153 houses for sale in Sleepy Hollow, District 2 Prince Frederick Calvert County Maryland

Tucked away on a private flag lot in the sought-after Richfield Station community, this 4-bedroom, 3.5-bath Colonial offers something difficult to find in a larger neighborhood: privacy, space, and a peaceful setting away from the main road. The home provides approximately 2,372 square feet of total finished living space, including a fully finished lower level that offers flexibility for guests, a recreation room, home office, or additional living space. Step outside to the deck, replaced in 2023, where you can relax or entertain while enjoying the private surroundings. The retaining wall was also rebuilt at that time. The sellers have completed several valuable improvements, including a re-shingled roof in 2025, a new HVAC system installed in 2021, and LeafGuard gutter covers added in 2021. All windows and sliding doors were replaced in 2018 and include a transferable lifetime warranty for the new owners, subject to the warranty providers terms. Richfield Station remains a favorite fo

Your Choice. Builder offering $40,000 closing help OR buy your rate down with the preferred lender and title company! Quality Built Homes'customized' Somerset built on a gorgeous lot (Open space, approximately an additional 15.488 acres can be purchased if buyer chooses to) in Owings, MD! From the moment you walk in to the foyer, you will love the large plank hardwood flooring, upgraded lighting, primary bedroom on the main level with it's OWN washer and dryer, tray ceiling and on suite bath has separate vanities, soak in tub, and deluxe shower with stunning subway tiles and pebbled flooring. The walk in closet is the size of a bedroom with an Island and custom shelving. Family Room has a coffered ceiling and gas fireplace for many cozy days/nights, separate dining room with butlers pantry, study, and sunroom that goes out to a beautiful stamped patio. The kitchen would be any ones dream with a Large Island, stunning granite and lighting, double set of refrigerators/freezers, gas cookt

Set on nearly an acre in the peaceful Logans Rest community, this impressive five-bedroom Colonial offers generous living space, timeless curb appeal, and a floor plan designed to work beautifully for both everyday living and entertaining. With a full walkout basement, flexible living spaces, and exceptional privacy, it offers the kind of space and versatility that are increasingly hard to find. Inside, spacious, light-filled rooms flow easily from one to the next. At the center of the home, the kitchen features upgraded countertops, a large island, cooktop, wall oven, and abundant workspace, opening directly to the breakfast area and family room. A fireplace anchors the family room, while the formal dining room provides an elegant setting for holidays, dinner parties, and special occasions. With five well-proportioned bedrooms, including a convenient entry-level bedroom, the home offers exceptional flexibility for guests, a home office, or multigenerational living. Upstairs, the expan

Rare huntingtown two-unit opportunity! Two Units at $137,450 each in this zip code is virtually unheard of. Situated on 1.22 private acres surrounded by mature trees, this versatile property features two separate homes, each with its own private well and septic system, making it ideal for multigenerational living, rental income, guest accommodations, or creating your own family compound. The primary residence is a spacious 3-bedroom, 2-bath manufactured home with an open-concept layout, generous living and dining areas, a large kitchen filled with natural light, and a private primary suite complete with an oversized ensuite bath featuring dual vanities and a soaking tub. While the home is in need of updating and cosmetic improvements, it offers an outstanding footprint and tremendous potential to create your dream home. Adding even more value is the detached 1-bedroom, 1-bath cottage, perfect as an in-law suite, guest house, private office, rental opportunity, or space for extended fam

Luxury home to be built! Stunning custom built rambler, thoughtfully designed with exceptional space, style, and an extensive selection of high-end finishes. Offering approximately 5,200 total square feet, this remarkable residence features a dramatic open-concept living, exotic granite countertops, 42' oak cabinetry, recessed lighting, and a striking fireplace that creates the perfect focal point for entertaining and everyday living. The expansive lower level includes a partially finished walk-out basement with an additional bedroom and full bath, offering an ideal private retreat for guests, an in-law suite, au pair, or extended family. An oversized two-car garage provides plenty of room for vehicles, equipment, and storage. Set on a beautiful, mostly level 3-acre homesite with NO HOA, this property offers the space and freedom you've been looking for. Horses are permitted, and an existing stable is already on the property! Enjoy the best of country-style living while remaining conve

