Refine Search
Sort by
906 Jackson St, Annapolis
$650,000
3 Beds ⋅ 3 Baths
RARE OPPORTUNITY! TWO HOMES ON ONE LOT IN EASTPORT! This versatile property offers an exceptional combination of character, functionality, and flexibility with a renovated 2-bedroom, 1.5-bath main home PLUS a separate 1-bedroom, 1-bath guest house. The main residence features gleaming hardwood floors, a cozy fireplace, and a spacious kitchen with abundant counter space, a large peninsula, and stainless-steel appliances. The inviting layout provides comfortable living spaces while retaining the charm and character buyers love. The detached guest house is a standout feature, offering a private bedroom, full bath, living room, washer/dryer, and separate utilities. Ideal for guests, extended family, a private home office, or other flexible living arrangements. Enjoy the outdoors in the pleasant, tree-lined backyard, enclosed by a privacy fence. A 1+ car garage and shed provide plenty of room for parking, storage, hobbies, and outdoor equipment. Located conveniently to the restaurants, shops, waterfront, and attractions of Eastport and Downtown Annapolis, this property puts you close to everything while offering the flexibility of two separate living spaces. Notable recent improvements include: New roof and skylights (2023) New driveway (2022) Guest house electrical wiring (2022) New dishwasher (2024) Two homes. One lot. Endless possibilities. A unique opportunity in a highly desirable Annapolis location!

906 Jackson St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

1049 Sun Valley Dr, Annapolis
$879,990
4 Beds ⋅ 3 Baths
Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. For A Limited Time - Builder is offering $25,000 towards Financing, Closing Costs or Options, with the use of the builder’s approved lender and title company! The exciting Bancroft model offers approximately 2,472 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today’s homebuyers desire. Enjoy a spacious 12’ x 16’ sunroom, 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, and upgraded cabinetry with soft-close doors and drawers. Additional included features include ceramic tile in the bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, a generous landscaping package, and so much more. Best of all, these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options, including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Conveniently located with easy access to Annapolis, Baltimore, and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder’s work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

1049 Sun Valley Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1430 Catlyn Pl, Annapolis
$629,900
4 Beds ⋅ 3 Baths
ATTN VA BUYERS! This is an assumable VA Loan AT A RATE OF 3.125 PERCENTAGE RATE! Seller is offering 6,300 in a SELLER CREDIT to assist in a rate buy down! You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, just re-sanded Stunning Hardwood Floors throughout the main level, Master Bedroom with an ensuite bath and walk-in custom shower, New Beautiful Flooring in the lower-level Family Room, Great Rear Deck overlooking the large, fenced backyard and so much more!! The Heritage Community features a community pool is off Forest Dr. There is no HOA, just a Special Taxing district. The special taxes cover the pool. You just pay for the pool passes. heritage.hoaspace .com BE IN YOUR NEW HOME IN JUST 2 WEEKS USING PREFERRED LENDERS!

1430 Catlyn Pl, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

2175 Glencrest Cir, Annapolis
$950,000
5 Beds ⋅ 4 Baths
Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. Work is currently underway to finish the basement and create an additional bedroom, full bathroom, recreation room, and a deck, with all improvements expected to be completed by the end of this year. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking.

