Maryland Waterfront Homes for Sale 20650

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Featured Maryland Waterfront Homes for Sale 20650

Approximately 5700 feet of shoreline on this unique property in St. Mary's County, the Mother County, along the still waters of Herring Creek.  This is the best of both worlds by being country quiet and commuter friendly.   An enchanting 1800 built home needing total rehab.  Imagine keeping the character of the house with all the land to include a very secluded pond, tillable fields, and woods providing for the hobby enthusiast and outdoorsmen alike with waterfoul and wildlife abound.  You can set up a family compound with stunning views or whatever you'd like as your possiblilites are endless.  Maybe a venue for weddings and events or Bed and Breakfast.  Property is approx 12 miles from St. Mary's County Regional Airport, a growing and expanding, airport,  approximately 8 miles to Patuxent River Naval Air Station, and approximately 7 miles from Historic St. Mary's City.
44505 Blake Creek
Leonardtown, Maryland
  • 3 Beds
  • 2 Baths
  • 2,532 SqFt
  • 175 Acres
Looking for elbow room?  Look no further.  OVER 200 acres of land!  Property borders Potomac River & Poplar Hill Creek.  LOTS of farm land and forest land.  Contact the Listing Agent to schedule your private viewing today.
42520 Riverwinds Drive
Leonardtown, Maryland
  • 4 Beds
  • 2 Baths
  • 2,744 SqFt
  • 215.730 Acres
43840 Tarrywyle
Leonardtown, Maryland
  • 6 Beds
  • 5 Baths
  • 6,300 SqFt
The ultimate in waterfront living has come to the market and it is what you have
been waiting for! This waterfront estate sits on 2.2 acres of the most beautiful
property on Combs Creek. Combs is a deepwater creek well known to both sail
and power boaters as a safe harbor in foul weather with easy access in and out
of Breton Bay and points beyond. The property has a 180-degree view of Combs
Creek and two large deepwater boat slips with water and electric. Owner has
had several large sailboats docked here over the years. The property is well
landscaped with a very large front yard for privacy and/or for the kids to have
ample room for outdoor activities. Vinyl siding for easy exterior maintenance,
black wrought iron handrails, 500-gallon buried propane tank. Two-zone HVAC
and backup generator with automatic weekly testing. Composite deck
overlooking Combs Creek with gas grill hooked up to house propane. Power
awning with remote control. The deck is a splendid place to sit and enjoy quiet
mornings and spectacular sunsets over the creek. Private drive from Rose Bank
Road down to an easily maneuverable parking area and two-car garage.
Between the garage and the house is a beautiful breezeway with brick
appointment and a lovely sitting area, perfect for outdoor entertaining and/or a
crab feast. Inside you will find beautifully maintained hardwood floors
throughout the home. A gourmet kitchen with Bosch dishwasher, LG French
door refrigerator, cherry cabinets, lazy Susan, appliance garage, extra sink,
under-cabinet lighting, window above sink overlooking Combs Creek. The family
room has amazing views of Combs Creek and a wonderful fireplace with
custom-made sculpted hardwood mantel, brick wall around fireplace with arch,
tinted film on the Anderson 15’6” sliding glass door. The dining room can seat
up to 12, with light-filtering shades, French doors and Palladian bronze finish
lighting fixtures. Powder room has easy care Congoleum flooring, LG side-by-
side washer and dryer, door to deck for easy access to hot tub. Formal living
room with lots of ambient lighting throughout the entire home. On the second
level, you’ll find a large owner’s suite that includes a custom luxurious bathroom
with heated floor, soaking tub overlooking Combs Creek for your relaxation,
custom shower and walk-in closet. There are also two separate large bedrooms
and a very lovely library/sitting room. On the third level there is another
owner suite overlooking Combs Creek with sitting room, gas fireplace, full bath
and two separate oversized closets. So much more for you to see. You can also
enjoy golf, tennis and pool at the nearby Breton Bay Golf & Country Club. It is a
complete lifestyle package waiting for you!
