luxury house with pool for sale Galesville, United States

JOIN US FOR AN OPEN HOUSE , SUNDAY , JUNE 28TH, 2026 , 1-3PM. Historic Portland Manor – Allendale is privately set on 4.5 acres off sought-after Brooks Woods Road, surrounded by mature trees, neighboring acreage, and pastoral surroundings. A heritage tree-lined drive leads to the residence, framed by established landscaping, gorgeous brick walkways surrounding the home, landscape lighting, covered porches, and a renovated in-ground pool. Dating back to the late 1700s, with additions completed in the early 1800s, the home has been thoughtfully restored and updated while preserving its historic integrity and original craftsmanship. Offering an estimated 5,100 square feet, the property includes six bedrooms and four and a half baths across the main residence and separate in-law suite. Interior features include original heart pine flooring, restored historic windows, six fireplaces, a traditional central hall layout, three staircases, multiple gathering spaces, and extensive custom built-ins and storage throughout. The main level includes a formal dining room with marble fireplace and adjoining butler’s pantry, family room with restored marble fireplace, living room with fireplace and custom built-ins, greenhouse room, powder room, and multiple access points to the home’s covered porches and outdoor living spaces. The custom kitchen features extensive handmade cabinetry and tile work, custom shelving and pantry storage, soapstone and butcher block countertops, commercial-grade gas cooking with a double gas range, vent hood, griddle, separate service sink, and generous preparation space designed for entertaining and everyday functionality. A storage closet beneath the main staircase and extensive built-in cabinetry throughout the connecting gallery to the in-law suite provide exceptional functional storage rarely found in historic homes. The second level includes the primary suite with a large walk-in closet, private kitchenette, fireplace, and ensuite bath. Two additional bedrooms are located on this level, each featuring fireplaces, with one offering an ensuite bathroom. The third floor offers two additional bedrooms, a full bathroom, a large finished storage closet, and expansive attic storage space. The separate in-law suite, originally constructed in 1785, includes a living and dining area, kitchenette, full bathroom with private laundry, and an upper-level bedroom with vaulted A-frame ceiling. The residence includes eight exterior doors leading to approximately 1,000 square feet of covered brick porches, landscaped walkways, pool areas, and outdoor gathering spaces, creating a seamless connection between the home and grounds. Additional upgrades include foam insulation in attic space and crawlspace. Siding was removed and restored, the entire exterior of the home was repainted in 2026. Outdoor features include a fully renovated 20’ x 40’ pool (2025), pool house, custom fire pit patio with built-in seating, large deck with new decking (2025), fenced areas, extensive landscape lighting, and a custom Williamsburg-style chicken coop. Major system updates include two high-efficiency HVAC systems, updated plumbing and electrical systems, and new 400-amp electric service (2025). The exterior was fully repainted in 2026. A rare offering combining historic character, extensive restoration, privacy, acreage, and modern livability, conveniently located near The Cannon Club, local farmers markets, waterfront dining, and commuter routes. Two Tax IDs convey.

Welcome to this charming Chesapeake Bay cottage at 526 James Avenue in the desirable Fairhaven community of Tracys Landing! Set on a rare half-acre lot just one block from the water, this classic waterfront retreat offers timeless coastal appeal and abundant outdoor living space. Inside, the bright, light-filled interior features beautiful hardwood floors, generous windows, and relaxed cottage character perfect for easy bay living. Recent major upgrades include a brand-new roof, a new chimney, a fully renovated bathroom, a professionally encapsulated crawl space, and a dehumidifier system, ensuring peace of mind and comfort for years to come. Step outside to enjoy multiple entertaining areas, including a spacious deck, screened porch, and a beautifully designed circular fire pit patio nestled in the trees. The private, tranquil backyard—enhanced by an additional wooded lot and a handy storage shed—provides excellent privacy and room to roam. The generous lot also offers ample off-street parking for up to four vehicles or even a boat. Located in the heart of Fairhaven, this home puts you moments from deep-water marinas (including Herrington Harbour), scenic bayfront boardwalks, waterfront dining, and the vibrant Chesapeake Bay lifestyle. Yet it remains conveniently commutable to Annapolis, Washington D.C., Northern Virginia, and beyond. A peaceful escape with authentic coastal charm on a premium lot, this James Avenue beach cottage is ready for its next chapter!

