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Elizabeth Heinsohn
410-991-8566

Annapolis MD Real Estate & Homes for Sale

281 Properties Found

Annapolis is located in Maryland. Annapolis, Maryland has a population of 41,212. 25% of the households in Annapolis contain married families with children. The county average for households married with children is 30%.

The median household income in Annapolis, Maryland is $92,015. The median household income for the surrounding county is $103,070 compared to the national median of $66,222. The median age of people living in Annapolis is 39.6 years.

The average high temperature in July is 87.7 degrees, with an average low temperature in January of 23.8 degrees. The average rainfall is approximately 44.78 inches per year, with inches of snow per year.


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Beds:
5
Baths:
7.00
Sq.Ft.:
7,230
Status:
NEW LISTING
MLS#:
MDAA2156764
Type:
Single Family
Subdivision:
CAPE ST JOHN
Lot size:
0.58 Acres
Year built:
2012
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan adorned with rich hardwood and tile flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, featuring a commercial-grade range, stainless steel appliances, and a spacious island, perfect for culinary creations and entertaining. The butler's pantry adds an extra touch of convenience, while the adjoining dining area flows seamlessly into the living space, highlighted by an elegant gas fireplace that provides a cozy ambiance. Waterfront views from every room.The primary suite is a true sanctuary, boasting breathtaking views and a luxurious en-suite bathroom complete with a soaking tub and walk-in shower. Each of the five bedrooms is generously sized with ensuite baths offering ample space for relaxation and privacy. Thoughtful details such as crown moldings, recessed lighting, and wainscoting enhance the home's refined aesthetic. Venture to the fully finished daylight basement, where natural light pours in through large windows, creating an inviting space for recreation or relaxation. This versatile area includes a wet/dry bar, perfect for hosting gatherings or enjoying quiet evenings at home, another bedroom and 2 full baths. Outside, the property is a true oasis. The extensive hardscape is complemented by lush landscaping and an underground lawn sprinkler system, ensuring a vibrant outdoor space year-round. Enjoy evenings on the screened porch or patio, where you can take in the tranquil views of the South River. With private access to the water, indulge in boating, fishing, or simply basking in the beauty of your surroundings. Deep water.Additional features include a two-car attached garage with inside access, energy-efficient appliances, and a comprehensive water treatment system, ensuring comfort and convenience at every turn. This home is not just a residence; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Experience the best of coastal living in this remarkable property, where every detail has been thoughtfully curated for your enjoyment.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,160
Status:
NEW LISTING
MLS#:
MDAA2156868
Type:
Townhouse
Subdivision:
THE GENTRY
Lot size:
0.02 Acres
Year built:
1977
Courtesy: Compass
View additional info

Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the living room with natural light and opens to a balcony, perfect for some fresh air in the afternoons. Upstairs, the spacious primary suite includes a walk-in closet, private bath, and separate vanity area with a quartz countertop. Two additional bedrooms and a full hall bath complete the upper level. The finished walk-out lower level offers plenty of flexibility for a rec room, home gym, office, media space, or another bedroom. A separate laundry and utility area provides abundant storage and room for a potential workshop. Fresh paint and thoughtful updates provide a welcoming canvas for you to make this home your own. Enjoy access to the community pool and a convenient Annapolis location close to Downtown, the U.S. Naval Academy, Spa Creek, Quiet Waters Park, shopping, dining, and much more. Easy access to Routes 50 and 97 makes getting around a breeze.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,972
Status:
NEW LISTING
MLS#:
MDAA2156862
Type:
Townhouse
Subdivision:
WHISPERING WOODS
Lot size:
0.05 Acres
Year built:
1991
Courtesy: Coldwell Banker Realty
View additional info

Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence.

