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Browse All Annapolis MD Historical Properties for Sale

$750,000
2 Beds 2 Baths
Charming, Federal-style townhome in the heart of the Historic District built sometime between 1819 and 1831 with a chain of title dating back to 1718! The oldest section of the house faces the street and includes a living room with period mantel, gas fireplace, and original wide-plank pine floors. From the living room, one can look through the dining area and kitchen to a back garden with mature plantings, dwarf Japanese maple, and two seating areas. Truly a peaceful oasis, and ideal for those seeking a little private green space in downtown Annapolis. Upstairs, there are two large bedrooms and a full hall bath. Closed off steps from the front bedroom lead to convenient third floor storage. Special features include an on-demand water heater, HEPA air filter on the HVAC system, and newer replacement Marvin windows along the alley side of the home. The laundry is located in the first-floor half bath - there is no basement. The gated, side alley belongs to the property and provides ample space for outdoor storage. You can't beat this location just steps from the Maryland State Capital, US Naval Academy, downtown waterfront, and a huge variety of restaurants and shops on Main Street and Maryland Avenue. This home has been well maintained and is move-in ready with beautifully refinished hardwood floors and fresh paint throughout. NOTE: This is an Estate Sale - home is sold "as is". Open Houses Saturday 7/20 and Sunday 7/21. Call listing agent with questions or for a private showing.

92 East St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$3,995,000
4 Beds 4 Baths
SPA CREEK WATERFRONT with Pool, Boat Slip and Off-street Parking! Enjoy the sophisticated total remodel of this contemporary end-unit brick duplex/townhome, at the end of Market Street in the Historic District of Annapolis. The 3 gorgeous light filled levels have a fantastic front row seat on popular Spa Creek! Think of fireworks, the Blue Angels and the Christmas Lighted Boat Parade! The Open Plan Living Dining Combo is spacious and light-filled and the convenient nearby full height bar has both wine and beverage fridges. The Living Room, with storage closets flanking the in-set TV and gas fireplace, opens to a waterfront balcony with an electric awning and stairs to the patio below. Ebony Hardwood floors enhance the entire main level. The custom designed open stairwell has a surprise on the upper landing, a wall of mirrored portholes! With 4 Bedrooms, including the built-in bunk room for 4, 3.5 splendid bathrooms, 3 gas fireplaces and generous built-ins, spaciousness abounds. There are also 9’ high Cedar Plank wood ceilings on the main level and vaulted ceilings on the upper level. The fantastic gourmet kitchen has full height cabinets, high end appliances, glass-tiled backsplash and a large marble-topped kitchen island. The re-design now allows for water views through to the River, the moment you enter the front door. The Upper Level Primary Suite is a dreamy get-away, with its large full height window providing panoramic views of Spa Creek, vaulted ceilings and a Spa-like En-suite that pampers you with its heated floor. The Lower Level features a 4 bed Bunk Room with a spacious seating area in front of the gas fireplace. The den on this level is used as the very private 3rd bedroom and shares a Jack n Jill bath with Bedroom 4. Notice many more Architectural and Designer details as you wander throughout! This specially detailed home is gated and has a flagstone entry courtyard with a water fountain to great you, rare off street parking for you and your guests, as well as the all important dedicated deeded boat slip, right in front of the home. This very private 6 unit community also has the following amenities included: refreshing heated gunite pool, luscious landscaping, lawn, exterior building, pool and dock maintenance, a large floating dock and kayak racks. It’s also an easy walk to charming downtown Annapolis or catch the water taxi to town, right from your pier! Please make plans soon to explore all this splendid home has to offer for your new easy Annapolis lifestyle!

