Cambridge Homes with Pool - Outdoor Community Amenities

Cambridge Homes with Pool - Outdoor Community Amenities

Welcome to the enchanting city of Cambridge, Maryland, nestled along the picturesque shores of the Choptank River. As the county seat of Dorchester County, Cambridge is steeped in rich history and vibrant culture, making it an ideal place to call home. Known for its charming waterfront views and quaint downtown area, this city offers a delightful blend of small-town charm and modern amenities.

Cambridge is a haven for outdoor enthusiasts and families alike, boasting a plethora of community amenities that elevate the living experience. One of the standout features of many homes in this area is the inviting outdoor pools. Imagine spending sun-soaked afternoons lounging by your own private oasis, or hosting gatherings with friends and family in a backyard that feels like a resort. These homes with pools not only provide a refreshing escape during the warmer months but also foster a sense of community and togetherness.

In addition to the stunning homes, residents of Cambridge enjoy easy access to a variety of parks, nature trails, and recreational facilities. Whether you're kayaking on the river, exploring the scenic Harriet Tubman Underground Railroad Byway, or savoring fresh seafood at local eateries, there's no shortage of activities to enjoy.

With its friendly atmosphere, rich history, and vibrant community spirit, Cambridge is more than just a place to live—it's a place to thrive. Explore the possibilities of making this charming city your new home, where a lifestyle of relaxation and adventure awaits!

Newest Cambridge Homes with Pool - Outdoor Community Amenities

$279,900
3 Beds ⋅ 4 Baths
Motivated sellers are relocating out of state, creating a great opportunity to make this nearly new Deep Harbour townhome your own! Enjoy low-maintenance living in the heart of Cambridge within this water-access community ideally situated along Cambridge Creek and just minutes from downtown dining, shopping, marinas, and waterfront attractions. This well-appointed townhome offers three levels of comfortable living with modern finishes and multiple outdoor spaces. The entry level welcomes you with an open foyer featuring recessed lighting and luxury vinyl plank flooring, along with easy access to the outdoor amenities within Deep Harbour. The unit also includes a finished and painted one-car garage with automatic opener. Upstairs, the main living level features luxury vinyl plank flooring throughout and an open layout designed for easy everyday living and entertaining. The kitchen is equipped with a center island, quartz countertops, soft-close cabinetry, stainless steel appliances, gas range, microwave, dishwasher, garbage disposal, and both pendant and recessed lighting. Top-down/bottom-up blinds provide added privacy and flexibility, while the adjoining living area features ceiling fans and plenty of space to relax. A convenient powder room completes this level. The third floor offers three bedrooms and two full baths, including a spacious primary suite with sliding doors opening to a private deck. The primary bath features dual vanities, tile flooring, and a walk-in shower. Two additional bedrooms offer custom closet storage and share a hall bath with ceramic tile and an added wall cabinet. A full-size stack washer and dryer convey and are conveniently located on the bedroom level with additional closet storage. Deep Harbour offers the ease of low-maintenance community living in a waterfront setting along Cambridge Creek. Enjoy convenient access to downtown Cambridge, the waterfront, local restaurants, shops, and everything that makes life on the Eastern Shore so enjoyable. The property also offers added flexibility for buyers interested in income potential, with the opportunity for short- or long-term rental use, subject to applicable community requirements and local regulations. Whether you're looking for a full-time residence, an easy-to-maintain Eastern Shore getaway, or a property with future rental potential, this townhome offers a wonderful combination of modern comfort, convenience, and versatility. With an out-of-state relocation ahead, the sellers are motivated and ready to welcome the next owner—bring your offer!

