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luxury property for sale Chestertown, United States

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Buy this luxury property in Chestertown (United States) - Red brick house blue facade
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Property Chestertown (United States)

202 Valley Road, Chestertown, MD 21620

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$325,000
3bedrooms
1bathroom
land 1,942

By Ttr Sotheby's International Realty

551 listings near Chestertown

Nearby
50

Property Essex (United States)

This brand-new Arlington Farmhouse by Greenspring Homes is officially finished and ready for an immediate move-in at Water's Edge on Sue Creek. This home is crisp, modern, and waiting for its first owner. The layout features a high-end gourmet kitchen that flows into a firelit family room, plus a primary suite designed as a genuine retreat with a spa-style walk-in shower. Walk through the private community gate directly into the marina with waterfront dining and boat slips. ***$25,000 Closing Cost Incentive with use of Greenspring Homes Preferred Lender & Title Company. (See Sales Consultant for Details)*** Model Coordinates: 39.29444° N, 76.40945° W

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$746,520
4bedrooms
3bathrooms
land 623

By Monument Sotheby's International Realty

Nearby
4

Property Essex (United States)

This brand-new Arlington Craftsman by Greenspring Homes is officially finished and ready for an immediate move-in at Water's Edge on Sue Creek. The layout features a high-end gourmet kitchen that flows into a firelit family room, plus a primary suite designed as a genuine retreat with a spa-style walk-in shower. Skip the construction timeline and move straight into a home that backs to serene woods. Walk through the private community gate directly into the marina with waterfront dining and boat slips.

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$738,795
4bedrooms
3bathrooms
land 939

By Monument Sotheby's International Realty

Nearby
35
Video

Property with pool Chester (United States)

Situated on one of the largest lots in sought-after Gibson’s Grant, this 4-bedroom, 3.5-bath home offers space, flexibility, and room to grow. High ceilings and an open layout create an airy feel, with an oversized kitchen flowing seamlessly into the family room and a separate main-level office for work or quiet retreat. The main level also features a formal dining room and living room. Upstairs, the spacious primary suite features a sitting area, two walk-in closets, and en-suite bath, alongside three additional bedrooms and two full bathrooms. The unfinished walkout basement includes a rough-in for a future bath. Outside, enjoy a fenced backyard complete with a patio and built-in fire pit—perfect for gathering year-round. Community amenities include swimming pool, clubhouse, fitness center, walking trails, community pier, picnic area, and kayak launch. Centrally located on Kent Island. Only 5 minutes to the Bay Bridge.

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$865,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
44
Video

Property Wiggins Corner (United States)

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

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$2,375,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
44
Video

Property Wiggins Corner (United States)

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

… 
$2,375,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
44
Video

Property Wiggins Corner (United States)

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

… 
$2,375,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
44
Video

Property Wiggins Corner (United States)

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

… 
$2,375,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
44
Video

Property Wiggins Corner (United States)

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

… 
$2,375,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
Contract pending
48

Property Annapolis (United States)

Welcome to this exceptional residence offering timeless elegance and modern comfort in every detail. Step inside to an open and airy floor plan filled with natural light, complemented by rich hickory hardwood flooring throughout the main level. Designed for both everyday living and effortless entertaining, the heart of the home is a gourmet chef's kitchen featuring a spacious island, stunning marble countertops, and high-end finishes. The main level also showcases an elegant formal dining room adorned with classic wainscoting, crown molding, and chair rail detailing—perfect for hosting memorable gatherings. Just beyond, a beautiful sunroom with slate flooring provides a tranquil retreat, overlooking the meticulously landscaped backyard. Outdoor living is equally impressive with an expansive mahogany deck off the sunroom, complete with a built-in fire pit—ideal for relaxing evenings or entertaining guests. Upstairs, you'll find four generously sized bedrooms, including a luxurious primary suite featuring a gorgeously updated, spa-inspired bath designed for comfort and relaxation. The finished lower level expands the home's versatility, offering a spacious great room ideal for recreation, media, or entertaining, along with a dedicated workshop—perfect for hobbies, projects, or additional storage. This home seamlessly blends sophistication, warmth, and functionality, offering an exceptional lifestyle in a highly desirable setting. Complete with Nest smart home technology and a portable generator hookup, this home is as smart and sturdy as it is beautiful.

