Mdresidentialrealty.com Search Results

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!

4 Beds ⋅ 3 Baths

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!

408 Spinnaker Ln, Saint Michaels

Listing courtesy of Northrop Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$640,000

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.

4 Beds ⋅ 3 Baths

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.

24555 Deepwater Pt, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

24561 Deepwater Point Dr, Saint Michaels

$620,000

Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck - ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle.

3 Beds ⋅ 3 Baths

Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck - ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle.

24561 Deepwater Point Dr, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Selling Office: RE/MAX Executive.

$600,000

NEW PRICE — EXCEPTIONAL VALUE IN DESIRABLE MARTINGHAM! Welcome to 9206 Martingham Drive, a truly distinctive contemporary residence offering spacious living with 4 bedrooms, 2 full and one half bathrooms, abundant natural light, and timeless architectural character in one of Saint Michaels' most sought-after communities. Competitively priced and thoughtfully designed, this unique home features an open floor plan, soaring vaulted ceilings, exposed beams, and expansive east- and west-facing windows that fill the home with natural light while capturing stunning sunrises and sunsets throughout the year. A wood-burning fireplace with a high-efficiency insert and circulating fan creates a warm and inviting focal point, while three dedicated HVAC systems and energy-efficient double-pane windows provide year-round comfort and efficiency. This exceptional property is nestled within the desirable Martingham community, known for its scenic surroundings, golf course lifestyle, and proximity to everything Saint Michaels has to offer. Less than five minutes from downtown Saint Michaels, residents enjoy easy access to waterfront attractions, marinas, boutique shopping, dining, and the very best of Eastern Shore living. The generous living spaces are ideal for both everyday living and entertaining. A spacious two-car garage with built-in shelving provides excellent storage, while the expansive deck—accessible from the sunroom, kitchen, and garage—seamlessly extends the living space outdoors, creating the perfect setting for relaxing or hosting guests. The spacious primary suite on the main floor offers a private retreat, featuring dual walk-in closets and brand-new carpeting installed in 2024. Encapsulated crawlspace for improved moisture control and energy efficiency. Recent capital improvements completed in 2024 include a new roof and gutter system, totaling more than $90,000 in upgrades. Work with our preferred lender to get $2,500 lender credit towards your closing costs! Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this one-of-a-kind property delivers exceptional value, space, and location. Don't miss your chance to own a special home in one of Saint Michaels' premier golf course communities.

4 Beds ⋅ 3 Baths

NEW PRICE — EXCEPTIONAL VALUE IN DESIRABLE MARTINGHAM! Welcome to 9206 Martingham Drive, a truly distinctive contemporary residence offering spacious living with 4 bedrooms, 2 full and one half bathrooms, abundant natural light, and timeless architectural character in one of Saint Michaels' most sought-after communities. Competitively priced and thoughtfully designed, this unique home features an open floor plan, soaring vaulted ceilings, exposed beams, and expansive east- and west-facing windows that fill the home with natural light while capturing stunning sunrises and sunsets throughout the year. A wood-burning fireplace with a high-efficiency insert and circulating fan creates a warm and inviting focal point, while three dedicated HVAC systems and energy-efficient double-pane windows provide year-round comfort and efficiency. This exceptional property is nestled within the desirable Martingham community, known for its scenic surroundings, golf course lifestyle, and proximity to everything Saint Michaels has to offer. Less than five minutes from downtown Saint Michaels, residents enjoy easy access to waterfront attractions, marinas, boutique shopping, dining, and the very best of Eastern Shore living. The generous living spaces are ideal for both everyday living and entertaining. A spacious two-car garage with built-in shelving provides excellent storage, while the expansive deck—accessible from the sunroom, kitchen, and garage—seamlessly extends the living space outdoors, creating the perfect setting for relaxing or hosting guests. The spacious primary suite on the main floor offers a private retreat, featuring dual walk-in closets and brand-new carpeting installed in 2024. Encapsulated crawlspace for improved moisture control and energy efficiency. Recent capital improvements completed in 2024 include a new roof and gutter system, totaling more than $90,000 in upgrades. Work with our preferred lender to get $2,500 lender credit towards your closing costs! Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this one-of-a-kind property delivers exceptional value, space, and location. Don't miss your chance to own a special home in one of Saint Michaels' premier golf course communities.

