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209 S Cherry Grove Ave, Annapolis image
209 S Cherry Grove Ave, Annapolis $898,000

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
8 Shiley St, Annapolis image
8 Shiley St, Annapolis $2,099,000

Originally built in 2005 and renovated with high end materials, this exceptional Craftsman-style home offers over 3,500 square feet of beautifully finished living space a...

  • 5 Beds
  • 3 Baths
  • MDAA2150912 MLS
844 Harbor View Ter, Annapolis image
844 Harbor View Ter, Annapolis $1,175,000 ▼

Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up...

  • 5 Beds
  • 3 Baths
  • MDAA2149710 MLS
39 Southgate   Avenue, Annapolis image
39 Southgate Avenue, Annapolis $3,150,000

Newly repositioned price to reflect exceptional value, this Murray Hill residence is a rare offering in one of Annapolis’s most coveted neighborhoods. Thoughtfully reimag...

  • 5 Beds
  • 4 Baths
  • MDAA2130800 MLS
520 Harbor   Drive, Annapolis image
520 Harbor Drive, Annapolis $800,000

520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positio...

  • 4 Beds
  • 3 Baths
  • MDAA2142262 MLS
404 Peach   Court, Annapolis image
404 Peach Court, Annapolis $475,000

Welcome to Walnut Ridge! This beautiful 3-level colonial townhouse boasts over 2,000 square feet of finished living space, featuring 4 spacious bedrooms and 3.5 baths. Hi...

  • 4 Beds
  • 4 Baths
  • MDAA2143582 MLS
2045 Maidstone Farm Rd, Annapolis image
2045 Maidstone Farm Rd, Annapolis $12,950,000

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outsi...

  • 6 Beds
  • 9 Baths
  • MDAA2147500 MLS
1322 Windsor Ridge Ln, Annapolis image
1322 Windsor Ridge Ln, Annapolis $1,699,000 ▼

PUBLIC OPEN HOUSE SAT. JULY 25 FROM 2PM - 4PM! ** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this s...

  • 5 Beds
  • 6 Baths
  • MDAA2146492 MLS
553 Choptank Cove Ct, Annapolis image
553 Choptank Cove Ct, Annapolis $995,995

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
1903 Baltimore Annapolis Blvd, Annapolis image
1903 Baltimore Annapolis Blvd, Annapolis $1,295,000

Set on a private .75-acre lot backing to the 14th hole of the Navy Golf Course, this exceptional home is located in a prime Broadneck School District location just minute...

  • 6 Beds
  • 6 Baths
  • MDAA2148048 MLS
44 Belle   Court, Annapolis image
44 Belle Court, Annapolis $320,000

Charming end unit in the Greenbriar II neighborhood of Annapolis offers delightful amenities in a central and convenient location. 44 Belle Court is just a 10-minute driv...

  • 3 Beds
  • 2 Baths
  • MDAA2144956 MLS
962 Old Annapolis Neck Rd, Annapolis image
962 Old Annapolis Neck Rd, Annapolis $1,495,000

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting pr...

  • 5 Beds
  • 5 Baths
  • MDAA2132244 MLS
11 Georgetown   Court Unit #11, Annapolis image
11 Georgetown Court Unit #11, Annapolis — Fairwinds Condo $305,000

Welcome to 11 Georgetown Ct, where charm, convenience, and thoughtful renovation come together in the heart of Annapolis. This beautifully updated 3-bedroom, 1.5-bath tow...

  • 3 Beds
  • 2 Baths
  • MDAA2141612 MLS
  • Fairwinds Condo Bldg.
494 Fawns   Walk, Annapolis image
494 Fawns Walk, Annapolis $540,000

2,748 Total Square feet! Welcome to 494 Fawns Walk… a home that truly unfolds as you move through it. Step inside and you’re greeted by fresh tile that carries you in...

