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300 Hilltop Ln Unit #300E, Annapolis image
300 Hilltop Ln Unit #300E, Annapolis — North Green Condos $269,900

This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, ...

  • 2 Beds
  • 2 Baths
  • MDAA2156768 MLS
  • North Green Condos Bldg.
318 Beach   Drive, Annapolis image
318 Beach Drive, Annapolis $505,000

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
1660 Secretariat Dr, Annapolis image
1660 Secretariat Dr, Annapolis $419,900

Spacious Duplex located in Sought After Revell Downs! Over 1800 square feet of Finished Living Space with Recent Updates Including 35 Year Architectural Shingle Roof, Map...

  • 4 Beds
  • 2 Baths
  • MDAA2156742 MLS
66 Franklin St Unit #102, Annapolis image
66 Franklin St Unit #102, Annapolis — Acton's Landing $995,000

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, of...

  • 2 Beds
  • 3 Baths
  • MDAA2154754 MLS
  • Acton's Landing 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
50 Greystone   Court Unit #D, Annapolis image
50 Greystone Court Unit #D, Annapolis $275,000

This charming 2-BR/2-BA, move-in ready condo offers both convenience and a welcoming sense of home. Located in the beautiful waterfront town of Annapolis! This main-level...

  • 2 Beds
  • 2 Baths
  • MDAA2154414 MLS
57 Gentry Ct, Annapolis image
57 Gentry Ct, Annapolis $335,900

Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road. Set amid a woode...

  • 4 Beds
  • 4 Baths
  • MDAA2156308 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
400 Jefferson St, Annapolis image
400 Jefferson St, Annapolis $1,950,000

Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...

  • 4 Beds
  • 4 Baths
  • MDAA2156430 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
700 Miller Rd, Annapolis image
700 Miller Rd, Annapolis $1,250,000

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5...

  • 4 Beds
  • 4 Baths
  • MDAA2155936 MLS
729 Crisfield Way, Annapolis image
729 Crisfield Way, Annapolis $865,000

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space...

  • 4 Beds
  • 5 Baths
  • MDAA2155644 MLS
2900 Shipmaster   Way Unit #104, Annapolis image
2900 Shipmaster Way Unit #104, Annapolis $340,000

Welcome to waterfront living at its finest! This exclusive ground floor unit is a rare gem, currently the only one of its kind available in the entire building. Perfectly...

  • 2 Beds
  • 2 Baths
  • MDAA2152780 MLS
607 Admiral   Drive Unit #101, Annapolis image
607 Admiral Drive Unit #101, Annapolis $345,000

Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most c...

  • 2 Beds
  • 2 Baths
  • MDAA2151284 MLS
2900 Shipmaster Way Unit #215, Annapolis image
2900 Shipmaster Way Unit #215, Annapolis $287,500 ▲

Welcome to Unit 215 at 2900 Shipmaster Way! This inviting 2-bedroom, 2-full-bath condo offers comfortable living in the Heritage Harbour community. The updated kitchen fe...

  • 2 Beds
  • 2 Baths
  • MDAA2155680 MLS
648 Howards   Loop Unit #19, Annapolis image
648 Howards Loop Unit #19, Annapolis $490,000

Welcome to this charming end unit TH near Annapolis! Just a 5 minute drive and you are in downtown Annapolis ! Also 3 minutes to Annapolis Mall and the Annapolis Medical ...

  • 3 Beds
  • 4 Baths
  • MDAA2149140 MLS
640 Sean Dr, Annapolis image
640 Sean Dr, Annapolis $1,025,000

Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private woo...

  • 4 Beds
  • 4 Baths
  • MDAA2155314 MLS
903 Scupper   Court, Annapolis image
903 Scupper Court, Annapolis $1,030,000

Luxury living awaits in the highly desirable Broad Creek Landing community! Offering nearly 5,800 finished square feet, this exceptional home combines timeless elegance, ...

  • 4 Beds
  • 5 Baths
  • MDAA2151448 MLS
213 Victor Pkwy Unit #213F, Annapolis image
213 Victor Pkwy Unit #213F, Annapolis — Fairwinds Condo $257,000

Professional Photography coming soon. Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated...

