MD 20650 -
Est $544,401
Not Listed For Sale22301 Bayside Rd, Leonardtown, MD 20650
- 4 Beds
- 2.5 Baths
- 2,368 Sq Ft
- Built 2012
Last Sold Summary
- 63 Days On Market
Last Listing Agent Chad Istvan EXP Realty, LLC
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$769,000
Under Contract- 6 Beds
- 4 Baths
- 5,569 Sq Ft
41400 Real Quiet Dr, Leonardtown, MD 20650
41400 Real Quiet Dr, Leonardtown, MD 20650James Dick Long & Foster Real Estate, Inc.
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$1,950 Per Month
- 2 Beds
- 1 Bath
- 1,500 Sq Ft
- Condo for Rent
39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650
39725 Lady Baltimore Ave Unit 1, Leonardtown, MD 20650Property Id: 2786281 Duplex style home available Aug 20 Large open 2 bedroom, one bath. Hardwood floors throughout . 1500 square feet. 2 good sized bedrooms. One large living room . Kitchenette. New granite tops. Stacked washer and dryer in unit Private parking. Nice large yard Beach access provided Grass cutting included in price
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$1,100,000
Sold May 15, 202620045 Tower Hill Rd, Leonardtown, MD 20650
- 5 Beds
- 7 Baths
- 7,376 Sq Ft
- Built 1973
Last Sold Summary
- 24% Below List Price
- $149/SF
- 12 Days On Market
Current Estimated Value $1,141,458
Last Listing Agent Barbara Stellway KW Metro Center
20045 Tower Hill Rd, Leonardtown, MD 20650 -
Est $652,792
Not Listed For Sale23567 Pine Bluff Way, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
- 3,736 Sq Ft
- Built 2013
Last Sold Summary
- 14 Days On Market
Last Listing Agent Kimberly Scott RE/MAX Realty Group
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$449,900
New Construction- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650
Lot 140 - 23659 Dragonfly Ln, Leonardtown, MD 20650Laura Hefley RE/MAX One
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$1,650 Per Month
- 1 Bed
- 1 Bath
- 900 Sq Ft
- Condo for Rent
39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650
39725 Lady Baltimore Ave Unit 2, Leonardtown, MD 20650Property Id: 2750149 One level living ONE large bedroom one good size completely redone bathroom. Large “ retro “ style full size eat -in kitchen. New luxury vinyl flooring throughout. Freshly painted Large living room. Has washer and dryer ( laundry room ). Separate entrance No shared areas - private entrance Large yard Beach
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$731,084
Sold Dec 04, 202540744 Fawns Rest Way, Leonardtown, MD 20650
- 4 Beds
- 3 Baths
- 3,313 Sq Ft
- Built 2025
Last Sold Summary
- $221/SF
- 0 Days On Market
Last Listing Agent Laura Hefley RE/MAX One
40744 Fawns Rest Way, Leonardtown, MD 20650 -
Est $777,673
Not Listed For Sale40630 Breton Oaks Ln, Leonardtown, MD 20650
- 5 Beds
- 4 Baths
- 3,736 Sq Ft
- Built 2021
Last Sold Summary
- 80 Days On Market
Last Listing Agent Helen Mattingly Wernecke Berkshire Hathaway HomeServices PenFed Realty
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$449,900
New Construction Pending- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
Lot 144 - 23635 Dragonfly Ln, Leonardtown, MD 20650
Lot 144 - 23635 Dragonfly Ln, Leonardtown, MD 20650Laura Hefley RE/MAX One
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$4,000
Total Monthly Price
- 4 Beds
- 4 Baths
- 4,488 Sq Ft
- House for Rent
19968 Tower Hill Rd, Leonardtown, MD 20650
19968 Tower Hill Rd, Leonardtown, MD 20650Feel like you're vacationing every day in this gorgeous house in the serene woods with magnificent lake views from every room. As you step inside this 4500 sq foot house, you'll immediately fall in love with the soaring ceilings and the incredible views. The large windows allow natural light to flood in, and provide daily views of bald eagles, great blue herons, beavers, river otters, foxes,
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$961,000
Sold May 28, 202640003 Tippit Rd, Leonardtown, MD 20650
