155 properties for sale in Old Bayside

OPEN HOUSE this SUNDAY, October 25th from 12-2 pm. Back and even better! With over $30,000 in recent updates and improvements, this move-in-ready 4-bedroom, 3.5-bath home is ready for its next owner. Enjoy an updated kitchen and bathrooms, fresh paint, NEW plumbing throughout, NEW main-level carpet, NEW deck, NEW water heater, NEW distribution box, and a NEW upstairs HVAC system. Additional recent updates include the main-level HVAC (2023) and vinyl siding (2021). The finished basement offers flexible space for a variety of needs, while finished attic space provides even more storage. Set on 3 private acres on a quiet dead-end street with no HOA, this property offers space, privacy, and versatility. Conveniently located for commuters and close to local beaches, boardwalks, parks, shopping, restaurants, marinas, and outdoor recreation, all within a highly rated school district. Come discover all this updated Northern Calvert County home has to offer!

Private Wooded Retreat on 5.84 Acres | Over 5,000 Square Feet | No HOA! *. Discover the perfect blend of space, privacy, and versatility. This expansive property has four levels of elegance. Grand entry hall with curved staircase. Large living room with fireplace, dining hall big enough for the whole family, expansive kitchen for cooking and family room with french doors to deck and back yard. This Colonial has three bedrooms on the second level with 2 full baths. The primary bedroom with walk-in closet, fireplace and large bath attached. Our third level has a bedroom, bath & a family room, which could be a converted to a fifth bedroom. The flexible floor plan offers endless possibilities for comfortable living, working from home, entertaining, or accommodating multigenerational needs. Enjoy the warmth and ambiance of two fireplaces, which create inviting spaces to relax and unwind throughout the seasons. Geothermal heating adds an energy-conscious feature to this spacious home. Outsid

This level of privacy is hard to come by, and 4 wooded acres in Huntingtown is even more rare. Tucked back off Warner Dr, this 3-story home puts trees on every side and quiet all around, so you can leave the noise behind the minute you pull in. Inside, the custom touches are everywhere you look, such as the updated kitchen, which is the heart of the home, and the decorative details throughout give every room its own personality. Cozy up by one of two fireplaces, relax and watch the game in the spacious living room, or head out to the deck and enjoy the treetop views by the fenced-in backyard. The basement garage adds convenient parking and storage, and the roughed in basement gives you room to expand even more. Come see it in person. You may find yourself feeling right at home before the tour is over

An updated/upgraded home in a private setting with beautiful tree-lined views, this impressive 5-bedroom, 3.5-bath residence is nestled in the prestigious Holbrook Estates. Built in 2003 and offering approximately 4,408 total square feet, this spacious home combines comfort, quality, and numerous thoughtful updates, creating an ideal setting for both everyday living and entertaining. Step inside to a warm and inviting interior featuring hardwood flooring, elegant crown molding, and an open, functional floor plan. The kitchen was beautifully renovated in 2019 with new cabinetry, quartz countertops, an oversized quartz island, and stainless-steel appliances. The kitchen flows seamlessly into the breathtaking two-story family room, where a pellet stove creates a warm and inviting focal point. A breakfast area provides the perfect space for casual dining, while the formal dining room is ideal for gatherings and special occasions. The main-level primary suite offers the convenience of one-l

Private 4.14-acre setting with no hoa in huntingtown! This solid all-brick Rambler offers the space, privacy, and flexibility buyers are searching for, with four bedrooms, two full baths, one half bath, a finished walkout lower level, and an oversized two-car garage. The main level features hardwood flooring throughout the living and dining rooms, an inviting fireplace, a granite kitchen with a new microwave, three bedrooms, and two full baths. Downstairs, the finished lower level expands the living space with a spacious family room featuring a pellet stove, a fourth bedroom, half bath, workshop, and direct outdoor access. Additional improvements include a brand-new oil tank and a roof approximately 10 years old. Outside, enjoy two spacious decks, three storage sheds, abundant parking, and a peaceful, park-like setting with plenty of room to relax, entertain, garden, or enjoy the outdoors. Conveniently located near schools, shopping, commuter routes, and the everyday amenities of Calve

