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Leonardtown, Maryland: Country Homes, Houses, and Rural Real Estate

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$949,950 63 acres 5 Beds | 3.5 Baths
41911 Breton Beach Rd., Leonardtown, MD 20650 - Saint Mary's County

A Moment in Time

Sellers are offering for sale their 63+ acre horse farm in Leonardtown Maryland. Located with in walking distance to the Potomac River, close to Saint Marys college, the hospital and historic old town with unique shops and restaurants. Commuting distance to Washington DC, Richmond and PAX river station. The sale includes a 3 bedroom single family home with 1st floor master suite and an open floor plan (2008), a center aisle barn with a 2 bedroom apartment (1992), a large lighted riding ring, many fenced paddocks with run-in sheds and multiple out buildings. Use it for just yourself or run a business. Full solar on barn generates enough energy for the building! Come see it for yourself.
Laura Lee Jones Long & Foster Real Estate, Inc.
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$1,500,000 33.66 acres
23285 POINT LOOKOUT ROAD, Leonardtown, MD 20650 - Saint Mary's County

33.66 acres Leonardtown, MD

This income producing property contains 33.66+/- acres & offers 66 hookups (30 leased) w/water & electric, pavilion, bath house, laundry rm w/6 washers & dryers, dump station, playground & nature trail + six rentals (3 rented) & a 4500SF bldg which houses an ofc, shop & store w/2 overhead doors. Shown by Appointment only, Zoning is RCL & RPD. Close to many tourist sites & the Motorcross & Raceway.
$1,450,000 5.83 acres
22630 GREGORY DRIVE, Leonardtown, MD 20650 - Saint Mary's County

5.83 acres Leonardtown, MD

Sale of two adjoining parcels of rare Industrial Zoned property, 22630 and 22640 Gregory Ln. in Leonardtown. Currently used for Tae Kwon Do and Fitness center. Two warehouse style buildings, one has high ceilings, bathroom, and offices and the other improved for a dojo. 12,000 SF cement pad adjoins, could be built on for more industrial uses. Great upside potential! Plenty of parking.
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$1,200,000 3.22 acres 4 Beds | 4 Baths | 4733 sqft
41640 FOXES POINT LANE, Leonardtown, MD 20650 - Saint Mary's County

3.22 acres Leonardtown, MD

Stunning waterfront home w/sweeping Breton Bay vista! Exceptional open floor plan, high-quality finishes incl marble/tile/granite in all BAs, beautiful wide-plank hardwood floors, custom built-ins & lighting, 3 fireplaces, spacious rooms. Owner's Suite has sitting rm w/FP, huge custom closet. Bedrooms all ensuite. Cook's KIT has Wolf range/Subzero double fridge/warming drawer. Check RPM Video!
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$995,000 12.44 acres 6 Beds | 4 Baths | 9178 sqft
21500 ABELL'S WHARF ROAD, Leonardtown, MD 20650 - Saint Mary's County

12.44 acres Leonardtown, MD

Sale of a large waterfront manor home w/ a deep water pier, multiple units; main home divided into 3 units, 2 BR/2 BA guest home, 960 SF 2 car garage w/loft, open shed/horse barn plus large equipment storage structure. Perfect for a private residence, B & B, family compound, event location, retreat center/sport lodge? 12 useable acres at the top of Breton Bay zoned CM.What an opportunity!
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$995,000 12.44 acres
21500 ABELL'S WHARF ROAD WEST, Leonardtown, MD 20650 - Saint Mary's County

12.44 acres Leonardtown, MD

Sale of a large waterfront manor home w/ a deep water pier, multiple units; main home divided into 3 units, 2 BR/2 BA guest home, 960 SF 2 car garage w/loft, open shed/horse barn plus large equipment storage structure. Perfect for a private residence, family compound, B & B, event location, retreat center/sport lodge? 12 useable acres at the top of Breton Bay zoned CM. What an opportunity!
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$949,950 62.87 acres 4 Beds | 4 Baths
41191 BRETON BEACH ROAD, Leonardtown, MD 20650 - Saint Mary's County

