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703 Riverview Ter, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

The experience of Rose’s Garden unfolds gradually, the way the best properties always do. A What's special The experience of Rose’s Garden unfolds gradually, the way the best properties always do. A long, pine-lined entrance drive carries you toward a first glimpse of Harris Creek ahead — water framed by tall pines, open and still. Then the drive sweeps gently to the left, and then, almost as a surprise, the cottage — modest, elegant, perfectly placed. It makes no attempt to impress. It doesn’t need to. The cottage is quiet and handsome — simply elegant in the way that only genuine character produces. Nothing oversized, nothing imposing. Just a well-proportioned, beautifully maintained home that belongs exactly where it sits. That first view of the house — unhurried, understated, perfectly at home in its setting — tells you everything about what kind of place this is. THE PROPERTY Few waterfront properties in Talbot County can offer what Rose’s Garden delivers: 6.87 private acres along Harris Creek, with approximately 400 feet of rip-rap shoreline in excellent condition. That kind of scale — within the Saint Michaels area — is simply not available anymore. And the west-facing orientation means sunsets over open water every evening, looking out across largely undeveloped land on the opposite shore. The views are clean, natural, and remarkably unspoiled. For a property this close to Saint Michaels, that is genuinely extraordinary. A private dock with 4 feet of water provides direct access to the creek and the Chesapeake Bay beyond. The home has been comprehensively renovated — new roof, refinished hardwood floors, updated kitchen, two fully remodeled baths, and complete HVAC throughout. A buyer arrives to something turnkey, not a project. THE LIFESTYLE Morning coffee on the primary bedroom deck with the creek glassy and still, nothing but natural shoreline across the water. Afternoons in the saltwater pool with the scent of pines and the sound of the water nearby. Evenings at the waterside pavilion as the sky turns orange over Harris Creek — unobstructed, undeveloped, all yours to take in. The rose garden and large, beautiful mature trees spread across the property give the grounds a park-like, tended quality that simply cannot be manufactured — it accumulates over decades, and here it already exists. At night, subtle landscape lighting illuminates those trees from below, casting the grounds in a quiet, warm glow. It is the kind of lighting that enhances rather than announces — a property that is just as inviting after dark as it is at sunset. And yet Saint Michaels — its restaurants, the Chesapeake Bay Maritime Museum, the Miles River Yacht Club — is just minutes away. The seclusion is real. The convenience is too. That combination is what makes Rose’s Garden so difficult to replicate. WHY THIS PROPERTY IS RARE Properties like Rose’s Garden do not come together by accident. The acreage, the frontage, the dock, the unspoiled views, the mature landscape — each of these alone would make a property noteworthy. Together, and this close to Saint Michaels, they represent something that simply does not come to market often. The renovation means a buyer inherits none of the headaches that typically accompany older waterfront homes — the deferred maintenance, the aging systems, the compromises. The work is done and done well. Rose’s Garden is ready for its next chapter. AT A GLANCE 6.87 private acres — Saint Michaels area — Waterside pavilion — Pine-lined entrance drive w/ creek views — New roof — Large mature trees throughout grounds — Primary bedroom deck w/ water views — Subtle up lighting on mature trees — Full HVAC — central + mini-splits — Unspoiled views — largely undeveloped opposite shore — Both baths fully remodeled — 400 ft Harris Creek frontage — Refinished hardwood floors — Rip-rap shoreline — excellent condition — Updated kitchen w/