Open House:

Saturday, 9/12 11:00-1:00PM

Beds:
3
Baths:
4.00
Sq.Ft.:
3,078
Status:
NEW LISTING
MLS#:
MDAA2156774
Type:
Single Family
Subdivision:
ANNAPOLIS ROADS
Lot size:
0.21 Acres
Year built:
2002
Courtesy: EXP Realty, LLC
View additional info

Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage - ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron - one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter - come experience 2691 Claibourne Road for yourself!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,229
Status:
NEW LISTING
MLS#:
MDAA2156796
Type:
Condo
Subdivision:
ANNAPOLIS OVERLOOK
Year built:
1991
Courtesy: Compass
View additional info

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,282
Status:
NEW LISTING
MLS#:
MDAA2156332
Type:
Condo
Subdivision:
HARBOUR GATES
Year built:
1996
Courtesy: Taylor Properties
View additional info

Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minutes from historic downtown Annapolis, the U.S. Naval Academy, Luminis Health Anne Arundel Medical Center, and major commuter routes including Route 50 and I-97, this inviting third-floor home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to a bright and welcoming interior featuring a comfortable open layout with luxury vinyl tile and carpet flooring throughout. The updated kitchen is ready for everyday living and entertaining, featuring new countertops and stainless-steel appliances. Two spacious bedrooms and two full bathrooms provide flexibility for guests, roommates, or a work-from-home arrangement, while the in-unit laundry adds everyday convenience. Step outside onto the private covered balcony and enjoy your own outdoor retreat - perfect for morning coffee, an evening unwind, or simply enjoying the surrounding community. As a third-floor unit, the home offers an elevated perspective while providing the convenience of condo living. Harbor Gates offers an exceptional array of amenities designed to complement an active and social lifestyle. Residents enjoy access to a community swimming pool, exercise room, clubhouse, walking trails, basketball court, tennis courts, and pickleball courts. The combination of recreational amenities, convenient location, and low-maintenance living makes this community an outstanding place to call home. Whether you're searching for a convenient primary residence, a low-maintenance second home, or an investment opportunity in the Annapolis market, 631 Admiral Drive offers an excellent combination of location, updates, outdoor living, and resort-style community amenities. Come see all this wonderful condo and community have to offer!

Open House:

Saturday, 9/12 10:00-12:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,052
Status:
NEW LISTING
MLS#:
MDAA2155952
Type:
Townhouse
Subdivision:
BEECHWOOD HILL
Lot size:
0.03 Acres
Year built:
1995
Courtesy: Coldwell Banker Realty
View additional info

Open House Saturday 10AM - 12PM! Beautifully updated and move-in ready in an ideal Annapolis location! HVAC, ROOF, & HOT WATER HEATER ALL REPLACED APPROX. 2021. This inviting home has been thoughtfully refreshed with updated kitchen finishes, new flooring, fresh interior paint and beautifully updated bathrooms, creating a bright, fresh feel throughout. The main level offers a comfortable, functional layout with generous living and entertaining spaces and a beautifully updated kitchen at the heart of the home. Upstairs, spacious bedrooms and refreshed bathrooms continue the clean, updated feel. Enjoy additional living space and flexibility throughout the home, along with outdoor space perfect for relaxing or entertaining. Ideally located in Annapolis just minutes from Quiet Waters Park, downtown Annapolis, Eastport, shopping, dining and major commuter routes. With so many of the important updates already completed, this home offers an incredible opportunity to move right in and enjoy everything the Annapolis lifestyle has to offer!

Open House:

Sunday, 9/13 11:00-1:00PM

Beds:
2
Baths:
2.00
Sq.Ft.:
1,416
Status:
NEW LISTING
MLS#:
MDAA2155302
Type:
Single Family
Subdivision:
EASTPORT
Lot size:
0.11 Acres
Year built:
1926
Courtesy: Keller Williams Select Realtors of Annapolis
View additional info

Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inviting front porch and watch the world go by, or step out your door and walk to Eastport's renowned restaurants, lively bars, boutique shopping, marinas, yacht clubs, and the water taxi to historic downtown Annapolis. Inside, beautiful heart pine floors add warmth and character. The spacious rear yard is a rare find in Eastport and offers plenty of room for entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. The chef's kitchen features Viking refrigerator and stainless steel appliances, creating a wonderful space for both everyday cooking and entertaining. Thoughtful improvements and major updates throughout the years make this home truly move-in ready while still offering the opportunity to add your own personal touches. Notable improvements include: * Pella rear sliding glass door - 2025 * Carrier first-floor HVAC - 2025 * Washer & dryer - 2024 * Viking refrigerator - 2024 * New roof - 2023 * First-floor bathroom remodeled - 2018 * Front porch replaced and metal roof added - 2018 * First-floor floors and stairs refinished by Beers - 2017 * Rinnai tankless water heater - 2016 * Upstairs bathroom and closet remodeled by Gate One Builders - 2011 * HardiePlank siding - 2009 * Fence - 2005 * Brick foundation repointed - 2004 * Shed - 2003 * Renovation and rear addition - 1998 A wonderful opportunity to own a piece of Eastport - move right in, enjoy the lifestyle, and make it your own.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,872
Status:
NEW LISTING
MLS#:
MDAA2156742
Type:
Townhouse
Subdivision:
REVELL DOWNS
Lot size:
0.11 Acres
Year built:
1979
Courtesy: ABR
View additional info

Spacious Duplex located in Sought After Revell Downs! Over 1800 square feet of Finished Living Space with Recent Updates Including 35 Year Architectural Shingle Roof, Maple Kitchen Cabinets, Granite Counters, Kitchen Appliances, Marble Floor Tile in Kitchen, Ceramic Wall Tile and Vanities in Bathrooms, Luxury Vinyl Plank in Living and Dining Room and New Washer and Dryer. The Main Level Features 3 Bedrooms, Bathroom, Kitchen, Living Room and Separate Dining. Downstairs you have a Big Family Room with a Fireplace, 4th Bedroom, 1/2 Bath and a Huge Storage/Laundry Room. Outside is Nicely Landscaped and Great for Entertaining with a Fully Fenced Back Yard, Big Custom Sundeck, Three Storage Sheds and a Patio. This Wonderful Community is Just minutes from Schools, Annapolis Mall, Riva Festival Shopping Center, Quiet Waters Park, Sandy Point State Park, and downtown Annapolis, with quick access to Route 50, I-97, and the Naval Academy. You can also enjoy the newly completed Broadneck Peninsula Trail with a Multi-Use path that connects the existing Baltimore and Annapolis Trail directly to Sandy Point State Park!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,943
Status:
NEW LISTING
MLS#:
MDAA2154754
Type:
Condo
Subdivision:
ACTONS LANDING CONDOS
Lot size:
0.04 Acres
Year built:
2007
Courtesy: Coldwell Banker Realty
View additional info

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton's Landing. This 2 bedroom, with an extra den unit, offers nearly 2,000 square feet of beautifully designed living space. This extraordinary condominium combines the ease of maintenance-free living with a rare feature that truly sets it apart: its own exterior entrance. Step directly outside and begin enjoying the restaurants, shops, waterfront, events, and unmistakable charm of downtown Annapolis without ever having to walk through the building. The private exterior entrance also provides exceptional convenience for guests, particularly after concierge hours, allowing them to arrive directly at your door. Inside, the spacious, open-concept floor plan has been freshly painted and features brand-new carpeting, abundant natural light, and a wall of windows overlooking the outdoor patio area. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, stainless steel appliances - including gas cooktop and a new refrigerator - and a generous island/breakfast bar that opens seamlessly to the main living area. The thoughtfully designed layout provides excellent separation between the two expansive bedroom suites. The primary suite features two closets, including a walk-in, along with a spacious private bath complete with a separate soaking tub. On the opposite side of the residence, the second bedroom offers its own en-suite bath, creating an ideal private retreat for overnight guests. A separate den/office provides valuable additional living space and offers the flexibility to serve as a home office, library, media room, or occasional guest space. A conveniently located powder room makes entertaining especially easy. Adding to the exceptional convenience are two garage parking spaces located just steps from the residence, along with an owned private storage unit - valuable amenities for downtown Annapolis living. Acton's Landing further enhances the lifestyle with a fitness center, library, recreation/community room, beautifully landscaped courtyard, and concierge service. And when you are ready to venture out, downtown Annapolis is right outside your door. Few residences offer this combination of nearly 2,000 square feet, two garage parking spaces, private storage, luxury amenities, and the rare convenience of a direct entrance/exit with its own outdoor, covered patio - all within walking distance of everything that makes Annapolis such an extraordinary place to live. This is more than simply a downtown condo; it is an opportunity to enjoy the Annapolis lifestyle with the space, comfort, convenience, and accessibility of a true luxury residence.