62.87 acres Leonardtown, MD

Amazing opportunity to own 63+ acres on the Breton Bay Peninsula. Recently built cottage style home w/ 1st floor suite, open living areas, office, stacked stone fireplace and over sized garage compliment the large center aisle barn w/ 2 bedroom apartment. A great place for family, friends or a business. The property offers several outbuildings, miles of board fencing, lighted riding ring & trails.
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$949,950 62.87 acres 4 Beds | 4 Baths
41191 BRETON BEACH RD, Leonardtown, MD 20650 - Saint Mary's County

62.87 acres Leonardtown, MD

Amazing opportunity to own 63+ acres on the Breton Bay Peninsula. Recently built cottage style home w/ 1st floor suite, open living areas, office, stacked stone fireplace and over sized garage compliment the large center aisle barn w/ 2 bedroom apartment. A great place for family, friends or a business. The property offers several outbuildings, miles of board fencing, lighted riding ring & trails.
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$829,000 3.88 acres 5 Beds | 3 Baths
40115 COMBS CREEK WAY, Leonardtown, MD 20650 - Saint Mary's County

3.88 acres Leonardtown, MD

Solid Tidewater-style home w/ 180 degree view over Breton Bay & Potomac. Rare offering of almost 4 acres; approx 200 feet of rip-rapped shoreline spills onto your own private stretch of sandy swimming beach. Pier and 42 X 22 boat house are located on interior of lot on Combs Creek. Home has wonderful floor plan w/ main level master suite, huge living room & family room; boat house & in-ground pool
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$740,000 2.03 acres 3 Beds | 3 Baths
40095 COMBS CREEK WAY, Leonardtown, MD 20650 - Saint Mary's County

2.03 acres Leonardtown, MD

Custom-built all brick colonial, hardwood floors throughout, family room w/ brick f-place & eat-in kitchen open on to deck & patio w/ gorgeous views of Breton Bay. Lovely private yard with mature landscaping. Deep-water pier on Combs Creek. Master bedroom is huge and could easily be divided to create a 4th bedroom. Adjacent property for sale; see listing agent for details.
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$649,900 2.97 acres 6 Beds | 5 Baths | 6775 sqft
41161 KNIGHT ROAD, Leonardtown, MD 20650 - Saint Mary's County

2.97 acres Leonardtown, MD

Gorgeous custom home in Breton Bay! Wooded 3 ac lot, plenty of space for in-law suite. Wood floors throughout main level + huge Owner's Suite. Beautiful stone FP in FR, soaring ceilings, custom fitted study, cook's KIT w/cherry cabinetry, granite/SS appliances. Multiple decks + lge screened porch. Most of home was painted/re-carpeted. Join BBCA $50/yr for water/beach/pier access. Check RPM Video!
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$649,000 5.01 acres 5 Beds | 4 Baths | 4877 sqft
22850 BAYSIDE ROAD, Leonardtown, MD 20650 - Saint Mary's County

5.01 acres Leonardtown, MD

Luxury Living in an Idyllic Country Setting! WOW Factors Abound - 5 Pastoral Acres, Breathtaking Architectural Features, Gourmet Kitchen, Octagonal Theater Room w/ Surround Sound, Master Suite has Oversized Spa-Like Bathroom, Possible 2nd Master Upstairs, & Covered Patio are just the beginning! This Is What Happens When The Best Materials & Grand Design Combine! Seeing is Believing - Call Today!
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$625,000 2.23 acres 3 Beds | 2 Baths | 1648 sqft
43681 POTOMAC SHORES ROAD, Leonardtown, MD 20650 - Saint Mary's County

2.23 acres Leonardtown, MD

2 acre lot with Gorgeous views, privacy, beach, pier. This one has it all!!!! New well, new septic, new drain fields, new water lines, New pilings for boat lift. New 220 ' stone revetment. New fence and gate. access road to the beach. Beautifully landscaped yard. Front porch & screened porch overlooking the River with sunset views! Open floor plan. (ravine lot is part of 2 acr)
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$570,900 19.96 acres 4 Beds | 3 Baths | 2450 sqft
40115 BRAMBLE BERRY LANE, Leonardtown, MD 20650 - Saint Mary's County

