luxury waterfront houses for sale Leesburg, United States

Set within the gated waterfront enclave of Bayberry Hill, this distinctive waterfront residence with waterside pool offers an exceptional combination of architectural character, wooded privacy, and sweeping water views. Tucked beneath a mature tree canopy, the property feels wonderfully secluded while opening dramatically toward the water, creating a peaceful retreat designed around the Annapolis waterfront lifestyle. A picturesque approach leads through lush landscaping, pond with water feature and across a charming footbridge to the inviting entrance. Inside, soaring wood-clad ceilings, skylights, expansive windows, and impressive stonework create a warm, contemporary aesthetic. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace, while walls of glass throughout the home bring the surrounding natural beauty indoors. Multiple living spaces offer exceptional versatility for everyday living and entertaining. A glass-enclosed waterside family room adjacent to the gourmet kitchen captures beautiful views and opens to the expansive deck, creating a seamless connection between indoors and out. A beautifully designed wine cellar with custom wood storage, stone accents, and a tasting area adds another distinctive element. The spacious primary suite is a private retreat with vaulted ceilings, a sitting area, dedicated workspace, private side patio and access to the waterside deck. The spa-inspired bath features dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a large walk-in shower. The lower level is designed for entertaining with a spacious recreation and game room featuring a fireplace, custom finishes, and sliding doors opening directly to the poolside deck and hot tub. Two bedrooms with ensuite baths, large closets and spectacular pool and water views create an ideal getaway for family or guests. Outside, a series of decks and terraces cascade toward the shoreline, offering multiple places to relax and take in the views. The waterside swimming pool is surrounded by a generous deck beneath the mature trees, while a separate hot tub provides another peaceful vantage point. At the shoreline, a private pier with multiple slips and boat lifts provides effortless access for boating, paddling, and days on the water. Bayberry Hill offers the privacy of a gated waterfront community with water access and tennis/pickleball courts, all within convenient reach of Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. A truly distinctive waterfront retreat where architecture, privacy, and the natural landscape come together beautifully. Welcome Home!

A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "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 four stall horse barn, pool and tennis. Originally known as Quaker Kemp Farm, dating back to 1790, this remarkable 76+-acre waterfront estate has breathtaking western views across the Chesapeake Bay. A gated entrance and mature tree-lined drive create a gracious approach to the main residence while highlighting the property’s stunning water views, natural beauty with mature landscaping and specimen trees. The generous porch-front manor house blends classic architecture with relaxed coastal style with newly updated kitchen and baths. The expansive waterside living room features brick flooring and floor-to-ceiling windows and French doors that flood the space with natural light and showcase stunning water views. A formal living room and dining room sit adjacent, seamlessly connecting the rooms. The well-appointed kitchen and family rooms include a large center island, breakfast area, wet bar, high-end stainless appliances, built-ins and fireplace. A waterside screened porch extends the living space outdoors, perfect for dining and relaxation. The main floor also offers a guest or owners suite with an en-suite marble bath. The paneled mudroom and powder room complete this floor. Upstairs, the hall landing provides access to the generous primary suite which includes built-ins and a beautifully appointed en-suite marble bath. Two additional bedrooms are connected by a renovated bath. The oversized fourth bedroom suite includes a sitting room, en-suite bath and stunning views. This floor is completed with a laundry room. The third floor provides two additional guest bedrooms and a shared full bath. The lower-level basement offers excellent storage. The charming brick guest house, circa, 1790 has two-bedrooms featuring a new cedar shake roof, center hall, high ceilings, wood floors, moldings, full kitchen and renovated bath. The Equestrian and agricultural amenities include a new four-stall barn with loft game room, fenced pastures, a wooded forest, two equipment barns, and a greenhouse/garden shed. Meandering paths connect the main house, guest house, and barns. The property includes a parcel across from the main entrance to ensure additional privacy. The outdoor features give the farm the opportunity for large family occasions with numerous areas to gather and enjoy the stunning sunsets. Features include a waterside pool, covered pavilion, private tennis court, two ponds, a pier and hiking trails throughout the expansive grounds. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.

