89 properties for sale in Bozman

This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a Techno-Bloc custom paver patio. A welcoming front porch with flower boxes and rocking chairs sets the tone. Inside, the main level offers a cozy front foyer/den that opens to a spacious great room with living, dining, and kitchen areas. The gourmet kitchen boasts quartz countertops, a large island, gas range, pantry, and pendant lighting, with sliding doors that lead directly

Enjoy water-privileged living just minutes from downtown St. Michaels. This beautifully maintained one-level home sits on a well manicured lot directly across from the communitys waterfront parcel, offering water views and easy water access. A welcoming front porch leads into a bright foyer and on to the living room, featuring vaulted ceilings, hardwood floors and a gas fireplace. The kitchen was tastefully renovated in 2020 and features quartz countertops, tile backsplash, an island with bar seating, under-cabinet lighting, glass-front display cabinetry with interior lighting and stainless steel appliances. The adjoining dining area includes a coffee bar with a beverage fridge and opens to the rear deck through sliding glass doors. The home offers three bedrooms and two updated bathrooms, including a lovely primary suite with a walk-in closet and an attached bath featuring a glass and tile shower with a stone floor. The primary suite also connects to the sunroom, an ideal place to rel

This well-maintained duplex in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractionsall while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio

Stunning One-Level Luxury Living with Golf Course & Pond Views Perfectly positioned in one of St. Michaels' most desirable communities, this exceptional residence offers effortless one-level living with a private backyard overlooking a tranquil pond and the 4th green of The Links at Perry Cabin. Just minutes from the historic charm, fine dining, boutiques, and waterfront attractions of St. Michaels, residents enjoy exclusive access to a beautiful private waterfront park on the Miles Rivera treasured amenity that embodies the best of Eastern Shore living. Meticulously maintained and thoughtfully renovated, this home is truly move-in ready. Recent improvements include a beautifully updated kitchen, renovated bathrooms, fresh interior paint, and a new roof installed in September 2025 featuring 30-year architectural shingles. Additional upgrades and features include: Main HVAC system installed in 2021 with an active service agreement New hot water heater (2024) New dishwasher (2024) Electr

Reduced! Saint michaels charming cottage! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable. 25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an inground pool potential are rare commodities with 'in-town' living! Step inside to find a welcoming living room with original restored hardwood floors and a wood-burning brick fireplace, ideal for relaxing evenings. A light filled Sunroom provides the perfect spot for a home office, reading nook, or studio. Large eat-in kitchen with newer oven and refrigerator. Updated bathroom features new ceramic tiled floors, new toilet, sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows all styled up with custom Hunter Douglas blinds! Recent exterior upgrades i

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the towns many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the homes historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangements and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor

Fabulous in-town St. Michaels waterfront property This coastal style waterfront residence, built in 2020, offers approximately 3,000 square feet of thoughtfully designed, sophisticated yet relaxed waterfront living space on San Domingo Creek. Located within town limits, the property enjoys direct access to the St. Michaels Nature Trail, allowing effortless walkability to shops, dining, and cultural amenitiesno car required. Designed for both comfort and entertaining, the light filled interior features an open floor plan with high ceilings, a well-appointed chefs kitchen, and a welcoming fireplace. Four private bedroom suites including a primary suite on the main level. Make it a breeze to accommodate larger family gatherings and visiting friends. A spacious screened waterside porch, heated inground pool, deck and Bocce Court extend the living space to the outdoors for seasonal entertaining and warmer weather fun. A separate pool house/studio, connected by the screened porch and breezew

Luxury Restoration in the Heart of Historic St. Michaels Welcome to 106 E. Chestnut Street, where historic charm and modern luxury come together in one of the Eastern Shores most beloved waterfront towns. Completely renovated down to the studs, this exceptional home has been thoughtfully reimagined to preserve its classic character while introducing high-end systems, refined finishes, and modern conveniences throughout. Inside, a bright open-concept floor plan creates an inviting atmosphere ideal for both everyday living and entertaining. The beautifully designed kitchen with all-new appliances flows seamlessly into the main living spaces, while tastefully updated bathrooms and carefully curated details reflect the quality of this full-scale restoration. The home offers the comfort and efficiency of geothermal HVAC, a central vacuum system, new roof, and a fully encapsulated crawl space, providing peace of mind alongside modern performance. The primary suite is a private retreat, featu

