St Michaels MD Real Estate & Homes for Sale

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Beds:
2
Baths:
3.00
Sq.Ft.:
1,445
Status:
Active
MLS#:
MDTA2012378
Type:
Single Family-Detached
Subdivision:
Historic St. Michaels
Lot size:
0.18 Acres
Year built:
1890
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The kitchen was recently renovated and the heating/air conditioning was replaced in 2024. The yard is spacious, with a fenced oyster shell yard featuring a firepit and off street parking for two cars. This home is turnkey - all furnishings and short term rental supplies included. Don't miss this rare opportunity!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,717
Status:
Active
MLS#:
MDTA2011962
Type:
Single Family-Detached
Subdivision:
Church Neck
Lot size:
15.41 Acres
Year built:
1970
Courtesy: Meredith Fine Properties 410-822-6272
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ADDITIONAL INFORMATION

Welcome to Heron Cove Farm, a beautiful waterfront paradise situated on the banks of Broad Creek, just outside of Historic Saint Michaels, MD. This masterfully renovated home offers the convenience of one level living in a private setting of over 15 acres creating the feel of a peaceful escape, yet only two miles from the restaurants, shops and social network of town. Whether you enjoy relaxing on the deck, enjoying the pool, or spending the day boating along the Chesapeake Bay, this property is a complete show stopper! Three separate storage barns can store your toys and equipment, provide a base for horses, or create an opportunity for expansion. Bring your dreams and excitement alive for care free living!

Beds:
2
Baths:
2.00
Sq.Ft.:
2,024
Status:
Active
MLS#:
MDTA2011802
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.08 Acres
Year built:
1870
Courtesy: Meredith Fine Properties 410-822-6272
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ADDITIONAL INFORMATION

St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing ,wiring, New upstairs HVAC, encapsulated crawl space, kitchen ,upgraded light fixtures, motorized window shades and many architectural details, freshly painted in 2024 . Recently upgraded Primary bedroom window seats with cushions, built-ins and storage. Magnificent main level 2 story glass enclosed solarium! This home has been meticulously maintained and cared for. Enjoy evenings on the front porch or on the rear screen porch overlooking the gardens. The rear yard also has an old time boat house/shed which is insulated and heated and the current owners have gone through the local Historic approvals to renovate the boathouse/shed into a guest house. See documents for plans and drawings. Convenient walking distance to St. Michaels Harbor, Chesapeake Bay Maritime Museum, and numerous shops and great restaurants. This home is Gem so don't miss out on this opportunity!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDTA2011770
Type:
Condo
Subdivision:
Martingham
Lot size:
0.17 Acres
Year built:
1986
Courtesy: Meredith Fine Properties 410-822-6272
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ADDITIONAL INFORMATION

Welcome to Martingham, a premier golf course and waterfront community located just a mile from historic St. Michaels. This Widgeon Place condo offers two en-suite bedrooms and a half bath, with a thoughtful two-level layout designed for comfort and convenience. The main level features a kitchen with a charming breakfast nook, hardwood floors, a gas fireplace, and an open-concept living area. A bright sunroom opens to a private patio, ideal for relaxing or entertaining. Upstairs, the spacious primary suite includes a walk-out balcony, while the second bedroom is complemented by an en-suite bath. A second-floor laundry adds everyday ease. Perfectly situated in a sought-after location, this home combines style, function, and the best of Eastern Shore living.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
MDTA2012362
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.25 Acres
Year built:
1947
Courtesy: RE/MAX Executive 443-274-1900
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ADDITIONAL INFORMATION

St. Michaels Charmer! Welcome Home to this Cozy Cottage perfectly situated in the desirable, walkable Historic Town of St. Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. Spacious .25 acre lot with mature trees and flower gardens. Step inside to find a welcoming living room with real 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. The updated bathroom features new ceramic tiled floors, a new toilet and sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows all styled up with custom Hunter Douglas blinds! Comfort is ensured on the hot days of Summer with a new Mini-Split system with 3 units. Recent exterior upgrades include a newer metal roof, new gutters and downspouts, new storm doors and vinyl siding. The property also offers a rare private driveway for off street parking, 1 car garage and a shed for additional storage. Standout features are a 1 car garage and a fully floored 35' x 17' Attic with nearly 6' of headroom which is just perfect for storage or a potential expansion! The large eat-in Kitchen offers a newer refrigerator and newer oven making this charming cottage ready for you to move right in and start enjoying! A wonderful opportunity to enjoy the Best of St. Michaels living! Walk to the Shops, Boutiques, Restaurants, Markets, Bars, Post Office, Churches, Parks, Nature Trail, YMCA, Schools, Community Pool, Waterfront fun and so much more!

