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Saint Michaels, Maryland: Country Homes, Houses, and Rural Real Estate

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$6,900,000 8.14 acres 7 Beds | 7 Baths
24528 BEVERLY ROAD, Saint Michaels, MD 21663 - Talbot County

8.14 acres Saint Michaels, MD

'Beverly' boasts a reputation as one of the finest mid-ninenteenth century waterfront estates in historic Talbot County. There is 1,200' of shoreline, with deep water, situated on a 10 acre peninsula with broad SW views of San Domingo & Harris Creeks. Unsurpassed wrap around porches, an artist studio, 2 BR guest cottage, tree lined lane.
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$3,495,000 2.35 acres 4 Beds | 7 Baths
24710 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.35 acres Saint Michaels, MD

Custom-built waterfront estate located within 2 miles of historic St Michaels situated on 2+/- acres brings together the needs of the most discerning of buyers. The house enjoys an unusually generous elevation that gives way to breathtaking vistas over Miles River to the Eastern bay & beyond. Well-manicured, lush grounds, custom millwork, separate guest quarters above garage.
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$3,398,000 3.82 acres 6 Beds | 8 Baths
7320 HAMBLETON DRIVE, Saint Michaels, MD 21663 - Talbot County

3.82 acres Saint Michaels, MD

Paradise found, treasured waterfront estate custom built to combine European style & elegance. 359' private waterfront..extraordinary sunset views. The prestigious Seven Swans Estate, 5643-sq.ft., 6-bedroom, 4.4BA Main house/guest house, plus 1BD 1/2BA Guest qtrs over 3 car detached garage on almost 4 acres situated along the banks of San Domingo Creek*PRIVATE DRIVE*BY APPT*Visit the Virtual Tour
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$3,100,000 19.57 acres 6 Beds | 7 Baths
8831 DAWSON ROAD, Saint Michaels, MD 21663 - Talbot County

19.57 acres Saint Michaels, MD

Spectacular newly built St Michaels estate, 700'+/- of waterfront with 4'+/- MLW on Broad Creek, tree-lined drive, gourmet kitchen, open floor plan, Master Suite with cathedral ceilings, in-ground pool & hot tub overlooking water, gorgeous poolhouse with 18'+/- ceilings and an in-ground fire pit. Approximately a mile from the historic St Michaels harbor and the Inn at Perry Cabin.
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$2,995,000 39.15 acres 5 Beds | 6 Baths
8092 CHURCH NECK RD, Saint Michaels, MD 21663 - Talbot County

39.15 acres Saint Michaels, MD

Spectacular 39+ acre waterfront estate 2 miles from St Michaels. Highlights include two-story great room with wall of windows, 2 fireplaces; large chef's kitchen/gathering room w/fireplace and dining; elevator. Separate guest quarters. Sports enthusiasts enjoy hunting in the wooded area, swimming the pool or water activities from the private dock/boat lift.Tree-lined driveway. 3D video. Co-listed.
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$2,849,000 3.24 acres 4 Beds | 6 Baths
24490 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

3.24 acres Saint Michaels, MD

The perfect waterfront escape situated on a 3+ Acre point w/550' of Miles River shoreline. This beautifully constructed 4,839 sq ft, 4 BDR 5.5 BTH retreat located just 2.5 miles from St. Michaels & includes a gunite pool, private pier w/lifts, waterfront screen room, gourmet kitchen, main floor master suite & floor plan that takes advantage of the sweeping views! Just sit back & enjoy!
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$2,695,000 9.69 acres 5 Beds | 6 Baths
6855 PEA NECK ROAD, Saint Michaels, MD 21663 - Talbot County

9.69 acres Saint Michaels, MD

Sunrises, southerly breezes, sunsets - this 9+ ac peninsula w. 1400 ft of shoreline will give you all that. Brick manor house (1991) at the end of a curving drive, beautiful park like grounds, sandy beach. Boaters will love the 5+ MLW at dock that can be extended to 7' MLW. Private master wing w. dual bath/closets, 4 add. BE, charming guest cottage, in ground pool pool house. Website available.
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$2,495,000 2.25 acres 4 Beds | 4 Baths | 3650 sqft
24700 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.25 acres Saint Michaels, MD

