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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
1520 White Tail Deer   Court, Annapolis image
1520 White Tail Deer Court, Annapolis $1,220,000

Welcome to your dream home, located just off route 50 in the quiet, desirable, cul-de-sac community of Chesapeake Preserve. Sitting on 0.61 acres, major improvements have...

  • 5 Beds
  • 5 Baths
  • MDAA2143964 MLS
1123 Neptune   Place, Annapolis image
1123 Neptune Place, Annapolis $689,000

Welcome to your dream home in the sought-after Atlantis Community. This 4 bedroom, 2.5 bath house sits on an impeccably maintained lot with seasonal water views! Inside, ...

  • 4 Beds
  • 3 Baths
  • MDAA2146928 MLS
2977 Southaven   Drive, Annapolis image
2977 Southaven Drive, Annapolis $800,000

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapol...

  • 5 Beds
  • 4 Baths
  • MDAA2144784 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
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
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
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
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
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
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
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
3054 Rundelac   Road, Annapolis image
3054 Rundelac Road, Annapolis $4,200,000

Welcome to 3054 Rundelac Road, an extraordinary property offering the ultimate experience in waterfront luxury. Nestled on nearly four private acres on Aberdeen Creek, th...

  • 8 Beds
  • 9 Baths
  • MDAA2130280 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
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
5 Arlie   Drive, Annapolis image
5 Arlie Drive, Annapolis $950,000

Timeless Style. Modern Comfort. Coveted Location. Welcome to 5 Arlie Drive, a beautifully updated five-bedroom, three-and-a-half-bath home tucked away at the end of a qu...

  • 5 Beds
  • 4 Baths
  • MDAA2129580 MLS
7006 Channel Village   Court Unit #T1, Annapolis image
7006 Channel Village Court Unit #T1, Annapolis $587,500

Beautifully updated and perfectly located, this two-bedroom, two-bath condo offers an inviting blend of comfort, convenience, and coastal living. The kitchen has been ful...

  • 2 Beds
  • 2 Baths
  • MDAA2127808 MLS
311 Canterfield   Road, Annapolis image
311 Canterfield Road, Annapolis $715,000

Welcome to this spacious 4 bedroom, 3.5 bath home located in the desirable community of Hunt Meadow. The home offers generous living spaces, including a step down family ...

  • 4 Beds
  • 4 Baths
  • MDAA2129550 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
3273 Arundel On The Bay   Road, Annapolis image
3273 Arundel On The Bay Road, Annapolis $825,000

Beautifully renovated coastal home in Oyster Harbor! This stylish home offers comfort, privacy, and thoughtful upgrades in one of Annapolis’s most beloved water-privilege...

  • 4 Beds
  • 3 Baths
  • MDAA2122436 MLS
1337 Blackwalnut   Court, Annapolis image
1337 Blackwalnut Court, Annapolis $637,500

Check out this charming, updated home in the water access neighborhood of Blackwalnut Cove! With 4 bedrooms and 3.5 bathrooms, it offers plenty of space and privacy, back...

  • 4 Beds
  • 4 Baths
  • MDAA2115178 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.
1075 Carriage Hill   Parkway, Annapolis image
1075 Carriage Hill Parkway, Annapolis $1,050,000

Welcome to a rare opportunity to own a turn-key residence, fully renovated with premium finishes and timeless design throughout. Every detail of this home has been though...

  • 5 Beds
  • 4 Baths
  • MDAA2119732 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
211 Victor   Parkway Unit #B, Annapolis image
211 Victor Parkway Unit #B, Annapolis — Fairwinds Condo $205,000

Charming One-Bedroom Condo in Prime Annapolis Location! Welcome to 211 B Victor Parkway, a beautifully maintained one-bedroom, one-bath condo offering exceptional value i...

  • 1 Beds
  • 1 Baths
  • MDAA2116434 MLS
  • Fairwinds Condo Bldg.
204 Victor   Parkway Unit #204G, Annapolis image
204 Victor Parkway Unit #204G, Annapolis — Fairwinds Condo $252,000

Welcome to 204 Victor Parkway in the fairwinds condo community in Annapolis, This move-in ready 2 bed 2 bathroom condo is spacious and functional, this home has been meti...

  • 2 Beds
  • 2 Baths
  • MDAA2111984 MLS
  • Fairwinds Condo Bldg.
9 Silverwood   Circle Unit #6, Annapolis image
9 Silverwood Circle Unit #6, Annapolis — Fairwinds $242,000

Open house is cancelled! location just off Bay Ridge Rd, in walking distance to Giant Food, hair salon, restaurants & other convenient stores, Near bus service, and the ...

  • 2 Beds
  • 2 Baths
  • MDAA2117130 MLS
  • Fairwinds Bldg.
752 Bon Haven   Drive, Annapolis image
752 Bon Haven Drive, Annapolis $765,000

Welcome to this beautifully maintained colonial in sought-after community of Bon Haven on the South River in Annapolis. As you arrive you will see the front porch overloo...

