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929 Sherwood Forest Rd, Annapolis image
929 Sherwood Forest Rd, Annapolis $1,235,000

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  • 3 Beds
  • 4 Baths
  • MDAA2159716 MLS
711 Severn Avenue Ave, Annapolis image
711 Severn Avenue Ave, Annapolis $725,000

Located in a central location in Eastport, this cottage was built in 1925 and still retains the charm and integrity of the period with heart pine floors in several rooms ...

  • 2 Beds
  • 2 Baths
  • MDAA2159924 MLS
60 East Dr, Annapolis image
60 East Dr, Annapolis $3,400,000

Custom Craftsman built in 2005 by Traynor Brothers situated on .44 Acres w/ Private Pier, 4+' MLW has it ALL ! Viking Professional Range 6-Burner plus Griddle w/ Conve...

  • 5 Beds
  • 3 Baths
  • MDAA2155318 MLS
2562 Golfers Ridge Rd, Annapolis image
2562 Golfers Ridge Rd, Annapolis $719,990

Discover effortless one-level living in the highly sought-after 55+ community of Heritage Harbour in Annapolis! This beautifully updated home offers the perfect blend of ...

  • 2 Beds
  • 2 Baths
  • MDAA2160286 MLS
1010 Park Ave, Annapolis image
1010 Park Ave, Annapolis $1,298,000

Skip the renovations and settle right into this Eastport gem. From top to bottom, flawlessly turnkey in every detail, this home invites you to immediately embrace the cov...

  • 4 Beds
  • 4 Baths
  • MDAA2159834 MLS
848 Deerwood Ct, Annapolis image
848 Deerwood Ct, Annapolis $725,000

Coming Soon! Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

  • 3 Beds
  • 2 Baths
  • MDAA2160140 MLS
803 Coxswain Way Unit 301, Annapolis image
803 Coxswain Way Unit 301, Annapolis — Broad Creek Condo $465,000

A must-see condo in the Broad Creek Condos in the desired Heritage Harbour neighborhood. Beautiful larger 2-bedroom, 2-bathroom condo on the 3rd floor. Entire condo fresh...

  • 2 Beds
  • 2 Baths
  • MDAA2159854 MLS
  • Broad Creek Condo Bldg.
127 Porter Dr, Annapolis image
127 Porter Dr, Annapolis $709,900

Nestled in the charming Admiral Heights neighborhood, this beautifully renovated ranch-style home offers a perfect blend of comfort and modern living. With three spacious...

  • 3 Beds
  • 2 Baths
  • MDAA2159916 MLS
514 Francis Nicholson Way, Annapolis image
514 Francis Nicholson Way, Annapolis $525,000

Assumable VA loan at 5.375% for a VA-eligible buyer able to substitute entitlement. Minutes from downtown Annapolis and the Naval Academy, this end-unit, four-level home...

  • 4 Beds
  • 4 Baths
  • MDAA2159888 MLS
900 Blue Ridge Dr, Annapolis image
900 Blue Ridge Dr, Annapolis $539,900

Welcome to this spacious 3-bedroom, 3-full-bath home in the sought-after, water-privileged community of Cape St. Claire! This home features a versatile layout with room ...

  • 3 Beds
  • 3 Baths
  • MDAA2159812 MLS
20 Gryston Ct Unit E, Annapolis image
20 Gryston Ct Unit E, Annapolis — Annapolis Overlook Condominium $299,999

Nestled in the sought-after Annapolis Overlook community, this beautifully renovated 2-bedroom, 2-bath condo features a private balcony and assigned parking. Thoughtfully...

  • 2 Beds
  • 2 Baths
  • MDAA2159538 MLS
  • Annapolis Overlook Condominium Bldg.
2 Murray Ave, Annapolis image
2 Murray Ave, Annapolis $1,149,000

Classic Annapolis Charm Meets Downtown Convenience Built in 1928, this quintessential Annapolis colonial at 2 Murray Avenue puts you in the heart of downtown living. Str...

  • 3 Beds
  • 3 Baths
  • MDAA2159376 MLS
303 Dreams Landing Way Unit 303, Annapolis image
303 Dreams Landing Way Unit 303, Annapolis — Dreams Landing Condo $424,900

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bed...