  • 3 Beds
  • 3 Baths
  • MDAA2141484 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.
1610 Stern   Court, Annapolis image
1610 Stern Court, Annapolis $979,000

Step into pure elegance and comfort with this stunning Colonial nestled in the coveted St. Margaret’s Landing community. From the moment you cross the threshold of this m...

  • 5 Beds
  • 5 Baths
  • MDAA2142020 MLS
133 Merryman   Court Unit #17, Annapolis image
133 Merryman Court Unit #17, Annapolis — Hilltop Village $255,000

Welcome home to this beautifully updated 2-bedroom 1 and half bath condo townhouse in the heart of Annapolis! Step inside to find brand-new flooring stretching across the...

  • 2 Beds
  • 2 Baths
  • MDAA2143388 MLS
  • Hilltop Village Bldg.
1519 Winchester   Road, Annapolis image
1519 Winchester Road, Annapolis $880,200

Set on a beautifully landscaped 0.34-acre corner lot in sought-after Winchester-on-the-Severn, this thoughtfully renovated residence offers a seamless blend of style, com...

  • 5 Beds
  • 3 Baths
  • MDAA2139874 MLS
2762 Bon Haven   Lane, Annapolis image
2762 Bon Haven Lane, Annapolis $1,050,000

OPEN HOUSE, Saturday, April 4, 11am-1pm...HUGE price improvement! Welcome to this lovely, affordable waterfront ranch home and Chalet house w/wrap-around deck at water's...

  • 4 Beds
  • 2 Baths
  • MDAA2134402 MLS
11 S Acton Pl, Annapolis image
11 S Acton Pl, Annapolis $7,250,000 ▼

Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully...

  • 4 Beds
  • 4 Baths
  • MDAA2144478 MLS
2058 Quaker   Way Unit #12, Annapolis image
2058 Quaker Way Unit #12, Annapolis — Wingatge Condomunium $365,000

Nestled within the serene Windgate Condominium community, this exquisite 2-bedroom, 2-bathroom, loft residence offers a harmonious blend of contemporary design and luxuri...

  • 2 Beds
  • 2 Baths
  • MDAA2137224 MLS
  • Wingatge Condomunium Bldg.
304 Locust   Avenue, Annapolis image
304 Locust Avenue, Annapolis $928,500

BEST AND FINAL DUE MONDAY 3/16/2026 AT NOON! SUNDAY 3/15 from 12-2pm! This classic Craftsman sits on a quiet, spacious street in Homewood, directly facing the open fields...

  • 4 Beds
  • 2 Baths
  • MDAA2137614 MLS
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
2 Silopanna Ct, Annapolis image
2 Silopanna Ct, Annapolis $549,000 ▼

NOW $549,000. New Price is Your best Opportunity! 4 true bedrooms. Dedicated office. Flexible den. Minutes to Downtown Annapolis. Move-in ready with major updates alre...

  • 4 Beds
  • 3 Baths
  • MDAA2141372 MLS
9 Silverwood   Circle Unit #1, Annapolis image
9 Silverwood Circle Unit #1, Annapolis $235,000

This lovely unit offers very few steps to enter. There are many upgrades including LVP flooring, stackable washer/dryer, upgraded electrical panel, new sliding glass doo...

  • 1 Beds
  • 2 Baths
  • MDAA2137514 MLS
202 Anasta   Terrace, Annapolis image
202 Anasta Terrace, Annapolis $729,000

Welcome to 202 Anasta Terrace in highly desirable Parkeside Preserve perfectly situated on a premium lot with direct access to community green space – delivering both sty...

  • 4 Beds
  • 5 Baths
  • MDAA2135792 MLS
1576 Bay Head   Road, Annapolis image
1576 Bay Head Road, Annapolis $2,825,000

Welcome to 1576 Bay Head Road, a breathtaking custom-built waterfront estate on the peaceful Little Magothy River offering over an acre of privacy, 6,700 square feet of r...

  • 6 Beds
  • 6 Baths
  • MDAA2129690 MLS
1524 Cedar Lane Farm Rd, Annapolis image
1524 Cedar Lane Farm Rd, Annapolis $6,995,000

Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rap...

