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Browse All Annapolis MD Between $400K - $500K Properties for Sale

19 Dorset   Court, Annapolis image
19 Dorset Court, Annapolis — Hunt Meadow Homeowners $515,000

Welcome to 19 Dorset Court. This is a rare opportunity to own an updated, end unit with the primary suite on the main level. This home offers the perfect blend of privacy...

  • 2 Beds
  • 3 Baths
  • MDAA2152986 MLS
  • Hunt Meadow Homeowners Bldg.
1740 Woodtree Cir, Annapolis image
1740 Woodtree Cir, Annapolis $419,900

​3 BEDS | 2.5 BATHS | WHISPERING WOODS | COLONIAL TOWNHOUSE ​Welcome to This Charming 3-bedroom, 2.5-bathroom Colonial Townhouse in Whispering Woods. Great Lot that Back...

  • 3 Beds
  • 3 Baths
  • MDAA2156524 MLS
931 Windwhisper   Lane, Annapolis image
931 Windwhisper Lane, Annapolis $475,000

Welcome to this beautifully updated and truly turnkey duplex in the desirable Mariners Point community of Annapolis. Thoughtfully renovated and impeccably maintained, thi...

  • 3 Beds
  • 3 Baths
  • MDAA2154334 MLS
213 Georgetown, Annapolis image
213 Georgetown, Annapolis $485,000

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2156434 MLS
940 Astern Way Unit #112, Annapolis image
940 Astern Way Unit #112, Annapolis $475,000

ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and tw...

  • 2 Beds
  • 2 Baths
  • MDAA2156438 MLS
790 Rolling View   Drive, Annapolis image
790 Rolling View Drive, Annapolis $475,000

Still Showing For Back Up Offers..... Enjoy the relaxed waterfront lifestyle in this charming single-story, 1,448-square-foot home, ideally situated on a .20-acre lot di...

  • 2 Beds
  • 1 Baths
  • MDAA2153646 MLS
149 Quiet Waters   Place, Annapolis image
149 Quiet Waters Place, Annapolis $450,000

MAJOR PRICE REDUCTION! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportu...

  • 2 Beds
  • 3 Baths
  • MDAA2147928 MLS
919 Yachtsman Way, Annapolis image
919 Yachtsman Way, Annapolis $440,000

Welcome to 919 Yachtsman Way, a charming two-bedroom, two full bath duplex-style home tucked away on a cul-de-sac in the desirable Mariner's Point Community. The inviting...

  • 2 Beds
  • 2 Baths
  • MDAA2156142 MLS
2627 Compass   Drive, Annapolis image
2627 Compass Drive, Annapolis $475,000

Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a life...

  • 2 Beds
  • 2 Baths
  • MDAA2143144 MLS
3 Mooring Point Ct, Annapolis image
3 Mooring Point Ct, Annapolis — Mariner's Point Community $445,000

Discover Your Dream Home in Coveted Mariner’s Point! Perfectly positioned in the highly sought-after Mariner’s Point community of Eastport-Annapolis, this charming end-o...

  • 3 Beds
  • 4 Baths
  • MDAA2156052 MLS
  • Mariner's Point Community Bldg.
778 Windgate Dr, Annapolis image
778 Windgate Dr, Annapolis $425,000

Tucked away in a private, wooded setting within the sought after water access community of Cape St. Claire, 778 Wingate Drive presents an exciting opportunity to create a...

  • 4 Beds
  • 2 Baths
  • MDAA2152110 MLS
3545 Newport Ave, Annapolis image
3545 Newport Ave, Annapolis $425,000

Professional photography coming soon… Opportunity abounds in the sought after, water-privileged community of Arundel on the Bay! Located one house from the water, 30 yard...

  • 2 Beds
  • 1 Baths
  • MDAA2154770 MLS
293 Cedar Ln, Annapolis image
293 Cedar Ln, Annapolis $425,000

Welcome to 293 Cedar Lane, a classic 1963 ranch on a private .27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes...