Private brick colonial on 5.76 ACRES | BRANDYWINE, MD Welcome to 19021 Poplar Ridge Road, a beautifully maintained custom brick Colonial tucked away on 5.76 private acres in Brandywine, Maryland. Set back from the road and accessed by a long private driveway, this exceptional property offers the rare combination of space, privacy, tranquility, and exceptional indoor and outdoor living. Conveniently located with access to major commuter routes serving Washington, DC, Northern Virginia, and Southern Maryland. From the moment you arrive, the pride of ownership is evident. The stately brick exterior, beautifully landscaped grounds, and side-load two-car garage create an impressive first impression while maintaining the peaceful, private setting. Inside, approximately 3,644 square feet of living space provides room to live, gather, and entertain. The main level features abundant natural light, formal living and dining rooms, and an inviting open-concept kitchen and family room. The kitchen

A true Chesapeake treasure! Set within the historic Camp Roosevelt community, once home to one of the nations earliest permanent Boy Scout camps, this extraordinary 20-acre estate offers approximately 500 feet of private Chesapeake Bay shoreline. And a beach where fossilized shark teeth and other prehistoric treasures are routinely discovered. It is a rare opportunity to own a property where history, nature, and exceptional waterfront living converge. As you approach the home, you are greeted by a spectacular tree-lined private drive culminating in a grand circular arrival court. The stately Georgian Colonial residence is as welcoming as it is impressive. Built in 1999 and thoughtfully designed for a large family, the home offers 5 bedrooms, 5 full and 1 half baths, with an effortless flow between grand entertaining spaces and comfortable everyday living. A dramatic foyer with sweeping circular staircase opens to a gallery and handsome library with two gas fireplaces, billiards, and vi

Va assumable loan $615,000 @ 2.5% Gorgeous, stunning, and picturesque are the first words that come to mind when describing this incredible colonial style home. The curb appeal will convince that love at first sight is possible, from its impressive stone faade to its custom portico and its red accented front door. Upon entry you'll find yourself overwhelmed with excitement, beautiful hardwood floors, soaring ceilings, and hand-picked finishes dance throughout. This floor plan blends traditional and contemporary seamlessly. Featuring all of the practical space you've come to appreciate but with an abundance of openness creating the perfect home for what ever your needs are. The gourmet kitchen is loaded with tons of bells and whistles including a butler's pantry, stone counter tops, forty-two-inch cabinetry, dual sink, stainless steel appliances, extensive center island, and breakfast nook. After hosting dinner night in the lovely formal dining room work your way into the adjacent livin

Welcome to 2550 Woodland Place, a professionally landscaped end-unit townhouse in the sought-after Richfield Station community of Chesapeake Beach! With over 1,800 square feet of living space, this three-bedroom home offers one full and two half bathrooms, a one-car garage, a spacious deck, and a fully fenced backyard. The main level provides a comfortable layout for everyday living and entertaining, while the lower level features a spacious family room with a cozy fireplace and walkout access to the backyard. The freshly sanded and stained deck is ready for summer BBQs and gatherings, and the garage's built-in cabinetry provides convenient additional storage. Recent updates include fresh paint throughout, new flooring, and new carpet. Richfield Station offers multiple playgrounds and tot lots, along with basketball and tennis courts, making it a great community for enjoying time outdoors. Conveniently located near the Chesapeake Beach boardwalk, beaches, shopping, and restaurants, the

Welcome home to this beautifully renovated 4-bedroom, 3-bath home situated on just over an acre in Chesapeake Beach! Thoughtfully updated throughout, this move-in-ready property offers the perfect combination of modern finishes, comfortable living space, and a peaceful setting. The spacious floor plan includes a finished lower level, providing plenty of flexibility for a recreation room, home office, guest space, fitness area, or additional living space. Step outside and enjoy the large, level lotideal for entertaining, gardening, outdoor activities, or simply relaxing and enjoying the extra room to spread out. A side deck offers another great spot for morning coffee, grilling, or unwinding at the end of the day. Located in a desirable school district and close to everything that makes the Chesapeake Bay area special, including beaches, the boardwalk, fishing, kayaking, parks, and nature trails. Enjoy the coastal lifestyle while still having convenient access for commuting to Washingto

