Homes for Sale in 21403

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  /49

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  1116 Bay Ridge Ave, Annapolis, MD 21403

  This beautifully reimagined residence at 1116 Bay Ridge Avenue offers a sophisticated blend of classic Annapolis charm and high-end modern luxury. Located in a prime Eastport location, this home has been meticulously updated with a focus on quality craftsmanship and professional-grade amenities.The inviting exterior is defined by expert hardscaping and a welcoming stone walkway leading to a

  

  Charles Dwayne Hoyt

  Berkshire Hathaway HomeServices PenFed Realty

  (410) 431-3528

  1116 Bay Ridge Ave, Annapolis, MD 21403
• 

  

  

  /21

  $624,999

  • 4 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  79 Windwhisper Ln, Annapolis, MD 21403

  Motivated Sellers!! Price Just Improved!! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring,

  

  Kristen Quinn

  Realty Navigator

  (443) 402-3711

  79 Windwhisper Ln, Annapolis, MD 21403
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  /45

  $3,190,000

  • 2 Beds
  • 2.5 Baths
  • 1,938 Sq Ft

  289 State St Unit 4, Annapolis, MD 21403

  A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutique enclave of just eleven luxury residences rising along the edge of Spa Creek where Eastport’s maritime heritage meets modern design. Set within this celebrated marina village, Residence #4 is a rare two-level duplex that captures the beauty of the water and the energy of downtown Annapolis from every

  

  Reid Buckley

  Long & Foster Real Estate, Inc.

  (410) 397-5934

  289 State St Unit 4, Annapolis, MD 21403
• 

  

  

  /20

  $390,000

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

  933 Breakwater Dr, Annapolis, MD 21403

  This spacious and well-maintained townhouse offers comfortable living in a highly desirable Annapolis location. The main level features a welcoming living room centered around a classic wood-burning fireplace, creating a warm focal point and cozy atmosphere, while the French doors provide access to the backyard, allowing natural light to fill the space while offering an easy transition to outdoor

  

  Scott Smolen

  RE/MAX Leading Edge

  (443) 323-0308

  933 Breakwater Dr, Annapolis, MD 21403
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  /28

  $249,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  203 Victor Pkwy Unit H, Annapolis, MD 21403

  Welcome to Fairwinds of Annapolis, this delightful 2nd floor 2-bedroom, 2-bathroom garden apartment offers a perfect blend of comfort and convenience. (Furnace 2021) The open kitchen floor plan invites you to experience a warm and inviting atmosphere, ideal for entertaining over the breakfast bar. Natural light floods the living spaces, creating a cozy ambiance. The neutral kitchen features a

  

  Elizabeth Penttinen

  Coldwell Banker Realty

  (443) 313-7960

  203 Victor Pkwy Unit H, Annapolis, MD 21403
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  /2

  $499,000 Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  13 Alder Rd, Eastport, MD 21403

  

  Mr. K Oyedele

  Cornerstone Properties and Financial Services LLC

  (410) 376-5350

  13 Alder Rd, Eastport, MD 21403
• 

  

  /48

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft

  111 Janwall St, Annapolis, MD 21403

  Charming 3-Bedroom Home on Quiet Cul-de-Sac Near Downtown Annapolis Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home, perfectly situated on a peaceful cul-de-sac just minutes from downtown Annapolis. Offering a blend of comfort, convenience, and charm, this home is ideal for both relaxing and entertaining. Step inside to find a bright and inviting interior with a

  

  Amy Juras

  Long & Foster Real Estate, Inc.

  (443) 940-6438

  111 Janwall St, Annapolis, MD 21403
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  /37

  $360,000

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  50 Hearthstone Ct, Annapolis, MD 21403

  NEW KITCHEN just installed! The eat-in kitchen has been updated with NEW tall, white kitchen cabinetry w/brushed bronze handles, NEW upgraded quartz countertops,NEW lighting, freshly painted, and boasts all stainless steel appliances including a gas range, french door refrigerator, dishwasher, and microwave—all installed within the past year. Enjoy Annapolis living with a community pool and

  

  Sandy Wing

  RE/MAX Leading Edge

  (410) 989-4664

  50 Hearthstone Ct, Annapolis, MD 21403
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  /37

  $315,000

  • 1 Bed
  • 1 Bath
  • 756 Sq Ft

  796 Fairview Ave Unit 796 F, Annapolis, MD 21403

  Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

  

  Jennifer Marsh

  Cummings & Co. Realtors

  (443) 364-2372

  796 Fairview Ave Unit 796 F, Annapolis, MD 21403
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  /44

  $3,145,000

  • 3 Beds
  • 2.5 Baths
  • 2,570 Sq Ft

  3307 Harness Creek Rd, Annapolis, MD 21403

  Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by

  

  Reid Buckley

  Long & Foster Real Estate, Inc.

