If you are curious about any of the properties below or would like a personal tour, please contact us today. We’d love to share the features that make these homes noteworthy. If you would like to see YOUR home listed below, please give Robert Estes a call at 443-632-3000 to receive a personal in-home consultation or click here to get your FREE home analysis.
LUXURY PROPERTY AUCTION: 28 July–12 August. Accepting starting bids through 27 July. Listed for $20M. Earn an incentive by 27 July. CHAMPAGNE RECEPTION THIS THURSDAY, JU...
Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
Rarely… does such a unique, well-designed, constructed, and maintained world-class equestrian facility grace the international real estate market. Spanning 510 preserved ...
Listing courtesy of Monument Sotheby's International Realty. Contact: 3026546500
Rare opportunity to purchase 26 + acres of waterfront on the South River! This just does not happen! 5 separate lots. Zoned MA2, R1, RLD/OS. Features 1 lot with brick...
Listing courtesy of Hoffman Real Estate Group, LLC. Contact:
Set in the heart of Maryland’s storied Worthington Valley, Sagamore Farm offers an extraordinary opportunity to own one of the most iconic estates in American Thoroughbre...
Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074
Private Island at 1546 Teal Drive, Ocean City, Maryland is a truly unique offering — the bay's only island estate. Included is an adjacent buildable waterfront lot just i...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from do...
Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outsi...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed ...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Live authentically. Align forces with the internationally renowned designer Steven Gambrel. Cultivate your vision with a designer who draws inspiration from vernacular ar...
Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921
Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this excep...
Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine ...
Listing courtesy of Holiday Real Estate. Contact: 4105247700
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyl...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Live authentically. Magnificent stone estate tucked away overlooking Worthington Valley and beyond. Upper Melinda awaits perched on 235.00+/- acres. Commanding views of t...
Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its h...
Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
7112 Natelli Woods Lane, a stately new construction designed by GTM Architects. Envisioned as a seamless union of timeless elegance and modern luxury, this 13,000+ square...
Listing courtesy of TTR Sotheby's International Realty. Contact: 2029750873
Live authentically. Sunny Hill Farm circa 1937. Brilliantly designed by William McMillan, storied architect. McMillan was also commissioned locally to design Alfred Vande...
Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921
Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre est...
Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
Set on 93 private acres with 6,100 feet of shoreline along the picturesque Sassafras River and Cox Creek. The estate includes a main house, guest house, pool house and r...
Listing courtesy of Gunther-McClary Real Estate. Contact:
MILLION DOLLAR PRICE REDUCTION! QUALIFIED BUYERS WELCOME! "Fine Homes & Lifestyles" cover feature! Architecturally distinguished property. Custom built estate, luxury of ...
Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 321-8800
Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-i...
Listing courtesy of National Land Realty, LLC. Contact: 4434128971
Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acr...
Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
Wilderness Estate- REVISED OFFERING INCLUDES 5 PARCELS 6.27.25- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised ...
Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom...
Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com
Introducing 8880 Bradley Blvd, a striking contemporary estate set on a fully gated two-acre parcel in one of Bethesda’s most prestigious enclaves. Designed for those who ...
Listing courtesy of TTR Sothebys International Realty. Contact: (703) 714-9030
Set on 20 private waterfront acres with over 800 feet of shoreline along the Chesapeake Bay, this extraordinary estate offers a rare opportunity to own one of Maryland’s ...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The...
Listing courtesy of Meredith Fine Properties. Contact: 4108226272
Welcome to this fabulous waterfront estate historically known as The POD. Set behind the gates of an extraordinary 7+ acre waterfront compound, The POD offers a rare ble...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
"Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new ...
Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
Grafton Manour Estate—A Rare Chesapeake Waterfront Legacy. Embrace the quiet grandeur of Grafton Manour Estate, an 86±-acre peninsula wrapped by approximately 1.5± miles ...
Listing courtesy of Meredith Fine Properties. Contact: 4107458060
Sited along the storied Chesapeake Bay, with breathtaking views, proximity to the water, and exceptional landscaping, this spectacular Gibson Island listing offers a once...
Listing courtesy of Gibson Island Real Estate INC. Contact: 4102551341
Nestled within the prestigious St. Jeromes subdivision, this exquisite Bayfront residence offers an unparalleled lifestyle defined by luxury and tranquility. Spanning ove...
Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169
Tucked away at the end of a quiet, private cul-de-sac in one of Potomac’s most sought-after neighborhoods sits something truly special: 2.6 acres of pure possibility. Thi...
Listing courtesy of TTR Sotheby's International Realty. Contact: 3015161212
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 priva...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Set along the peaceful waters of Caulk Cove, this extraordinary waterfront estate offers luxury, privacy and natural beauty across more than 10 acres. The property featur...
Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully...
Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in An...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Welcome to Deep Neck Farm Lane, a stately waterfront farm overlooking Broad Creek with sweeping west and southwest views that stretch over the Choptank River to the Weste...
Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rap...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
NEW AND IMPROVED PRICE - now offered at $6,975,000! Stoney Springs Farm is unique, recreational, and extraordinary - 315+/- acres crafted for collectors, hunters, equest...
Listing courtesy of TTR Sotheby's International Realty. Contact: chevychase@ttrsir.com
Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyer...
Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
Tucked away behind the nationally-renowned Congressional Country Club, its namesake Country Club Drive is one of Bethesda’s most prestigious streets, with a mere 26 of th...
Listing courtesy of TTR Sotheby's International Realty. Contact:
A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathta...
Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
Live authentically. Blissfield… A vision realized. Set upon 54 acres in the heart of Maryland’s legendary horse country. Blissfield is a dazzling architectural masterpiec...
Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921
Luxury lakefront living at its peak. This 11,417 sq ft masterpiece sits on 1.65 acres in The Reserve at Holy Cross with 345 feet of Deep Creek Lake frontage and an engine...
Listing courtesy of Railey Realty, Inc.. Contact:
Irish Creek Waterfront Estate Set along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captur...
Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
Duvall Farm is a rare Eastern Shore offering — a 408± acre farm that blends meaningful conservation efforts with immense easement potential, productive farmland, and refi...
Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
A Masterpiece on the Potomac The largest and most iconic sale in Prince George’s County—a breathtaking sanctuary of luxury and distinction. Nestled on 10.57 acres of pri...
Listing courtesy of TTR Sotheby's International Realty. Contact: 3015161212
Set on a prestigious corner lot in the heart of coveted Kenwood, 5200 Dorset Avenue is the newest architectural achievement by Terra Innovations, created in collaboration...
Listing courtesy of TTR Sotheby's International Realty. Contact:
Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With ...
Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
Welcome to “The Nautilus” – one of the most breathtaking waterfront properties in all of Maryland. This stunning 4-story home is located in the quiet harbor area of West ...
Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382