  • 2 Beds
  • 1 Baths
  • MDAA2159298 MLS
  • Dreams Landing Condo Bldg.
1207 Mcguckian St, Annapolis image
1207 Mcguckian St, Annapolis $1,475,000

Luxury New Construction | A Lifestyle of Walkability, Elegance & Annapolis Charm. Don’t miss this exceptional opportunity to own a stunning new-construction home in the h...

  • 4 Beds
  • 4 Baths
  • MDAA2159556 MLS
584 Wayward Ct, Annapolis image
584 Wayward Ct, Annapolis $544,000

Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovatio...

  • 4 Beds
  • 2 Baths
  • MDAA2159396 MLS
204 S Villa Ave, Annapolis image
204 S Villa Ave, Annapolis $1,395,000

Discover an exceptional blend of sophisticated design, resort-inspired living, and everyday convenience in this beautifully appointed Annapolis residence. Tucked along a ...

  • 4 Beds
  • 4 Baths
  • MDAA2155956 MLS
708 Sydney Ter, Annapolis image
708 Sydney Ter, Annapolis $700,000

Welcome to 708 Sydney Terrace in Heritage Harbour, a sought after 55+ community in Annapolis! This spacious two level home features 3 bedrooms and 3 full baths, with beau...

  • 3 Beds
  • 3 Baths
  • MDAA2159398 MLS
1907 Mackiebeth Ct, Annapolis image
1907 Mackiebeth Ct, Annapolis $1,499,000

Unique opportunity to own a brand-new home with builder’s warranty on 1.4 acres in an established Annapolis community. Just 5 minutes from Annapolis shopping. Welcome to...

  • 5 Beds
  • 5 Baths
  • MDAA2159224 MLS
1858 Burley Rd, Annapolis image
1858 Burley Rd, Annapolis $1,895,000

Experience the timeless charm of waterfront living along the protected waters of Burley Creek, where beautifully landscaped grounds, a distinctive boathouse and exception...

  • 3 Beds
  • 3 Baths
  • MDAA2158646 MLS
996 Headwater Rd, Annapolis image
996 Headwater Rd, Annapolis $950,000

OPEN HOUSE SUNDAY NOV 1ST, 11AM-1PM Beautifully refreshed waterfront colonial on a cul-de-sac, now offered with a substantial price improvement. Every inch shines with a...

  • 4 Beds
  • 4 Baths
  • MDAA2159150 MLS
130 Great Lake Dr, Annapolis image
130 Great Lake Dr, Annapolis $650,000

SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 103 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after w...

  • 4 Beds
  • 3 Baths
  • MDAA2159016 MLS
1292 Swan Dr, Annapolis image
1292 Swan Dr, Annapolis $795,000

Welcome to an exquisite blend of coastal elegance, timeless sophistication, and modern luxury in the sought-after, water-privileged community of Cape St. Claire! Beautifu...

  • 4 Beds
  • 3 Baths
  • MDAA2158078 MLS
700 N Holly Dr, Annapolis image
700 N Holly Dr, Annapolis $799,900

Discover the possibilities of waterfront living at 700 N Holly Drive in Annapolis! Set on approximately 0.68 acres in the established community of Amberley, this four-bed...

  • 4 Beds
  • 3 Baths
  • MDAA2158970 MLS
3134 Anchorage Dr, Annapolis image
3134 Anchorage Dr, Annapolis $925,000 ▼

Annapolis Renovated Gem A distinctive Annapolis residence where updates, architectural detail, and an enviable waterfront-community setting come together. Welcome to 313...

  • 4 Beds
  • 3 Baths
  • MDAA2158766 MLS
531 Second St, Annapolis image
531 Second St, Annapolis $1,199,000

This charming historic Eastport home was built in the early 1900s and moved to Second Street in 1937. David Fogle, renowned preservationist architect and professor, purc...

  • 2 Beds
  • 3 Baths
  • MDAA2158578 MLS
20 Amberstone Ct Unit H, Annapolis image
20 Amberstone Ct Unit H, Annapolis — Annapolis $299,900

Mid-Level Condo Available Now in the Sought After Annapolis Overlook Community. This 3 Bedroom 2 Full Bath Condo offers an Open Living Space and Balcony showing a Beauti...

