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

4 Beds ⋅ 5 Baths

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

24678 New Post Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$3,250,000

Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .68 acres overlooking the Miles River. This cottage-style home was completely renovated by Focus Construction Featuring exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly every room and the main living spaces are perfectly suited for family living and entertaining. The first floor boasts a gourmet kitchen with high-end stainless and custom cabinetry, quartz counters, a scullery, and an adjacent dining area with sweeping waterfront views. Relax by the dual-sided fireplace in the living room, which connects seamlessly to the waterside sunroom. The spacious first floor primary suite offers a luxurious ensuite bath with a dual vanity, glass-enclosed walk-in shower, large walk-in closet. There is an upstairs Primary Suite and a separate guest bedroom and bath. Additionally, there is a private suite with dedicated staircase, large efficiency-style layout with bedroom and sitting area and private bathroom/closet. Completing the property is an oversized attached 2+car garage, providing additional storage and functionality. On the waterside of the home, there is a wall of glass doors leading out to a waterside deck and an inground pool. The property is further improved with a fenced in backyard, mature landscaping, a concrete bulkheaded, a private dock with boat lift (8,000 lbs.). Minutes to downtown Saint Michaels and a short drive to Easton, this exceptional property combines waterfront beauty and a turn-key situation in one of Saint Michaels most desirable neighborhoods.

4 Beds ⋅ 5 Baths

Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .68 acres overlooking the Miles River. This cottage-style home was completely renovated by Focus Construction Featuring exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly every room and the main living spaces are perfectly suited for family living and entertaining. The first floor boasts a gourmet kitchen with high-end stainless and custom cabinetry, quartz counters, a scullery, and an adjacent dining area with sweeping waterfront views. Relax by the dual-sided fireplace in the living room, which connects seamlessly to the waterside sunroom. The spacious first floor primary suite offers a luxurious ensuite bath with a dual vanity, glass-enclosed walk-in shower, large walk-in closet. There is an upstairs Primary Suite and a separate guest bedroom and bath. Additionally, there is a private suite with dedicated staircase, large efficiency-style layout with bedroom and sitting area and private bathroom/closet. Completing the property is an oversized attached 2+car garage, providing additional storage and functionality. On the waterside of the home, there is a wall of glass doors leading out to a waterside deck and an inground pool. The property is further improved with a fenced in backyard, mature landscaping, a concrete bulkheaded, a private dock with boat lift (8,000 lbs.). Minutes to downtown Saint Michaels and a short drive to Easton, this exceptional property combines waterfront beauty and a turn-key situation in one of Saint Michaels most desirable neighborhoods.

601 Cove Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$2,439,000

Timeless Waterfront Luxury in San Domingo Cove. Set along the tranquil waters of San Domingo Creek, this exceptional custom waterfront residence delivers a refined coastal lifestyle defined by striking architecture, exceptional craftsmanship, and effortless indoor-outdoor living. From the moment you enter, soaring two-story ceilings, a dramatic family room with gas fireplace, walls of glass, and a beautifully detailed open staircase with stainless-steel cable railings create an impressive sense of volume and light. A second-story catwalk and loft overlook the main living spaces, while expansive windows draw the eye beyond the pool to serene broad water views with amazing sunsets. Designed with both sophisticated entertaining and comfortable everyday living in mind, the chef's kitchen is beautifully appointed with quartz countertops, stainless-steel appliances, extensive soft-close cabinetry, a pot filler over the commercial range, a built Keurig in the refrigerator, and an oversized island with abundant prep space and seating. A sun-filled dining room provide the perfect setting for everything from relaxed breakfasts to elegant gatherings. Warm oak flooring flows throughout the principal living spaces, complementing the home's modern coastal aesthetic. The thoughtfully designed floor plan offers exceptional versatility. The first-floor primary suite captures picturesque creek views, while two additional ensuite bedrooms provide privacy and comfort for family and guests. A spacious bonus room with a full bath offers endless possibilities as a guest retreat, home office, studio, media room, or fourth bedroom. Outside, professionally landscaped grounds surround a waterside pool and expansive patio, creating a private resort-like setting for summer entertaining and peaceful afternoons by the water. A shared private pier with boat lift and floating dock makes it easy to launch a kayak or paddleboard, enjoy boating, or simply take in the beauty of the creek. An oversized two-car garage provides abundant room for vehicles, storage, and recreational gear. Situated in desirable San Domingo Cove, this distinctive waterfront community offers protected natural open space, picturesque water features, and immediate access to the St. Michaels Nature Trail. Just moments from the charming shops, acclaimed restaurants, marinas, and waterfront attractions of St. Michaels, the property offers a rare combination of privacy, recreation, and convenience. A sophisticated waterfront retreat with exceptional architectural presence and an enviable Eastern Shore lifestyle, this remarkable San Domingo Cove residence invites you to experience waterfront living at its finest.

