53 properties for sale in Oakley, District 7 Milestown St Mary's County Maryland

Welcome to Creekside! Your magnificent waterfront escape is waiting on Deep Creek, just off St. Clement's Bay and the Potomac River! Commissioned by the original owners and custom-designed for its beautiful, level lot, this home offers a thoughtful layout with living on one end and quiet sleeping on the other. Set on over 7 picturesque acres with 280 feet of water frontage, this exceptional 5-bedroom, 3.5-bath property offers approximately 5,470 square feet of living space. Inside, the entire main level features 10-foot+ ceilings, freshly painted interiors, hardwood floors, crown molding, exposed beams, and custom built-ins. The gourmet kitchen features granite counters, island cooktop, multiple sinks, and opens to a breakfast room and sitting area with a custom window seat. An expansive butlers pantry with extensive cabinetry and an extra sink makes entertaining effortless. Additional features include a game loft and a full utility closet with an extra sink, refrigerator, and cabinetr

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Privacy is getting harder to find, and 23123 Longview Blvd has it in abundance. Set on a wooded lot in Bushwood, this bi-level home gives you space to spread out, both inside and out, with three bedrooms, a dedicated office, and two full bathrooms arranged across a layout built for daily life. The kitchen sets the tone the moment you walk in. Cherry cabinetry and granite countertops pair with a full stainless appliance package, giving you a space that already looks finished and works exactly as hard as it looks. This isn't a kitchen waiting to be renovated. It's one that's ready to be used. The real surprise is downstairs. A spacious lower-level rec room opens up possibilities most homes at this price simply don't offer, whether that's a home theater, a playroom, or a workshop for weekend projects. It's the kind of bonus space that changes how a family actually lives in a house, not just how they look at it. Step outside and the lot does the rest of the talking. Mature trees wrap the p

Beautiful colonial in Breton Bay with no HOA, over 3,700 finished square feet across three levels, four bedrooms upstairs, and a private, tree-lined backyard on approximately 0.6 acres. A spacious front porch welcomes you inside to hardwood floors, 9-foot ceilings, crown molding, and custom main-level blinds. The kitchen features maple cabinets and a large pantry and opens to the family room with a gas fireplace. Enjoy the covered, screened back porch with a ceiling fan and a separate deck with a hot tub. The front and back porches feature Trex decking and vinyl railings. Upstairs, the primary suite includes crown molding, a spacious walk-in closet, and an updated bathroom with a remodeled walk-in shower, two sinks, and a large closet. Three additional bedrooms and a second full bathroom complete this level, with hardwood flooring and newer carpet. The finished walkout basement includes a game area with some 9-foot ceilings and crown molding, a full bathroom, flexible space for movies,

Reduced over 30k. Seller motivated says bring all offers! New Construction in Chaptico! Adorable Cape Cod situation on over one acre, surrounded by mature trees, creek, gorgeous pastoral views and beautiful Chaptico Sunsets! This Cape Cod welcomes you home from your hectic day to a serene surrounding with a convenient location to all amenities. You are only minutes away from Leonardtown shopping /entertainment and Pax River /Dalgren and less than two miles from the breathtaking Chaptico Warf! The main level boasts a large open kitchen, dining area, and huge open den. The main level also offers an office that could be utilized as a 4th bedroom. Upstairs there are 3 large bedrooms, 2 full baths, and a sitting/flex area with stunning views! Luxury vinyl plank flooring flows through every room in this bright home. The back deck is off the heart of the home, kitchen, and is tucked in between mature woods with creek. The front porch is the place to be for'cocktail hour' to catch stunning Cha

Welcome to 23636 Hansel Court in the desirable Leonards Grant community! This well-appointed home features beautiful hardwood floors, a gourmet kitchen, an attached 2-car garage, and thoughtful upgrades throughout. The mostly finished basement offers excellent flexible space, including a dedicated theater area, office, bonus room, and a unique secret room for extra privacy or storage. Enjoy peace of mind with a brand-new tankless water heater (installed late 2025) and a fully fenced backyard with a 6-ft white vinyl privacy fence. Perfect for pets, play, or relaxing. The home was previously approved for daycare use. Community amenities include a pool, tennis court, basketball court, playgrounds, and recreation center. Conveniently located near the elementary school and just a short distance to Leonardtown Square with restaurants, shops, and waterfront views. Don't miss this opportunity!