19.96 acres Leonardtown, MD

Open today. 11-3. Model is on greenstone in the back .TO BE BUILT on 19+ acre lot. This home features 4 bedrooms, 3 baths with Great room with fireplace, family room, breakfast and separate dining room. Attached 2 car garage and unfinished basement.open Saturday and Sunday model home in the back of the subdivision
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$570,900 2.79 acres 4 Beds | 4 Baths | 3400 sqft
23210 GREENSTONE DRIVE, Leonardtown, MD 20650 - Saint Mary's County

2.79 acres Leonardtown, MD

TO BE BUILT on 2+ acre lot in an upscale community. This 3400 sq ft home features a main level master bedroom with attached bath and walk-in closet, a 2-story Great Room with fireplace, also features a library, breakfast room, 2 car garage and an unfinished basement.
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$553,900 2.27 acres 4 Beds | 3 Baths | 3000 sqft
40090 GREENTREE DRIVE, Leonardtown, MD 20650 - Saint Mary's County

2.27 acres Leonardtown, MD

TO BE BUILT on 2+ acre lot in upscale community. This home features main level Master Suite, two-story foyer and family room. Additional features include covered front porch, attached 2 car garage and unfinished basement
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$532,900 3.59 acres 4 Beds | 3 Baths | 3000 sqft
23130 GOOSEBERRY DRIVE, Leonardtown, MD 20650 - Saint Mary's County

3.59 acres Leonardtown, MD

TO BE BUILT, 3000 sq ft home on 3.6 acres in an upscale community. This plan is our Oxford 2 model. small 22 lot subdivision close to town.model is open on Saturdays and Sunday's
$525,000 2.79 acres 4 Beds | 4 Baths | 3000 sqft
23210 GREENSTONE DRIVE, Leonardtown, MD 20650 - Saint Mary's County

2.79 acres Leonardtown, MD

TO BE BUILT Custom Builder , 3000 sq. ft. home on this nice 2.8 wooded lot with a 3 car garage. in up scale community. this plan is our OXFORD2 plan. . 22 lot subdivision off of rt. 234 in Leonardtown.
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$499,990 2.03 acres 4 Beds | 4 Baths | 4672 sqft
21225 Hunting Court, Leonardtown, MD 20650 - Saint Mary's County

2.03 acres Leonardtown, MD

HUGE ENERGY SAVINGS-60 owned solar panels that drastically reduce the electric bills on this beauty! Fenced park like backyard with fire pit, deck, 2 level patio, shed and amazing views make this home the perfect retreat. With 10' ceilings, hardwood and tile on the main level, stainless and granite in the kitchen, 4 car attached garage, media room and gym in finished walkout basement-PERFECT HOME!
$489,900 21.96 acres 4 Beds | 3 Baths | 3000 sqft
23044 HOPTON LANE ROAD, Leonardtown, MD 20650 - Saint Mary's County

21.96 acres Leonardtown, MD

Enjoy the privacy yet close proximity to Leonardtown. Newly built and ready for occupancy. Open floor plan, high ceilings, 2 stone fireplaces, several porches over looking the back yard. Detached 3 car garage. Screened porch. Bamboo wood floors thru out main level. Granite counters. Ceramic tile in bathrooms. Property was originally 53 acres. Additional 15 acre lot for sale SM9685556
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$449,900 3 acres 4 Beds | 3 Baths
44625 ANCHORS A WAY, Leonardtown, MD 20650 - Saint Mary's County

3 acres Leonardtown, MD

Country Charm Outside, Elegance and luxurious on the inside. Only a 7 year old home that has had a major kitchen face lift and whole house new flooring. New granite counter tops & cabinets. Home offers large bedrooms and a large 3 AC lot. Full, unfinished basement for even more room & 2 car garage. Beautiful front porch. Don't let this one slip by. One look and you will fall in love.
$449,900 2.26 acres 5 Beds | 3 Baths | 3258 sqft
21123 SOME DAY FARM LANE, Leonardtown, MD 20650 - Saint Mary's County