3 Beds ⋅ 3 Baths

The experience of Rose’s Garden unfolds gradually, the way the best properties always do. A What's special The experience of Rose’s Garden unfolds gradually, the way the best properties always do. A long, pine-lined entrance drive carries you toward a first glimpse of Harris Creek ahead — water framed by tall pines, open and still. Then the drive sweeps gently to the left, and then, almost as a surprise, the cottage — modest, elegant, perfectly placed. It makes no attempt to impress. It doesn’t need to. The cottage is quiet and handsome — simply elegant in the way that only genuine character produces. Nothing oversized, nothing imposing. Just a well-proportioned, beautifully maintained home that belongs exactly where it sits. That first view of the house — unhurried, understated, perfectly at home in its setting — tells you everything about what kind of place this is. THE PROPERTY Few waterfront properties in Talbot County can offer what Rose’s Garden delivers: 6.87 private acres along Harris Creek, with approximately 400 feet of rip-rap shoreline in excellent condition. That kind of scale — within the Saint Michaels area — is simply not available anymore. And the west-facing orientation means sunsets over open water every evening, looking out across largely undeveloped land on the opposite shore. The views are clean, natural, and remarkably unspoiled. For a property this close to Saint Michaels, that is genuinely extraordinary. A private dock with 4 feet of water provides direct access to the creek and the Chesapeake Bay beyond. The home has been comprehensively renovated — new roof, refinished hardwood floors, updated kitchen, two fully remodeled baths, and complete HVAC throughout. A buyer arrives to something turnkey, not a project. THE LIFESTYLE Morning coffee on the primary bedroom deck with the creek glassy and still, nothing but natural shoreline across the water. Afternoons in the saltwater pool with the scent of pines and the sound of the water nearby. Evenings at the waterside pavilion as the sky turns orange over Harris Creek — unobstructed, undeveloped, all yours to take in. The rose garden and large, beautiful mature trees spread across the property give the grounds a park-like, tended quality that simply cannot be manufactured — it accumulates over decades, and here it already exists. At night, subtle landscape lighting illuminates those trees from below, casting the grounds in a quiet, warm glow. It is the kind of lighting that enhances rather than announces — a property that is just as inviting after dark as it is at sunset. And yet Saint Michaels — its restaurants, the Chesapeake Bay Maritime Museum, the Miles River Yacht Club — is just minutes away. The seclusion is real. The convenience is too. That combination is what makes Rose’s Garden so difficult to replicate. WHY THIS PROPERTY IS RARE Properties like Rose’s Garden do not come together by accident. The acreage, the frontage, the dock, the unspoiled views, the mature landscape — each of these alone would make a property noteworthy. Together, and this close to Saint Michaels, they represent something that simply does not come to market often. The renovation means a buyer inherits none of the headaches that typically accompany older waterfront homes — the deferred maintenance, the aging systems, the compromises. The work is done and done well. Rose’s Garden is ready for its next chapter. AT A GLANCE 6.87 private acres — Saint Michaels area — Waterside pavilion — Pine-lined entrance drive w/ creek views — New roof — Large mature trees throughout grounds — Primary bedroom deck w/ water views — Subtle up lighting on mature trees — Full HVAC — central + mini-splits — Unspoiled views — largely undeveloped opposite shore — Both baths fully remodeled — 400 ft Harris Creek frontage — Refinished hardwood floors — Rip-rap shoreline — excellent condition — Updated kitchen w/

8670 Bozman Neavitt, Saint Michaels

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

Selling Office: Unrepresented.

$1,825,000

Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come By Chance’s, design team. Across living spaces, you’ll enjoy quiet refinement of the original 1996 construction as hand-scraped hardwoods, tailored millwork, crisp coastal hues, and light-filled windows frame seasonal harbor moments. Host visiting guests near your wood-burning hearth where built-ins hold favorite reads, collected shells, and travel mementos. Here, both curated and comfortably lived-in personality mirror mornings with coffee and dinner aromas from your breezy kitchen of high-end appliances, stone surfaces, and a central island. While everything from simple breakfasts to generous crab feasts overlook nautical views from your sunlit sitting room, you’re sure to linger long after meals from either of the double balconies. Here, let casual conversation entertain, then settle within either of your three serene bedrooms letting two full and one half baths refresh. Outside, toss yard toys for a four legged friend, cast off kayaks towards quiet coves, or set sail into the open expanse of the Chesapeake Bay. Closer to home, afternoons unfold, just a stroll’s-distance away toward daily discoveries within nearby St. Michaels shops, cafés, museums, and the yacht club.

