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

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
property image
527 Leftwich Ln Unit #77, Annapolis $475,000

Coming Soon!

  • 3 Beds
  • 3 Baths
  • MDAA2152202 MLS
413 Blossom Tree Ct, Annapolis image
413 Blossom Tree Ct, Annapolis $404,000

Welcome to 413 Blossom Tree Court, a beautifully cared‑for duplex in the highly sought‑after Whispering Woods community on the Broadneck Peninsula. This lovingly maintain...

  • 3 Beds
  • 2 Baths
  • MDAA2152046 MLS
73 Gentry Ct, Annapolis image
73 Gentry Ct, Annapolis $435,000

A rare find in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, and a modern kitchen with new electric range and generou...

  • 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 $455,000

Welcome to effortless luxury living in this 55+ elevator condominium community. This beautifully upgraded 2-bedroom + den residence with private balcony offers a “better ...

  • 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 $499,900

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
2023 Compton Ct, Annapolis image
2023 Compton Ct, Annapolis — Windgate Condo $500,000

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.
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
916 Yachtsman Way, Annapolis image
916 Yachtsman Way, Annapolis $455,000

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
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.
356 Forest Beach   Road, Annapolis image
356 Forest Beach Road, Annapolis $450,000

Watch your buyer fall in love with this totally renovated 4 bedroom 3 full bath rambler. It sits on a serene leveled lot. Features include: new everything, fully finish...

  • 4 Beds
  • 3 Baths
  • MDAA2147322 MLS
2646 Quiet Water   Cove, Annapolis image
2646 Quiet Water Cove, Annapolis $370,000

MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR IN THE PAST YEAR! Popular, one le...

  • 3 Beds
  • 2 Baths
  • MDAA2139960 MLS
7024 Channel Village Ct Unit #T2, Annapolis image
7024 Channel Village Ct Unit #T2, Annapolis $500,000

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
543 Francis Nicholson   Way, Annapolis image
543 Francis Nicholson Way, Annapolis $492,500

Move in ready Tidewater Colony townhome. Just completely painted throughout, complete new deck, recent carpeting and new architectural roof. This home shows beautifully! ...

  • 4 Beds
  • 4 Baths
  • MDAA2146788 MLS
1110 Jenniper Ln, Annapolis image
1110 Jenniper Ln, Annapolis $455,000 ▼

Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-...

  • 3 Beds
  • 2 Baths
  • MDAA2150288 MLS
1247 River Bay Rd, Annapolis image
1247 River Bay Rd, Annapolis $499,900

Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across t...

  • 6 Beds
  • 2 Baths
  • MDAA2149144 MLS
5 Park Pl Unit #431, Annapolis image
5 Park Pl Unit #431, Annapolis $475,000

Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, ideally situated in the vibrant Park Place community. Built in 2007, t...

  • 1 Beds
  • 1 Baths
  • MDAA2150278 MLS
2608 Quiet Water Cv Unit #26, Annapolis image
2608 Quiet Water Cv 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.
448 Cranes Roost Ct, Annapolis image
448 Cranes Roost Ct, Annapolis $439,900

Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious...

  • 3 Beds
  • 2 Baths
  • MDAA2149900 MLS
1014 Wells   Avenue, Annapolis image
1014 Wells Avenue, Annapolis $360,000

Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 b...

  • 4 Beds
  • 2 Baths
  • MDAA2138538 MLS
100 1st   Street, Annapolis image
100 1st Street, Annapolis $450,000

Better price! Welcome home to this charming and well-maintained 3-bedroom, 2-bath property offering comfort, flexibility, and convenience in a sought-after location. Fro...

  • 3 Beds
  • 2 Baths
  • MDAA2141180 MLS
1122 Crestview   Drive, Annapolis image
1122 Crestview Drive, Annapolis $485,000

Welcome to 1122 Crestview Drive in the sought-after Cape Saint Claire community of Annapolis! This split foyer home offers a fantastic opportunity to create your dream sp...

  • 4 Beds
  • 2 Baths
  • MDAA2141546 MLS
410 Walnut Dr, Annapolis image
410 Walnut Dr, Annapolis $464,000

A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities....

  • 3 Beds
  • 1 Baths
  • MDAA2149406 MLS
1955 Marconi   Circle, Annapolis image
1955 Marconi Circle, Annapolis $415,000

Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter...

  • 2 Beds
  • 2 Baths
  • MDAA2131974 MLS
78 Old Mill Bottom Rd N Unit #307, Annapolis image
78 Old Mill Bottom Rd N Unit #307, Annapolis $499,900

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacio...

