Cambridge Historical Real Estate

Investor opportunity in Cambridge! This 2-bedroom, 1-bath property offers plenty of potential for renovation, rental income, or resale. A great opportunity for investors looking to add value and expand their portfolio. Property is being sold strictly as-is, with the buyer responsible for all inspections, repairs, and due diligence. This one will not last! Please note : This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

428 High St, Cambridge

Listing courtesy of Tesla Realty Group, LLC. Contact: (844) 837-5274

$319,000

Welcome to 5318 River Drive, a beautifully updated home offering a peaceful setting while still being conveniently located near shopping, dining, and everyday amenities. Inside, you'll find a bright and inviting interior with an updated kitchen featuring ample cabinetry, a center island, stainless steel appliances, and a comfortable layout that flows into the home's living spaces. Main-level bedrooms and additional upstairs living space provide a flexible floor plan, while the mature trees and the serene surroundings make the outdoor space just as enjoyable.The property also features a large two-story barn, offering much more than ordinary storage. The first level provides plenty of room for a workshop, hobbies, equipment, or additional storage, while upstairs you'll find a finished, comfortable living space with plenty of room to relax, entertain, or create a private retreat. Step outside onto the elevated deck overlooking the property and enjoy the peaceful surroundings from above. With generous parking, versatile spaces, and a setting that offers both privacy and convenience, 5318 River Drive is a truly unique property with plenty to offer. Schedule your showing and come experience it for yourself.

5318 River, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$595,000

Extraordinary investment opportunity in the heart of Cambridge! This expansive package includes 7 parcels totaling over 1.2 acres, featuring three detached homes (401, 403, and 407 Cedar Street). Offering instant rental potential, versatile multi-family possibilities, or future development flexibility. Keep the entire portfolio to maximize long-term income stream or explore individual parcel opportunities.

401 Cedar St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$184,900

Coming Soon - affordable 1 story home with new roof. Cute porch and alley accessible yard. Updated bath. Pine floors.

209 Dorchester Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$79,999

Opportunity in Cambridge! This 3-bedroom, 1-bath home offers plenty of potential for an investor, handyman or buyer looking to make a home their own. Newer roof, windows and siding! Interior is in need of remodeling. Currently occupied and conveniently located near downtown Cambridge, shopping, dining and the Choptank River. More details coming soon.

903 Springfield Ave, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$499,000

Nestled in the charming West End neighborhood, this stunning Victorian home, originally built in 1920 and beautifully renovated over time, this lovely home offers a perfect blend of historic elegance and modern convenience. With 1,418 square feet of meticulously maintained living space, this detached residence is a true gem. Step inside to discover a warm and inviting interior featuring traditional floor plans that seamlessly connect the living and dining areas. The formal dining room is perfect for hosting gatherings, while the eat-in kitchen boasts upgraded countertops, an island for additional prep space, and recessed lighting that creates a bright and airy atmosphere. The wood flooring throughout adds a touch of sophistication, making every room feel cozy and welcoming. This home features three spacious bedrooms and two full bathrooms, ensuring ample space for relaxation and privacy. The main floor laundry, complete with washer and dryer, adds to the convenience of daily living. Outside, the property shines with its delightful wrap-around porch open to views of the river, as well as the municipal marina. The home also has a rear screened porch, perfect for enjoying morning coffee or evening gatherings. The exterior is enhanced by thoughtful features such as exterior lighting and low maintenance yard fencing. A garage provide additional storage and utility, while the gravel driveway offers off-street parking for two vehicles. One of the standout features of this property is its proximity to the serene Choptank River and Cambridge Creek, just a short walk away the downtown and restaurants. Imagine spending weekends exploring the nearby waterways or enjoying leisurely strolls into town. The neighborhood is rich with local amenities, including parks, shops, and dining options, making it an ideal location for those who appreciate a vibrant community atmosphere. With its captivating views of the creek and river, this home is not just a place to live; it's a lifestyle. Experience the perfect blend of historic charm and modern living in a neighborhood that offers both tranquility and convenience. Don't miss the opportunity to make this exquisite property your own! Some of the exterior photos were AI improved.