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

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.

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
View additional info

ADDITIONAL INFORMATION

A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot, the property provides remarkable flexibility for home placement, architectural style, and outdoor living spaces. The generous buildable envelope allows for a variety of layouts, and driveway access can be configured from Miles Avenue, Canton Street, or both, depending on the 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 visionBy 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
View additional info

ADDITIONAL INFORMATION

A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot, the property provides remarkable flexibility for home placement, architectural style, and outdoor living spaces. The generous buildable envelope allows for a variety of layouts, and driveway access can be configured from Miles Avenue, Canton Street, or both, depending on the 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.:
1,922
Status:
Active
MLS#:
MDTA2011870
Type:
Single Family-Detached
Subdivision:
Rio Vista
Lot size:
0.49 Acres
Year built:
2001
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

This handsome home is nestled in the trees on a quiet cul de sac in Rio Vista. This popular neighborhood is five minutes from historic St. Michaels and offers public sewer and water with no town taxes. Rio Vista has a waterfront picnic area and boat slips for rent to residents for $225 per slip. This home has been very nicely maintained by the original owner. It offers one-level living, with a primary suite and laundry on the first floor. The kitchen overlooks the breakfast area and family room, which features a vaulted ceiling and gas fireplace. Upstairs are two additional bedrooms plus an office that could be a fourth bedroom (no closet). An attached garage adds to the convenience.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,839
Status:
Active
MLS#:
MDTA2012326
Type:
Single Family-Detached
Subdivision:
Oakwood Park
Lot size:
0.7 Acres
Year built:
1978
Courtesy: Benson & Mangold, LLC 410-745-0415
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ADDITIONAL INFORMATION

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 bathroom with dual vanities. On the opposite side of the home, a second bedroom includes an ensuite bath and walk-in closet, complemented by two additional bedrooms with ample closet space (one used as den) and a full bath. The exterior showcases cedar shake siding, a welcoming covered front porch, a private patio between the main bedrooms, a large rear waterside deck, a two-car detached garage, and a wide gravel driveway with ample guest parking. The property is served by a private well and septic system, with public sewer hookup approved and coming soon, offering flexibility for future expansion or renovation. This home is part of a unique five-property HOA (fees $600/year) with each property owning 20% of a central community lot, a deepwater dock with five slips, and a historic pavilion available for member events and leisure. Residents also enjoy a kayak rack and a small sandy beach for launching boats or paddle boards. The setting provides not only a comfortable home but a lifestyle of Chesapeake Bay waterfront living. According to research, the grounds of the five lots and the “Oakwood Association” belonged long ago to the Oakwood Inn, a prominent retreat in the early 20th century. Known for its scenic harbor views and role in local leisure culture, the inn appeared in postcards from the 1930s and was a hub for skating, swimming, pleasure boating, regattas, and log canoe races. Its legacy adds a rich historical dimension to the property, connecting today’s residents to St. Michaels’ vibrant past as a sailing and leisure destination. There are photos of two pieces of memorabilia at the end of the photo section of this listing for your enjoyment. See attached documents for HOA information ($600/year per property), easement information, C&Rs, Contract Disclosures, etc. Flood Zone X, no flood insurance required. Three-bedroom septic, public sewer hookup available near future.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,035
Status:
Active
MLS#:
MDTA2012318
Type:
Single Family-Detached
Subdivision:
Lynnewood
Lot size:
5.34 Acres
Year built:
1994
Courtesy: Benson & Mangold, LLC 410-822-1415
View additional info

