Saint Michaels MD Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
3,028
Status:
Active
MLS#:
MDTA2014168
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
15.2 Acres
Year built:
1966
Courtesy: Benson & Mangold, LLC 410-745-0415
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ADDITIONAL INFORMATION

Just 4 miles (five minutes) outside the historic town of St. Michaels, MD, this 15-acre property is located in an area of large, private waterfront estates. Over 300 ft. of protected shoreline. Westerly exposure...Exceptional Sunset views across the sparkling waters of Harris Creek! 120' x 6' pile-driven pier provides approximately 4' MLW. Sited near the water at the end of a long, tree-lined driveway, there is a 3,028 sq. ft. Dutch Colonial-style home. Constructed in 1966, the house features 4 bedrooms (primary downstairs), and 2.5 bathrooms. The 2-zone HVAC system was replaced with a new, efficient system in 2024. The house is dated, but perfectly livable. Some new owners will decide to update. Others might decide to demolish and replace with a new home. This site and prime location will support a very substantial home. This is a great boating/fishing location. Tilghman Island, with its marinas and waterside restaurants, is just a short, scenic boat ride down Harris Creek from the substantial private dock. The open waters of Chesapeake Bay are just beyond Tilghman Island.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
MDTA2014132
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.28 Acres
Year built:
1962
Courtesy: Compass 410-429-7425
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ADDITIONAL INFORMATION

The perfect weekend getaway does exist—and it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge, and enjoy a slower pace of life. Welcome to 204 E Marengo Street—an affordable opportunity to own a move-in ready home just outside of the Historic District and approximately 1.5 blocks from water access, including a marina and public boat ramp. Whether you're looking for a weekend retreat, second home, or a place to enjoy extended stays on the Shore, this charming cottage offers the ideal blend of comfort, convenience, and location. Inside, you'll find bright, inviting living spaces, easy main-level living, an updated bathroom, modern HVAC, and numerous recent improvements. Major updates include a new roof (2024), upgraded crawl space with French drain, insulation, and vapor barrier (2025), updated plumbing (2025), Thompson Creek windows, HVAC and water heater (2018), plus updated appliances and plantation shutters—allowing you to move in and start enjoying the St. Michaels lifestyle immediately. Outside, your private backyard oasis awaits. Enjoy summer days by the in-ground pool, entertain at the beach-inspired outdoor bar with cable TV, or unwind after a day on the water. The detached garage with electric provides additional storage, workspace, or future possibilities. Unlike many properties in town, this home is located outside the Historic District, offering greater flexibility for future updates and improvements without Historic District oversight. Leave the traffic and stress behind and spend your weekends where others vacation. Walk to restaurants, coffee shops, boutiques, museums, waterfront parks, and marinas while enjoying one of the Eastern Shore's most sought-after destinations.

Beds:
5
Baths:
2.00
Sq.Ft.:
4,706
Status:
Active
MLS#:
MDTA2013748
Type:
Single Family-Detached
Subdivision:
Tricefields
Lot size:
8.25 Acres
Year built:
1973
Courtesy: Chesapeake Bay Real Estate Plus, LLC 410-829-3603
View additional info

ADDITIONAL INFORMATION

Experience the best of Eastern Shore Living at this stunning waterfront retreat. Set on 8+ private acres, this solid brick Dutch Colonial offers timeless architecture, exceptional privacy and spectacular waterfrontage on San Domingo Creek. A long tree lined drive welcomes you to over 4400 square feet of thoughtfully designed living space. Additional highlights include a 2 car garage, paved parking, mature landscaping, pool, 4+ mlw water depth and pier. A short 5 minute drive to downtown St. Michaels. Please see notes about the ALARM.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,348
Status:
Active
MLS#:
MDTA2013092
Type:
Single Family-Detached
Subdivision:
Rio Vista
Lot size:
0.34 Acres
Year built:
1968
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
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ADDITIONAL INFORMATION

Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style home is currently tenant-occupied; a minimum of 24 hours' notice is required for showings. Home Features: Hardwood floors throughout Wood cabinetry kitchen with quartz countertops Bright tiled sunroom with a cozy wood stove Attached 2-car garage Comfortable single-level living Whether you're looking for a weekend retreat or a year-round residence, this property offers both comfort and convenience in a sought-after location. Priced below appraised value—an outstanding opportunity!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
MDTA2013980
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.17 Acres
Year built:
2013
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

Beds:
4
Baths:
5.00
Sq.Ft.:
6,404
Status:
Active
MLS#:
MDTA2013978
Type:
Single Family-Detached
Subdivision:
Chance Hope
Lot size:
2.27 Acres
Year built:
2000
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring a spa-like bath with heated floors, a large soaking tub and separate shower, and two walk-in closets. The kitchen is a chef’s dream, featuring high-end stainless-steel appliances, a wine cooler, a warming drawer, and a massive island. There are also formal living and dining rooms, two office spaces, a recreation room, and a river room that enjoys views of Eastern Bay and beyond. The park-like lot has 220+/- feet of rip-rapped shoreline, a private pier with 3’ of MLW, lush landscaping, and a waterside deck with an outdoor kitchen.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,477
Status:
Active
MLS#:
MDTA2013730
Type:
Condo
Subdivision:
Martingham
Year built:
1979
Courtesy: TTR Sotheby's International Realty 410-745-2596
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ADDITIONAL INFORMATION

Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 insulation installation. Interior finishes have been completely reimagined and updated throughout, including new luxury vinyl plank flooring on the upper level and premium Mohawk carpeting with upgraded padding in the lower bedrooms and on the stairwell (2024). Fresh interior paint throughout the home, along with meticulous restoration of original doors - stripped, primed, and repainted with all new hardware installed in 2024 - add to the home's character and detail. Additional improvements include a new washer and dryer (2024), new sliding glass doors in the bedrooms, and a 60-inch Hunter ceiling fan in the great room. A stand out feature of this unit is the expanded floor plan, offering a more open, functional, and spacious living area not commonly found in similar units. The HOA recently completed significant improvements, including a new roof, decking replacements, and new gutters in 2025. Completely turnkey and thoughtfully upgraded make this property ideal as a full-time residence, weekend retreat or investment property.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,072
Status:
Active
MLS#:
MDTA2013746
Type:
Single Family-Detached
Subdivision:
Martingham Inn
Lot size:
1.49 Acres
Year built:
1981
Courtesy: Chesapeake Bay Real Estate Plus, LLC 410-829-3603
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ADDITIONAL INFORMATION

This sturdy brick ranch sits on a premium lot backing up to The Links at Perry Cabin Golf Course in St. Michaels, MD. A park like setting with mature specimen trees and shrubs. It's a 4 BR, 3 full bath, one level for easy living. New updated flooring. The Martingham Subdivision provides a waterfront community lot to enjoy the Miles River constant boat shows. Wednesday night sailboat races, fourth of July fireworks and thirsty Thursday with your new neighbors. Less than 3 miles to downtown St. Michaels Fine Dining and Shopping. MORE PHOTOS TO COME.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,027
Status:
Active
MLS#:
MDTA2013534
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.17 Acres
Year built:
2026
Courtesy: Long & Foster Real Estate, Inc. 301-945-9010
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ADDITIONAL INFORMATION

***BRAND NEW & MOVE-IN READY*** this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze accessories, artisan wood range hood, spacious center island w/breakfast bar, high end d'oro quartz countertops and herringbone tile backsplash. The living room includes a gas fireplace w/shiplap surround, custom coffered ceiling, large picture windows and a four panel Pella slider door which allows abundance of natural light and direct access to the backyard. Rounding out the main level is a flexible multi-purpose space - perfect for a formal dining room, office or a sitting room. On the upper level enjoy 3 bedrooms and two baths, including an owner's suite with walk-in closet and a luxurious spa-like bath with dual vanities, rich blue cabinetry and walk-in shower with dual shower heads and floor-to-ceiling attache calacatta tile. Additional amenities include LVP flooring throughout main level, ceramic or porcelain tile in all baths, custom light fixtures, public water and sewer, 30 year architectural singles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, covered front porch and much more. All of this in a convenient location adjacent to all historic Saint Michaels has to offer. Loaded with amenities and unbound by an HOA or restrictive covenants, this one of a kind property will not last long! Schedule your private tour today!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,487
Status:
Active
MLS#:
MDTA2013354
Type:
Condo
Subdivision:
Martingham
Year built:
1979
Courtesy: Meredith Fine Properties 410-745-8060
View additional info

