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Homes for sale in Saint Michaels Maryland

$2,700,000 4.1 acres 4 Beds | 4 Baths | 4528 sqft
7310 HAMBLETON DRIVE, Saint Michaels, MD 21663 - Talbot County

4.1 acres Saint Michaels, MD

Welcome to Kinderhaven, sited on 4 ac with 360 ft of protected shoreline along San Domingo Creek in St Michaels. Beautifully appointed this builder's custom home features exceptional craftsmanship. Included a main level owner's suite, den, two bedrooms share a sitting room & bathroom, the fourth bedroom is ensuite. Above the 3 car garage, additional unfinished waterview space awaits your design.
$2,700,000 4.1 acres 4 Beds | 4 Baths | 4528 sqft
7310 Hambleton Drive, Saint Michaels, MD 21663 - Talbot County

4.1 acres Saint Michaels, MD

Welcome to Kinderhaven, sited on 4 ac with 360 ft of protected shoreline along San Domingo Creek in St Michaels. Beautifully appointed this builder's custom home features exceptional craftsmanship. Included a main level owner's suite, den, two bedrooms share a sitting room and bathroom, the fourth bedroom is ensuite. Above the 3 car garage, additional unfinished waterview space awaits your design.
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$1,795,000 2.54 acres 7 Beds | 9 Baths
9355 TEAL COURT, Saint Michaels, MD 21663 - Talbot County

2.54 acres Saint Michaels, MD

Enjoy the best vistas available of the Miles River from the sweeping waterfrontage of this stunning estate in St Michaels. First time offered in nearly 20 years, this classic 2.6+/- acre Eastern Shore retreat has too many features to list. Main level master suite, waterfront screened porch, guest house, available site for waterfront pool, public sewer & private pier.
$1,495,000 2.2 acres 3 Beds | 3 Baths | 2900 sqft
24545 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.2 acres Saint Michaels, MD

Every room of this high-quality 3 (or 4) bedroom 1-level home is worthy of decorator magazine articles. You will fall in love! Exceptional landscaped grounds are just as nice. Near St. Michaels on a well-elevated 2.2 acre lot, the house was designed to maximize the panoramic sunset views across the water. Geo-thermal HVAC. Fabulous workshop. Boat dock w/lift. Most furniture available for purchase.
$1,495,000 3.28 acres 3 Beds | 3 Baths | 3500 sqft
7121 DRUM POINT ROAD, Saint Michaels, MD 21663 - Talbot County

3.28 acres Saint Michaels, MD

Classic "Eastern Shore Retreat" near historic St. Michaels. Open floor plan, large rooms w/cathedral ceilings, wood floors, 3 fireplaces. Fabulous screened porch (really nice!) overlooking the waterside pool & river. Substantial 150' dock w/boat lift. Over 600' of protected shoreline. Garden shed. Fenced vegetable garden. Plans to create a downstairs bedroom suite. Enjoy boating/fishing/crabbing!
$1,350,000 2.06 acres 4 Beds | 4 Baths
24823 DEEPWATER POINT DRIVE, Saint Michaels, MD 21663 - Talbot County

2.06 acres Saint Michaels, MD

IMMACULATE BOATERS DREAM HOME! Contemporary MARTINGHAM WATERFRONT w/PVT/pier/slip in PRIVATE COVE offers LUX amenities! Enjoy sunsets, a waterside screened porch, gourmet kitchen, cust. library, PVT in-law/au pair STE, High-EFF-3-zone HVAC, 2-car attached garage PLUS a DETACHED garage w/water & elec. Enjoy resort-styled living w/membership avail: golf, tennis,& pool. Just minutes to St. Michaels!
$1,350,000 2.06 acres 4 Beds | 4 Baths
24823 DEEPWATER POINT DR, Saint Michaels, MD 21663 - Talbot County

2.06 acres Saint Michaels, MD

IMMACULATE BOATERS DREAM HOME! Contemporary MARTINGHAM WATERFRONT w/PVT/pier/slip in PRIVATE COVE offers LUX amenities! Enjoy sunsets, a waterside screened porch, gourmet kitchen, cust. library, PVT in-law/au pair STE, High-EFF-3-zone HVAC, 2-car attached garage PLUS a DETACHED garage w/water & elec. Enjoy resort-styled living w/membership avail: golf, tennis,& pool. Just minutes to St. Michaels!
$1,249,000 2.46 acres 5 Beds | 3 Baths
24870 SWAN ROAD, Saint Michaels, MD 21663 - Talbot County