102 Vue De Leau St, Cambridge

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

$35,000

ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 9/14/2026 @ 10:00 AM. Bidding ends 9/16/2026 @ 11:10 AM. List Price is Suggested Opening Bid. Deposit: $5,000. Two story detached home located in Dorchester County. JUST MINUTES to the many attractions at Eaton Point. Easy access to major traffic artery Race St. Property is vacant.

201 Boundary Ave, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

$40,000

ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 9/11/2026 @ 10:00 AM. Bidding ends 9/15/2026 @ 11:20 AM. List Price is Suggested Opening Bid. Deposit: $7,500. Single story detached home located in Dorchester County. JUST MINUTES to the many attractions at Eaton Point. Easy access to major traffic artery Ocean Gateway Property is occupied.

1210 Race St, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

$1,250,000

Commercial property on Rt. 50 intersection. Two concrete block buildings totaling 4,350+/-sf. Great for retail or commercial space. .72+/- acs. with two highway cuts on west bound Rt. 50 - rear entrances from Old Rt. 50. Property is located right next door to the Hyatt Regency Chesapeake Bay Spa and Golf Resort. The Bucktown Road traffic light provides easy access for east and west bound Rt. 50. It's estimated that 34,000 vehicles pass here daily - 30 MPH speed zone. First building features vaulted high ceilings, bath and office area. The rear building has garage door entrances on Old Rt. 50 and expandable second floor (32' x 36'). Buyer to verify zoning.

2906 Ocean Gtwy, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$229,000

This charming 3-bedroom, 1-bathroom home in the desirable East Cambridge neighborhood offers a perfect blend of comfort and style. Built in 1940, the post-and-beam architecture exudes character, while the inviting hardwood and carpet flooring create a warm atmosphere throughout. Enjoy the tranquility of a private yard with a shed for extra storage, and take advantage of the two driveway spaces for easy parking. The storm windows enhance energy efficiency while providing peace of mind. Located in a vibrant community, you'll find nearby parks for outdoor activities and a welcoming atmosphere. Experience the charm and convenience of East Cambridge-your new sanctuary awaits!

602 Roslyn Ave, Cambridge

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

$409,000

5 Beds ⋅ 4 Baths

Welcome to 16 Buena Vista Avenue! This very spacious 5 bedroom, 3.5 bath brick rancher is situated on an attractive corner lot in the sought-after, quiet Algonquin neighborhood, within walking distance of Sandy Hill Elementary School. The home offers generous living spaces, a brick fireplace and lots of natural light. A large detached outbuilding features an oversized two-car garage with a spacious bonus recreation room, offering excellent space for entertaining, hobbies and additional storage. Conveniently located near the waterfront, with a nearby marina offering boat slips for rent, as well as shopping, dining, and easy access to Route 50.

16 Buena Vista Ave, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$185,500

5 Beds ⋅ 2 Baths

Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. The second unit is vacant - potential to live in one unit and rent the other. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$86,000

Location, location, location!! Bring your dreams and visions to life restoring this 1,900 sq ft home in the heart of Cambridge. This home is walking distance to all Cambridge has to offer. Downtown shopping, pubs, restaurants, churches, post office, library, banks. The home offers 3 bedrooms, 1.5 bathrooms, large kitchen with breakfast area, laundry room and half bath, living room with wood floors, formal dining room and foyer with curve staircase. There's a partially fenced rear yard with shade trees for outside entertaining or just relaxing. Don't miss your opportunity to bring this great property back to its glory days.