ADDITIONAL INFORMATION

Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch—perfect for relaxing or entertaining. A brick-floored sunroom with gas fireplace and pool bath leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, and custom gazebo. The luxurious primary suite features cathedral ceilings, French doors leading to the sunroom and a spa-inspired bath with walk in tile shower and soaking tub. Two additional en-suite bedrooms, a large den with custom built-ins perfect for library or additional bedroom, and a spacious butler’s pantry with granite counters, extra refrigerator, stainless sink and additional cabinetry. A separate study and conditioned workshop offer versatile space. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of protected shoreline and a 350-foot private pier with 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two additional slips, and a floating dock. A gated 30' x 40' flower/vegetable garden with raised beds, an oversized 2-car garage and large garden shed complete this beautiful home. Septic is for 3 BR but office could be BR #4.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,085
Status:
Active
MLS#:
MDTA2012154
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.49 Acres
Year built:
1968
Courtesy: Compass 301-298-1001
View additional info

ADDITIONAL INFORMATION

Welcome to Old House Cove Waterfront Retreat in St. Michaels, MD Nestled on nearly half an acre with scenic frontage along Old House Cove, this quintessential Eastern Shore property offers a rare combination of waterfront serenity, literary history, and timeless design. The expansive parcel provides privacy in a highly desirable location, just minutes from the heart of St. Michael’s—one of Maryland’s most beloved waterfront towns. Formerly owned by the poet and author Gilbert Byron who was often called “the Chesapeake Thoreau,” it is easy to see how the tranquil setting on Old House Cove inspired much of his writing. Originally built in 1965, the main house has been thoughtfully updated to blend classic Eastern Shore style with relaxed modern comfort. The open-concept kitchen, dining, and living area centers around a gas fireplace - all with sweeping water views. Added in 1993, the spacious primary suite features a walk-in closet and en-suite bath. The waterside screened porch is the perfect place to unwind, enjoy the gentle breeze off the water and watch sailboats glide across the cove toward San Domingo Creek. Connected to the main home by a charming pergola walkway, the large carriage house and garage—also constructed in 1993 —includes two bays, one with double doors for boat access. The upper-level guest suite feels like a private treehouse retreat, complete with its own deck and sweeping views of the cove. Together, the main residence and guest suite create an ideal opportunity to expand the property and craft the waterfront home of your dreams—offering privacy, flexibility, and direct access to the property’s stunning setting. Outdoor living is a true highlight of this property. A generous brick terrace provides the perfect space for alfresco dining or entertaining just steps from the water’s edge. The property features approximately 130 feet of rip-rapped shoreline, a sandy kayak launch area, and a private pier equipped with one slip and 2.5’ MLW—ideal easy access to the Bay. Beautiful mature trees, lush landscaping, and a circular drive create an estate-like approach. The property is served by two wells and two septic systems, and sits comfortably in Flood Zone X (no flood insurance required). The area has been approved for public sewer hookup, offering excellent potential for future expansion or reconfiguration to suit your vision. This is a rare opportunity to own a timeless waterfront retreat—where Eastern Shore charm, literary heritage, and modern comfort come together just minutes from the world-class dining, sailing, and small-town allure of St. Michaels, Maryland.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,957
Status:
Active
MLS#:
MDTA2011880
Type:
Single Family-Detached
Subdivision:
St. Michaels Pointe
Lot size:
0.07 Acres
Year built:
2022
Courtesy: Northrop Realty 410-295-6579
View additional info

ADDITIONAL INFORMATION

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 to the rear yard retreat. Upstairs, you’ll find four bedrooms and two full baths, including a primary suite with its own private bath. Set at the end of a non-through street just one block from the heart of St. Michaels, the location is ideal. Enjoy quiet evenings on the porch, gatherings in the backyard, or a few short blocks into town and the waterfront. From here, you can access shops, dining, the Chesapeake Bay Maritime Museum, and seasonal events. Even the town ice cream shop is only a few blocks away. Whether relaxing at home or exploring everything St. Michaels has to offer, this property provides the perfect blend of comfort, convenience, and small-town charm. Move-in ready and truly immaculate!