2175 Glencrest Cir, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact:

820 Bay Ridge Ave, Annapolis
$1,799,000
4 Beds ⋅ 5 Baths
Ooh la la, Eastport. There is something unmistakably special about life here—and 820 Bay Ridge Avenue captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence delivers the rare combination of space, sophistication, outdoor living, and walkability, all just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and a gracious brick front porch create a picture-perfect welcome. Step inside to more than 4,000 square feet of beautifully finished living across FOUR levels, where rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters create a home that feels polished without ever feeling fussy. Thoughtfully customized during construction, the residence includes numerous builder upgrades, enhanced electrical features, and details designed to make everyday living as effortless as the home is beautiful. At its heart is a fabulous kitchen with honed granite countertops, premium appliances, abundant cabinetry, and a generous center island opening seamlessly to the family room and upgraded gas fireplace. The formal dining room is ready for holidays, celebrations, and memorable dinners, while the adjoining sitting room or study is perfect for working from home, curling up with a favorite book, or ending the evening with a bourbon. And then there is the outdoor living. Morning coffee on the front porch overlooking the flower garden. Dinner in your private English courtyard. Cocktails under the stars on the second-floor terrace. Professionally enhanced landscaping creates an intimate retreat, while ceiling fans, a dedicated natural gas line for grilling, and the opportunity for a future fire feature make these spaces as functional as they are beautiful. Upstairs, the primary suite feels like a private escape, with a custom walk-in closet, spa-inspired bath, and expansive sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft brings even more possibilities—a home office, fitness studio, media room, guest retreat, or whatever life calls for next. The finished lower level adds a spacious family room and full bath, providing even more flexibility for entertaining, extended stays, or multigenerational living. And in a feature rarely found, the home was designed with the future in mind with a framed elevator shaft, allowing an elevator to be added without compromising the architecture or thoughtful floor plan. But perhaps the greatest luxury of 820 Bay Ridge Avenue is everything waiting just outside your front door. Walk to St. Mary’s. Walk to dinner. Walk to neighborhood cafés and marinas. Walk to the Annapolis Yacht Club and Eastport Yacht Club. Cross the Spa Creek Drawbridge into Historic Downtown Annapolis and City Dock. Spend the afternoon on the Chesapeake, meet friends for dinner on the water, browse the shops and galleries downtown, or take the water taxi home after an evening out. Morning coffee around the corner. An afternoon on the water. Dinner in Eastport. Ice cream at City Dock. School, sailing, restaurants, shopping, marinas, yacht clubs, and downtown Annapolis—all without having to get in the car. And somehow, you still come home to more than 4,000 square feet, four finished levels, beautiful outdoor spaces, exceptional privacy, extensive custom upgrades, and future elevator capability. No need to choose between space, sophistication, and walkability. Here, you get all three. Polished. Coastal. Effortlessly Annapolis. Ooh la la, indeed.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

525 Deep Creek Vw, Annapolis
$639,900
3 Beds ⋅ 4 Baths
JUST REDUCED - AN INCREDIBLE VALUE ON THE BROADNECK PENINSULA! Welcome home to 525 Deep Creek View, where nearly 3,000 finished square feet, a 2-car garage, and a flexible floor plan offer the space you want with the ease of low-maintenance living. Located in sought-after Deep Creek Village, this spacious 3-bedroom, 3 full and 1 half bath home lives much larger than you might expect. Hardwood floors and abundant natural light welcome you to the open main level, where a spacious dining and sitting area flows into the heart of the home. The designer kitchen features an oversized center island, granite countertops, stainless steel appliances, gas cooktop, wall oven, pantry, and abundant cabinetry. An expanded morning room provides even more living space and opens through French doors to the rear deck, perfect for grilling, entertaining, or relaxing outdoors. Upstairs, the generous owner's suite offers two walk-in closets, a spa-inspired bath, and a separate sitting area ideal for a home office, reading nook, or fitness space. Two additional bedrooms, a full hall bath, and upper-level laundry complete this floor. The finished lower level gives you even more flexibility, with a large recreation room, custom built-ins, a full bath, and direct access to the 2-car garage. Use it as a media room, home gym, office, guest space, playroom, or simply another comfortable place to spread out. And the lifestyle extends beyond the home. Deep Creek Village offers walking trails, green spaces, a tot lot, and neighborhood social gatherings, all just minutes from downtown Annapolis, shopping, dining, parks, marinas, and Route 50. Enjoy easy access to Washington, D.C., Baltimore, and the Eastern Shore while coming home to the relaxed lifestyle of the Broadneck Peninsula (yes, it is in the Broadneck School District!) If you've been looking for more space without more maintenance, 525 Deep Creek View may be exactly what you've been waiting for.