One block from the chesapeake bay exceptional space, coastal living & room for everyone! Discover a different kind of Chesapeake Beach living at 3912 17th Streetan impressive 4-bedroom, 3.5-bath home offering 4,386 finished square feet, incredible flexibility, extensive updates, and a location just one block from the beach and boardwalk. From morning walks along the Bay to evenings spent relaxing on your own deck or balcony, this home offers the coastal lifestyle buyers come to Chesapeake Beach looking forwith the space that is so difficult to find this close to the water. Inside, oversized rooms and multiple living areas provide room to gather, entertain, work from home, host extended family, or simply spread out. At the heart of the home is a beautifully updated gourmet kitchen featuring a new commercial-style gas range, new double wall ovens, new refrigerator, custom island, generous workspace, and plenty of room for family and friends to gather. One of the homes most distinctive fe

Welcome to 3029 Sanford Place, a beautifully renovated 4-bedroom, 3-full-bath, 1-half-bath home offering a fresh, modern feel throughout. Recent updates include new flooring, appliances, lighting fixtures, windows, front door, roof, and decking boards. The thoughtfully landscaped grounds feature an irrigation system and provide a welcoming outdoor setting, while the screened-in porch offers a comfortable space to enjoy the outdoors. With extensive updates both inside and out, this home is move-in ready and offers a wonderful combination of style, comfort, and functionality

A Letter From the House, Dear Future Owner, I am waiting for the right person to come along. Ive been lovingly cared for by the same family since I was built. My owners customized my floor plan during construction to suit the way they wanted to live and those decisions still make a difference. Step through my front door and notice my gracious sense of space. A two-story foyer and open main level create an easy flow between living, dining and kitchen areas while allowing each space to retain its own character. The Heart of the Home: My kitchen is where I truly shine with the generous cabinetry and counter space, a professional-style gas range, and a substantial center island. The large window above the sink brings in natural light, while the island naturally becomes the gathering place for family and friends. The family room offers a quieter kind of comfort, especially with the gas fireplace glowing on a cool evening. And when the weather is beautiful, simply open the patio door and my

Get ready to fall in love with this charming rambler in the Town of North Beach, tucked away on a quiet street just moments from the Chesapeake Bay! Situated on a level lot, this home offers easy one-level living with plenty of outdoor space to enjoy. Start your mornings with coffee on the new front porch, then spend your afternoons relaxing or entertaining on the spacious back deck, recently refreshed with new deck boards. A long driveway leads to an impressive 18' x 30' detached garage, offering plenty of room for vehicles, storage, hobbies, or all your coastal toys. Inside, youll find a comfortable living room that opens to the spacious kitchen, with a stacked washer and dryer conveniently tucked into the utility closet. Double doors off the living room lead to a flexible bonus room that can serve as a bedroom, home office, or additional living space. Down the hall are two additional bedrooms and an updated full bathroom. Major updates include a new roof, HVAC system, hot water heat

Wrap yourself in private, secluded elegance in this mid-century modern lakefront retreat. It's located in the sought after community of Lake Karylbrook, near the Chesapeake Bay and town of Chesapeake Beach. The lot encompasses 3.44 acres of private woods with approximately 270 ft of lake frontage. Exterior re-claimed redwood blends the home naturally with the surrounding forest. Enter your home through the huge solarium with the colors and fragrances of your favorite plants to welcome you. The solarium gives you a year round growing season. Lemons, figs, and peppers do well in it. The interior great room features warm re-claimed redwood walls, continuing the theme of connection to the surrounding outdoors. The main level features a large, open floor plan with outdoor views and deck access from all rooms. Walk directly out from the open great room to deep-breathe fresh air scented by evergreens. From either main level bedroom step out in complete privacy. No one can see you. Before or a