Beds:
3
Baths:
3.00
Sq.Ft.:
3,166
Status:
Active
MLS#:
MDTA2012230
Type:
Single Family-Detached
Subdivision:
Back Creek Landing
Lot size:
0.34 Acres
Year built:
2004
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

Welcome to **Back Creek Landing** — one of Saint Michaels’ most desirable neighborhoods, known for its peaceful setting, friendly community, and easy access to town. Just a few minutes by bike or golf cart from downtown, this neighborhood offers the best of both worlds: close to everything, yet surrounded by nature. This beautifully maintained home invites you in with a wide front porch — perfect for a swing, morning coffee, or simply watching the world go by. Step inside to find a cozy living room with pocket doors to the left, ideal for a den or home office. To the right, a versatile dining room (currently used as a sitting room) connects directly to the kitchen, making it ideal for entertaining. The open kitchen and great room form the heart of the home — bright, cheerful, and designed for gatherings. The kitchen features abundant cabinetry, generous counter space, and a large island that comfortably seats three. From the great room, doors open to a covered back porch overlooking the ponds — a western exposure that captures the most beautiful sunsets. A charming patio and pollinator garden complete this relaxing outdoor retreat. The first-floor primary suite offers a spacious walk-in closet with custom built-ins and an updated bath. A powder room and laundry area complete the main level, which features continuous flooring throughout for a seamless flow. Upstairs, two additional bedrooms — each with **large closets** — a full bath, and a spacious bonus room provide plenty of flexible space for guests, hobbies, or a second family room. There’s also a walk-in attic offering convenient storage. Back Creek Landing is a thoughtfully planned community with multiple scenic ponds, a picnic area, and miles of walking trails. Residents also enjoy access to **San Domingo Creek**, complete with a dock and kayak racks, making it easy to explore the waterways right from home. Freshly painted and thoughtfully cared for, this home combines comfort, function, and natural beauty in one of Saint Michaels’ most welcoming neighborhoods. ?? St. Michaels, MD ?? $795,000 ??? 3 Bedrooms ?? 2.5 Baths ?? 3,166 sq ft ?? Call or message me today to schedule your private tour — I’d love to show you around Back Creek Landing!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,027
Status:
Active
MLS#:
MDTA2012116
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.17 Acres
Year built:
2025
Courtesy: Long & Foster Real Estate, Inc. 301-945-9010
View additional info

ADDITIONAL INFORMATION

Home is currently under construction with an estimated completion date of Feb-March 2026. Photos are of a similar home with comparable finishes by the same builder. This 3BR, 2.5BA Arts & Crafts home sits on a quaint lot in beautiful Saint Michaels and will be clad with high end finishes throughout. The luxurious kitchen will feature stylish pistachio and linen shaker cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze accessory kit, artisan range hood, spacious center island and breakfast bar, high end d'oro quartz countertops and a herringbone tile backsplash. The living room includes a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite features a walk-in closet and luxury, spa-like bath with dual vanities and a walk-in shower with dual shower heads, a rain shower features and floor-to-ceiling attache calacatta tile. Additional amenities include LVP flooring throughout main level, ceramic or porcelain tile in all baths and laundry room, public sewer, 30 year architectural singles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, a spacious front porch and much more. All of this in a convenient location adjacent to Historic Saint Michaels shops and restaurants. NO HOA or restrictive covenants.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
MDTA2011910
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.16 Acres
Year built:
1910
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

Fabulous 1910 Bungalow with welcoming front porch that has been renovated throughout.  All main level living with beautiful primary suite offers room for king bed and ample closet space. Primary tiled bath offers luxury walk-in shower with sliding glass doors.  Corner guest room with pocket door leading into guest bathroom. Living room has vaulted ceiling with skylight and opens to spacious dining room with great closet space and sliding glass doors to large side yard. The open eat-in kitchen offers painted maple cabinets, stainless steel appliances, cultured stone counter tops, sliding door to backyard and walk-in laundry room. This amazing home sits on a large fenced lot allowing for future addition and possible  garage. Blonde wide plank engineered flooring throughout. Propane on-demand hot water and cooking.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,102
Status:
Active
MLS#:
MDTA2011890
Type:
Single Family-Detached
Subdivision:
Martingham
Lot size:
6.04 Acres
Year built:
1992
Courtesy: TTR Sotheby's International Realty 410-673-3344
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ADDITIONAL INFORMATION

