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Browse All Annapolis MD 4 Bedroom Properties for Sale

313 Tucker St, Annapolis image
313 Tucker St, Annapolis $1,595,000

West Annapolis waterview home with elevated, views across Weems Creek and its own deeded Deep-Water Slip (approx. 17' x 33'), one of 4 on the pier, with great access to t...

  • 4 Beds
  • 4 Baths
  • MDAA2160426 MLS
107 Pinecrest Dr, Annapolis image
107 Pinecrest Dr, Annapolis $629,900

Welcome to Hillsmere Shores! This exceptionally well-maintained 4-bedroom, 3-full-bath home has benefited from numerous improvements over the years, including newer mecha...

  • 4 Beds
  • 3 Baths
  • MDAA2160232 MLS
523a Epping Forest Rd, Annapolis image
523a Epping Forest Rd, Annapolis $950,000

Located in the sought-after Saefern community, this distinctive home offers a rare combination of privacy, natural beauty, and access to an array of community amenities. ...

  • 4 Beds
  • 4 Baths
  • MDAA2159558 MLS
976 Mount Holly Dr, Annapolis image
976 Mount Holly Dr, Annapolis $550,000

Your Cape St. Claire Retreat Awaits! Welcome home to this beautifully renovated 4-bedroom, 2.5-bath split-foyer in the sought-after Cape St. Claire community! Blending m...

  • 4 Beds
  • 3 Baths
  • MDAA2160272 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
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
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
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
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
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
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
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
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
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

None

  • 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
614 Edwards Rd, Annapolis image
614 Edwards Rd, Annapolis $528,000

Nestled in the beautifully set water-access community of Beechwood on the Burley, this delightful home offers a wonderful blend of comfort, functionality, and outdoor liv...

  • 4 Beds
  • 2 Baths
  • MDAA2154348 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
1846 Lindamoor Dr, Annapolis image
1846 Lindamoor Dr, Annapolis $435,000

Damaged by storm. Listed and sold simutaneously.

  • 4 Beds
  • 2 Baths
  • MDAA2159140 MLS
1033 Forest Hills Ave, Annapolis image
1033 Forest Hills Ave, Annapolis $525,000

Truly charming 4 bed- & 2 bathroom Cape Cod on almost half acre lot with 2 sheds/ work shops; in Eastport general area. Really nice big porch to enjoy your morning coffee...

  • 4 Beds
  • 2 Baths
  • MDAA2159050 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
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
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
208 Anasta Ter, Annapolis image
208 Anasta Ter, Annapolis $745,000

Designer details, thoughtful upgrades and an exceptional Annapolis location come together in this beautifully customized end-unit townhome, ideally situated next to Quiet...

  • 4 Beds
  • 5 Baths
  • MDAA2158302 MLS
202 Bertina A Nick Way, Annapolis image
202 Bertina A Nick Way, Annapolis $570,000 ▼

Welcome to 202 Bertina A Nick Way, a spacious 4-bedroom townhouse in a convenient Annapolis location. The main level offers a comfortable open-concept layout with generou...

  • 4 Beds
  • 2 Baths
  • MDAA2158332 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.
424 Halsey Rd, Annapolis image
424 Halsey Rd, Annapolis $725,000

This spacious split-level home set on over a third of an acre features three main-floor bedrooms, two full baths (one of which is ensuite to the primary bedroom), and har...

  • 4 Beds
  • 3 Baths
  • MDAA2157836 MLS
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
1365 Moyer Rd, Annapolis image
1365 Moyer Rd, Annapolis $520,000

Tucked away down a tree-lined driveway on over half an acre, 1365 Moyer Road offers a rare combination of privacy, thoughtful updates, and convenient access to everything...

  • 4 Beds
  • 3 Baths
  • MDAA2156776 MLS
1518 Winchester Rd, Annapolis image
1518 Winchester Rd, Annapolis $799,000

Listed and sold simultaneously

  • 4 Beds
  • 3 Baths
  • MDAA2157274 MLS
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
911 Blue Ridge Dr, Annapolis image
911 Blue Ridge Dr, Annapolis $525,000

Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighbor...

  • 4 Beds
  • 2 Baths
  • MDAA2157944 MLS
356 Severn Rd, Annapolis image
356 Severn Rd, Annapolis $799,900

Opportunity awaits in the sought-after private, gated waterfront community of Epping Forest on the Severn River! If you have been looking for an opportunity to call Eppin...

  • 4 Beds
  • 2 Baths
  • MDAA2154280 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
1739 Vineyard Trl, Annapolis image
1739 Vineyard Trl, Annapolis $1,650,000

Waterfront living with a private pier in Annapolis at an exceptional price in gated Epping Forest! Mid-century modern waterfront sanctuary rises above Saltworks Creek on ...

  • 4 Beds
  • 3 Baths
  • MDAA2157874 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
2700 Windswept Ln, Annapolis image
2700 Windswept Ln, Annapolis $1,085,000

Bright, spacious and beautifully appointed, this impressive home offers exceptional living and entertaining space on three finished levels. A dramatic 2-story foyer, hard...

  • 4 Beds
  • 6 Baths
  • MDAA2157484 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
100 Conduit St, Annapolis image
100 Conduit St, Annapolis $1,249,000

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Ann...

  • 4 Beds
  • 3 Baths
  • MDAA2157442 MLS
1326 Harbor Rd, Annapolis image
1326 Harbor Rd, Annapolis $975,000

Experience resort like living in the water-oriented community of Oyster Harbor! Why choose between elegance and Chesapeake living when you can have both?! This stunning...

  • 4 Beds
  • 4 Baths
  • MDAA2157478 MLS
1323 Magnolia Ave, Annapolis image
1323 Magnolia Ave, Annapolis $1,700,000

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to ...

  • 4 Beds
  • 3 Baths
  • MDAA2157430 MLS

4 Bedroom Annapolis Real Estate

Our website features the best real estate search for 4 bedroom properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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