Open House:

Saturday, 9/12 12:00-2:00PM

Beds:
4
Baths:
3.00
Sq.Ft.:
3,168
Status:
NEW LISTING
MLS#:
MDAA2156556
Type:
Single Family
Subdivision:
HILLSMERE ESTATES
Lot size:
0.32 Acres
Year built:
1961
Courtesy: ExecuHome Realty
View additional info

Discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Major renovations completed in 2020 have transformed this residence into a warm and inviting retreat, featuring solid hardwood flooring throughout and a fully finished basement that offers ample space for relaxation or entertainment. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy fireplace in the living area creates a perfect ambiance for gatherings, while the well-appointed kitchen is ready for your culinary adventures. Step outside to enjoy the expansive 0.32-acre lot, where you can unwind in your private outdoor space or explore the community amenities, including a refreshing pool. For water enthusiasts, the property is just 2 miles from the South River, providing easy access for boating, fishing, and kayaking. With multiple slips available by lease, your aquatic adventures are just a stone's throw away. This home also features a convenient driveway for parking and a shed for additional storage. Embrace the lifestyle you've always wanted in a community that offers both tranquility and recreational opportunities. This is more than just a house; it's a place to create lasting memories. Don't miss your chance to make it your own!

Beds:
1
Baths:
2.00
Sq.Ft.:
1,100
Status:
NEW LISTING
MLS#:
MDAA2156696
Type:
Condo
Subdivision:
VILLAGE OF CHESAPEAKE HARBOUR
Year built:
1987
Courtesy: Alex Cooper Auctioneers, Inc.
View additional info

List Price is Opening bid at Online Auction to be conducted on auctioneer's website. Online Auction Only! Bidding begins Saturday, September 26th and ends Thursday October 1, 2026 at 1:00 PM. Waterfront-Inspired Annapolis Living with Exceptional Community Amenities Experience the appeal of Annapolis living at 2004 Quay Village Court, Unit T-1, a desirable main-level condominium in the water-privileged First Village of Chesapeake Harbour community. Offering an inviting blend of comfort, privacy, and resort-style amenities, this residence presents an exceptional opportunity to create a refined retreat in one of Maryland's most desirable waterfront communities. Inside, The main-level design offers effortless one-floor living, with an open living and dining area (with a fireplace), Powder room, designated laundry area, and kitchen. The living space extends outdoors via the rear patio, creating a welcoming setting for morning coffee, evening cocktails, or relaxing at the end of the day. The space is completed by the generous primary suite, providing a peaceful private escape, featuring a spacious walk-in closet and large en-suite bathroom. Beyond your doorstep, First Village offers an enviable water-oriented lifestyle with an impressive collection of community amenities. Residents enjoy two swimming pools, four tennis courts, grilling areas, a beach area, and a boat rack, creating countless opportunities for recreation, relaxation, and entertaining without ever straying far from home. The residence offers an opportunity for thoughtful updating, allowing its next owner to introduce their own aesthetic and finishes while taking full advantage of the spacious layout and exceptional community setting. Ideally positioned in Annapolis, this property places you close to the area's renowned dining, shopping, waterfront destinations, and vibrant coastal lifestyle. A spacious primary suite, private outdoor space, and resort-inspired community amenities come together to offer an exciting opportunity to create your own Annapolis retreat. Property Highlights: Water Privileged Community Premier Annapolis Location Numerous Community Amenities Main Level Unit 1bd/1.5ba Please visit auctioneer's website for additional information.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,922
Status:
NEW LISTING
MLS#:
MDAA2156250
Type:
Single Family
Subdivision:
EASTPORT
Lot size:
0.15 Acres
Year built:
2016
Courtesy: TTR Sotheby's International Realty
View additional info

Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,286
Status:
NEW LISTING
MLS#:
MDAA2156508
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.31 Acres
Year built:
1948
Courtesy: Krauss Real Property Brokerage
View additional info

Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire - the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Caf Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself - a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland's Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home.