Welcome to Saint Michaels Retreat—an extraordinary 6-acre property overlooking the Links at Perry Cabin Golf Course with direct water access to Long Haul Creek and the Miles River. Just minutes from downtown Saint Michaels, this stunningly renovated residence offers over 4,100 sq. ft. of one-level living, thoughtfully designed for effortless indoor and outdoor entertaining. Inside, expansive living and dining areas feature 12-foot ceilings and abundant light. The custom kitchen and family room with gas fireplace anchor the home, while the welcoming foyer, formal living/dining rooms, and serene primary suite—with walk-in closet, built-ins, and a spa-like bath—all open to sweeping views of the pool, patio, and gardens. The gourmet kitchen showcases an oversized island with farm sink, walk-in pantry, wine cooler, extensive cabinetry, and top-of-the-line appliances, creating the perfect setting for both everyday living and memorable gatherings. Three additional bedrooms are well-appointed and share a spacious full hall bath. A private office with additional storage provides a quiet retreat for work or study. A mudroom with custom cabinetry and cedar closet, laundry room with new washer/dryer and utility sink, powder room, and a three-car garage provide both comfort and convenience. Renovated inside and out, the home highlights new flooring, upgraded fixtures and lighting, high-efficiency HVAC and water heater, and large Andersen windows that bathe each room in light. Outdoor living is equally inviting with a gunite pool (new filter and pump), expansive covered patio, pergola, paver-lined walkways, and a pool closet, plus a large shed for extra storage. A full bath just off the family room provides easy access to the pool area. Mature landscaping, a double-access driveway, and private pier (perfect for kayaking or paddle-boarding) complete the property. This remarkable home invites you to embrace the Eastern Shore lifestyle and all the beauty it has to offer. *A list of improvements is available in documents.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,717
Status:
Active
MLS#:
MDTA2011984
Type:
Single Family-Detached
Subdivision:
Church Neck
Lot size:
15.41 Acres
Year built:
1970
Courtesy: Meredith Fine Properties 410-822-6272
View additional info

ADDITIONAL INFORMATION

Welcome to Heron Cove Farm, a beautiful waterfront paradise situated on the banks of Broad Creek, just outside of Historic Saint Michaels, MD. This masterfully renovated home offers the convenience of one level living in a private setting of over 15 acres creating the feel of a peaceful escape, yet only two miles from the restaurants, shops and social network of town. Whether you enjoy relaxing on the deck, enjoying the pool, or spending the day boating along the Chesapeake Bay, this property is a complete show stopper! Three separate storage barns can store your toys and equipment, provide a base for horses, or create an opportunity for expansion. Bring your dreams and excitement alive for care free living!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,010
Status:
Active
MLS#:
MDTA2010224
Type:
Single Family-Detached
Subdivision:
Back Creek Landing
Lot size:
0.27 Acres
Year built:
2006
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

Discover this exquisite custom-built retreat in the serene St. Michaels community, a perfect blend of luxury and comfort with 4 spacious bedrooms and 3.5 well-appointed bathrooms, packed with premium features for an elevated lifestyle. Cozy up to the versatile gas fireplace, while enjoying a spacious layout enhanced with numerous built-ins for style and function. The expansive primary suite boasts a massive walk-in closet and an oversized bathroom with a huge custom shower and new faucets, complemented by a second-floor ensuite primary or guest suite for family or visitors. Step outside to the sprawling Trex deck with a Sunsetter awning, ideal for relaxing or entertaining, all within a fully fenced backyard for added privacy. Explore the large walk-in storage/attic, ready to transform into an additional bedroom or media room. Modern upgrades like a newer first-floor HVAC and an updated 80-gallon hot water heater ensure efficiency and comfort, while a freshly painted interior bring a bright, new finish. Nestled in a tranquil 40-acre St. Michaels community, this home offers trails, ponds, and waterfront along the peaceful San Domingo Creek, creating a beautiful, intimate setting. This lovely family home, move-in ready with all the extras, invites you to embrace a relaxed yet luxurious lifestyle. Easily access town from this property and enjoy the benefit of no town taxes.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,284
Status:
Active
MLS#:
MDTA2011446
Type:
Single Family-Detached
Subdivision:
St. Michaels
Lot size:
0.17 Acres
Year built:
1996
Courtesy: Benson & Mangold, LLC 410-822-6665
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ADDITIONAL INFORMATION