  • 3 Beds
  • 1 Baths
  • MDAA2154980 MLS
932 Yachtsman   Way, Annapolis image
932 Yachtsman Way, Annapolis $457,590

Experience Annapolis living at its finest in this stylish townhome nestled in a quiet cul-de-sac of Mariners Point. Recently refreshed with neutral paint and an elegant ...

  • 3 Beds
  • 3 Baths
  • MDAA2149290 MLS
1501 Broadneck   Place Unit #402, Annapolis image
1501 Broadneck Place Unit #402, Annapolis — Four Seasons At St. Margarets Condo $415,000

Experience easy, low-maintenance living in this spacious top-floor 3-bedroom, 2-bath condo with elevator access, located in the gated, amenity-rich 55+ community of Four ...

  • 3 Beds
  • 2 Baths
  • MDAA2152020 MLS
  • Four Seasons At St. Margarets Condo Bldg.
1428 Millwood   Court, Annapolis image
1428 Millwood Court, Annapolis $405,000

Beautifully renovated three-level townhome featuring modern updates and a functional floor plan throughout. The main level offers an open-concept design centered around a...

  • 3 Beds
  • 4 Baths
  • MDAA2148374 MLS
953 Windwhisper   Lane, Annapolis image
953 Windwhisper Lane, Annapolis $430,000

Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2...

  • 2 Beds
  • 2 Baths
  • MDAA2143744 MLS
1407 Brenwoode   Road, Annapolis image
1407 Brenwoode Road, Annapolis $450,000

NOW OFFERED AT $450,000.— The best values on the Broadneck Peninsula! This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' m...

  • 3 Beds
  • 3 Baths
  • MDAA2140330 MLS
1516 Enyart Way Unit #304, Annapolis image
1516 Enyart Way Unit #304, Annapolis — Four Seasons At St. Margarets Condo $480,000

Welcome to Four Seasons at St. Margarets, Annapolis' premier 55+ active adult community! This beautifully maintained, elevator-accessible third-floor condominium offers o...

  • 2 Beds
  • 2 Baths
  • MDAA2152530 MLS
  • Four Seasons At St. Margarets Condo Bldg.
916 Yachtsman   Way, Annapolis image
916 Yachtsman Way, Annapolis $465,000

Welcome to 916 Yachtsman Way, a beautifully maintained townhome in the sought-after Mariners Point community. From its desirable cul-de-sac location to its charming exter...

  • 2 Beds
  • 2 Baths
  • MDAA2151348 MLS
425 Blossom Tree Ct, Annapolis image
425 Blossom Tree Ct, Annapolis $425,000

Professional photography and more remarks coming soon…

  • 4 Beds
  • 3 Baths
  • MDAA2154558 MLS
2023 Compton   Court, Annapolis image
2023 Compton Court, Annapolis — Windgate Condo $510,000

Tucked into the sought-after Windgate community, this end-unit townhome has it all—just minutes from downtown Annapolis, premier shopping and dining, and major commuter r...

  • 3 Beds
  • 4 Baths
  • MDAA2151430 MLS
  • Windgate Condo Bldg.
406 Holly   Drive, Annapolis image
406 Holly Drive, Annapolis $420,000

Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amen...

  • 3 Beds
  • 2 Baths
  • MDAA2147188 MLS
2700 Summerview Way Unit #304, Annapolis image
2700 Summerview Way Unit #304, Annapolis — Riva Trace Condominium $439,500

More info and photos coming soon!

  • 2 Beds
  • 3 Baths
  • MDAA2154330 MLS
  • Riva Trace Condominium Bldg.
76 Summerfield   Drive, Annapolis image
76 Summerfield Drive, Annapolis $485,000

Welcome to this charming Cape Cod just minutes from downtown Annapolis and Eastport, where classic 1950s character meets thoughtful modern updates. Hardwood floors and or...

  • 3 Beds
  • 2 Baths
  • MDAA2142186 MLS
105 Rosecrest Dr, Annapolis image
105 Rosecrest Dr, Annapolis $465,000 ▼

Fully Renovated Rancher in a Highly Desired Neighborhood! Welcome to this beautifully renovated rancher, featuring 4 bedrooms, 2 full bathrooms, and a fully finished bas...

