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$399,000
3 Beds 2 Baths
Brand NEW CONSTRUCTION with timeless appeal and modern convenience! This 3 bedroom 2 bathroom home is scheduled for completion Summer of 2026 and offers the perfect blend of comfort and functionality. Enjoy a thoughtfully designed layout with open living spaces, ideal for both everyday living and entertaining. Go under contract NOW and have time to make some personal selections! Conveniently located just minutes from shopping and dining, you will have easy access to everything you need while still enjoying the feel of a new, well planned home. Get in early and secure your spot-there may be time for personal selections depending on the stage of construction. Don't miss out on this opportunity to own a brand new home! Colors, materials, and siding selections are subject to change.

602 Edlon Park, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$284,999
3 Beds 2 Baths
Historic District charm meets everyday convenience at 113 Willis Street. This adorable circa-1916 Victorian sits just down the street from the Choptank River and close to the heart of downtown Cambridge, where you can enjoy local restaurants, shops, parks, marinas, waterfront events, and the character that makes this Eastern Shore town so special. Inside, this three-bedroom home blends classic early 20th-century charm with practical updates, including newer windows, roof, siding, drywall, electrical wiring, and central air, an uncommon and valuable bonus in many historic homes. The welcoming wraparound porch gives the home instant curb appeal, while the fully fenced yard, alley access, off-street parking, and garage/workshop add everyday functionality that is hard to find in this setting. Whether you need storage, hobby space, tools, bikes, or a spot for weekend projects, the garage/workshop gives you flexibility beyond the main house. Cute, comfortable, updated, and full of Cambridge character, this home offers historic charm, modern comfort, and downtown convenience all in one very lovable package.

113 Willis St, Cambridge

Listing courtesy of Keller Williams Flagship. Contact:

$245,000
A very private setting with preparations in place for building a country home with a long driveway and views of neighboring farmland. Sellers have performed much of the heavy lifting with county septic and pond building permits. Stormwater management is in place with culverts and a gated driveway. Only a ½ mile drive to a public boat launch to Chesapeake Bay tributary waters on Fishing Creek. A 50’ English right-of-way easement was recorded by the Seller’s family several decades ago when the wooded tract was subdivided for a few adjacent homes. The property has been approved for a future BIP / Berm Infiltration Pond, and Dorchester County Health Department records can be furnished upon request. The property is zoned RESIDENTIAL and there are three septic sites that could potentially serve additional homes with buyer due diligence. Neighboring homes support in-ground or sand line trench septic. The property has a recorded exemption from Forestry Conservation with County Planning and Zoning for clearing and construction up to 20,000 sq. ft. /.46 ac.

Cambridge

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$375,000
3 Beds 2 Baths
Charming Cape Cod located in Cambridge’s desirable Historic West End District, just minutes from Downtown, Long Wharf, Great Marsh Park, YMCA, and the Cambridge Yacht Club. This well-maintained 3BR/2BA home offers over 1,700 sq ft with a flexible floor plan featuring a main-level bedroom and full bath, spacious living room with hardwood floors and fireplace, formal dining room, and large kitchen. Upstairs includes two generously sized bedrooms with hardwood flooring throughout. Enjoy the enclosed front porch, detached oversized garage/workshop, corner lot location, and off-street parking. Located within city limits and near the Ironman/Eagleman race course, making it ideal as a primary residence, second home, or investment property.

201 Belvedere Ave, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$325,000
3 Beds 1 Baths
Cozy all brick Colonial in highly sought out historic West End. Glenburn Ave is one of Cambridge's most beautiful historic streets. The home is located on a corner lot just 2 blocks from the Choptank River, parks and boat ramp. It is walking distance to downtown shops, restaurants, churches, schools, banks and the YMCA. This 1,408 st. ft. home has 1 bedroom, gally kitchen, dining room, laundry and large living room on the first level. The second level has beautiful hard wood floors, 1 full bath, 2 large bedrooms with pull down stairs for attic access. The full bath has large linen closet and ceramic tile. 2 car garage with workshop and wood burning fireplace. The yard is inviting and beautifully landscaped. The home has been lovingly cared for and well maintained through-out the years. It has been only family owned for generations. A must see!!

314 Glenburn Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$240,000
3 Beds 3 Baths
Welcome to 205 Yellow Bill Ln in the desirable Heron Point community! Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath townhome offers modern living with an open and inviting floor plan. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday living. Upstairs, you'll find a generous primary suite, two additional bedrooms, and convenient upper-level laundry. Additional features include an attached garage, energy-efficient systems, public water and sewer, and low-maintenance living with lawn care included through the HOA. Conveniently located just minutes from downtown Cambridge, shopping, dining, waterfront attractions, and Route 50. Move-in ready and waiting for its next owner!

