TTR Sotheby's International Realty
209 Main Street, 21401 Annapolis (United States)
Listings of the agency
Listings for sale: 1 to 20 / 86
- 34
Apartment with pool Cockeysville (United States)
Within the Gem of Hunt Valley; High View, find your next one-bedroom residence ready for your personal touches! This first floor light filled Stanza floorplan has 850+ square feet of open layout. A generously sized kitchen with eat-in bar features newer appliances and replaced lighting. Luxury Vinyl Tile extends from the foyer through the living and dining spaces. Light filters in over the separate dining area through to the large living room which has a gas fireplace and access to the outdoor patio. The primary suite also has access to the patio along with a truly spacious walk-in closet. The bathroom with double vanities also has a separate soaking tub and shower along with ample storage. Explore what makes High View at Hunt Valley one of Baltimore County’s premier condo destinations. Perfectly situated just steps from Hunt Valley Town Center, restaurants, nightlife, and more, live a resort lifestyle in the fitness center, outdoor pool, multiple private courtyards, movie theatre, and lively social scene!
…$215,0001bedroom1bathroomBy Ttr Sotheby's International Realty
- 30
House Annapolis (United States)
Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Encompassed by water on two sides and boasting an exceptional 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom-designed luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this remarkable property offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor-to-ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and poo beyond. The open-concept design seamlessly connects the living room with fireplace and wet bar, elegant dining area, and gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main-level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open-tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The luxurious primary suite is a true waterfront sanctuary, offering breathtaking views,, a private balcony overlooking the heated saltwater pool, a spa-inspired bath, and generous walk-in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience an extraordinary waterfront setting unlike few others. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of exceptional new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most exceptional waterfront estates. Welcome Home!
…$3,850,0005bedrooms5bathroomsland 3,035m²By Ttr Sotheby's International Realty
- 50Video
House Chester (United States)
Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit lounge, expansive patios and balconies, and a screened waterside porch bring indoor and outdoor living together for every occasion. At the shoreline, life on the Bay begins, with an expansive private beach perfect for wading, sandcastles, and quiet evenings by the water. The newly expanded L shaped pier stretches 260 feet and is engineered for serious boating, with dockage for a large yacht, 24,000 lb. and 10,000 lb. lifts, electric, R/O water, dual pedestals, and decorative lighting. Protected waters offer calm conditions for docking, fishing, crabbing, and watersports, with direct Bay access and easy cruising to Annapolis, St. Michaels, and beyond. A circular driveway centered by a gorgeous fountain leads to the entry, where a stunning two story foyer and grand staircase greet you, framed by spectacular water views. The great room features a soaring wall of glass and a fireplace, opening to a chef's kitchen appointed with Wolf and Sub Zero appliances, custom cabinetry, a conversation bar, pantry, and breakfast nook. The dining room seats twelve or more, ready for every holiday feast. The primary suite is a private waterfront retreat, with a sitting area beneath a domed ceiling, a fireplace, custom built ins, and a spa bath with heated floors, a jetted soaking tub, and a multi head shower. The waterfront game room offers a fireplace, wet bar, and large TV, while the private theater seats eight in front of a 100 inch screen, making this home the destination for family and friends year round. Upstairs, five architecturally unique bedrooms, three ensuite, include private waterfront balconies and a large activity room opening to a deck overlooking the pool, dock, creek, and bay. A fully equipped in law suite offers its own kitchen, living area, bedroom, fireplace, and attached two car garage, while a separate heated and cooled four car garage with porcelain tile and custom cabinetry serves as studio, workshop, or gym. Six fireplaces, Anderson and Palladian windows, tankless water heaters, a whole house water softener and reverse osmosis system, a 60KW whole house generator, and fiberoptic 2.5GB internet with seventeen access points bring comfort and connectivity throughout. Fully app based control manages lighting, HVAC, security, pool, spa, generator, music, locks, and network, inside and out. Tucked along a quiet private road with easy access to the Bay Bridge, Annapolis, and Washington D.C., this is waterfront vacation living designed to be experienced every day. Serenity Lane describes how you feel, not just where you are. Welcome home.