21681 Rose Bank Road
Leonardtown, Maryland
  • 4 Beds
  • 4 Baths
  • 2,660 SqFt
  • 2.200 Acres
Do you like to entertain? Cook, Back yard BBQ? This is the absolute perfect place located in Sec 2 of Avenmar/Brenton Bay area of Leonardtown.  You can be "in-town" in 5-7 minutes.  This home was custom built by W M Davis, it's truly custom from top to bottom.  Enjoy driving into a beautiful brick pillar entry &  circular drive leading the brick front  entry, then you'll walk into a gorgeous "grand" foyer w/ dual stairs (T Shaped), the foyer is flanked by a large Parlor/Living Room w/ high ceilings, an oversized fireplace w/ stone/marble surround, large windows for the abundance of natural lighting, along with a formal dining room, connected to a butlers staging around, then on to the main kitchen and step down family room that also has a beautiful oversized GAS fireplace.  The main kitchen is equipped w/a Thermador cook top, warming drawer, wall oven, microwave, custom refrigerator w/ cabinetry covering on the outside, then located off the main kitchen is a "Scullery" a full 2nd kitchen w/ a commercial Thermador range, grill, built in deep fryer, counters, shelving, refrigerator and large walk-in pantry.  This is the perfect set up when entertaining. Your caterer or Sous chef can keep the cooking & prep behind the scenes.  There is a large main level guest suite w/ full bath, mop/broom closet w/ water & tub, large laundry room, powder room, decking across the entire kitchen area to overlook the seasonal water views and gorgeous back yard & patio.  The upper level features an owner’s suite with custom tray ceilings, sitting room w/ coffee bar & mini frig, two-sided fireplace, large owners bath w/ jetted tub, walk in shower, his & hers sinks, prep area, custom walk-in closet, a private toilet & bidet area.  Leading out of the owner’s suite are beautiful real hardwood floors leading to the guest rooms each w/ walk in closets & full baths. The guest rooms at the end share a "dual bath", guest room in middle has its own private bath.  The hall & stairs are gorgeous w/ built in "niches" along with a control panel to drop the chandelier to ground level for easy cleaning or light bulb replacement.   The large windows across the back offer gorgeous water views & lawn views to the lower fields.  Lower-level features a bar area, ice maker, galley mini kitchen, full bath & storage, large great room, mechanical room to house the geo-thermal heat system, hot water heaters, etc., a large walk-in cedar closet, exercise room, media room (roughed in w/ wiring), large windows overlooking the patios and rear yard area. Septic (see view docs) is right out back to left.  Owners did have previous plans to put an in- ground pool in just off the brick patio/outdoor kitchen area.  This home should appeal to the most selective buyers. It’s all brick w/ some stucco on the bump outs, brick paver walkways, brick retaining walls, brick patio w/ outdoor kitchen area. (Appliances are designer Dacor, Thermador, Miele & Sub-Zero) (Ice-Maker in downstairs bar is U-Line)  (Washer & Dryer are GE Profile) The lot offers a seasonal view of the water. This community has club house w/ pool, a condo that owners can rent for short term guest, tennis courts, walking trails,  community dock/boat launch, Kayak racks.  Lot is just under 6 beautiful acres. You can be at the Pax. River navy base in 10-12 minutes.  This section of Avenmar features large lots w/ custom homes just off Knight Road.  Pre-approved buyers only for appointments
22524 Gannet Way
Leonardtown, Maryland
  • 5 Beds
  • 6 Baths
  • 5,724 SqFt
  • 5.880 Acres
Other lots in the area, call us to discuss
TBB - Custom Home - Many other floor plans and locations - call to discuss
44798 Medleys Neck Road
Leonardtown, Maryland
  • 4 Beds
  • 5 Baths
  • 3,000 SqFt
  • 4.420 Acres
All rooms have new plank flooring.  Remarkable secluded waterfront property with pier on over 3 acres with beautiful views of the creek!  Very hard to find waterfront with this much land together.  Completely all brick home situated so most rooms have view of the water with the main living area and office having full frontal views.  Two primary bedrooms with attached primary baths.  One has jetted tub and all have extra heaters in them.  All other rooms are very large with closets to match.  Kitchen has a center island with room for eating and newer stainless appliances.  Large, 16 x 32' workshop set up for a handyman and his power tools with many electric outlets.  Additional shed on the property for a lawn mower and yard tools.  Dual zoned HVAC, 1 unit around 6 yrs young.  Large laundry room with laundry sink and lots of cabinets.  Check out the virtual tour to get a better feel of just how large all rooms are.  Perfect spot for an artist or author.   This house is very big with lots of room.  Let your imagination run.