2.46 acres Saint Michaels, MD

Enjoy magnificent water views from both levels of this immaculately maintained 2-story home in St. Michaels. The waterside elevation of this spacious home is all glass, taking in the scenic panoramic views of the Miles River with the boats heading in and out of the St. Michaels harbor. Waterside in-ground pool, over 350 ft. of shoreline, boat ramp, dock and boat lift and no flood insurance.
$1,095,000 2.02 acres 3 Beds | 3 Baths
24691 DEEPWATER POINT DR, Saint Michaels, MD 21663 - Talbot County

2.02 acres Saint Michaels, MD

Contemporary waterfront with private dock just off the Miles River. Sun room and deck, lots of living space, wood floors, bonus room/artist studio or 4th bedroom. Full basement/workshop accessed from garage; separate large shed for car or workshop; brick walkways, irrigation/garden well,mature shrubs/trees, 2 acre lot. Room for pool. Located in Martingham on soon to be premier golf course.
$1,050,000 2.24 acres
24690 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.24 acres Saint Michaels, MD

Premier waterfront lot in Chance Hope Farm near St. Michaels. Overlooking the Miles River, this site will support a substantial new home (there are $3 + million dollar homes on the street). High elevation, protected shoreline and amazing views up, down and across the Miles River.This lot projects out toward the water more than the neighboring properties, so the views are extraordinary!
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$975,000 6.76 acres 4 Beds | 3 Baths
8239 TRICEFIELD RD, Saint Michaels, MD 21663 - Talbot County

6.76 acres Saint Michaels, MD

Magnificent 6+ acre waterfront property with tree-lined driveway and beautiful landscaping. Designed for indoor-outdoor feel, this Passive Green House with trombe wall enjoys spectacular views of the waterfront setting and abundance of wildlife; Two-car garage w/hobby room, apartment above; boat house. 270 ft of waterfront, 4.5-5 ft MLW; room for pool. Close to downtown St Michaels.
$925,000 3.63 acres 5 Beds | 4 Baths
24878 SWAN RD, Saint Michaels, MD 21663 - Talbot County

3.63 acres Saint Michaels, MD

St Michaels waterfront with stunning panoramic views of the Miles River; dock (6 MLW), in-ground pool, brick patio and pond; perfect spot to enjoy watching the sail boats go by and log canoe races. Offers 5 bedrooms, 3.5 baths, lots of living space with sun room; attached garage/workshop + detached boat shed/garage, 3.6 acres. Enjoy life on the Eastern Shore on this soon to be premier golf course.
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$899,000 2.25 acres
NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.25 acres Saint Michaels, MD

Incredible ever changing water views of the waters of the Miles River form this rare & dynamic waterfront lot. Build your dock or keep your yacht at the Miles River Yacht Club just around the corner. Building in this exciting estate area close to golf, boating and the lively and sophisticated town of St Michaels Maryland is a way to enjoy your labors while you bask in your own private retreat.
$899,000 2.23 acres 3 Beds | 3 Baths | 2763 sqft
23842 MOUNT MISERY ROAD, Saint Michaels, MD 21663 - Talbot County

2.23 acres Saint Michaels, MD

Located just 2 miles outside St. Michaels, this attractive 1 level brick home faces west across Broad Creek. Incredible sunsets! Waterside pool, screened porch with brick floor and private dock. Priced below assessment.
$879,000 4.45 acres 3 Beds | 3 Baths
8011 CHURCH NECK ROAD, Saint Michaels, MD 21663 - Talbot County

4.45 acres Saint Michaels, MD

This 3 BR home w/ open concept floor plan, stone fireplace, 2 BR suites on first floor & fabulous master suite on 2nd floor with wraparound waterside deck. Waterviews from every room. Nice paver patio with water feature. Detached 2 car garage with 2nd floor apartment. 2 screened porches 4+ private acres, & pier overlooking Old House Cove. Encapsulated crawl space. Newer roof. Apartment as-is.
$860,000 2.18 acres 3 Beds | 3 Baths
23664 MOUNT PLEASANT LANDING CIR, Saint Michaels, MD 21663 - Talbot County