We heard the Public and Seller is going to BE DOING MAJOR UPDATES, INCLUDING NEW SIDING, RAILINGS, ALL NEW INTERIOR PAINT, LANDSCAPING AND MORE! COME BACK AT END OF MAY AND SEE THIS SPECTACULAR TRANSFORMATION!!!! 6+ BEDS AND 5 FULL BATHS with over 7700 Square Feet of finished living! Private setting in the center of Edgewater! This is a Waterfront home on 10.77 acres off of Beards Creek and located in Scotts Cove. It has a private pier and 2 boat lifts. Mean Low water is 18 inches. It features 665 ft of creek front. The tide does not accommodate a large boat, mostly kayaks and small watercraft. There has been neighborhood talk of dredging. This home is for somebody looking for privacy as it is located on its own little peninsula, NO HOA, R-2 ZONING, surrounded by wooded conservation easement ( the previous owner put into place with the county) - roughly about 9.12 acres worth are conserved. This house is ready for your own personal touches to make it more spectacular! Window views throughout most of the rooms facing the water! Many special details: '22 New Elevator, Newly installed 4 Geo Thermal heat pumps '22-23- 5 zones, '23 Tankless Water heater, '3 working Steam Showers -2 on upper level and one in the basement, 24 Well line, '22 all new decking (railings need work) '20 Deck Swim Spa, 2018 Whole House Generator., 108 Solar panels owned and so much more! This is a Natural Cedar Siding home, which is very indigenous to the wooded surroundings. Needs to be maintained regularly for it to shine! Wonderful and convenient location- located off of Route 2 south, Near Lee Airport, Village at Lee Airport for shopping and many restaurants, including Yellowfin and close to Route 50 and 97 for easy access commuting! Down town Annapolis is Minutes away as well as a quick drive to Bowie, BWI and Washtington DC!

Set within the gated enclave of South River Landing, 1010 S River Landing Road is a beautifully updated brick residence offering one of the community's most coveted assets: a deeded 35-foot slip with a 10,000-pound electric lift and direct water access from Almshouse Creek to the South River. In a community where slips are scarce and sought-after, this property delivers the full Chesapeake Bay lifestyle without compromise. The main level has been thoughtfully reimagined, anchored by a fully remodeled kitchen outfitted with Miele appliances, a double oven with microwave and convection combination, a cabinet-front dishwasher, quartz countertops, and a skylight that draws natural light deep into the space. Beautiful hardwood flooring carries through the main level, connecting the kitchen to the dining area and into the living room, where vaulted ceilings and a wood-burning fireplace command the space. The primary suite, conveniently located on the mail level, opens to the deck and features a skylit bath with soaking tub, walk-in shower, double vanity, and marble accents. A second bedroom and full bath are also located on the main level, alongside a dedicated laundry room. The finished walkout lower level expands the home's footprint considerably, offering a family room anchored by a gas fireplace, a third bedroom, full bath, game room, and bonus room suited for a home office, gym, or guest accommodations. Newly installed wide-plank, white oak flooring elevates and lightens the space. The outdoors is again accessible onto a terrace for ease of entertaining, grilling or lazing the day away on hammock. A finished, climate controlled storage room completes the level. Outdoor living is thoughtfully considered. A deck, accessible from both the living room and primary suite, provides a natural extension of the main living spaces. A front courtyard enclosed by wrought iron fencing and framed by a pergola creates a gracious arrival, while a patio off the lower level adds a third private outdoor space. An irrigation system maintains the landscaping, and a whole-house Generac generator ensures uninterrupted peace of mind. Community amenities include a newly refurbished pool, marina, tennis courts, and gated 24 hr security, with lawn maintenance covered by the condominium association. The location places residents within easy reach of Annapolis, Baltimore, and Washington, D.C. This residence stands as a rare combination of finished detail, deeded water access, and community infrastructure in one of the South River's most established waterfront enclaves.