ADDITIONAL INFORMATION

Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept layout with a galley kitchen, dining area, and spacious living room. Sliding doors open to a balcony spanning the entire rear of the home, creating the perfect setting for indoor-outdoor living, entertaining, or simply enjoying the abundance of natural light. The main level offers two well-appointed bedrooms, two full baths, and a convenient laundry area. Whether you are seeking a primary residence, second home, first-time purchase, or investment property, this versatile townhome presents an exceptional opportunity. Residents enjoy convenient access to golf (membership available), scenic walking and biking trails, and a nearby waterfront park, all just moments from home. Numerous recent improvements enhance the property's value and appeal, including a new roof, updated bathrooms, new flooring, a new HVAC system, professional landscaping improvements, and fresh interior paint. In addition, the community association is currently completing exterior siding repairs and repainting throughout the community, further enhancing the property's appearance and long-term maintenance. Move-in ready and thoughtfully updated, this home offers the perfect combination of comfort, convenience, and low-maintenance living. Some photographs have been virtually staged.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,988
Status:
Active
MLS#:
MDTA2013550
Type:
Single Family-Detached
Subdivision:
Martingham
Lot size:
1.14 Acres
Year built:
1988
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
View additional info

ADDITIONAL INFORMATION

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 River—a 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) Electric vehicle charging station in the garage Invisible pet fence surrounding the yard The serene setting, spectacular views, and extensive updates create a rare opportunity to enjoy a low-maintenance lifestyle in a premier St. Michaels location. Whether relaxing on the patio overlooking the pond and golf course or enjoying the community's private waterfront park, this home offers the perfect blend of luxury, comfort, and convenience. A truly turnkey property where every detail has been thoughtfully updated and impeccably maintained.

Beds:
4
Baths:
3.00
Sq.Ft.:
4,492
Status:
Active
MLS#:
MDTA2013238
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
19.53 Acres
Year built:
2015
Courtesy: TTR Sotheby's International Realty 410-745-2596
View additional info

ADDITIONAL INFORMATION

Set on 19.5 private acres just minutes from historic waterfront Saint Michaels, this exceptional 4,492 sq ft residence offers the perfect blend of space, privacy, and convenience. The home features four bedrooms and two and a half baths, with expansive living areas ideal for both everyday living and entertaining, including a well-appointed chef's kitchen. The thoughtfully designed layout includes a designated space for a future elevator, adding flexibility and long-term convenience. A separate car barn provides ample storage for vehicles, hobbies, or workshop space. Enjoy the nicely fenced rear patio area, perfect for outdoor relaxation or entertaining. Surrounded by peaceful countryside yet close to the charm, dining, and waterfront attractions of downtown Saint Michaels, this property presents a rare opportunity to enjoy Eastern Shore living at its finest. **Note the forest area behind the house has been put into the DNR's Forest Stewardship Plan which allows the home owner to keep the AG tax discount without having to grow crops and/or livestock.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
MDTA2012900
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.21 Acres
Year built:
1980
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully updated cottage in the heart of St. Michaels—where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the town’s shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this single-level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced backyard with a 6-ft wood privacy fence, creating an ideal space for outdoor living, pets, or quiet relaxation. Inside, the home presents like new with thoughtful upgrades throughout, including hardwood flooring, recessed lighting & fresh interior paint. The kitchen and bathrooms shine with quartz countertops, tile flooring, and modern finishes. The kitchen is equipped with stainless steel appliances, new cabinetry, quartz countertops, and an under-sink water filtration system. A front-loading Samsung washer and dryer and a 50-gallon water heater add to the home’s move-in-ready appeal. Offering 3 bedrooms and 2 full bathrooms, this well-designed floor plan provides comfortable single-floor living in one of the Eastern Shore’s most desirable towns. Whether you’re seeking a full-time residence, a weekend retreat, or an investment opportunity, this St. Michaels gem delivers style, convenience, and exceptional value. The driveway access is on N Talbot St. Please see agent remarks. Try before you buy with a minimum 4-month lease. Please see rental listing!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,332
Status:
Active
MLS#:
MDTA2013310
Type:
Single Family-Detached
Subdivision:
Pea Neck
Lot size:
2 Acres
Year built:
2026
Courtesy: Meredith Fine Properties 410-822-6272
View additional info