525 Deep Creek Vw, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

213 Victor Pkwy Unit 213F, Annapolis
$239,000
2 Beds ⋅ 2 Baths
Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated in 2022 with upgraded lighting and luxury vinyl plank flooring. In September 2026, new carpeting was installed, and the entire unit was freshly painted in a neutral color. The remodeled kitchen offers white shaker cabinetry, updated countertops, a garbage disposal, and stainless steel appliances. Both full bathrooms have been refreshed with attractive tile and upgraded vanities. An in-unit washer-and-dryer combination adds everyday convenience, while the upgraded heating and air-conditioning system was installed in March 2024. The generously sized primary bedroom includes a private full bathroom, a spacious closet with mirrored sliding doors, and a separate dressing or makeup area. Move-in ready and ideally located near everything Annapolis has to offer! Just minutes from Quiet Waters Park, residents can enjoy seasonal events, live music, ice skating, playgrounds, dog parks, walking trails, and waterfront recreation. Shopping, dining, banking, medical facilities, and professional services are also nearby.

213 Victor Pkwy Unit 213F, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

1202 Southview Dr, Annapolis
$869,990
4 Beds ⋅ 3 Baths
Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,000-square-foot homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. For A Limited Time - Builder is offering $25,000 towards Financing, Closing Costs or Options, with the use of the builder's approved lender and title company! The exciting Taft model offers approximately 2,581 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today's homebuyers desire. Enjoy 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, upgraded cabinetry with soft-close doors and drawers. Additional features include ceramic-clad bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, generous landscaping package, and so much more. All of these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Boats, kayaks, canoes, and other watercraft are welcome! Conveniently located with easy access to Annapolis and commuting routes to Baltimore and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder's work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

1202 Southview Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1309 President St, Annapolis
$540,000
3 Beds ⋅ 2 Baths
Price adjusted to reflect market response. AND it's open 10/31 & 11/1 ! There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and kitchen were added in the 1960's. The daughters' bedroom was the upper level for many years. A detached garage with an attached screened porch is perfectly positioned for outdoor entertaining. The yard is large and fenced. This home only needs the new owner's personal touches to make it once again a forever home!

1309 President St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

1610 Ridout Rd, Annapolis
$1,195,000
4 Beds ⋅ 3 Baths
Open Sunday, November 1st! Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come together in one inviting home. Inside, an open and comfortable floor plan is designed for the way people actually live. The kitchen opens to a sun-filled bar and dining area, where a sliding door provides direct access to the backyard and creates an easy connection between indoor and outdoor living. Two gas fireplaces, one in the living room and another in the family room, bring warmth and character to the main level, while the finished lower level provides additional flexible living space and storage. Upstairs, the spacious primary suite with an ensuite bath and three additional bedrooms sharing a full hall bath, offer comfortable space for family and guests. An attached two-car garage completes the home’s practical conveniences. Outside is where this property truly distinguishes itself. Framed by lush landscaping, the expansive, fully fenced backyard unfolds as a series of thoughtfully created outdoor living spaces. The in-ground pool, hot tub, generous patio space, and pergola-covered dining area area designed for long summer days and effortless entertaining, while the broad lawn offers plenty of room to play, garden, or simply unwind. And the lifestyle extends well beyond the property line. Amberley is one of the Broadneck Peninsula’s sought-after water-privileged communities, with three private community piers along Whitehall and Ridout Creeks and 45 slips accommodating both power and sailboats. Residents also enjoy a boat ramp, kayak and paddleboard storage, and a launch pier for smaller watercraft. More than 15 acres of community forest and open space, along with over 3 miles of paved roads and walking trails, contribute to Amberley’s peaceful, established character. Just minutes from Downtown Annapolis, Broadneck schools, and convenient routes to Washington, D.C., Baltimore, and the Eastern Shore, this private oasis offers something increasingly difficult to find: space to spread out, a backyard built for living, and easy access to the Chesapeake Bay lifestyle.

1610 Ridout Rd, Annapolis

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

3 Rusty Red Dr, Annapolis
$1,350,000
6 Beds ⋅ 6 Baths
New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment. This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and more! The main level features a flexible den/office/bedroom with an attached full bathroom, so guests and family can have private space. The primary suite is a luxurious oasis with plenty of space to enjoy with a huge customizable walk-in closet. The lower level features a separate entrance, a bedroom and a full bathroom, and a large rec room, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches throughout. The front porch is a perfect spot to savor your morning coffee, and the backyard with deck offers endless possibilities. The home comes with green building features, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come!

3 Rusty Red Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

113 Sellew Rd, Annapolis
$1,390,000
3 Beds ⋅ 5 Baths
Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor, each with a private elevator and a rooftop terrace. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Map to 2555 Riva Rd. for the approximate location.