9206 Martingham Dr, Saint Michaels

Listing courtesy of Samson Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$539,500

Situated on a corner lot just minutes from downtown St. Michaels, this 3-bedroom, 2-bath home offers easy access to local shops, restaurants, and the Maritime Museum. Inside, the living room is filled with natural light from a large bay window and features LVP flooring, recessed lighting, and updated fixtures throughout. The kitchen and dining area provide an open, functional layout with direct access to the backyard through sliding glass doors. Both bathrooms have been remodeled, and additional updates include new electrical outlets and switches, a 2024 electric panel, HVAC (2025), and a 2026 hot water heater. Outside, the fenced yard includes a patio, sodded lawn, professional landscaping, and an irrigation system. A 14’x20’ insulated shed with electric and heating/air offers flexible use as a workshop or studio. The home also features a newer roof, siding, gutters, and downspouts (2 years), plus a 5-year-old encapsulated crawlspace with sump pump and dehumidifier. Complete with a private driveway and well-maintained exterior, this property combines convenience, updates, and location.

3 Beds ⋅ 2 Baths

Situated on a corner lot just minutes from downtown St. Michaels, this 3-bedroom, 2-bath home offers easy access to local shops, restaurants, and the Maritime Museum. Inside, the living room is filled with natural light from a large bay window and features LVP flooring, recessed lighting, and updated fixtures throughout. The kitchen and dining area provide an open, functional layout with direct access to the backyard through sliding glass doors. Both bathrooms have been remodeled, and additional updates include new electrical outlets and switches, a 2024 electric panel, HVAC (2025), and a 2026 hot water heater. Outside, the fenced yard includes a patio, sodded lawn, professional landscaping, and an irrigation system. A 14’x20’ insulated shed with electric and heating/air offers flexible use as a workshop or studio. The home also features a newer roof, siding, gutters, and downspouts (2 years), plus a 5-year-old encapsulated crawlspace with sump pump and dehumidifier. Complete with a private driveway and well-maintained exterior, this property combines convenience, updates, and location.

113 Gloria, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$479,000

Want to live close to Historic Saint Michaels in a beautiful and low maintenance setting offering ample first floor living? Welcome to 24375 Widgeon Place, Unit 37, nestled in the picturesque Martingham Community just outside Historic St. Michaels . This desirable END UNIT property is the epitome of style and comfort, encapsulating all the charms of eastern shore coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces and functionality, the property overlooks the beautiful Links of the Perry Cabin Golf Course, blending indoor comfort with outdoor beauty. After you enter the vestibule/covered entryway, you're greeted by the foyer leading into the open living room area, which offers an inviting atmosphere, all new LVP flooring, a convenient wet bar, Bose sound system, and an electric fireplace, then unfolds into the dining area featuring grasscloth wallpaper and is perfect for hosting social gatherings. Off the dining area is a well-appointed kitchen with hardwood floors and outfitted with Bosch stainless steel appliances, solid wood cabinets, ample storage, and a stackable washer and dryer area. The Anderson sliding glass doors are only a few years old and lead to a private patio. It only gets better with two spacious primary bedroom suite options, one on the first floor and the second upstairs featuring its own private balcony with new Trex decking, and wonderful views of the golf course. The 3rd bedroom on the second floor is large and spacious as well and storage will never be a problem with a walk-in attic off the large closet to accommodate your needs. Additional upgrades: entire HVAC replaced approximately seven years ago, a roof installed in 2011, two year old spout/gutter guards (gutters are cleaned by HOA), and a lower deck/patio area built approximately eight years ago, and a long list of recent upgrades (past two yrs): Replaced the flooring throughout the condo (except kitchen)--so both levels--with a high quality LVP. The stairs were redone in oak. The kitchen floor is hardwood; Replaced (or added) new overhead light fixtures and ceiling fans throughout the unit, including adding under cabinet lighting in the kitchen and a utility closet light; Upgraded all electric outlets throughout the unit (they were original to the unit and the electrician advised it); Replaced the second floor balcony/deck with new roofing materials (underneath as it's essentially a flat roof so has all the components of roofing except for shingles) and new Trex decking materials;Put in new downspouts off the rear of the unit; Every room was painted in muted coastal colors with the exception of the first floor bathroom which has a nautical stripe wallpaper; Upgraded window treatments (the cellular shades, curtain rods and curtains will convey if the buyers want them). Whether it’s a weekend getaway situated on a golf course and near Historic St Michaels' renowned shops and restaurants or a forever home you seek, this property is a tremendous blend of a vibrant community spirit and a tranquil, coastal life.