ADDITIONAL INFORMATION

Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan delivers comfort and ease. High-end finishes include Shaw luxury vinyl plank flooring, a gourmet kitchen with a 48" dual-fuel range, custom tile backsplash, quartz countertops, stainless steel appliances, and a spacious walk-in pantry. The inviting living area features a fireplace and seamless access to the covered front and rear porches. The primary suite offers a true retreat with a spa-inspired ensuite bathroom, soaking tub, walk-in shower, sitting area, and a large custom closet. Additional highlights include a dedicated laundry room, public sewer, and thoughtful craftsmanship throughout. This beautifully designed home is a must-see for anyone seeking luxury living in one of Maryland’s most charming waterfront towns.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,622
Status:
Active
MLS#:
MDTA2013226
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.41 Acres
Year built:
2018
Courtesy: TTR Sotheby's International Realty 410-745-2596
View additional info

ADDITIONAL INFORMATION

Welcome to "Mostly Porches" an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels setting. Inside the floor plan is filled with an abundance of natural light and enhanced by soaring cathedral ceilings, creating an airy and inviting atmosphere ideal for both every day living and perfect for entertaining. The main living area incorporates the living, dining and kitchen and offers easy access to the extensive porches the home features, including the screened-in porch with a gas fireplace and views of the harbor. In the great room there is also a "hidden" pantry along the dining area wall with plenty of shelving and storage. Custom built-in bookcases line the living area wall to the left of the propane fireplace which incorporates a built-in 90 lb per day nugget ice-maker. The gourmet kitchen is centered around a large island and features SS Thermador appliances including a duel fuel range with a six burner gas cooktop and electric oven, and an under counter wine fridge and under counter beverage fridge in the island. The contemporary design features the primary suite, 2nd bedroom, office/den, full bath and utility closet all on the main level. A standout out feature of this property is the 2nd level private guest suite, which is a licensed income-producing vacation rental, offering flexibility for guest or the opportunity for supplemental income. This private enclave includes a small sitting area, private bath and kitchenette with under counter refrigerator drawer, under counter freezer drawer, Keurig coffee maker, counter top microwave, and free standing shelves. The property also includes an attached 2 car garage, fire pit, raised garden beds with drip irrigation, and full irrigation system in the yard plus an oversized attached 2 car garage. With its desirable location close to all St. Michaels has to offer, exceptional amenities, and low-maintenance design, this is a rare opportunity to own one of the town's newer build homes with water views and income producing opportunity.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,728
Status:
Active
MLS#:
MDTA2012944
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
7.35 Acres
Year built:
1973
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
View additional info