…$5,400,0007bedrooms9bathroomsland 1haBy Ttr Sotheby's International Realty
- 1
House Annapolis (United States)
COMING SOON! Pristine, freshly painted townhome in the Summer Village section of Riva Trace offers over 2,600 square feet of living space on three finished levels. Ideally positioned on the northeast side of Gingerview Lane, the back of the home opens out to private wooded views. The living room, screened porch, and primary suite overlook a thick canopy of mature trees leading to the banks of Gingerville Creek. The open floor plan features three bedrooms, three full baths, one half bath, spacious living and dining areas, and two fireplaces. The kitchen offers granite countertops, all-new stainless steel appliances (2026), attractive new tile flooring (2026), and plenty of cabinet storage. Hardwood floors extend throughout the main and upper levels, while the finished walk-out lower level has new carpeting (2026). The vaulted primary suite features a wood-burning fireplace, a separate sitting area, private deck, generous closet space, and an en-suite bath. The versatile walk-out lower level is ideal as a family room, guest suite, fourth bedroom, home office, or fitness room, complete with a wet bar with new refrigerator (2026), a full bath, laundry room, multiple closets, and plenty of storage. Additional improvements include a new HVAC air conditioning system (2025). In 2017, the owner completed extensive exterior and energy-efficiency upgrades including a 40-year roof, new skylights, replacement front windows, composite siding and trim, upgraded insulation, and the addition of a thermal break resulting in approximately R-20 wall and R-50 attic insulation. These thoughtful improvements created a remarkably energy-efficient, tightly constructed home. Parking is plentiful with an attached one-car garage (epoxy floor 2026), driveway, and ample guest parking throughout the community. Residents of Riva Trace enjoy amenities including a community dock on Gingerville Creek, kayak racks, tennis courts, walking trails, a playground, and beautifully maintained common grounds. This is an opportunity to own one of the townhomes backing to the woods and creek in this attractive community, just minutes from Historic Annapolis and convenient to Washington, D.C., and Baltimore. Interior photos and floor plans coming; expected on market by August 7 with Open Houses scheduled for August 8 and 9.
…$665,0003bedrooms4bathroomsland 243m²By Ttr Sotheby's International Realty
- 41Video
House with pool Annapolis (United States)
A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the largest homesites in the neighborhood. Offering timeless appeal and exceptional potential, this home is ready to be enjoyed immediately or transformed into the custom residence you've always envisioned with thoughtful updates and modern finishes. The traditional floor plan features 4 bedrooms, 3.5 baths, a 2-car garage, welcoming front porch, and generous living spaces. A large unfinished walk-out basement provides endless possibilities for future expansion, recreation, or storage. The layout with formal Living and Dining which flows into the open Kitchen , Family room and breakfast nook creates a fantastic atmosphere for entertaining or easy every day living. The soaring ceiling with walls of windows and fireplace in the 2 story family room is awe-inspiring and a focal point of the home. Step outside to what may be the best the most private and expansive backyard in the community. A peaceful outdoor setting with ample room for entertaining, gardening, play, or simply relaxing in a relaxing environment. Life here extends far beyond the property itself. Residents enjoy an outstanding array of community amenities including water access with community piers for launching canoes and kayaks, a large swimming pool and hot tub with clubhouse, scenic walking trails, and multiple playgrounds, creating an exceptional setting for recreation and connection. Whether you're looking for a home you can move right into or a property with the space and location to create something truly special, this is a rare opportunity to own in this desirable neighborhood. Just a few minutes drive to downtown Annapolis, close to restaurants, groceries and shops and an easy commute to Baltimore and Washington DC. Welcome Home!