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$1,400,000
4bedrooms
3bathrooms
land 8,094

By Monument Sotheby's International Realty

Nearby
46
Video

Property with garden Arnold (United States)

Perched along the waterfront of Cool Spring Cove, this thoughtfully enhanced residence delivers a seamless blend of comfort, recreation, and effortless coastal living, where extensive upgrades elevate both daily enjoyment and entertaining. The outdoor environment has been carefully curated to maximize time on and around the water, with redesigned hardscaping, custom lighting, lush landscaping, and irrigation creating a polished yet low-maintenance setting. Expansive multi-level decking invites gatherings of every scale, featuring a fully rebuilt lower deck with a private hot tub retreat and sleek, unobstructed railings that preserve water views, while the upper deck’s remote-controlled awning allows for shaded relaxation during warm summer afternoons. The private pier system transforms the property into a true boating and waterfront lifestyle hub, featuring a 12,000-lb boat lift capable of accommodating a substantial vessel, dual jet ski lifts for spontaneous adventures, upgraded electrical service, and convenient water access via an integrated ladder. Thoughtful additions such as docking bumpers, cleats for visiting boaters, and live well and crabbing accommodations create the ideal setting for sunset cruises, weekend water sports, and enjoying the Chesapeake’s renowned crabbing traditions. Inside, extensive interior enhancements enrich everyday living while providing exceptional spaces for hosting. The main level layout flows seamlessly from the dining area, living room with fireplace and the spectacular white kitchen with large island and fabulous views. The finished lower level is designed as an entertainment destination, showcasing a custom bar with refrigeration, keg chiller, dishwasher, and ice maker, along with a theater room, gathering lounge, and spa-inspired full bath that offers guests and residents alike a resort-style experience. The primary suite boasts exceptional water views and provides a luxurious escape with cherry hardwood flooring, custom closet, conveniently located laundry room and a stunning spa-like bath with free-standing soaking tub overlooking the water. 2 additional bedrooms on this level and an expansive additional upper level with full bath, views and plenty of space; provides ample options for accommodating family and friends. Together, these extensive improvements create a turnkey waterfront sanctuary designed to support an active boating lifestyle, memorable entertaining, and relaxed everyday living. Welcome Home!

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$1,799,000
4bedrooms
5bathrooms

By Ttr Sotheby's International Realty

Nearby
Contract pending
50

Property Severna Park (United States)

OPEN SATURDAY AND SUNDAY 1-3! Rare opportunity to have a 2019 custom-built home in the heart of Severna Park! Home has amazing features with an exceptional floor plan! Main level features a chef's kitchen with a large eat-at-island with maximum counter space and lots of 42 in cabinets for excellent storage. Kitchen accommodates a real family-sized table - big enough for all your family and friends that flows into the family room with its convenient, cozy gas fireplace to enjoy in the cool days and double glass doors to the sunny deck (with retractable awning!) in warm weather. A separate pantry and beverage station easily handle any overflow appliances and all your groceries. The ideally sized, lovely dining/living area is seamlessly connected to the kitchen/pantry through a charming hallway. On the main level also find a bonus room, located just outside of the heart of the home, for a quiet study/play or homework room or office. The two-car garage is insulated, so even on the most extreme weather days, you enter a comfortable car. A dog wash in the garage has both hot and cold water so Fido won't get a chill either! From the garage, enter the mud room with all the storage and room you ever dreamed of! The 2nd level features a circular open hallway, adding to the comfortable and elegant feel of the home. The primary suite has everything, including its own private deck! The primary luxury bath has a soaking tub, separate shower, double sinks and water closet with a handy linen closet. Also, on the 2nd Level are three bedrooms - all with attached baths - and yet another flex room (with closet) to use as an office or 2nd level playroom. Bedroom level laundry room has plenty of hanging and folding room! Full finished basement includes a full bath, a bedroom w/egress, a true theater room and an exercise room. No detail was overlooked in this outstanding home! A stone's throw from the fabulous community Beach on the Magothy River with docks and water access and to Arundel Plaza with shops and restaurants. Minutes to all shopping, dozens of restaurants, schools. Excellent communter location with easy access to Baltimore, Annapolis, Ft. Meade, BWI International Airport, and the most coveted Severna Park Schools.