2 Market Quay, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$775,000
4 Beds 3 Baths
Welcome to 303 Edgemere Drive, an enchanting south-facing residence in the coveted Hillsmere community of Annapolis. This home masterfully combines contemporary elegance with timeless charm, offering a lifestyle of luxury and tranquility. Begin your day in the sunlit gourmet kitchen, a paradise for culinary enthusiasts. Top-of-the-line stainless steel appliances, granite countertops, and custom cabinetry elevate your cooking experience, reflecting a commitment to quality and sophistication. The open-plan living area is perfect for family gatherings and intimate evenings, featuring gleaming hardwood floors and a cozy wood-burning fireplace. Anderson French doors and windows flood the space with natural light, seamlessly blending indoor and outdoor living. Each of the four spacious bedrooms is designed for ultimate comfort and peace. The three luxurious full baths, with their high-end fixtures and finishes, provide a spa-like retreat. Enjoy your mornings on the charming front porch, where the gentle breeze and the soothing motion of the porch swing create a perfect start to the day. Unwind in the evening with a book and a glass of wine, savoring the tranquility. The expansive backyard is perfect for lively celebrations, a dream garden, or a tranquil escape. One of the best yards in the community, it’s nice and level, offering plenty of room for gardening and play spaces, with enough yard space for a private pool if you desire. Your next BBQ party and crab feast is waiting. Living in Hillsmere means access to exclusive community amenities: a private pool, a dock for nautical adventures, sandy beaches, and bayfront playgrounds perfect for creating lasting memories. Enjoy beach pavilions, volleyball, boat slips, canoe/kayak storage, and a boat ramp just seconds away. Community events like pool-side movie nights, food truck Fridays, Easter egg hunts on the beach, a 4th of July bike parade, spring sock burning, and an end-of-the-year pig roast foster a true sense of community with friendly neighbors. This home has been meticulously maintained and boasts numerous high-end upgrades, including new roofing, updated gutters, a robust water heater and softener system, an advanced HVAC system, and newly installed windows and doors. The chimney has been updated with a new liner, and the freshly painted interiors and exteriors, along with elegant new railings, complete this extraordinary home. At 303 Edgemere Drive, experience unparalleled luxury and comfort in a beautiful, tranquil setting. The brand-new Hillsmere Elementary School is in walking distance, making mornings easy and convenient. The vibrant community and the lock-and-leave lifestyle this home provides is a dream! Don’t miss your chance to own this rare gem in a sought-after location—your new beginning starts here.

303 Edgemere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$639,900
3 Beds 3 Baths
Welcome to your beautifully updated retreat nestled in the serene and quiet neighborhood of Beechwood on the Burley! This meticulously maintained home boasts modern comforts and stylish upgrades throughout. The open floor plan seamlessly integrates the living, dining, and kitchen areas, creating an inviting atmosphere for daily living and entertaining. The kitchen features granite countertops and stainless steel appliances, providing a sleek and functional space for culinary delight. Three spacious bedrooms, including a master suite with a newly renovated bathroom, offer comfort and privacy. An additional room downstairs provides flexibility as an office or extra bedroom, catering perfectly to your lifestyle needs. The lower level also features an inviting family room complete with a cozy pellet stove, perfect for chilly winter days. A convenient half bath, laundry room, and storage area add practicality and convenience to everyday living. Step outside to discover a beautifully landscaped yard with an Amish-built shed for additional storage. The vegetable garden is lovingly maintained, offering ample space for cultivating your favorite vegetables and herbs. The house also includes a generator hookup, ensuring peace of mind during inclement weather. The neighborhood offers a tranquil ambiance ideal for runners, walkers, and cyclists, with the added charm of nearby cornfields and grazing sheep providing a picturesque backdrop. Don't miss the opportunity to make this exceptional property yours! Most of the updates were done in 2011 and 2023. Of note - BAT septic system in 2020, new well in 2018, roof and gutters about 12 years old, hot water heater around 2018, whole house waterproof system. HOA is voluntary.

602 Edwards Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: jim.parks@cbmove.com

$1,100,000
4 Beds 3 Baths
Imagine living in a charming, Historic home on the coveted Market Street, just minutes from the heart of Downtown Annapolis. Picture yourself strolling to Spa Creek, the Dock, and Ego Alley, surrounded by some of the best dining spots offering fine, casual, and fun experiences. This meticulously kept, move-in ready, three-story home is not just a house; it's a lifestyle upgrade waiting for you. Step inside and be greeted by an open floor plan with the elegance of crown molding, the warmth of oak floors, a large family room, dining area & kitchen with stainless steel appliances & granite countertops. With four bedrooms (or three bedrooms & an office) and 2.5 baths, including a first-floor powder room, there's plenty of room for everyone. The primary bedroom features double walk-in closets, ensuring ample storage, while the second-floor laundry room adds ultimate convenience. Stay comfortable year-round with central air and gas heat, and enjoy the fresh, neutral paint that brightens every room. The remodeled baths and recently updated furnace and hot water heater mean you can move in without a worry. The recently coated metal roof and freshly painted interior and exterior add to the home’s pristine condition. Need some outdoor space? The private backyard with its charming brick patio and privacy fence offers the perfect place for relaxation or entertaining & the stunning new front porch not only enhances the home’s curb appeal but also provides a welcoming space to enjoy your morning coffee or evening wine. Located on one of the most desirable streets in Historic Downtown, Market Street is a one-way street, adding to the tranquility and charm of this perfect downtown spot.