ADDITIONAL INFORMATION

UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY CABIN. THIS FABULOUS HOME OFFERS SPACE FOR GATHERINGS WITH FAMILY OR FRIENDS BUT ALSO FEELS COZY FOR EMPTY NESTERS THAT LOVE TO ENTERTAIN. THERE ARE NO RESTRICTIONS THAT PROHIBIT VACATION RENTAL, THERE SHOULD BE SPACE FOR AN INGROUND POOL . ORIGINALLY BUILD IN 1973 THE CURRENT OWNER GUTTED THE HOME, ALL SYSTEMS, ELECTRICAL, WINDOWS, FLOORS ETC ARE NEW- JUST MOVE IN AND ENJOY. FROM NATURAL OAK FLOORS TO MARBLE BATHROOMS, WHITE SPACIOUS KITCHEN WITH GLEAMING GRANITE AND SOAP STONE COUNTERTOPS. EXTENSIVE OUTDOOR LIGHTENING , SPEAKERS, LIGHTENING UNDER THE EVES TURN THIS INTO A MAGICAL PLACE IN THE EVENING. GATHER BY THE HUGE FIREPIT AND ENJOY OUTDOOR LIVING , COOKING AND DINING ON THE VARIOUS PATIOS OR WRAP AROUND DECK. MAINTENANCE EASY MATERIALS HAVE BEEN USED FOR THE DECKING, SIDING AND ROOFING, ATTENTION WAS PAID TO GUTTER SYSTEMS AND GRADING. THE DRIVEWAY IS FRAMED BY BELGIAN COBBLESTONE, STONE COLUMNS GREET YOU WHEN YOU ENTER THE PROPERTY. THIS IS A RARE OPPORTUNITY FOR A TURN KEY PROPERTY IN ST MICHAELS WITHOUT THE TOWN PROPERTY TAXES AND RESTRICTIONS.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDTA2012850
Type:
Condo
Subdivision:
Quail Hollow
Lot size:
0.19 Acres
Year built:
1995
Courtesy: Benson & Mangold, LLC 410-822-1415
View additional info

ADDITIONAL INFORMATION

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 interior and exterior paint, a newer HVAC system (within the last five years), updated carpeting, refinished hardwood floors, and recently installed 6” gutters. The property includes a one-car garage with attic storage,plus paved parking. Backing to open common area for added privacy and tranquility, and located near The Links at Perry Cabin with no town taxes, this home delivers comfort, convenience, and exceptional value.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
MDTA2013022
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.08 Acres
Year built:
1907
Courtesy: Meredith Fine Properties 410-822-6272
View additional info

ADDITIONAL INFORMATION

Beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, last tenant was paying $4,500 a month. From the wide, welcoming front porch to the gated, manicured yard—complete with a hammock ideal for long afternoon naps—every space is designed for comfort and relaxation. A brick walkway leads to the custom beveled-glass entry door and into the warm, inviting family room. Inside, the home features rich pine floors throughout, a cherry kitchen with stainless steel appliances, granite countertops, and an open flow into the charming dining room. The spacious family room includes a propane stove for cozy winter days. The first floor also offers a full laundry room and an ornate powder room. The original staircase leads to the second floor, which includes three bedrooms and a renovated marble-tile full bath. The private third-floor primary suite offers a peaceful retreat with its own en-suite bath. Just one block from the water—with water views from the street—this home captures the best of small-town living. Enjoy walking access to Saint Michaels’ restaurants, quaint shops, kayaking, swimming, boating, and biking. It’s a special property ready for unforgettable memories with family and friends. Whether you're looking for a proven investment property or a beautiful home for your family, this one stands out.

Beds:
6
Baths:
6.00
Sq.Ft.:
4,089
Status:
Active
MLS#:
MDTA2012940
Type:
Townhouse
Subdivision:
Perry Cabin
Lot size:
0.13 Acres
Year built:
1984
Courtesy: Chesapeake Bay Real Estate Plus, LLC 410-829-3603
View additional info

ADDITIONAL INFORMATION

An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a chef-inspired gourmet kitchen designed for elevated entertaining and showcases premium appliances, including a 60-inch extra-large refrigerator/freezer, Wolf propane cooktop, and integrated refrigerated and freezer beverage drawers thoughtfully integrated into the cabinetry. The first-floor primary suite provides effortless main-level living with a private enclosed porch and spa-like bath retreat. This combined property conveys two deep-water boat slips (6' MLW) with water and electricity, each able to accommodate a 40-foot vessel. Community amenities include kayak launch; tennis courts lined for pickleball and a private beach. A fully owned solar energy system with integrated backup battery storage provides exceptional energy efficiency and resilience adding approximately $2,000/year offset to electricity bills as well as solar income. Just a short walk or boat ride to the shops and restaurants of historic Saint Michaels, and an easy drive to Easton, Annapolis, Washington, DC, and Philadelphia. Don't miss this rare offering in one of the Chesapeake Bay's premier boating destinations. Professional photography and media forthcoming.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,420
Status:
Active
MLS#:
MDTA2012950
Type:
Single Family
Subdivision:
Rio Vista
Lot size:
0.34 Acres
Year built:
1988
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
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ADDITIONAL INFORMATION