3 Beds ⋅ 3 Baths

Want to live close to Historic Saint Michaels in a beautiful and low maintenance setting offering ample first floor living? Welcome to 24375 Widgeon Place, Unit 37, nestled in the picturesque Martingham Community just outside Historic St. Michaels . This desirable END UNIT property is the epitome of style and comfort, encapsulating all the charms of eastern shore coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces and functionality, the property overlooks the beautiful Links of the Perry Cabin Golf Course, blending indoor comfort with outdoor beauty. After you enter the vestibule/covered entryway, you're greeted by the foyer leading into the open living room area, which offers an inviting atmosphere, all new LVP flooring, a convenient wet bar, Bose sound system, and an electric fireplace, then unfolds into the dining area featuring grasscloth wallpaper and is perfect for hosting social gatherings. Off the dining area is a well-appointed kitchen with hardwood floors and outfitted with Bosch stainless steel appliances, solid wood cabinets, ample storage, and a stackable washer and dryer area. The Anderson sliding glass doors are only a few years old and lead to a private patio. It only gets better with two spacious primary bedroom suite options, one on the first floor and the second upstairs featuring its own private balcony with new Trex decking, and wonderful views of the golf course. The 3rd bedroom on the second floor is large and spacious as well and storage will never be a problem with a walk-in attic off the large closet to accommodate your needs. Additional upgrades: entire HVAC replaced approximately seven years ago, a roof installed in 2011, two year old spout/gutter guards (gutters are cleaned by HOA), and a lower deck/patio area built approximately eight years ago, and a long list of recent upgrades (past two yrs): Replaced the flooring throughout the condo (except kitchen)--so both levels--with a high quality LVP. The stairs were redone in oak. The kitchen floor is hardwood; Replaced (or added) new overhead light fixtures and ceiling fans throughout the unit, including adding under cabinet lighting in the kitchen and a utility closet light; Upgraded all electric outlets throughout the unit (they were original to the unit and the electrician advised it); Replaced the second floor balcony/deck with new roofing materials (underneath as it's essentially a flat roof so has all the components of roofing except for shingles) and new Trex decking materials;Put in new downspouts off the rear of the unit; Every room was painted in muted coastal colors with the exception of the first floor bathroom which has a nautical stripe wallpaper; Upgraded window treatments (the cellular shades, curtain rods and curtains will convey if the buyers want them). Whether it’s a weekend getaway situated on a golf course and near Historic St Michaels' renowned shops and restaurants or a forever home you seek, this property is a tremendous blend of a vibrant community spirit and a tranquil, coastal life.

24375 Widgeon, Unit 37, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$465,000

Cozy Waterview Townhome Discover serene living in this charming townhome located in the peaceful Cove View Condominium Community. Enjoy breathtaking waterfront views and exclusive access to the community pier, ideal for boating enthusiasts. Situated on a tranquil street, this residence offers the perfect blend of quiet privacy and convenient proximity to local attractions. Inside, you’ll find hardwood flooring on the first level, with a first-floor waterview bedroom or office/den, plus a tiled bathroom. Upstairs features carpeted floors and an additional tiled bathroom. On cooler evenings, cozy up by the wood-burning fireplace to relax in comfort. The unit needs some TLC and is being sold as-is, offering a great opportunity for those looking to customize their home. Additional features include: A convenient first-floor laundry room, a single-car garage for secure parking, and a recently replaced roof for added peace of mind. The condo fee covers hazard insurance (owners are responsible for contents insurance), lawn maintenance, and a contribution to the capital reserve. Experience living at its finest in this charming St. Michaels townhome at Cove View—your gateway to tranquility and outdoor enjoyment.