  • 7 Beds
  • 6 Baths
  • MDAA2131054 MLS
3426 Narragansett   Avenue, Annapolis image
3426 Narragansett Avenue, Annapolis — Arundel On The Bay $435,000

INVESTOR ALERT!!! This cottage has a newer roof, 2018, and a encapsulated and sump installed in a sealed crawl space 2022. Large back yard with rain garden. She needs so...

  • 3 Beds
  • 2 Baths
  • MDAA2132154 MLS
  • Arundel On The Bay Bldg.
1004 Moss Haven   Court, Annapolis image
1004 Moss Haven Court, Annapolis $2,375,000

There is nothing else in Eastport like this beautiful, one floor living, attached garage, home with 4 bedrooms, 3 baths, large finished lower level and separate guest hou...

  • 4 Beds
  • 3 Baths
  • MDAA2128650 MLS
406 Harbor   Drive, Annapolis image
406 Harbor Drive, Annapolis $800,000

OPEN HOUSE CANCELLED! UNDER CONTRACT! Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis’ most coveted water-privi...

  • 4 Beds
  • 3 Baths
  • MDAA2133380 MLS
856 St Edmonds Pl, Annapolis image
856 St Edmonds Pl, Annapolis $2,795,000

**Open House - Sunday June 7th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly eve...

  • 5 Beds
  • 5 Baths
  • MDAA2136468 MLS
3449 Rockway   Avenue, Annapolis image
3449 Rockway Avenue, Annapolis $680,000

Water View! New construction in Arundel on the Bay. Come see this amazing new home with Hardi Siding beautiful quartz countertops and brass fixtures and handles. The mast...

  • 3 Beds
  • 3 Baths
  • MDAA2124030 MLS
12 Decatur   Avenue, Annapolis image
12 Decatur Avenue, Annapolis $699,900

You know that it’s a rare occurrence when something becomes available in Bay Ridge, just south of Annapolis, but how about a new offering of this cute little cozy cottage...

  • 2 Beds
  • 1 Baths
  • MDAA2131214 MLS
2008 Peggy Stewart   Way Unit #202, Annapolis image
2008 Peggy Stewart Way Unit #202, Annapolis $372,500

Welcome to easy living at Tidewater Colony only minutes from downtown Annapolis! This one has it all, the perfect commuter location right next to Rte 50 access. UPDATED...

  • 3 Beds
  • 2 Baths
  • MDAA2132600 MLS
605 Yawl   Court, Annapolis image
605 Yawl Court, Annapolis $935,000

Welcome to 605 Yawl Court, a sophisticated residence nestled in sought-after St Margarets Landing, offering a unique blend of modern elegance and timeless charm. This stu...

  • 4 Beds
  • 4 Baths
  • MDAA2127742 MLS
1193 Bay Highlands   Drive, Annapolis image
1193 Bay Highlands Drive, Annapolis $750,000

PRICE ADJUSTMENT!!!! A life on the water that inspires! This cheerful contemporary home in sought-after Bay Highlands perfectly blends upscale living with relaxed coastal...

  • 3 Beds
  • 3 Baths
  • MDAA2125180 MLS
910 Langdon   Court, Annapolis image
910 Langdon Court, Annapolis $620,000

Stunning contemporary home in an ideal Annapolis location! Quaint, sought-after community of Ambridge feels like you are away from it all, while still being right in the ...

  • 4 Beds
  • 2 Baths
  • MDAA2125626 MLS
1634 Ridout   Road, Annapolis image
1634 Ridout Road, Annapolis $999,999

Welcome to Amberley, one of Annapolis's most sought after water privileged communities along Whitehall and Ridout Creeks. This thoughtfully redesigned 4 bedroom, 2.5 bat...

  • 4 Beds
  • 3 Baths
  • MDAA2126974 MLS
934 Bay Ridge   Avenue Unit #208, Annapolis image
934 Bay Ridge Avenue Unit #208, Annapolis $354,000

Welcome to your new home in the heart of Eastport! This 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience—all on one level. Located directly...