- 3 Beds
- 3 Baths
- 2,490 Sq Ft
- Built 1900
Last Sold Summary
- 3% Below List Price
- $386/SF
- 23 Days On Market
Current Estimated Value $930,561
Last Listing Agent Charlotte Long EXP Realty, LLC
40003 Tippit Rd, Leonardtown, MD 20650 -
Est $440,544
Not Listed For Sale23380 Marview Ct, Leonardtown, MD 20650
- 3 Beds
- 3.5 Baths
- 2,306 Sq Ft
- Built 2018
Last Sold Summary
- 31 Days On Market
Last Listing Agent Diana Washabaugh CENTURY 21 New Millennium
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$2,500,000
Pending- 4 Beds
- 7 Baths
- 7,679 Sq Ft
40111 Army Way, Leonardtown, MD 20650
40111 Army Way, Leonardtown, MD 20650MaryAnne Crewse O'Brien Realty ERA Powered
-
$1,800 Per Month
- 3 Beds
- 1 Bath
- 2,952 Sq Ft
- House for Rent
25365 Point Lookout Rd, Leonardtown, MD 20650
25365 Point Lookout Rd, Leonardtown, MD 20650Charming Home !!!Welcome to in-town Leonardtown living—where everything you love is just a short walk away. ***Located just minutes from Leonardtown Wharf, award-winning restaurants, charming boutique shops, local wineries, and scenic parks, you’ll experience the best of what St. Mary’s County has to offer. Commuting is easy with quick access to major routes and PAX River Naval Air Station. This
Robin Lower Residential Plus Real Estate Services
-
$518,500
Sold Dec 05, 202522539 Landing Way, Leonardtown, MD 20650
- 3 Beds
- 3.5 Baths
- 2,764 Sq Ft
- Built 2005
Last Sold Summary
- $188/SF
- 12 Days On Market
Current Estimated Value $517,622
Last Listing Agent Trish Brow O'Brien Realty ERA Powered
22539 Landing Way, Leonardtown, MD 20650 -
Est $639,210
Not Listed For Sale41442 Dauber Way, Leonardtown, MD 20650
- 4 Beds
- 3.5 Baths
- 3,558 Sq Ft
- Built 2013
Last Sold Summary
- 3 Days On Market
Last Listing Agent Lesa Clark Redfin Corp
-
$449,900
New Construction Pending- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650
Lot 131 - 23703 Weeping Willow Way, Leonardtown, MD 20650Laura Hefley RE/MAX One
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$2,000 Per Month
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- House for Rent
39685 Lady Baltimore Ave, Leonardtown, MD 20650
39685 Lady Baltimore Ave, Leonardtown, MD 20650Welcome to your ideal rental in Leonardtown! This charming property offers a comfortable living experience in a vibrant community, perfect for anyone seeking a cozy space in a flourishing area.Key property features include spacious bedrooms, well-appointed bathrooms, and an inviting layout that maximizes floor space. You’ll find yourself just minutes away from a variety of excellent
-
$639,000
Sold Oct 30, 202541474 Charismatic Way, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,647 Sq Ft
- Built 2015
Last Sold Summary
- $175/SF
- 57 Days On Market
Current Estimated Value $650,300
Last Listing Agent Laura Hefley RE/MAX One
41474 Charismatic Way, Leonardtown, MD 20650 -
Est $704,404
Not Listed For Sale23687 Coventry Dr, Leonardtown, MD 20650
- 6 Beds
- 4.5 Baths
- 4,650 Sq Ft
- Built 2012
Last Sold Summary
- 32 Days On Market
Last Listing Agent Lesa Clark Redfin Corp
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$449,900
New Construction Pending- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650
Lot 158 - 23646 Dragonfly Ln, Leonardtown, MD 20650Laura Hefley RE/MAX One
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$2,350 Per Month
- 3 Beds
- 2.5 Baths
- 1,684 Sq Ft
- House for Rent
21113 Arbor Ct, Leonardtown, MD 20650
21113 Arbor Ct, Leonardtown, MD 20650Welcome home to this beautiful 3-bedroom, 2.5-bath residence, ideally nestled just off Route 5 in a quiet, convenient location. Enjoy easy access to local schools, shopping, dining, and historic downtown Leonardtown while still benefiting from the privacy and comfort of a peaceful neighborhood. This spacious home features generous living areas, an attached two-car garage, and a private backyard