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$1,195,000
5bedrooms
6bathrooms

By Ttr Sotheby's International Realty

Nearby
35

Property with garden Berwick Avenue (United States)

Step inside this stunning, fully renovated single-family home in the heart of Parkville! Boasting 4 bedrooms and 2 full baths, this home features an open floor plan with brand-new luxury vinyl flooring throughout the main living areas and plush new carpet in the bedrooms. Every detail has been thoughtfully updated, from modern fixtures to appliances. The spacious kitchen offers abundant storage and a large kitchen island, perfect for cooking and entertaining. Enjoy seamless indoor-outdoor living with a beautiful back deck overlooking a flat, fully fenced backyard—ideal for gatherings, play, or relaxing in privacy. The fully finished basement adds a fourth bedroom and a full bath, providing a perfect space for guests, in-laws, or home office use. Additional highlights include a brand-new HVAC system, central AC, and a driveway for convenient off-street parking. This home perfectly combines modern comfort, style, and functionality—move in and enjoy everything new!

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$339,900
4bedrooms
2bathrooms
land 461

By Monument Sotheby's International Realty

Nearby
Contract pending
50

Property Annapolis (United States)

The Henry Brown House, Circa 1860, is a distinguished residence once associated with Charles Hammond and Richard Harwood, with earlier ties to William Paca. Ideally positioned on prestigious King George Street in the heart of Historic Downtown Annapolis, this exceptional home offers a rare blend of heritage and modern luxury. Amazing view overlooking Ogle Hall. The home has been thoughtfully updated with a new roof, gutters, siding, and beautifully redesigned kitchen and bathrooms. Every detail has been carefully considered, from freshly painted interiors and updated doors and hardware to the stunning heart of pine floors that anchor the home in warmth and character. The residence offers four spacious bedrooms and three full bathrooms two with heated floors, complemented by a second-floor den and convenient second-floor laundry. Two fireplaces add inviting ambiance, while the third floor features a charming coffee bar with beverage cooler. The lower level includes an additional refrigerator/freezer for added functionality and a workbench for home projects. Comfort is ensured year-round with three sources of heat, a gas boiler for radiant heat and two additional HVAC systems. A termite and full home inspection was completed in May of 2026, offering peace of mind. The professional landscaped grounds are enhanced with irrigation and elegant lighting, creating a picturesque outdoor setting. Located just steps from boutiques, fine dining, City Dock, and marinas-with direct access to the U.S. Naval Academy. This home places you at the center of Annapolis living. Convenient to Rt 50 and Rt 97 provide easy access to Washington, DC and Baltimore. A truly rare offering where historic significance meets refined modern living.

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$1,950,000
4bedrooms
3bathrooms

By Ttr Sotheby's International Realty

Nearby
13
Video

Property with garden Annapolis (United States)

This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort.  Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!