3 Beds ⋅ 3 Baths

Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come By Chance’s, design team. Across living spaces, you’ll enjoy quiet refinement of the original 1996 construction as hand-scraped hardwoods, tailored millwork, crisp coastal hues, and light-filled windows frame seasonal harbor moments. Host visiting guests near your wood-burning hearth where built-ins hold favorite reads, collected shells, and travel mementos. Here, both curated and comfortably lived-in personality mirror mornings with coffee and dinner aromas from your breezy kitchen of high-end appliances, stone surfaces, and a central island. While everything from simple breakfasts to generous crab feasts overlook nautical views from your sunlit sitting room, you’re sure to linger long after meals from either of the double balconies. Here, let casual conversation entertain, then settle within either of your three serene bedrooms letting two full and one half baths refresh. Outside, toss yard toys for a four legged friend, cast off kayaks towards quiet coves, or set sail into the open expanse of the Chesapeake Bay. Closer to home, afternoons unfold, just a stroll’s-distance away toward daily discoveries within nearby St. Michaels shops, cafés, museums, and the yacht club.

222 Chestnut, Saint Michaels

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

Selling Office: Unrepresented.

$1,595,000

Nestled beneath a canopy of mature pines along the protected waters of Solitude Creek, this beautifully renovated waterfront retreat captures the timeless appeal of Maryland's Eastern Shore. Occupying approximately 2.745 private acres with nearly 200 feet of shoreline, the property offers an exceptional blend of privacy, boating, and relaxed luxury—just minutes from the historic waterfront town of St. Michaels. Renovated in 2020, the residence pairs classic coastal architecture with bright, contemporary interiors designed to embrace natural light and peaceful water views. Spanning approximately 2,100 square feet, the home offers four bedrooms and two-and-a-half baths, all arranged on a single level for effortless everyday living. Warm hardwood floors, custom millwork, and an inviting fireplace create an atmosphere that is both elegant and welcoming, while expansive windows frame the surrounding landscape and shimmering creek beyond. At the heart of the home, a beautifully appointed gourmet kitchen features custom cabinetry, granite countertops, a generous center island, and vaulted ceilings that flow seamlessly into open dining and living spaces. Created for gathering with family and friends, these light-filled interiors extend naturally onto an expansive waterside composite deck—an ideal setting for morning coffee, sunset cocktails, or alfresco dinners overlooking the water. The primary suite offers a beautifully finished bath, while three additional guest bedrooms provide comfortable accommodations for family and visitors. Every room reflects a timeless aesthetic that complements the property's serene waterfront surroundings. A private pier with a 9,000-pound boat lift and approximately 6 feet of mean low water offers exceptional boating for a wide variety of vessels. The property's seamless connection to the Choptank River and surrounding tributaries creates a waterfront lifestyle defined by both privacy and adventure. Whether arriving by boat or by car, few locations offer such a remarkable balance of seclusion, convenience, and direct access to some of the Eastern Shore's most celebrated waterways. A detached two-car garage with loft space above provides abundant storage and flexibility for hobbies, a workshop, or future possibilities. Mature landscaping, towering pines, and exceptional privacy complete this rare waterfront offering. The adjacent 3.21± acre waterfront lot to the north is also available for purchase at $895,000. Additional information is available from the listing agent upon request