Investment opportunity in huntingtown! Situated on 3 private acres at the end of a cul-de-sac with no HOA, this 5-bedroom, 3-full-bath brick rambler offers an opportunity to renovate, reimagine, and unlock its potential. In addition to the home's flexible layout and main-level living, the property features an oversized, two-level custom brick detached two-car garage with additional space and possibilities, a fenced inground pool, and a walk-out basement. Whether you're an investor looking for your next project or a buyer ready to take on a renovation, the combination of acreage, location, and existing features makes this property worth exploring. The main level features a foyer entry, living room with brick masonry fireplace, formal dining room, and eat-in kitchen with a large breakfast area and counter bar, opening to an atrium patio and full-length, double-layer deck. The primary suite includes a sitting area, full bath with vanity area, and a custom windowed bump-out with hot tub ov

NOW Offering $5k in Closing Help*. Tucked away at the end of a quiet cul-de-sac, our listing provides privacy and acreage in Sunderland, where the biggest traffic jam is the occasional deer strolling through. Welcome to 5025 Barrington Lane, an updated home offering 3,791 square feet across three levels, 3.5 baths, and a classic brick exterior that makes a great first impression every time you come home. Inside, the main level flows easily from room to room, with thoughtful updates throughout. The gas fireplace sets the scene for slow Sunday mornings with coffee and cozy evenings when the weather turns. And an en-suite first-floor office with an attached full bathroom for work or for guests. Head downstairs to the finished lower level and youll find serious bonus space ready for a theatre room, home gym, office, game night headquarters, or whatever your next chapter calls for. And the storage? Lets just say youll run out of stuff before you run out of space. The built-in two-car garage

Welcome to this beautiful brick rambler situated on a spacious 2-acre lot! Offering 5 bedrooms, 4 bathrooms, and over 4,100 square feet, this home provides plenty of room inside and out. The main level features a spacious living room, dining room, and kitchen complete with wood cabinetry, stainless steel appliances, island seating, and direct access to the back deck. The owner's suite includes a walk-in closet, private bathroom, and sliding glass doors leading to the deck. Three additional bedrooms, a full hallway bathroom, and a convenient half bathroom with laundry complete the main level. Perfect for an in law apartment or rental income, with a separate driveway, walking path, and walkout entrance to backyard, the basement additional living space with a bedroom, full bathroom, kitchenette with an oven and refrigerator, living area, and storage room. With direct access to the backyard, the basement provides plenty of flexibility for guests or extended living arrangements. Outside, en

Freshly painted with new luxury vinyl plank flooring and new carpet, this clean, inviting townhouse offers three finished levels, generous closet space, and an attached garage. The bright, open main level features a comfortable living room, dining area, kitchen, and convenient powder room. Upstairs, three bedrooms and two full baths include a spacious primary suite. The finished lower level provides additional living space, another half bath, and a laundry area with a washer and dryer. Situated near the end of the street with limited passing traffic, this home offers a quieter setting with space to enjoy the outdoors. Spend summer evenings on the back deck or settle into a chair on the front porch. Nearby Chesapeake Beach amenities include the boardwalk, beaches, shopping, and local restaurants, giving you plenty of ways to enjoy the area. Convenient access to commuter routes connects you to Annapolis and Washington, D. C

Welcome to Wyatt's Ridge 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. This Model home is the Arlington, one of our largest homes and includes a finished basement with 5th bedroom and 4th full bath, a Media room and Screened Porch! This stunning home sits on a full, 1 acre homesite. 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

Distinctive ranch-style home with 2,055 square feet of finished living space, vaulted ceilings and endless potential on a private 3-acre setting in Northern Calvert County. Lovingly owned by its original owner since it was built, this custom home reflects the craftsmanship of a professional woodworker through the kitchen cabinetry and interior wood details. The main level offers comfortable living with a spacious living room, dining area, kitchen, office/bonus room, half bath, laundry room, and a generously sized bedroom with a private en-suite bath. Step outside on your back deck and enjoy privacy and natural surroundings. The finished walk-out lower level provides additional living space and flexibility with two bedrooms, a full bath, kitchenette, den area, office/flex space, and ample storage. With its own exterior access and patio, the lower level is well suited for family, extended family, guests, a home office, and more. The two-car garage provides convenient parking and storage.

