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Annapolis, MD Homes for Sale with a Patio

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  • 1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    /25

    $356,000

    $17K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenience, and an exceptional community setting. This home is in good condition and features a private patio and privacy fence Located adjacent to the community pool, residents can enjoy easy access to seasonal recreation and outdoor relaxation just steps from their front door. Conveniently situated near shopping,

    Brenda Sarver Maryland Realty Connection

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • 1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    /37

    $490,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1354 Moyer Rd, Annapolis, MD 21403

    Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full

    Nick Skudrna Long & Foster Real Estate, Inc.

    1354 Moyer Rd, Annapolis, MD 21403
  • 819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    819 Janice Dr, Annapolis, MD 21403
    /42

    $1,125,000

    $70K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,043 Sq Ft

    819 Janice Dr, Annapolis, MD 21403

    Striking modern craftsman located in Eastport! This beautifully constructed home boasts 3 levels of living space including the finished basement with great room, bonus room and full bath. The community of Green Acres is a private, water privileged neighborhood with a waterfront park just steps from the home. Located on Back Creek the residents enjoy boat slips, canoe/kayak storage and vibrant

    Brad Kappel TTR Sotheby's International Realty

    819 Janice Dr, Annapolis, MD 21403
  • 16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    /38

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    820 Bay Ridge Ave, Annapolis, MD 21403
    /55

    $1,875,000

    • 4 Beds
    • 4.5 Baths
    • 3,658 Sq Ft

    820 Bay Ridge Ave, Annapolis, MD 21403

    An exceptional blend of timeless craftsmanship, thoughtful customization, and coastal elegance, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living across four levels in Eastport's coveted Sailor's Quay enclave. Unlike many homes in the community, this residence was thoughtfully customized with numerous builder upgrades and enhancements, creating a level of

    Wendy Oliver Coldwell Banker Realty

    820 Bay Ridge Ave, Annapolis, MD 21403
  • 310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    /42

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft

    310 Epping Way, Annapolis, MD 21401

    Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments

    Brad Kappel TTR Sotheby's International Realty

    310 Epping Way, Annapolis, MD 21401
  • 1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    /46

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 8,278 Sq Ft

    1614 Annesley Ct, Annapolis, MD 21401

    Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is

    Brad Kappel TTR Sotheby's International Realty

    1614 Annesley Ct, Annapolis, MD 21401
  • 700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    700 N Holly Dr, Annapolis, MD 21409
    /53

    $1,075,000

    $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    700 N Holly Dr, Annapolis, MD 21409

    Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living

    Sheena Saydam Keller Williams Capital Properties

    700 N Holly Dr, Annapolis, MD 21409
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /113

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    /35

    $2,250,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 4,771 Sq Ft

    500 Sara Dr, Annapolis, MD 21401

    Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most

    Brad Kappel TTR Sotheby's International Realty

    500 Sara Dr, Annapolis, MD 21401
  • 3115 Starboard Dr, Annapolis, MD 21403
    3115 Starboard Dr, Annapolis, MD 21403
    3115 Starboard Dr, Annapolis, MD 21403
    /61

    $965,750

    • 5 Beds
    • 3 Baths
    • 2,307 Sq Ft

    3115 Starboard Dr, Annapolis, MD 21403

    Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers the rare opportunity to enjoy a home that has been thoughtfully and extensively updated throughout while embracing the exceptional lifestyle that makes this neighborhood so beloved. Just steps from the community marina,

    Wendy Oliver Coldwell Banker Realty

    3115 Starboard Dr, Annapolis, MD 21403
  • 19 Boucher Place, Annapolis, MD 21403
    19 Boucher Place, Annapolis, MD 21403
    19 Boucher Place, Annapolis, MD 21403
    /55

    $809,000

    $10K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    19 Boucher Place, Annapolis, MD 21403

    Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded

    Deborah Savoie Long & Foster Real Estate, Inc.