2.26 acres Leonardtown, MD

One of a kind! Great location, this beautiful large 5BRs + office Cape Cod home is situated on a private 2.26 ac. only 200ft to St.Mary's River State Park. Main level Master suite w/ access to a huge deck to enjoy a peaceful farm view. Gourmet KIT w/ island & double oven that opens to the cozy FR w/ a wood burn FP. New roof/08, new windows, no HOA. Full unfinished bsmt. LHS district. Home warranty
$439,000 2.53 acres 3 Beds | 3 Baths | 3304 sqft
41242 BRENDA COURT, Leonardtown, MD 20650 - Saint Mary's County

2.53 acres Leonardtown, MD

Welcome home to the Mulberrys. A very special custom built energy efficient rambler. Hardwood and vaulted ceilings are just a few of the special touches this home has to offer. Main lever master suit with access to one of the massive decks. Or sit back and enjoy the screened in porch. All 3 bedrooms have access to a deck. All of this and room to park your 40+ foot boat in more than 8 feet MLW.
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$399,900 5.76 acres 3 Beds | 2 Baths | 2592 sqft
42510 SAINT ANDREWS CHURCH ROAD, Leonardtown, MD 20650 - Saint Mary's County

5.76 acres Leonardtown, MD

Brick Rambler on over 5 acres! This home features a 16 X 22 Great Room, family room with gas fireplace and formal living room with wood burning fireplace. Kitchen has been updated with granite counter tops and SS appliances, breakfast room and separate dining room, Also includes an enclosed porch, attached 2 car garage with above storage, shed, a 14 X 36 carport and rear deck.
$375,000 3 acres 5 Beds | 3 Baths | 3014 sqft
44738 MEDLEYS NECK ROAD, Leonardtown, MD 20650 - Saint Mary's County

3 acres Leonardtown, MD

Sellers are still making repairs/adjustments to property! Home does not show as perfect as it will. Adding steps, etc, 8ft doors, 9ft ceilings, crown molding, window boxes, gourmet custom built kitchen w/ granite opens to family room and breakfast bump out,attic was built to have 8 ft ceilings and the initial plan was for a spiral staircase to go up to more finished living space.
$325,000 1.01 acres
41566 MEDLEYS NECK ROAD, Leonardtown, MD 20650 - Saint Mary's County

1.01 acres Leonardtown, MD

5,000 sq ft. former restaurant & store, many commercial uses, building appears to be in good shape, commercial kitchen, bar w/ draft & beer boxes & walk in box, all equipment conveys, owner is motivated, ample parking on 1.4 AC
$299,000 1.96 acres
3 SWAN'S COURT, Leonardtown, MD 20650 - Saint Mary's County

1.96 acres Leonardtown, MD

COME BUILD YOUR DREAM HOME on this Beautiful, private, wooded and RARE 1.96Acre WATERFRONT PENINSULA in Swans Rest, Leonardtown, with over 700 ft. of water frontage. RECORDED PERK.....
$299,000 1.96 acres
3 SWAN'S CT, Leonardtown, MD 20650 - Saint Mary's County

1.96 acres Leonardtown, MD

COME BUILD YOUR DREAM HOME on this Beautiful, private, wooded and RARE 1.96Acre WATERFRONT PENINSULA in Swans Rest, Leonardtown, with over 700 ft. of water frontage. RECORDED PERK.....
$289,000 3.65 acres 3 Beds | 2 Baths | 1989 sqft
40240 BRETON BEACH ROAD, Leonardtown, MD 20650 - Saint Mary's County

3.65 acres Leonardtown, MD

Charming Brick Rambler on 3.65 acres. This home features a eat-in kitchen with SS appliances, living room with fireplace, large family room and 3 bedroom with plenty of natural light. Enjoy relaxing on the covered front porch or the rear patio. Additional features include built in cabinets, a detached 2 car garage and a geothermal unit. Make sure this one is on your must see list!
$259,900 2.76 acres 2 Beds | 1 Bath
21688 POINT LOOKOUT ROAD, Leonardtown, MD 20650 - Saint Mary's County

2.76 acres Leonardtown, MD

Very unique property features, incredible custom garage with 4 post lift and bath, huge building used for storage approx 4500 sqft, and 2 bedroom 1 bath trailer attached to log building, 3 large amish sheds all nestled on 2.76 acres. Really nice property.