4 Beds ⋅ 5 Baths

Timeless Waterfront Luxury in San Domingo Cove. Set along the tranquil waters of San Domingo Creek, this exceptional custom waterfront residence delivers a refined coastal lifestyle defined by striking architecture, exceptional craftsmanship, and effortless indoor-outdoor living. From the moment you enter, soaring two-story ceilings, a dramatic family room with gas fireplace, walls of glass, and a beautifully detailed open staircase with stainless-steel cable railings create an impressive sense of volume and light. A second-story catwalk and loft overlook the main living spaces, while expansive windows draw the eye beyond the pool to serene broad water views with amazing sunsets. Designed with both sophisticated entertaining and comfortable everyday living in mind, the chef's kitchen is beautifully appointed with quartz countertops, stainless-steel appliances, extensive soft-close cabinetry, a pot filler over the commercial range, a built Keurig in the refrigerator, and an oversized island with abundant prep space and seating. A sun-filled dining room provide the perfect setting for everything from relaxed breakfasts to elegant gatherings. Warm oak flooring flows throughout the principal living spaces, complementing the home's modern coastal aesthetic. The thoughtfully designed floor plan offers exceptional versatility. The first-floor primary suite captures picturesque creek views, while two additional ensuite bedrooms provide privacy and comfort for family and guests. A spacious bonus room with a full bath offers endless possibilities as a guest retreat, home office, studio, media room, or fourth bedroom. Outside, professionally landscaped grounds surround a waterside pool and expansive patio, creating a private resort-like setting for summer entertaining and peaceful afternoons by the water. A shared private pier with boat lift and floating dock makes it easy to launch a kayak or paddleboard, enjoy boating, or simply take in the beauty of the creek. An oversized two-car garage provides abundant room for vehicles, storage, and recreational gear. Situated in desirable San Domingo Cove, this distinctive waterfront community offers protected natural open space, picturesque water features, and immediate access to the St. Michaels Nature Trail. Just moments from the charming shops, acclaimed restaurants, marinas, and waterfront attractions of St. Michaels, the property offers a rare combination of privacy, recreation, and convenience. A sophisticated waterfront retreat with exceptional architectural presence and an enviable Eastern Shore lifestyle, this remarkable San Domingo Cove residence invites you to experience waterfront living at its finest.

984 Ruscello Vista Ct, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

$995,000

Extremely well maintained, inside and out, 3 bedroom 2 1/2 bath house with an oversized 2 car detached garage, huge back yard and within walking distance to downtown St. Michael's! Since the owner purchased this house there has been a primary first floor master addition, all new windows throughout, updated stainless appliances, professional interior designer decorating, all new extensive landscaping with full irrigation and so much more!

3 Beds ⋅ 3 Baths

Extremely well maintained, inside and out, 3 bedroom 2 1/2 bath house with an oversized 2 car detached garage, huge back yard and within walking distance to downtown St. Michael's! Since the owner purchased this house there has been a primary first floor master addition, all new windows throughout, updated stainless appliances, professional interior designer decorating, all new extensive landscaping with full irrigation and so much more!

101 Seymour, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact:

9518 Quail Holw Unit 702, Saint Michaels

$455,000

Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with fireplace, custom built-ins and seamless access to a private rear patio overlooking peaceful common space. The kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options. Upstairs, the spacious owner’s suite features a private balcony, a spa-like bath, and generous closet space, plus a second guest suite and stacked washer and dryer. Additional improvements include fresh interior and exterior paint, a newer HVAC system (within the last five years), updated carpeting, refinished hardwood floors, and recently installed 6” gutters. The property includes a one-car garage with attic storage. Backing to open common area for added privacy and tranquility, and located near The Links at Perry Cabin with no town taxes, this home delivers comfort, convenience, and exceptional value. A gas line is in place for the fireplace, but the fireplace is not currently used. Currently listed for Sale and Rent.

3 Beds ⋅ 3 Baths

Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with fireplace, custom built-ins and seamless access to a private rear patio overlooking peaceful common space. The kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options. Upstairs, the spacious owner’s suite features a private balcony, a spa-like bath, and generous closet space, plus a second guest suite and stacked washer and dryer. Additional improvements include fresh interior and exterior paint, a newer HVAC system (within the last five years), updated carpeting, refinished hardwood floors, and recently installed 6” gutters. The property includes a one-car garage with attic storage. Backing to open common area for added privacy and tranquility, and located near The Links at Perry Cabin with no town taxes, this home delivers comfort, convenience, and exceptional value. A gas line is in place for the fireplace, but the fireplace is not currently used. Currently listed for Sale and Rent.

9518 Quail Holw Unit 702, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

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