4 Beds ⋅ 3 Baths

Nestled beneath a canopy of mature pines along the protected waters of Solitude Creek, this beautifully renovated waterfront retreat captures the timeless appeal of Maryland's Eastern Shore. Occupying approximately 2.745 private acres with nearly 200 feet of shoreline, the property offers an exceptional blend of privacy, boating, and relaxed luxury—just minutes from the historic waterfront town of St. Michaels. Renovated in 2020, the residence pairs classic coastal architecture with bright, contemporary interiors designed to embrace natural light and peaceful water views. Spanning approximately 2,100 square feet, the home offers four bedrooms and two-and-a-half baths, all arranged on a single level for effortless everyday living. Warm hardwood floors, custom millwork, and an inviting fireplace create an atmosphere that is both elegant and welcoming, while expansive windows frame the surrounding landscape and shimmering creek beyond. At the heart of the home, a beautifully appointed gourmet kitchen features custom cabinetry, granite countertops, a generous center island, and vaulted ceilings that flow seamlessly into open dining and living spaces. Created for gathering with family and friends, these light-filled interiors extend naturally onto an expansive waterside composite deck—an ideal setting for morning coffee, sunset cocktails, or alfresco dinners overlooking the water. The primary suite offers a beautifully finished bath, while three additional guest bedrooms provide comfortable accommodations for family and visitors. Every room reflects a timeless aesthetic that complements the property's serene waterfront surroundings. A private pier with a 9,000-pound boat lift and approximately 6 feet of mean low water offers exceptional boating for a wide variety of vessels. The property's seamless connection to the Choptank River and surrounding tributaries creates a waterfront lifestyle defined by both privacy and adventure. Whether arriving by boat or by car, few locations offer such a remarkable balance of seclusion, convenience, and direct access to some of the Eastern Shore's most celebrated waterways. A detached two-car garage with loft space above provides abundant storage and flexibility for hobbies, a workshop, or future possibilities. Mature landscaping, towering pines, and exceptional privacy complete this rare waterfront offering. The adjacent 3.21± acre waterfront lot to the north is also available for purchase at $895,000. Additional information is available from the listing agent upon request

6905 Pea Nck, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$1,522,000

PRICE REDUCED: Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is "move in ready" and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a walk-in closet, a north harbor view and access to the 2nd floor front porch. The 2 additional bedrooms have large closets, harbor views and individual access doors to the front porch. Both bedrooms share a large, updated bathroom with a combination tub/shower. The main part of the home is both comfortable and casual while at the same time stately and refined. The kitchen and eat in breakfast /dining area looks out over the Harbor and opens to the 1st floor porch and porch swing which is a great place to have your morning coffee. The kitchen has a great layout, granite counter tops, stainless appliances, a Viking paneled refrigerator and a walk-in pantry. The Dining room or living room has a harbor view as well and a central fireplace with attractive marble and millwork. The architectural marvel of this home is the "Conservatory". It is a fantastic room for entertaining with a double height ceiling and intriguing structure. This was in use as a great room / family room. The back wall could also accommodate a large bar and flat screen if desired. If interested, a future owner might consider it for spacious ground floor master suite as double closets and laundry plumbing already exist in addition to plumbing for a wet bar. Two sets of French doors open to either the front lawn or side yard for entertaining and outdoor grilling and dining. The side yard has a southern exposure and paver patios for a dining set and a fire pit. The unique design of the conservatory also provides a near 180-degree view of the harbor and all of the beautiful sunrises and sunsets. Now offered at a REDUCED PRICE, this home also has the lowest price per square foot for a Luxury, Waterview, in town home (under $450), making it a comparatively excellent value. This rare combination of location, quality, amenities and value cannot be replicated in the Saint Michaels market. Do not miss the opportunity to enjoy all that is special about Saint Michaels that comes with this special home.

4 Beds ⋅ 4 Baths

PRICE REDUCED: Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is "move in ready" and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2-car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a walk-in closet, a north harbor view and access to the 2nd floor front porch. The 2 additional bedrooms have large closets, harbor views and individual access doors to the front porch. Both bedrooms share a large, updated bathroom with a combination tub/shower. The main part of the home is both comfortable and casual while at the same time stately and refined. The kitchen and eat in breakfast /dining area looks out over the Harbor and opens to the 1st floor porch and porch swing which is a great place to have your morning coffee. The kitchen has a great layout, granite counter tops, stainless appliances, a Viking paneled refrigerator and a walk-in pantry. The Dining room or living room has a harbor view as well and a central fireplace with attractive marble and millwork. The architectural marvel of this home is the "Conservatory". It is a fantastic room for entertaining with a double height ceiling and intriguing structure. This was in use as a great room / family room. The back wall could also accommodate a large bar and flat screen if desired. If interested, a future owner might consider it for spacious ground floor master suite as double closets and laundry plumbing already exist in addition to plumbing for a wet bar. Two sets of French doors open to either the front lawn or side yard for entertaining and outdoor grilling and dining. The side yard has a southern exposure and paver patios for a dining set and a fire pit. The unique design of the conservatory also provides a near 180-degree view of the harbor and all of the beautiful sunrises and sunsets. Now offered at a REDUCED PRICE, this home also has the lowest price per square foot for a Luxury, Waterview, in town home (under $450), making it a comparatively excellent value. This rare combination of location, quality, amenities and value cannot be replicated in the Saint Michaels market. Do not miss the opportunity to enjoy all that is special about Saint Michaels that comes with this special home.

