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

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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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$3,398,000 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 and 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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$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

The 3D and YouTube videos show this stunning property more than words can describe. 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. Enjoy hunting, swimming or water activities from the private dock. Co-listed.
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$2,975,000 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.Offered fully furnished with exclusions.
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$2,795,000 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 sail boats heading into the harbor.
$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 sail boats heading into the harbor.
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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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$1,375,000 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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$1,295,000 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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$1,200,000 8.93 acres 3 Beds | 2 Baths
10185 SHERWOOD MANOR DRIVE, Saint Michaels, MD 21663 - Talbot County

8.93 acres Saint Michaels, MD

Waterfront Tranquil Living. Gorgeous 3 Bedrm/ 2 Full Ba, 3 Car Garg. Colonial on approx.7 Panoramic Acres. Historic Miles River River runs directly into your Backyd, by way of the Hemsley River. Sit on your Pier, park your Boat, then move inside your Gorgeous home & Cozy up along the Fam/Rm Stone Fireplace. Entertain on the Exquisite Enclosed Sun/Rm & 2 Tier Deck. Very Secluded Amazing Property
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$1,195,000 2.43 acres 4 Beds | 5 Baths | 4005 sqft
9345 TEAL COURT, Saint Michaels, MD 21663 - Talbot County

2.43 acres Saint Michaels, MD

Beautifully maintained 4 bedroom brick/siding Cape Cod with incredible views of the Miles River. High ceilings, waterside sunroom, 2 car garage and rip rapped shoreline. Custom woodwork with built-in shelves and cabinets throughout, 2 fireplaces and amazing storage.
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$1,145,000 4.2 acres 4 Beds | 2 Baths
24636 YACHT CLUB RD, Saint Michaels, MD 21663 - Talbot County

4.2 acres Saint Michaels, MD

Fabulous location close to Yacht Club and town.This 4 bedroom home has been renovated in side and out in 2012 with addition.All new systems, new floors, new siding, roof, kitchen, bathrooms and much more.Perfect location if you like to walk or bike to town.private in ground pool, fenced dog yard, spacious well insulated 2 car garage w/cabinetry ,sink and HVAC wall unit.Beautifully landscaped.
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$995,000 1.38 acres
108 SAN DOMINGO COURT, Saint Michaels, MD 21663 - Talbot County

1.38 acres Saint Michaels, MD

This spectacular waterfront lot offers 1.38 acres with 213' of shoreline and 4+' MLW on a private point of land, views of true natural beauty and unparalleled proximity to all the pleasures of St. Michaels. The point is rip rapped and ready to build your St. Michaels waterfront estate home on. Public water/sewer hook up. Lot price incl. dock. No builder tie, house plans are available upon request.
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$995,000 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.
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$995,000 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.
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$975,000 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), sandy beach, in-ground pool, brick patio and pond; perfect spot to enjoy watching the sailboats 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. Located in golf course resort, soon to be a premier 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.
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$845,000 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.
$799,000 1.02 acres
1109 RIVERVIEW TERRACE, Saint Michaels, MD 21663 - Talbot County

1.02 acres Saint Michaels, MD

Largest waterfront lot in Rio Vista. .95 acres with 102' of rip rapped shoreline on the Miles River. Home is perfectly livable but being sold as-is. The best value is the potential to build a new home on the site. There should be no impact fees or water/sewer hookup fees. There is plenty of room for a waterside swimming pool. Located in flood zone "X". Coop fees paid at settlement.
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$699,900 2.43 acres
OLD MARTINGHAM DRIVE, Saint Michaels, MD 21663 - Talbot County

2.43 acres Saint Michaels, MD

Prime waterfront lot! Lot 1(2.43 AC). A peninsula with a pier! Exceptional panoramic views of Porter Creek overlooking Kent Narrows bridge offering endless possibilities to build your dream home. All waterfront has riprap installed. Can be combined with lot 2 totaling 4.55 acres.Very private. Easy access to Chesapeake! Lot has been perced and ready for your dream home!
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$699,900 2.43 acres
OLD MARTINGHAM DRIVE, Saint Michaels, MD 21663 - Talbot County

2.43 acres Saint Michaels, MD

Prime waterfront lot! Lot 1(2.43 AC). A peninsula with a pier! Exceptional panoramic views of Porter Creek overlooking Kent Narrows bridge offering endless possibilities to build your dream home. All waterfront has riprap installed. Can be combined with lot 2 totaling 4.55 acres.Very private. Easy access to Chesapeake! Lot has been perced and ready for your dream home!
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$695,000 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.
$675,000 4 acres 3 Beds | 3 Baths
9150 ST MICHAELS RD, Saint Michaels, MD 21663 - Talbot County

4 acres Saint Michaels, MD

Professionally renovated home with charming front courtyard and boasting a new large sun room and patio; abundant wildlife. For the car enthusiast, there are 7 garages, circular driveway and lots of parking spaces. Private and ca 1 mile from historic St Michaels. Fabulous house for hosting gatherings small or large. Rare find in St Michaels, on 4 private acres, adjacent to Harbourtowne Resort.
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$649,900 2.43 acres
OLD MARTINGHAM DRIVE, Saint Michaels, MD 21663 - Talbot County

2.43 acres Saint Michaels, MD

Prime waterfront lot! Lot 2(2.1 AC). A peninsula with a pier! Exceptional panoramic views of Porter Creek overlooking Kent Narrows bridge offering endless possibilities to build your dream home. All waterfront has riprap installed. Can be combined with lot 1 totaling 4.55 acres.Very private. Easy access to Chesapeake! Lot has been perced and ready for your dream home!
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$649,900 2.43 acres
OLD MARTINGHAM DRIVE, Saint Michaels, MD 21663 - Talbot County

2.43 acres Saint Michaels, MD

Prime waterfront lot! Lot 2(2.1 AC). A peninsula with a pier! Exceptional panoramic views of Porter Creek overlooking Kent Narrows bridge offering endless possibilities to build your dream home. All waterfront has riprap installed. Can be combined with lot 1 totaling 4.55 acres.Very private. Easy access to Chesapeake! Lot has been perced and ready for your dream home!
$649,000 7.62 acres 4 Beds | 3 Baths
9119 DEEPWATER POINT RD, Saint Michaels, MD 21663 - Talbot County

7.62 acres Saint Michaels, MD

BRING YOUR BOAT 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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$575,000 1.33 acres
105 MAREA TERRACE, Saint Michaels, MD 21663 - Talbot County

1.33 acres Saint Michaels, MD

Waterfront lot with 1.3 acres and 126' of shoreline on the San Domingo Creek in the new community of Marea. Natural beauty and unparalleled proximity to all the pleasures of St. Michaels with only 12 waterfront homesites available. Only 30 of the total 85 acres will be developed and the remainder is under permanent conservation. Enjoy walking or biking on a paved nature trail to town center.