Tred Avon River Waterfront Estate, Circa 1890. Classic Eastern Shore renovated waterfront estate majestically sits on 10 beautiful acres w/breathtaking South West views o...

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...

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...

Spectacular waterfront brick manor on private 23+/- acres overlooking the Choptank River. Recently restored and updated. Great entertaining space inside and out. 4 levels...

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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220+ acre waterfront farm on Harris Creek. Approximately 6,000 feet of waterfrontage. 8 waterfront development rights. 2 inland development rights. Easy access to the Che...

Rare find, prime location, prominent point of land on the Tred Avon. Updated center hall Colonial home with pool/ guest house, large waterside pool & hot tub. Many origi...

THE MEYERHOFF ESTATE, KNOWN AS HAWKSWORTH FARM IS LOCATED ON THE MILES RIVER W/ CLEAR VIEWS TO THE TOWN OF ST MICHAELS. THE PROPERTY IS ON 15 LANDSCAPED ACRES THAT INCLUD...

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 ...

Welcome to "Stornaway", a beautiful piece of property surrounded on three sides by water. Sporting approximately 1000 feet of water frontage along the three acre parcel,...

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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...

Awesome water front views is what you will find at this lovely home. Main house has 3 bedrooms and 3 full bathrooms and 2 half bathrooms. The pool house has 2 full ba...

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...

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...

Riverview Terrace is widely considered one of the most desirable locations near St. Michaels, especially the quiet, Harbor-end of the street. And the Miles River views......

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...

Beautiful waterfront estate on 10+ acres offers waterside pool, guest house, waterside screened porch, patio & beautiful landscaping. 5 fireplaces (3 working), spacious L...

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 ...

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 ...

"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...

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...

Lovely 4 bedroom home on 3+ acre off Oxford Corridor. Gorgeous sunsets with western exposure overlooking the Tred Avon River. Great dock, 4.5' + MLW. A true gem in a p...

One of the finest houses in the county carefully planned and executed with high grade materials and emphasis on comfortable living. Impeccably maintained. Huge MBR closet...

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...

"Ending of Controversy" Handsome perfectly maintained residence on Miles River Tributary minutes from Easton. Private 4.9 acre site with mature trees, flowering shrubs &...

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...

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 ...

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...

PRIME LOCATION located just off Oxford Rd and only minutes to downtown amenities. Well maintained 4 BR home features 1st floor master and 2nd floor master suite, 3.5 BA'...

Chesapeake Bay living at its finest, broad sunset & sunrise views, infinity pool, extensive landscaping, greenhouse, pier & 4 car heated garage, Geo-thermal on 5 + Acres....

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...

Quiet setting on Solitude Cr. - peaceful and private, a beautifully appointed home surrounded by amazing gardens. Designed to take full advantage of the views, sumptuous...

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...

Major price reduction!! Contemporary stunner! New Construction by well-respected, local builder. Open floor plan with walls of glass for waterfront views. Minutes from Ea...

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...

c.1860 brick waterfront home with sunset views on Tred Avon River in Oxford's Historic District. Main house has 5 bedrooms, 4.5 baths, high ceilings, 6 fireplaces, brick...

197 Acres, 70 tillable with the balance in mature hardwood, pine and wetlands. Perennial stream, habitat holding turkey and deer. Migratory waterfowl use the fields. L...

Beautifully renovated waterfront home in popular neighborhood close to downtown Easton. Fabulous kitchen with marble & soapstone counters. Waterside pool, pier and nice...

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...

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...

Gorgeous Cooke's Hope Cape Cod situated on 2.5+ acres of exquisitely landscaped grounds with sweeping lawns, mature trees and perennials. Meticulously maintained, this ho...

Just minutes outside St. Michaels: Attractive, 4 BR, 4 BA beautifully maintained home overlooking San Domingo Creek. The panoramic views are exceptional and the grounds, ...

Gorgeous Ilex custom home, built on one of the largest lots in the quaint village of Cooke's Hope. The beautiful landscaped backyard has water features, patio and room fo...

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...

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...

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,...

One of the most spacious homes in Historic St. Michaels. Main level incl LR w/FP, DR, fam rm, kitchen w/island & butler's pantry, sunroom. Upper level has 3 BR suites ea...

Beautiful sunsets from this waterfront rancher on 2+ acres, partially fenced. Private pier (4+ MLW) and wide views. Perfect place to relax and enjoy the Eastern Shore. ...

INCREDIBLE PRICE! Exquisite 5-1/2 acre waterfront getaway w/ in-ground pool, 2-car gar w/ fin loft, wildlife pond & sweeping water views! Kit reno JUST completed w/ grani...

Enjoy expansive unimpeded views from this home situated on rip rapped shoreline of the Chesapeake Bay and entrance to Knapps Narrows. Experience dramatic sunsets and mari...

JUST REDUCED! A/designed home 5 BR, 2 Bth, large studio,w/exceptional SW views on Edge Creek, expansive deck w/spa, shower. Two large outbldgs, pristine landscaping , 1.5...

Beautiful historic 3 bedroom Victorian home dating from 1885, on the much sought after Benoni Street. One of the best water views of the Tred Avon River. Remodeled, with ...

Perfect opportunity to own an Eastern Shore waterfront estate along Bolingbroke Creek, with easy access to the Choptank River. Circa 1840 main house offers 4 bedrooms and...

Impressive 4100 sqft Cape Cod in Aveley close to Easton & St. Michaels. Large downstairs master, renovated kitchen, 3 car gar w/ heat/ac, brick sunroom with ductless Hvac...