Your own private pier, boat lift, and a sunset that paints a new picture every eveningwelcome to life on the Wicomico River in Longview Beach. Enjoy days on the boat, evenings overlooking the water, and the added benefit of community amenities. An upgraded bulkhead and a setting elevated above the water add to this propertys waterfront appeal. Inside, the kitchen features white cabinetry, a tile backsplash, and an island with seating. A flexible living/dining room combination can also serve as a spacious dedicated dining room, while a separate family room provides space to gather and relax. The main-level bonus room is ideal for an office, craft space, or workshop, with direct access to the patio beneath the covered deck. Upstairs, the primary suite offers direct access to the covered deck, where beautiful views take in the rear yard, private pier, and river beyond. From morning coffee to the last colors of sunset, this inviting outdoor space is a place to linger. Priced for a quick sa

Updated, upgraded, and NO HOA! This Leonardtown gem has the features buyers are looking for, starting with a stunning custom kitchen featuring 42-inch cabinets, granite countertops, stainless steel appliances, and a farmhouse sink overlooking the backyard. Fresh paint, updated lighting, refreshed flooring, upgraded bath fixtures, and a refaced fireplace give the interior a fresh, modern feel. Outside, enjoy the new stamped concrete patio and walkways, perfect for entertaining or unwinding. Generously sized bedrooms and a desirable corner lot add even more to love. And the bonus? Enjoy access to Breton Bay amenities, including the dock, beach, playgrounds, and picnic areasall without an HOA! For the pets, there is an invisible dog fence in the front & back yards, as well as a pet door for easy access. Come see everything this home has to offer

Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the breathtaking water views, this light-filled home features an open-concept floor plan that seamlessly blends comfortable everyday living with exceptional entertaining space. Offering 4 bedrooms, 2 full baths, and 2 half baths, the home has been extensively renovated from top to bottom with quality craftsmanship and modern coastal finishes. Expansive windows showcase stunning bay views throughout much of the home, while the spacious waterfront deck and extensive waterside patio create the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the scenery. The private L-shaped pier provides direct access to boating, fishing, kayaking, paddleboarding, and all the recreational opportunities waterfront living has to offer. Recent renovations include a new central heating, air conditioning, and ventilation system; new plumbing and

Welcome to this gorgeous home that has been immaculately maintained and thoughtfully upgraded from top to bottom. From the moment you step inside, it feels as though it came straight out of a Pottery Barn magazine, with beautiful finishes, custom craftsmanship, and attention to detail throughout. Gorgeous full-thickness walnut flooring flows throughout the home and is complemented by extensive custom woodworking, including crown molding, shiplap, shadow-box molding, and beautifully built-out fireplace details. Custom millwork can be found throughout the kitchen, family room, living room, office, and bathrooms, while real wood plantation blinds and upgraded lighting add another layer of warmth and sophistication. At the heart of the home is the gourmet kitchen, featuring upgraded cabinetry and appliances, double wall ovens, and an oversized island with a prep sink. Perfect for everyday living and entertaining. The eat-in kitchen is positioned perfectly off of the deck. You will also lov

Just reduced! This home is located in the tucked-away community of Longview Beach at 36797 Ricardo Drive, Bushwood, Maryland, and is currently priced at $340,000.00. Sitting on 10,500 sf. Is just under 1/4 acre. This recently updated home with great features for winter is the perfect location for the summer. A new metal roof with lighting rods was installed in 2019, including upgrading installation in the attic/ceiling and exterior walls. Home features a renovated eat-in kitchen with custom cabinets, a large kitchen counter area for breakfast, and new lighting that opens into the family room. The kitchen has access to the rear yard, and a covered carport or front porch area completes the living space. This gem is awaiting a new owner to enjoy all the benefits of just a short a quiet haven for all nature lovers to sip your morning coffee and watch the wildlife that passes by. In the early morning, you can take a walk down less than half a mile to the shoreline for some early morning fis