  (410) 762-4260

  3307 Harness Creek Rd, Annapolis, MD 21403
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  /21

  $1,099,990 New Construction

  • 4 Beds
  • 3 Baths
  • 4,400 Sq Ft

  116 Stilly Way, Annapolis, MD 21403

  Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood.

  

  Terri Hill

  Builder Solutions Realty

  (443) 222-1215

  116 Stilly Way, Annapolis, MD 21403
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  /13

  $1,079,990 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,700 Sq Ft

  113 Stilly Way, Annapolis, MD 21403

  Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

  

  Terri Hill

  Builder Solutions Realty

  (410) 431-3849

  113 Stilly Way, Annapolis, MD 21403
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  /63

  $895,000

  • 5 Beds
  • 3 Baths
  • 3,116 Sq Ft

  750 Harness Creek View Dr, Annapolis, MD 21403

  All offers due Monday evening * Welcome to 750 Harness Creek View Dr—an incredibly private, serene retreat tucked away on 2 wooded acres in the City of Annapolis. Quiet, peaceful, and surrounded by nature, yet just minutes to downtown Annapolis, waterfront dining, shopping, and entertainment. Even better—walk to Quiet Waters Park right across the street or enjoy nearby Great Frogs Winery. From

  Pattee McInerney Scott McInerney RE/MAX One

  750 Harness Creek View Dr, Annapolis, MD 21403
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  /59

  $2,150,000

  • 3 Beds
  • 3.5 Baths
  • 2,566 Sq Ft

  400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403

  Embrace the ease of true coastal living in this beautifully appointed home, ideally situated just a short stroll from the waterfront and the bustling center of Downtown Annapolis. Blending classic seaside charm with refined finishes, this meticulously curated home features stunning interiors, where every detail reflects superior craftsmanship and thoughtful design. Rich hardwood flooring, custom

  John Collins Long & Foster Real Estate, Inc.

  400 Chesapeake Ave Unit 2-101, Annapolis, MD 21403
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  /70

  $679,900

  • 2 Beds
  • 2 Baths
  • 1,688 Sq Ft

  2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

  Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

  William Brown Keller Williams Realty

  2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
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  /37

  $1,064,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,336 Sq Ft

  Fitzgerald Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

  This expansive two-story home showcases a gracious design with abundant room to grow and entertain. Off the foyer is a formal dining room that complements the casual nook and breakfast room, plus a gourmet kitchen and a Great Room with a charming fireplace. On the second floor is a loft surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-style bathroom. A lower-level

  Lennar Builder

  201 Bonny Way Unit 36036624, Annapolis, MD 21403
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  /28

  $565,000

  • 2 Beds
  • 2 Baths
  • 1,489 Sq Ft

  2010 Quay Village Ct Unit 201, Annapolis, MD 21403

  Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby

  Sarah Greenlee Morse TTR Sotheby's International Realty

  2010 Quay Village Ct Unit 201, Annapolis, MD 21403
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  /21

  $799,999 Coming Soon

  • 2 Beds
  • 1 Bath
  • 1,518 Sq Ft

  818 Boucher Ave, Annapolis, MD 21403

  Welcome to 818 Boucher Avenue in coveted Eastport—an exceptional opportunity to create your dream home in one of Annapolis’ most sought-after waterfront communities. Perfectly positioned on a prime oversized corner lot, this property offers captivating water views and endless potential for transformation. Nestled in the heart of Eastport, known for its vibrant maritime culture and walkable charm,

  Scott Wallace Coldwell Banker Realty

  818 Boucher Ave, Annapolis, MD 21403
• 

  

  /44

  $679,900

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  7042 Harbour Village Ct Unit 102, Annapolis, MD 21403

  Beautifully Renovated 2 Bedroom, 2 Full Bath Waterfront Condo in sought after Gated Chesapeake Harbour! Enjoy the Incredible View from your Balcony with this 2nd Floor Unit Staring Right into the Heart of the Marina. Almost 1200 square feet of living space with many updates including the Luxury Kitchen with Gleaming Shaker Cabinets, Quartz Counter Tops, Porcelain Backsplash and New

  Jim Rambo ABR

  7042 Harbour Village Ct Unit 102, Annapolis, MD 21403
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  /44

  $599,999

  • 3 Beds
  • 2 Baths
  • 1,295 Sq Ft

  755 Fairview Ave Unit 755 D, Annapolis, MD 21403

  WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring

  Carey Laycock RE/MAX Leading Edge

  755 Fairview Ave Unit 755 D, Annapolis, MD 21403
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  /29

  $899,000 New Construction

  • 5 Beds
  • 3 Baths
  • 2,330 Sq Ft

  148 Jefferson St, Annapolis, MD 21403

  Brand New Construction Completed and ready for move in! Price reduction and the home is ready for its very first owner. Perfectly positioned in Eastport, Annapolis, just moments from downtown, this brand-new home places you in the heart of it all: boat shows, waterfront dinners, parades, morning coffee walks, and sunset strolls along the harbor. Leave the car behind and lean into the Annapolis

  Kevin Brown Long & Foster Real Estate, Inc.