  • 3 Beds
  • 2 Baths
  • MDAA2147964 MLS
  • Annapolis Bldg.
126 Stilly Way, Annapolis image
126 Stilly Way, Annapolis $1,160,000

Why wait to build when you can move right in? Welcome to 126 Stilly Way, a beautifully finished, nearly new home in Annapolis’ Parkside Preserve. Built in 2024 and offeri...

  • 4 Beds
  • 5 Baths
  • MDAA2158524 MLS
219 Wardour Dr, Annapolis image
219 Wardour Dr, Annapolis $3,495,000

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants a...

  • 5 Beds
  • 7 Baths
  • MDAA2150342 MLS
15 Elliott Rd, Annapolis image
15 Elliott Rd, Annapolis $1,275,000

$25,000 towards closing for a contract by 10/15. New Construction - Under Roof but still time to pick some finishes! Built by Whitehall Building & Company, this exceptio...

  • 6 Beds
  • 6 Baths
  • MDAA2158392 MLS
2801 Autumn Chase Cir, Annapolis image
2801 Autumn Chase Cir, Annapolis $875,000 ▼

Welcome to 2801 Autumn Chase Circle, Beautifully appointed Annapolis home offering generous living space and timeless style, with an exceptional location ,just a short d...

  • 4 Beds
  • 4 Baths
  • MDAA2155840 MLS
456 Poplar Ln, Annapolis image
456 Poplar Ln, Annapolis — Hillsmere Estates $589,000

Character, comfort, and versatility come together in this beautifully appointed 1,900 sq. ft. Hillsmere home. Set among large, mature trees within an established waterfro...

  • 4 Beds
  • 3 Baths
  • MDAA2158198 MLS
  • Hillsmere Estates Bldg.
1152 August Dr, Annapolis image
1152 August Dr, Annapolis $574,900 ▼

NEW PRICE! Welcome home to this residence that lives like a spacious single-family home, just minutes from historic downtown Annapolis. Built by Pulte with an impressive...

  • 4 Beds
  • 4 Baths
  • MDAA2158138 MLS
102 Melvin Ave, Annapolis image
102 Melvin Ave, Annapolis $2,199,000 ▼

Welcome to one of Annapolis’ most sought-after water-access communities, where timeless character meets extensive, thoughtful improvements. Since 2022, the sellers have i...

  • 3 Beds
  • 3 Baths
  • MDAA2157260 MLS
940 Astern Way Unit 304, Annapolis image
940 Astern Way Unit 304, Annapolis — The Reserve $484,900

BACK ON THE MARKET — YOUR SECOND CHANCE IS HERE! If you were disappointed when you missed this home the first time around, you’re in luck! The current owners’ plans have ...

  • 2 Beds
  • 2 Baths
  • MDAA2158100 MLS
  • The Reserve Bldg.
123 Chesapeake Ave, Annapolis image
123 Chesapeake Ave, Annapolis $1,595,000

Exceptional Lower Eastport property: tastefully updated, semi-detached home with a detached one-bedroom cottage with proven rental income. Enjoy the charm and walkabilit...

  • 4 Beds
  • 5 Baths
  • MDAA2157850 MLS
8 Brooke Ave, Annapolis image
8 Brooke Ave, Annapolis $2,395,000 ▼

NEW PRICE MARKET ALIGNMENT - A FRESH OPPORTUNITY IN MURRAY HILL! A rare opportunity in the heart of Murray Hill! Welcome to 8 Brooke Avenue, a stunning 2015 Traynor Broth...

  • 5 Beds
  • 5 Baths
  • MDAA2157152 MLS
1546 Shipsview Rd, Annapolis image
1546 Shipsview Rd, Annapolis $1,295,000

Welcome to your future home in water-privileged Beacon Hill, where coastal living meets quality new construction. Set on a half-acre lot with a circular driveway, this to...