111 Market St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$850,000
3 Beds 3 Baths
Welcome to 22 Romar Dr, Annapolis, MD – Romar Drive is a very special and unique area in Annapolis. It is a 25 home community with water access. There is a marina restricted to owner's use for $300. / year. There are kayak / SUP racks, a boat ramp, a gazebo, fire pit and picnic area! Super serene with deer, fox, herons.....All within a 7-12 minute drive to downtown Annapolis. 22 Romar is a stunning waterview retreat perfect for those seeking luxury and comfort! This beautifully crafted home offers captivating water views and a wealth of premium features designed to impress. Step inside to find elegant crown moldings, hardwood floors, and cathedral ceilings adorned with skylights, creating a bright and inviting atmosphere. The gourmet kitchen boasts 42-inch cherry cabinets, Corian countertops, stainless steel appliances, and a built-in wall oven – ideal for culinary enthusiasts. Relax in the spacious living area with a cozy wood-burning fireplace or entertain guests on the hardscaped patio with an electric awning, perfect for enjoying the scenic surroundings. The luxurious primary suite includes a heart-shaped soaking tub with jets, dual vanity, and bay windows. Additional highlights include a den/rec room, laundry room, and utility room, as well as Pella windows and doors, an irrigation system, landscape lighting, and a 50-year architectural roof. The home also features a generator powered by two 100-gallon propane tanks and both sheds have their own electric and AC systems. Don’t miss the opportunity to own this exquisite home – schedule your tour today and experience the best of Annapolis living! The yard is pristine with extensive hardscape, multiple out buildings with electric service and one is finished with air conditioning - a perfect clubhouse! Please come and see this amazing opportunity!

22 Romar Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$975,000
3 Beds 3 Baths
Live the ultimate Downtown Annapolis lifestyle in this stunning DETACHED Historic home that offers a unique blend of classic architecture and modern updates. The main level features spacious, sunlit rooms with 10-foot ceilings, original hardwood floors, and detailed crown molding throughout. Updated kitchen with granite countertops, stainless steel appliances, and new tile backsplash. Upstairs features a primary bedroom with ENSUITE updated bathroom. The 2nd bathroom has also been recently updated with new marble countertop, vanity, mirror, and skylight. The 3rd bedroom enjoys custom millwork and cabinetry along with a custom Murphy bed to maximize space. Alternatively, the room can be utilized as a sunlit home office space. The home's infrastructure has been modernized including: window replacement in 2014, water and sewer line replacement in 2019, and the metal roof was refinished in 2019. A fully fenced private backyard oasis with expansive new deck, lighting system, and outdoor shower is perfect for entertaining or an escape from the downtown activity. 140 Charles Street is ideally located only a few blocks from Main Street's shops, restaurants, and the U.S. Naval Academy. The house is a short 2-block walk downhill to Acton Cove Park (Duck Park) which is situated directly on Spa Creek and enjoys water access for your kayak, SUP, as well as the Annapolis Water Taxi pickup. Parking on both sides of this one way street makes parking efficient, convenient, and easy. Charles Street is known for it's community feel while living downtown. Make this home yours today, contact us for your private tour. Open House Saturday and Sunday 1-3pm

140 Charles St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$1,100,000
3 Beds 3 Baths
Discover the epitome of elegance at 335 Dubois, the home you've always envisioned. This bespoke Cape Cod residence, meticulously crafted, presents an unparalleled blend of sophistication and comfort. Spanning nearly 4000 square feet, the home features a main level primary bedroom suite, adorned with high-end finishes including granite, quartz, and brick stone wood flooring. The soaring 9 ft+ ceilings, complemented by intricate crown molding, create an ambiance of grandeur. The expansive back patio provides a serene vantage point over the meticulously landscaped grounds, perfect for entertaining or tranquil relaxation. Situated on over an acre, this property offers both space and privacy in a prime location. Join us for an exclusive Open House on Saturday, July 13th, from 1-3 pm, hosted by the esteemed Mr. Maryland of Taylor Properties. Call for more details and how to schedule a tour. A comprehensive list of recent improvements and upgrades will be available. Ideally located, this stunning home is moments away from the US Naval Academy, Navy-Marine Corps Memorial Stadium, and the historic charm of downtown Annapolis. Enjoy the convenience of nearby West Annapolis and St. John’s College, alongside a vibrant array of dining and shopping destinations. Embrace the local lifestyle with proximity to the water and a wealth of cultural and outdoor activities. Excellent connectivity via Rt 50 and 97 ensures effortless commuting to Washington, DC, Ft. Meade, and Baltimore. Seize this rare opportunity to own an extraordinary property—schedule your tour today!

335 Dubois Rd, Annapolis

Listing courtesy of Taylor Properties. Contact:

$649,999
3 Beds 2 Baths
This is your opportunity to experience the water privileged and highly coveted neighborhood of Winchester-on-the-Severn! 1520 Circle Drive is a wide corner lot with 2 driveways, 3 bedrooms and 2 baths. Enter into a light filled and stylish split level with tasteful built-in’s, trendy brass accents, wood flooring and tons of windows. Enjoy cooking with a full suite of stainless-steel appliances in the eat-in kitchen, appreciate the indoor-outdoor living of your huge screened-in porch, host dinner parties in your dining room, or watch the sunset in the graceful living room. Up the stairs, you are greeted by wood flooring, three bedrooms and two bathrooms, including an en suite for the primary, and hall bath. The lower level is a perfect flex space of family room – office – den, with laundry in the light filled and well-kept garage with a basement walkout. This is a vibrant community with a shared love of the outdoors waterfront lifestyle, including neighborhood parties and an air of camaraderie. The community shares a private beach off the spectacular Severn River with a full pavilion and grill set up, a pier perfect for fishing, crabbing, with updated playground, kayaking and paddle board storage, a flat grassy area for playing, and parking lot for both cars and golf carts. Stroll over to the boat floats and slips, the neighborhood pool and swim club, the swimming or dog friendly beach, or just enjoy the beautiful landscaping while walking or biking over to the nearby B&A trail. Just minutes from major commuter routes 50 & 97, and close to downtown Annapolis either by car or boat. **This is a rare opportunity for potential to expand the property footprint on a flat lot in sought after Winchester-on-the-Severn! This home is move-in ready, but also provides opportunity for future enlargement with a recently upgraded new septic system and permitted expansion plans. Do not miss!**

1520 Circle Dr, Annapolis

Listing courtesy of Compass. Contact: (240) 219-2422

$4,500,000
"First time publicly offered". The owner/operator is now ready to retire and pass the Baton, after 55 years of service, So, you won't want to miss out on this wonderful opportunity to own this thriving business along with its prime commercial real estate. Under his stewardship and dedication, the owner built this business to become an Annapolis Icon. Being offered is a multiple-faceted business opportunity i.e. in addition to its copious gasoline sales the, business operates a 7-bay service area for automobile repairs (equipped with lifts), it is an Authorized Maryland Inspection Station, a Towing Service with a fleet of tow trucks with varied capabilities, and to complement the towing business there is a secured (income producing) commodious fenced storage /tow yard with approval for 125 automobiles. The real estate portion consists of 2.0 acres +/- of commercially zoned land with a road frontage of 270' +/- AADT count of 46,000+/-. The zoning is split between AA County( C-4) and the City of Annapolis (B-2). The site is served by public utilities i.e. public water, public sewer, and natural gas. A 3,800 sq. ft. building serves as the operational hub which consists of 7 service bays, 2 integrated offices, a lobby (vending & ATM), a service write-up areas, a cashier window, and 3 restrooms (1 is handicapped accessible), 8 security cameras. UST tanks with 30,000-gallon capacity, including diesel fuel (tanks recently underwent state inspection). The apron was recently blacktopped. Currently, the operational level is open 6 days per week and closed on Sundays and all major holidays, thus creating an immense opportunity to increase the sales volume by simply revising the operational schedule. There is potential for a "C" store conversion on this site. The grounds and workstations are exceptionally well kept. The pride shows. The 2.0 acres is a composite of 5 parcels, with individual account numbers assigned by the SDAT. The lead account shown only covers the main building and a portion of the land and does not reflect the site's overall size. The buyer is to do their own Due Diligence. PREQUALIFIED BUYERS ONLY! NO TIRE KICKERS! This site can only be shown by appointment. A Confidentiality Agreement will be required before any showings. There is an attached video accompanying this listing.

1321 Forest Dr, Annapolis

Listing courtesy of W F Chesley Real Estate, LLC.. Contact:

$729,900
3 Beds 2 Baths
Have you been searching for the perfect Annapolis area home where you can seamlessly run your home-based business? Look no further! This stunning, renovated property not only offers a spacious main house but also a huge detached garage with a separate office, a one-bedroom apartment, and an additional accessory dwelling unit (ADU). The main house is a beautifully remodeled 3-bedroom, 2-bathroom Salt Box Colonial. Every detail has been thoughtfully updated to provide a comfortable and modern living experience. The brand-new kitchen features state-of-the-art appliances, sleek countertops, and ample storage. New flooring throughout a large portion of the home adds a touch of elegance, and fresh paint gives each room a bright, inviting feel. Plus, the outdoor space and deck provides privacy and a nice sized yard to enjoy your time outside. The detached oversized garage is a highlight of this property, offering abundant space for any home-based business or any entrepreneurial endeavor you have in mind. Looking to work on your own vehicles? Auto enthusiasts and mechanics will love the underground inspection pit, allowing for easy access to the underside of your automobiles. With a separate attached office (with kitchen and bathroom), you can maintain a professional workspace just steps from your home. Above the garage, you'll find a spacious 1-bedroom, 1-bathroom apartment. This versatile space is perfect for generating additional income through short/long-term rentals or accommodating visiting family and friends. Its separate entrance ensures privacy while offering all the comforts of home. The bonus 1-bedroom, 1-bathroom Accessory Dwelling unit (ADU) opens up even more possibilities. With its proximity to Annapolis, this space is ideal for short-term rentals, attracting naval academy visitors, weekend tourists, or anyone looking for a charming retreat. This ADU can become a significant income generator with its own entrance and all the necessary amenities. Whether you are a family needing extra space or a business owner seeking the perfect work-from-home setup, this property has it all. The combination of a beautifully renovated home, versatile additional buildings, and prime location near Annapolis makes this a rare find. Don't miss out on this unique opportunity to make your real estate dreams come true. Call today to schedule your private showing and explore all this exceptional property has to offer! Please note - Property is sold as-is and the Seller/Broker do not warrant potential uses for the property - it is the buyer's responsibility to confirm approved uses for the property.

