Annapolis, MD Homes for Sale with Fireplace

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  /36

  $600,000

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  1915 Cherry Rd, Annapolis, MD 21409

  Charming and well-appointed, this corner lot rancher in the Pleasant Plains community offers the ease of one-level living just down the street from Whitehall Creek. Inside, hardwood floors run throughout, complemented by a cozy fireplace and a beautifully renovated kitchen that anchors the home with both style and function.A welcoming approach begins with blooming azaleas and mature Japanese

  Theresa Boeckmann Northrop Realty

  1915 Cherry Rd, Annapolis, MD 21409
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  /46

  $2,349,000

  • 3 Beds
  • 3.5 Baths
  • 1,831 Sq Ft

  327 Riverview Trail, Annapolis, MD 21401

  Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like

  Brad Kappel TTR Sotheby's International Realty

  327 Riverview Trail, Annapolis, MD 21401
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  /42

  $1,125,000

  • 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 inviting front porch with balcony above welcomes you as you step onto the property. The high ceilings, plethora of windows for natural light and wide open floor plan set the tone for this wonderful home. The

  Brad Kappel TTR Sotheby's International Realty

  819 Janice Dr, Annapolis, MD 21403
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  /69

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  40 Windwhisper Ln, Annapolis, MD 21403

  Recently Refreshed!! If you have already showed this home, it's worth returning for a 2nd time! Many improvements made... Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates

  Joanna Dalton Coldwell Banker Realty

  40 Windwhisper Ln, Annapolis, MD 21403
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  /18

  $349,999

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  2702 Summerview Way Unit 103, Annapolis, MD 21401

  Just Reduced + $5000 closing cost credit towards this move-in ready condo in the sought-after Riva Trace community! Freshly painted with brand-new carpet throughout, this home features a bright solarium, a spacious primary bedroom with a walk-in closet, and a primary bath complete with a soaking tub and separate shower. All appliances convey, making this home truly turnkey. Step outside to enjoy

  Carol-Ann Wyrostek Paul Wesley Real Estate

  2702 Summerview Way Unit 103, Annapolis, MD 21401
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  /45

  $3,595,000

  • 5 Beds
  • 6.5 Baths
  • 8,296 Sq Ft

  219 Wardour Dr, Annapolis, MD 21401

  Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

  Brad Kappel TTR Sotheby's International Realty

  219 Wardour Dr, Annapolis, MD 21401
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  /2

  $1,875,000 Coming Soon

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

  820 Bay Ridge Ave, Annapolis, MD 21403

  An elegant expression of space, style, and coastal living, 820 Bay Ridge Avenue offers four beautifully finished levels in the heart of Eastport’s coveted Sailor’s Quay enclave. This thoughtfully designed Modern Craftsman presents with quiet sophistication—from the white picket fence and manicured grounds to the gracious brick front porch—setting the tone for refined yet comfortable living.

  Wendy Oliver Coldwell Banker Realty

  820 Bay Ridge Ave, Annapolis, MD 21403
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  /28

  $899,000

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  1100 Bay Ridge Ave, Annapolis, MD 21403

  OPEN SATURDAY the 9th 11-1.Total living square footage is approximately 2,020. Eastport living is all about energy and convenience, this charming coastal home has it in abundance. Enjoy a rare double lot complete with new wood fencing creating a private outdoor space, new roof, windows, interior upgrades and thoughtful finishes. Additional upgrades include a tankless water heater, for an

  Amber Krause TTR Sotheby's International Realty

  1100 Bay Ridge Ave, Annapolis, MD 21403
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  /98

  $12,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,061 Sq Ft

  8 Spa View Cir, Annapolis, MD 21401

  Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

  Georgie Berkinshaw Coldwell Banker Realty

  8 Spa View Cir, Annapolis, MD 21401
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  /106

  $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
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  /4

  $874,900 Coming Soon

  • 4 Beds
  • 4 Baths
  • 2,834 Sq Ft

  221 Spring Race Ct, Annapolis, MD 21401

  Welcome to 221 Spring Race Ct, an exquisitely renovated single-family home in vibrant Annapolis, MD. Offering 3,138 square feet of expertly designed living space, this home features four spacious bedrooms, four beautifully updated bathrooms, and a total of 10 thoughtfully crafted rooms perfect for your lifestyle needs. Every inch of this property has been updated, including a stunning kitchen

  Melissa Murray Compass

  221 Spring Race Ct, Annapolis, MD 21401
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  /44

  $585,000

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft

  721 Fairway Dr, Annapolis, MD 21409

  Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths

  Michael Ozigi KW Metro Center

  721 Fairway Dr, Annapolis, MD 21409
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  /59

  $599,900

  • 2 Beds
  • 2.5 Baths
  • 2,569 Sq Ft

  906 Perry Landing Ct, Annapolis, MD 21401

  Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and an unmatched lifestyle. Now priced better, this spacious end-unit villa boasts over 2,500 square feet of living space and is filled with natural light thanks to its desirable end-unit location. Freshly painted throughout with brand new flooring and carpet, this home is truly move-in ready and features

  Jack Papaleonti Academy Realty Inc.