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$3,295,000
5bedrooms
6bathrooms

By Ttr Sotheby's International Realty

Nearby
45
Video

Property Annapolis (United States)

Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like a getaway and every detail is designed for ease. This completely renovated property offers the perfect balance of charm, comfort, and low-maintenance living, making it an ideal full-time residence or lock-and-go retreat. New owner’s thoughtfully completed the whole house renovation in the last year, with additional second floor Restoration Hardware full bath, creating beautiful 2nd upper level bedroom suite, updated kitchen and appliances, new first floor flooring, custom designed kitchen pantry and primary bedroom closet by Chesapeake Closets, raised lower level ceiling to 10’, fresh paint inside and out, all decks and staircase to water polyurethaned, significant landscaping and hardscaping of entire property with expanded driveway to 3-4 cars, new Ring security system and Leaf Gutter system, and more! Previous owner recent improvements in last 1 to 2 years include, new second floor dormer, covered balcony, windows and flooring, new primary bedroom full bath and lower level full bath with Restoration Hardware, new 1st floor gas fireplace and mantel, new roof, new pressure treated stairs to water, new deep water 50’ floating dock with water and power. The home is move-in ready and designed to maximize both lifestyle and convenience. Inside, tall ceilings and walls of windows invite natural light to pour in while framing the surrounding landscape and wide, open water views. The open floor plan creates an easy flow between the gourmet kitchen, dining area, and living room with fireplace, all seamlessly extending to the waterside covered porch, an inviting space for al fresco dining, morning breezes, or unwinding after a day on the water. Upstairs, two ensuite bedrooms provide private retreats, including a serene primary suite with its own balcony overlooking the water, perfect for capturing sunsets and summer breezes. The lower level offers additional flexibility with a family room, guest bedroom, and full bath, ensuring plenty of space for visiting family and friends. Outdoors, the boating lifestyle takes center stage. The recently built deep-water floating dock with a 50-foot slip, complemented by a dedicated mooring ball, creates an exceptional setup for effortless days on the water with quick access to the Severn River, Annapolis Harbor, and the Chesapeake Bay beyond. Epping Forest enhances the experience with a vibrant, amenity-rich setting, offering a clubhouse with waterfront dining, deep-water marina, sandy beach, boat ramp, tennis courts, and scenic walking trails, along with a full calendar of social events and clubs. All just minutes from downtown Annapolis and convenient commuter routes, this is a rare opportunity to enjoy a truly turnkey waterfront lifestyle in one of the area’s most cherished communities. Epping Forest is a Special Tax District ($2,934.96/yr.) with binding Rules & Regulations. Welcome Home!

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$2,349,000
3bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
Contract pending
44
Video

Property Annapolis (United States)

Tucked within the sought-after gated waterfront community of Epping Forest, this charming Craftsman-style home pairs a serene, elevated setting with exceptional water access at the mouth of Clements Creek and the Severn River. The private sandy beach and deep-water pier with 12,000-lb boat lift create an ideal launching point for boating, paddleboarding, and exploring Annapolis waterways while embracing the quintessential Annapolitan lifestyle. Situated on a peaceful 0.39-acre homesite surrounded by trees, woods, and water views, the beautifully renovated residence offers over 3,000 square feet across three finished levels with 4 bedrooms and 4 full baths. A welcoming stone stairway and thoughtfully designed landscaping lead to an interior filled with natural light, open living spaces, and timeless craftsmanship. The kitchen, dining area, and living room with fireplace flow seamlessly to a screened porch and deck—perfect for alfresco dining and relaxing among the treetops. The main level features a spacious bedroom with sitting area and hall bath, ideal for convenient single-level living. Upstairs, a dramatic landing with soaring ceilings and private balcony connects two ensuite bedrooms, including the primary suite showcasing treetop views and glimpses of the water, complemented by dual vanities and a custom tiled walk-in shower. The walk-out lower level expands the home’s versatility with a family room with fireplace, additional bedroom, full bath, home office or flex space, generous storage, and private patio—providing comfortable accommodations for guests and everyday living alike. Exclusive Epping Forest Gated Community offers fabulous amenities including the clubhouse with waterside bar and grill, deep-water marina, sandy beach, boat ramp, tennis courts, hiking paths plus year-round activities including: July 4th fireworks, Labor and Memorial Day festivities, oyster roast and summer camps. There's so much fun to be had in Epping Forest, great social clubs include the boat club, volleyball leagues, swim team and garden club. Come and enjoy all that Epping has to offer! Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best! Epping Forest is a Special Tax District, ($1964.86/yr.) with binding Rules & Regulations. Welcome Home!