Desirable Martingham Community is the location of this fabulous Quail Hollow unit nestled within the famous'links at Perry Cabin', one of the few units with a screened porch. Enjoy the beautiful golf course views from the second floor, the first floor is private with its landscaping. Bathroom and kitchen countertops are granite, the kitchen has a space for a breakfast table, Living and dining room combination with a fireplace, open floorplan and sliding doors opening to the screened porch. There is a one car garage and additional parking space. Martingham offers a waterfront park for residents only, plenty of walking and biking opportunities. Just minutes to historic St Michaels

Located in the heart of historic Sherwood Village, this beautifully restored Eastern Shore home blends classic architecture with thoughtful modern updates. The charming faade, covered entry, and detached garage/workshop with electric set the tone, while inside youll find sun-filled rooms, warm wood floors, shiplap accents, exposed beams, and a brick hearth with gas stove insert. The dining room opens through French doors to a spacious screened porch, creating effortless indoor-outdoor living. The kitchen features cherry cabinetry, granite countertops, and generous storage. A first-floor full bath offers a subway-tiled walk-in shower, while upstairs two comfortable bedrooms share a bath with walk-in shower and clawfoot tub. Recent improvements include an encapsulated crawlspace, 2025 standing seam metal roof, new BAT septic system, new well, updated HVAC, and Rinnai tankless hot water heater. Mature landscaping provides privacy, and residents enjoy access to the nearby community dock wi

Significant price improvement! Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all on the main level, the home is designed for convenience and ease of living. Inside, generous rooms are enhanced by rich custom yellow pine floors, premium carpeting, and tile. At the heart of the home, the living room impresses with a vaulted ceiling, exposed beams, custom built-ins, and a rustic wood-burning fireplace. A waterfront family room flows into the dining area, while the country kitchen features handsome cabinetry, premium countertops, modern appliances, and a pantry with washer and dryer. The waterside primary suite offers a fireplace, walk-in closet, and a spacious bathr

A fresh new price now offered at $699,000. A light-filled entertainers dream with soaring vaulted wood ceilings and seamless indoor-outdoor living, this beautifully maintained four-bedroom contemporary is privately situated on a one+ acre lot overlooking the 12th fairway of the Links at Perry Cabin golf course. The inviting interior features a dramatic vaulted living room with fireplace and wood-burning insert, spacious family and dining rooms, and a bright sunroom that opens to a relaxing private deck ideal for entertaining or quiet everyday living. The main level primary ensuite includes two walk-in closets and new carpeting installed in 2024, creating a comfortable private retreat. Significant 2024 improvements include a new roof and gutters, representing approximately $90,000+ in recent upgrades. Double-pane windows throughout enhance energy efficiency and create a peaceful interior environment. Home is supported by three HVAC systems professionally serviced and maintained by Shaw'

PRICE REDUCED: Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is 'move in ready' and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. Is a 4-bedroom, 3 full bath and 1u002F2 bath home with the 1u002F2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size

Your picture-perfect St. Michaels Bungalow on the coveted W. Chestnut Street. The owners completed a full renovation in 2023. Designer finishes throughout. Attention to detail, light placement and thoughtful preservation of its original style. The screened front porch welcomes you in with it's beautiful woodwork and sets the pace for this Chic, move-in ready Shore Home. Situated on a double lot with room for a pool. Fenced rear yard for room to run. One block to the Community pier on San Domingo Creek, kayak racks and walking path. Full details on the whole renovation are in the documents file. Note.Heated square footage is 1914 sq. Ft

Widgeon Place is a charming townhome enclave within the desirable Martingham community, offering effortless comfort and nearly maintenance-free living. Just minutes from the historic waterfront town of St. Michaels, this home is ideally suited for year-round living, a relaxing weekend retreat, or a smart investment opportunity. Martingham overlooks the renowned Links at Perry Cabin Golf Courseoriginally designed by Pete Dye Sr. And thoughtfully reimagined by Pete Dye Jr. Providing a picturesque and prestigious setting and this location is one of the few buildings overlooking the golf course. Inside the residence features hardwood floors throughout the entry, living, dining, and sunroom areas and ceramic tile in the entry, half-bath and kitchen. The upper level offers two en-suite bedrooms, including a spacious primary suite with a private deck. A rear patio extends from the sunroom, creating additional outdoor living space, and a convenient half bath is located on the main level. Each

A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces that can be tailored to the buyer’s preferences while preserving privacy and connection to the natural setting. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and tucked away. Approximately three times the size of a typical in-town lot, the parcel allows generous room for outdoor living and thoughtful home placement, with driveway access possible from Miles Avenue, Canton Street, or both, depending on final design. Infrastructure upgrades are already complete, including paved roads, a State-appro