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 #MDTA2012942).EDUCED - REDUCED - DO NOT WAIT TO SEE THIS DESIREABLE RIO VISTA LIVING -MOVE IN ONE

Beds:
4
Baths:
4.00
Sq.Ft.:
2,420
Status:
Active
MLS#:
MDTA2012942
Type:
Single Family
Subdivision:
Rio Vista
Lot size:
0.34 Acres
Year built:
1987
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
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ADDITIONAL INFORMATION

Desirable Rio Vista Duplex – Live in One Unit and Rent the Other! Rare opportunity to own a duplex in the sought-after Rio Vista community. Move into one unit and generate rental income from the other to help offset your mortgage payments. Properties like this seldom come on the market. Located in a water-access community, residents may enjoy dock access upon approval of the owner's application and payment of applicable fees. The property features two mirror-image units, each offering: Kitchen with a cozy breakfast area Spacious open-concept living and dining room Two generously sized bedrooms One full bath and one half bath This duplex presents an excellent investment opportunity with a strong rental history. Both units are currently tenant-occupied and rent well. Additional opportunity: The neighboring duplex at 1215 is also available for purchase (MLS #MDTA2012950).UST REDUCED - DONT WAIT TO LOOK AT THIS DESIREABLE RIO VISTA LIVING -MOVE

Beds:
2
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDTA2012128
Type:
Condo
Subdivision:
Quail Hollow
Lot size:
0.19 Acres
Year built:
1973
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
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ADDITIONAL INFORMATION

REDUCED CLEAN UNIT ... CASUAL LIVING IN SOUTH AFTER "THE LINK AT PERRY CABIN " MARTINGHAM COMMUNITY Nestled within the prestigious Quail Hollow community in desirable Martingham, this exceptional residence enjoys a prime setting overlooking the renowned Links at Perry Cabin golf course. One of the few units featuring a screened porch, this home offers the perfect blend of elegance, comfort, and scenic beauty. Enjoy stunning golf course views from the second floor, while the first-floor living spaces benefit from a private, landscaped setting. The thoughtfully designed open floor plan seamlessly connects the living and dining areas, highlighted by a cozy fireplace and sliding glass doors that open to the screened porch—an ideal space for relaxing or entertaining. The well-appointed kitchen features granite countertops and a dedicated breakfast area, while the bathrooms also showcase attractive granite finishes. A one-car garage and an additional designated parking space provide convenience and practicality. Residents of Martingham enjoy exclusive access to a private waterfront park, along with abundant opportunities for walking, biking, and enjoying the area's natural beauty. Located just minutes from the charming waterfront town of St. Michaels, this remarkable home offers the perfect combination of luxury, recreation, and Eastern Shore living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,710
Status:
Active
MLS#:
MDTA2012358
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.55 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