1104 Locust St, Cambridge

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

$225,000

A charming two and one-half-story home in Cambridge’s beautiful Historic District just a half block from Long Wharf Park and Marina, Cambridge Yacht Club and the Great Choptank River and a couple blocks from downtown churches, restaurants (like RAR Brewing), vintage and antique shops, post office, banking, etc. All the advantages of town living still convenient to +60,000 acres of public wetland and upland property in the Blackwater National Wildlife Refuge and multiple Maryland Wildlife Management Areas and state forests for bird watching, waterfowl and deer hunting, fishing, crabbing, canoeing/kayaking. Vue de l’eau is a quiet, hidden side street with little traffic and close, friendly neighbors, parallel to the Colonial-era homes of the town’s brick-paved High Street. It offers small-city convenience and social life in an intimate setting. This home’s price reflects its need for updating and renovation to make this property the perfect place to raise a young family, or for retirement or weekending. To that end, the roof was redecked and shingled at the end of 2021 and a new HVAC system (both A/C and gas forced air) was installed in October 2025 and a new 50-gallon water heater in July 2025. House is set back from the street above a retaining wall with an enclosed, screened front porch affording relief and privacy from the street. The home has three bedrooms, two baths, dining and living rooms, a large eat-in kitchen and small office at top of stairs. A sizable, private backyard and side yards include a large workshop (15’ x 16’) and attached lean-to with brick floor (10’ x 13’) totaling 390 square feet of enclosed/covered space with workbenches. Suitable for home projects, hobbies and to store tools, equipment, outdoor furniture, hunting gear. A side deck just off the kitchen is perfect for morning coffee, outdoor dining and evening drinks. And there is off street parking! If you enjoy long walks, evening strolls, jogging or bicycling, enjoy all of those activities with beautiful views along the Choptank River. For boaters, the city marina and yacht club are at the end of the street; for outdoor lovers, tidal marshes and woods are an easy drive away. Do not miss the opportunity to make this gem in the making your own! The property is being sold "As Is"

114 Vue De Leau St, Cambridge

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

$769,000

10 Beds ⋅ 5 Baths

Step back in time to the Gilded Age! Built in 1912 by "Colonel" Albanus Phillips, this magnificent historic estate offers rare scale, classic elegance, and timeless charm in the heart of Cambridge. Spanning over 6,600 square feet, this impressive residence features 10 spacious bedrooms and 4.5 baths, offering extraordinary flexibility for large-scale living, multi-generational arrangements, or grand entertaining. Recent thoughtful updates seamlessly blend modern comfort with historic character, including new energy-efficient mini-splits in most bedrooms, a reworked kitchen, and additional property enhancements completed since it was last on the market. Step inside to discover rich original architectural details, soaring ceilings, and expansive living spaces designed to accommodate both formal gatherings and casual everyday living. Exterior highlights include a private setting, alley access, off-street parking, and a detached rear-entry garage for added convenience. Positioned just moments from historic downtown, local dining, marinas, and the picturesque Choptank River waterfront, this property embodies the very best of Eastern Shore coastal living. A truly rare opportunity to own an iconic piece of local heritage!

314 Mill St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$269,500

Rare find with 7+ acre lot in this area-owner says not in flood zone! Within past ten years, improvements include: BAT septic, 200 amp electrical service, kitchen, electric mini-splits for heat and ac, exterior doors. Home also has propane heaters for additional options. Internet provided by Starlink and is transferable to new owner. Church on one side of home, property in conservation trust across the road and fields and woods make this a quiet retreat. Wildlife also visits the property, including deer, turkey, ducks, geese and others. Trash may be taken to firehouse with annual permit (currently $100). Farmer tills field to north of home-verbal agreement.

885 Hudson Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$899,000

Redevelopment Opportunity L Shaped Lot This commercial property, originally built in 1930 and extensively renovated in 2006, presents a unique investment opportunity. Spanning 1 acre. Three properties, four parcels with Route 50 (Sunburst Highway) access as well as ingress egress from Henry Street. The property is strategically located along a major highway, and also connects with Hensry Street which is an artery into town. The below-average condition offers potential for further improvements or a total demolition and redevelopement. Parking options, including a driveway and parking lot, the property is well-equipped to accommodate high traffic. This asset is ideal for those looking to capitalize on a prime location with significant upside potential in a growing market.

203 Sunburst Hwy, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$174,900

Great home in the heart of Cambridge in Dorchester County, Maryland. This 3-bedroom, 1.5-bath home offers a comfortable layout with a newer roof (2022), some newer windows, a pellet stove, and original wood floors throughout. Located just 2 blocks from the water in the West End, it is also only a short drive from the waterfront, Sailwinds Park, restaurants, and shopping. Some updates have been made throughout the house, adding to its appeal and making it an inviting option for anyone looking to enjoy in-town living close to the water. We do not think FHA is an option here.