Luxury Living Meets Enchanted Woodland Oasis Enchanted and magical are words that get thrown around in real estate until they lose their meaning. Here, in Davidsonville-just minutes from historic Annapolis and within easy reach of both Washington, DC and Baltimore-they're simply accurate. Set on 4.92 private acres, this 7,108squarefoot estate offers four bedrooms, five full bathrooms, a dedicated office, fitness space, and an additional 2,000squarefoot finished lower level. The home offers a rare combination of refined living, thoughtful updates, and true privacy-without giving up connection to the world beyond it. Annapolis, with its waterfront, dining, and cultural life, is right up the road. DC and Baltimore are each an easy commute away. And yet, once you turn down the drive and the property opens up around you, the outside world truly falls away. The grounds themselves are an experience. Designed and maintained by the celebrated Homestead Gardens-with ongoing professional maintenance included through the end of the year-the landscaping here is not an accessory but a defining feature. A heated saltwater gunite pool (2019) catches the afternoon light. A fire pit marks the transition from manicured gardens to wooded acreage, where a path leads to Flat Creek. A conservation easement protects the surrounding woods, ensuring the natural setting remains forever preserved. A butterfly boardwalk (2021) winds from the gardens to the pool along the edge of the woods-an uncommon and charming feature of the landscape. And yes, there are chickens-because even estate living should have a bit of charm. Inside, the home pairs scale with craftsmanship and makes a strong first impression. A grand entry foyer is flanked by a formal dining room, a generously scaled living room, and a classic woodpaneled office, ideal as a dedicated workspace or library. The main level offers exceptional flow for both daily living and entertaining, supported by two powder rooms, a spacious laundry room, and a wellappointed pantry alongside a butler's pantry, all thoughtfully positioned just off the gourmet kitchen. The screenedin porch, featuring a woodburning fireplace, is one of those rare spaces that works beautifully in every season. All four bedrooms are generously sized and fully en suite, offering comfort and privacy for everyday living and guests alike. The primary suite features a fireplace and a fully renovated, spacaliber bath designed at the highest level, centered around a Japanese hot/cold soaking tub. It's a space that feels less like an en suite and more like a private wellness retreat-luxury meant to be lived in. The walkout lower level adds approximately 2,000 finished square feet, distinguished by unusually high ceilings and abundant natural light. Flexible finished spaces easily accommodate a home gym, media room, play space, studio, or winetheater lounge-ready to serve today, with room to adapt as life evolves. Minutes to Annapolis. An easy commute to Washington or Baltimore. And yet, once you're here-fire going, woods behind you, pool reflecting the last light of day-none of it feels remotely close. That is the rare gift of 4.92 acres in Davidsonville. Enchantment, defined. This is a property best experienced in person. Private appointments available.

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!

Welcome to your private oasis on a serene 3.4-acre cul-de-sac in highly sought-after Northern Calvert County. Custom-designed and built by a premier builder for his own family, this extraordinary all-brick residence masterfully blends luxury, functionality, and comfort. Every detail has been thoughtfully considered, from the first-floor primary suite with vaulted ceilings and custom built-ins to the seamless indoor-outdoor flow that makes entertaining effortless and enjoyable. This stunning home presents like a showcase model, with numerous recent upgrades completed within the last few years, including a brand-new roof (2025), a 4-zone Carrier HVAC system with digital thermostats (2024), a Bosch dishwasher (2024), a synthetic shaker roof on the detached garage (2024), an upgraded alarm system (2023), and durable epoxy floors in the garages (2022). These improvements enhance both modern living and long-term value. The thoughtfully designed layout creates a natural connection between the expansive gourmet kitchen, sunroom, and resort-style outdoor spaces. Step outside to enjoy a 44' x 18' Gunite pool with automatic safety cover, a 6-person hot tub, expansive brick patios, and a fully equipped pool house complete with a kitchen, full bath, TV, and surround sound, perfect for gatherings of any size. A true standout feature is the extensive heated garage space: over 2,200 square feet across seven bays, accommodating up to nine vehicles, plus room for a workshop, studio, or hobby area. The detached 2-bay garage offers 13' of additional door clearance for RV or boat storage. Crafted with enduring quality and refined finishes, including extensive custom millwork, hardwood and imported tile flooring, and commercial-grade mechanicals, this one-of-a-kind home offers a level of craftsmanship rarely found in the area. It truly serves as a private sanctuary for those who appreciate excellence in both form and function. Just minutes from the Chesapeake Bay, the property provides easy access to marinas, the scenic North Beach boardwalk, waterfront dining, and all the charm of Bay life. Enjoy peace and privacy in a quiet, no-thru-traffic neighborhood while benefiting from excellent commuter access via Routes 2, 4, and 260. Dunkirk offers convenient proximity to Washington, D.C., Annapolis, and Northern Virginia, making daily travel straightforward without sacrificing the tranquility of rural living.