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$1,100,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
Contract pending
50
Video

Property with garden Annapolis (United States)

Newly repositioned price to reflect exceptional value, this Murray Hill residence is a rare offering in one of Annapolis’s most coveted neighborhoods. Thoughtfully reimagined through a comprehensive custom renovation, the home masterfully balances timeless architectural character with a refined, modern aesthetic. Set on a rare double lot along one of the area’s most desirable streets, the property offers both presence and privacy. Behind the home, an unexpectedly expansive, tree-framed yard creates a secluded outdoor retreat—an uncommon luxury in this historic enclave. A private driveway, car port, and separate storage room further enhance convenience and livability. Inside, the home unfolds with a sense of understated grandeur. Formal living spaces are complemented by warm, inviting details, including two fireplaces, soaring ceilings, intricate crown and dental moldings, and bespoke cabinetry throughout. Designed for both daily living and elevated entertaining, the state-of-the-art kitchen features custom inset cabinetry, premium finishes, and dual dishwashers, while a screened porch extends the living experience outdoors. Modern comforts are seamlessly integrated, including an elevator, bedroom-level laundry, an additional first-floor laundry, electric window treatments, a full irrigation system, and a comprehensive security system with cameras. Dual-zone HVAC ensures year-round comfort. The primary suite offers a serene retreat, complete with its own fireplace, dual walk-in closets, and a luxurious marble bath with a walk-in shower and double vanities. Spacious yet intimate, sophisticated yet welcoming, this is a truly distinctive Murray Hill home—an exceptional opportunity for the discerning buyer seeking both elegance and location. Hop on the water taxi or tie up your dinghy at the foot of the street and head to dinner with friends across Spa Creek in Eastport. Walk to coffee, compete in the May Day flower basket contest and hook up with friends for ice cream socials in Lafayette park. Dinner under the Stars on West street will be one of your cherished summer traditions. The Historic Charm of Annapolis blended with the boater's paradise of the Chesapeake Bay and a quick commute to DC, and Baltimore are what attract so many to this area. This home is your access to it all.

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$2,995,000
5bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
46
Video

Property with pool and garden Annapolis (United States)

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!

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$12,500,000
5bedrooms
7bathrooms

By Ttr Sotheby's International Realty

Nearby
42
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Property Annapolis (United States)

Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant community gatherings. The inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The main level features a thoughtful layout and elegant details including a formal living room and dining room which flows to the stunning 2 story Family room with coffered ceiling. The adjacent breakfast nook and gourmet kitchen boasts a massive island; perfect for entertaining. The sunroom off the kitchen is an ideal location to relax or entertain and offers a smooth transition to access the outdoor patio; perfect for alfresco dining. Head upstairs to enjoy the spacious Primary bedroom ensuite with coved ceiling, walk-in closet and luxurious spa-like bathroom. 3 additional bedrooms on this level, one with a spacious balcony overlooking the front yard, provides plenty of space for family and friends. The quaint community of Green Acres provides a community waterfront common area to gather, swim, fish, launch a kayak or tie up a small vessel. The close proximity to downtown Eastport encourages you to stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and shopping. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!

