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Ava’s, St. Michaels, MD, USA
St. Michaels, Maryland, United States
Homes for sale near Ava’s, St. Michaels, MD, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
100 GRACE
Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with
Living Area:
1445 Sqft.
|
2
Beds,
3
Baths
|
$1,099,000 |
108 MILES AVENUE
A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, ye
Living Area:
Sqft.
|
3
Beds,
3
Baths
|
$999,000 |
108 MILES AVENUE
A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, ye
Living Area:
1710 Sqft.
|
3
Beds,
2
Baths
|
$779,000 |
105 SEYMOUR AVENUE
St. Michaels Charmer! Welcome Home to this Cozy Cottage perfectly situated in the desirable, walkable Historic Town of St. Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. Spacious .25 acre lot with mature trees and flower garde
Living Area:
1080 Sqft.
|
2
Beds,
1
Bath
|
$499,000 |
24390 OAKWOOD PARK ROAD
Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious
Living Area:
2839 Sqft.
|
4
Beds,
4
Baths
|
$1,900,000 |
24912 BACK CREEK DRIVE
Welcome to **Back Creek Landing** — one of Saint Michaels’ most desirable neighborhoods, known for its peaceful setting, friendly community, and easy access to town. Just a few minutes by bike or golf cart from downtown, this neighborhood offers the best of both worlds: close to everything, yet
Living Area:
3166 Sqft.
|
3
Beds,
3
Baths
|
$795,000 |
24318 OAKWOOD PARK ROAD
Welcome to Old House Cove Waterfront Retreat in St. Michaels, MD
Nestled on nearly half an acre with scenic frontage along Old House Cove, this quintessential Eastern Shore property offers a rare combination of waterfront serenity, literary history, and timeless design. The expansive parcel provide
Living Area:
1612 Sqft.
|
3
Beds,
3
Baths
|
$1,195,000 |
807 RADCLIFF AVENUE
Home is currently under construction with an estimated completion date of Feb-March 2026. Photos are of a similar home with comparable finishes by the same builder. This 3BR, 2.5BA Arts & Crafts home sits on a quaint lot in beautiful Saint Michaels and will be clad with high end finishes throughout.
Living Area:
2027 Sqft.
|
3
Beds,
3
Baths
|
$859,900 |
9171 DEEPWATER POINT ROAD
Welcome to Saint Michaels Retreat—an extraordinary 6-acre property overlooking the Links at Perry Cabin Golf Course with direct water access to Long Haul Creek and the Miles River. Just minutes from downtown Saint Michaels, this stunningly renovated residence offers over 4,100 sq. ft. of one-level
Living Area:
4102 Sqft.
|
4
Beds,
4
Baths
|
$1,635,000 |
207 DODSON
Fabulous 1910 Bungalow with welcoming front porch that has been renovated throughout. All main level living with beautiful primary suite offers room for king bed and ample closet space. Primary tiled bath offers luxury walk-in shower with sliding glass doors. Corner guest room with pocket door l
Living Area:
960 Sqft.
|
2
Beds,
2
Baths
|
$499,900 |
228 TYLER AVENUE
This handsome home is nestled in the trees on a quiet cul de sac in Rio Vista. This popular neighborhood is five minutes from historic St. Michaels and offers public sewer and water with no town taxes. Rio Vista has a waterfront picnic area and boat slips for rent to residents for $225 per slip.
Thi
Living Area:
1922 Sqft.
|
3
Beds,
3
Baths
|
$549,900 |
408 SPINNAKER LANE
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 hig
Living Area:
1957 Sqft.
|
4
Beds,
3
Baths
|
$725,000 |
107 E CHESTNUT STREET E
St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing ,wiring, New upstairs HVAC, encapsulated crawl space, kitchen ,upgraded light fixtures, motorized window shades and many architectural detai
Living Area:
2024 Sqft.
|
2
Beds,
2
Baths
|
$1,195,000 |
222 CHESTNUT
A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible v
Living Area:
2284 Sqft.
|
3
Beds,
3
Baths
|
$2,250,000 |
704 MEADOW STREET
Welcome to Saint Michaels. Located near the historic district, close to the harbor and 2 waterfront parks,and the numerous quaint shops and eating establishments as well as the museums. Lacrosse homes is proud to present The Midshore. This 4 bedroom 4.5 bath home with open floor plan is designed for
Living Area:
3100 Sqft.
|
4
Beds,
4
Baths
|
$889,800 |
Lot 16A MEADOW STREET
Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe.
Time to make your personal selections.Make this home your personal staement.
Pick the exter
Living Area:
Sqft.
|
4
Beds,
3
Baths
|
$799,000 |