113 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

101 Carraway Ln, Annapolis
$649,000
5 Beds ⋅ 5 Baths
Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted location, some of Downtown Annapolis’ best restaurants, boutiques, Maryland Hall for the Creative Arts, Spa Creek waterfront, scenic trails, playgrounds, and Navy Stadium are all just moments away. The complimentary City Circulator makes exploring the waterfront and City Dock remarkably easy, while convenient access to Route 50 keeps commuting a breeze. Spanning approximately 3,400 square feet over four beautifully finished levels, this sophisticated residence offers an exceptional combination of space, versatility, and custom character. Fresh interior paint creates a crisp, inviting backdrop, while upgraded lighting and carefully selected wallpaper accents in the primary suite and powder room bring an elevated designer aesthetic to the home. The main level is designed for both everyday living and entertaining, with an open-concept floor plan, dramatic ceilings, and an abundance of natural light. The gracious living room centers around a gas fireplace, creating a warm and inviting gathering space. The adjoining kitchen features granite countertops, stainless steel appliances, a substantial center island with seating and storage, and effortless connection to the dining area. Upstairs, the private primary suite offers a serene retreat complete with a generous walk-in closet and beautifully appointed en suite bath featuring a soaking tub, dual vanity, and separate shower. Two additional bedrooms, a full bath, and conveniently located laundry complete the second level. The extraordinary top-floor loft expands the possibilities even further, featuring vaulted ceilings, exceptional storage, a full bath, and a dedicated brand new heating and cooling mini-split system. Equally suited for a second primary suite, guest quarters, home office, creative studio, or comfortable lounge, this versatile space adapts beautifully to a variety of lifestyles. The fully finished lower level adds another dimension to the home with an additional bedroom, full bath, and egress window, offering an ideal private retreat for guests, a home office, recreation space, or extended-stay accommodations. The property also includes two assigned parking spaces, complemented by additional community parking. With its distinctive end-unit setting, impressive scale, thoughtful custom finishes, and enviable proximity to the very best of Downtown Annapolis, this is a home that delivers the quintessential Annapolis lifestyle - with room to live, work, entertain, and enjoy it all. Welcome Home!

101 Carraway Ln, Annapolis

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

730 Crisfield Way, Annapolis
$850,000
4 Beds ⋅ 5 Baths
*Seller Credit Included * Welcome to Kingsport—where timeless elegance meets water privileged living. Nestled within this coveted, water-privileged community, this exceptional 4- bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury. A grand entry welcomes you with rich hardwoods (installed 2024) and graceful architectural details, leading to a large formal hexagon dining room, refined living room, and a private main-level Bedroom/Office —perfect for today’s lifestyle. The heart of the home is a beautifully appointed gourmet kitchen(renovated 2024), featuring a custom center island with cooktop, dual wall ovens, gleaming granite countertops, and extensive cabinetry. The space flows effortlessly into a dramatic family room, highlighted by soaring vaulted ceilings, plantation shutters, and a warm gas fireplace. Upstairs, the primary suite is a true retreat, offering a spa-inspired bath ,hardwood floors and oversized dual walk-in closets. Three additional bedrooms , two with a shared full bathroom. An additional bedroom suite with its own en suite bath. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room with a wet bar, a private guest suite, a playroom, and abundant storage. Outdoors, a fully fenced backyard invites quiet moments and gatherings alike, with a paver patio, raised garden beds, and serene wooded views backing to scenic walking paths. Residents of Kingsport enjoy an exceptional lifestyle with resort-style amenities including a community pool, playgrounds, hiking and biking trails, kayak launch and storage, and a picturesque pier on Crab Creek—ideal for sunset views, fishing, or peaceful afternoons by the water. Perfectly positioned just minutes from downtown Annapolis and convenient to major commuter routes, this home offers the rare opportunity to live beautifully in one of the area’s most desirable communities.