Exceptional Waterfront Living A rare opportunity to own a truly distinctive waterfront estate, complete with a beautifully appointed guest house and unparalleled views from both homes. Designed for comfort, sustainability and effortless living. WATERFRONT & DOCK: Enjoy 69 feet of pristine shoreline with approximately 2 feet of water at low tide and 5 feet of water at high tide. The newer dock, constructed with marine grade lumber and stainless-steel fasteners has been elevated above the average high tide, offering peace of mind and lasting durability. Perfect for crabbing, fishing, boating or simply unwinding with breathtaking views. The Potomac River access is just minutes away. OPEN, LIGHT FILLED DESIGN: An open and airy floorplan showcases abundant natural light and panoramic water views from multiple vantage points and from both homes, creating a seamless connection between indoor comfort and the beauty of the waterfront. CHEFS KITCHEN: The modern, upgraded kitchen is both stylish

Welcome to this home in the desirable Leonard's Grant community, tucked toward the back of the neighborhood and featuring a large fenced backyard and composite deckperfect for outdoor entertaining and everyday enjoyment. Upon entering, you're greeted by a grand staircase and a front living room with built-in bookshelves that flows seamlessly into the formal dining room and kitchen. The spacious gourmet kitchen offers double ovens, ample cabinetry, and an eat-in area that opens to the comfortable great room with a gas fireplace. The main level also includes a powder room and a convenient laundry room that doubles as a mudroom just off the garage. Upstairs, the generous primary suite features a large bedroom, a private bath with a corner soaking tub and oversized shower, and plenty of space to relax. Three additional bedrooms complete the upper level. The finished basement provides additional living space, including a fifth bedroom, along with abundant unfinished storage space. With no c

Sold as is. Mobile Home is a Tear Down. Value is in the Land. Home is not habitable. Sold As Is' with Anything, and Everything in the house, around the house and on the property. Home is very cluttered and difficult to walk from room to room. Enter at Your Own Risk and use caution walking around. Appraisal was done this year and noted that the property has'an older mobile home which was serviced by Well and Septic and both appear to be in need of replacement and the property has perked in the past and it is assumed that new well and septic systems could be installed'

Nestled in the charming sought after Clearfields community, this stunning Colonial blends modern luxury with everyday comfort. Set on a beautifully landscaped 1.22-acre lot, this 4-bedroom, 2.5-bathroom home provides ample space for both relaxation and entertaining. At the heart of the home is a chef's dream kitchen, featuring custom cabinetry, gorgeous quartz countertops, a designer backsplash, stunning lighting, and stainless steel appliances. Loads of natural light flood the cozy two story family room with a floor to ceiling stone gas fireplace, a flex room, formal dining room, powder room, and mudroom complete the main level. Upper level fresh new carpet, primary suite w/ gas fp, large walk in closet, deluxe bath with dual vanities, soaking tub, and ceramic tiled shower. Additional 3 bedrooms and shared full bath Full unfinished basement with rough in for future bath Step outside to your private outdoor oasiscomplete with a refreshing inground pool surrounded by lush greenery, a ba

Experience waterfront living at its best with this beautifully maintained 2-bedroom, 2.5-bath home with a loft, perfectly positioned along the Potomac River just minutes from historic Leonardtown. Whether youre looking for a full-time residence or a relaxing getaway, this property delivers the ideal blend of comfort, functionality, and breathtaking views. Designed for those who truly enjoy life on the water, the home features a private pier equipped with a boat lift and fish cleaning stationperfect for boating, fishing, crabbing, or simply enjoying peaceful days on the river. Inside, youre welcomed by a bright and open layout filled with natural light. The spacious sunroom showcases sweeping water views and creates the perfect space to unwind, entertain, or take in unforgettable sunsets year-round. The open-concept living, kitchen, and dining areas flow seamlessly, making everyday living and hosting effortless. The versatile loft offers additional space that can easily serve as a guest

Discover nearly an acre in Longview Beach, a waterfront community along the Wicomico River. Set on four lots totaling approximately. 92 acres, this well-maintained 3-bedroom, 1.5-bath home offers peaceful one-level living and flexibility as a full-time residence, second home, weekend retreat, or investment property. The interior includes a living room, dining room, kitchen, spacious family room with fireplace, and separate laundry room with washer and dryer. Enjoy the screened rear porch, enclosed front porch, and detached garage with attached shed for additional storage and workspace. Updates include a 2017 roof, 2024 HVAC system, 2024 hot water heater, and 2024 well pressure tank. Located approximately half a mile from the shoreline, the property provides easy access to Longview Beach amenities, including a boat launch, fishing pier, playground, basketball courts, and tennis courts. Enjoy fishing, boating, outdoor recreation, and the peaceful waterfront setting