3 Beds ⋅ 2 Baths

Cozy Waterview Townhome Discover serene living in this charming townhome located in the peaceful Cove View Condominium Community. Enjoy breathtaking waterfront views and exclusive access to the community pier, ideal for boating enthusiasts. Situated on a tranquil street, this residence offers the perfect blend of quiet privacy and convenient proximity to local attractions. Inside, you’ll find hardwood flooring on the first level, with a first-floor waterview bedroom or office/den, plus a tiled bathroom. Upstairs features carpeted floors and an additional tiled bathroom. On cooler evenings, cozy up by the wood-burning fireplace to relax in comfort. The unit needs some TLC and is being sold as-is, offering a great opportunity for those looking to customize their home. Additional features include: A convenient first-floor laundry room, a single-car garage for secure parking, and a recently replaced roof for added peace of mind. The condo fee covers hazard insurance (owners are responsible for contents insurance), lawn maintenance, and a contribution to the capital reserve. Experience living at its finest in this charming St. Michaels townhome at Cove View—your gateway to tranquility and outdoor enjoyment.

314 Cove Vw Unit 5B, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Benson & Mangold, LLC.

$425,000

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

4 Beds ⋅ 4 Baths

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

1206 Washington Dr, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$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.

$399,000

New Price! Transformative renovation in Martingham! This beautifully updated 2-bedroom, 2-bath single-level Gull Wing Villa overlooks the 6th fairway at Links at Perry Cabin, offering a serene golf course setting just minutes from the heart of St. Michaels. Thoughtfully redesigned, the home features new flooring throughout, a fully renovated kitchen and baths, and a reimagined layout that enhances both flow and functionality. The kitchen now opens seamlessly to the living area—ideal for modern living and entertaining. The primary bath has been expanded and now includes a large vanity. The smart design choices resulted in the addition of a generous extra closet in the primary suite. Additional updates include a new roof (2025), providing peace of mind for years to come. Located in the desirable Martingham community, residents enjoy access to a waterfront park with beach which is only about a 15 minute walk away. All of this is just moments from St. Michaels’ renowned shops, restaurants, and harbor.

2 Beds ⋅ 2 Baths

New Price! Transformative renovation in Martingham! This beautifully updated 2-bedroom, 2-bath single-level Gull Wing Villa overlooks the 6th fairway at Links at Perry Cabin, offering a serene golf course setting just minutes from the heart of St. Michaels. Thoughtfully redesigned, the home features new flooring throughout, a fully renovated kitchen and baths, and a reimagined layout that enhances both flow and functionality. The kitchen now opens seamlessly to the living area—ideal for modern living and entertaining. The primary bath has been expanded and now includes a large vanity. The smart design choices resulted in the addition of a generous extra closet in the primary suite. Additional updates include a new roof (2025), providing peace of mind for years to come. Located in the desirable Martingham community, residents enjoy access to a waterfront park with beach which is only about a 15 minute walk away. All of this is just moments from St. Michaels’ renowned shops, restaurants, and harbor.

24580 Deepwater Pt, Saint Michaels

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

Selling Office: Paul Wesley Real Estate.

$395,000

Seller will offer a 10K credit for a storage shed with full price offer! 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! Seller may accept an offer at any time without notice.

3 Beds ⋅ 2 Baths

Seller will offer a 10K credit for a storage shed with full price offer! 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! Seller may accept an offer at any time without notice.

101 Brooks Ln, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

24700 Deepwater Point Dr Unit 1, Saint Michaels

$350,000

Price improvement! Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and the home has been recently painted, professionally cleaned, and includes a new roof for added peace of mind, while a new Trex deck offers an ideal place to relax and enjoy the park-like, scenic setting. The home is turnkey, with the HOA maintaining the beautifully kept grounds, allowing for low-maintenance living. Ideally located just minutes from downtown St. Michaels, with shops, dining, and waterfront attractions nearby. An excellent opportunity as a primary residence, weekend retreat, or investment property. Check out the NEW Virtual Staging photography and video... to envision making this home your own!