216 E Chew Ave, Saint Michaels

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Unrepresented.

$1,152,500

The George E. Shockley House (c. 1890) is a rare historic gem in the heart of St. Michaels, just moments from the harbor, fine dining, unique shops, walking trails, and the renowned Chesapeake Bay Maritime Museum. Beautifully preserved and enhanced with significant structural improvements by Victor MacSorley, this distinguished residence blends period charm with modern comfort and is notably not subject to St. Michaels Historic District regulations. The home features an exceptional main-level primary suite with vaulted ceiling, three walk-in closets, en suite bath, and serene views of the private yard; an updated kitchen with large center island, granite countertops, stainless steel appliances, abundant storage, and casual dining overlooking the gardens; three main-level living spaces including a bright sunroom/library, spacious family room with brick fireplace, and the original welcoming living room; along with a formal dining room and powder room. Upstairs are two additional bedrooms and a full bath. The fenced backyard offers a patio beneath a magnificent magnolia, and a detached structure with a half bath provides the perfect space for a private office, studio, or creative retreat, complemented by a potting shed and additional storage. Off-street parking from both New Lane and E. Chew completes this exceptional in-town offering.

3 Beds ⋅ 3 Baths

The George E. Shockley House (c. 1890) is a rare historic gem in the heart of St. Michaels, just moments from the harbor, fine dining, unique shops, walking trails, and the renowned Chesapeake Bay Maritime Museum. Beautifully preserved and enhanced with significant structural improvements by Victor MacSorley, this distinguished residence blends period charm with modern comfort and is notably not subject to St. Michaels Historic District regulations. The home features an exceptional main-level primary suite with vaulted ceiling, three walk-in closets, en suite bath, and serene views of the private yard; an updated kitchen with large center island, granite countertops, stainless steel appliances, abundant storage, and casual dining overlooking the gardens; three main-level living spaces including a bright sunroom/library, spacious family room with brick fireplace, and the original welcoming living room; along with a formal dining room and powder room. Upstairs are two additional bedrooms and a full bath. The fenced backyard offers a patio beneath a magnificent magnolia, and a detached structure with a half bath provides the perfect space for a private office, studio, or creative retreat, complemented by a potting shed and additional storage. Off-street parking from both New Lane and E. Chew completes this exceptional in-town offering.

114 E Chew Ave, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Bay Real Estate Plus, LLC.

$1,135,000

Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living and dining area, featuring wood floors, a gas fireplace flanked by custom built-ins, and custom shutters have been added to each window. Throughout this home you will find historic charm and craftsmanship are evident at every turn. At the rear of the home is a full bath and designer kitchen that opens to the family room highlighted by soaring ceilings and an abundance of windows that fill the space with natural light year round. This inviting area flows to the screened-in porch and brick patio, creating the perfect setting for indoor-outdoor living. Beyond the patio lies a garden oasis featuring lush landscaping, colorful perennials, pond and large detached shed/storage building. The current owner has worked with the Town of St. Michaels to obtain approvals for converting this structure into a separate guest suite, and architectural plans are available for the next owner. The second level offers two generously sized bedrooms and a beautifully redesigned full bath. The rear bedroom includes an overlook of the family room, which offers additional space that could easily be transformed into a private sitting area, dressing room or walk-in closet. The front bedroom features a dedicated dressing room and oversized closet, providing the potential to create an en-suite bath. Both rooms offer cathedral ceilings with exposed rafters adding to the rooms architectural interest and charm. This is a true gem in historic St. Michaels that includes off street parking. Don't miss this exceptional opportunity to own a home in the one of the most popular towns on the Eastern Shore.