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-approved gravel extension, town water, county sewer, electric service, and fiber-optic internet—allowing for a smoother path from planning to construction. With the appropriate Town approvals, the parcel also offers future subdivision potential. Adjacent to the scenic Rails-to-Trails corridor and near San Domingo Creek, the Miles River, and multiple neighborhood parks, the location provides access to nature and open space without giving up the benefits of being in town. Architectural concept drawings illustrating one potential approach to the site will convey to the new owner, with the option to continue working with the original architect if desired. A unique chance to create something truly exceptional in one of the Eastern Shore’s most sought-after communities: space, privacy, and the freedom to design a home that reflects your vision. By Vehicle: A portion of Canton St is a one-way and Miles Ave is not a completely through Street from Railroad Ave. It is recommended to head north on Talbot St., turn left on Railroad Ave., then left on Glory Ave (also known as Gloria), and right on Canton St. Proceed a short way to the corner of the lot at Miles Ave. & Canton St.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2012368
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.55 Acres
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual needs, all while maintaining privacy and a connection to the surrounding natural landscape. Restaurants, shops, seasonal events, waterfront parks, and the charm of the historic district are all close at hand, yet the property feels quietly removed. Approximately three times the size of a typical in-town lot, the parcel allows for thoughtful home placement, outdoor living areas, and driveway access from Miles Avenue, Canton Street, or both, depending on the final plan. Infrastructure upgrades are already complete, including paved roads, a State-approved gravel extension, town water, county sewer, electric service, and fiber-optic internet—allowing for a smoother path from planning to construction. With the appropriate Town approvals, the parcel also offers future subdivision potential. Adjacent to the scenic Rails-to-Trails corridor and near San Domingo Creek, the Miles River, and multiple neighborhood parks, the location provides access to nature and open space without giving up the benefits of being in town. Architectural concept drawings illustrating one potential approach to the site will convey to the new owner, with the option to continue working with the original architect if desired. A unique chance to create something truly exceptional in one of the Eastern Shore’s most sought-after communities: space, privacy, and the freedom to design a home that reflects your vision. By Vehicle: A portion of Canton St is a one-way and Miles Ave is not a completely through Street from Railroad Ave. It is recommended to head north on Talbot St., turn left on Railroad Ave., then left on Glory Ave (also known as Gloria), and right on Canton St. Proceed a short way to the corner of the lot at Miles Ave. & Canton St.

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2007414
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.14 Acres
Courtesy: Keller Williams Flagship 410-729-7700
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ADDITIONAL INFORMATION

Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe. Time to make your personal selections. Make this home your personal statement. Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more. Make this your dream home.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.



Saint Michaels Real Estate

Saint Michaels is located in Maryland. Saint Michaels, Maryland has a population of 3,161. Saint Michaels is less family-centric than the surrounding county with 10.11% of the households containing married families with children. The county average for households married with children is 22.67%.

The median household income in Saint Michaels, Maryland is $71,765. The median household income for the surrounding county is $79,349 compared to the national median of $69,021. The median age of people living in Saint Michaels is 57.4 years.

Saint Michaels Weather

The average high temperature in July is 87.7 degrees, with an average low temperature in January of 27.9 degrees. The average rainfall is approximately 46.1 inches per year, with 12.5 inches of snow per year.

Saint Michaels Map

Saint Michaels Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    29
    30-day change

Saint Michaels Schools and Demographics

Education near Saint Michaels, MD

City County
High School Graduates 94.09 91.66
College Degree - 2 year 6.54 7.92
College Degree - 4 year 50.61 40.99
Graduate Degree 16.64 10.69
Expenditures per Student 20,261 20,261
Students per Teacher 13.6 13.6

Elementary Schools near Saint Michaels, MD

Grades Students P/T Ratio ZIP
Bayside Elementary School 03 - 05 402 16.1 21666
Easton Elementary School PK - 05 1,115 14.3 21601
Grasonville Elementary School PK - 05 494 15.9 21638
Kent Island Elementary School PK - 02 469 16.2 21666
Matapeake Elementary School PK - 05 493 15.4 21666
St. Michaels Elementary PK - 05 338 14.4 21663
Tilghman Elementary School PK - 05 85 9.6 21671

Middle Schools near Saint Michaels, MD

Grades Students P/T Ratio ZIP
Easton Middle School 06 - 08 823 16.8 21601
Matapeake Middle School 06 - 08 416 15.4 21666
Stevensville Middle School 06 - 08 474 13.5 21666

High Schools near Saint Michaels, MD

Grades Students P/T Ratio ZIP
Easton High School 09 - 12 1,076 15.9 21601
Kent Island High School 09 - 12 1,194 15.5 21666
St. Michaels Middle/High School 06 - 12 442 12.6 21663

Demographics near Saint Michaels, MD

City County
Neighborhood Type Small town
Population 3,161 37,510
Population Density 259 140
Median Age 57.4 51
People per Household 2.2 2.3
Median Household Income 71,765 79,349
Average Income per Capita 57,569 51,234

Real estate near Saint Michaels