1604 Meeting House Ln, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$589,900
3 Beds 1 Baths
Discover the epitome of modern comfort and convenience with this rare gem in Annapolis—a breathtaking single-family home with a 2 car garage and a added bonus of a rental unit! Nestled in the heart of Annapolis, this charming ranch-style abode has undergone a stunning transformation, ensuring a lifestyle of luxury and versatility. Upon entering, you're enveloped in a sense of warmth and serenity within the open floor plan, flooded with natural light—a haven for both relaxation and entertainment. The spacious living room beckons, providing the perfect canvas for your personal style and gatherings with loved ones. Prepare to be enchanted by the remodeled kitchen, where sleek white cabinetry harmonizes with modern appliances, generous counter space, and a quaint breakfast nook—an idyllic spot to savor your morning brew as sunlight dances through the windows. The main level also reveals a haven of tranquility, where three generously sized bedrooms await, each freshly painted and adorned with plush new carpeting. The fully remodeled bathroom exudes contemporary elegance, boasting modern fixtures and luxurious touches for your utmost comfort. Venture downstairs to discover a sprawling family room, offering ample space for both cozy movie nights and lively game evenings—a versatile retreat for the whole family to enjoy. But the allure doesn't end there. This remarkable property boasts a detached oversize two-car garage, complete with an upper-level rental unit— while the rental unit currently requires rehabilitation, envision the possibilities of transforming this space into a lucrative source of income or a stunning in-law suite or perhaps the perfect home office . Don't miss your chance to own this exceptional residence—a harmonious blend of style, functionality, and investment potential—where every corner whispers the promise of an extraordinary lifestyle in the heart of Annapolis. *** 2 Car Garage and Upper Level Rental Unit is Sold As-Is ONLY ***

19 Boxwood Rd, Annapolis

Listing courtesy of HSA Real Estate Group, INC. Contact: (410) 647-3300

$1,595,000
4 Beds 4 Baths
Discover the epitome of historic charm and modern living in this exquisite 4-bedroom, 3.5-bathroom home nestled in the heart of Annapolis. This distinguished residence offers an unparalleled living experience, featuring breathtaking views of the Naval Academy's Worden Field and an unbeatable location just one block from Gate 3 and one block from Maryland Ave. Situated in a prime location, this home provides unobstructed views of the Naval Academy's Worden Field, allowing you to witness the vibrant military traditions and ceremonies right from your windows. Just a short walk from Gate 3, you’ll have easy access to the Academy’s historic grounds and events. The spacious and elegantly designed interior includes four generously sized bedrooms and three and a half baths. Every room is thoughtfully crafted to blend historic elegance with contemporary comforts, ensuring a timeless aesthetic. Enjoy the private, serene backyard with a stunning pool, perfect for relaxing on warm summer days or entertaining guests. The meticulously landscaped grounds offer a tranquil retreat while being in the heart of the city. The property includes a detached garage with a fully finished game room above it, providing an ideal space for recreation, a home office, or guest accommodations. This versatile area adds significant value and flexibility to the home. Step into a piece of history with this beautifully preserved home that features modern upgrades and amenities. Experience the perfect blend of old-world charm and contemporary living. This rare gem in Annapolis combines historic allure, prime location, and great amenities, making it a truly unique opportunity. Don’t miss the chance to own this exceptional home overlooking the iconic Naval Academy's Worden Field while just blocks from Annapolis' vibrant waterfront activities.

4 Wagner St, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$699,000
3 Beds 3 Baths
Beautifully appointed 3-bedroom, 3-bathroom single family home ideally situated on a coveted corner lot in the heart of Annapolis. Access to the home is on Dubois Road, which ends in a cul-de-sac. The inviting open layout is perfect for entertaining and combines comfort and style. The deck and outdoor areas are an extension of the living area and provide lovely spaces for summer gatherings or simply relaxation. In addition to the primary bedroom and bath suite, two additional bedrooms can provide flexibility for a guest room or dedicated home office. Garage is a dream for woodworkers, artists and/or crafting. The garage has epoxy coated floor and added temperature control, as well as an insulated and drywalled attic providing an ideal environment for extra storage. Additional upgrades to the property include: new roof (2023), storage shed with temperature control (2023), new Azek decking at side entrance and back deck (2020 & 2018), new HVAC (2019) and many more! Full list of improvement and upgrades will be provided. This amazing property is just moments from the US Naval Academy and Navy Marine-Corps Stadium, West Annapolis, downtown historic Annapolis and St. John’s College. Restaurant and shopping options galore! Enjoy the local lifestyle by being close to water, and cultural and outdoor activities. Proximity to Rt 50 and 97 makes commuting a breeze to DC, Ft. Meade, and Baltimore. Don't miss your chance to own this exceptional property—schedule your tour today!