334 Shipyard Dr, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$424,500
2 Beds ⋅ 2 Baths
Nestled in the charming and historic West End of Cambridge, this delightful top floor 2-bedroom, 2-bathroom condominium at Oakley Beach offers a perfect blend of comfort and style. Built in 2005, this traditional unit features an inviting open floor plan, highlighted by beautiful hardwood floors and an abundance of natural light. The spacious kitchen boasts an island, ideal for casual dining or entertaining, while the adjoining dining area creates a warm atmosphere for gatherings. Relax in the cozy living room, complete with a gas fireplace, or step out onto your private balcony to enjoy unparalleled river views. The master suite features a luxurious walk-in shower, ensuring a spa-like experience at home. With convenient in-unit laundry and modern appliances-everyday living is a breeze. The exterior of the property is equally appealing, featuring well-maintained landscaping, sidewalks, and community amenities such as a refreshing outdoor pool. Enjoy the tranquility of waterfront living with direct access to the Choptank River, perfect for kayaking or leisurely strolls along the shore. Located in a vibrant neighborhood, you'll find local shops, dining, and recreational activities just moments away. With easy access to major routes and community docks, this home is a true gem for those seeking a peaceful yet connected lifestyle. Experience the best of riverfront living in this inviting condominium!

5 Oakley St Unit 304/302, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$385,000
4 Beds ⋅ 4 Baths
Waterfront living in the heart of Cambridge! Beautifully maintained end-unit townhome in gated Deep Harbour with stunning Cambridge Creek and marina views. This 4-bedroom, 3.5-bath home offers a 2-car garage, deeded boat slip with 6+ ft MLW, two balconies, and an open, light-filled floor plan. Enjoy the contemporary Norwegian gas fireplace, spacious deck, and updated eat-in kitchen featuring natural stone countertops, stainless steel appliances, breakfast bar, premium Ruvati sink, and pantry. Main-level bedroom with updated full bath offers flexible space for guests, an office, gym, or additional living area. Spacious primary suite includes Hunter Douglas shutters, custom closet system, pocket doors, and beautifully updated bath with stone countertops, Hansgrohe fixtures, heated towel bar, tile, and upgraded Pro-Flush toilet. Two additional bedrooms share an updated full bath. Numerous improvements include fresh interior paint (2024), LED lighting, updated kitchen and baths, Hunter Douglas blinds throughout, electronic keyless entry, Ring alarm, and new Chamberlain LiftMaster garage opener. Deeded boat slip includes water and electric. Deep Harbour amenities include gated access, clubhouse, pool, and easy access to downtown Cambridge. Walk to restaurants, shops, RAR Brewing, Dorchester Center for the Arts, Long Wharf, and the lighthouse. A wonderful opportunity to enjoy boating, waterfront views, sunsets, and the best of Eastern Shore living with minimal maintenance!

500 Seaway Ln, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$399,990
3 Beds ⋅ 3 Baths
Discover the charm of this new construction Mac Arthur Villa in the desirable River Marsh community, set to be completed in 2026. This beautifully designed Colonial-style home features 3 spacious bedrooms and 2.5 bathrooms, perfect for modern living. Enjoy cooking in a well-appointed kitchen equipped with a double oven, cooktop, built-in microwave, dishwasher, and disposal, making meal prep a delight. The community offers fantastic amenities, including a refreshing outdoor pool, tennis courts, a fitness center, and playgrounds for all ages. With a strong sense of community, River Marsh is ideal for those seeking an active lifestyle. Nearby parks provide ample green space for relaxation and recreation, while local schools are known for their commitment to excellence. This home also features an attached garage for convenience. Embrace the opportunity to create lasting memories in a vibrant neighborhood that feels like home. Don't miss your chance to be part of this wonderful community!