Welcome to Avenmar, where this spacious home is situated on a beautiful lot of over two acres, offering privacy, mature trees, and a peaceful wooded setting. Built in 2002 and largely in its original condition, the home has been well maintained and is ready for its next owner to bring their own style and updates. The main level offers a spacious, open layout with a formal dining room, formal living room, private office, and full bath. The centerpiece of the home is the impressive two-story family room with a gas fireplace and floor-to-ceiling windows overlooking the trees and woods. The kitchen features Corian countertops, solid hardwood cabinetry, generous workspace, and an easy flow into the main living areas. Upstairs, front and rear staircases lead to a catwalk overlooking the family room below. The primary ensuite features a private bath and two generous walk-in closets. Three additional large bedrooms, a full bath, and convenient upper-level laundry complete this level. The fully

Located in popular Leonards Grant, this Belmont model by Quality Built Homes sits on a beautiful lot backing to trees for added privacy. With 5 bedrooms, 3.5 baths, and a finished walkout basement, there is plenty of room to spread out, entertain, and make yourself at home. Gorgeous hardwood floors run throughout the main level, where the kitchen features double ovens, upgraded appliances, gas cooking, and an island. Enjoy everyday meals in the eat-in kitchen and gather for special occasions in the separate dining room. A versatile front room gives you options for a home office, homeschool space, or formal living room. Upstairs, youll find four generously sized bedrooms and newer, upgraded carpeting with upgraded padding. The spacious owners suite offers two walk-in closets and an ensuite bath with a soaking tub, dual sinks, and a tiled walk-in shower. The finished walkout basement adds a fifth bedroom, a full bath, and a recreation room with space for movie nights, games, or a theater

Bring your imagination and make this Bushwood rancher your own! This 3-bedroom, 1.5-bath home offers approximately 1,287 square feet of above-grade living space, all on a convenient single-level layout. The home provides a solid opportunity for someone looking to renovate and customize a property to their own taste and needs. With its spacious bedroom count, practical floor plan, and potential for improvement, this home could be an excellent candidate for a renovation project. If you're looking for an affordable property with room to add your personal touch and build equity, schedule your showing today! Our brokerage utilizes advanced technology and innovative marketing tools to showcase our listings. Select photos have been virtually staged to help buyers envision the home's full potential

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Agents. Please view agent remarks in bright mls. Welcome to this beautiful brickfront retreat in the highly soughtafter Avenmar Community of historic Leonardtown, Maryland. Set on over 3 private acres and tucked away on a secluded lane shared by only three other homes, this property offers the perfect blend of privacy, nature, and convenience, an ideal setting for cozy fall evenings and peaceful yearround living. Freshly updated with a new roof, new carpet throughout, and fresh paint, this moveinready home features 4 bedrooms, 2.5 bathrooms, and an abundance of charm. The spacious primary suite is a true sanctuary, complete with its own fireplace, a large walkin closet, and an impressive ensuite bath with a Jacuzzi tub, perfect for unwinding as the weather cools. A second fireplace in the family room creates a warm, inviting gathering space for autumn nights with family and friends. The main level includes a dedicated office/den, a convenient half bath, and easy access to the expansive

Breton Bay/Society Hill! Steps away and within view of the golf course. Desirable location within a sought after school zone. This community has water access to Breton Bay via community association (voluntary dues, No HOA). Affordability within a desirable location is hard to find so here's your change. This 2 story colonial style home has a large addition off the back of the home that features a spacious rec room, laundry/utility area, and pellet stove. Main level of this home has hardwood flooring, upper level is laminate plank. Primary bedroom has an attached full bathroom, and all 3 secondary bedrooms all have spacious walk-in closets. Updates have been made to both full bathrooms and the home is freshly painted. Enjoy the outdoors on the screened-in deck. Great, flat lot, mature landscaping and curb appeal. EV Charger in garage. This home has been very well-maintained! Walking distance to the community pier, playground & golf course. Don't miss your chance!