Wide open floor plan takes advantage of the panoramic views of the Miles River. 3 BR 3 bath main house with beautiful outdoor living space with beautiful gardens and a guest cottage, 2 separate garages.
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$2,395,000 2.34 acres 4 Beds | 6 Baths
24760 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.34 acres Saint Michaels, MD

True luxury awaits you in this spectacular home w/ location plus. Charm in this Southern Living floor plan, w/Heart Pine floors throughout, moldings galore! complete updated kitchen with custom cabinets/glass. The landscaping is absolutely breathtaking, that is if you can take your eyes off of the River. One of best views in St. Michaels for the parade of boats heading into the harbor.
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$1,995,000 3.1 acres 10 Beds | 11 Baths
24640 YACHT CLUB ROAD, Saint Michaels, MD 21663 - Talbot County

3.1 acres Saint Michaels, MD

3.1 Spacious Acres & 500 feet of shoreline on Long Haul Creek with 4 deep water (5 MLW) slips & in-ground pool make this the perfect sailor's retreat! Currently utilized as an income producing vacation rental / B&B, property includes; 6 BDR, 5.5 BTH main house, 2 BDR, 2 BTH Guest house w/screen porch, 3 car Garage w/2 ensuite guest rooms & balcony. Beautiful, serene and just minutes from town.
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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.
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$1,495,000 2.06 acres 4 Beds | 4 Baths
24823 DEEPWATER POINT DRIVE, Saint Michaels, MD 21663 - Talbot County

2.06 acres Saint Michaels, MD

Attractive 3,500 sq. ft. 4 BR, 3.5 BA home overlooking Long Haul Creek & Miles River. Open floor plan w/high ceilings, wood floors & walls of glass. Fabulous waterside screened porch w/slate floor. Paneled library. Beautiful kitchen/breakfast /family room. High-efficiency HVAC systems. Attached 2-car garage + detached heated garage (25' x 30'). Deep water dock. Sunsets! Near 18-hole golf course.
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$1,395,000 2.32 acres 3 Beds | 4 Baths | 3070 sqft
980 RUSCELLO VISTA COURT, Saint Michaels, MD 21663 - Talbot County

2.32 acres Saint Michaels, MD

Cathedral ceilings and an open flowing floor plan make this custom built waterfront home on San Domingo Creek in St. Michaels a one of kind. The living space is on one level, with additional quarters over the 2 car detached garage. The waterside features a large porch, and pool with generous decking. The dock has 3 ft+ MLW. Great finishes and an impressive construction.
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$1,295,000 2.02 acres 4 Beds | 4 Baths | 2687 sqft
24519 NEW POST ROAD, Saint Michaels, MD 21663 - Talbot County

2.02 acres Saint Michaels, MD

Casually elegant waterfront home offering sunset views. Private pier and sandy beach. living/dining great room w/fireplace open to the waterside porch. Fabulous kitchen, new appliances, 4 bedrooms plus a fun "lighthouse" room above the 3 car garage.
$1,200,000 8.93 acres 3 Beds | 2 Baths
10185 SHERWOOD MANOR DRIVE, Saint Michaels, MD 21663 - Talbot County

8.93 acres Saint Michaels, MD

Magnificent ! Bring your Buyer! Gorgeous 3 Bd/Rm, All Brick Porch Front Twnhse, Bay window, New Exterior Steel Doors, & Storm Door, Replacement Windows, Lg LR,& DR, New Oak Eat-in Kit, Plenty of Counter Space, Back Dr to New Outstanding 2 Tier Deck, and Parking Pad, bring guess to Fully Finished Lovely Lower Level. Large Master Bd/Rm. Front Roof . Front Roof to be Replaced. Much More to see !