  148 Jefferson St, Annapolis, MD 21403
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  /57

  $895,000

  • 5 Beds
  • 2.5 Baths
  • 2,059 Sq Ft

  1106 Mainsail Dr, Annapolis, MD 21403

  At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more.This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated

  Jill Windsor Long & Foster Real Estate, Inc.

  1106 Mainsail Dr, Annapolis, MD 21403
• 

  /2

  $899,000 Coming Soon

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

  1100 Bay Ridge Ave, Annapolis, MD 21403

  Professional photos coming soon. Four bedroom with the fourth being a flex space office/guest room.

  Amber Krause TTR Sotheby's International Realty

  1100 Bay Ridge Ave, Annapolis, MD 21403
• 

  

  /34

  $482,000

  • 1 Bed
  • 1 Bath
  • 525 Sq Ft

  316 Burnside St Unit 203, Annapolis, MD 21403

  Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and stylish new light

  Jeannie Miller Long & Foster Real Estate, Inc.

  316 Burnside St Unit 203, Annapolis, MD 21403
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  /49

  $485,000

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft

  312 Severn Ave Unit W-401, Annapolis, MD 21403

  Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

  Ashley Stanwick Coldwell Banker Realty

  312 Severn Ave Unit W-401, Annapolis, MD 21403
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  /2

  $895,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,145 Sq Ft

  3135 Anchorage Dr, Annapolis, MD 21403

  Coming Soon!

  Bob Lucido Keller Williams Lucido Agency

  3135 Anchorage Dr, Annapolis, MD 21403
• 

  

  /24

  $975,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  509 Chesapeake Ave, Annapolis, MD 21403

  Located just moments from the shoreline, 509 Chesapeake Ave presents a rare opportunity to secure a 4-bedroom, 2-bath single-family home in one of Annapolis’s most desirable waterfront-adjacent areas. Whether you’re an investor searching for your next project or a homeowner ready to create your dream coastal retreat, this property offers incredible potential. The home features a spacious layout

  Kayla Ziegenhein LPT Realty, LLC

  509 Chesapeake Ave, Annapolis, MD 21403
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  /52

  $850,000

  • 5 Beds
  • 4.5 Baths
  • 3,144 Sq Ft

  3280 Arundel on The Bay Rd, Annapolis, MD 21403

  Significant Price Improvement!! A rare opportunity! Priced to sell, won't last long. Welcome to this beautifully maintained 5 bed, 4.5 bath, colonial home situated on almost a half of acre and only 2 blocks to the Chesapeake Bay where you can hear the sounds of the ships passing by in your backyard! Located in the very desirable and relaxed Oyster Harbor Community. This move-in ready home

  Deanna Marshall The KW Collective

  3280 Arundel on The Bay Rd, Annapolis, MD 21403
• 

  

  /50

  $3,695,000

  • 6 Beds
  • 4.5 Baths
  • 3,818 Sq Ft

  2 River Dr, Annapolis, MD 21403

  2 River with its stunning water views of the Severn River and of the Chesapeake Bay epitomizes the Annapolis Lifestyle! Located in this beloved multi-generational community of Bay Ridge, this exquisitely renovated classic home seamlessly blends the timeless updates and fabulous original detail such as leaded glass windows and brass chandeliers. The main level has the most incredible, breezy

  Alex Tower Sears TTR Sotheby's International Realty

  2 River Dr, Annapolis, MD 21403
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  /10

  $1,895,000

  • Land
  • 0.22 Acre
  • $8,613,636 per Acre

  48 E Lake Dr, Annapolis, MD 21403

  Last available opportunity for a buildable Waterfront lot on Lake Ogleton in the coveted community of Bay Ridge in Annapolis! This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This

  Brad Kappel TTR Sotheby's International Realty

  48 E Lake Dr, Annapolis, MD 21403
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  /2

  $98,000

  • Land
  • 0.16 Acre
  • $612,500 per Acre

  1012 Carrs Rd, Annapolis, MD 21403

  Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

  John Freeman Coldwell Banker Realty

  1012 Carrs Rd, Annapolis, MD 21403
• 

  

  /90

  $715,000

  • 5 Beds
  • 3 Baths
  • 3,110 Sq Ft

  326 Cedar Ln, Annapolis, MD 21403

  Turn-key and beautifully appointed, this 5-bedroom, 3 full bath home sits on a generous 0.27-acre lot in the highly sought-after Hillsmere Estates community. A long driveway offers ample parking and leads to a spacious 2-car garage.The main level features a warm and inviting family room with a wood-burning stove and a dining room with hardwood floors. The gourmet kitchen is a standout,

  Ryan Briggs Anne Arundel Properties, Inc.