Waterfront home with almost an acre tucked along Church Creek, just off the South River, 26 Wilelinor Drive offers a rare blend of convenience, privacy, space, and meaningful waterfront living. Set on nearly an acre (.8642 acres), this property pairs a thoughtfully renovated home with a deeded dock featuring two slips, with the pier resurfaced, one slip offering a floating dock for easy water access and the other recently dredged. Originally built in 1960 and extensively renovated in 2013 and 2015, the home spans four levels with four bedrooms and two and a half bathrooms. Three bedrooms are located on the top floor, with the fourth bedroom and a dedicated office space on the lowest level. The entryway opens into the level featuring a family room and game area, along with access to the back patio. From there, the main living level features an open concept layout centered on a bright kitchen with updated granite countertops, an oversized 62 x 80 island, built-ins, pot filler, gas cooking, and stainless steel appliances. The main living room offers extensive natural light, access to the back patio, and water views. Two fireplaces, one wood stove and one gas, provide additional heat. The backyard is a true extension of the home, with newer hardscaping and extensive landscaping completed over the years, creating a setting that feels more like a private park. The property includes a surround sound system, new drain field (2025), updated gutters and drainage systems, and major mechanical updates including HVAC, water heater (2024), and a whole-house generator with an automatic transfer switch. An oversized two-car garage with a third door for drive-through access to the backyard, a circular driveway, side driveway for additional parking, and a 12' x 18' shed provide storage and parking flexibility. The backyard also includes a compost station and a large kayak rack. The shoreline has been reinforced with new pilings and deadheads. Additional features include smart home hubs (two hubs and a dot) and a programmable thermostat. Wilelinor Estates is one of Edgewater’s most distinctive waterfront communities, quietly set apart, yet minutes to Annapolis. Known for its wide streets, mature trees, and access to Church Creek, the South River, and beyond, the neighborhood offers a waterfront clubhouse, boat slips, a kayak and paddleboard launch and racks, and trails along several ponds. Life here centers around the water, the outdoors, and a sense of space that’s increasingly hard to find.

Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an attached 2 car garage with additional storage, and interior access for everyday convenience. The entry level features an eat-in kitchen with white cabinets and counters, powder room and laundry room with a few steps up to the living room. The thoughtfully designed split-level layout creates a natural separation between the home’s functional spaces and its main entertaining areas, allowing gatherings to flow effortlessly while keeping day-to-day tasks discreetly tucked away. The dramatic living area where soaring ceilings, gas fireplace with custom built-ins, and walls of windows fill the space with natural light while framing the harbor views. Step outside to the expansive full-width waterside deck, the perfect setting for morning coffee, evening cocktails, or simply enjoying the marina activity and views stretching toward the Chesapeake Bay. Upstairs, the spacious primary suite offers a balcony, an ensuite bath with new cabinet and drawer fronts, and a peaceful retreat for relaxing after a long day. A loft-style flex space overlooks the living room below and can easily function as a second bedroom, home office, or additional lounge area, complemented by a full hall bath. Life in Chesapeake Harbour feels like a year-round vacation with an unmatched collection of resort-style amenities, including two waterfront pools, a private sandy beach, exclusive fitness center for a small enclave of residents, tennis and pickleball courts, fishing piers, walking and jogging paths, picnic areas with grills, scenic Chase Pond, and the security of a 24-hour attended gatehouse. The newly opened waterfront marina restaurant adds to the vibrant atmosphere with outdoor dining and live music on weekends. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, waterfront dining, shopping, and historic attractions, this exceptional residence also offers easy access to Washington, DC, Baltimore, and Baltimore/Washington International Thurgood Marshall Airport. Whether you are searching for a full-time residence or a lock-and-leave waterfront retreat, this home offers the very best of the Annapolis waterfront lifestyle. Welcome Home!

Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting. The interiors reveal a meticulous approach to design, where every finish and fixture has been elevated to a standard of quiet sophistication. Expanses of beautifully refinished hardwood flooring provide warmth and continuity, while a dramatic fireplace clad in striking natural stone serves as a focal point-both sculptural and inviting. Thoughtfully layered lighting and custom window treatments create a seamless interplay of mood and light, enhancing both day-to-day living and evening ambiance. The kitchen is a study in precision and restraint, defined by custom-crafted cabinetry of exceptional quality and a layout designed for both function and visual clarity. A statement waterfall island anchors the space, complemented by premium-grade appliances discreetly integrated into the millwork. Every detail-from the refined hardware to the subtle display elements-reflects a commitment to elevated design and effortless usability, creating a setting equally suited for culinary pursuits and elegant entertaining. In the private quarters, the primary suite offers a tranquil retreat shaped by texture, proportion, and thoughtful innovation. Custom storage solutions and integrated shading systems enhance both comfort and privacy. The ensuite bath unfolds as a spa-like sanctuary, where heated flooring, high-caliber fixtures, tailored cabinetry, and curated lighting come together in a composition that is both indulgent and serene. Guest accommodations continue the narrative of quality and intention, featuring bespoke closets, refined finishes, and bathrooms appointed with elevated materials, heated surfaces, and carefully selected fixtures that mirror the home's overarching design language. The lower level extends the living experience with equal attention to detail-incorporating custom built-ins, ambient lighting, and seamless access to a landscaped patio that opens directly to the waterfront. Outdoor spaces are thoughtfully integrated into the home's overall design. Multiple expansive decks invite uninterrupted views of the marina and surrounding waters, while the ground-level terrace, framed by manicured landscaping and soft lighting, offers an intimate setting for relaxation or gathering. These outdoor environments function as natural extensions of the interior, blurring the boundary between indoors and out. Beyond its aesthetic appeal, the residence is underpinned by extensive structural and mechanical enhancements, ensuring lasting performance and modern efficiency. Every improvement has been executed with an emphasis on durability and long-term quality. Life within this gated waterfront community offers a distinctive blend of privacy and resort-style living, with access to marina facilities, waterfront amenities, and a setting defined by coastal beauty. This home is a quiet expression of luxury-where superior materials, exceptional craftsmanship, and a remarkable waterfront location come together in seamless balance.

This beautifully updated, move-in ready 6-bedroom, 5 bathroom home is ideally located on a cul-de-sac in highly sought-after Harbor Hills waterfront community.  Upon moving in in 2019 the owners made several upgrades to the interior and exterior of the house.  In 2021 the first floor area was completely renovated to open up kitchen and sunroom to the rest of the house.  The kitchen is a true show stopper and perfect for entertaining and family gatherings with a quartz island with seating for 6.  The kitchen is equipped with a beautiful farm sink as well as a prep sink in the island for ease.  Quality appliances throughout including a 36 inch column Thermador refrigerator and 18 inch Thermador freezer for plenty of space for a family. Upon entering the home from the detached garage there is a completely renovated mudroom with custom cabinets and lockers for storage for 4, shiplap throughout that continues through the first floor into the kitchen and sunroom.  The mudroom is also equipped with a  stackable washer and dryer for those pool towels when you come in from the pool area.  A separate laundry room on the other side of the house has a full size washer and dryer, brand new flooring, tons of storage cabinets, as well as a pantry.  The first floor has a guest bedroom and full bathroom, as well as formal dining room.  Upstairs are 4 bedrooms including the primary suite with two walk in closets.  In 2019 new windows were installed throughout, 61 in total.  New roof installed in 2025 on the home and detached garage as well as new columns on the detached garage.  The detached garage has shelves for storage in the main area and tons of storage on the second floor including a separate area with infrared heating panels installed for a hot yoga room, could be converted to work out room or office.  Fully finished basement with new floors and fresh paint, also includes a back room with infrared sauna.  Step outside from one of your many entry and exit points to a true-backyard oasis.  A beautifully designed pool with plenty of space for relaxing and entertaining.  Beyond that is a fully lighted sport court for endless days with basketball or pickleball.  A perfect space for outdoor entertaining for the adults, kids, and their friends to play. Harbor Hills enriches everyday life with an exceptional array of amenities. Residents enjoy a community pool and clubhouse that serve as the hub for social gatherings, along with tennis courts and a baseball field for recreation. The waterfront setting offers a beach, boat ramp, and marina for easy access to the water, while the waterfront pavilion provides the perfect backdrop for sunset evenings and community events. A playground and open spaces complete the setting, creating a neighborhood designed for connection, activity, and enjoyment. Experience a lifestyle defined by the balance of privacy, recreation, and community where every day feels like a retreat and every season brings something to enjoy Welcome Home!

Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and ice cream destinations-an unmatched Annapolis waterfront lifestyle. A prime vantage point for the Blue Angels, fireworks, and the annual boat parade further confirms the setting. Set within an exclusive enclave of three prominent homes, the residence features a waterside heated saltwater pool, deep-water pier, and a spacious Ipe deck designed for outdoor living. The grounds are beautifully landscaped with lush boxwoods and specimen plantings, creating a private and serene setting. Architecturally distinctive and extensively updated, the home showcases high-end renovations by Pyramid Builders. A dramatic marble foyer, floor-to-ceiling windows, and solid wood doors enhance the home's refined design. The gourmet kitchen is top-of-the-line, featuring Sub-Zero refrigeration, a white 6-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops known for their heat and stain resistance, designer lighting, and a striking floating staircase. A custom bar with a marble countertop is perfectly positioned for entertaining. Offering 4-5 bedrooms, 5 full and 1 half baths, including a desirable first-floor bedroom, the home also features stained black oak flooring throughout. A two-car garage with ample driveway parking provides convenience for residents and guests alike.

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!

This stunning custom-designed home is the forever home you've always dreamed of owning. Boasting a spacious open floor plan, generously sized rooms, abundant natural light, and soaring vaulted ceilings, it creates a bright, welcoming, and airy atmosphere throughout. The luxurious primary suite offers a true private retreat, featuring its own sitting/living room and a sun-filled Florida room. Below, the expansive lower level includes a complete bedroom suite with a full bath and a private walkout patio drenched in sunshine—ideal for relaxation or guests. Nestled on a serene, private 3-acre lot with no HOA, this exceptional property provides unmatched privacy and plenty of space to enjoy the outdoors.

How many times have you strolled Annapolis' streets and thought, I wish I lived here!? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the right size for a lovely gathering. The second floor has two bedrooms, a full bath with a conveniently located washer and dryer. Bonus-Plantation shutters throughout this charming home! The perfect location to enjoy your new Annapolis Life! This one will not last!

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Maryland’s Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3’ MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and bayside sunrise views set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances, including a Viking gas stove, travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use and a raised elevation that keeps the home and its infrastructure above FEMA flood designation, offering added peace of mind. A greenhouse, shed, and multiple outdoor living spaces are designed for both relaxation and entertaining. With neighbors set back 300–400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate; an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

Brand New Home Ready for Move-In! Step into this stunning two-story home designed for modern living, offering the perfect blend of style, comfort, and functionality. The open-concept layout features upgraded lighting, hardware, and railings throughout, complemented by a premium exterior color package. The gourmet kitchen includes a large island, walk-in pantry, and stainless steel appliances, flowing seamlessly into a bright and spacious family area ideal for entertaining. The main level features a private primary suite with a luxurious en suite bath, along with a convenient half bath and laundry room. Upstairs, you'll find three additional bedrooms and two full baths, providing plenty of space for family or guests. Located in Lakeside at Trappe, just minutes from Easton and Cambridge, this amenity-rich community offers a pool, fitness room, and dog park.

Move in ready Tidewater Colony townhome. Just completely painted throughout, complete new deck, recent carpeting and new architectural roof. This home shows beautifully! Hardwood flooring throughout the main level with updated kitchen. Living room with gas fireplace, newer slider that leads to a spacious deck. Upstairs features three generous size bedrooms, two full baths, lots of closet space and a large primary bathroom, soaking tub and walk in shower. The lower level has a bedroom/family room with full bath. New Maytag washer and dryer on the lower level. Community offers amazing amenities, including pool, tennis, clubhouse, exercise room, playgrounds, walking paths and all very convenient for commuting routes, shopping, dining and downtown Annapolis.