Welcome to Woodland Hills! This 4 bedroom, 3.5 bathroom home on a beautiful wooded lot, is ready for its next owner. The split-level home is larger than it seems, featuring a large addition and TWO primary suites. On the main level you will find a large living room, a bright eat-in kitchen, a formal dining room, a large laundry/mud room, and an over-sized primary bedroom with an en-suite bathroom. Upstairs, there is a second primary suite, two additional bedrooms, and a guest bathroom. In the basement you will find a rec room with wood burning fireplace and a half bathroom. Outside is a large two car detached garage, a huge deck, and a beautiful wooded almost 1.5 acre lot situated on a private cul-de-sac. Recent updates to the property include a new roof in 2024, new HVACs in 2016 and 2020, and new garage door openers and driveway in 2026. This northern Calvert location is only minutes from the Chesapeake Bay and is a commuters dream, offering easy access to major commuter routes into

Waterfront Beach Cottage in Huntingtown Rarely does an opportunity like this come along! This well-maintained 4-bedroom, 2-full-bath beach cottage offers the perfect escape for weekend getaways or comfortable full-time living, with beautiful Chesapeake Bay views and direct beach access. The property includes the additional lot directly across the street, featuring private beach access, off-street parking, and a picnic areaperfect for relaxing by the Bay, entertaining, or enjoying spectacular sunrises. Inside, the main level offers a spacious open family room with a fireplace, a front den/bedroom, two additional generously sized bedrooms, and a full bathroom. Upstairs, you'll find a versatile recreation room, an oversized full bathroom, and another bedroom. Enjoy the best of Chesapeake Bay living in the desirable Neeld Estate community, where residents have access to a private beach perfect for swimming, relaxing, and searching for fossils and shark teeth. Nearby Breezy Point Marina is

Move-in ready, spacious & ready to make your own in north dunkirk more space. More value. If you have been searching for a move-in ready home with room to spread out and the flexibility to make it your own, 9810 Golden Russet Drive deserves a closer look. Offering nearly 3,000 square feet of finished living space, including the finished walkout lower level, this spacious Colonial features 5 bedrooms, 3 full bathrooms, 1 half bath, and approximately. 77 acres. The updated eat-in kitchen offers granite countertops and white cabinetry, while the updated primary bath is ready to enjoy from day one. Formal living and dining rooms provide plenty of space for gatherings, and the screened porch and patio offer additional areas to relax and enjoy the mature surroundings. The finished walkout lower level adds even more versatility with a recreation room, wet bar, full bath, fifth bedroom, and office/flex space ideal for guests, working from home, hobbies, or additional living space. The home is

Welcome to 2014 Rosedale Lane! Beautifully situated on a quiet street and offering over 6,000 square feet of finished living space, thoughtful upgrades, and exceptional indoor and outdoor living areas. A welcoming foyer with a wrought iron staircase sets the tone for this beautifully maintained home. The spacious Dining Room offers additional cabinetry, while the stunning kitchen features two-toned white and navy cabinetry, an oversized island, double wall ovens, a pot filler, beautiful backsplash, and both cabinet and under-cabinet lighting. The Family Room provides access to a private porch, while the sunroom, complete with its own ductless heating and cooling system, overlooks the beautiful, private backyard. A spacious Trex deck gives even more room for outdoor entertaining. The impressive primary suite features a large walk-in closet with custom built-ins and a luxurious bathroom complete with a walk-through shower, soaking tub, dual vanities, abundant cabinetry, and color-changin

4 bedrooms, 3 acres, attached and detached two-car garage & over 1,100 sq. FT. of unfinished basement space! If you've been searching for a home with generous living space, room for your vehicles and hobbies, and acreage to enjoy, 100 Little Tree Lane in Owings deserves your attention! Situated on 3 acres in Northern Calvert County, this two-story Colonial offers 4 bedrooms, 2.5 bathrooms, and approximately 2,187 square feet of above-grade living space. Inside, hardwood flooring, spacious living areas, and a brick fireplace provide a welcoming foundation for comfortable everyday living. The generously sized kitchen features white cabinetry, granite countertops, stainless steel appliances, a center island with cooktop, and double wall ovens, along with an adjoining dining area for casual meals and gatherings. Upstairs, four bedrooms, including a spacious primary suite, offer flexibility for sleeping accommodations, guests, or a home office. The approximately 1,104-square-foot unfinished

