Cambridge Homes with Swimming Pool Amenities

Cambridge Homes with Swimming Pool Amenities

Welcome to Cambridge, Maryland – a hidden gem nestled in the heart of Dorchester County. This charming city, steeped in rich history and scenic beauty, offers a delightful blend of small-town charm and vibrant waterfront living. With its picturesque views along the Choptank River and a thriving downtown area filled with unique shops, restaurants, and cultural attractions, Cambridge is a perfect place to call home.

For those seeking a lifestyle that combines relaxation and recreation, Cambridge boasts an array of stunning homes with swimming pool amenities. Imagine stepping into your backyard oasis, where you can unwind by your private pool, host summer barbecues, or enjoy a peaceful evening under the stars. These homes not only provide a refreshing escape from the summer heat but also offer a perfect setting for family gatherings and entertaining friends.

The real estate market in Cambridge showcases a diverse selection of properties, from charming historic homes to modern builds, all equipped with luxurious swimming pools. Whether you prefer a spacious estate with sprawling grounds or a cozy bungalow with a quaint poolside retreat, Cambridge has something for everyone.

Living in Cambridge means enjoying a close-knit community with access to outdoor activities, including boating, fishing, and hiking. With its rich cultural heritage and commitment to preserving its natural beauty, Cambridge is not just a place to live; it’s a lifestyle. Discover your dream home with a swimming pool in this idyllic city, where every day feels like a vacation. Embrace the charm of Cambridge and make it your own!

Newest Cambridge Homes with Swimming Pool Amenities

$569,000
4 Beds ⋅ 4 Baths
Built in 2025, this popular Dune model overlooks the golf course and enjoys sweeping fairway views and western sunsets. Offering 4 bedroms and 3.5 baths with first floor primary suite, the thoughtfully designed floor plan is ideal for everyday living and entertaining. The main level features a spacious great room, dining area gourmet kitchen and the first-floor primary suite with a large walk-in closet. A screened porch with a fireplace extends the living space and provides a comfortable place to relax or entertain. Upstairs are three additional bedrooms, a bonus room and an expansive covered deck with panoramic golf course views, the perfect place to enjoy morning coffee or take in the sunset. Located in Tides at River Marsh, adjacent to the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, this home offers the convenience of nearby dining, golf, shopping and scenic walking paths. Community amenities continue to expand with a pool, clubhouse and pickleball courts slated to open soon.

2711 Marsh Elder Dr, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$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 Cove Unit #411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$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 Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$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: (410) 739-0242
$427,104
4 Beds ⋅ 3 Baths
This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

119 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$469,990
3 Beds ⋅ 3 Baths
*OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE** Offering unique floor plans with scenic wooded, creek, and golf course views, Tides at River Marsh is the perfect place to call home. The St. Kitts offers single level living with 3 bedrooms and 2.5 baths on main level or choose the optional loft on the second floor and optional third bath. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Marsh Elder Rd Unit #ST.KITTS, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$424,990
3 Beds ⋅ 2 Baths
*OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* Offering unique floor plans with scenic wooded, creek, and golf course views, Tides at River Marsh is the perfect place to call home. The Latitude offers single level living with three bedrooms and two full baths on main level or choose the optional loft and optional fourth bedroom and third bath. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Marsh Elder Rd Unit #LATITUDE, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$529,990
3 Beds ⋅ 3 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* MOVE-IN READY! Where the golf course meets luxury—welcome to the Latitude. This stunning two-story home offers true main-level living with three bedrooms on the first floor, along with beautiful vaulted ceilings in the family room, kitchen, and foyer. The open-concept design features a spacious primary suite complete with a Roman shower and built-in shower seat. In the family room, enjoy the ambiance of your two-sided gas fireplace, which also warms the extended lanai featuring a gorgeous stone surround. Whether relaxing indoors or entertaining outside, you’ll appreciate the seamless comfort and charm this home provides. Perfectly positioned with beautiful golf course views, the Latitude delivers exceptional style, convenience, and luxury living at its finest.