2 Beds ⋅ 2 Baths

Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living and dining area, featuring wood floors, a gas fireplace flanked by custom built-ins, and custom shutters have been added to each window. Throughout this home you will find historic charm and craftsmanship are evident at every turn. At the rear of the home is a full bath and designer kitchen that opens to the family room highlighted by soaring ceilings and an abundance of windows that fill the space with natural light year round. This inviting area flows to the screened-in porch and brick patio, creating the perfect setting for indoor-outdoor living. Beyond the patio lies a garden oasis featuring lush landscaping, colorful perennials, pond and large detached shed/storage building. The current owner has worked with the Town of St. Michaels to obtain approvals for converting this structure into a separate guest suite, and architectural plans are available for the next owner. The second level offers two generously sized bedrooms and a beautifully redesigned full bath. The rear bedroom includes an overlook of the family room, which offers additional space that could easily be transformed into a private sitting area, dressing room or walk-in closet. The front bedroom features a dedicated dressing room and oversized closet, providing the potential to create an en-suite bath. Both rooms offer cathedral ceilings with exposed rafters adding to the rooms architectural interest and charm. This is a true gem in historic St. Michaels that includes off street parking. Don't miss this exceptional opportunity to own a home in the one of the most popular towns on the Eastern Shore.

107 E Chestnut, Saint Michaels

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

Selling Office: RE/MAX Executive.

$650,000

AUCTION POSTPONED! Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is", inspections for informational purposes only. Built circa 1860, this spacious 4-bedroom, 3-full-bath historic home offers 2,718 square feet and an exceptional in-town location just half a block from the harbor, restaurants, shops, the Chesapeake Bay Maritime Museum, and all that makes St. Michaels such a sought-after destination. This is a wonderful opportunity for a buyer with vision to restore and bring new life to a substantial historic home in one of St. Michaels’ most desirable locations. Whether envisioned as a full-time Eastern Shore residence or a weekend retreat, the possibilities are endless. Offered at an attractive price, 104 Cherry Street represents a rare opportunity to create something truly special in the heart of historic St. Michaels. Please contact listing agent for more details.

4 Beds ⋅ 3 Baths

AUCTION POSTPONED! Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is", inspections for informational purposes only. Built circa 1860, this spacious 4-bedroom, 3-full-bath historic home offers 2,718 square feet and an exceptional in-town location just half a block from the harbor, restaurants, shops, the Chesapeake Bay Maritime Museum, and all that makes St. Michaels such a sought-after destination. This is a wonderful opportunity for a buyer with vision to restore and bring new life to a substantial historic home in one of St. Michaels’ most desirable locations. Whether envisioned as a full-time Eastern Shore residence or a weekend retreat, the possibilities are endless. Offered at an attractive price, 104 Cherry Street represents a rare opportunity to create something truly special in the heart of historic St. Michaels. Please contact listing agent for more details.

104 Cherry St, St Michaels

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

$425,000

Essentially a NEW HOME! Extensively, tastefully and professionally renovated 1965 rancher located on a quiet residential street, just 2 blocks from downtown St. Michaels. Nearly everything is brand new, including roof shingles, siding, windows, HVAC system and new deck. New off-street parking area, sized for 2 vehicles. Inside, everything looks (and is) new, including attractive luxury vinyl floors throughout, spacious kitchen w/all-new stainless Whirlpool appliances (range; refrigerator w/ice; dishwasher; built-in microwave oven), separate laundry room w/stacked washer/dryer, powder room, full bath, living room, dining/family room and two bedrooms with good closet space...all on one level! The house is attractive, comfortable and bright inside. Sliding glass doors off the family room lead to a new deck, overlooking the private back yard, where you will see a substantial renovated shed, approximately 20' x 15'...perfect for use as a "He-Shed/She-Shed," workshop and/or garden shed and storage area. "Move-in Ready!"