702 Travers St, Cambridge

Listing courtesy of Realty Navigator. Contact: 4106433404

$149,000

CALLING ALL INVESTORS! This prime commercial building in downtown Cambridge, MD offers exceptional income potential and long-term upside. Situated on a prominent corner lot in a high-traffic area, the property currently features three separate units with the flexibility to convert into as many as five income-producing spaces as this building has 5 individual electrical meters. The main unit was leased at $2,200/month and operated as a restaurant/bar, but is presently vacant. This large unit could also be subdivided into three individual commercial spaces, significantly increasing the overall rental yield. Two additional units have been recently renovated and are located at the rear of the building. One is an upstairs unit well-suited for office or studio use, while the other is a ground-level storefront ideal for retail or service tenants. Both are currently being offered for lease. With its corner lot location, strong visibility, and flexible layout, this property presents an ideal opportunity for investors looking to expand their portfolio with a multi-unit asset in a growing market. Whether you're looking for immediate cash flow, future development potential, or a combination of both, this building checks all the boxes. Don’t miss out on this rare value-add opportunity in the heart of downtown Cambridge. This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

700 Pine St, Cambridge

Listing courtesy of Tesla Realty Group, LLC. Contact: (844) 837-5274

$139,900

Discover this charming 2-bedroom bungalow in the desirable Cambridge West subdivision. Recent updates in 2026 include; roof, HVAC, paint, carpet, LVP, granite & lighting. This home offers a cozy living space of 624 sq ft, perfect for those seeking a low-maintenance lifestyle. The property features a unique lot size of 0.07 acres, backing directly onto serene parkland, providing a peaceful retreat right in your backyard. Enjoy the convenience of main floor laundry hookups and ample parking with space for two vehicles in the driveway. This home is ideal for buyers looking for a blend of comfort and accessibility, with a solid structure and good condition. Embrace the opportunity to create your own oasis in a vibrant community, close to nature and local amenities. Don't miss out on this gem!

429 Camper St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$157,000

Charming home in need of TLC. Live here or use it as a rental. 4 Bedrooms on upper floor with possible 5th bedroom on 1st floor. 1.5 bath home zoned commercial with residential use. Waking distance to downtown. Property is located on a busy commutable street with great exposure. Home being sold As Is. Adjoining 2 lots are also available for purchase. 308-310 Washington St MLS # MDDO2012882.

312 Washington St, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$170,444

Charming, Affordable Cottage in a Prime Location! This inviting 2-bedroom, 1-bath home is an excellent opportunity for first-time buyers, downsizers, or investors. The interior was thoughtfully renovated in 2001 with updated flooring, modern kitchen cabinetry, fresh paint, and other improvements, creating a warm and welcoming living space. The unfinished second level offers exciting potential for future expansion, additional storage, a hobby room, home office, or other creative uses to fit your needs. Ideally situated within walking distance of shopping, restaurants, and the scenic Choptank River, this home combines affordability, convenience, and opportunity. Whether you're looking for your first home or a smart investment, this property is full of potential and ready for its next owner.

913 Roslyn Ave, Cambridge

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

$295,000

Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements. Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the home’s two upper-level balconies. Located just blocks from the Choptank River, Cambridge Yacht Club, restaurants, coffee shops and local boutiques, this home places some of the city’s best amenities within an easy walk. Major capital improvements include a new roof, new kitchen appliances, upgraded electrical and plumbing, new sewer connections, storm windows, a Rinnai tankless gas water heater and high-end, two-zone low-profile radiators. Inside, refinished hardwood floors and original architectural details create a warm and inviting atmosphere. The living room features built-in bookcases and a fireplace and opens to a formal dining room with bay windows and an elegant chandelier. The kitchen offers stainless steel appliances, quality countertops and a charming breakfast nook. Two additional flexible rooms provide excellent options for home offices, a nursery, hobby space or additional storage. The main level includes a bedroom and full bathroom, offering flexibility for guests or one-level living. Upstairs, the spacious primary bedroom features a dedicated wardrobe room and convenient access to a full bathroom with a classic clawfoot tub. Two additional bedrooms open to an adjoining balcony. Across the street, the community garden provides an opportunity to grow flowers, herbs and fresh produce while enjoying the convenience of downtown living. Additional highlights include a private driveway, covered carport, rear accessibility ramp, backyard storage shed, no HOA and not located in a flood zone. With generous living space, valuable updates, off-street parking and an exceptional historic-district location, this distinctive Cambridge home is ready for its next chapter.