  906 Perry Landing Ct, Annapolis, MD 21401
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  /39

  $2,500,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,709 Sq Ft

  1603 Winchester Rd, Annapolis, MD 21409

  READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

  Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

  1603 Winchester Rd, Annapolis, MD 21409
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  /6

  $1,575,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,437 Sq Ft

  1907 Mackiebeth Ct, Annapolis, MD 21401

  PHOTOS TO BE UPDATED BY THE END OF MARCH! This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is estimated to be completed by the end of April, 2026. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms

  Marilyn Hendley EXP Realty, LLC

  1907 Mackiebeth Ct, Annapolis, MD 21401
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  /25

  $1,000,000

  • 5 Beds
  • 4.5 Baths
  • 9,960 Sq Ft

  1254 Washington Dr, Annapolis, MD 21403

  Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and

  Nadia Aminov Long & Foster Real Estate, Inc.

  1254 Washington Dr, Annapolis, MD 21403
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  /2

  $480,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 2 Baths
  • 1,828 Sq Ft

  20 Washington Dr, Annapolis, MD 21401

  Welcome to this beautifully updated home in the heart of Annapolis offering incredible flexibility and space! Featuring 5 bedrooms, 2 full bathrooms, and two kitchens, this home is perfect for multi-generational living, rental potential, or anyone needing extra room to spread out. The main level showcases gorgeous hardwood floors, a bright and spacious living room with a cozy fireplace, and a

  Yvette Flores Samson Properties

  20 Washington Dr, Annapolis, MD 21401
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  /101

  $1,945,000

  • 3 Beds
  • 3.5 Baths
  • 3,417 Sq Ft

  3718 Ramsgate Dr, Annapolis, MD 21403

  On the market for the first time in over 33 years, this exceptional waterfront home on protected Watergate Harbor is a rare opportunity to own a piece of Annapolis's most coveted water lifestyle. With 200+ feet of private waterfront and seconds-away access to the South River, this is the property you've been waiting for. Step outside to your private pier — with 2 slips, one with an 15,000lb boat

  Mary Kay Gordon Coldwell Banker Realty

  3718 Ramsgate Dr, Annapolis, MD 21403
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  /58

  $625,000

  • 3 Beds
  • 4 Baths
  • 2,984 Sq Ft

  713 Skippers Ln, Annapolis, MD 21401

  This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The

  Jennifer Holden Compass

  713 Skippers Ln, Annapolis, MD 21401
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  /21

  $390,000 Coming Soon

  • 2 Beds
  • 2.5 Baths
  • 1,319 Sq Ft

  7 Mizzen Ct, Annapolis, MD 21403

  Coming soon! Beautiful home in Mariner's Landing. Well maintained 2 primary suite home! New kitchen!

  Lauren Emrick Innovative Properties, Inc.

  7 Mizzen Ct, Annapolis, MD 21403
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  /36

  $600,000

  • 3 Beds
  • 4 Baths
  • 3,016 Sq Ft

  709 Skippers Ln, Annapolis, MD 21401

  Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

  Michelle Boretti Coldwell Banker Realty

  709 Skippers Ln, Annapolis, MD 21401
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  /120

  $3,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,015 Sq Ft

  4 Southgate Ave, Annapolis, MD 21401

  An exceptional offering on Southgate Avenue in Murray Hill, this stately American Four Square was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front porch greets

  Malina Koerschner Coldwell Banker Realty

  4 Southgate Ave, Annapolis, MD 21401
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  /51

  $900,000

  • 3 Beds
  • 3 Baths
  • 2,085 Sq Ft

  7001 Clinton Ct Unit 7B, Annapolis, MD 21403

  Lovely, well maintained marina front townhouse with great views of the Bay. Chesapeake Harbour offers a unique lifestyle that these owners have enjoyed for many years. Now it's your chance to experience it, to relax by one of the two pools, play tennis or pickleball, fish off the docks and watch spectacluar moon and sun rises and the Blue Angels from your new home. This is the only village that

  Stealey Ashley Coldwell Banker Realty

  7001 Clinton Ct Unit 7B, Annapolis, MD 21403
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  /32

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401

  Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main

  Sheena Saydam Keller Williams Capital Properties

  2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
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  /52

  $2,450,000

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft

  83 Market St, Annapolis, MD 21401

  A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

  Elizabeth Dooner Coldwell Banker Realty

  83 Market St, Annapolis, MD 21401
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  /47

  $7,500,000

  • 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
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  /36

