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113 Bay Dr, Annapolis image
113 Bay Dr, Annapolis $2,795,000

The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water...

  • 3 Beds
  • 3 Baths
  • MDAA2156508 MLS
23 Hull Ave, Annapolis image
23 Hull Ave, Annapolis $989,000

None

  • 3 Beds
  • 2 Baths
  • MDAA2153962 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
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
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
5 Bristol Cir, Annapolis image
5 Bristol Cir, Annapolis $825,000

COMING SOON!! Annapolis living at it's best with this turn key home located on a quiet Cul-De-Sac in water privileged Admiral Heights. Thoughtfully updated with $175k in ...

  • 4 Beds
  • 3 Baths
  • MDAA2155816 MLS
1505 Riverdale Dr, Annapolis image
1505 Riverdale Dr, Annapolis $680,000

Don't miss this incredible opportunity to own a piece of one of the area's most coveted neighborhoods - Winchester on the Severn! From the moment you arrive, you'll feel ...

  • 3 Beds
  • 2 Baths
  • MDAA2155150 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.
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
2052 Quaker Way Unit #10, Annapolis image
2052 Quaker Way Unit #10, Annapolis — Windgate Condo $345,000

Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements includ...

  • 2 Beds
  • 2 Baths
  • MDAA2154962 MLS
  • Windgate Condo 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
1100 Bay Ridge   Avenue, Annapolis image
1100 Bay Ridge Avenue, Annapolis $780,000

You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, ...

  • 3 Beds
  • 2 Baths
  • MDAA2150422 MLS
1014 Van Buren St, Annapolis image
1014 Van Buren St, Annapolis $605,000

Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought...

  • 4 Beds
  • 2 Baths
  • MDAA2153570 MLS
657 Burtons Cove Way Unit #4, Annapolis image
657 Burtons Cove Way Unit #4, Annapolis — Windgate Condo $339,900

Welcome home to this spacious, move-in-ready ground-level condo offering comfort, convenience, and easy living! The inviting living room features a cozy gas fireplace and...

  • 3 Beds
  • 2 Baths
  • MDAA2154626 MLS
  • Windgate Condo Bldg.
707 Shelton   Avenue, Annapolis image
707 Shelton Avenue, Annapolis $623,000

Fabulous end unit in highly sought-after Murray Hill! 100% turnkey home is ready for new owners! Just a block from great restaurants, shopping, Maryland Hall for the Crea...

  • 4 Beds
  • 4 Baths
  • MDAA2149742 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
402 Melvin   Avenue, Annapolis image
402 Melvin Avenue, Annapolis $850,000

Welcome to 402 Melvin Avenue, a lovingly maintained home nestled in the heart of highly sought-after West Annapolis. Offering the perfect blend of charm, thoughtful updat...

  • 3 Beds
  • 2 Baths
  • MDAA2151868 MLS
1838 Brett Ct, Annapolis image
1838 Brett Ct, Annapolis $645,000 ▼

This adorable split level home is located on a cul-de-sac in ROLLING HILLS! The sellers just had the interior painted, carpets replaced on the main and upper levels, and ...

  • 3 Beds
  • 2 Baths
  • MDAA2150712 MLS
501 Mathias Hammond   Way Unit #301, Annapolis image
501 Mathias Hammond Way Unit #301, Annapolis — Tidewater Colony $336,500

Welcome to a beautifully maintained home with so many amazing features! This 2 bedroom 2 bathroom 3rd floor top level unit with over 1,080 sq ft offers a spacious, open c...

  • 2 Beds
  • 2 Baths
  • MDAA2149028 MLS
  • Tidewater Colony Bldg.
2001 Warners  N Terrace N Unit #102, Annapolis image
2001 Warners N Terrace N Unit #102, Annapolis — Rivergate Ii Condo $305,000

Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**Welcome to effortless living in one of Annapolis' mo...

  • 2 Beds
  • 2 Baths
  • MDAA2140882 MLS
  • Rivergate Ii Condo Bldg.
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
1107 Brashears   Street, Annapolis image
1107 Brashears Street, Annapolis $800,000

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this t...

  • 5 Beds
  • 2 Baths
  • MDAA2142894 MLS
2997 Dogwood   Trail, Annapolis image
2997 Dogwood Trail, Annapolis $1,200,000

Welcome to 2997 Dogwood Trail, a charming waterfront cottage tucked into the sought-after Cape Saint John community of Annapolis. Perfectly positioned along the South Riv...

