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View All Latest Annapolis 1750+ Sq. Ft. Properties for Sale

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
2638 Greenbriar Ln, Annapolis image
2638 Greenbriar Ln, Annapolis $550,000

DIAMOND IN THE ROUGH! 1.90 Acres • Solid Brick Ranch Home • Exceptional Location • Possible Subdivision Potential Location, land, and possibilities! An outstanding opport...

  • 4 Beds
  • 2 Baths
  • MDAA2159546 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
2 Juliana Cir W, Annapolis image
2 Juliana Cir W, Annapolis $299,000

This townhome is located in a quiet, established neighborhood and offers a versatile, spacious layout across three levels. The entry level features a family room, a half ...

  • 3 Beds
  • 4 Baths
  • MDAA2160084 MLS
405 Halsey Rd, Annapolis image
405 Halsey Rd, Annapolis $795,000

Welcome to Admiral Heights. Perched proudly, this beautifully maintained home at 405 Halsey Road, is where pride of ownership shines throughout. Ideally located just min...

  • 3 Beds
  • 3 Baths
  • MDAA2160040 MLS
721 Fairway Dr, Annapolis image
721 Fairway Dr, Annapolis $250,000

Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedr...

  • 3 Beds
  • 3 Baths
  • MDAA2160000 MLS
950 Marconi Ave, Annapolis image
950 Marconi Ave, Annapolis $619,000

Enjoy the convenience of main-level living at 950 Marconi Avenue in Annapolis’s established 55+ community of Heritage Harbour. Set on a quarter-acre corner lot, this bric...

  • 4 Beds
  • 3 Baths
  • MDAA2158614 MLS
962 Woodland Cir, Annapolis image
962 Woodland Cir, Annapolis $749,999

Welcome home to this charming Waterview colonial in sought after Cape St Clarie community. Enjoy your morning coffee or an evening beverage on your expansive deck while t...

  • 5 Beds
  • 4 Baths
  • MDAA2159968 MLS
135 Lejeune Way, Annapolis image
135 Lejeune Way, Annapolis $609,990

****VA ASSUMABLE LOAN OPTION AT AN INCREDIBLE 4.75% INTEREST RATE! **** Welcome to 135 Lejeune Way, a four-level Admirals Square townhome with 3 bedrooms, 5 bathrooms (3 ...

  • 3 Beds
  • 5 Baths
  • MDAA2158652 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
413 Mahan Ln, Annapolis image
413 Mahan Ln, Annapolis $590,000

Experience the epitome of contemporary living in this exquisite townhome nestled within the prestigious Admirals Square community. Built in 2018, this stunning residence ...

  • 3 Beds
  • 3 Baths
  • MDAA2159672 MLS
3349 Arundel On The Bay Rd, Annapolis image
3349 Arundel On The Bay Rd, Annapolis $670,000

Welcome to your turn-key coastal retreat in the highly sought-after water-privilege community of Oyster Harbor! Situated on a rare double lot, this beautiful 4-bedroom, 3...

  • 4 Beds
  • 3 Baths
  • MDAA2159438 MLS
2704 Summerview Way Unit 304, Annapolis image
2704 Summerview Way Unit 304, Annapolis $405,000

OPEN HOUSE | Sunday 11/1 from 1pm-3pm. Welcome to a loft-like living experience in the charming community of Riva Trace. Where soaring cathedral ceilings, beautiful ar...

  • 2 Beds
  • 3 Baths
  • MDAA2159744 MLS
931 Forest Hills Ave, Annapolis image
931 Forest Hills Ave, Annapolis $440,000

Welcome home to 931 Forest Hills Ave! Ideally located in Eastport near Quiet Waters Park, and walking distance to Downtown Annapolis, this spacious end-unit townhome offe...

  • 3 Beds
  • 3 Baths
  • MDAA2159692 MLS
173 Williams Dr, Annapolis image
173 Williams Dr, Annapolis $1,749,000

Stress melts away the moment you pull into the driveway. Set on 1.06 peaceful acres in sought-after Admiral Heights, this mid-century modern home offers expansive views o...

  • 4 Beds
  • 4 Baths
  • MDAA2159708 MLS
830 Chester Ave, Annapolis image
830 Chester Ave, Annapolis $1,895,000

This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centr...

  • 4 Beds
  • 4 Baths
  • MDAA2159664 MLS
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
1020 Sextant Ct, Annapolis image
1020 Sextant Ct, Annapolis $575,000

Welcome to Skipjack Landing in Heritage Harbour, a wonderful 55+ community. Amenities include indoor and outdoor pools, fitness and health facilities, golf, tennis, pick...

  • 2 Beds
  • 3 Baths
  • MDAA2158916 MLS
100 Vanguard Ln, Annapolis image
100 Vanguard Ln, Annapolis $575,000

Enjoy four levels of thoughtfully designed living in this brick-front townhome in the gated Village Greens community of Annapolis. The spacious main level offers an open ...

  • 4 Beds
  • 5 Baths
  • MDAA2156570 MLS
112 Stilly Way, Annapolis image
112 Stilly Way, Annapolis $1,119,290

Enjoy a prime location directly across from Quiet Waters Park and just minutes from downtown Annapolis. This home presents a unique opportunity to make it your own, with ...

  • 4 Beds
  • 5 Baths
  • MDAA2159582 MLS
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
1820 Baltimore Annapolis Blvd, Annapolis image
1820 Baltimore Annapolis Blvd, Annapolis $1,895,000

Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and se...