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$1,125,000
4bedrooms
4bathrooms

By Ttr Sotheby's International Realty

Nearby
Contract pending
35

Property with garden Baltimore (United States)

Welcome to your next home! Twenty-five years ago, I sold 8437 Pleasant Plains Road to my cousin, and she has loved every minute of living here. It has been the center of family gatherings for years, with parties on the deck, practicing lacrosse stickwork on the lawn, and trying to perfect old family recipes in the kitchen. It has been a fun, happy home. Be amazed the moment you enter this bright, sunny home with four bedrooms and two full baths. The hardwoods were all refinished in late May, the rooms have been freshly painted, and the two bow windows--one in the living room and one in the dining room--give this end of group brick townhome extra space and natural light. The kitchen is open to the dining room and features a large breakfast bar with seating for three and extra cabinet space. Granite counters and gas cooking are the top of your want list. Step out onto the low maintenance deck which is perfect for summer fun. The stairs lead to the long concrete driveway, giving you personal parking spaces and easy access for bringing in groceries or bags from Target runs. Upstairs find a totally renovated and remodeled bathroom with huge shower and a linen closet behind the bathroom door. Three bedrooms complete with level, all of which have refinished oak floors and fresh paint. Hear the laughter from years of sleepovers. The attic stairs pull down for more storage. The lower level is fully finished with a family room , full bath, bedroom , and laundry. Enjoy the new flooring , recessed lighting, and fresh paint in those rooms. The full bath has a full-sized tub/shower. Next to the laundry room is a door to the patio that sits under the deck and leads to the driveway. Walk to Pleasant Plains Elementary and the playgrounds. Tons of parking. I hope you love this home as much as she has.

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$312,000
4bedrooms
2bathrooms
land 297

By Monument Sotheby's International Realty

Nearby
Contract pending
50

Property with garden Baltimore (United States)

Ideally located in the heart of Guilford and just moments from Johns Hopkins University's Homewood campus, 3810 Fenchurch Road is a classic Georgian center hall Colonial offering timeless architecture, gracious proportions, and more than 3,800 square feet of beautifully maintained living space. Lovingly cared for by the same family for over 40 years, this elegant residence seamlessly blends historic character with thoughtful updates designed for modern living. A beautiful and gracious center hall foyer welcomes you into the home and sets the tone for the refined interiors beyond. The spacious formal living room features a wood-burning fireplace and elegant French doors that open onto a custom stone patio, creating a seamless connection between indoor and outdoor living. The formal dining room provides an ideal setting for both intimate dinners and larger gatherings, while the sun-filled former porch has been thoughtfully transformed into a comfortable den for more casual everyday living. The custom gourmet galley kitchen offers ample cabinetry, generous prep space, a pantry, and convenient access to the main-level powder room. Throughout the home, careful improvements, including two zones of air conditioning and many replacement double-pane windows, enhance comfort while preserving the home's classic architectural integrity. The second floor offers four bedrooms and two full baths, including a bright and spacious primary suite with abundant natural light and exceptional storage. One of the bedrooms is currently configured as a library/home office lined with floor-to-ceiling bookshelves — a warm and inspiring space awaiting the next owner's collection. The third floor adds tremendous flexibility with two additional large bedrooms and a full bath, ideal for guests, a private children's level, additional office space, or creative studios. One of the home's charming original details is the laundry chute connecting the second-floor landing to the lower-level laundry area. The lower level also provides generous storage space, a separate workshop and utility room, and the plumbing rough-in from what was once a full bathroom, offering the potential for additional finished space. While the home has been thoughtfully updated and maintained over the years, the sellers recognize that some systems may benefit from future updating. To provide additional peace of mind, the sellers are offering a one-year home warranty at settlement. The electrical service to the home has already been updated, and the sellers are also offering a credit at closing to help offset the cost of any future wiring improvements a new owner may wish to undertake. Outside, the magnificent flat rear yard is one of Guilford's most sought-after features. Mature trees, landscape lighting, charming planting beds, and a fully automated irrigation system create a private and beautifully maintained outdoor setting. The custom patio with integrated lighting provides the perfect backdrop for entertaining or quiet evenings at home. A detached two-car garage equipped with a high-speed EV charger offers additional storage and modern convenience. Rich with character, warmth, and history, 3810 Fenchurch Road presents a rare opportunity to own a truly special home in one of Baltimore's most beloved neighborhoods.