Welcome home to this beautiful 3-bedroom, 3-bath rambler in Chesapeake Beach! With so many of the big-ticket updates already completed, including newer windows, flooring, and roof, this home has so much to offer! The bright and welcoming kitchen features white cabinetry, granite countertops, and stainless steel appliances, creating a space that so incredibly inviting. Enjoy the convenience of main-level living with the added benefit of a ramp leading to the side entrance for easier accessibility. Just off the back of the home, you'll find a spacious Trex deck overlooking the fully fenced backyard, perfect for entertaining, relaxing, or simply enjoying your own outdoor space with your morning coffee or evening cocktail. The lower level offers so many possibilities. One side could easily serve as a second primary suite, guest area, or spacious recreation room, while the other features flooring that would be ideal for a home gym or workout space. Additional built-in closet storage is anot

Coming Soon! Keep your eyes peeled for this exceptional 5bedroom, 4.5bath colonial in the highly desirable Federal Oak community. Perfectly sited on 3 acres, this home offers an abundance of space inside and out, including a spacious 3car garage. Sophisticated style meets modernday charm in a property that delivers stately presence, everyday comfort, and access to one of Calvert Countys top school districts

Welcome to Wyatt's Ridge by Schaefer Homes an exciting new home community nestled in the heart of sought-after Owings, Maryland. With just 22 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

Investor opportunity! Family Homes? Le Deal! Two separate homes. 810 W Mt Harmony is a 4 bedroom 2 bath rambler on an unfinished basement w/ deck originally built 1969. (MDE Lead Paint Certificate) 812 W. Mt Harmony is a 2 bedroom 1 bath home with a deck and shed re. Built in 2009. Shared well and septic system(replaced 2016) Septic tank was pumped in past 2 years +/-. Both homes have been professionally cleaned. 810 house had an updated termite treatment & yellow jacket treatment. Very good income potential. Both homes professionally cleaned. Other than few cosmetic improvements. Move in ready condition. 2 homes on 1 parcel. No hoa. Septic replaced 2016. Priced for quick sale. All offers will be reviewed by Estate Attorney and Personal Representative. No MD Property Disclosure or Disclaimer required for estate sale

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

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

Sunday's Open House Cancel*. Welcome to 514 James Avenue, a brand-new 3-bedroom, 2.5-bath home offering 2,192 square feet of finished living space on a nearly one-acre lot in the water-privileged Fairhaven community of Tracys Landing. The main level features luxury vinyl floors, an open kitchen and family room, granite countertops, stainless steel appliances, a center island, and a gas fireplace. Upstairs, the spacious primary suite includes a walk-in closet and private bath, along with two additional bedrooms and a dedicated laundry room. A large two-car garage and 1,040-square-foot unfinished walk-out basement provide plenty of additional space and future flexibility. Outside, the 42,000-square-foot lot offers room to spread out, while Fairhaven residents also enjoy access to a small community beach. Located near Deale, Herrington Harbour, local marinas, waterfront restaurants, and the Chesapeake Bay, this home offers the space of nearly an acre with easy access to the boating and wa

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

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

Welcome home to this beautiful colonial in a sought-after Arbor Greene community with sidewalks, tree-lined streets, excellent schools, and easy commutes to employment hubs like Washington, DC and Joint Base Andrews. The home has excellent curb appeal and outdoor space, highlighted by the charming wrap-around porch that connects to a large back deck overlooking the pool on a flat 1 acre lot. Entertain or grill under the covered gazebo built into the deck, then enjoy soaking up the sun and lounging around the pool. The pool is a gunite pool and was recently renovated by Stevenson Pools. Step inside and you'll find a beautifully renovated kitchen with stainless steel appliances, new cabinets, with a custom blind corner lazy-Susan and new countertops! Great layout with lots of flexibility including 4 bedrooms and 3 full bathrooms upstairs, plus a finished bonus room! Bonus room on the 3rd floor gives you additional 390 sq. Ft. for recreation area or for additional storage options. The lar

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

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

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

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