The Very Best of Eastern Shore MD Living. Sunsets Over Island Creek, Abundant Wildlife, Properly Renovated Historic 9,000+/- Sq. Ft. Manor House, 5BRs, 6.6 BAs, Guest Hou...

Spectacular St Michaels estate on 20+/- acres. Just one mile from the historic harbor, the lovely Inn at Perry Cabin and an easy bike ride into town for ice cream. 700+/-...

Magnificent historic waterfront estate on the Miles River. This elegant property has it all! 5 bedroom main house, 2 bedroom guest cottage, 1 bedroom guest apartment abo...

Private gated deep water High Elevation off Tred Avon, close to Easton. Protected SW Exp, 6ft MLW, Boathouse, 12000 lbs lift, storm mooring. Extensive high end renovation...

Extraordinary waterfront home professional designed and quality built. Gourmet kitchen opens to large dining and entertaining area, 1st level master bedroom suite + 4 la...

Stately colonial on 13 acres on Island Creek. Many renovations including new kitchen and baths, heated floors, roofing, gutters, landscaping, plus more! Fine fixtures and...

Seriously significant Country Estate. 5 Bdr / 5 Fb /1Hb. Superb Woodwork, Floors,Molding,Cabinetry. 8 Fireplaces, Formal Liv. Rm, Formal Din.Rm, Library ,Family Rm, Sm. D...

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"Ballintober~ Classic Eastern Shore waterfront estate on serene San Domingo Creek in historic St. Michaels. Situated on a very private and lovely 9 acre property with a g...

The very best of Eastern Shore living, situated on 450' of Oak Creek shoreline. The resort like grounds include expansive patios, pool, hot tub, outdoor kitchen & stone p...

Exquisite 5+ br . 7.5 bath home on the Choptank River. Broad views richly detailed & elegantly appointed. 10 ' , coffered & vaulted ceilings. 1st fl MBR suite w/his ...

Superb waterfront estate on Solitude Creek. Custom 2012 home built to embrace stunning views from every vantage point. Amazing amenities, open floor plan, stunning kitche...

Coveted Oxford peninsula waterfront property on 4.5+/- acres, with 6' MLW and extraordinary 1000' + of rip-rapped and living shoreline on Island Creek. Classic home with ...

Exceptional 9 acre +/- waterfront estate consisting of 2 waterfront parcels. Perfectly situated on the Tred Avon with panoramic water views, the stunning main house has 7...

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Very well-appointed, custom built home with all the features the most discriminating buyer may want. open floor plan, huge eat-in kitchen, geothermal HVAC, sky lights, ge...

Located just minutes from downtown historic Easton, this beautifully maintained Baileys's Neck waterfront property boasts BIG views of Trippe Creek, a waterside gunite po...

Watch the sunrise over your deeded deep water boat slip in Bachelor Point Harbor & sunset with horizon views over the broad Choptank River. This spectacular Oxford proper...

Wide open floor plan takes advantage of the panoramic views of the Miles River w/ 235' of waterfront, 3' mlw, in Chance Hope Farm. One level main house has 13 foot ceilin...

Shipshead Creek waterfront estate rich in history, grand in room sizes and timeless in finishes. Main home offers both elegant formal spaces and expansive casual living. ...

This wonderful waterfront home was designed and renovated to take full advantage of living and entertaining on the water. Charming guest house with kitchen and fireplace,...

Exquisite sunsets await you at this beautiful cedar sided contemporary home on a point of land & just a few blocks from downtown St. Michaels. A 3600 sq ft 3 BR, 3 bath r...

TOTAL ELEGANT RENOVATION! Finely finished Arts & Crafts home on 5+/- acres with 6ft+/- mlw off Tred Avon. between Easton & St. Michaels, Wonderful amenities including spe...

Completely renovated in 2012 by Award Winning Architect. 2.66 acres. Deep water pier w/boatlift, broad views of Plaindealing Creek. Detached guest cottage w/studio, ki...

Magnificent waterfront estate on 25 ac consisting of 2 wf lots. Gorgeous fieldstone home w/master suite, 2 large private multi-room guest bedrooms with ensuite baths, 2nd...

Exceptional waterfront property in Waverly. This house (renovated in 2001) features 4 bedrooms, 4.5 baths, hickory flooring throughout, 2 fireplaces, kitchen with high en...

Tred Avon River Waterfront. Beautiful Architect Designed Daffin built home in historic Oxford. Deep water Bailey pier. Full length screened porch. Gorgeous sunsets!!

Unsurpassed location off Oxford Road corridor between Easton & Oxford. Over 2 acres with 220ft of waterfront off Island Creek. Well elevated setting w\ grandfathered wate...

Sunset views across Trippe Creek and the Nature Conservancy. This peaceful retreat offers solitude and abundant wildlife. Pool with water views, private pier with 3~+/-...

Incredible opportunity to own two waterfront lots with an unobstructed view of the Miles River. Existing house sits on over an acre of prime St. Michaels waterfront with...