619 N. Bestgate Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,095,000
3 Beds 3 Baths
Welcome to your dream lifestyle in Downtown Annapolis (with private driveway)! This stunning turn-key home perfectly blends historic charm and modern luxury. Located in the heart of one of America's most beloved waterfront towns, this residence offers an unparalleled opportunity to live amidst history and sophistication. Upon entering, you are greeted by an inviting foyer flooded with natural light that opens to a living room, ideal for entertaining guests or relaxing after a day exploring the nearby shops and restaurants. Upstairs, the master suite boasts a tranquil retreat with a spa-like bathroom in the hallway. Additional bedrooms provide comfort and versatility, perfect for family or guests. Outside, a meticulously landscaped yard offers a private oasis in the city's heart, perfect for summer gatherings or enjoying a quiet morning coffee. Parking is a breeze with a convenient private driveway! This home is more than just a residence; it's a lifestyle. Imagine strolling along cobblestone streets to catch a sailboat race on the Chesapeake Bay or dining al fresco at one of the renowned waterfront restaurants just steps from your door. Don't miss your chance to own this exceptional property in Downtown Annapolis. Schedule your private tour today and experience the best of urban living with historic charm and modern convenience. List of NEW Upgrades/Features (all done in 2024): 30-year Architectural roof. Mahogany porch and railing. Updated windows. 5 zone smart HVAC. Water heater. Refrigerator. Bathrooms. Heated bathroom floors. Lvp floors throughout. Led recessed lighting. Outlets and switches. Fence. The homeowner is willing to sell it FULLY FURNISHED if you so choose.

42 Lafayette Ave, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$699,999
4 Beds 3 Baths
Welcome to your dream home! This beautifully updated split-level residence offers the perfect blend of modern amenities and serene natural surroundings. Boasting 4 spacious bedrooms and 3 luxurious baths, this home is designed for both comfort and style. Step into the updated kitchen, a chef's delight featuring top-of-the-line appliances, sleek countertops, and ample cabinet space. The master bath is a true retreat, with elegant fixtures and finishes that provide a spa-like experience. Throughout the home, you'll find stunning hardwood floors and a charming wood-burning fireplace that adds warmth and character. The home's numerous skylights fill the home with abundant natural light, enhancing the inviting atmosphere. Nestled in a secluded nature setting, this home offers tranquility and privacy. Enjoy the beauty of all four seasons in the sunroom, or step out onto the deck for outdoor entertaining. The walk-in pantry/mudroom provides convenience and organization, while the garage and additional man cave/she shed over the garage offer versatile space for hobbies or relaxation. Located within walking distance to the Navy Academy Stadium, downtown Annapolis, and West Annapolis, this home is perfectly situated for enjoying local amenities. The lovely neighborhood is full of mature trees and offers easy access to Route 50, Harbour Center, and Town Center shops and restaurants. With a community pool and a commuter's dream location, this property is ideal for those seeking both luxury and convenience. Don't miss the opportunity to make this exceptional house your new home. Schedule a showing today and experience the perfect combination of modern living and natural beauty!

1306 Homewood Ln, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$464,000
3 Beds 2 Baths
Calling all nature lovers and water enthusiasts! This charming 3-bedroom rancher in sought-after Hillsmere Shores offers the perfect blend of comfort, affordability, and waterfront living. Imagine relaxing on your spacious double lot (.59 of an acre), creating a backyard oasis perfect for summer barbecues, cozy firepit gatherings, or letting your pets roam free. Unleash your landscaping dreams and personalize this space to reflect your unique style. Move-in ready with room to grow: This well-maintained rancher offers peace of mind with a recently updated roof and well system. Step inside and be greeted by hardwood floors throughout the upper level. The light-filled interior awaits your personal touch, allowing you to create a dream home that reflects your taste. The spacious living areas provide ample room for entertaining, while the three well-sized bedrooms offer a comfortable retreat for family and guests. Unwind and explore in a friendly, active community: Hillsmere Shores boasts a lifestyle unlike any other. Become part of a welcoming community with direct access to a private beach – perfect for soaking up the sun or enjoying a refreshing swim. Take a dip in the community pool, launch your kayak from the marina, or challenge friends and neighbors to a game of volleyball at the beach pavilion. The possibilities for outdoor recreation are endless! And when you crave a change of pace, historic downtown Annapolis, with its vibrant shops, restaurants, and cultural attractions, is just a short 5-minute drive away. Quiet Waters Park, with its scenic trails and water activities, is also steps away from your doorstep. Unparalleled Value and Location: This affordable rancher presents a rare opportunity to own a piece of paradise in Hillsmere Shores. Enjoy the benefits of waterfront community living without breaking the bank. The property's convenient location provides easy access to nature, a vibrant downtown scene, and major commuter routes, making it a perfect fit for those who value convenience and a dynamic lifestyle. Don't Miss Out on this Gem! Schedule a Showing Today and Experience the Hillsmere Shores Lifestyle for Yourself!