Nestled in the highly sought-after community of Pendennis Mount, this charming Annapolis home offers the perfect blend of character, comfort, and convenience just minutes from downtown Annapolis, waterfront dining, shopping, and entertainment. Featuring 3 bedrooms and 2 full baths, this thoughtfully designed home is filled with unique details and inviting living spaces. Beautiful hardwood floors, custom built-in bookshelves, and a well-appointed kitchen with stainless steel appliances create a warm and welcoming atmosphere throughout. Step outside to discover an expansive backyard designed for entertaining, complete with extensive hardscaping, a gazebo, and plenty of room for gatherings with family and friends. A detached conditioned shed provides exceptional flexibility as a home office, art studio, craft room, or private retreat. One of the home’s most distinctive features is a hidden trap door leading to a private wine cellar or theater room, offering a memorable space for entertaining and relaxation. Additional highlights include a spacious two-car garage, mature landscaping, and a location that provides easy access to all that Annapolis has to offer while enjoying the tranquility of one of the area’s most desirable neighborhoods. A rare opportunity to own a home with character, functionality, and an unbeatable Annapolis location. Schedule your private tour today.

ALL OFFERS ARE DUE ON 6/1 BY 9PM. Welcome to 1689 Alice Court, a distinctive Mid-Century Modern Acorn Deck House tucked away on a wooded cul-de-sac in the community of Saefern in Annapolis. Blending architectural character, thoughtful updates and a serene natural setting, this home offers a rare combination of design, privacy and community lifestyle. Inside the home the layout is warm, inviting and ideal for everyday living and entertaining. The beautifully updated kitchen features quartz countertops, a large island, stainless steel appliances, an induction cooktop, and a wall oven. From there the space flows seamlessly into the dining and living areas creating an easy connection between cooking, gathering and relaxing. A charming guest powder room at the end of the hall is convenient for guests. The spacious primary suite offers a peaceful retreat with two closets, a private bathroom with a walk-in shower, and an attached sitting room. This versatile bonus space is perfect for a home office, reading room, nursery, dressing area or private lounge. The finished lower level offers even more room to spread out. This additional living space features two bedrooms, a full bathroom, a comfortable family room with fireplace, and a laundry/utility room. Outdoor living is a true highlight of the property. A multi-level wraparound deck, a balcony off the family room, and peaceful wooded views create the feeling of a private retreat surrounded by nature. A two-car carport and two storage sheds provide additional convenience and extra storage. Residents of the desirable Saefern community enjoy wonderful amenities by joining the voluntary Saefern Saddle and Yacht club. This membership offers privileges at the community swimming pool, walking trails, tennis courts, horse stables, a fishing pond, several marinas (with slips for every home) water access to the Severn River and more. Located near both Saltworks Creek and Clements Creek, this property is ideal for enjoying boating, kayaking, and other water recreation. Hop on the boat and cruise into town with ease for dinner with friends. Conveniently located just a short drive by car or boat from downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect combination of privacy, design, nature, and the Chesapeake Bay lifestyle. Schedule your private tour today! See agent remarks and disclosures for additional information about the community association.

Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow easily from the gourmet kitchen to the dining and living areas, offering both comfortable everyday living and gracious entertaining. Three spacious bedrooms, three full baths and two half baths are thoughtfully distributed across four finished levels, providing flexibility for guests, work from home needs or additional recreation space. The private pier with deep water and two lifts, including a dedicated jet ski lift, invites endless days on the Severn, with quick access to Annapolis waterways and beyond. Ideally positioned close to Epping Forest’s renowned amenities, residents enjoy a clubhouse with waterside dining, marina, sandy beach, boat ramp, tennis courts, walking trails and a vibrant calendar of social events. An additional 0.115-acre parcel on Sherwood Trail (Tax ID: 224010114205) conveys with the sale and offers convenient supplemental parking, providing easy access for the many guests who will be sure to come visit. A rare opportunity to embrace panoramic river views, exceptional community amenities and the quintessential Annapolitan waterfront lifestyle. Epping Forest is a Special Tax District ($3,059.47 annually) with binding Rules and Regulations. Welcome Home!