2713 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$659,990
3 Beds ⋅ 4 Baths
*OFFERING UP TO 12K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE**Model Home Available - One Year Lease and Month to Month After** Contact Showing Contact for more details** The St. Kitts features three bedrooms with the primary suite on the main level and a guest bedroom. Complete with a beautiful chef’s kitchen, a spacious breakfast area, and family room. This home features an expanded screen porch with an outdoor stone fireplace, perfect for entertaining outdoors. Upstairs you will find a spacious loft along with a bedroom and full bath. This model has all the bells and whistles, don’t don’t miss the opportunity for this investment!

2694 Marsh Elder Rd, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$235,000
2 Beds ⋅ 2 Baths
Experience affordable waterfront living without compromising on lifestyle in this beautifully updated top-floor penthouse. From your private balcony, enjoy peaceful long-water views stretching toward the Choptank River and front-row seats to the Fourth of July fireworks over the water. Offering 1,493 square feet of thoughtfully updated living space, this 2-bedroom, 2-bath residence features new luxury vinyl plank flooring throughout, upgraded lighting, elegant chair rail detailing, and a spacious open layout designed for comfortable everyday living. The modern kitchen has been refreshed with all-new stainless steel appliances, while the full-size stacked washer and dryer add everyday convenience. The generous primary suite includes a spa-inspired bath with dual vanities, a walk-in shower, and timeless white marble flooring. Located within the secure, gated Deep Harbour waterfront community, residents enjoy elevator access, front-door intercom entry, an assigned indoor garage parking space, and the added benefit of a rare private storage unit. Deep Harbour offers an exceptional waterfront lifestyle with a community marina, piers, kayak launch, scenic walking paths, swimming pool, bathhouse, picnic areas, and beautifully maintained grounds along Cambridge Creek. Just moments from historic downtown Cambridge, you'll enjoy locally owned restaurants, shops, marinas, festivals, and the exciting Cambridge Harbor redevelopment on the Choptank River, bringing new waterfront dining, entertainment, and recreational amenities. Perfectly positioned for commuters and weekend travelers alike, Cambridge offers convenient access to Annapolis, Easton, Salisbury, Ocean City, and the broader Chesapeake Bay region—making it easy to enjoy coastal living while staying connected to work and recreation. Whether you're looking for a full-time residence, weekend retreat, or low-maintenance waterfront home, this penthouse delivers exceptional value, security, and an enviable Eastern Shore lifestyle. 𝗣𝗿𝗼𝗽𝗲𝗿𝘁𝘆 𝗛𝗶𝗴𝗵𝗹𝗶𝗴𝗵𝘁𝘀 • Top-floor penthouse with long water views toward the Choptank River • 1,493 sq. ft. | 2 Bedrooms | 2 Full Baths • Private balcony with water views and Fourth of July fireworks • New luxury vinyl plank flooring throughout • All-new stainless steel kitchen appliances • Full-size stacked washer & dryer • Spacious primary suite with dual vanities, walk-in shower & marble flooring • Upgraded lighting fixtures and chair rail detailing • Assigned indoor garage parking space • Rare private storage unit • Secure gated building with front-door intercom • Two elevators serving all residential floors • Waterfront community with marina, piers & kayak launch • Swimming pool, bathhouse, picnic areas & waterfront walking paths • Minutes to historic downtown Cambridge • Near the exciting Choptank Harbor waterfront redevelopment • Easy access to Easton, Annapolis, Salisbury, Ocean City & the Chesapeake Bay • Affordable, low-maintenance waterfront living on Maryland's Eastern Shore

700 Cattail Cv Unit #412, Cambridge

Listing courtesy of Kinetic Realty, Inc.. Contact: (443) 222-0010
$464,990
3 Beds ⋅ 3 Baths
*OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE** The Dune offers two story living with 3 bedrooms and 2.5 bathrooms. The primary suite is on main level, upstairs you'll find the two secondary bedrooms and a loft or the loft can be upgraded to the the optional 4th bedroom and full bath. Offering unique floor plans with scenic wooded, creek, and golf course views, Tides at River Marsh is the perfect place to call home. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Marsh Elder Rd Unit #DUNE, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$399,990
3 Beds ⋅ 2 Baths
*OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* Offering unique floor plans with scenic wooded, creek, and golf course views, Tides at River Marsh is the perfect place to call home. The Aloha offers single level living with three bedrooms and two full baths on main level or choose the optional loft on the second floor and optional third bath. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

TBB Marsh Elder Rd Unit #ALOHA, Cambridge

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
Start Your Search