  • 4 Beds
  • 2 Baths
  • MDAA2154182 MLS
7024 Channel Village   Court Unit #T2, Annapolis image
7024 Channel Village Court Unit #T2, Annapolis $515,000

Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of...

  • 2 Beds
  • 2 Baths
  • MDAA2140668 MLS
1622 Secretariat Dr, Annapolis image
1622 Secretariat Dr, Annapolis $424,900

Welcome to Your Chesapeake Bay Lifestyle in Revell Downs! MOVE-IN READY * OWNED SOLAR PANELS * FULLY FURNISHED OPTION * BLUE RIBBON SCHOOLS * LARGE FENCED YARD * Welcome ...

  • 3 Beds
  • 2 Baths
  • MDAA2153812 MLS
1204 Dreams Landing Way Unit #1204, Annapolis image
1204 Dreams Landing Way Unit #1204, Annapolis — Dreams Landing Condo $449,000

Beautifully updated and meticulously cared-for condo in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifesty...

  • 2 Beds
  • 1 Baths
  • MDAA2152874 MLS
  • Dreams Landing Condo Bldg.
919 Blue Ridge Dr, Annapolis image
919 Blue Ridge Dr, Annapolis $464,900

Welcome to this charming 3-bedroom, 2-bath rancher located on a private, tree-lined corner lot in the highly desirable Cape St. Claire community. Lovingly maintained and ...

  • 3 Beds
  • 2 Baths
  • MDAA2145678 MLS
2608 Quiet Water   Cove Unit #26, Annapolis image
2608 Quiet Water Cove Unit #26, Annapolis — Heritage Harbour $499,000

JUST HIT THE MARKET! Don't miss this rare opportunity to own a beautifully maintained one-level, brick villa in the highly sought-after 55+ community of Heritage Harbour!...

  • 2 Beds
  • 2 Baths
  • MDAA2150140 MLS
  • Heritage Harbour Bldg.
2729 Yeomans Lantern Ct, Annapolis image
2729 Yeomans Lantern Ct, Annapolis $484,900

Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with qua...

  • 2 Beds
  • 2 Baths
  • MDAA2152088 MLS
19 Dorset Ct, Annapolis image
19 Dorset Ct, Annapolis — Hunt Meadow Homeowners $499,000

Welcome to 19 Dorset Court. This is a rare opportunity to own an updated, end unit with the primary suite on the main level. This home offers the perfect blend of privacy...

  • 2 Beds
  • 3 Baths
  • MDAA2152986 MLS
  • Hunt Meadow Homeowners Bldg.
209 Garden Gate   Lane, Annapolis image
209 Garden Gate Lane, Annapolis $480,000

Spacious and thoughtfully updated, this 4-bedroom, 2.5-bath single-family home offers comfort, functionality, and modern improvements throughout. Over the past two years,...

  • 4 Beds
  • 3 Baths
  • MDAA2145600 MLS
379 Blossom Tree Dr, Annapolis image
379 Blossom Tree Dr, Annapolis $500,000

Beautifully updated 4 bedroom, 2 full bath home with a fully finished walkout lower level in a convenient Annapolis location. The main level offers an open living, dining...

  • 4 Beds
  • 2 Baths
  • MDAA2152908 MLS
6 Tiburon Ct, Annapolis image
6 Tiburon Ct, Annapolis $415,000

This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it ...

  • 3 Beds
  • 3 Baths
  • MDAA2152520 MLS
318 Beach Dr, Annapolis image
318 Beach Dr, Annapolis $500,000

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and pa...

  • 4 Beds
  • 3 Baths
  • MDAA2152396 MLS
907 Beacon   Way, Annapolis image
907 Beacon Way, Annapolis $475,650

We're back with fresh paint and bright spaces! BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely...

  • 2 Beds
  • 2 Baths
  • MDAA2141580 MLS
421 Peach   Court, Annapolis image
421 Peach Court, Annapolis $449,900

Welcome to Walnut Ridge near sought-after Cape St. Claire area! This beautifully maintained 3-bedroom end-unit town-home offers extra privacy, abundant natural light, and...