Unrivaled Architecture and Design! Exceptional waterfront living on picturesque Town Creek in the historic village of Oxford. Built in 2023 and privately set on 1.71 acres—an extraordinary offering in Oxford—this 5-bedroom, 4.5-bath residence is surrounded by mature trees, refined landscaping, and beautifully executed hardscaping. Designed with exceptional attention to detail, the home features soaring vaulted ceilings, expansive windows, and multiple decks and balconies that frame tranquil water views throughout. The grand living room with gas fireplace opens to the dining area and extraordinary chef’s kitchen, appointed with a substantial center island, casual dining area, and butler’s pantry. A screened porch extends directly from the kitchen, creating an effortless setting for outdoor dining and entertaining. The main-level primary suite is a private retreat with a spa-inspired bath, separate sitting room, and direct access to a screened waterside porch. A private office with adjacent full bath offers flexibility as a fifth bedroom or guest suite. The second floor offers three additional bedrooms, including an ensuite guest room with private balcony, and two bedrooms connected by a Jack-and-Jill bath. Outside, a waterside slate terrace takes full advantage of the setting, while a new pier with two slips and 4' MLW provides convenient boating access. The property also features an integrated rainwater harvesting and management system as part of its environmental site design. Just a short stroll from downtown Oxford, this exceptional property offers a rare combination of architectural distinction, privacy, acreage, and waterfront access. Built outside the flood zone; elevation certificate available. Room for a pool, with plans available for a pool and pool house.

The Bridgeport at White's Pond Preserve! Discover White's Pond Preserve, a rare opportunity to build a new single-family home in Downtown Lewes. This community offers 13 distinctive homesites with direct access to the Junction & Breakwater Trail, just a bike ride away from downtown Lewes and the beaches. Tucked into a peaceful setting, these homesites feature views of White's Pond, woods, and basement opportunities. As some of the last new home construction homesites available in Downtown Lewes, White's Pond Preserve is a truly special place to call home. The Bridgeport captures the essence of modern living through inspired interior design. From the moment you step through its grand double doors, every space feels intentional—bold yet inviting, stylish yet deeply livable. A masterful blend of contemporary lines, traditional details, and retro influences creates an atmosphere that's fresh, approachable, and full of personality. Designed for the way you live, work, and play today, The Bridgeport's interiors exude confidence and comfort in equal measure, proof that great design can be both dramatic and down-to-earth.

The Cutter offers 1,732 square feet of comfortable living space featuring 3 bds and 2.5 ba. It includes a convenient 1st level primary suite complete with a walk-in closet and a 5-foot shower. The open-concept common area boasts vaulted ceilings. A separate laundry closet adds functionality, while the rear screened porch and deck provide ideal spaces for outdoor enjoyment. Upstairs, a versatile loft area accompanies a full bath and 2 additional bds, offering privacy & flexibility for guests or family members. The home also includes a 1 car attached garage with an automatic door opener, and a dual-zone heating and air system for year-round comfort. Home is to be built and the photos of the model home may include options. Taxes are based on the land only. Enjoy all that Captain's Cove offers

Showing by Appointment Only! Point Lookout, circa 1852, is a rare historic riverfront property offering remarkable privacy just 2.5 minutes from downtown Lynchburg. Set on 2.82 acres with approximately 500 feet of James River frontage and Harris Creek forming a natural boundary, the property traces its origins to the 1750 land grant from King George II to Charles Lynch. Built by Capt. William Mitchell, the residence retains original cedar floors, wavy glass windows, the historic cookhouse, and striking dry-laid stone walls from the former mill site. A scenic peninsula extends into the river, providing direct water access, ownership extending into a portion of the river, and potential for a future private dock. Thoughtfully restored and expanded, the home includes a substantial addition with a new primary suite, dining room, baths, laundry, and flexible bonus room. Major improvements include a metal roof, extensive restoration work, landscaped grounds, and a 26' x 30' covered pavilion. Point Lookout has previously operated as an exceptional short-term rental and received a Special Exception permit for such use, earning consistent five-star reviews. The property is offered substantially furnished, with only a limited number of Seller's personal items excluded from the sale. Surrounded by large neighboring acreage unlikely to be developed, it offers rare privacy so close to the city.