407 Beach Dr, Annapolis

Listing courtesy of Greater Annapolis Realty. Contact: (410) 320-6428

$1,500,000
4 Beds 3 Baths
Discover unparalleled luxury and sophisticated charm in this meticulously renovated home in the coveted water-privileged community of Pendennis Mount. This property has undergone an extensive transformation since 2020, seamlessly blending modern amenities with classic elegance, all while offering access to exclusive community features. Step into a haven of comfort and style with a new primary bedroom suite, featuring oversized walk-in closets and a lavish master bathroom. The heart of this home is its fully remodeled kitchen, boasting custom cabinets, granite countertops, top-of-the-line GE SS Café appliances, and a Sub-Zero refrigerator, perfect for culinary enthusiasts. All 3 guest rooms are on the main level, with 2 sharing a full hall bath and one with a dedicated en-suite. Comfort meets innovation with a new HVAC system spanning three zones, including a Bosch heat pump with oil FHA backup, ensuring year-round comfort. The property's aesthetic appeal is enhanced by new rustic wood floors, a screened porch for serene outdoor living, and a new oversized 4+ car detached garage, offering ample space for vehicles and hobbies. Outdoor living is redefined with a new rear patio, meticulously landscaped grounds, and a 6' privacy fence, creating a secluded oasis. Additional upgrades include a new roof, a state-of-the-art BAT septic system, and smart home features such as a Ring doorbell and SimplySafe alarm system, ensuring peace of mind and convenience. Nestled within a vibrant community, residents enjoy spectacular views of the Severn River, access to a community pier, and close proximity to Jonas Green State Park, downtown Annapolis, and more. There is a voluntary $300 per year HOA that provided access to the deep water community dock on the Severn River. This home is more than just a place to live; it's a lifestyle waiting to be embraced.

6 Carvel Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$3,995,000
5 Beds 6 Baths
Enjoy private and serene waterfront living on nearly 4 acres along Meredith Creek. This unique property provides protected, deep water access with 8-foot MLW at the end of the pier, and has accommodated a 65-foot yacht. The waterfront includes a rare covered boathouse and two boat lifts, enhancing your boating and water sports experience. The property, surrounded by mature trees, is reached by a long private drive and features 534 feet of gently sloping shoreline and easy access to the pier and waterfront. The spacious 6,300+ square foot home includes 5 bedrooms and 5.5 baths, making it ideal for both family living and entertaining. Recent renovations completed in 2023-2024 include a high-end chef’s kitchen with marble counters, a luxurious primary suite with marble flooring, refinished hardwood floors, and completely updated bathrooms. Most windows have been replaced, and a new roof has been installed. The home’s layout, with generously sized rooms, emphasizes comfort and entertaining, with a spacious outdoor deck offering panoramic creek views. The finished basement features two large recreation rooms, a full bath and utility spaces. A large mudroom with a utility sink and abundant storage sits conveniently next to the covered portico. The property also includes garage parking for 4 cars and a circular driveway that accommodates additional guest parking. A pool permit is approved, allowing future expansion. Nestled off a quiet country road with no road noise, this property provides easy access to Route 50, combining the tranquility of waterfront living with the convenience of nearby commuting routes. This home blends luxury, privacy, and ease of access, making it an exceptional retreat on the water.

1879 Whitehall Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$1,350,000
5 Beds 4 Baths
75 Shipwright Street is a chance to own a piece of history in Annapolis with this enchanting Victorian. Exuding a sense of character and history. Water views of Spa Creek. Situated in the heart of the treasured Historic District of Downtown Annapolis. Built sometime in 1910 era. Welcoming front porch. Enter the Home through the charming vestibule and center hall boasting tall ceilings. The interior features a combination of the original elements and thoughtful updates. Don't miss the Pocket door between the living room and the gathering/kitchen area. Huge light filled gourmet kitchen plus a lovely Spa Creek waterview porch. Open dining area with a gas fireplace. From the gracious rooms featuring hardwoods throughout the 4 finished levels, to the 5 bedrooms plus 3 1/2 baths, you will have plenty of space for everyone. The living spaces are filled with natural light, highlighting the unique architectural details and creating a cozy ambiance. Original hardwoods, doors, moldings, and staircase. Host your guests for an outdoor dinner party under the stars. Lush cottage gardens filled with Jasmine, clematis, hydrangea, Dogwoods, and Magnolia trees. Finished lower level with family room and full bath. A leisurely walk leads you to the vibrant heart of Annapolis, where downtown shops, restaurants, City Dock, and the United States Naval Academy await. Walk to the end of the street and catch the water taxi. Old Towne Marina slips end of Shipwright. Newly opened Hillman Garage. There is a reason Annapolis is voted one of the top places to live time and again.Come live this wonderful lifestyle.