    19 Boucher Place, Annapolis, MD 21403
  • 120 Kingswood Rd, Annapolis, MD 21401
    120 Kingswood Rd, Annapolis, MD 21401
    120 Kingswood Rd, Annapolis, MD 21401
    /56

    $1,099,000

    $51K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,748 Sq Ft

    120 Kingswood Rd, Annapolis, MD 21401

    Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest.Enjoy winter waterviews of Saltworks Creek and soak in the

    Molly Tardivo Coldwell Banker Realty

    120 Kingswood Rd, Annapolis, MD 21401
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /78

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,890 Sq Ft

    1739 Vineyard Trail, Annapolis, MD 21401

    Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 1189 Highview Dr, Annapolis, MD 21409
    1189 Highview Dr, Annapolis, MD 21409
    1189 Highview Dr, Annapolis, MD 21409
    /87

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,500 Sq Ft

    1189 Highview Dr, Annapolis, MD 21409

    YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look.Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly

    Sherry Young RE/MAX Executive

    1189 Highview Dr, Annapolis, MD 21409
  • 526 Sixth St, Annapolis, MD 21403
    526 Sixth St, Annapolis, MD 21403
    526 Sixth St, Annapolis, MD 21403
    /57

    $1,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    526 Sixth St, Annapolis, MD 21403

    A rare opportunity to own a beautifully reimagined residence in the heart of Eastport, where timeless architecture meets modern comfort. Rich in history and craftsmanship, the home showcases an antique fireplace mantel with a hand-carved frieze, artisan wrought iron banister and fencing created by a metalsmith and co-founder of the renowned Niermann Weeks design atelier, and wide lintels that

    Patti OConnor Engel & Völkers Annapolis

    526 Sixth St, Annapolis, MD 21403
  • 125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • 220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    /41

    $899,899

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    220 West St, Annapolis, MD 21401

    Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has

    Vishal Doddanna Keller Williams Realty Centre

    220 West St, Annapolis, MD 21401
  • 2644 Queen Anne Cir, Annapolis, MD 21403
    2644 Queen Anne Cir, Annapolis, MD 21403
    2644 Queen Anne Cir, Annapolis, MD 21403
    /40

    $795,000

    $125K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    2644 Queen Anne Cir, Annapolis, MD 21403

    Enjoy the water privileged lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, seasonal filtered views of the lake, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful screened porch / family room, to the covered deck,

    Craig Marcum Long & Foster Real Estate, Inc.

    2644 Queen Anne Cir, Annapolis, MD 21403
  • 158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    /35

    $1,425,000

    $174K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    158 Prince George St, Annapolis, MD 21401

    RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located

    Marion Brenner Long & Foster Real Estate, Inc.

    158 Prince George St, Annapolis, MD 21401
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    /32

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403

    Move-in ready ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a convenient Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home combines comfort and easy maintenance. The sun-filled eat-in kitchen has been upgraded with stainless steel appliances, granite countertops, a stylish tile backsplash, and abundant

    Bob Chew Samson Properties

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
  • 1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    /101

    $1,149,000

    $51K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,240 Sq Ft

    1812 Shore Dr, Annapolis, MD 21401

    Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grove—just minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main

    Day Weitzman Coldwell Banker Realty

    1812 Shore Dr, Annapolis, MD 21401
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • 2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    /50

    $12,950,000

    • 6 Beds
    • 9 Baths
    • 15,859 Sq Ft

    2045 Maidstone Farm Rd, Annapolis, MD 21409

    Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed

    Brad Kappel TTR Sotheby's International Realty

    2045 Maidstone Farm Rd, Annapolis, MD 21409
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $265,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 1275 Swan Dr, Annapolis, MD 21409
    1275 Swan Dr, Annapolis, MD 21409
    1275 Swan Dr, Annapolis, MD 21409
    /52

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,920 Sq Ft

    1275 Swan Dr, Annapolis, MD 21409

    Location! Location! Location! This beautiful recently updated colonial will delight the pickest buyer. Walking distance to the community beach, tot-lot playground and community center, make this location super special. Enjoy modern upgrades such as the kitchen, all bathrooms and much more. Spacious eat-in updated kitchen with granite countertops, granite island, new SS fridge and stove in 2026 is

    Mike Spurgeon RE/MAX Advantage Realty

    1275 Swan Dr, Annapolis, MD 21409
  • 418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    /43

    $850,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    418 Chesapeake Ave, Annapolis, MD 21403

    Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath.