205 Yellow Bill Ln, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$475,000
1 Beds 1 Baths
Exceptional waterfront opportunity with gorgeous water views, deep water access, and extensive boating amenities in a welcoming, waterfront neighborhood known for its friendly and laid-back atmosphere. This fully ADA-compliant 1-bedroom home features a thoughtfully renovated full bath with roll-in tiled shower, quartz vanity, tile flooring, and barn doors designed for accessibility and ease of use. Relax on the enclosed porch overlooking the water or head outside to the impressive pier offering approximately 6’ MLW, a lookout platform, and four boat lifts including two 1,500lb jet ski lifts, an 8,000lb lift, and a 20,000lb lift installed in 2022—an incredible setup for boating, fishing, and enjoying life on the water. Additional improvements include a new 50-year architectural shingle roof with transferable warranty installed in 2023 and a new well in 2024, plus public sewer service. Wheelchair ramp and lift convey. Detached garage/workshop with concrete floors and newer electric panel offers excellent storage and workspace potential, plumbing in workshop is currently disconnected- but could be hooked up by the new owner. There is an additional storage shed near the pier perfect for kayaks, fishing gear, and outdoor equipment. Bring your personal touches and bring this home to life! Property is being sold as-is. Appointment required for all showings.

5023 Russell Rd, Woolford

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

$629,900
2 Beds 2 Baths
Enjoy breathtaking Honga River and Chesapeake Bay views from this exceptional waterfront property featuring a long private pier with multiple slips and two boat lifts. This well-maintained 2 bedroom, 2 full bath home offers comfortable coastal living with a riprapped shoreline, spacious yard and endless opportunities for boating, fishing, crabbing and embracing the Hoopers Island lifestyle. The expansive waterfront deck offers the perfect place to relax, entertain and enjoy cookouts with family and friends while taking in the panoramic waterfront views. Stunning sunrise and sunsets create the ideal setting for a full-time residence, weekend getaway, a peaceful waterfront retreat. Bring your golf cart and bicycles and enjoy nearby local favorites including Old Salty’s Restaurant and Hooper’s Island General Store. Conveniently located within walking distance to a local marina and public boat ramp.

1709 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$367,000
2 Beds 2 Baths
WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

700 Cattail Cv Unit #104, Cambridge

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$234,816
2 Beds 1 Baths
Price Improvement!!!! Welcome to 214 East Appleby Avenue. This cute bungalow has quality features and has been recently updated. Perfect porch for summer evenings. Large lot with plenty of room for pool, swing set, gazebo and/or large garden. With this much outdoor space you can have a summer of fun. Inside hardwood floors, large living room windows make a bright light filled space. Kitchen is galley style with real wood cabinetry . Laundry room located off the kitchen. 2 bedrooms and a full bath down . Fixed stairs to attic with new insulation and room for additional bedroom/bath or just great storage. The yard is large with HUGE intown garage with work area and office space. Garage even has loft storage area. Turn key and ready for all types of financing. If you are tired of renting and or need space for your business without HOA restrictions this may be the perfect home for you.

214 E Appleby Ave, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000

$219,950
3 Beds 3 Baths
Spacious and well-maintained townhouse offering nearly 1,900 square feet of comfortable living space with an open, airy floor plan perfect for everyday living and entertaining. The bright kitchen opens to a private deck, ideal for morning coffee or evening relaxation. Entry-level features a welcoming family room, a convenient laundry area, and a half bath. Upstairs, enjoy a large combined living and dining area with neutral décor ready for your personal touch. The attractive primary suite offers generous space and ample closet storage. With abundant storage throughout and a convenient location just minutes from downtown Cambridge, shopping, dining, marinas, and all the Eastern Shore has to offer, this home combines comfort, space, and convenience. New roof 2025.

102 Oyster Catcher Ct, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$349,900
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: 8773662213

$379,000
4 Beds 2 Baths
Located in the heart of historic downtown Cambridge, this inviting residence is walking distance from the best restaurants, bars, and shopping our town has to offer! The formal living and dining areas feature elegant crown molding, hardwood flooring, and soaring nine-foot ceilings, all centered around a cozy gas fireplace that adds warmth and charm. The spacious kitchen is designed for both everyday living and entertaining, offering double wall ovens, a five-burner gas cooktop, stone countertops, and the convenience of dual sinks with disposals. Recent improvements provide peace of mind, including an architectural shingle roof. The home’s HVAC system was upgraded to natural gas in 2017, giving you flexible heating options with gas, electric, or a combination of both. The main level includes a convenient guest bathroom with a shower. Outside, the generously sized backyard is the perfect space for outdoor activities, pets, or simply relaxing. A storage shed offers practical space for tools, bikes, and more. Upstairs, you’ll find four comfortable bedrooms, a full bathroom, and a dedicated office. Much of the interior and exterior has been recently repainted, giving the home a refreshed feel.