…$695,0004bedrooms4bathroomsland 1,416m²By Ttr Sotheby's International Realty
- 37Video
House Annapolis (United States)
Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!
…$1,950,0005bedrooms3bathroomsland 243m²By Ttr Sotheby's International Realty
- 50
House Burtonsville (United States)
Welcome to 3656 Childress Terrace!!! Looking for where stylish updates, spacious living, and an exceptional community where it all comes together in one beautiful home?? You have found it right here!! This move-in ready townhome offers a bright, open floor plan featuring laminated wood flooring throughout the main level, fresh neutral finishes, and abundant natural light. The updated kitchen boasts crisp white cabinetry, stainless steel appliances, generous counter space, and a seamless flow right into the dining area with direct access to the expansive rear deck—perfect for outdoor entertaining, grilling, or simply relaxing while enjoying a fenced rear yard backing to trees. Perfect for your own private garden, playing ball or giving your favorite pet lots of room be free. Upstairs, you'll find spacious bedrooms, including a comfortable primary bedroom with ample closet space. An updated - amazing! - full bath features a dual-sink vanity, custom tile work, soaking tub, and separate shower. The finished lower level provides valuable additional living space with a cozy fireplace, ideal for a family room, recreation area, home office, or workout space. A dedicated laundry area offers added convenience and lots of extra storage. Residents of Silver Spring Country Club Community also enjoy outstanding amenities including a swimming pool, playground, scenic walking trails, and beautiful green spaces. Conveniently located near shopping (the newly updated Burtonsville Crossing Shopping Center is amazing!!) restaurants, commuter routes, and everyday conveniences, this home offers the perfect combination of comfort, style, and location. The Burtonsville Park & Ride Lot is super close and so easy to get to DC too! Simply unpack and start enjoying everything this wonderful home and community have to offer!
…$415,0003bedrooms3bathroomsland 162m²By Ttr Sotheby's International Realty
- 10
House Shady Side (United States)
Rich in history, timeless in character, and unmatched in location, this extraordinary waterfront estate traces its origins to the early 1900s as the historic Girton House Hotel. Perfectly positioned on nearly five private acres at the tip of Curtis Point, where the West River meets the Chesapeake Bay, the property later became the beloved Danes on the Bay restaurant, a cherished local landmark. Today, this remarkable estate offers an exceptional blend of historic significance, architectural character, and one of the Chesapeake Bay’s most spectacular waterfront settings. Encompassing more than 9,000 square feet of living space, this waterfront estate is gracefully sited on a premier point of land, with over 250 feet of protected shoreline and a private deep-water pier with approximately six plus feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.
…$1,600,0008bedrooms7bathroomsland 2,792m²By Ttr Sotheby's International Realty
- 50Video
Property Davidsonville (United States)
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 bonus room with access to outdoor patio. 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!
…$1,599,0006bedrooms5bathroomsland 9,470m²By Ttr Sotheby's International Realty
- 21
House Glen Burnie (United States)
Welcome to 402 Joyce Road, a beautifully maintained brick rancher offering the ease of one-level living with the added flexibility of a full lower level. Thoughtfully cared for and filled with natural light, this home features three spacious bedrooms, a full bathroom on the main level, an additional full bathroom in the lower level, hardwood flooring, and a warm, inviting living room centered around a wood-burning fireplace. The kitchen flows easily into the main living spaces, while the expansive lower level offers a recreation area, the second full bathroom, abundant storage, workshop space, and flexibility for a variety of uses. Outside, enjoy a private backyard complete with a fire pit, perfect for relaxing evenings or entertaining family and friends. A newer roof provides added peace of mind, and the convenient location places you just minutes from shopping, restaurants, BWI Airport, Fort Meade, major commuter routes, and everything the Baltimore, Annapolis, and Columbia corridors have to offer.