Roland Mellies O'Brien Realty ERA Powered
-
$720,000
Sold Jun 26, 202641395 Omaha Ct, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 4,367 Sq Ft
- Built 2012
Last Sold Summary
- 1% Above List Price
- $165/SF
- 1 Day On Market
Current Estimated Value $711,947
Last Listing Agent Andrew Shemeta CENTURY 21 New Millennium
41395 Omaha Ct, Leonardtown, MD 20650 -
Est $752,151
Not Listed For Sale41408 W Citation St, Leonardtown, MD 20650
- 5 Beds
- 4.5 Baths
- 4,960 Sq Ft
- Built 2013
Last Sold Summary
- 3 Days On Market
Last Listing Agent Heather Foster RE/MAX One
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$93,500
- Land
- 4.11 Acres
- $22,749 per Acre
00 Saint Andrews Church Rd, Leonardtown, MD 20650
00 Saint Andrews Church Rd, Leonardtown, MD 20650 -
$2,100 Per Month
- 3 Beds
- 1 Bath
- 1,152 Sq Ft
- House for Rent
43383 St Andrews Church Rd, Leonardtown, MD 20650
43383 St Andrews Church Rd, Leonardtown, MD 20650Welcome to your new home in charming Leonardtown, MD. This property offers a comfortable living space, perfect for those seeking a serene lifestyle while being conveniently close to modern amenities. Key property features include spacious bedrooms and bathrooms, ideal for relaxation and privacy. The generous floor area ensures ample room for personal touches and enjoyable living. Situated
-
$575,000
Sold Mar 05, 202621060 Woodmere Dr, Leonardtown, MD 20650
- 5 Beds
- 3.5 Baths
- 3,075 Sq Ft
- Built 2001
Last Sold Summary
- 2% Above List Price
- $187/SF
- 18 Days On Market
Current Estimated Value $574,309
Last Listing Agent Sharon Cox Century 21 Redwood Realty
21060 Woodmere Dr, Leonardtown, MD 20650 -
Est $271,668
Not Listed For Sale22765 Duke St, Leonardtown, MD 20650
- 2 Beds
- 1 Bath
- 862 Sq Ft
- Built 1949
Last Sold Summary
- 6 Days On Market
Last Listing Agent Ronald Watson Flag Real Estate Inc.
-
$609,900
New Construction- 4 Beds
- 2.5 Baths
- 2,701 Sq Ft
The Mattingly Plan at Meadows at Town Run - Meadows at Town Run II Single Family Homes, Leonardtown, MD 20650
23731 Dragonfly Ln Unit 41509706, Leonardtown, MD 20650Quality Built Homes Builder -
$1,400 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- House for Rent
23220 Spalding Ln, Leonardtown, MD 20650
23220 Spalding Ln, Leonardtown, MD 20650Basement apartment with one bedrooms, and a den/study, kitchen, dining and living room combo. One full bath, washer/dryer provided. House above is occupied. Max of two tenants with good credit. Yard available for enjoyment. No pets!!! Water.sewer and trash taken care of by owner. JUst pay your electric and cable/wifi.
Jan Barnes CENTURY 21 New Millennium
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$459,900
Sold Jun 17, 202640810 Meadow Dr, Leonardtown, MD 20650
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
- Built 1963
Last Sold Summary
- $336/SF
- 14 Days On Market
Current Estimated Value $453,935
Last Listing Agent Cheryl Bare CENTURY 21 New Millennium
40810 Meadow Dr, Leonardtown, MD 20650 -
Est $372,598
Not Listed For Sale28845 Point Lookout Rd, Leonardtown, MD 20650
- 4 Beds
- 2 Baths
- 2,520 Sq Ft
- Built 1969
Last Sold Summary
- 12 Days On Market
Last Listing Agent Beverly Moody RE/MAX Realty Group
Showing Results 1 - 40, Page 1 of 18
Home Prices in Leonardtown, MD
The median home sale price in Leonardtown, MD is $540,000, down 1% year-over-year. Homes in Leonardtown sell in 43 days on average, compared to the national average of 56 days.
Home Price Trends
|
Median Sale Price
$540,000
|
Median Single Family Sale Price
$595,000
|
|
Median Townhouse Sale Price
$454,900
|
Median 2 Bedroom Sale Price
$315,000
|
|
Average Price Per Sq Ft
$192
|
Number of Homes for Sale
41
|
|
Last 12 months Home Sales
195
|
Months of Supply
2.50
|
|
Median List Price
$550,000
|
Median Change From 1st List Price
0%
|
|
Median Home Sale Price YoY Change
-1%
|
|
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