2.18 acres Saint Michaels, MD

St Michaels south-facing waterfront rancher on 2.18 acres,<3 miles to town. Large gathering room with fireplace and bookcases, kitchen/wet bar, dining room, living room/fireplace and sun room; enjoy sunsets. Private pier (4+ MLW) and wide views. Perfect place to relax and enjoy the Eastern Shore. 2-car garage, work shop, shed with new roof. Partially fenced front/rear with room for a pool,
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$745,000 2.5 acres 3 Beds | 2 Baths
23776 MOUNT PLEASANT LANDING CIR, Saint Michaels, MD 21663 - Talbot County

2.5 acres Saint Michaels, MD

A WATERFRONT BUY! This home is sited on a beautiful 2.5 acre parcel on Broad Creek with over 450' of shoreline, water on two sides and a 150' dock with good water depth. Enjoy the sunsets and broad water views from the house, wraparound deck or spacious waterside gazebo! The Sellers know you will want to make this your dream home and have priced it with house renovations in mind. MOTIVATED SELLER
$695,000 2.22 acres 3 Beds | 2 Baths | 2538 sqft
7829 CHURCH NECK ROAD, Saint Michaels, MD 21663 - Talbot County

2.22 acres Saint Michaels, MD

2 private acres close to historic St. Michaels. 3 bedrooms, 2 baths plus guest suite over 2 car garage. Great room with fireplace and built-ins, waterside sunroom, wood flooring throughout, dock, mooring, screened porch, upper & lower decks. Perfect weekender or retirement home.
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$649,000 2.17 acres 4 Beds | 4 Baths
23987 MOUNT MISERY RD, Saint Michaels, MD 21663 - Talbot County

2.17 acres Saint Michaels, MD

IF YOU DESIRE ...Graceful living among beautiful surroundings you must see this... Private French Country Home minutes from Historic St. Michaels situated in a park like setting.... 4 Bedrooms, 3 Full Baths, Office/Den, Open Floor Plan, Heated floors in Kitchen & Master Bath, New Heat Pumps, Solar Hot Water, Large 2 Car garage. Community Water Access for Kayaks, Canoes & Paddle Boards.
$639,000 7.62 acres 4 Beds | 3 Baths
9119 DEEPWATER POINT RD, Saint Michaels, MD 21663 - Talbot County

7.62 acres Saint Michaels, MD

VERY PRIVATE Waterfront Home on 7.62 acres with quick access to the Miles River! 4 bedrooms with a Guest house, Separate 2 car Garage & an Outdoor Shower. Plenty of room to Entertain both inside and outside. Whether you like boating, strolling through the woods or watching the stars this home offers it all! **A True Must See**
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$529,000 4.88 acres 3 Beds | 3 Baths | 2315 sqft
9449 MELANIE DRIVE, Saint Michaels, MD 21663 - Talbot County

4.88 acres Saint Michaels, MD

High quality cedar-sided Cape Cod built by Abell Construction in 2001. 9' ceilings, wood floors, open floor plan, family room w/ fireplace. Beautiful kitchen w/new Kitchen Aid stainless appliances. Solarium/breakfast room off the kitchen makes the house bright and cheery. Efficient 2-zone propane gas heat. Attached 2-car garage. Very private wooded setting on 4.88 acres. Close to St. Michaels .
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$500,000 16.06 acres
PEA NECK ROAD, Saint Michaels, MD 21663 - Talbot County

16.06 acres Saint Michaels, MD

Solitude Creek 16 waterfront acres of beautiful pine forest offering seclusion and privacy within a short distance to St. Michaels. Solitude Creek offers approximately four feet at mean low tide and provides a sanctuary for wintering waterfowl.
$495,000 2.73 acres
BOZMAN NEAVITT ROAD, Saint Michaels, MD 21663 - Talbot County

2.73 acres Saint Michaels, MD

Build what you want and do it just minutes from St Michaels on this ready to develop, private, 2.7 +/- acre waterfront estate lot on Broad Creek featuring 5+ feet of MLW and a current septic approval.
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$175,000 18 acres
RAYS POINT ROAD, Saint Michaels, MD 21663 - Talbot County

18 acres Saint Michaels, MD

New Price! Property zoned RR, TR, WRC. Talbot County Health Dept recommends a mound septic system due to soil type and that there has not been a perc test. Great potential for hunting. Also being sold with this property is a .46 acre Waterfront (San Domingo Creek) parcel 66, Map 32, Grid15 (See tax record 21002076950). Survey available upon Request