  • 2 Beds
  • 2 Baths
  • MDAA2124388 MLS
1542 Star Pine   Drive, Annapolis image
1542 Star Pine Drive, Annapolis $395,000

Tucked in a quiet cul-de-sac, this home offers more than just a place to live. It provides a lifestyle shaped by comfort, convenience, and community. Inside, you will not...

  • 3 Beds
  • 3 Baths
  • MDAA2124252 MLS
624 Lighthouse Landing   Lane, Annapolis image
624 Lighthouse Landing Lane, Annapolis $1,050,000

Welcome to St. Margaret's Landing! This striking Dartmouth model home crafted by Koch homes welcomes new owners. As the second largest home in the community, this reside...

  • 5 Beds
  • 6 Baths
  • MDAA2119420 MLS
2707 Summerview   Way Unit #7201, Annapolis image
2707 Summerview Way Unit #7201, Annapolis $380,000

Welcome to The Villages at Summerplace, a serene and sought after enclave within the amenity rich Riva Trace community of Annapolis! This beautifully maintained condo off...

  • 2 Beds
  • 2 Baths
  • MDAA2121812 MLS
655 Burtons Cove   Way Unit #14, Annapolis image
655 Burtons Cove Way Unit #14, Annapolis — Windgate Condo $353,000

Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Windgate community! Perched on the top floor, this 3rd-floor gem offers privacy, st...

  • 2 Beds
  • 2 Baths
  • MDAA2119532 MLS
  • Windgate Condo Bldg.
792 Parkwood   Avenue, Annapolis image
792 Parkwood Avenue, Annapolis $900,000

PRICE ADJUSTED! Seller has a 4.5% assumable VA loan for a qualified buyer. 792 Parkwood Avenue is a move-in ready home with water access and walkability to everything Ea...

  • 4 Beds
  • 5 Baths
  • MDAA2109156 MLS
204 Victor   Parkway Unit #204E, Annapolis image
204 Victor Parkway Unit #204E, Annapolis — Fairwinds Condo $240,000

Enjoy everything Annapolis from this cozy Fairwinds condo. Second Floor unit, two bedroom, two full bath. Updated kitchen in 2023 with luxury vinyl plank flooring, beauti...

  • 2 Beds
  • 2 Baths
  • MDAA2116418 MLS
  • Fairwinds Condo Bldg.
404 Monterey   Avenue, Annapolis image
404 Monterey Avenue, Annapolis $1,515,000

Stylish and cosmopolitan architectural design property in highly sought after West Annapolis, sited on a large, manicured, landscaped 9,000 sq ft lot, with a convenient...

  • 5 Beds
  • 4 Baths
  • MDAA2118892 MLS
394 Jefferson   Street, Annapolis image
394 Jefferson Street, Annapolis $1,200,000

Move-in-ready Craftsman style home in the heart of Eastport! This captivating home includes 5 bedrooms, 3.5 baths, and over 3200 sq. ft. of meticulously finished living s...

  • 5 Beds
  • 4 Baths
  • MDAA2114524 MLS
217 Victor   Parkway Unit #217H, Annapolis image
217 Victor Parkway Unit #217H, Annapolis — Fairwinds Condo $269,900

Updated 3 Bedroom/2 Bathroom Condo in Sought-After Fairwinds Community! Welcome to this beautifully maintained and move-in ready home located in the highly desirable F...

  • 3 Beds
  • 2 Baths
  • MDAA2115166 MLS
  • Fairwinds Condo Bldg.
1323 Washington   Drive, Annapolis image
1323 Washington Drive, Annapolis $719,000

Coastal Contemporary Living in Oyster Harbor Welcome to more than just a home—welcome to a lifestyle! This beautifully designed coastal contemporary retreat is nestled in...

  • 3 Beds
  • 3 Baths
  • MDAA2117320 MLS

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