Back Creek Landing home for sale in St. Michaels, MD located in one of the towns most desirable neighborhoods, known for its peaceful setting, friendly community, and proximity to downtown St. Michaels. This home is just minutes away by bike or golf cart, offering easy access to shops, restaurants, the harbor, and waterfront activities while still feeling private and serene. This beautifully maintained single-family home features a covered front porch, ideal for relaxing, entertaining, or enjoying quiet mornings. Inside, the flexible floor plan includes a main-level living room or home office with pocket doors, a formal dining room, and an open-concept kitchen and great room a layout highly sought after by todays buyers. The kitchen offers ample cabinetry, generous counter space, and a large center island with seating, making it perfect for everyday living and entertaining. The great room opens to a covered rear porch overlooking community ponds, with western exposure and sunset views.

St michaels tucked away on desirable drum point neighborhood, minutes from the buzzling town of st michaels and its many restaurants, shops, cafes, the motor museum and the chesapeake bay maritime museum. Where ever you turn you see water. Feel the breezes, lounge by the pool or nap in your hammock under the shady trees by the shoreline. This three bedroom solid brick home with open floorplan, double sided fireplace, wood floors, renovated bathrooms and kitchen, geothermal hvac is all about easy living and taking advantage of the outdoors. Charming patio with stone walls, deck with outdoor kitchen, hot tub. Stepping down to the outdoor shower and swimming laps in the pool. The dock offers 3 mlw, a boatlift and boat launch. There is a 2 room studio with covered porch to enjoy the water views. Encapsulated crawlspace and many upgrades. Eastern shore living at its best

RDesirable Rio Vista Duplex – Live in One Unit and Let Rental Income Help Pay Your Mortgage! Opportunities to own one of these sought-after duplexes are rare. Located in the desirable Rio Vista water-access community, this property offers potential dock access (subject to owner approval, application, and applicable fees). The building features two mirror-image units, each offering: A kitchen with a cozy eating area Spacious open-concept living and dining room Two generously sized bedrooms One full bath and one half bath Whether you're looking for an owner-occupied investment property or a fully leased income-producing asset, this duplex presents excellent potential. These units have a strong rental history and are consistently in demand. Both units are currently tenant-occupied. THIS IS WHY WE DO NOT HAVE INTERIOR PICTURES For investors seeking additional opportunities, the neighboring building at 1211 Rio Vista is also available for purchase (MLS #MDTA2012-). Educed. Reduced. Do not w

Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with gas fireplace, custom built-ins, and seamless access to a private rear patio overlooking peaceful common space. The stunning kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options for guests or primary use. Upstairs, the spacious owner’s suite features a private balcony, a spa-like bath, and generous closet space, along with a second guest suite offering its own private bath. Additional improvements include fresh int

Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is'move in ready' and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. Is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a walk-in closet, a

Price Improvement. This home allows for a 3.12% FHA Assumable Loan! Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. Ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddle boarding, or sunset cruises. Enjoy the relaxed coastal lifestyle just minutes from shops, restaurants, marinas, and everything that makes St. Michaels so special. Residents also enjoy access to a community pool for summer fun. Whether you’re looking for a full-time residence, weekend getaway, or investment opportunity, this home offers the ideal blend of comfort, location, and waterfront amenities

Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on. 68 acres overlooking the Miles River. This cottage-style home was completely renovated by Focus Construction Featuring exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly every room and the main living spaces are perfectly suited for family living and entertaining. The first floor boasts a gourmet kitchen with high-end stainless and custom cabinetry, quartz counters, a scullery, and an adjacent dining area with sweeping waterfront views. Relax by the dual-sided fireplace in the living room, which connects seamlessly to the waterside sunroom. The spacious first floor primary suite offers a luxurious ensuite bath with a dual vanity, glass-enclosed walk-in shower, large walk-in closet. There is an upstairs Primary Suite and a separate guest bedroom and bath. Additional

Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with gas fireplace, custom built-ins, and seamless access to a private rear patio overlooking peaceful common space. The stunning kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options for guests or primary use. Upstairs, the spacious owners suite features a private balcony, a spa-like bath, and generous closet space, along with a second guest suite offering its own private bath. Additional improvements include fresh inte

Price Improvement. This home allows for a 3.12% FHA Assumable Loan! Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. Ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddle boarding, or sunset cruises. Enjoy the relaxed coastal lifestyle just minutes from shops, restaurants, marinas, and everything that makes St. Michaels so special. Residents also enjoy access to a community pool for summer fun. Whether you’re looking for a full-time residence, weekend getaway, or investment opportunity, this home offers the ideal blend of comfort, location, and waterfront amenities