  326 Cedar Ln, Annapolis, MD 21403
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  /59

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft

  100 Carroll Dr, Annapolis, MD 21403

  Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

  Timothy Caropreso Keller Williams Flagship

  100 Carroll Dr, Annapolis, MD 21403
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  /51

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2 Silopanna Ct, Annapolis, MD 21403

  Welcome to the lifestyle everyone talks about, but almost no one gets to live. This light, comfortable, “kick-your-shoes-off” Annapolis home sits in one of the most walkable pockets in the entire city. This is the opportunity people wait for... and the one most won’t realize they missed until it’s gone. From your front door, you’re a simple stroll from everything that makes Annapolis iconic,

  Victoria Barbour Real Broker, LLC - Annapolis

  2 Silopanna Ct, Annapolis, MD 21403
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  /47

  $1,990,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 3,640 Sq Ft

  400 Jefferson St, Annapolis, MD 21403

  Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic charm and contemporary elegance. The home is set on a generously sized lot, providing abundant green space, with new sod and landscaping coming soon. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows.

  Brian Jacobs Coldwell Banker Realty

  400 Jefferson St, Annapolis, MD 21403
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  /34

  $3,195,000

  • 3 Beds
  • 2.5 Baths
  • 2,286 Sq Ft

  113 Bay Dr, Annapolis, MD 21403

  *****************Bay Ridge Coastal Retreat | Annapolis Waterfront Elegance******************************Welcome to one of the most coveted addresses in Annapolis, set in the sought-after waterfront community of Bay Ridge. This exceptional property rests on a level, manicured lot with sweeping views of the Chesapeake Bay -- offering a front-row seat to some of the region's most breathtaking

  Thomas Hennerty NetRealtyNow.com, LLC

  113 Bay Dr, Annapolis, MD 21403
• 

  

  /37

  $269,000

  • 2 Beds
  • 1 Bath
  • 922 Sq Ft

  1113 Primrose Ct Unit 204, Annapolis, MD 21403

  Price Improvement! Welcome to 1113 Primrose Court #204 in the ultra convenient community of The Landing at Spa Creek! Step into a recently refreshed building with secure keypad entry and head up to this spacious second floor, 2 bedroom, 1 bath condo. Inside, you’ll be delighted by the light filled living room and open floor plan, perfect for everyday living and entertaining. The updated kitchen

  Chad Robertson Compass

  1113 Primrose Ct Unit 204, Annapolis, MD 21403
• 

  

  /33

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft

  103 Roselawn Rd, Annapolis, MD 21403

  Discover the charm of this delightful ranch-style home nestled in the serene Primrose Acres neighborhood. Built in 1956, this well-maintained residence boasts 1,287 square feet of inviting living space, featuring three spacious bedrooms and two full bathrooms, perfect for comfortable living. Step inside to find a warm and welcoming atmosphere, enhanced by thoughtful interior features that create

  Rosalie Petsu Long & Foster Real Estate, Inc.

  103 Roselawn Rd, Annapolis, MD 21403
• 

  

  /36

  $609,000

  • 4 Beds
  • 2 Baths
  • 1,488 Sq Ft

  1223 Madison St, Annapolis, MD 21403

  Fully updated 4-bedroom, 2-bath home in the heart of Eastport offering modern finishes, flexible living space, and a walkable location just minutes from downtown Annapolis, marinas, restaurants, and waterfront parks. The main level features a bright living room, dining area, and upgraded kitchen with stainless steel appliances. Three bedrooms and one full bath complete this level, along with

  Michelle Boretti Coldwell Banker Realty

  1223 Madison St, Annapolis, MD 21403
• 

  

  /12

  $1,800,000 Coming Soon

  • Land
  • 2.07 Acres
  • $869,565 per Acre

  927 Old Annapolis Neck Rd, Annapolis, MD 21403

  Rare Builder Opportunity – Prime Minor Subdivision in Annapolis, MD (Anne Arundel County)Exceptional opportunity for builders and investors to acquire a newly divided minor subdivision totaling over 2 acres in highly desirable Annapolis, MD. These spacious, 4 buildable lots offer the perfect setting to create luxury custom homes in a sought-after location.Ideally situated just a couple of

  Ana Lopez Equity Property Investments

  927 Old Annapolis Neck Rd, Annapolis, MD 21403

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