  • 4 Beds
  • 3 Baths
  • MDAA2157180 MLS
1130 Mainsail Dr, Annapolis image
1130 Mainsail Dr, Annapolis $949,000

Annapolis Turnkey Luxury Colonial - Coastal Elegance, Timeless Charm & Exceptional Privacy in Anchorage: Welcome to 1130 Mainsail Drive, a beautifully renovated Colonial...

  • 3 Beds
  • 3 Baths
  • MDAA2157844 MLS
777 Windgate Dr, Annapolis image
777 Windgate Dr, Annapolis $799,000

Welcome home to lucky number 777 with over 3,000 finished square feet. You will fall in love with this very well maintained four bedroom, two & a half bath, colonial with...

  • 4 Beds
  • 3 Baths
  • MDAA2157776 MLS
856 Boatswain Way, Annapolis image
856 Boatswain Way, Annapolis $570,000 ▼

SPECIAL FINANCING OPPORTUNITY – POTENTIAL SAVINGS OF APPROXIMATELY $700 PER MONTH DURING THE FIRST YEAR! Don't miss this opportunity to own 856 Boatswain Way in Annapoli...

  • 2 Beds
  • 2 Baths
  • MDAA2157726 MLS
2 Silopanna Ct, Annapolis image
2 Silopanna Ct, Annapolis $525,000

Pristine and move-in ready, 2 Silopanna Court offers just over 2000 square feet of flexible living space inside Annapolis city limits, minutes from Eastport and historic ...

  • 4 Beds
  • 3 Baths
  • MDAA2157420 MLS
755 Fairview Ave Unit 755 D, Annapolis image
755 Fairview Ave Unit 755 D, Annapolis — Severn House Condo $479,900 ▼

Welcome Home! YOU DON'T WANT TO MISS THIS GREAT NEWS!! The seller's loan is ASSUMABLE @ 2.875 % to qualified buyers.This beautifully Renovated Eastport Marina Condo with...

  • 3 Beds
  • 2 Baths
  • MDAA2157174 MLS
  • Severn House Condo Bldg.
507 Sunwood Ln, Annapolis image
507 Sunwood Ln, Annapolis $1,055,000 ▼

Welcome to 507 Sunwood Lane, a stunning home nestled in the sought-after Rosewood community and located within the highly acclaimed Broadneck School District. Offering ex...

  • 5 Beds
  • 5 Baths
  • MDAA2155512 MLS
10 Enclave Ct, Annapolis image
10 Enclave Ct, Annapolis $688,000

Outstanding luxury living in this 3-story townhouse with so many extras! 10 Enclave has the best floor plan with a superior kitchen layout, bump-outs on three levels allo...

  • 3 Beds
  • 4 Baths
  • MDAA2157142 MLS
1707 Trinity Pl, Annapolis image
1707 Trinity Pl, Annapolis $1,100,000

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, s...

  • 3 Beds
  • 3 Baths
  • MDAA2155954 MLS
1249 Stillwoods Way, Annapolis image
1249 Stillwoods Way, Annapolis — Stillwoods $849,000

Welcome to 1249 Stillwoods Way, an elegant and exceptionally well-appointed residence offering nearly 4,200 square feet of beautifully finished living space, a full finis...

  • 4 Beds
  • 4 Baths
  • MDAA2156616 MLS
  • Stillwoods Bldg.
135 Conduit St, Annapolis image
135 Conduit St, Annapolis $1,300,000

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steep...

  • 5 Beds
  • 4 Baths
  • MDAA2156894 MLS
3260 Harness Creek Rd, Annapolis image
3260 Harness Creek Rd, Annapolis $2,300,000

Simultaneously Listed and SOLD

  • 3 Beds
  • 2 Baths
  • MDAA2156842 MLS
4 Ridge Rd, Annapolis image
4 Ridge Rd, Annapolis $2,500,000

There are houses that simply check the boxes, and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighb...

  • 6 Beds
  • 6 Baths
  • MDAA2156370 MLS
3285 Harness Creek Rd, Annapolis image
3285 Harness Creek Rd, Annapolis $9,500,000

Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a mast...

  • 6 Beds
  • 10 Baths
  • MDAA2154762 MLS

Annapolis Real Estate & Homes With Family Room Off Kitchen

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