817 Locust St, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$315,000

4 Beds ⋅ 3 Baths

Nestled in the prestigious Cambridge Historic District, this exquisite Victorian masterpiece, built in 1869, seamlessly blends timeless elegance with modern luxury. Spanning over 2,500 square feet, this detached residence boasts four spacious bedrooms and two and a half opulent bathrooms, offering an unparalleled living experience. Step inside to discover a grand foyer adorned with intricate moldings and soaring ceilings, leading to a series of inviting living spaces. The heart of the home features not one, but four stunning fireplaces, each a testament to the craftsmanship of a bygone era. The rich architectural details are complemented by an abundance of natural light streaming through large windows, creating an inviting atmosphere. The elegant dining area flows seamlessly into the living spaces, making it ideal for hosting lavish dinner parties. Outside, the landscaped grounds offers space for a serene retreat and an attached screened-in porch, while the charming streets of the historic district invite leisurely strolls and exploration. A prime location and a few blocks from the water, this residence is not just a home; it's a lifestyle. Experience the allure of historic charm combined with modern luxury in this exceptional property, where every detail has been thoughtfully curated for the discerning homeowner.

903 Locust St, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975

$199,900

Embrace Eastern Shore lifestyle. Welcome to 400 Henry street where timeless character meets modern peace of mind. This gem has been lovingly preserved while receiving major structural upgrades updated windows . The down stairs floors were removed and new joists and new flooring makes an attractive engtrance flooring all the way to rear door. Home is a two story with 3 bedrooms and 1 bath upstairs. Perfect for investors, first time home buyers or historic home lovers. Home is two blocks from the boat ramp and Choptank river acess, renowned for rockfish (stripped bass) perch,and crabs. You cast your line or drop a kayak just a few blocks away Home has a rear alley to bring boat or kyacks home. Rear garage has electric for all your storage needs

400 Henry St, Cambridge

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

$395,000

An exceptionally valued commercial property consisting of two block buildings with ample storage, warehouse working spaces on the first floors and two apartments that have recently been updated on the second floors. Property is situated on nearly an acre lot. Easy access to MD Route 50/Ocean Gateway. Outside lot space in the back and along the front and sides is convenient to use. The West building contains approximately 2,780 square feet of workspace on first floor. The East building first floor space is of approximately 2,850 square feet of working space with an additional square footage of about 760 formerly used as offices. Both buildings have steel, truss ceiling girders. Height of ceilings for first floors are approximately 11 feet from the concrete floors to the bottom of the trusses. The East building apartment is a like new three bedroom with 1 bath. The West building second floor apartment is a 3 bedroom, 2 baths. New garage door has been installed, and some new roof work has been completed. Property was recently surveyed in 2022. Owner financing is possible.

2906 Central Rd, Cambridge

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

$185,500

Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$324,999

FOUR BEDROOMS - YES FOUR; Two Baths; Freshly Painted; Luxury Vinyl Plank Flooring; Freshly Painted Interior; New Appliances and Counters; New Baths; Large Attached Screened Porch; Storage Room; High efficiency Heat Pump; Ample rear Yard with Shed; This Property offers public water and sewer without Cambridge real estate taxation Owner will contribute $5,000 to Buyer Closing Costs. Property is in close proximity to the Choptank River, the municipal marina and Cambridge downtown shops and restaurants and events.

108 Richardson Dr, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

$294,900

Cambridge - this stunning home features extensive renovations, while maintaining historic charm. Upgrades over the years include a roof replacement with all-new plywood, updated drywall, modern electrical install, and efficient heat pumps. The heart of the home is a gorgeous kitchen complete with granite countertops and sleek stainless steel appliances. Full first floor bathroom. Relax on your porch and take in peaceful water views. Great location close to all Cambridge has to offer!