730 Crisfield Way, Annapolis

Listing courtesy of Paul Wesley Real Estate. Contact:

1197 Carrs Rd, Annapolis
$555,000
3 Beds ⋅ 2 Baths
ASK HOW YOU COULD SAVE ON YOUR MONTHLY MORTGAGE PAYMENT WITH A POTENTIAL RATE BUYDOWN THROUGH OUR PREFERRED LENDER! YOUR PRIVATE ACRE IN ANNAPOLIS! Discover a rare opportunity to enjoy peaceful, country-style living with the convenience of Annapolis nearby. Set on approximately one acre of beautifully landscaped grounds, this unique property offers privacy, versatility, and room to spread out, just minutes from Sandy Point State Park, the Chesapeake Bay, and routes toward downtown Annapolis and the Bay Bridge. Enjoy outdoor living at its best with mature landscaping, hardscape walkways, a newer Trex deck, brick patio, fully fenced yard, garden areas, storage shed, and outdoor shower. Inside, vaulted ceilings enhance the living and family rooms, while wood flooring throughout much of the main living area and comfortable main-level living create a welcoming feel. The kitchen features granite countertops, a subway tile backsplash, and ample cabinetry. Need space beyond the main house? A separate office/studio structure with its own electrical panel, heat pump, and efficiency kitchen offers exciting flexibility for a home office, creative studio, workshop, or other workspace. One of this property's standout features is the expansive, newly asphalted driveway with parking for 15+ vehicles, ideal for those with work vehicles, equipment, trailers, recreational vehicles, or frequent guests. Additional updates include a new well installed in January 2026, a refrigerator replaced in 2024, a hot water heater replaced in 2020, and a washer and dryer less than two years old. Surrounded by natural beauty and wildlife, with nearby walking paths providing access toward the water, this property offers a lifestyle that's increasingly hard to find. The former pool area provides additional outdoor potential; the pool is currently non-operational and conveys AS-IS. Looking for land, privacy, parking, and flexible space without giving up Annapolis-area convenience? This is your opportunity! Schedule your private tour today and ask about the potential rate buydown.

1197 Carrs Rd, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

126 Spring Place Way, Annapolis
$539,900
3 Beds ⋅ 4 Baths
Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a vibrant neighborhood. Step inside to discover a spacious interior that invites you to unwind. The main level boasts an inviting layout, perfect for both entertaining and everyday living. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones. The fully finished daylight basement adds versatility, providing extra space for a home office, playroom, or media area. The home features three generously sized bedrooms and three full bathrooms, ensuring ample space for relaxation and privacy. A convenient half bath on the main level adds to the functionality of the home. The attached garage offers easy access and additional storage, making life a little simpler. Riva Trace is not just about the home; it's about the lifestyle. The community is rich with amenities designed to enhance your everyday experience. Enjoy leisurely strolls or invigorating jogs along the scenic paths, or challenge friends to a game on the basketball or tennis courts. The association takes care of essential services, including exterior building maintenance, insurance, and snow removal, allowing you to focus on what truly matters-enjoying your home and community. With a boat ramp nearby, water enthusiasts can easily access local waterways for a day of fun on the water. Riva Trace is conveniently located, offering easy access to local shops, dining, and recreational opportunities. Whether you're exploring nearby parks or enjoying the vibrant local culture, you'll find everything you need just moments away. This townhouse is more than just a property; it's a place to call home, where comfort meets community. Don't miss the opportunity to make this inviting space your own in the heart of Riva Trace.

126 Spring Place Way, Annapolis

Listing courtesy of ExecuHome Realty. Contact:

2123 Beach Village Ct Unit T2, Annapolis
$565,000
2 Beds ⋅ 2 Baths
Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces. The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1,267 square feet of finished interior space. Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community. Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home!

2123 Beach Village Ct Unit T2, Annapolis

Listing courtesy of Compass. Contact:

1711 Ritchie Hwy, Annapolis
$1,125,000
5 Beds ⋅ 5 Baths
Beautiful colonial home in the perfect Annapolis location on over an acre of private, tree-lined grounds. This charming property offers a peaceful retreat while remaining conveniently close to everything Annapolis has to offer. Enjoy easy access to Route 50 and just minutes from the U.S. Naval Academy, downtown Annapolis, dining, shopping, and more. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), formal living and dining room offering comfort, flexibility, and room to entertain. Step outside to a large back deck - perfect for entertaining guests or unwinding in a peaceful, private setting. The partially finished basement provides excellent versatility, featuring two bonus rooms, a walk-out entrance, and ample storage space. Gym equipment conveys, providing a ready-to-use home fitness area. A standout feature is the expansive two-level in-law suite with its own private entrance. This flexible space can be configured as a one- or two-bedroom apartment and includes a full kitchen, laundry, living area, and enclosed dining space that can also function as a home office - perfect for extended family, guests, or potential rental income. Additional highlights include: new kitchen, new carpet in the bedrooms and living room, new gutters with screens. Recently replaced 75 gallon water heater, roof, HVAC system. A 240 V Electric vehicle charger in the two-car garage. Ample parking for an RV, boat, and multiple vehicles. The land offers privacy and natural beauty surrounded by protected woodland. The possibility to build an Accessory Dwelling Unit (ADU) on property. Conveniently located near Route 50, this property offers the perfect balance of tranquility and convenience within the sound of colors at the Naval Academy. Agent-owner.

1711 Ritchie Hwy, Annapolis

Listing courtesy of Taylor Properties. Contact:

2915 South Ct, Annapolis
$1,195,000
2 Beds ⋅ 2 Baths
Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay

2915 South Ct, Annapolis

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

1025 Hanson St, Annapolis
$700,000
6 Beds ⋅ 3 Baths
Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a multi-generational family. Thoughtfully improved and meticulously maintained, this turn-key home provides a rare combination of space, versatility, parking and major system upgrades. The main and upper levels feature 4 bedrooms, a full bath, a bright and open living area, an updated kitchen with granite countertops and tile backsplash, and dedicated laundry with front-loading washer and dryer, utility sink and additional storage. The fully finished ground level creates an incredible second living space featuring 2 additional bedrooms, a den/office, full bath, stunning secondary kitchen (minus stove/oven) with granite countertops, stainless steel appliances and tile backsplash, a second laundry setup with utility sink, and new LVP flooring throughout. A private side entrance, new fencing, paver walkway and patio access provide tremendous flexibility for multi-generational living, extended guests, a home office setup or simply additional space to spread out. Outside, you'll find features that are especially hard to come by in Annapolis—including dual driveways with parking for 6+ vehicles and/or boats, along with a two-story detached shed offering excellent storage and convenient yard and street access. Extensive improvements provide peace of mind, including a NEW 2025 roof on both the home and shed with transferable warranty, updated HVAC including heat pump and indoor coil, 60-gallon hybrid high-efficiency water heater, 200-amp electrical service, Tesla EV charger, French drain and stormwater management system, sump pump, updated attic insulation with spray foam, Nest thermostats, updated siding, additional ground-level egress, ceiling fans, fresh paint and much more. With three finished levels, two distinct living areas, exceptional parking and storage, and numerous major capital improvements already completed, 1025 Hanson Street offers the kind of versatility that's difficult to find in Annapolis. Whether you're looking for room for a growing household, multi-generational living, extended guests, midshipman sponsor hosting, or simply a home that provides plenty of space to live, work and entertain—this one is a 10/10!

1025 Hanson St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

66 Franklin St S Unit 413, Annapolis
$854,900
2 Beds ⋅ 3 Baths
HOT NEW PRICE!! No AGE Restrictions Here! Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight, offering granite countertops, stainless steel appliances, abundant cabinetry and a large island perfect for cooking and gathering! Boasting 3 full Bathrooms and 2/3 Bedrooms this layout adapts to your lifestyle! The Primary BR being a flexible ensuite that opens to a sitting area and the 2nd BR makes a great guest room ensuite with the 3rd BR being a den, office or private retreat. Classic style is found here with custom closets, built‑ins, and French doors all adding thoughtful touches throughout. Enjoy the convenience of a full‑size washer and dryer, private parking space and storage unit. The Community amenities are resort like, including a fitness center, library, meeting rooms, concierge, security and a serene courtyard with a tranquil fountain. Step outside and walk to everything, like the City Dock, St. John’s College, the Naval Academy, Boutique Shops, many Restaurants, Bars and the Waterfront to watch the boats sail by! This is truly a lock‑and‑leave home in one of Annapolis’ most desirable locations. Make your appointment to tour today!