  • 2 Beds
  • 2 Baths
  • MDAA2155748 MLS
  • Fairwinds Condo Bldg.
402 Fair Hill Ct, Annapolis image
402 Fair Hill Ct, Annapolis $784,900

Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting...

  • 4 Beds
  • 3 Baths
  • MDAA2155666 MLS
36 Rockwell   Court, Annapolis image
36 Rockwell Court, Annapolis $310,750

Delightful, updated, private end-unit in The Landings, and priced to sell. The Roof, Kitchen and HVAC were replaced in the last three years. All of the big projects ha...

  • 2 Beds
  • 2 Baths
  • MDAA2153858 MLS
113 Sellew Rd, Annapolis image
113 Sellew Rd, Annapolis $1,351,875

Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbr...

  • 3 Beds
  • 5 Baths
  • MDAA2155694 MLS
716 Pearson Point   Place, Annapolis image
716 Pearson Point Place, Annapolis $765,000

A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the...

  • 4 Beds
  • 4 Baths
  • MDAA2150682 MLS
101 Carraway Ln, Annapolis image
101 Carraway Ln, Annapolis $695,000

Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted loca...

  • 5 Beds
  • 5 Baths
  • MDAA2155626 MLS
633 Admiral Dr Unit #107, Annapolis image
633 Admiral Dr Unit #107, Annapolis $355,000

Fully renovated ground floor condominium located just off of Bestgate Rd near the Anne Arundel Medical Center. This 1321 square foot unit includes two bedrooms, two full ...

  • 2 Beds
  • 2 Baths
  • MDAA2155570 MLS
463 Man-O-War Ct, Annapolis image
463 Man-O-War Ct, Annapolis $375,000

This is the kind of neighborhood where home extends well beyond your own backyard. Spend afternoons at one of two community fields, head to the neighborhood playground, o...

  • 3 Beds
  • 2 Baths
  • MDAA2155356 MLS
1 President Point Dr Unit #A1, Annapolis image
1 President Point Dr Unit #A1, Annapolis — The Point Condo $825,000

Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivatin...

  • 1 Beds
  • 2 Baths
  • MDAA2150706 MLS
  • The Point Condo Bldg.
1227 Gemini Dr Unit #1227-I, Annapolis image
1227 Gemini Dr Unit #1227-I, Annapolis — North Green Condos $275,000

Located in the desirable North Green Condominiums, this two-level penthouse loft offers a spacious layout and a convenient Annapolis location. The open floor plan feature...

  • 2 Beds
  • 2 Baths
  • MDAA2154458 MLS
  • North Green Condos 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
2123 Beach Village Ct Unit #T2, Annapolis image
2123 Beach Village Ct Unit #T2, Annapolis $595,000

Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dinin...

  • 2 Beds
  • 2 Baths
  • MDAA2154658 MLS
912 Plattner Ct, Annapolis image
912 Plattner Ct, Annapolis $1,250,000

Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400...

  • 5 Beds
  • 5 Baths
  • MDAA2155286 MLS
16 Dean   Street, Annapolis image
16 Dean Street, Annapolis $685,000

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 except...

  • 1 Beds
  • 2 Baths
  • MDAA2150940 MLS
307 Melvin Ave, Annapolis image
307 Melvin Ave, Annapolis $845,000 ▼

Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, ...

  • 4 Beds
  • 3 Baths
  • MDAA2151612 MLS
302 Hilltop   Lane Unit #H, Annapolis image
302 Hilltop Lane Unit #H, Annapolis — North Green Condos $280,000

FHA - APPROVED !! Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to...

  • 2 Beds
  • 2 Baths
  • MDAA2148338 MLS
  • North Green Condos Bldg.
1102 August   Drive, Annapolis image
1102 August Drive, Annapolis $575,000

Location. Layout. Lifestyle. A well-cared-for home. That’s what today’s buyers are looking for—and that’s exactly what you’ll find here. Backing to Truxtun Park and surro...