Sellers offering $8,000 for closing help or interest rate buydown! Welcome to 3705 10th Street in North Beach, where coastal-town charm, generous outdoor space, and thoughtful updates come together in one beautifully maintained home! Situated on a spacious double lot, this property offers extra space between neighboring homes for a more open, private feel while still being close to everything North Beach has to offer. Step inside to a bright, welcoming interior featuring fresh paint throughout, warm vinyl plank flooring, freshly shampooed carpets, and comfortable living spaces. The kitchen features white cabinetry, granite countertops, stainless steel appliances, and a newer stove/range and brand new dishwasher. The dining room flows seamlessly into the family room, creating an inviting layout for everyday living and entertaining. Upstairs you'll find three spacious bedrooms, including a primary bedroom with a recently refreshed en-suite bath, plus an updated full hall bath. The fully

14,000 price improvement. Prepare to be WOWED by this stunning home in Chesapeake Beach. This home has been totally transformed from top to bottom in the last several years. Major system updates to include, new ROOF 2025, water heater 2023, & HVAC 2018, and whole house water treatment with UV light. The open floorpan on main level gives complete flexibility. Spend time your bright kitchen completely renovated in 2021 with new white cabinetry, countertops, appliances, tile backspash & flooring. This opens into your dining space & cozy family room. Off the kitchen you will find a massive (newly) screened in porch, allowing that indoor/outdoor living we all enjoy. It has been freshly painted & deck support beams upgraded below. Down the hall you will find 2 secondary bedrooms, both of great size. 1 has a 1/2 bath attached which is updated, a hall bath update in 2026, and a spacious primary bedroom with vaulted ceilings. The lower level is all renovated as well with new continuous flooring

Welcome home to this brand new ranch-style residence in Huntingtown, thoughtfully designed with modern finishes, flexible living spaces, and a peaceful setting on a private 1-acre lot surrounded by mature trees. From the moment you arrive, the inviting front porch sets the tone for a home that blends comfort and functionality. Inside, 9+ foot ceilings, recessed lighting throughout, LVP flooring, and a cathedral ceiling create an open and airy atmosphere. The main level features a spacious kitchen with granite countertops, subway tile backsplash, center island with bar seating, and an open-concept living and dining area designed for everyday living and entertaining. The primary suite offers a walk-in closet and ensuite bathroom with double sinks and a walk-in shower. Two additional bedrooms and a full hall bathroom provide comfortable accommodations on the main level. The finished walk-out basement expands the living space with a large recreation area, additional bedroom with walk-in cl

Welcome Home! Welcome to this beautifully updated 4-bedroom, 3.5-bath home, perfectly situated just off Route 2 for an easy commute to Joint Base Andrews, Annapolis, and Washington, D. C.offering the ideal blend of convenience, comfort, and everyday living. Thoughtfully updated throughout, this home features modern finishes, spacious living areas, and exceptional functionality. The main level showcases beautiful upgraded engineered wood flooring and a stunning updated kitchen featuring granite countertops and Bosch appliances. Just off the kitchen, the gorgeous mudroom with custom built-ins provides the perfect combination of organization and storage. The updated bathrooms add to the home's fresh, polished feel, while the finished basement offers even more living space with brand-new flooring, custom built-ins, and a full bathroom. Whether used as a family room, home office, guest suite, playroom, or additional entertainment space, the possibilities are endless. Step outside onto the b

Welcome to Wyatt's Ridge by Schaefer Homes an exciting new home community nestled in the heart of sought-after Owings, Maryland. With just 20 spacious, wooded homesites, this intimate and private enclave offers the natural beauty, tranquility, and seclusion that today's buyers are searching for, beautifully paired with the exceptional quality craftsmanship and modern design that Schaefer Homes has built its stellar reputation on. For a limited time, take advantage of pre-construction pricing and receive an additional $20,000 in free options when using our preferred Lender and Title Company an extraordinary opportunity to personalize every detail of your brand-new home from the very beginning. Choose from a collection of thoughtfully designed floor plans offering generous living spaces, stunning kitchens, and flexible layouts built to suit the way you live. For those seeking the ease and elegance of main-level living, select plans also offer available first-floor primary suite designs a