2159 Winterberry Ln Unit O, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

$419,000
4 Beds ⋅ 4 Baths
Waterfront Living at Deep Harbour! Marina views and exceptional boating access define this immaculate three-level townhome, complete with a deeded boat slip and 10,000-pound boat lift. The open-concept main level features a gourmet kitchen with breakfast bar, spacious living and dining areas and an expansive private waterside balcony ideal for relaxing and entertaining. Upstairs, the primary suite includes an ensuite bath, sitting room and private balcony overlooking the marina, while two additional bedrooms provide comfortable space for family and guests. The entry level offers flexible living or bedroom space with a full bath, along with access to the one-car garage. Located in a gated waterfront community with a marina and swimming pool, this beautifully maintained home offers carefree waterfront living with boating just outside your door.

403 Seaway Ct Unit 130, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact:

$384,900
4 Beds ⋅ 3 Baths
Welcome to Long Boat Estates, a water-oriented community located just minutes from the water, docks, and boat ramps. Residents also enjoy access to a private community pool. This spacious home offers four bedrooms and three full bathrooms. The upper level features three bedrooms and two full baths, including a private bathroom in the primary bedroom. The lower level includes an additional bedroom, a full bathroom, and a walkout to a screened-in porch. A large laundry room with a kitchen size sink and plenty of cabinet storage is also located on this level. The kitchen is equipped with stainless steel appliances, granite countertops, and a center island that provides additional workspace. Just off the dining room is a second screened-in porch that leads to an open-air deck, creating multiple areas for relaxing and outdoor entertaining. As an added bonus check out the Solar Panels on the roof that are OWNED and that make your electric bill much easier to pay each month! Conveniently located just minutes from Route 50 and a little over an hour from Ocean City, this home offers the perfect combination of comfortable living, outdoor space, and easy access to the water. Solar panels are owned by sellers and not leased

145 Regulator Dr N, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$249,900
2 Beds ⋅ 2 Baths
Experience the best of Eastern Shore living in this beautifully appointed, fully furnished condo located in a gated waterfront community. This turnkey home offers 2 spacious bedrooms, 2 full bathrooms, and 1,610 square feet of thoughtfully designed living space. Designer furnishings throughout create an elegant, move-in-ready retreat, making it perfect as a full-time residence, weekend retreat or investment. Enjoy the relaxed waterfront lifestyle with the comfort, security, and amenities of this exceptional community.

700 Cattail Cv Unit 411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$324,900
2 Beds ⋅ 3 Baths
Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

329 Shipyard Dr, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$434,900
2 Beds ⋅ 2 Baths
Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$305,000
3 Beds ⋅ 4 Baths
Beautiful End-Unit Townhome Loaded with Upgrades – Move-In Ready! Welcome home to this stunning 3-bedroom, 2.5-bath end-unit townhome located in the desirable gated community of Deep Harbour. Offering modern upgrades and spacious living across three levels, this home combines comfort, style, and convenience. The first floor features wood flooring, a large recreation room or home office, complete with a convenient half bath and access to the attached one-car garage. On the second level, you'll also find wood flooring throughout with an open and inviting floor plan featuring a spacious kitchen with Corian countertops, upgraded cabinetry, stainless steel appliances, and a dining area with access to a generous 10' x 20' deck—perfect for entertaining or relaxing outdoors. The large living room provides ample space for gathering, while the stylish shiplap accent wall in the half bath adds a touch of charm. Enjoy the amazing cross breeze when the windows are open. The third level features a spacious primary suite with a tray ceiling, walk-in closet, and an elegant en-suite bath offering a double vanity and a large tiled walk-in shower. Two additional bedrooms and a full bath complete this level. Residents of Deep Harbour enjoy gated community amenities, including a community pool, marina, and scenic jogging and walking paths. Conveniently located near downtown entertainment, dining, shopping, and grocery stores, you'll have everything you need just minutes from your doorstep. Don't miss the opportunity to own this beautifully maintained townhome in one of the area's most desirable waterfront communities. Schedule your private showing today! Tenant occupied -available for ownership on or after August 17, 2027

301 Shipyard Dr Unit 59, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact:

$342,900
4 Beds ⋅ 3 Baths
Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

$419,000
4 Beds ⋅ 3 Baths
Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact:

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