Open House:

Saturday, 9/12 10:00-12:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
1,800
Status:
NEW LISTING
MLS#:
MDAA2156524
Type:
Townhouse
Subdivision:
WHISPERING WOODS
Lot size:
0.05 Acres
Year built:
1983
Courtesy: Keller Williams Flagship
View additional info

3 BEDS | 2.5 BATHS | WHISPERING WOODS | COLONIAL TOWNHOUSE ?Welcome to This Charming 3-bedroom, 2.5-bathroom Colonial Townhouse in Whispering Woods. Great Lot that Backs to Tranquil, Wooded Views, this Move-In Ready Home Offers a Blend of Style, Comfort, and Functional Living Space. ?KEY HIGHLIGHTS: ?Gourmet Kitchen: Quartz Countertops, Stainless Steel Appliances, Hardwood Floors and Seamless Open Flow into the Dining Area - Ideal for Hosting and Entertaining. ?Spacious Living: Open Main Level with Hardwood Floors Throughout, Recessed Lighting and Ceiling Fans. ?Outdoor Oasis: Private Deck and Patio Overlooking Trees. ?Walkout Basement: Full, With Large Family Room with Walkout Access, Full Bath, Laundry and Loads of Storage. ?Parking and Amenities: Assigned Parking with Ample Overflow Parking and Community Access to Playgrounds and Common Area. ?HVAC 3 Years Old. Pella Windows and Sliders. Schedule your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,540
Status:
NEW LISTING
MLS#:
MDAA2156636
Type:
Townhouse
Subdivision:
GREENBRIAR
Lot size:
0.04 Acres
Year built:
1979
Courtesy: Coast To Coast Home Consultants INC
View additional info

Wonderful Opportunity in Annapolis! Unlock the potential of this 3-bedroom townhome and bring your vision to life. Whether you're looking for your next renovation project or an opportunity to create a home with your own personal style, this property offers outstanding potential. The home features a walkout basement, a spacious backyard with room for outdoor enjoyment, and a convenient location with easy access to shopping, dining, and major commuter routes. This property is ready for renovation and offers an excellent opportunity to add value through updates and improvements. With the right vision, this townhome has the potential to truly shine. Don't miss this chance to transform this Annapolis property into something special. Schedule your showing today and imagine the possibilities! Please see the Documents section for complete offer submission instructions. All offers must be submitted through the VRM Properties offer portal. Agents must register as a user, enter the property address, and select "Start Offer." This property may qualify for Seller Financing (Vendee). If the property was built prior to 1978, Lead-Based Paint Potentially Exists.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
NEW LISTING
MLS#:
MDAA2156582
Type:
Condo
Subdivision:
CHESAPEAKE HARBOUR
Year built:
1988
Courtesy: Berkshire Hathaway HomeServices PenFed Realty
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Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom. The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry and quartz countertops (Dec 2024), plus brand-new appliances (Jan 2025). Relax in the primary suite with its custom Closet America walk-in closet (Sept 2025). Living in Chesapeake Harbour gives you direct access to a deep-water marina, private beach, pools, tennis courts, 24/7 security, and an on-site waterfront restaurant, all just minutes from historic Downtown Annapolis.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,447
Status:
NEW LISTING
MLS#:
MDAA2156518
Type:
Condo
Subdivision:
FAIRWINDS OF ANNAPOLIS
Year built:
1974
Courtesy: Redfin Corp
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Move-in ready top-floor 3-bedroom, 2-bath condo in Fairwinds of Annapolis, offering comfortable living and an unbeatable location just minutes from Bay Ridge and Downtown Annapolis. This large floorplan home features a bright, open layout and a private balcony. The updated kitchen features a new flooring, countertop, gas cooking, ample cabinet storage, and a new refrigerator to be installed. New flooring in both bathrooms. The HVAC system was replaced in 2022, providing added peace of mind. The spacious primary bedroom offers a private full bath, while the two generously sized secondary bedrooms share an additional full bath. Enjoy the convenience of natural gas for heating, hot water, and cooking, along with access to the community pool and tennis courts. Free off-street parking is available, with reserved off-street parking also available for a fee through the condo association. The location is hard to beat. Walking distance to grocery stores, coffee shops, restaurants, and Rita's Italian Ice. Easy access to shopping, Downtown Annapolis, Eastport, the Naval Academy, and major commuter routes. This won't last long. Schedule a tour today!