5 Choptank Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$175,000

Discover a hidden gem in the heart of the City of Cambridge! This charming 3-bedroom, 1-bathroom ranch-style home, built in 1969, offers a perfect blend of comfort and investment potential. With its durable vinyl siding and well-maintained structure, this property is ready for your personal touch or a savvy renovation to maximize returns. Set on a manageable 0.12-acre lot, the home features off-street parking and a welcoming layout that invites creativity. Investors will appreciate the strong rental demand in the area, making this an ideal opportunity for both short-term and long-term leasing. The absence of a pool means lower maintenance costs, while the spacious driveway provides ample parking for tenants. With its prime location and solid construction, this property is not just a house; it's a canvas for your investment dreams. Seize the chance to turn this cozy residence into a lucrative asset in a thriving community!

711 Rigby Ave, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975

$499,900

Outstanding turnkey commercial asset in downtown Cambridge! Over 5,200 SF of prime retail/restaurant space over two levels. Features a fully licensed bar/restaurant on the first floor and a spacious, high-ceiling second floor previously used for entertainment. Highly visible street frontage, 4-5 deeded parking spots, and next to public parking. A phenomenal investment opportunity in a growing market!

520 Race St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$225,000

Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

425 Henry St, Cambridge

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

$297,900

Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments above commercial spaces.

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$297,900

Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments a

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$35,000

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/28/2026, 10:00 AM. Bidding ends 9/1/2026, 12:40 PM. The list price is the suggested opening bid. Deposit: $5,000. This two-story detached house is located in Cambridge Historic District within Dorchester County. Residents can enjoy the nearby attractions such as the Generation III Marina, Choptank River Lighthouse, and Cambridge Yacht Club. The property is vacant. Conveniently located in Cambridge with easy access to major commuter routes, local amenities, and nearby destinations, this property offers a desirable location for comfortable living.

614 Douglas St, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

$424,900

4 Beds ⋅ 3 Baths

Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

9 Algonquin Rd, Cambridge

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

$430,000

Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$349,000

2 Beds ⋅ 2 Baths

Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

5555 Bonnie Brook Rd, Cambridge

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

$325,000

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$325,000

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave Unit #A & B, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$224,900

2 Beds ⋅ 2 Baths

Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425

$175,000

Fully remodeled in 2022, this charming two-story home offers four bedrooms and two full baths of efficiently designed living space. The renovation brought fresh, modern updates throughout, creating a move-in-ready home that is both stylish and functional. Since the remodel, the seller has added fencing to both the front and rear yards, providing added privacy and convenience, along with backyard hardscaping that enhances the outdoor space and makes it perfect for relaxing or entertaining. Whether you're looking for a primary residence or an investment opportunity, this thoughtfully updated home is ready for its next owner. Property conveys fully furnished.

728 Race St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$324,900

3 Beds ⋅ 3 Baths

Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

109 Willis St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$299,999

Located in the desirable Algonquin neighborhood, this 4 bedroom, 2 bath home offers a quiet, private setting with community water access. Features include a 1-car detached garage and new central HVAC (2026). Enjoy access to the community waterfront area for only $60/year, including use of the pier, small beach area, and potential boat slip availability. Possible off-season boat trailer storage.

