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78 Old Mill Bottom Rd N Unit #209, Annapolis image
78 Old Mill Bottom Rd N Unit #209, Annapolis $439,800

Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $100K less than current b...

  • 2 Beds
  • 2 Baths
  • MDAA2156778 MLS
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
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
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
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
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
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
824 Boatswain Way, Annapolis image
824 Boatswain Way, Annapolis $599,900

This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, ...

  • 2 Beds
  • 2 Baths
  • MDAA2153702 MLS
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.
3115 Starboard   Drive, Annapolis image
3115 Starboard Drive, Annapolis $950,000

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers ...

  • 5 Beds
  • 3 Baths
  • MDAA2150370 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
209 S Cherry Grove   Avenue, Annapolis image
209 S Cherry Grove Avenue, Annapolis $900,000

OPEN HOUSE SATURDAY 7/25 and SUNDAY 7/26 FROM 11-1pm Situated on one of Annapolis' widest and most desirable, dead end streets, this beautifully updated 3-bedroom, 1.5-ba...

  • 3 Beds
  • 2 Baths
  • MDAA2150910 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
2144 Chesapeake Harbour   Drive, Annapolis image
2144 Chesapeake Harbour Drive, Annapolis $1,475,000

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeak...

  • 3 Beds
  • 4 Baths
  • MDAA2151304 MLS
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
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.
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
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
15 Landings   Court, Annapolis image
15 Landings Court, Annapolis $575,000

Options for VA buyers. 5% 30 year fix mortgage. Large, beautifully maintained contemporary home in the sought-after Stone Creek community of Annapolis. Professional photo...

  • 4 Beds
  • 4 Baths
  • MDAA2145304 MLS
785 Rolling View Dr, Annapolis image
785 Rolling View Dr, Annapolis $550,000

Welcome to 785 Rolling View Drive… If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the water...

  • 4 Beds
  • 3 Baths
  • MDAA2153914 MLS
1812 Millridge Ct, Annapolis image
1812 Millridge Ct, Annapolis $1,250,000

Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, sp...

  • 4 Beds
  • 3 Baths
  • MDAA2153834 MLS
1709 Point No Point   Drive, Annapolis image
1709 Point No Point Drive, Annapolis $750,000

Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wo...

  • 4 Beds
  • 3 Baths
  • MDAA2148148 MLS
111 Ellershaw Ct, Annapolis image
111 Ellershaw Ct, Annapolis $1,349,000

Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exce...

  • 5 Beds
  • 5 Baths
  • MDAA2153816 MLS
706 Howards Loop, Annapolis image
706 Howards Loop, Annapolis — Windgate $520,000

Welcome to this beautiful and thoughtfully updated townhome in the sought-after community of Windgate! Offering 3 spacious bedrooms, 2 full and 2 half baths, a 1-car gara...

  • 3 Beds
  • 4 Baths
  • MDAA2153692 MLS
  • Windgate Bldg.
219 West   Street, Annapolis image
219 West Street, Annapolis $1,037,500

This gorgeous townhome nestled in the sought-after community of Uptown at Murray Hill, in the heart of downtown Annapolis' West Street Arts District and just steps away f...

  • 3 Beds
  • 4 Baths
  • MDAA2136426 MLS
5 Park Pl Unit #603, Annapolis image
5 Park Pl Unit #603, Annapolis — Residence At Park Place $649,900

Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1,...

  • 2 Beds
  • 2 Baths
  • MDAA2153318 MLS
  • Residence At Park Place Bldg.
713 Skippers   Lane, Annapolis image
713 Skippers Lane, Annapolis $570,000

PRICE REDUCED! An incredible value in Annapolis! *** Beautiful, light-filled end-unit residence in the Village Greens of Annapolis, offering extra privacy, generous livin...

  • 3 Beds
  • 4 Baths
  • MDAA2144786 MLS
712 Coybay   Drive, Annapolis image
712 Coybay Drive, Annapolis $825,000

Refreshed Listing! Buyers who may have missed 712 Coybay Drive the first time around, now is your chance to take another look. Please be sure to view the photos and floor...

  • 5 Beds
  • 5 Baths
  • MDAA2148004 MLS
513 Fifth   Street, Annapolis image
513 Fifth Street, Annapolis $825,000

An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of An...

  • 2 Beds
  • 1 Baths
  • MDAA2148872 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.
2011 Tundra   Court, Annapolis image
2011 Tundra Court, Annapolis $625,000

Contemporary 4 bedroom Cedar home on 1.35 acres in a thickly wooded setting**Center hall plan**Open breakfast area adjacent to kitchen and dining room*Den/fourth bedroom...

  • 4 Beds
  • 3 Baths
  • MDAA2146600 MLS
755 Fairview Ave Unit #755 D, Annapolis image
755 Fairview Ave Unit #755 D, Annapolis — Severn House Condo $524,995

HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfr...

  • 3 Beds
  • 2 Baths
  • MDAA2152980 MLS
  • Severn House Condo Bldg.
810 Moran Dr, Annapolis image
810 Moran Dr, Annapolis $899,900

OPEN HOUSE CANCELED. Welcome home! 810 Moran Drive is a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet ...

  • 4 Beds
  • 4 Baths
  • MDAA2152610 MLS
1604 Trawler   Lane, Annapolis image
1604 Trawler Lane, Annapolis $889,000

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 celebra...

  • 3 Beds
  • 4 Baths
  • MDAA2143576 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
940 Astern   Way Unit #202, Annapolis image
940 Astern Way Unit #202, Annapolis $700,000

Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed li...

  • 3 Beds
  • 3 Baths
  • MDAA2143292 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
52 Primrose Hill Ln, Annapolis image
52 Primrose Hill Ln, Annapolis $897,500

Welcome to 52 Primrose Hill Lane—the original model home in Craftmark's sought-after Primrose Hill community, where timeless architecture meets modern, low-maintenance li...

  • 5 Beds
  • 5 Baths
  • MDAA2151796 MLS
8 Spa Creek Landing Unit #8A2, Annapolis image
8 Spa Creek Landing Unit #8A2, Annapolis — Shearwater $500,000

Come enjoy the ease of single-level living, secure community, and the unmatched lifestyle of waterfront. The warm and inviting living room opens to sweeping Spa Creek Vie...

  • 1 Beds
  • 2 Baths
  • MDAA2146120 MLS
  • Shearwater Bldg.
2550 Golfers Ridge   Road, Annapolis image
2550 Golfers Ridge Road, Annapolis $540,000

HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts ...

  • 2 Beds
  • 2 Baths
  • MDAA2143166 MLS
1486 Downham Market, Annapolis image
1486 Downham Market, Annapolis $2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prest...

  • 5 Beds
  • 5 Baths
  • MDAA2152082 MLS
7015 Chesapeake Harbour   Drive Unit #23B, Annapolis image
7015 Chesapeake Harbour Drive Unit #23B, Annapolis $920,000

LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. ...

  • 3 Beds
  • 3 Baths
  • MDAA2145640 MLS
1608 Belle   Drive, Annapolis image
1608 Belle Drive, Annapolis — Village Greens $585,000

ASSUMABLE VA loan 3.75% rate. 1608 Belle Drive, a beautiful well maintained end-unit residence with lots of natural light, three bedrooms, 3 full baths and 2 half baths....

  • 3 Beds
  • 5 Baths
  • MDAA2134572 MLS
  • Village Greens Bldg.

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