Open House:

Saturday, 9/12 1:00-2:30PM

Beds:
4
Baths:
3.00
Sq.Ft.:
2,906
Status:
NEW LISTING
MLS#:
MDAA2156594
Type:
Single Family
Subdivision:
NORTH RIVER FOREST
Lot size:
1.8 Acres
Year built:
1987
Courtesy: Cummings & Co. Realtors
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Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, and privacy, this home provides plenty of space for everyday living and entertaining. The impressive lofted living room is filled with natural light and features skylights that create an open, airy atmosphere. The inviting family room offers a propane fireplace, providing a cozy gathering space for relaxing evenings. The spacious kitchen offers plenty of cabinet and counter space, providing a functional and inviting setting for preparing meals and gathering with family and friends. A convenient half bath completes the main level. The spacious primary bedroom features its own ensuite bathroom and private laundry, creating a comfortable retreat with added convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Outside, the expansive 1.8-acre property offers room to enjoy the outdoors and plenty of privacy, while the attached 2-car garage provides ample parking and storage. With its generous lot, versatile floor plan, lofted living space, and sought-after Annapolis location, 580 Pinedale Dr offers an opportunity to enjoy both space and convenience.

Open House:

Saturday, 9/12 11:00-1:00PM

Beds:
4
Baths:
2.00
Sq.Ft.:
1,828
Status:
NEW LISTING
MLS#:
MDAA2153414
Type:
Single Family
Subdivision:
CAPE ST CLAIRE
Lot size:
0.16 Acres
Year built:
1997
Courtesy: Redfin Corp
View additional info

EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle.

Open House:

Sunday, 9/13 1:00-3:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,230
Status:
NEW LISTING
MLS#:
MDAA2156434
Type:
Condo
Subdivision:
ANNAPOLIS ROADS WEST
Year built:
1981
Courtesy: Coldwell Banker Realty
View additional info

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for. The remodeled kitchen (2010) serves as the heart of the home, and the bright sunroom addition (2006) provides the perfect space to relax year-round. A brand-new slider installed in 2025 opens to the sunroom, while below, a stamped concrete patio is surrounded by beautifully landscaped gardens and lovely fencing, creating a private outdoor retreat. The finished basement offers additional living space and features a cozy wood stove, perfect for warming up on cool winter evenings. You'll also appreciate the abundant storage throughout the home. Recent updates include: New slider to sunroom (2025) New oven (2025) Water heater (2018) Remodeled kitchen (2010) Remodeled bathrooms The community amenities are equally impressive, with a pool, community center, sidewalks, and wonderful walking areas, all complemented by minimal HOA fees. Ideally situated just minutes from restaurants, grocery stores, banks, pharmacies, and downtown Eastport. Quiet Waters Park is even closer, offering easy access to trails, recreation, and waterfront beauty. There is simply too much to list. Come see this wonderful home for yourself and discover all it has to offer!

Open House:

Saturday, 9/12 12:00-2:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
2,364
Status:
NEW LISTING
MLS#:
MDAA2156486
Type:
Single Family
Subdivision:
HUNT MEADOW
Lot size:
0.21 Acres
Year built:
1987
Courtesy: Coldwell Banker Realty
View additional info

Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, 2.5 bath home has barn doors, great moldings, newer siding and windows, great deck overlooking a perfect sized fenced yard with Thermospa Hot Tub. Irrigation with rain sensor. Upgraded lighting. Kitchen and baths are renovated, newer deck. Three bedrooms up. 4th bedroom/office in the lower level with a great theater & Murphy Bed in the Lower level. Hvac unit for garage. Absolutely adorable. Community pool, swim team, events and 5 minutes to downtown Annapolis.