  $859,900

  • 5 Beds
  • 3.5 Baths
  • 3,181 Sq Ft

  1402 Insey Rd, Annapolis, MD 21409

  Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in

  Ryan Hutchins Hutchins Properties

  1402 Insey Rd, Annapolis, MD 21409
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  /50

  $919,990

  • 4 Beds
  • 3.5 Baths
  • 3,620 Sq Ft

  1000 Gomoljak Ln, Annapolis, MD 21401

  Looking for a secluded Mountaintop home tucked away on 3.89 acres within 15 minutes from downtown Annapolis, you just found it. Unique, 4-bedroom, 3.5 bath home built in 2007. Hardwood floors, modern kitchen with granite countertops, Stainless-steel appliances and kitchen island. Fully finished basement with family room, bedroom and full bath. 2 fireplaces, one in lower-level family room and one

  william welzenbach Legend Real Estate

  1000 Gomoljak Ln, Annapolis, MD 21401
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  /71

  $925,000

  • 4 Beds
  • 2.5 Baths
  • 3,292 Sq Ft

  349 Epping Way, Annapolis, MD 21401

  Major price reduction, exceptional value for over 3,292 finished sq ft tucked among the trees in the gated waterfront community of Epping Forest. This spacious three-level home features vaulted tongue-and-groove wood plank ceilings, light-filled interiors, and peaceful wooded views. So many options for furniture placement and usable space.The kitchen is designed for both everyday living and

  Michele Cordle Long & Foster Real Estate, Inc.

  349 Epping Way, Annapolis, MD 21401
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  /34

  $359,999

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  40 Ironstone Ct, Annapolis, MD 21403

  Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

  Lisa Gilmore Keller Williams Flagship

  40 Ironstone Ct, Annapolis, MD 21403
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  /32

  $915,000

  • 3 Beds
  • 3.5 Baths
  • 4,295 Sq Ft

  1604 Trawler Ln, Annapolis, MD 21409

  Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and

  Brad Kappel TTR Sotheby's International Realty

  1604 Trawler Ln, Annapolis, MD 21409
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  /47

  $849,900 Open Sat 11AM - 1PM

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

  2611 Ogleton Rd, Annapolis, MD 21403

  Tucked among mature trees in the sought-after community of Annapolis Roads, this exquisitely remodeled home is a true showpiece where every design detail has been artfully curated to create a warm, sophisticated and effortlessly livable retreat. A beautifully crafted covered porch with rich wood flooring offers a striking introduction to the home. Inside the home, gleaming hardwood floors, rich

  Carol Snyder Monument Sotheby's International Realty

  2611 Ogleton Rd, Annapolis, MD 21403
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  /15

  $439,900

  • 3 Beds
  • 2 Baths
  • 916 Sq Ft

  1531 Hickory Wood Dr, Annapolis, MD 21409

  FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

  Curtis LeMay Real Estate Depot

  1531 Hickory Wood Dr, Annapolis, MD 21409
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  /60

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  2646 Quiet Water Cove, Annapolis, MD 21401

  MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR INTHE PAST YEAR! Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and

  Martin Lanzino Douglas Realty, LLC

  2646 Quiet Water Cove, Annapolis, MD 21401
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  /44

  $799,900

  • 5 Beds
  • 4 Baths
  • 1,936 Sq Ft

  2977 Southaven Dr, Annapolis, MD 21401

  Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapolis market. Set on almost 2.5 private acres in a premier South River community with beach access. This isn't log-look or log-style. This is the real thing. Authentic log cabin construction of this quality doesn't exist in many

  David Moore Real Broker, LLC

  2977 Southaven Dr, Annapolis, MD 21401
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  /41

  $849,900

  • 4 Beds
  • 3.5 Baths
  • 5,117 Sq Ft

  1918 Mackiebeth Ct, Annapolis, MD 21401

  Nestled on 2 private acres in Annapolis, this expansive custom-built Cape Cod offers incredible potential for those looking to create their dream home. Featuring a spacious layout, the home includes a main-level primary suite complete with a large walk-in closet, private water closet, and a generous en-suite bath. The inviting family room provides the perfect gathering space and opens to a

  Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

  1918 Mackiebeth Ct, Annapolis, MD 21401
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  /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
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  /50

  $874,995

  • 4 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  1070 Foxcroft Run, Annapolis, MD 21401

  Tucked away in the woods on a quiet cul-de-sac, this stunning single-family home sits on a private and picturesque .77-acre lot, offering the perfect blend of tranquility and modern comfort. With 4 spacious bedrooms and 3.5 bathrooms, this home features a bright, open floor plan designed for both everyday living and entertaining. The Spacious kitchen with windows on 2 sides and stainless

  Louis Pope Trademark Realty, Inc

  1070 Foxcroft Run, Annapolis, MD 21401
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  /85

  $6,950,000

  • 4 Beds
  • 4 Baths
  • 5,387 Sq Ft

  906 Creek Dr, Annapolis, MD 21403

  A stunning waterfront residence on Spa Creek, The Spa Creek House is a custom home designed by Alt Breeding Schwarz Architects with a landscape plan by Forested Creative Ecology. Set on a prominent .165-acre site once part of a historic city park, this property offers approximately 4,250 square feet of finished living space thoughtfully designed to capture sweeping creek views.The exterior

  Georgie Berkinshaw Coldwell Banker Realty

  906 Creek Dr, Annapolis, MD 21403
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  /44

  $489,000

  • 2 Beds
  • 1 Bath
  • 1,190 Sq Ft

  1005 Hyde Park Dr, Annapolis, MD 21403

  Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

  Michael Simi Douglas Realty LLC

  1005 Hyde Park Dr, Annapolis, MD 21403

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