  • 2 Beds
  • 2 Baths
  • MDAA2146112 MLS
45 Harbour Heights   Drive, Annapolis image
45 Harbour Heights Drive, Annapolis $395,000

This rare 3 bedroom, 2 bath condo offers a spacious, open feel thanks to its 9'‑foot ceilings and well‑designed layout. The large primary suite includes its own private b...

  • 3 Beds
  • 2 Baths
  • MDAA2146150 MLS
3706 Thomas Point   Road, Annapolis image
3706 Thomas Point Road, Annapolis $2,025,000

Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront re...

  • 6 Beds
  • 4 Baths
  • MDAA2145168 MLS
12 Union St, Annapolis image
12 Union St, Annapolis $1,289,900 ▼

Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway​ —an amen...

  • 4 Beds
  • 2 Baths
  • MDAA2149666 MLS
3403 Hidden River View Rd, Annapolis image
3403 Hidden River View Rd, Annapolis $1,750,000

Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and sur...

  • 4 Beds
  • 5 Baths
  • MDAA2147292 MLS
2015 Gov Thomas Bladen   Way Unit #204, Annapolis image
2015 Gov Thomas Bladen Way Unit #204, Annapolis — Tidewater Ii $300,000

Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on Walls and Ceilings**Kitchen was Updated with New Cabinets and Appliances in 2021*...

  • 2 Beds
  • 2 Baths
  • MDAA2135154 MLS
  • Tidewater Ii Bldg.
603 Admiral   Drive Unit #307, Annapolis image
603 Admiral Drive Unit #307, Annapolis — Admirals Reach $365,000

Coveted penthouse-level condo with a loft in the sought-after Admirals Reach!! Ideally located within the community as well, backing up to the woods for wonderful privac...

  • 2 Beds
  • 2 Baths
  • MDAA2144598 MLS
  • Admirals Reach Bldg.
2002 Dakota Pl Unit #2A, Annapolis image
2002 Dakota Pl Unit #2A, Annapolis $619,000 ▼

Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offer...

  • 2 Beds
  • 3 Baths
  • MDAA2145178 MLS
1240 Gemini   Drive, Annapolis image
1240 Gemini Drive, Annapolis $315,000

Nestled in the serene community of Saltaire, this charming townhouse offers a perfect blend of comfort and modern living.This home boasts an excellent condition, making i...

  • 2 Beds
  • 3 Baths
  • MDAA2138482 MLS
300 Hilltop   Lane Unit #H, Annapolis image
300 Hilltop Lane Unit #H, Annapolis — North Green Condos $270,000

Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space ...

  • 2 Beds
  • 2 Baths
  • MDAA2136792 MLS
  • North Green Condos Bldg.
2002 Phillips   Terrace Unit #6, Annapolis image
2002 Phillips Terrace Unit #6, Annapolis — Windgate Condo $340,000

2002 Phillips Terrace – Apartment 6 Annapolis, Maryland 21401 March 9, 2026 Beautifully updated two bedroom, two bathroom second floor condo in the Windgate community of ...

  • 2 Beds
  • 2 Baths
  • MDAA2138598 MLS
  • Windgate Condo Bldg.
310 Epping Way, Annapolis image
310 Epping Way, Annapolis — Epping Forest $1,050,000 ▼

Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare ...

  • 3 Beds
  • 2 Baths
  • MDAA2145574 MLS
  • Epping Forest Bldg.
1136 Lake Heron   Drive Unit #3B, Annapolis image
1136 Lake Heron Drive Unit #3B, Annapolis — Lake Heron Condo $405,000

Stunning Loft-Style Condo with Lake Access Minutes from Downtown Annapolis Step into this beautifully updated 2-bedroom, 2-bath loft-style condo where modern upgrades me...

  • 2 Beds
  • 2 Baths
  • MDAA2136998 MLS
  • Lake Heron Condo Bldg.
301 Burnside   Street Unit #A201, Annapolis image
301 Burnside Street Unit #A201, Annapolis — Yacht Club Condo $725,000

THE BEST OF WATERFRONT LIVING AND THE BEST VIEWS IN THE DEVELOPMENT with year-round views of Spa Creek in the Sought After, Gated Community, THE YACHT CLUB CONDOMINIUMS! ...

  • 2 Beds
  • 1 Baths
  • MDAA2136516 MLS
  • Yacht Club Condo Bldg.
723 Glenwood   Street, Annapolis image
723 Glenwood Street, Annapolis $599,000

Open House Cancelled. Delightful Cape Cod-style bungalow! Walkable to town and the Naval Academy Stadium. Charming and Classic! From the minute you enter through the sol...