Open House:

Saturday, 9/12 11:00-1:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
4,099
Status:
NEW LISTING
MLS#:
MDAA2156430
Type:
Single Family
Subdivision:
EASTPORT
Lot size:
0.14 Acres
Year built:
1940
Courtesy: TTR Sotheby's International Realty
View additional info

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor - all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,529
Status:
NEW LISTING
MLS#:
MDAA2156048
Type:
Single Family
Subdivision:
CAPE ST CLAIRE
Lot size:
0.21 Acres
Year built:
1968
Courtesy: Real Broker, LLC
View additional info

Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that has been carefully maintained inside and out. At the heart of the home is an updated kitchen featuring newer appliances, 42-inch cabinetry, quartz countertops, a custom backsplash, and a farmhouse apron sink. The home features two full bathrooms, including one that was completely renovated from top to bottom with a new tub, tile, flooring, toilet, vanity, and sink. The second full bath has also been refreshed with new flooring, vanity, and sink. Newer luxury vinyl plank flooring and carpeting add a fresh, cohesive feel throughout the interior, while all-new custom window treatments installed throughout the home in 2026 provide a polished finishing touch. The finished lower level offers valuable additional living space with the flexibility to function as a recreation room, home office, or a combination of both. A fireplace adds warmth and character, creating an inviting setting for working, relaxing, or entertaining. A dedicated mini-split system installed in 2025 provides independent climate control for this level. The home has benefited from a substantial list of recent improvements, including a new main-level HVAC system installed in 2024, Hardie siding and shutters in 2025, replacement windows in 2022, and a roof replaced in 2018. The home also includes a garage with a new door installed in 2025. A security system was added in 2026, and an owned whole-house water treatment and softener system was installed in 2024, providing added convenience and value for the next owner. Outdoor living is equally appealing. A new deck completed in 2026 provides an ideal setting for dining, entertaining, or relaxing outdoors, while the fully fenced yard offers added privacy, security, and flexibility for pets or play. An expanded driveway and parking area installed in 2025 adds valuable everyday functionality and additional off-street parking. Tucked along a quiet, lightly traveled street with just five homes, the property enjoys a more private neighborhood setting while remaining only a few blocks from the Cape St. Claire community beach. The location also offers convenient access to Annapolis, shopping, dining, recreation, and major commuter routes while retaining the neighborhood atmosphere that makes Cape St. Claire so sought after. The home is served by the highly regarded Broadneck school district. With an updated kitchen, one fully renovated bath, a refreshed second full bath, extensive recent improvements, newer major systems, dedicated climate control on both finished levels, a garage, and substantial exterior upgrades already completed, this home offers the opportunity to simply move in and enjoy. Years of investment, care, and thoughtful enhancement have created a property where very little remains for the next owner to do.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,103
Status:
NEW LISTING
MLS#:
MDAA2156400
Type:
Condo
Subdivision:
LAKE HERON CONDOMINIUMS
Year built:
1987
Courtesy: Cummings & Co. Realtors
View additional info

BRAND-NEW HVAC SYSTEM - ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood's most desirable locations. Tucked beside a large, open grassy field, this home offers a rare sense of privacy with peaceful views of nature from the side windows. Inside, you'll find high-quality hardwood floors, a beautifully working wood-burning fireplace that creates a warm and inviting focal point, an updated kitchen, and marble bathroom sinks. Enjoy outdoor living from not one, but two balconies - one in the front and one in the back - providing wonderful spaces to relax, enjoy your morning coffee, or unwind at the end of the day. Step outside and enjoy beautiful, scenic jogging and walking paths throughout the community, surrounded by peaceful natural scenery. Community amenities also include an outdoor swimming pool and workout room, making it easy to stay active and enjoy the neighborhood without leaving home. The second-level setting provides an elevated outlook, while the location alongside the open green space makes this unit particularly special. Conveniently located in Annapolis, with easy access to everything the area has to offer, including shopping, dining, recreation, and the charm of downtown Annapolis. A wonderful combination of location, updates, amenities, outdoor space, and natural surroundings!

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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