  • 4 Beds
  • 4 Baths
  • MDAA2150410 MLS
605 Admiral Dr Unit #108, Annapolis image
605 Admiral Dr Unit #108, Annapolis — Admirals Reach $359,000 ▼

Fully Renovated 2 Bedroom Condo in Annapolis! Step into effortless, modern living in this beautifully renovated 2 bedroom, 2 bath one floor condo at 605 B Admiral Dr, Uni...

  • 2 Beds
  • 2 Baths
  • MDAA2154946 MLS
  • Admirals Reach Bldg.
1105 Van Buren   Street, Annapolis image
1105 Van Buren Street, Annapolis $660,000

Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm,...

  • 3 Beds
  • 2 Baths
  • MDAA2149792 MLS
609 S Cherry Grove Ave, Annapolis image
609 S Cherry Grove Ave, Annapolis $549,000

This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE! Don't MISS this OPPORTUNITY! All home information is estimated and to the sellers' best knowledge -...

  • 3 Beds
  • 4 Baths
  • MDAA2153688 MLS
553 Choptank Cove   Court, Annapolis image
553 Choptank Cove Court, Annapolis $955,000

Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small cove...

  • 4 Beds
  • 4 Baths
  • MDAA2148078 MLS
122 Smith Ave, Annapolis image
122 Smith Ave, Annapolis $975,000

The ideal Murray Hill home with a little bit of everything: one-level living, a private driveway, lovely yard, and fully updated. A wonderful single-family home and an ap...

  • 3 Beds
  • 2 Baths
  • MDAA2154516 MLS
66 Franklin   Street Unit #412, Annapolis image
66 Franklin Street Unit #412, Annapolis $825,000

Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, ...

  • 2 Beds
  • 3 Baths
  • MDAA2149170 MLS
2900 Shipmaster   Way Unit #119, Annapolis image
2900 Shipmaster Way Unit #119, Annapolis — Clipper Cay $301,000

Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional stagi...

  • 2 Beds
  • 2 Baths
  • MDAA2149674 MLS
  • Clipper Cay Bldg.
211 King George St Unit #A, Annapolis image
211 King George St Unit #A, Annapolis $1,299,900

Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condomi...

  • 3 Beds
  • 4 Baths
  • MDAA2146118 MLS
848 Deerwood   Court, Annapolis image
848 Deerwood Court, Annapolis $575,000

848 Deerwood Court offers a wonderful opportunity to enjoy life in Heritage Harbour, one of Annapolis' most sought-after active adult communities. Situated on a desirable...

  • 3 Beds
  • 2 Baths
  • MDAA2146412 MLS
2638 Foremast   Alley, Annapolis image
2638 Foremast Alley, Annapolis $569,000

Buyers got cold feet before inspections! Welcome to 2638 Foremast Aly in Annapolis - a beautifully appointed townhome offering stylish finishes, functional living space, ...

  • 3 Beds
  • 4 Baths
  • MDAA2146076 MLS
526 Sixth   Street, Annapolis image
526 Sixth Street, Annapolis $1,900,500

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...

  • 3 Beds
  • 3 Baths
  • MDAA2151240 MLS
804 Coxswain   Way, Annapolis image
804 Coxswain Way, Annapolis $630,000

Nestled on a desirable corner lot with peaceful green space and wooded views, this spacious 2-bedroom, 2-bath home offers comfortable one-level living in sought-after Her...

  • 2 Beds
  • 2 Baths
  • MDAA2152470 MLS
619 Second   Street, Annapolis image
619 Second Street, Annapolis $1,449,000

This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibra...

  • 4 Beds
  • 4 Baths
  • MDAA2142904 MLS
206 Bowen Ct, Annapolis image
206 Bowen Ct, Annapolis $950,000 ▼

Sellers have just reduced the price by $25,000! Don’t miss this opportunity to own a stunning Colonial in the highly sought-after Bowen Manor community of Annapolis. Offe...

  • 5 Beds
  • 4 Baths
  • MDAA2154248 MLS

Annapolis Real Estate & Homes With Sidewalks

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