1486 Downham Market is the ultimate Annapolis deep-water estate-designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek-one of the safest hurricane holes on the Severn River-this home pairs architectural brilliance with one of the region's most coveted waterfront settings. A commanding 180' pier with three boat slips, 50-amp power, and 11' MLW welcomes yachts and sport boats alike-Hinckley, Viking, Boston Whaler, Pursuit, or Chris-Craft-this property can handle them all. Reinforced pilings are ready for lifts, making this a boater's dream with full riparian rights. From here, you'll be on the Severn and Chesapeake Bay in minutes. Inside, walls of glass frame sweeping water views from nearly every room. Across three levels, the transitional design blends clean lines with warmth: hardwood floors, designer lighting, and soaring ceilings. The chef's kitchen is fully outfitted with commercial-grade appliances, granite counters, and gas cooking, flowing into multiple living and dining areas anchored by a dramatic two-sided stone fireplace. The primary suite is a true retreat-private sitting room and fireplace, a spa bath with skylight, soaking tub, glass shower, and custom walk-in closet. Additional ensuite and Jack-and-Jill bedrooms provide comfort and privacy for family or guests. The walkout lower level is built for entertaining with a rec room, wet bar, wine storage, gym, fifth bedroom, full bath, and a glass-wrapped sunroom ready for a hot tub retreat. Outdoor living is extraordinary: multi-level decks, panoramic views, and serene waters that stretch toward the Severn and Bay. A brand-new septic system and advanced water treatment with reverse osmosis and UV protection offer peace of mind. Set in the prestigious Downs on the Severn, residents enjoy two marinas, clubhouse, pool, tennis and pickleball, and a close-in location to Annapolis, D.C., and Baltimore. Waterfront estates of this caliber almost never hit the market. 1486 Downham Market is ready now-bring your yacht, bring your lifestyle, and claim your place on the Severn.

Nestled along Chase Creek in the sought-after Pines on the Severn community, this utterly charming waterfront cottage is the definition of storybook living. Overflowing with character, warmth, and thoughtful updates, 1448 Westway offers the rare combination of cozy cottage appeal and exceptional outdoor-lifestyle amenities, just minutes from Downtown Annapolis and Route 50. Inside, knotty pine walls create a timeless cottage feel, while the exquisitely lit enclosed porch provides the perfect setting for morning coffee, reading, or entertaining year-round. The updated kitchen features granite countertops, upgraded wood cabinetry, recently installed refrigerator, and quality finishes. Additional recent improvements include double-paned, energy-efficient windows, top rated Mitsubishi AC units, and all recently updated lower level doors. Upstairs you will find updated ceilings, carpeting and the addition of a spacious walk-in closet. Bathrooms include updated toilets, charming checkerboard tile flooring, and a recently installed upstairs shower. Step outside to enjoy an exceptional waterfront setting with approximately 75 feet non-riparian waterfront along Chase Creek, one of the highest quality bodies of water in all of the Severn River. The beautifully crafted ipe wooden rear stairway and deck overlook the water and lead down to a stunning stone patio ideal for outdoor entertaining. The outdoor breezeway connects to a large freshly painted basement offering abundant storage, gardening space, and a dedicated kayak/canoe rack. After boating, paddleboarding, or beach days, unwind in the convenient outdoor shower. Property offers BRAND NEW roof and kitchen skylight, refinished kitchen flooring, newly built/stained front deck, repainted enclosed porch flooring, and freshly painted upper level spaces as well as the spacious basement. The basement presents an excellent opportunity for future finishing. Its side and rear entrances, along with an elongated window, add convenience and versatility to the space. Pines on the Severn offers an unmatched lifestyle with community amenities including a sandy beach, boat slips, floating dock, boat ramp, canoe/kayak storage, playground, ball fields, tennis and basketball courts, community pool, and easy access to the B&A Trail. A truly special property blending waterfront charm, community lifestyle, and modern updates in one unforgettable cottage retreat. Deeded 9'x18' parking space on neighboring pad plus readily available on‑street parking around the corner on Severn Way and at the level community beach parking area a short flat walk from the cottage. Special Notes: This property is part of a Special Community Benefits District (SCBD) that transfers $589 annually from paid local taxes to the Pines Community Improvement Association (PCIA) instead of HOA fees.

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 115-acre waterfront estate with two deeded lots 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. An adjacent 37+-acre waterfront parcel (included in the total acreage) has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. With nearly 4,000 feet of riprapped shoreline, “Bolton Farm” represents a rare offering on Maryland’s Eastern Shore.