19633 Tower Hill Road
Leonardtown, Maryland
  • 4 Beds
  • 3 Baths
  • 3,407 SqFt
  • 3.330 Acres
Under Contract-To Be Built: Quality Built Homes, Inc, The Fairfax 

***Meadows at Town Run is in the Town of Leonardtown, Special Tax Rate***
22064 Daffodil Court
Leonardtown, Maryland
  • 6 Beds
  • 5 Baths
  • 4,116 SqFt
  • 0.220 Acres
Clark Rest*** TO BE BUILT ** Lot- 257  Yorktown Floor Plan. This home has all the upgrades! Spacious kitchen / Great Room with fireplace, off the kitchen is a 16'x12'  Sunroom with walk out beautiful Covered Deck, Kitchen has upgraded counter tops and cabinets , lighting , backsplash, recesses lighting,  luxury Vinyl flooring. Fully finished basement with 5th Bedroom and full bath with walk out basement ground level. Enjoy the 2nd level loft, Owner's Suite has upgraded Deluxe Shower with walk in closet. 3 Car Garage with opener. Clark's Rest boasts a range of resort-style amenities, including a clubhouse, pools, sports courts, playgrounds, walking trails and more. The neighborhood’s prime location also offers close proximity to the notable schools, unique shops, art galleries, dining and waterfront attractions of historic Leonardtown, as well as convenient commutes to Washington D.C., Alexandria, Waldorf and major employers such as Pax Naval Base. Photos are of similar home. Contact builder for current incentives. Final price contingent on options & subject to change. Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well.
41444 Heritage Lane
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 4,779 SqFt
  • 0.150 Acres
Expanded Willow in Leonards  Grant.  Brick front.  Main level bedroom.  2 story Family room.  Beautiful sunroom overlooking private back yard.   Kitchen has island, hardwood flooring, stainless appliances & granite counters.  Breakfast room has hardwood & built in cubby for desk area.  Office & Dining room.  Upper level laundry.  Walk out basement has media area, rec room, craft area, 4th bathroom, storage room & workshop! Fenced back yard backs to trees.  One of the larger lots in LG. ( Lot next door is an out lot)
Walking distance to new library, elementary school, & senior center.  Bike or walk to Downtown Leonardtown to shops ,restaurants & the Wharf waterfront.
23467 Lindsay Drive
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 5,258 SqFt
  • 0.360 Acres
Clark's Rest Community ** Homesite 223** Hopewell Floor Plan under Construction, This home has 4 bedrooms, 3 full Baths. Open floor plan great for entertaining. The kitchen has upgraded Backsplash tile, Quartz counter tops, upgraded cabinets, stainless steel appliances and a Tech Center with Quartz counter top. Sunroom offers lots of sunlight. First floor has Luxury Vinyl Plank flooring and recessed lighting. 2nd floor offers a loft, laundry room, Owners suite has Deluxe Bath with large closet. Fully finished basement with 4th bedroom with exit area. Clark's Rest boasts a range of resort-style amenities, including a clubhouse, pools, sports courts, playgrounds, walking trails and more. The neighborhood’s prime location also offers close proximity to the notable schools, unique shops, art galleries, dining and waterfront attractions of historic Leonardtown, as well as convenient commutes to Washington D.C., Alexandria, Waldorf and major employers such as Pax Naval Base. Photos are of similar home. Contact builder for current incentives. Final price contingent on options & subject to change. Sales centers are OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment. Virtual appointments are available as well.