41 Algonquin Rd, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$324,950

Step through the front door and be instantly transported to a bygone era. This beautifully maintained, turnkey 1895 home welcomes you with a grand two-story staircase, timeless architectural details, and the warmth of a residence that has been cherished for generations. The main level offers an inviting and effortless flow. From the elegant entry hall, you’ll move seamlessly into the comfortable living room, formal dining room, and spacious family room. Newly painted hardwood floors, abundant natural light, and oversized windows create a bright, welcoming atmosphere throughout. The charming kitchen blends historic character with modern convenience, featuring brand-new appliances and direct access to a full bathroom with newly added flooring and separate laundry room with back door exit to the yard. This renovated home boasts a new roof, new HVAC, furnace, condenser and air supply duct work. Ascend the stunning staircase to the second floor, where you’ll find three inviting bedrooms and a full bath with charming ball and claw tub. The third floor offers a private fourth bedroom—ideal as a guest suite, home office, artist’s studio, or peaceful retreat. Throughout the home, original features showcase the craftsmanship of a bygone era, including stained-glass accents, original fireplace mantels, hardwood flooring, and thoughtfully preserved architectural details rarely found in today’s homes. Outside, the fenced backyard is both functional and versatile, offering off-street parking, a detached climate-controlled garage, and an additional storage shed for tools, hobbies, or gardening equipment. Perfectly situated just a short stroll across Cambridge’s iconic drawbridge, this home places you moments from downtown’s charming shops, restaurants, churches, banks, and post office. Commuters and travelers alike will appreciate the convenient access to Easton, Salisbury, Maryland’s Eastern Shore and Delaware beaches, Annapolis, BWI Airport, and Washington, D.C. More than just a house, this is a rare opportunity to own a piece of history—a place where timeless character, modern comfort, and future memories come together. This home is ready for the next family story.

415 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$325,000

This comfortable circa 1908 home has undergone a significant interior renovation including new paint, luxury vinyl plank floors, new baths and kitchen, new appliances and ceiling fans. High efficiency heat pumps await the new Buyer. The original exterior architectural details including original wood clapboard siding have been restored and maintained. The Property is located in a Cambridge's Historic District and is very convenient to downtown Cambridge shops and restaurants, the Choptank Rive, parks and waterfront events. The early 20th Century 3 bedroom - 2 bath dwelling offers historic charm and modern amenities and awaits your purchase. Enjoy your front open porch!

207 Willis St, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

$480,000

4 Beds ⋅ 3 Baths

. Searching for a historic primary residence, vacation home, potential Airbnb or Eastern Shore retreat with modern updates and Chesapeake Bay lifestyle? This is it. Custom remodeled inside and out. Built in 1910 and situated in the Cambridge Historic District on Maryland's Eastern Shore, 1109 Locust Street delivers 2,228 finished square feet of beautifully updated living space across three levels. This 4-bedroom, 3 full-bath home includes a finished attic with a window and closet 7'ceilings, ideal for use as a potential fifth bedroom or home office, and a convenient first-floor bedroom and full bath. The fully reimagined chef's kitchen features a professional style gas range with hood exhaust, counter depth French door refrigerator with freezer drawers, pro-style dishwasher, large porcelain farm sink, premium cabinetry with walnut butcher block countertops, a dedicated beverage and coffee bar with ice machine, wine cooler, and filtered water sink, plus a separate walk-in pantry. Exactly what you want after a day on the water. Custom crown molding. Major updates include a new roof installed August 2023, dual electric heat pumps, natural gas on-demand tankless water heater, and a natural gas fireplace. Second-floor laundry, EV charging station, and off-street parking with rear alley access round out the practical upgrades. Outdoor spaces are built for real life and weekend living. A screened-in rear porch with a built-in grilling station and exhaust hood, a backyard workshop, and a potting shed make this property as functional as it is charming. Located outside the flood zone on a 0.24 acre lot. Lot is ideal for additional building. Steps from the Cambridge Municipal Marina and the Choptank River, with easy access to Blackwater National Wildlife Refuge, downtown Cambridge waterfront dining, boutique shops, and galleries. Whether you are launching a kayak, crabbing, pulling into the marina, or simply watching the sunset over the water, this location delivers the Eastern Shore lifestyle year-round. Only 45 minutes to Annapolis, Maryland, and under two hours to Washington D.C. and Baltimore. This is Eastern Shore living without compromise.

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

$45,000

Investment opportunity! 3 bedroom, 1 bath home in need of major renovation or possible tear down. Sale includes adjoining 620 Cross Street, a separate cleared buildable lot offering additional possibilities. Rehab the existing home, build a second home next door or enjoy the extra space for a larger yard. Great opportunity for investors, builders or anyone looking for their next project. *Enter at your own risk, portions of the flooring are rotten. Property is being sold strictly as-is. Buyer responsible for obtaining any required permits for renovation, improvements or removal of existing structure.

618 & 620 Cross St, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$284,999