66 Franklin St S Unit 413, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

2052 Quaker Way Unit 10, Annapolis
$325,000
2 Beds ⋅ 2 Baths
MAJOR REDUCTIONS. LAST CHANCE OR THE HOME WILL BE RENTED. Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements include light tan luxury vinyl plank flooring throughout the entire unit, new hardware, and a completely renovated kitchen designed with both style and functionality in mind. The brand-new kitchen features custom 42-inch cabinetry, an oven and microwave combination, separate cooktop, and an attractive counter-depth refrigerator that creates a cleaner, more built-in appearance. Located just half a flight up into the unit, the home offers easy everyday living without multiple flights of stairs. Inexpensive utility bills as you upper and lower neighbor provide that extra insulation. The location makes getting around Annapolis a breeze, with quick access to Route 50 and Route 97, along with shopping, restaurants, and entertainment around the Annapolis Mall and the Parole Towne Center area. Whether commuting, heading downtown, or grabbing dinner nearby, everything is just minutes away.

2052 Quaker Way Unit 10, Annapolis

Listing courtesy of Samson Properties. Contact:

19 W Severn Ridge Rd, Annapolis
$979,900
3 Beds ⋅ 4 Baths
Price Improvement on this amazing 1.4 Acre property in Annapolis! VA ASSUMABLE LOAN to qualified VA Buyer!!! Welcome to your private Annapolis retreat near the Severn River and bring your boat! Situated on a rare generous 1.4-acre lot, this quintessential renovated Cape Cod offers the perfect blend of privacy, modern comfort, and convenience. Being just steps to the water and bikeable to Downtown Annapolis, this property is an ideal commuter's oasis. Step inside to discover an inviting, open floor plan designed for effortless living and entertaining. The heart of the home is a gourmet kitchen featuring a 10' quartz island with ample seating and storage, double convection wall ovens and 5-burner induction cooktop, making it ideal for any home chef. The gorgeous marble bathrooms, recently updated in 2025, have a deep soaker tub and generous walk-in shower with wide marble bench. With 2,460 finished square feet, this Insteon smart house provides plenty of room for everyone, including a versatile, partially finished walkout basement with the option for 2 additional bedrooms which offers endless possibilities. The rare expansive outdoor space is truly the highlight of this property. Whether you are looking for room for a sports field, space for gardening, or just want a private yard that backs to trees with a waterview, this property delivers. Bring your boat, to moor at your personal mooring buoy just outside Manresa Pond, or store with recreational vehicles—with parking for up to 26, hosting family and friends is never an issue. This unique, 6 parcel water-oriented neighborhood offers easy access to the Severn River, Route 50, DC, Baltimore, and all the amenities of Annapolis while maintaining a peaceful, secluded atmosphere. Don’t miss your chance to own this rare and expansive property in Annapolis.

19 W Severn Ridge Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

913 Mastline Dr, Annapolis
$649,900
4 Beds ⋅ 3 Baths
Price Improvement. Welcome to this well-maintained four-bedroom, three-full-bath single-family home in the sought-after 55+ community of Heritage Harbour. Move-in ready and thoughtfully designed, this spacious home offers an open main level that is ideal for both everyday living and entertaining. The inviting living and dining areas flow seamlessly into a bright sunroom, creating a comfortable space to relax and enjoy the surrounding setting. The main level also features the primary bedroom suite, a second bedroom, and a second full bathroom for convenient one-level living. Upstairs, guests will appreciate two additional bedrooms and a third full bathroom, providing privacy and flexibility for visitors, hobbies, or a home office. Heritage Harbour offers an exceptional active adult lifestyle with an array of amenities and activities, including golf, boating, walking trails, exercise facilities, swimming pools, organized social activities, and so much more. Come enjoy resort-style living and all that this vibrant community has to offer. Don't miss this wonderful opportunity to make Heritage Harbour your home and vacation where you live!