  • 3 Beds
  • 4 Baths
  • MDAA2147834 MLS
2650 Compass   Drive, Annapolis image
2650 Compass Drive, Annapolis $478,000

Welcome to easy living in Heritage Harbour! Located in one of Annapolis' most sought after 55+ communities, 2650 Compass Drive is the kind of home buyers wait for- beauti...

  • 2 Beds
  • 2 Baths
  • MDAA2146334 MLS
86 Harbour Heights   Drive, Annapolis image
86 Harbour Heights Drive, Annapolis $410,000

Welcome to 86 Harbour Heights Dr, Annapolis! This bright, move-in ready, 3-bedroom, two-level condo, offers modern comfort and a peaceful wooded view. Freshly painted and...

  • 3 Beds
  • 3 Baths
  • MDAA2140860 MLS
527 Leftwich Ln, Annapolis image
527 Leftwich Ln, Annapolis $450,000 ▼

**Own this Annapolis home with a dramatically lower mortgage payment for your first two years. Call to find out more!** This bright, updated end-unit townhome offers an o...

  • 3 Beds
  • 3 Baths
  • MDAA2152202 MLS
73 Gentry Ct, Annapolis image
73 Gentry Ct, Annapolis $419,000 ▼

Beautiful green space in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, a modern kitchen with all stainless appliances...

  • 3 Beds
  • 3 Baths
  • MDAA2151912 MLS
78 Old Mill Bottom Rd N Unit #209, Annapolis image
78 Old Mill Bottom Rd N Unit #209, Annapolis $439,500 ▼

Schedule you private tour today and discover luxury, convenience and community at its finest. Welcome to effortless luxury living in this sought-after 55+ elevator condo...

  • 2 Beds
  • 2 Baths
  • MDAA2151934 MLS
930 Astern   Way Unit #204, Annapolis image
930 Astern Way Unit #204, Annapolis $424,500

Set within the coveted South River condominium in Heritage Harbour, 930 Astern Way #204 offers refined, low-maintenance living in one of Annapolis’s most desirable 55+ wa...

  • 2 Beds
  • 2 Baths
  • MDAA2149334 MLS
2568 Glen   Cove, Annapolis image
2568 Glen Cove, Annapolis $465,000

OPEN HOUSE SATURDAY JUNE 6th, 10-12!!! And, HOLY MOLY, look at that NEW, LOW PRICE. Buyer had a change of heart and this fabulous house is now back on the market and c...

  • 3 Beds
  • 3 Baths
  • MDAA2135788 MLS
1099 Linden Tree Dr, Annapolis image
1099 Linden Tree Dr, Annapolis $475,000 ▼

Welcome to 1099 Linden Tree Drive, an incredible opportunity to own a four-bedroom, two-full-bath colonial in the desirable waterfront community of Cape St. Claire! Offer...

  • 4 Beds
  • 2 Baths
  • MDAA2150772 MLS
8 Wellington   Place, Annapolis image
8 Wellington Place, Annapolis $425,000

Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a great opportunity to make it your own. Featuring a functional layout with a bright livi...

  • 3 Beds
  • 2 Baths
  • MDAA2136486 MLS
3 Kirkley   Road, Annapolis image
3 Kirkley Road, Annapolis $485,000

WE HAVE RECEIVED AN OFFER. SELLER IS ASKING FOR HIGHEST AND BEST OFFER BY 5PM TUESDAY JUNE 2ND. Charming bungalow literally steps to West Annapolis. This cozy cottage fe...

  • 3 Beds
  • 2 Baths
  • MDAA2146584 MLS
2023 Puritan   Terrace, Annapolis image
2023 Puritan Terrace, Annapolis — Windgate Condo $473,000

Beautifully updated three-level townhome in the sought-after Windgate community of Annapolis. This open and inviting home features bamboo flooring, abundant natural light...

  • 3 Beds
  • 3 Baths
  • MDAA2145568 MLS
  • Windgate Condo Bldg.

Between $400K - $500K Annapolis Real Estate

Our website features the best real estate search for between $400k - $500k properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

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