Stunning Oxford farmette on 43+/- acres. This rare opportunity offers hunting, farming, horses, etc. with many outbuildings including a 60x40 Morton building. The interio...

Enjoy spectacular sunsets looking across the Miles River to St. Michaels from this beautifully renovated home. Enjoy waterside pool & rear covered porch, wood floors, va...

REDUCED BY $ 200,000+,Fabulous home on point of land with stunning sunset views. This home offers quintessential Eastern Shore Lifestyle whether hosting a large family o...

Exceptional 15.5 Acre Waterfront with Breathtaking Southwest Views & 750~ Frontage on Broad Creek! Charming cedar sided home complimented by a waterside pool, a separate ...

Spectacular waterfront post & beam residence in the village of Oxford. Panoramic views of the Tred Avon River from every room. MBR suite on 1st fl. Two fireplaces, ope...

Cooke's Hope - Custom built home with special attention to quality and detail. Overlooks Peachblossom Creek. Pool with spa. In-law suite or small apartment over garage...

Beautiful waterfront setting, amazing views, 6+/- MLW, Cover dock, pool, picturesque guest house, 3 car carriage style garage, rip rap shoreline, and mature trees, main h...

Easy living on the Choptank River! Spacious 4 BR, 3.5 BA one-level home with amazing southwest broad water views. Perfect floor plan for entertaining features stunning fa...

Beautiful sunset views over Irish Creek await you at this COMPLETELY renovated 4 BDR, 4 BTH retreat. Single level living at its finest! Open floor plan, gourmet kitchen,3...

Ideally located between Easton and St. Michaels, this waterfront home is perfect for entertaining! Completely renovated and enlarged by current owners. The open floor ...

Spacious one level home on Trippe Creek located on the Oxford Corridor. Private 2 acres with mature trees and extensive landscaping, high elevation and fantastic views. ...

"The Point" at the confluence of the Miles River & Hunting Creek. Landscaped point w/brick Dutch Colonial. 4 BRs, 4 BAs, study, den, DR, LR, River room w/glass on 3 side...

Sunsets & summer breezes on 7.6 acres. Architect designed waterfront home featuring custom state of the art kitchen with formal and casual entertaining spaces. Waterside ...

Leeds Creek waterfront home in the village of Tunis Mills with over four feet of water at mean low tide, four hundred feet of secured shoreline, water side pool, mature t...

Wye River w/ over 1700+/- ft of shoreline on 49+ acres just off the East Wye River & Quarter Cove. Great hunting property & substantial waterfront in an estate area.Rip r...

Location, location, location~Immaculate 4 bedroom home located in Rio Vista, minutes to downtown St. Michaels. This home has million dollar views of the Miles River, wate...

Spacious 4BR well maintained home with 6+ MLW sailboat water depth and beautiful sunset views, just 1.6 miles distance to the town center. Beautiful waterside inground po...

Top quality waterfront home, 4 bedroom, 3.5 bathroom, move in condition.

Nestled on Island Creek is the original World Farm, farm house. Reached through a long, tree lined drive, protected by 10 acres of mature pine trees and very private, t...

Whether it is your primary residence or that sought after perfect second home this lovely, updated, well maintained home will fit any bill.Located in the sought after com...

***PICTURESQUE WATERFRONT ESTATE... On Le Gates Cove opening into the Tred Avon River with 2+ Private Acres, Gourmet Kitchen with Fireplace and Open to Family Room Full ...

Prime Bailey~s Neck location! Gorgeous broad water views of Peachblossom Creek from this nicely maintained 3 bedroom home sited on 5 acres featuring private pier and two ...

This waterfront home offers a classic setting overlooking Snug Harbor, situated between Easton and Oxford. With its Cape Cod exterior and contemporary interior with open...

Historic waterfront on Oak Creek. Extensively restored and updated, private pier, barn, and cottage. Grand foyer, parlor/living room with gas fireplace, family room wit...

Solid brick home on prime 3 acre waterfront lot in Oxford corridor has wonderful bones. Enjoy the deep water dock with lift, waterside pool/patio, and sunroom, plus a tot...

BACK ON THE MARKET - Financing felt thru - Broad Creek location on cul de sac next to common space.Immaculate 4 bedroom Acorn home ,replacement windows, elevator, wood fl...

Fabulous deep water retreat on Plaindealing Creek patterned after the Hooper Straight Lighthouse. Custom gourmet kitchen with Button & Bead concrete counters Vermont ca...

Fantastic 2.9 acre, high elevation, private Waterfront lot that boasts Southerly views of the Tred Avon river with sailboat depth water. New Bailey dock with lift, approv...

Eastern Shore Living at its Finest! Incredible entertaining spaces all facing the water. Large screened in porch, great room, gourmet kitchen, living room - all beautif...

Immaculate waterfront home with exceptional broad water views overlooking Edge Creek! This four bedroom home is filled with light and offers nice open floor plan, stone f...

Stunning! Designer fully renovated 3,000 SF light-filled end unit, 4 bedrooms, 1st & 2nd floor master suites, open plan, wood floors throughout, gorgeous new kitchen & ba...