606 Locust St, Cambridge

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

$244,900
3 Beds 2 Baths
*Owner Financing Option* Welcome to 506 High Street — a thoughtfully designed new construction home where modern comfort meets timeless Eastern Shore charm. With 3 bedrooms, 2 baths, and carefully curated finishes throughout, this home feels warm, inviting, and effortlessly livable from the moment you walk in. Inside, light-filled spaces and beautiful luxury vinyl plank flooring create a relaxed, modern farmhouse feel. The kitchen was designed to be the heart of the home, featuring elegant quartz countertops, stylish cabinetry, and an easy flow for gathering, entertaining, and everyday life. Every detail has been selected with both beauty and functionality in mind, offering the peace of mind and efficiency that come with brand-new construction. The spacious primary suite provides a quiet retreat, while the additional bedrooms offer flexibility for guests, a home office, or growing families. Step outside to a fully fenced backyard — perfect for pets, gardening, backyard dinners, or slow evenings under the stars. Located in the heart of historic Cambridge, just moments from the waterfront, local restaurants, shops, and marinas, this move-in ready home offers the rare combination of new construction living with the character and charm of one of Maryland’s most beloved waterfront communities.

506 High St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$1,399,000
6 Beds 5 Baths
Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

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

$299,900
Developer’s Dream in Cambridge, MD! Cambridge is in the middle of a major development transformation — now is the opportunity to get in on the ground floor of the city’s high-density growth future. This exceptional property offers nearly 2 acres of prime development land, with the potential to purchase an additional adjoining acre. Featuring road frontage on three sides, the property is approximately 99% cleared and ready for development. An added bonus is the 12-foot-wide city-owned alley that may be obtainable, creating even more flexibility for site planning and access. Ideal for 55+ median-income single-story townhomes, multifamily housing, or a variety of other residential development opportunities. Surrounding properties include two-story townhomes, apartment buildings, single-family homes, and a nearby nursing home — making this a versatile and highly desirable location. Conveniently located just minutes from downtown Cambridge dining, shopping, festivals, and historic attractions. Quick access to Route 50 provides easy access to big-box retailers and newly renovated shopping centers. Enjoy nearby access to the Choptank River for boating, fishing, crabbing, and numerous community parks and recreational opportunities. Contact the listing agent for a complete list of permitted uses. Possible owner financing available for qualified buyers.

1002 Park Ln, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$359,000
Position your business at the center of one of Cambridge’s fastest-growing commercial corridors with this exceptional development opportunity on Woods Rd. Ideally located adjacent to the newly constructed University of Maryland hospital campus, this vacant commercial lot offers outstanding visibility, accessibility, and long-term investment potential in a rapidly expanding area. Surrounded by ongoing growth and increasing demand, the property presents endless possibilities for medical offices, retail space, professional services, restaurants, or a variety of commercial ventures. Its strategic location provides convenient access to major roadways and steady daily traffic, creating the perfect environment for businesses looking to establish a strong presence in the community. Cambridge continues to experience exciting revitalization and economic growth, making this a rare chance to secure commercial land in a highly desirable location before development accelerates even further. Whether you're an investor, developer, or entrepreneur with a vision, this property offers the flexibility and positioning to bring your project to life. Opportunities like this are limited- don’t miss your chance to be part of Cambridge’s next wave of growth and development.

Woods Rd, Cambridge

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004

$129,900
3 Beds 2 Baths
This 1+/-acre property offers a rare opportunity for outdoor enthusiasts, hunters, and investors looking to create the perfect recreational retreat. Located near Blackwater Wildlife Refuge, an area known for excellent hunting and abundant wildlife, the property provides an ideal home base for weekend adventures, seasonal stays, or a future getaway home. The existing home is in need of major renovations but offers solid potential for the right buyer with vision and creativity. The lot provides space for a pole shed to store your ATVs, hunting gear, boats, or campers and turn this property into the recreational escape you’ve been searching for. Enjoy the convenience of a manageable 1-acre lot with easy access to nearby hunting land, outdoor recreation, trail systems, and rural attractions. Properties in this location with direct access to outdoor recreation are hard to find — don’t miss the chance to unlock the potential of this unique offering.

1113 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$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