23278 Applewood Lane
Leonardtown, Maryland
  • 4 Beds
  • 4 Baths
  • 3,983 SqFt
  • 0.170 Acres
Don’t miss this Leonard‘s Grant beauty! The layout and design of this home is amazing! Walk through the front door and you’ll see the grand entryway. On the main floor, there is a dining room, living room/sunroom, great room and gourmet kitchen. The primary suite is also on the first floor with an upgraded bath! The corner tub and shower or a dream!  The primary bedroom is spacious with a large walk-in closet. It has been freshly painted and has new carpet.  The laundry room is also on the main floor, very convenient to the primary bedroom. This house is a great for entertaining! Right off of the kitchen you’ll find a beautiful brick patio that steps down to a larger patio area with a fire pit.  Party central or relaxing evening?!  On the second floor,  you’ll walk up the stairs to a large loft area. Use this as another living area, craft room, office…the possibilities are endless! Three other bedrooms will be found upstairs. Two of which are connected with a Jack and Jill bathroom. Head downstairs to this unbelievably large basement! There is new vinyl flooring throughout. Rec space, office space, exercise space, bedroom and a full bath!  It should also be noted that there is a NEW HVAC unit that covers the main floor and the basement.  Solar panels are on this house and the new owners will take over these low monthly payments.  The solar panels are doing their job and it is keeping the electric bill away!  Leonards Grant is a very fun and active community. Within your HOA dues, you have the opportunity to take advantage of a community pool, numerous playgrounds, a basketball court, tennis court, and many common green areas.
41430 Challedon Way
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 4,500 SqFt
  • 0.220 Acres
This large attractive colonial home provides rare, yet wonderful, opportunity for an investment buyer to purchase a great rental property that currently has an "ironclad" Lease providing a large cash flow for the next 24 month! This energy-star certified home features 5 bedrooms, 3 1/2 baths and nearly 4000 square feet of comfortable living space. This 12-year-old beauty is located in a fine community of homes near downtown Leonardtown and has been continually well maintained by its original owners and excellent tenants. The landscaping and the lawns have received constant attention and are served by an underground automatic sprinkler system. The beautiful interior offers a popular open floorplan with large rooms.  The large living room features a fireplace with a wide screen tv above.  the wonderfully designed kitchen is complete with upgraded stainless appliances and granite countertops, a large island with bar seating for 4 and a walkin pantry.  The lower level has a huge family room, bedroom and full bath and lots of storage.  The upper level contains a super primary bedroom and full bath and three additional bedrooms and full bath.  The home is located within walking distance to all community amenities including an enjoyable swimming pool.  All appointments to see this beautiful property MUST BE MADE 24 HOURS in advance.  Call Listing Agent for the details concerning the current Lease.  This home is truly great investment opportunity for the right buyer!
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 3,830 SqFt
  • 0.220 Acres
This TOTAL REMODEL is like an HGTV showpiece in the heart of Leonardtown! Located on OVER SIX ACRES with no HOA, you know this is the perfect home for you from the moment you enter the paved driveway. The detached 2-car garage and carport, and 3 Amish sheds provide plenty of outdoor storage. The outside has a huge porch and brick paver sidewalk. Beautiful landscaping makes this a year-round outdoor oasis. The main level has a laundry area plus an office/4th bedroom/bonus room as you enter. No expense was spared on this dream kitchen. Beautiful high-end granite, custom cabinetry, farm sink, large island, soft-close cabinets, upgraded stainless appliances, and window views of the backyard. The main level continues with a large living area with a wood-burning fireplace. Upstairs, two large bedrooms share a hall bath. The Owner's Suite is the epitome of luxury living. The attention to detail continues with luxury vinyl flooring throughout, dual walk-in closets, bathroom custom cabinets with deluxe granite, an oversized shower, and a soaking tub. New roof and HVAC. Warranties may be transferrable. All this is just minutes to downtown Leonardtown and an easy commute to PAX . Schedule your TOUR TODAY and make this special home yours in time for holiday activities. ***NOTE: This home does NOT have a basement.


Seller Prefers Title Forward for Title to ensure smooth transaction process.