This exceptional home is move-in ready and offers the space, updates, privacy, and location you've been looking for. Don't miss your opportunity to make it yours! Welcome home to this beautifully maintained 4-bedroom, 2-bath split-foyer nestled on a private, expansive. 97-acre lot! Offering generous living space, thoughtful updates, and an oversized 780 sq. Ft. two-car garage. *great for the mechanic*. This move-in-ready home combines comfort, convenience, and privacy in an ideal location. The upper level features a bright and inviting living room, dining room, and an updated kitchen complete with granite countertops and stainless-steel appliances. Three spacious bedrooms and a full bath complete the main level. The finished lower level provides even more living space with a large family room featuring a cozy wood stove, a fourth bedroom, laundry room, and a beautifully updated full bath with a custom ceramic-tile shower. Direct access to the oversized two-car garage adds exceptional e

Welcome to 8560 Saint Andrews Drive, an opportunity to own a home with incredible potential in the desirable Highlands neighborhood. This 3-bedroom, 1 full and 1 half bath home offers the chance to move in, make it your own, and build sweat equity along the way. The home is priced with its potential in mind and features a detached two-car garage, plenty of possibilities, and a great setting for buyers looking to create a home that truly fits their style. With some updating and personal touches, this property could be transformed into something special without having to take on a complete renovation from day one. Whether youre a first-time buyer, someone who enjoys home projects, or simply looking for an opportunity to add value over time, this home offers a great foundation to work with. Located just outside of downtown Chesapeake Beach, youll enjoy convenient access to the Chesapeake Bay waterfront, boardwalk, Rod N Reel, local restaurants, shopping, and everything this popular beach

Welcome to 6430 Dant Drive, where comfortable one-level living meets the space and privacy of a beautiful one-acre setting in sought-after Owings. Offering nearly 2,000 square feet, this inviting 4-bedroom, 2-bath rambler has been thoughtfully cared for and provides the perfect blend of indoor comfort and outdoor living. Inside, a desirable split-bedroom floor plan creates a sense of privacy and separation, while generous living spaces provide plenty of room for everyday life, entertaining and gathering with family and friends. Updated flooring, fresh paint and stainless steel appliances give the home a refreshed, move-in-ready feel. Outside is where this property truly shines. Imagine summer afternoons by the pool, evenings relaxing on the surrounding deck, and weekends enjoying your own expansive backyard. The fenced yard offers plenty of room for pets, play and entertaining, while the one-acre homesite provides the breathing room so many buyers are searching for. A large storage she

Privacy, space & one-level living in huntingtown! Tucked away at the end of a quiet cul-de-sac on a gorgeous 3-acre lot surrounded by mature trees, this 3-bedroom, 2-bath rambler offers a wonderful combination of privacy, convenience and future potential. The main level features comfortable one-level living with an eat-in kitchen, three bedrooms and two full baths. A convenient carport is located just outside the kitchenperfect for bringing in groceries or staying protected from the weather. One of the home's biggest opportunities is the FULL UNFINISHED BASEMENT. The space has already been completely studded out and is ready for the next owner to finish to suit their needs. Create additional living space, a recreation room, home office, gym, workshop or storagethe possibilities are there to make it your own. Although the property is being sold in AS-IS CONDITION, many of the home's major components have already been updated. Recent improvements include a NEW HEAT PUMP (June 2026), new

Welcome to 6425 Dant Road in Owings! Situated on a spacious 1.2 acre lot, this beautifully renovated 4-bedroom, 3-bath home offers modern updates and plenty of room to spread out. Recent improvements include new flooring and fresh paint throughout, a beautifully updated kitchen, renovated bathrooms, and new mini-split systems in addition to the existing heat pumps. A versatile bonus room provides the perfect space for a home office, playroom, etc. Outside, enjoy a spacious yard and the convenience of an attached two-car garage. Move-in ready with the major updates already completed, this one is ready to welcome you home!