  • 3 Beds
  • 2 Baths
  • MDAA2136458 MLS
167 Prince George   Street, Annapolis image
167 Prince George Street, Annapolis $865,000

OPEN HOUSE HAS BEEN MOVED TO SATURDAY JANUARY 24TH FROM 1-3 PM Situated on one of Historic Annapolis’ most desirable streets, this circa-1815 row house offers a rare comb...

  • 2 Beds
  • 3 Baths
  • MDAA2132236 MLS
5 Muir Woods   Court, Annapolis image
5 Muir Woods Court, Annapolis $370,000

We have a contract with 2 contingencies, to be satisfied by 2/27 - Extensive remodel completed and staged. Welcome to your new home! Fresh neutral paint throughout. N...

  • 2 Beds
  • 3 Baths
  • MDAA2135304 MLS
2003 Phillips   Terrace Unit #9, Annapolis image
2003 Phillips Terrace Unit #9, Annapolis — Windgate Condo $365,000

Welcome to this charming penthouse condo in the Windgate community, offering comfort, convenience, and a fantastic Annapolis location. This home features 2 spacious bedro...

  • 2 Beds
  • 2 Baths
  • MDAA2135464 MLS
  • Windgate Condo Bldg.
30 Decatur   Avenue, Annapolis image
30 Decatur Avenue, Annapolis $1,100,000

Comfy coastal cottage just a few blocks from Lake Ogleton and Chesapeake Bay in the coveted Bay Ridge community. The interior impresses with vaulted ceilings, exposed bea...

  • 4 Beds
  • 2 Baths
  • MDAA2132684 MLS
1247 Ramblewood   Drive, Annapolis image
1247 Ramblewood Drive, Annapolis $555,000

Welcome to this beautifully maintained 4-bedroom, 2.5-bath split foyer on a desirable corner lot in Cape St. Claire. The upper level features a bright open-concept kitche...

  • 4 Beds
  • 3 Baths
  • MDAA2127586 MLS
9 Silverwood   Circle Unit #3, Annapolis image
9 Silverwood Circle Unit #3, Annapolis — Fairwinds Condo $275,000

Fully refreshed interiors, bright living spaces, and a location close to Annapolis favorites. This updated 2-bedroom, 2-bath condo features a clean, modern layout with ne...

  • 2 Beds
  • 2 Baths
  • MDAA2131302 MLS
  • Fairwinds Condo Bldg.
309 N Woodlawn  N Avenue N, Annapolis image
309 N Woodlawn N Avenue N, Annapolis $715,000

Outstanding location and “Cape Cod” charm await at 309 N. Woodlawn Avenue in the highly sought out community of Homewood. If walkability to all downtown Annapolis is what...

  • 4 Beds
  • 2 Baths
  • MDAA2131908 MLS
986 Breakwater   Drive, Annapolis image
986 Breakwater Drive, Annapolis — Mariners Landing $369,000

OPEN SUNDAY, 11/16, 11-1! Welcome to this spacious 3-bedroom, 2.5-bath townhome featuring fresh paint and brand-new flooring throughout. The bright and open floor plan o...

  • 3 Beds
  • 3 Baths
  • MDAA2130420 MLS
  • Mariners Landing Bldg.
319 Epping   Way, Annapolis image
319 Epping Way, Annapolis $920,000

Charming contemporary home in Epping Forest with seasonal water views of Saltworks Creek and the Severn River. This highly sought after private gated waterfront community...

  • 4 Beds
  • 4 Baths
  • MDAA2129940 MLS
76 East   Street, Annapolis image
76 East Street, Annapolis $870,000

Fro Appraisers: Property went under contract before going live. Property was sold as-is w/o inspections with buyers agent contributing 1%. Stately three bedroom home in...

  • 3 Beds
  • 2 Baths
  • MDAA2129526 MLS
212 King George   Street, Annapolis image
212 King George Street, Annapolis $500,000

LOCATION, LOCATION, LOCATION! This rare opportunity in the Annapolis Historic District is ready for the right buyer to bring it back to life. Tucked away on a charming br...

  • 1 Beds
  • 2 Baths
  • MDAA2126616 MLS
316 Burnside   Street Unit #101, Annapolis image
316 Burnside Street Unit #101, Annapolis — The Newport Condominium $403,750

Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovel...

  • 1 Beds
  • 1 Baths
  • MDAA2113992 MLS
  • The Newport Condominium Bldg.
165 King George St, Annapolis image
165 King George St, Annapolis $1,200,000 ▼

Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income!Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versati...

  • MDAA2132270 MLS

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