23960 R G Way
Leonardtown, Maryland
  • 4 Beds
  • 3 Baths
  • 2,788 SqFt
  • 6.480 Acres
Why wait for new construction when you have this stunning, move-in-ready "Adelina" home!? At a young 2 years old, this home boasts every UPGRADE you are looking for! One of the larger homes & lots in the community & only one neighbor on one side of you!! Over 3,000 finished above-grade square feet and a partially finished basement, you will not be lacking any sort of space. The Adelina floor plan offers a 2 story foyer, an open floor plan and tons of natural light throughout all of the energy efficient windows! The designated dining & living room are ideal for entertaining, dining, an at home office or school room - finished off with trim accents. The "grand" kitchen was upgraded even more than the normal - soft close cabinetry, upgraded granite counters, a tile backsplash, wood hood, 5 burner stove, large sink - perfectly tied together with the wood flooring throughout this main level. Upstairs you will be pleased that the 4ft rear bump out has made all of the bedrooms much larger than the standard floor plan. Walk-in closets in almost every room, linen closets in the hallway and bathrooms and a huge laundry room! The owners suite was finished with a tray ceiling and THREE closets, all leading you into your "grand" owners bathroom. Stunning gray tile, cabinets and counters...a walk-in shower, soaking tub and two sinks! Located in a great community within minutes of Leonardtown Square, Schools, and Dining!
43041 Bluejay Lane
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 3,500 SqFt
  • 0.270 Acres
Charming Waterfront Cape Cod on Half Acre in sought after McKays Beach. Two (2) Piers with Water, Electric and Fish Cleaning Station, Private Boat Ramp, Boathouse/Covered Slip, Grandfathered Gazebo over the Water, Several Large Boat Slips and DEEP WATER on Herring Creek.  The Enchanting Cottage was built in 1946 and has Original Hardwood Floors throughout.  Stylish Kitchen with Silestone Countertops, Huge Island with Prep Sink, Gas Range and a Large Pantry. Cozy Living Room with Original Knotty Pine Walls and Wood Burning Fireplace.  Bright Sunroom with Incredible Views.  Two (2) Bedrooms on the Main Level and a Large, Lovely Primary Suite on the 2nd Level with Walk-In Closets.  Family Room on 2nd Level could be 4th Bedroom/Den/Office if needed.   Watch the Sunrise over the Creek on the Tranquil Veranda  with Custom Boat Curtains for Three Season use that convey.  Large Deck, One (1) Car Garage and a HUGE 70’ Workshop/Outbuilding.  Community Beach Access to the River, Community Garden and a "Take a Book Leave a Book" Shared Library Box! You will fall in love with this Whimsical Property.  Serene and Peaceful.
18858 Mckays Beach Road
Leonardtown, Maryland
  • 3 Beds
  • 2 Baths
  • 2,682 SqFt
  • 0.460 Acres
Under Contract-To Be Built: Quality Built Homes, Inc, The Lancaster, Elevation A1 with 2 Car Front Load Garage with Mudroom in Meadows at Town Run. This first floor features a formal Dining and  Study upon entering.  The kitchen features a large island that open up into family room and breakfast nook.  Second floor features 4 bedrooms, 2 baths with  laundry room.  The LL Rec will be finished with a bedroom and bathroom.
23085 Town Run Drive
Leonardtown, Maryland
  • 5 Beds
  • 4 Baths
  • 3,755 SqFt
  • 0.210 Acres
Under Contract-To Be Built: Quality Built Homes, Inc, The Lancaster, Elevation A1 with 2 Car Front Load Garage with Mudroom in Meadows at Town Run. This first floor features a formal Dining and  Study upon entering.  The kitchen features a large island that open up into family room and breakfast nook.  Second floor features 4 bedrooms, 2 baths with  laundry room.

***Meadows at Town Run is in the Town of Leonardtown, Special Tax Rate***
23121 Town Run Drive
Leonardtown, Maryland
  • 4 Beds
  • 3 Baths
  • 3,955 SqFt
  • 0.200 Acres

Maryland Waterfront ZIP Code List