A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible views of St. Michaels Harbor. The current owners have thoughtfully renovated this 3-bedroom, 2.5-bath home inside and out, showcasing coastal décor by a local designer. The home lives comfortably and is designed for both relaxed everyday living and effortless entertaining. Enjoy a covered front porch and balconies off the bedrooms, all with breathtaking views of the harbor. Additional highlights include a fenced-in yard, beautiful professional landscaping, and a rebuilt bulkhead. Ideally located just a short walk to the town’s restaurants, bars, museums, and shops—this home allows you to fully enjoy the charm and lifestyle of historic St. Michaels. Offered completely turnkey .

Beds:
2
Baths:
3.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDTA2011264
Type:
Condo
Subdivision:
Martingham
Year built:
1986
Courtesy: Benson & Mangold, LLC 410-745-0415
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ADDITIONAL INFORMATION

Martingham, a golf course and waterfront community just a mile outside of Historic St. Michaels with all of its amenities. This Widgeon Place condo is a two-story condo with two en-suite bedrooms and a half bath on the first floor. Living room and dining room are an open floor plan with hardwood floors and fireplace. From the sunroom you can step onto a brick patio which looks out to treed area creating privacy. Large primary suite with en-suite bath and balcony. Come take advantage of The Links at Perry Cabin or the community waterfront lot overlooking the Miles River where you can enjoy a parade of boats on their way to St. Michaels Harbor. Property is being offered as-is.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
MDTA2010756
Type:
Single Family-Detached
Subdivision:
Martingham
Lot size:
1.13 Acres
Year built:
1989
Courtesy: Benson & Mangold, LLC 410-745-0415
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ADDITIONAL INFORMATION

Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with all of its wonderful restaurants and shops.

Beds:
5
Baths:
6.00
Sq.Ft.:
7,300
Status:
Active
MLS#:
MDTA2010868
Type:
Single Family-Detached
Subdivision:
Martingham Inn
Lot size:
2 Acres
Year built:
1978
Courtesy: Compass 301-298-1001
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ADDITIONAL INFORMATION

Welcome to Rivermark - a true waterfront retreat in St. Michaels on the Eastern Shore. This custom-built home is an artistic masterpiece with five octagonal interconnected wings, creating distinct yet flowing spaces and breathtaking panoramic views of Porters Creek, Miles River, Wye River and the Eastern Bay from every room. With architecture inspired by the French West Indies, this home has been thoughtfully designed with both entertainment and relaxation in mind. Entering through the foyer, the heart of the home is the Great Room which contains soaring ceilings. This opens to a sun-drenched solarium with travertine flooring and floor-to-ceiling windows that wrap around the interconnected spaces of the sunroom, dining room, and kitchen. Entertaining guests is effortless with the gourmet kitchen that is fully equipped with stainless steel appliances, an Aga stove, granite countertops, a large center island, and custom shelving/cabinetry. With both garden and water views the dual office/study spaces have custom floor-to-ceiling built-ins and wood paneling. The primary suite and a sanctuary unto itself, constructed with 18-foot ceilings and a spa-inspired en-suite bathroom fireplace and private outdoor patio. On the opposite wing of the home, you'll discover two additional bright bedrooms with custom lighting and a spacious shared bathroom. A unique feature of this property is the spa-inspired, glass enclosed swimming pool which overlooks the Miles River. The area is complete with an adjacent sunroom, green house, sauna, and full bath in this zen-like setting. A separate guest house provides privacy with its own entrance, offering two bedrooms, two bathrooms, a kitchen, and a comfortable living space. Outdoors, this property offers a rarely available opportunity of 750 feet of a rip-rapped waterfront, deep waters and a 150-foot private dock with boat lift - offering direct access to the Eastern Shore’s waterways and nearby waterfront dining. The extensive professionally manicured landscaped grounds feature a tranquil koi pond with a fountain, lush gardens, abundant verdant trees, and brick patio with grill area. Rivermark was featured by the Talbot County Garden Club in the Maryland House & Garden Pilgrimage. Don’t miss your chance to view this unique property in person to appreciate the incredible details. Experience the best of St. Michaels living at Rivermark—where luxury, comfort, and natural beauty converge in perfect harmony.