Beautifully renovated with exotic granite countertops,custom top of the line cabinets,ceramic tile wood design flooring throughout, large master suite on main floor with ...

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Impeccably maintained Colonial in Cooke's Hope offering a beautiful gourmet kitchen w/ island & top of the line appliances, living room with FP, beautiful archways into t...

Premier 6.75 +/- acre waterfront property with endless views of the Choptank River, 450' +/- of waterfront, private pier with lift, in-ground pool and a stunning pool hou...

Gorgeous equestrian estate "Dunrovin" located at Ashby off Goldsborough Neck Road in Easton. ***The house is impeccable, current owners purchased in late 2013 and have i...

Beautiful property in St. Michaels with stunning waterfront views overlooking the Miles River. Main level living with brick exterior on just under half an acre. This is a...

Tucked away on a quiet cove on Grace Ck this waterfront home offers all the amenities of living on the Eastern Shore. The recently remodeled kitchen and baths combined w...

Absolutely stunning property in one of Easton's finest waterfront communities. Beautifully landscaped and expansive views of the lovely Peachblossom Creek off the Tred Av...

With spectacular views of the Tred Avon river and Oxford, this waterfront home offers Eastern Shore living at its very best. This turnkey 4BR, 2BA home features a large w...

Just 2 mi. outside St. Michaels, this spacious 3,870 sq. ft. home faces west across Broad Creek. The 1-level house features a bright & spacious "Great Room" (22' x 48') w...

Custom home in the Village of Cooke~s Hope. This 5 BR/5.5 BA home features 10~ Ceilings, hardwood flrs, open FR, kitchen w/2 islands & top-of-the-line cabinets & applianc...

Peaceful waterviews from the spacious screened porch porch , patio and several rooms. Fabulous location at end of street, no thru traffic, this gracious historic home h...

Breathtaking views and sunsets. Perfectly sited on 8+ ac. Private tree-lined drive. Open floorplan has great rm w/ FP, & opens to waterside sunroom w/ tile floor. Main le...

Wonderful home overlooking the Tred Avon River in Historic Oxford. Gorgeous natural light with large open rooms add a modern take on classic design. Amenities include 4 b...

Tucked back out of the way, this lovely 4 bedroom home with an enclosed waterside garden room, takes full advantage of sunsets and the Tred Avon River. Private gardens a...

Craftsman Contemporary on Long Haul Creek with deep water pier, lift and crab deck. Spectacular grounds with specimen trees and gardens. Full dry basement complete with...

Fabulous location bike to town.4 bedroom home , renovated in side/out in 2018, addition 2013.All new systems, new floors, drywall, insulation ,new siding, roof, kitchen, ...

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Truly unique waterfront "Deck House" with great views of Broad Creek and 150' pier with lift. Home features post and beam construction allowing for a contemporary open s...

Motivated seller! Secluded retreat on 2.35 Acres w/sunset views on San Domingo creek. Pier, floating dock, 2 jet ski lifts & rip rapped shoreline, great spot for all your...

Spectacular point on LaTrappe Cr. Deep water at pier, '70's contemporary post & beam style home waiting to be transformed! Great open floor plan, vaulted ceilings, wood f...

Pristine manicured lot in lovely area offering a large contemporary home with 3 car detached garage. A private dock with boat house and deep water. Dock and boat house...

Cummings Creek Waterfront Retreat!. Gorgeous 4 bedroom home Completely renovated in 2016. Featuring open floor plan with gourmet custom kitchen, hardwood floors, first fl...

Attractive 1-level brick home sited on an exceptional, well-elevated waterfront lot (flood insurance not required). 2.25 acres with 300' of shoreline on Broad Creek. Just...

Private setting immaculate move in ready 3 bedroom , new roof and hardiplank siding in 2011, 1st floor master addition 1997, conditioned crawlspace, detached fitness bu...

One of a kind totally remodeled with large addition completed in 2004, immaculate condition, move right in, 2 master suites, 3 bedroom main level, wood, some carpet floor...

REDUCED $100k 1/13/19. This is a rare offering on a quiet cul-de-sac in Easton's premier planned community of Cooke~s Hope. Just five minutes from downtown off the Oxfor...

A private drive leads to a lovely home with large, bright, open spaces. Relax on your screened waterside porch, enjoy the water view and the wildlife. Jump on your docked...

Crisp clean architectural lines in this custom home on HUGE lot in Cookes Hope.Beautiful hardwood floors throughout, gourmet kitchen w/ wet bar and wine fridge, main floo...

Gorgeous waterfront home on protected cove off the Miles River provides 2177 sq ft of open living space. Offering 3 bedrooms & 2 recently remodeled baths. Gorgeous gourme...

NEW PRICE! First time offered, this beautiful tranquil 3+ acre waterfront property with tree-lined driveway and lush lawns. Contemporary custom one-story house built 19...

Gorgeous contemporary cape designed by The Rouse Company architect Neil Lang in the architectural style of Hugh Newell Jacobson. 2700 s.f. w/3BRs & 3.5 BAs. Large foyer,...