  • 6 Beds
  • 5 Baths
  • MDAA2151490 MLS
7 Landings Ct, Annapolis image
7 Landings Ct, Annapolis $625,000

Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities co...

  • 5 Beds
  • 4 Baths
  • MDAA2159514 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
1193 Hampton Rd, Annapolis image
1193 Hampton Rd, Annapolis $617,000

A must-see on Hampton Road, in the heart of Cape St. Claire! Extensively renovated in 2013 and complemented by numerous recent improvements, this bright and airy 4-bedro...

  • 4 Beds
  • 2 Baths
  • MDAA2159370 MLS
1907 Mackiebeth Ct, Annapolis image
1907 Mackiebeth Ct, Annapolis $1,499,000

Welcome to 1907 Mackiebeth Court, an exceptional new construction home in the established Twin Hills neighborhood of Annapolis. Offering over 5,000 square feet of finishe...

  • 5 Beds
  • 5 Baths
  • MDAA2159224 MLS
702 Genessee St, Annapolis image
702 Genessee St, Annapolis $500,000

Assumable VA Loan at 3 1/8% and no HOA fees make this one a deal! A lovely duplex-style townhouse in the West Annapolis Elementary district that's move-in ready, but wit...

  • 3 Beds
  • 4 Baths
  • MDAA2158884 MLS
822 Boatswain Way, Annapolis image
822 Boatswain Way, Annapolis $795,000

HERITAGE HARBOUR CAPE COD | WOODED PRIVACY & MAIN-LEVEL LIVING Enjoy comfortable main-level living and a peaceful, wooded setting in this Cape Cod-style home in Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2159394 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
104 Vanguard Ln, Annapolis image
104 Vanguard Ln, Annapolis $560,000

Welcome to 104 Vanguard, a bright and spacious 3 level townhome in the heart of Annapolis, nestled in the gated community of Village Greens. Enjoy shopping, dining and en...

  • 3 Beds
  • 4 Baths
  • MDAA2159308 MLS
1759 Ebling Trl, Annapolis image
1759 Ebling Trl, Annapolis $699,900

Community Amenity Photos Coming Soon! Welcome home to this charming 4-bedroom, 2.5 bath home on a spacious, flat, fenced-in, corner lot in the heart of Epping Forest. T...

  • 4 Beds
  • 3 Baths
  • MDAA2159128 MLS
994 Hillendale Dr, Annapolis image
994 Hillendale Dr, Annapolis $575,000

Updated, inviting, and ready for its new owner! This Cape St. Claire split foyer offers four bedrooms, three full bathrooms, and a modern open layout designed for everyda...

  • 4 Beds
  • 3 Baths
  • MDAA2159310 MLS
1657 Homewood Landing Rd, Annapolis image
1657 Homewood Landing Rd, Annapolis $775,000

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  • 4 Beds
  • 3 Baths
  • MDAA2159316 MLS
700 Mount Alban Dr, Annapolis image
700 Mount Alban Dr, Annapolis $699,000

Welcome home to this great four bedroom, two and a half bath Colonial in the amenity abundant Cape St Claire subdivision. The gleaming hardwood floors throughout have jus...

  • 4 Beds
  • 3 Baths
  • MDAA2159290 MLS
996 Headwater Rd, Annapolis image
996 Headwater Rd, Annapolis $950,000

OPEN HOUSE SUNDAY OCT 25TH 11AM-1PM Beautifully refreshed waterfront colonial on a cul-de-sac, now offered with a substantial price improvement. Every inch shines with ...

  • 4 Beds
  • 4 Baths
  • MDAA2159150 MLS
1846 Lindamoor Dr, Annapolis image
1846 Lindamoor Dr, Annapolis $435,000

Damaged by storm. Listed and sold simutaneously.

  • 4 Beds
  • 2 Baths
  • MDAA2159140 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
1925 Fairfax Rd, Annapolis image
1925 Fairfax Rd, Annapolis $700,000

Stunning, updated home on a spacious .6-acre lot located just 2 miles from historic downtown Annapolis. The main level boasts beautifully refinished hardwood floors, upda...

  • 5 Beds
  • 3 Baths
  • MDAA2158848 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
1954 Baltimore Annapolis Blvd, Annapolis image
1954 Baltimore Annapolis Blvd, Annapolis $1,200,000

Set on a beautiful one acre lot with a U shaped driveway, this expansive 4,500 square foot contemporary rancher offers seven bedrooms, three full baths, generous living s...

  • 7 Beds
  • 4 Baths
  • MDAA2158182 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
1612 Belle Dr, Annapolis image
1612 Belle Dr, Annapolis $570,000

Nestled in the prestigious gated community of Village Greens, this exquisite Colonial townhouse offers a harmonious blend of luxury and comfort. Built in 2016, this metic...

  • 3 Beds
  • 4 Baths
  • MDAA2158702 MLS
936 Marine Dr, Annapolis image
936 Marine Dr, Annapolis $615,000

Nestled in the sought-after Atlantis Community of Cape St. Claire, this beautifully renovated home offers a perfect blend of comfort and modern living. Boasting over 2,00...

  • 4 Beds
  • 3 Baths
  • MDAA2156952 MLS
965 Old Annapolis Neck Rd, Annapolis image
965 Old Annapolis Neck Rd, Annapolis $849,000

Welcome home to this beautifully maintained home in the heart of Annapolis. This spacious home offers th perfect combination of style, comfort, and low-maintenance livi...

  • 3 Beds
  • 3 Baths
  • MDAA2158626 MLS
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

1750+ Sq. Ft. Annapolis Real Estate

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