…$439,9003bedrooms2bathroomsland 567m²By Ttr Sotheby's International Realty
- 31
Property Crownsville (United States)
This home offers a flexible layout paired with contemporary finishes. The entry level features a half bath and laundry area. Upstairs, the kitchen with stainless steel appliances opens to the dining and living areas, creating an easy flow for everyday living and entertaining. The upper level includes four rooms currently used as bedrooms, two full baths, including a primary suite with a generous closet and private ensuite bath, plus a convenient desk nook. Additional features include updated siding, roof, a detached garage, a newly added partial privacy fence, and a county-assisted holding tank pumping program that helps reduce ongoing pumping costs. Added Value: This property is currently enrolled in the county assisted holding tank pumping program. Under the current program, the owner's annual pumping costs average approximately $150 - $200 per year (with the program), compared to costs that can be substantially higher for many privately maintained systems. Details on the program can be verified with the county. Conveniently located near Bacon Ridge Natural Area and downtown Annapolis, with easy access to shopping, dining, and major commuter routes
…$589,9004bedrooms3bathroomsland 1,538m²By Ttr Sotheby's International Realty
- 50
House with pool Arnold (United States)
****PLEASE READ FOR SUNDAY'S OPEN HOUSE ON 8/2- PARK EITHER ON THE STREET PAST 182 SEVERN WAY OR AT THE COMMUNITY BEACH AT THE END OF SEVERN WAY AND WALK ALONG THE COAST* 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.
…$750,0002bedrooms2bathroomsland 607m²By Ttr Sotheby's International Realty
- Contract pending41Video
Farmhouse Annapolis (United States)
Welcome to 617 Wayward Drive in the highly sought-after Rolling Knolls community of Annapolis. Situated on a spacious corner lot, this well-maintained home offers exceptional outdoor space with a large driveway, fully fenced backyard, and two storage sheds providing ample room for hobbies, tools, and equipment. Inside, you’ll find 3 generously sized bedrooms and 2 full bathrooms, including a beautifully renovated primary bath and updates to the hall bath. The bedrooms feature large closets, providing comfortable everyday living and abundant storage. The heart of the home is the brand-new kitchen, thoughtfully designed with extensive cabinetry, abundant countertop space, and a bright eat-in area perfect for casual dining and entertaining. The lower level offers incredible flexibility and untapped potential. A built-in bar with sink creates the perfect gathering space, while two separate finished rooms can easily accommodate a home gym, office, media room, playroom, guest space, or hobby area. One room features walk-out access to the driveway, bringing in natural light and enhancing functionality. A large utility room and oversized laundry area provide even more storage and workspace. With its generous lot, extensive updates, versatile floor plan, and desirable Annapolis location, this home offers the perfect combination of comfort, convenience, and opportunity. Enjoy the convenience of nearby Rolling Knolls Elementary School, as well as easy access to shopping, dining, parks, and major commuter routes. Welcome Home!
…$599,0003bedrooms2bathroomsland 1,619m²By Ttr Sotheby's International Realty
- 46
Property Baltimore (United States)
Prepare to be absolutely delighted the minute you step into this charming home!!! This beautifully maintained 2,374-square-foot single-family home features a welcoming main level with gleaming wood floors throughout and a living room anchored by a warm fireplace. The formal dining room offers an elegant chandelier and opens to the kitchen. Seamlessly connected to the kitchen is a family room with access to the private deck—perfect for morning coffee or evening gatherings. Charm abounds!!! Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, offering plenty of room for family or guests. An amazing floored 3rd level is a standout finished retreat with rich wood floors, providing flexible space for a home office, playroom, or additional living area or bedroom. Reminiscent of bygone days with finished attics!! Set on a generous 8,478-square-foot lot, this 1932-built home combines timeless architecture with thoughtful updates. There is a two-car detached garage and lush yard for outdoor enjoyment, plus convenient access to parks, grocery stores, and other amenities.
…$400,0004bedrooms2bathroomsland 769m²By Ttr Sotheby's International Realty
- 35Video
House with pool Annapolis (United States)
Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!