75 Shipwright St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$685,000
3 Beds 2 Baths
SUNDAY'S OPEN HOUSE IS CANCELLED***OFFER DEADLINE IS SATURDAY6/29 at 7pm*** Experience the pinnacle of relaxed elegance in this enchanting home located in the heart of Hillsmere, Annapolis' best-kept secret. This charming residence, with its crisp white siding and lush landscaping featuring wildflowers, crepe myrtle, and magnolia trees in full bloom, looks straight out of a coastal magazine. Inside, the home blends modern elegance with timeless appeal. Lightly refinished hardwood floors, combined with freshly painted walls, create a clean and inviting atmosphere. The ambiance here radiates tranquility, warmth, and a strong sense of community. Imagine your days spent in the spacious open living room, where natural light pours in, perfect for both relaxed evenings and lively gatherings. The kitchen is a chef's delight, featuring dove cabinets, sleek countertops, a large island, subway tile backsplash, a cooktop with a hood, stainless steel appliances, and a beautiful wood shelf for displaying your favorite cookware. This space inspires culinary creativity and effortless entertaining. The primary suite is your personal retreat, accommodating a king-size bed, with ample closet space and a luxurious ensuite bath featuring a marble floor and a walk-in glass shower. Bedrooms two and three are generously sized and inviting, perfect for family or guests, and are complemented by a recently remodeled full bath with refined, tasteful updates. The finished basement is a versatile haven, large enough to house a rec room, den, and gym. It's perfect for movie nights, game days, or workouts. Step outside to your serene backyard, a private oasis. The covered deck, made of rich composite material, is perfect for unwinding with a book, enjoying morning coffee, or hosting evening dinners. The newly fenced yard offers privacy and is a dream come true for kids, pets, and garden enthusiasts. Imagine summer barbecues, a vibrant garden, or even a future pool. The fabulous new shed with electricity is perfect for storing kayaks, paddle-boards, and other outdoor gear, ready for your next adventure. Hillsmere offers an array of community amenities, including a private beach, pool, marina, beachfront playgrounds, kayak stations, piers, and a boat launch . It’s a vibrant community that feels like a secret jewel tucked away in Annapolis. Envision a lifestyle where you can start your day with a peaceful kayak ride, enjoy afternoons at the beach, and host evening gatherings on your spacious deck. This home is filled with many treasures and updates. Recent improvements include a new water softener and pressure tank, reverse osmosis system, updated basement, remodeled guest bath, new windows, and much more. Don’t miss your chance to own this stunning home in Hillsmere, where every day feels like a vacation. Schedule a tour today and discover the peaceful, coastal lifestyle that awaits you.

107 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: (410) 263-8686

$1,550,000
4 Beds 4 Baths
Welcome to the Epping Forest Community, where every day of the year feels like a vacation! This stunning, four bedroom/four bathroom home with incredible views of the Severn River is not to be missed. If it’s sunrises you want – you will find a gorgeous view in every room across the open floor plan! The main level, which opens to a spacious deck overlooking the water and marina, features a gourmet kitchen, dining area & great room (separated by a two-sided fireplace). A bedroom & hall bathroom are also on the main floor. The second level features two bedrooms & two bathrooms, including the luxurious waterfront primary suite with panoramic views & a balcony – perfect for enjoying the sunrise with your morning coffee. The well-appointed lower level boasts a recreation room with wet bar, along with an additional bedroom & bathroom. The rec room opens to an expansive lower deck with a side yard including a spacious storage shed & playhouse. Recent updates to the house include renovated kitchen with updated appliances (2021), bathroom vanities (2021), washer & dryer (2021), custom picture windows throughout manufactured by Marvin & custom blinds (2023), refinished hardwood floors on main & second level (2021), carpet on the lower level (2021), recessed lights throughout (2021), & an HVAC two zone system (2023). If all of this wasn’t enough, the house comes with 5 outdoor parking spaces. Walk down your private path to the community beach where you’ll find a clubhouse (with restaurant and bar), basketball, tennis & pickleball courts adjacent to the community’s marina. Epping Forest is a special tax district, amenity rich neighborhood with many family activities & events. Among the community’s numerous activities are annual Fourth of July fireworks, a summer camp for children & children’s garden club. Schedule your showing today, as this one will not last long! 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, ($3,183.97/yr.) with binding Rules & Regulations.

351 Sherwood Trl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

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