  • 2 Beds
  • 2 Baths
  • MDAA2149350 MLS
932 Yachtsman Way, Annapolis image
932 Yachtsman Way, Annapolis $460,000 ▼

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
141 West   Street Unit #201, Annapolis image
141 West Street Unit #201, Annapolis $472,000

Welcome to 141 West a boutique building styled after one of Manhattan’s most iconic neighborhoods SoHo, known for its historic cast iron architecture. At 141 West the hi...

  • 1 Beds
  • 1 Baths
  • MDAA2138542 MLS
13 Alder   Road, Annapolis image
13 Alder Road, Annapolis $499,000

None

  • 4 Beds
  • 2 Baths
  • MDAA2140700 MLS
2056 Gate   Drive, Annapolis image
2056 Gate Drive, Annapolis $480,000

Welcome to your Private Oasis located right in the heart of everything Annapolis!! LOCATION!!***LOCATION!!***LOCATION!!*** Just off of Bestgate Road, Gate Drive is a sle...

  • 3 Beds
  • 3 Baths
  • MDAA2144666 MLS
1604 Secretariat   Drive, Annapolis image
1604 Secretariat Drive, Annapolis $404,900

Welcome to this well-maintained semi-detached home offering 5 bedrooms and 1.5 bathrooms. Located in a highly desirable neighborhood just outside of Annapolis, this home...

  • 5 Beds
  • 2 Baths
  • MDAA2141210 MLS
404 Peach   Court, Annapolis image
404 Peach Court, Annapolis $475,000

Welcome to Walnut Ridge! This beautiful 3-level colonial townhouse boasts over 2,000 square feet of finished living space, featuring 4 spacious bedrooms and 3.5 baths. Hi...

  • 4 Beds
  • 4 Baths
  • MDAA2143582 MLS
940 Astern   Way Unit #304, Annapolis image
940 Astern Way Unit #304, Annapolis $454,900

Completely renovated and beautifully furnished 3rd-floor unit with convenient elevator access. Offered fully furnished, this home has been thoughtfully updated from top t...

  • 2 Beds
  • 2 Baths
  • MDAA2142758 MLS
149 Quiet Waters Pl, Annapolis image
149 Quiet Waters Pl, Annapolis $455,000 ▼

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
68 Harbour Heights   Drive, Annapolis image
68 Harbour Heights Drive, Annapolis $412,050

Beautiful Move-In Ready Townhome in Annapolis! Welcome to this stunning, fully updated townhome in the heart of Annapolis—perfectly located near the hospital and ideal ...

  • 3 Beds
  • 3 Baths
  • MDAA2140744 MLS
105 Rosecrest Dr, Annapolis image
105 Rosecrest Dr, Annapolis $489,900 ▼

Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42" cabinets, quartz countertop, separate island and sta...

  • 4 Beds
  • 2 Baths
  • MDAA2147818 MLS
1354 Moyer Rd, Annapolis image
1354 Moyer Rd, Annapolis $470,000 ▼

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 ma...

  • 4 Beds
  • 2 Baths
  • MDAA2147320 MLS
905 Yardarm   Lane, Annapolis image
905 Yardarm Lane, Annapolis $475,000

None

  • 2 Beds
  • 2 Baths
  • MDAA2141448 MLS
921 Boom   Way, Annapolis image
921 Boom Way, Annapolis $465,000

Welcome to carefree living in the desirable 55+ community in Heritage Harbour. This charming, well‑kept townhome offers a 1‑car garage, 2 bedrooms, 2.5 baths, and wonderf...

  • 2 Beds
  • 3 Baths
  • MDAA2141750 MLS
402 Cranes Roost   Court, Annapolis image
402 Cranes Roost Court, Annapolis — Woods Landing $434,530

Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-le...

  • 3 Beds
  • 2 Baths
  • MDAA2133612 MLS
  • Woods Landing Bldg.
953 Windwhisper Ln, Annapolis image
953 Windwhisper Ln, Annapolis $419,900

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
406 Holly Dr, Annapolis image
406 Holly Dr, Annapolis $430,000 ▼

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
102 Oak   Drive, Annapolis image
102 Oak Drive, Annapolis $498,000

Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conven...

  • 2 Beds
  • MDAA2141166 MLS
933 Forest Hills   Avenue, Annapolis image
933 Forest Hills Avenue, Annapolis $470,000

Welcome home to this beautifully updated 3-bedroom, 2.5-bathroom duplex conveniently located in the desirable Forest Hills neighborhood of Annapolis. Just minutes from ...

  • 3 Beds
  • 3 Baths
  • MDAA2142396 MLS

Between $400K - $500K Annapolis Real Estate

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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. 

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