913 Mastline Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

603 Burtons Cove Way Unit 9, Annapolis
$304,900
2 Beds ⋅ 2 Baths
Welcome home to this bright, beautifully updated 2-bedroom, 2-bathroom condo nestled in the highly sought-after Windgate community of Annapolis! Perfectly positioned just minutes from historic downtown, the U.S. Naval Academy, and major commuter routes (Route 50/I-97), this move-in-ready home offers the ultimate blend of low HOA fee ($320/month), convenience and low-maintenance living. Step inside to discover durable, modern luxury vinyl plank (LVP) flooring flowing throughout an open functional layout. Newly installed hot water heater and roof. The kitchen comes fully equipped with sleek stainless-steel appliances and ample cabinetry, making meal prep a breeze. Both bedrooms are generously sized, accompanied by two full, updated bathrooms-ideal for a flexible work-from-home setup, roommates, or hosting weekend guests. Enjoy peaceful balcony with secluded natural setting, neighborhood green spaces while being a short drive away from top-tier shopping, dining, and Luminis Health Ann Arundel Medical Center. Whether you are looking for a smart, turnkey primary residence or a stellar addition to your investment portfolio, this property delivers unmatched value in today's Annapolis market. Schedule your private tour today-this one won't last!

603 Burtons Cove Way Unit 9, Annapolis

Listing courtesy of Taylor Properties. Contact:

71 Farragut, Annapolis
$1,400,000
4 Beds ⋅ 4 Baths
Welcome to 71 Farragut! This beautiful 4-bedroom; 3 ½ bath home is located in the highly sought-after Bay Ridge Community. The heart of the home features a large eat-in kitchen, with a cozy fireplace in the adjoining family room, and a sun-filled living room with vaulted ceilings. The private professionally designed landscaped yard showcases an in-ground swimming pool that backs to conservation land. Located in one of Annapolis’s premiere waterfront communities, don’t miss your opportunity to call Bay Ridge Home. With the optional community membership, discover a unique chance to experience a coastal lifestyle with private beaches, a marina, walking trails, playgrounds, and year-round neighborhood events. Ideally located just minutes from downtown Annapolis and has convenient access Rt. 50, 97, Washington, Baltimore and BWI Airport.

71 Farragut, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

7017 Bay Front Dr, Annapolis
$1,775,000
2 Beds ⋅ 3 Baths
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact:

122 Smith Ave, Annapolis
$889,000
3 Beds ⋅ 2 Baths
The ideal Murray Hill home with a little bit of everything: one-level living, a private driveway, lovely yard, and fully updated. A wonderful single-family home and an appealing alternative to condo living, with your own outdoor space and parking right outside your door. This stylish home is fully renovated and truly move-in ready, with dramatic open-beam ceilings that give the interior a style all its own. The most recent improvements include new quartz countertops, newly reconfigured front steps with new railings, a widened and expanded driveway, and a new skylight that brings even more natural light inside. The screened front porch is a great spot for a morning cup of coffee and to enjoy the neighborhood. Inside, hardwood floors run throughout, complemented by stainless steel appliances, beautifully tiled showers, and great custom details. The kitchen offers exceptional storage, including a custom appliance garage with built-in power outlets to keep countertops clean and uncluttered. Outside, beautiful seasonal landscaping surrounds the home. An elegant iron gate opens to the rear yard, where a wide paver walkway leads to the spacious shed with its handsome wood door. There is also a large deck with plenty of room for outdoor furniture and a grill! Approximately 1,100 square feet. Tax records do not reflect the actual square footage. All of this in sought-after Murray Hill, within walking distance of Downtown Annapolis, restaurants, shops, the waterfront, and everything that makes in-town living so special.

122 Smith Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

5 President Point Dr Unit A2, Annapolis
$749,000
1 Beds ⋅ 1 Baths
Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating a clean, seamless look. The Point offers an exceptional Annapolis lifestyle with a waterfront pool, marina with boat slips for power and sailboats, tennis and pickleball courts, clubhouse, and access for kayaking and other water activities. Enjoy the convenience of walking to downtown Annapolis and Eastport for restaurants, shops, marinas, and waterfront fun. The unit also includes secure assigned storage and dedicated bicycle space on the ground floor. The Point community inspects and cleans every unit's fireplace and dryer vent yearly. Whether you’re looking for a full-time home or an easy Annapolis getaway, this is waterfront living with downtown fun just a short walk away.

5 President Point Dr Unit A2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

How much is your home worth?

Get instant property value now!