Rare opportunity to own your own 128.07 acre farm with charming rambler in Leonardtown. Updated professional pics coming soon

Discover the charm of this delightful ranch-style home nestled in the serene Cobb Island community. Built in 1998, this well-maintained residence boasts 1,176 sq ft of inviting living space, featuring three spacious bedrooms and two full bathrooms. The open floor plan seamlessly connects the family room to a cozy kitchen, perfect for gatherings. Enjoy the warmth of a gas fireplace, enhancing the comfort of your home. The kitchen is equipped with modern appliances, including a microwave and dishwasher, making meal prep a breeze. Step outside to a lovely patio and porch area, ideal for relaxing or entertaining. The lot, spanning 0.26 acres, offers a level setting that backs to trees, providing a peaceful retreat. With off-street parking and a detached garage, convenience is at your fingertips. Just two blocks from the Potomac River, enjoy easy access to water activities. This home is a perfect blend of comfort and tranquility, waiting for you to make it your own-See it for yourself today

Are you looking for a home in Leondardtown (Brenton Bay/Society Hill) with no HOA and space to stretch out? Discover the charm of this beautiful Colonial-style home, nestled on a generous 1.27-acre lot. Built in 1989, this inviting residence features 3 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and comfort. The well-designed layout offers a seamless flow between living areas, perfect for both entertaining and quiet evenings at home. Enjoy the convenience of an attached garage with front entry, ensuring easy access and additional storage. There is also a dedicated spot for an RV with power hook ups. The serene outdoor space invites you to unwind, with a fenced in yard, plenty of room for gardening, play, or simply soaking in the tranquility of nature. This home is not just a place to live; it's a sanctuary where memories are made. Embrace the opportunity to make this your dream home in a peaceful setting, all while being just a short drive from local ameni

Welcome to this well cared for home! This cape cod features an unfinished walk-in attic for future expansion. Finish it yourself for instant equity or keep it for storage. This home features a first-floor bedroom with walk in closet, linen closet and bath for those of you who do not like stairs. Large kitchen with 3 pantries and peninsula with tons of storage. Breakfast area as well as separate dining area or another family room. Large living room with electric fireplace. Humongous garage with opener and storage. Private vinyl fenced yard features a brick patio. Lovely landscaping with underground sprinkler system. Close to Hospital, Board of education, medical facilities, shopping, restaurants and more

Welcome to this like-new townhouse in the sought-after Clarks Rest community in Leonardtown, Maryland! Built in 2022 and meticulously maintained by its original owners, this beautiful townhouse offers thoughtfully designed living space, featuring 3 spacious bedrooms, 3 full bathrooms, 1 half bathroom, and an attached 2-car garage. Step inside to a bright, inviting open floor plan filled with natural light. The beautifully appointed kitchen features attractive countertops and a spacious island, seamlessly connecting to the family room and dining area, perfect for everyday living and entertaining. The generous primary suite offers a relaxing retreat with a walk-in closet and a private bathroom complete with a soaking tub. Two additional bedrooms provide flexibility for guests, a home office, or whatever suits your lifestyle. Thoughtful upgrades truly set this townhouse apart! Enjoy the convenience of an included washer and dryer, low-maintenance gutter helmets, and an AI-powered watering

Welcome to this stunning, move-in ready Chesapeake coastal cottage in desirable Saint Marys County! Completely renovated from roof to floor, this 3-bedroom, 2-full-bath home offers total peace of mind with brand-new major systems and high-end upgrades throughout. Step inside to an inviting layout featuring low-maintenance LVP flooring, new double-hung windows, and custom lighting. The thoughtfully designed chef's kitchen boasts sleek quartz counter-tops, modern shaker cabinetry, stainless steel appliances, ample counter space, and custom, generous storage. Unwind in the private primary suite complete with a spacious closet and a spa-inspired ensuite bathroom featuring a custom tile shower and double vanity. Outside, enjoy peaceful surroundings on your new wooden deck. Nestled in the water-oriented community of Longview, you'll love the close proximity to the Wicomico River and scenic farmland views. Key Upgrades & Features: Complete System Upgrades: Brand-new roof, plumbing, electrical