Welcome to the one you've been waiting for. Nestled in 3.3 acres is this beautiful single family home with all the bells and whistles you can wish for. Greeted by a large front porch that overlooks the long driveway with extended parking. Fall in love with the brand new gleaming hardwood floors throughout your main level and upper level. With five bedrooms, four full baths, one half bath. Bedrooms have room for everyone even with two masters upstairs Includes two large garages and a finished walkout lower level. Open floor plan gives plenty of space for entertaining with a gourmet kitchen and brand new shiny counter tops with full height backsplash with a waterfall. Sunroom/ Dining flow right across your large wrap around composite deck. Enjoy gorgeous view of the property that overlook the large above ground pool. Stairs connect down to another deck and concrete patio for multi level entertainment. The fully finished walkout basement adds more living space with plush carpet and anothe

Seller is motivated and welcomes all reasonable offers! Welcome to 1920 Appaloosa Way! This charming 3-bedroom, 2-bath rancher offers the perfect blend of comfortable one-level living and expansive outdoor space on a beautiful 3.2-acre, fenced property. A long driveway leads to the home and provides plenty of parking, along with a very large detached 2-car garage. For those looking for equestrian or hobby space, the property features multiple horse stalls, including a barn with multiple stalls at the front of the property and a 2-stall barn behind the home. The grounds are enclosed with wooden fencing around the property, along with additional metal fencing ideal for dogs. The home also features a heated rear addition, family room with an electric fireplace, and a small shed located behind the garage. With open acreage, multiple outbuildings, fenced grounds, and flexible spaces for horses, pets, hobbies, or storage, this property offers a unique opportunity to enjoy the space and priva

Welcome to this Gorgeous Colonial Home located in the Heart of Huntingtown! This home was built in 2022 and offers both a blend of luxury and comfort all in one and was designed for both relaxation and entertainment! With a total of approximately 4,114 square feet, this home has about 3800+ finished square feet with a mostly finished basement, has been very well maintained and shows extremely well! The main level features: 9 Ceilings, Hardwood Flooring, Crown Molding, Chair Rail Molding. Built-in Coat/Shoe Rack when coming in from the Garage into the Kitchen. Gourmet Kitchen with Gorgeous Granite Countertops, Custom Painted White Cabinets with Soft Close, Large Center Island/Breakfast Bar, Stainless Appliances, Gas/Propane Cooktop, Double Wall Oven, Recessed Lighting, Closet/Pantry, Kitchen Table Space with Door to Deck. Separate Living Room/Office/Den comes with French Doors for your privacy if needed. There is a Separate Dining Room which provides an Elegant Space for those Special O

Simply stunning and impeccably maintained, this exceptional Huntingtown home offers the perfect combination of elegance, comfort, and thoughtful updates. Ideally situated approximately 36 miles from Washington, DC, 31 miles from Annapolis, and 26 miles from Solomons, this beautiful four-bedroom residence offers two full bathrooms and two half bathrooms, along with an abundance of space for everyday living and entertaining. Adding to its outstanding location, the home is less than 9 miles from the Chesapeake Beach and North Beach waterfront communities and boardwalk. Enjoy easy access to the Chesapeake Bay lifestyle, including waterfront dining, local restaurants, marinas, boating and fishing opportunities, beaches, parks, community events, and the scenic North Beach Boardwalk. Whether enjoying an evening along the waterfront, dining overlooking the Bay, or spending a day on the water, the Chesapeake Beach and North Beach area offers a wonderful coastal destination just minutes from hom

Welcome to an extraordinary private estate nestled on more than 55 breathtaking acres in the heart of Owings yet only 20 minutes to AAFB and 30 mins to Washington DC, where luxury, elegance, and unmatched seclusion come together to create a truly one-of-a-kind offering. Surrounded by pristine countryside featuring two creeks and a private pond, this remarkable property offers an exceptional lifestyle defined by peace, beauty, and privacy. From the moment you step into the grand open-concept two-story foyer, highlighted by a sweeping staircase and abundant natural light, the home immediately makes a lasting impression. Thoughtfully designed for both upscale entertaining and comfortable everyday living, the main level features a formal dining room ideal for gatherings, while the sophisticated living room currently serves as a beautifully designed music room filled with warmth and character. A well-positioned wet bar between the dining room and kitchen creates the perfect space for hostin