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$799,000
6bedrooms
4bathrooms
land 1,263

By Monument Sotheby's International Realty

Nearby
Contract pending
37

Property Baltimore (United States)

Oozing Stoneleigh charm and beckoning spending relaxing time outdoors, 700 Regester Avenue is well-sited at the intersection of Regester Avenue and Copeleigh Road, perched on a gentle knoll surrounded by stone walls and eight-foot privacy fencing. Plenty of off-street parking is available with the three-car parallel parking pad as well as the driveway and garage. Enter via the side gate into the oasis of green grass, flowering trees and shrubs, and patios. Relax in the evening on the awning-covered side patio. Through the back door, enter the family room which perfectly fits a large sectional. The breakfast room is next, with added closets and pantry. Cook wonderful meals in the kitchen, complete with breakfast bar. Textured stucco walls in the living room and dining room are authentic to the home, and are characteristic of many Stoneleigh homes. Upstairs find three large bedrooms including a recent primary suite addition adding a huge bedroom, walk-in closet and gigantic primary bath. There is also a renovated hall bath. The lower level features another bedroom with full bath. Or use the room as a guest room. There is a four-foot egress window in the room. Storage and laundry complete the other portion of the lower level. You'll love this location, just three blocks to the elementary school and a short walk to the Stoneleigh Pool. Come live the Stoneleigh Experience.

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$665,000
4bedrooms
3bathrooms
land 581

By Monument Sotheby's International Realty

Nearby
Contract pending
33

Property Baltimore (United States)

Nestled on a picturesque, quiet one-way street in the heart of the coveted Homeland neighborhood, this quintessential all-brick Colonial offers the perfect blend of historic charm and modern refinement. Meticulously maintained and improved, the home features wonderful symmetry as a center hall colonial. It features replaced windows on the second floor, gleaming copper gutters, and recent system upgrades that provide peace of mind. Inside, the classic floor plan boasts traditional elegance with pristine detailing, leading down to a professionally finished basement that offers ample flexible space for a recreation room, home office, or gym. The charm continues outdoors, where a delightful screened porch overlooks a charming stone patio, setting the scene for intimate gatherings and quiet relaxation. The massive, flat, and fully fenced backyard serves as a private oasis for play or gardening, seamlessly connecting to the detached garage. The floored and partially finished attic offers extra space for an office or extra storage. Combining architectural integrity, impeccable upkeep, and a premium, tranquil location, this residence offers an exceptional opportunity to enjoy the best of Baltimore living.

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$495,000
3bedrooms
3bathrooms
land 969

By Monument Sotheby's International Realty

Nearby
Contract pending
37

Property Baltimore (United States)

Everyone wants to live in Stoneleigh! 6900 Avondale Road is an expanded, improved brick colonial with all the amenities for today's living. You'll love the expansiveness of the kitchen, with tons of counter and cabinet space and a breakfast area bump-out that fits a table for six. The mudroom leading to the back yard provides a spot to drop shoes and sports equipment. Use the living room every day as your family room, and make the first floor den a playroom, home office, or reading area. A half bath is located in the den. The primary suite has been expanded, adding a full-sized laundry room, a spacious primary bath with huge shower, and a walk-in closet. And there are two additional closets. Find two more bedrooms plus a full bath on this level. Follow the hallway to the finished third floor bedroom. There is room up there for another home office, also. The finished lower level provides another full bath, family room, and storage. Two-zone air conditioning refreshes all four levels. Parking for at least five cars on the recently concreted driveway plus there is a garage for another car or storage. Lower level waterproofed. Come enjoy the Stoneleigh Experience and walk to local schools and the popular Stoneleigh Pool.

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$965,000
4bedrooms
4bathrooms
land 813

By Monument Sotheby's International Realty

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