2 Beds ⋅ 2 Baths

Essentially a NEW HOME! Extensively, tastefully and professionally renovated 1965 rancher located on a quiet residential street, just 2 blocks from downtown St. Michaels. Nearly everything is brand new, including roof shingles, siding, windows, HVAC system and new deck. New off-street parking area, sized for 2 vehicles. Inside, everything looks (and is) new, including attractive luxury vinyl floors throughout, spacious kitchen w/all-new stainless Whirlpool appliances (range; refrigerator w/ice; dishwasher; built-in microwave oven), separate laundry room w/stacked washer/dryer, powder room, full bath, living room, dining/family room and two bedrooms with good closet space...all on one level! The house is attractive, comfortable and bright inside. Sliding glass doors off the family room lead to a new deck, overlooking the private back yard, where you will see a substantial renovated shed, approximately 20' x 15'...perfect for use as a "He-Shed/She-Shed," workshop and/or garden shed and storage area. "Move-in Ready!"

111 Gloria, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

$410,000

MUST SEE THIS CHARMING COTTAGE IN SAINT MICHAELS! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable .25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an inground pool potential are rare commodities with "in-town" living! Step inside to find a welcoming living room with original restored hardwood floors and a wood-burning brick fireplace, ideal for relaxing evenings. A light filled Sunroom provides the perfect spot for a home office, reading nook, or studio. Large eat-in kitchen with newer oven and refrigerator. Updated bathroom features new ceramic tiled floors, new toilet, sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows all styled up with custom Hunter Douglas blinds! Recent exterior upgrades include a newer metal roof, new gutters, leaf guards and downspouts. The property also offers a rare commodity of off street parking, 1 car garage and a garden shed for additional storage. A fully floored 35' x 17' Attic with nearly 6' of headroom allows for tons of storage and potential expansion! This is a wonderful opportunity to enjoy the Best of Saint Michaels living! Walk to all of the Shops, Boutiques, Restaurants, Cafe's, Markets, Coffee Shops, Post Office, Churches, Waterfront Parks, Marinas, Maritime Museum, Nature Trail, Waterfront fun and so much more! Hit the greens at The Inn at Perry's Cabin or take a quick trip to Easton, Annapolis, DC and Baltimore. Escape the hustle and bustle and come live the Dream Life!

2 Beds ⋅ 1 Baths

MUST SEE THIS CHARMING COTTAGE IN SAINT MICHAELS! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable .25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an inground pool potential are rare commodities with "in-town" living! Step inside to find a welcoming living room with original restored hardwood floors and a wood-burning brick fireplace, ideal for relaxing evenings. A light filled Sunroom provides the perfect spot for a home office, reading nook, or studio. Large eat-in kitchen with newer oven and refrigerator. Updated bathroom features new ceramic tiled floors, new toilet, sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows all styled up with custom Hunter Douglas blinds! Recent exterior upgrades include a newer metal roof, new gutters, leaf guards and downspouts. The property also offers a rare commodity of off street parking, 1 car garage and a garden shed for additional storage. A fully floored 35' x 17' Attic with nearly 6' of headroom allows for tons of storage and potential expansion! This is a wonderful opportunity to enjoy the Best of Saint Michaels living! Walk to all of the Shops, Boutiques, Restaurants, Cafe's, Markets, Coffee Shops, Post Office, Churches, Waterfront Parks, Marinas, Maritime Museum, Nature Trail, Waterfront fun and so much more! Hit the greens at The Inn at Perry's Cabin or take a quick trip to Easton, Annapolis, DC and Baltimore. Escape the hustle and bustle and come live the Dream Life!

105 Seymour Ave, Saint Michaels

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Shoreline Realty.

How much is your home worth?

How much is your home worth?