    Steven Knopf Engel & Völkers Annapolis

    418 Chesapeake Ave, Annapolis, MD 21403
  • 602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    /46

    $599,900

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft

    602 James Walker Place, Annapolis, MD 21037

    Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience. Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage.Gourmet Dream Kitchen: A

    Qiang Tian Taylor Properties

    602 James Walker Place, Annapolis, MD 21037
  • 250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    /37

    $2,150,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    250 Prince George St, Annapolis, MD 21401

    Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped

    Brad Kappel TTR Sotheby's International Realty

    250 Prince George St, Annapolis, MD 21401
  • 15 Copley Ct, Annapolis, MD 21403
    15 Copley Ct, Annapolis, MD 21403
    15 Copley Ct, Annapolis, MD 21403
    /24

    $365,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    15 Copley Ct, Annapolis, MD 21403

    Welcome to 15 Copley Ct, ideally situated in one of Annapolis's most convenient locations! This home offers easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall—putting shopping, dining, and waterfront charm just minutes away. Enjoy living with HOA amenities including TWO community pools and a pickleball court, perfect for staying active and social

    Marielys Montero RE/MAX Excellence Realty

    15 Copley Ct, Annapolis, MD 21403
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,685,000

    $295K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • 2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    /24

    $309,900

    $18K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401

    Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout

    Barbara Bohan Long & Foster Real Estate, Inc.

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
  • 16 Dean St, Annapolis, MD 21401
    16 Dean St, Annapolis, MD 21401
    16 Dean St, Annapolis, MD 21401
    /37

    $695,000

    • 1 Bed
    • 1.5 Baths
    • 1,554 Sq Ft

    16 Dean St, Annapolis, MD 21401

    Tucked along a quiet one-way street in the heart of Historic Downtown Annapolis, this charming residence offers the perfect blend of character, convenience, and an exceptional in-town lifestyle. Leave the car behind and enjoy easy access to waterfront parks, City Dock, award-winning restaurants, boutiques, coffee shops, the Naval Academy, and all of the events that make downtown Annapolis such a

    Brad Kappel TTR Sotheby's International Realty

    16 Dean St, Annapolis, MD 21401
  • 7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    /23

    $315,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403

    Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

    Ruth McGovern Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
  • 238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    /53

    $2,950,000

    • 4 Beds
    • 5 Baths
    • 3,750 Sq Ft

    238 King George St, Annapolis, MD 21401

    Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences

    Wendy Oliver Coldwell Banker Realty

    238 King George St, Annapolis, MD 21401
  • 2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    /54

    $6,500,000

    • 7 Beds
    • 8.5 Baths
    • 9,026 Sq Ft

    2562 Carrollton Rd, Annapolis, MD 21403

    A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    2562 Carrollton Rd, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Coldwell Banker Realty

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 1422 West St, Annapolis, MD 21401
    1422 West St, Annapolis, MD 21401
    1422 West St, Annapolis, MD 21401
    /71

    $989,000

    • 6 Beds
    • 4 Baths
    • 3,108 Sq Ft

    1422 West St, Annapolis, MD 21401

    Ready to move in and designed for modern living, this beautifully updated Germantown-Homewood home features six bedrooms plus flexible living spaces that can evolve with your needs. Whether used as home offices, guest accommodations, playroom, a fitness room, media room, or hobby space, every room offers exceptional versatility in one of Annapolis' most walkable locations. With over 3,100

    Rachel Holmes Coldwell Banker Realty

    1422 West St, Annapolis, MD 21401

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