2 Beds ⋅ 3 Baths

Price improvement! Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and the home has been recently painted, professionally cleaned, and includes a new roof for added peace of mind, while a new Trex deck offers an ideal place to relax and enjoy the park-like, scenic setting. The home is turnkey, with the HOA maintaining the beautifully kept grounds, allowing for low-maintenance living. Ideally located just minutes from downtown St. Michaels, with shops, dining, and waterfront attractions nearby. An excellent opportunity as a primary residence, weekend retreat, or investment property. Check out the NEW Virtual Staging photography and video... to envision making this home your own!

24700 Deepwater Point Dr Unit 1, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

9545 Quail Holw Unit 205, Saint Michaels

$350,000

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.

2 Beds ⋅ 3 Baths

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.

9545 Quail Holw Unit 205, Saint Michaels

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

Selling Office: Chesapeake Bay Real Estate Plus, LLC.

$345,000

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

2 Beds ⋅ 3 Baths

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

24354 Widgeon Unit 20, Saint Michaels

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

Selling Office: Benson & Mangold, LLC.

$338,000

All resonable offers considered! Move in ready! Meticulously maintained 2 bedroom, 2.5 bath townhome offers comfort, privacy, and inviting living spaces throughout. The galley kitchen features a charming breakfast nook and flows into the dining and living area, highlighted by a wood-burning fireplace. Just beyond, a cozy sitting area opens to a brick patio overlooking a lovely backyard bordered by peaceful woods,an ideal setting for relaxing or entertaining. Upstairs, two spacious ensuite bedrooms are thoughtfully positioned at opposite ends of the home, providing added privacy for owners and guests alike. Newly installed flooring adds warmth and a fresh, stylish appeal throughout the home. Beautifully cared for and move-in ready, this charming Widgeon Place townhome is a wonderful opportunity to enjoy low-maintenance living in a serene setting.

2 Beds ⋅ 2 Baths

All resonable offers considered! Move in ready! Meticulously maintained 2 bedroom, 2.5 bath townhome offers comfort, privacy, and inviting living spaces throughout. The galley kitchen features a charming breakfast nook and flows into the dining and living area, highlighted by a wood-burning fireplace. Just beyond, a cozy sitting area opens to a brick patio overlooking a lovely backyard bordered by peaceful woods,an ideal setting for relaxing or entertaining. Upstairs, two spacious ensuite bedrooms are thoughtfully positioned at opposite ends of the home, providing added privacy for owners and guests alike. Newly installed flooring adds warmth and a fresh, stylish appeal throughout the home. Beautifully cared for and move-in ready, this charming Widgeon Place townhome is a wonderful opportunity to enjoy low-maintenance living in a serene setting.

24362 Widgeon Pl Unit 5, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Coldwell Banker Waterman Realty.

24700 Deepwater Pt Unit 23, Saint Michaels

$335,000

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. **SELLER OPEN TO CONCESSIONS FOR BUYER CLOSING COST**

2 Beds ⋅ 3 Baths

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. **SELLER OPEN TO CONCESSIONS FOR BUYER CLOSING COST**

24700 Deepwater Pt Unit 23, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

Selling Office: Redfin Corp.

$249,000

ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE. THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET AWAY. IT IS SURROUNDED BY BEAUTIFUL HOMES MINUTES TO HISTORIC ST MICHAELS WITH ITS SHOPS, RESTAURANTS, MUSEUM, YACHTCLUB AND WATERFRONT PARKS. THE LOT BACKS UP TO COMMON SPACE THAT IS A NATURAL HABITAT FOR ULTIMATE PRIVACY AND WILDLIFE.

Deepwater Point, Saint Michaels

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$245,000

Own a piece of history in the heart of St. Michaels. Believed to be one of the oldest commercial buildings in town, this charming storefront offers a rare opportunity along iconic South Talbot Street. Rich in character and perfectly scaled for boutique retail, gallery space, studio, professional office or specialty business. High visibility in one of the Eastern Shore’s most visited destinations, surrounded by shops, restaurants, the harbor and year-round tourism. A distinctive investment or owner-user opportunity with timeless appeal in historic St. Michaels.

214 Talbot, Saint Michaels

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

Selling Office: Reverie Residential.

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