…$2,250,0004bedrooms3bathroomsland 5,544m²By Ttr Sotheby's International Realty
- 49Video
House with pool Annapolis (United States)
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!
…$2,395,0003bedrooms5bathroomsland 647m²By Ttr Sotheby's International Realty
- 46Video
Property Annapolis (United States)
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!
…$2,685,0005bedrooms5bathroomsland 1,174m²By Ttr Sotheby's International Realty
- 50
Property with pool Annapolis (United States)
Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au pair suite that includes a kitchen, both a full AND a half bath, a 2nd laundry, and not one but two bedrooms! A huge bonus and sheer perfection for guests, multigenerational living, a theater room, or an extended entertaining space. The stunning main-level kitchen is designed to impress, featuring sparkling granite countertops, a massive center island, custom cabinetry, and convenient access via a fun and functional secondary staircase. The kitchen opens seamlessly to the dramatic two-story Great Room, highlighted by a cozy gas fireplace, soaring windows, and elegant custom wood blinds that run throughout the main level. Beautifully maintained hardwood floors run throughout the home, adding warmth and timeless appeal. Outside, the pristine driveway with ample parking and an oversized two-car garage with built-in cabinets and fantastic storage space for gardening, landscaping, and recreational needs. Situated on nearly a quarter-acre lot, the property is the best location in the neighborhood, just two short blocks from the community pool, clubhouse, playgrounds, water access for kayaking and fishing, and scenic walking and biking trails. This exceptional property offers the perfect blend of comfort, elegance, and convenience. Located only 10 minutes from Downtown Annapolis, this home provides the tranquility of private community living without sacrificing easy access to shopping, dining, and waterfront attractions. This elegant home truly checks every box — offering exceptional space, thoughtful upgrades, outstanding community amenities, and an unbeatable Annapolis location.
…$950,0006bedrooms6bathroomsland 931m²By Ttr Sotheby's International Realty
- 28Video
House with pool Annapolis (United States)
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 interior access and additional parking out front, a rare and coveted amenity in the neighborhood. 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!
…$619,0002bedrooms3bathroomsland 243m²By Ttr Sotheby's International Realty
- Contract pending50
House with terrace Annapolis (United States)
Sophisticated Annapolis Townhouse with 4 elegantly finished levels,topped off with a fun skyline rooftop deck!! 9-foot ceilings, terrace-like walls of windows, a neutral palette, and upgraded flooring to enhance any décor AND at least one bath on every level! Enter into a wonderful, versatile space from the garage or front door, which makes an excellent office or study. Kitchen features sleek quartz & stainless steel with an eat-at counter. Lots of pretty cabinets for great storage. The perfectly designed dining area is illuminated by the banks of bay windows for a warm and welcoming place to dine with friends and family. Upstairs, you’ll find a generous primary bedroom suite with 2 walk-in closets and a luxe spa bath! The laundry, featuring a full-size washer and dryer, is ideally located outside the primary suite. The 2nd bedroom on this level has an ensuite bath. On the upper level, you will find the 3rd bedroom and 3rd full bath, plus a bonus room with double doors to the fabulous rooftop deck! The deck faces west for stunning sunsets, alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock, the USNA, great shopping, dozens of restaurants & eateries, movies, Trader Joe's, Fresh Fields, great fitness centers, marinas/, BWI and commuter Routes 50/97/32 .
…$568,0003bedrooms5bathroomsland 81m²By Ttr Sotheby's International Realty
Contact the agency
By confirming this form, I agree to the General Usage Terms & Conditions of Figaro Properties.
The data entered into this form is required to allow our partner Sotheby’s International Realty to respond to your contact request by phone, email or SMS concerning this real estate advertisement and, if necessary, to allow Figaro Classifieds and the companies belonging to its parent Group to provide you with the services to which you have subscribed, e.g. creating and managing your account, sending you similar real estate advertisements by email, proposing services and advice related to your real estate project.