Beds:
6
Baths:
11.00
Sq.Ft.:
17,402
Status:
Active
MLS#:
MDTA2010616
Type:
Single Family-Detached
Subdivision:
St Michaels
Lot size:
8.6 Acres
Year built:
2010
Courtesy: Washington Fine Properties, LLC 202-944-5000
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ADDITIONAL INFORMATION

NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270? views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,102
Status:
Active
MLS#:
MDTA2010314
Type:
Single Family-Detached
Subdivision:
Saint Michaels
Lot size:
6.04 Acres
Year built:
1992
Courtesy: Benson & Mangold, LLC 410-228-0800
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ADDITIONAL INFORMATION

Welcome to Saint Micheals Retreat, an extraordinary 6+/- acre waterfront property overlooking the Links at Perry Cabin Golf Course with direct access to the Long Haul Creek and Miles River. Just moments to downtown Saint Michaels, fine dining, shopping, and entertainment, this stunning makeover offers 4,100 +/- sq. ft. of single-story living designed for endless indoor/outdoor entertainment. This magnificent home is blessed with expansive indoor living/dining areas, including a large custom kitchen/family room w/gas fireplace, expansive foyer, living room/dining room areas w/12-foot ceilings, as well as the primary bedroom suite with walk-in closet, buit-ins, and exquisite bathroom, all with sweeping views of the outdoor entertainment areas, patio, and pool. Exceptional gourmet kitchen with oversized island w/large farm sink, walk-in pantry, R/O system, extensive cabinetry, and high-end appliances, including wine cooler. Three additional bedrooms, three full baths, one half bath, mudroom with custom cabinetry and cedar storage closet, laundry room w/new washer/dryer and utility sink, separate office w/storage closet, and three-car garage make up this stunning home. The home has been remodeled/updated inside and out with top-of-the-line fixtures, lighting, appliances, HVAC, water heater, and new flooring throughout. Large Anderson windows provide exceptional natural light in every room. See the complete list for all updates. High speed internet available. Outside of the home enjoy a Gunite pool w/new filter and pump, expansive covered patio, pergola, paver-lined walkways, pool closet for pool toys, and large shed for lawn equipment and extra storage. One full bath off the family room provides easy access to the pool area. The home is connected to Talbot County’s public sewer system. The property has gorgeous, mature landscape with a double-access driveway. The property size is perfect for outdoor activities, such as volleyball, horseshoes, corn hole, just to name a few. The property would also support additional amenities, such as, tennis court, pickleball, or bocce ball with county approval As you venture down to the waterfront, you will find a sizable pier for access to Long Haul Creek, connecting to the Miles River. Perfect for kayaking and paddle boarding! An added bonus to this incredible property is that there is no HOA, which allows for short-term rental for an owner who uses it as a second home (subject to Talbot County regulations). Also close to the Miles River Yacht Club by water or vehicle. Come check it out for yourself, you won’t be disappointed.

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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

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St Michaels Real Estate

St Michaels is located in Maryland. St Michaels, Maryland has a population of 1,483. St Michaels is less family-centric than the surrounding county with 8.12% of the households containing married families with children. The county average for households married with children is 22.67%.

The median household income in St Michaels, Maryland is $69,057. 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 St Michaels is 51.3 years.

St 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.

St Michaels Map

St Michaels Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    49
    30-day change

St Michaels Schools and Demographics

Education near St Michaels, MD

City County
High School Graduates 87.06 91.66
College Degree - 2 year 2.89 7.92
College Degree - 4 year 44.06 40.99
Graduate Degree 12.5 10.69
Expenditures per Student 20,261 20,261
Students per Teacher 13.6 13.6

Elementary Schools near St 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 St 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 St 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 St Michaels, MD

City County
Neighborhood Type
Population 1,483 37,510
Population Density 1,279 140
Median Age 51.3 51
People per Household 2.1 2.3
Median Household Income 69,057 79,349
Average Income per Capita 50,432 51,234

Real estate near St Michaels