  • 4 Beds
  • 4 Baths
  • MDAA2113348 MLS
526 Broadneck   Road, Annapolis image
526 Broadneck Road, Annapolis $925,000

Welcome to 526 Broadneck Road, where every corner of this beautiful property feels like a breath of fresh air and every space invites you to slow down, stretch out, and s...

  • 4 Beds
  • 7 Baths
  • MDAA2110978 MLS
305 Eatons Landing   Drive, Annapolis image
305 Eatons Landing Drive, Annapolis $1,150,000

New Listing! Annapolis - Water Privileged/Water Access - Location, Location, Location! Custom Contemporary on almost 1 acre in the water oriented community of Eatons Land...

  • 4 Beds
  • 4 Baths
  • MDAA2110326 MLS
1478 Breezewood   Court, Annapolis image
1478 Breezewood Court, Annapolis $530,000

Incredible property in the Whispering Woods community! This light-filled three bedroom, three full and one half-bath home sits on a cul-de-sac and features include one of...

  • 3 Beds
  • 4 Baths
  • MDAA2108580 MLS
734 Dogwood   Lane, Annapolis image
734 Dogwood Lane, Annapolis $820,000

CANCELED OPEN HOUSE4/26 11:00AM - 1:00PM. Welcome to 734 Dogwood Lane, a beautifully maintained home nestled in the highly desirable waterfront community of Whitehall Bea...

  • 4 Beds
  • 3 Baths
  • MDAA2112764 MLS
1321 Poplar Hill   Drive, Annapolis image
1321 Poplar Hill Drive, Annapolis $500,000

The one you've been waiting for, a lovely move in ready home on the Broadneck Peninsula. This beautiful home offers refinished white oak flooring on the main level with ...

  • 3 Beds
  • 2 Baths
  • MDAA2105604 MLS
1390 Sunwood   Terrace, Annapolis image
1390 Sunwood Terrace, Annapolis $1,151,000

Live the Vacation Lifestyle Every Day! Nestled on a peaceful cul-de-sac in the heart of the Broadneck Peninsula, just moments from Windsor Farm Elementary, this stunning ...

  • 4 Beds
  • 4 Baths
  • MDAA2104152 MLS
9 Silverwood   Circle Unit #5, Annapolis image
9 Silverwood Circle Unit #5, Annapolis — Fairwinds $222,500

PRICE ADJUSTMENT: One of the largest single bedrooms you'll find in Annapolis at this price and location! It's an exceptional find and 9 Silverwood Circle offers over 100...

  • 1 Beds
  • 2 Baths
  • MDAA2104726 MLS
  • Fairwinds Bldg.
96 Clifford   Boulevard, Annapolis image
96 Clifford Boulevard, Annapolis $850,000

OPEN HOUSE CANCELLED *2.75% Va Loan Assumption Eligible at owners discretion!* This stunning 5 bedroom 2.5 bathroom Colonial in Clifford Estates is ready for its next buy...

  • 5 Beds
  • 3 Baths
  • MDAA2103982 MLS
21 Silverwood   Circle Unit #7, Annapolis image
21 Silverwood Circle Unit #7, Annapolis — Fairwinds Condo $295,000

PRICE ADJUSTMEN!!!! An exceptional find, 21 Silverwood #7 offers nearly 1,700 sq. ft. of thoughtfully designed living space with 3 bedrooms and 2 full baths. This spaciou...

  • 3 Beds
  • 2 Baths
  • MDAA2104214 MLS
  • Fairwinds Condo Bldg.
15 Silverwood   Circle Unit #11, Annapolis image
15 Silverwood Circle Unit #11, Annapolis — Fairwinds Condo $286,000

This spacious top-floor unit offers an open and well-lit layout, perfect for comfortable living. The primary bedroom is generously sized and features two closets—one with...

  • 3 Beds
  • 2 Baths
  • MDAA2104216 MLS
  • Fairwinds Condo Bldg.
308 Locust   Avenue, Annapolis image
308 Locust Avenue, Annapolis $790,000

Taking back up offers. WELCOME TO 308 LOCUST AVE, A BEAUTIFULLY REMODELED HOME LOCATED IN THE HEART OF ANNAPOLIS WITH CLOSE PROXIMITY TO THE HISTORIC DISTRICT OFFERING EA...

  • 4 Beds
  • 2 Baths
  • MDAA2093920 MLS
1306 Homewood   Lane, Annapolis image
1306 Homewood Lane, Annapolis $640,000

Welcome home to beautiful Annapolis! This stunning split-level residence boasts four levels, nestled on a serene wooded lot that offers both privacy and tranquility. As y...

  • 4 Beds
  • 3 Baths
  • MDAA2098648 MLS
1238 Youngs Farm   Road, Annapolis image
1238 Youngs Farm Road, Annapolis $557,000

Experience Annapolis living at its best. Pride in Ownership shows with this three bedroom detached home in desirable Stonecreek of Annapolis. Playground equipment stays. ...

  • 3 Beds
  • 3 Baths
  • MDAA2097906 MLS
308 S Cherry Grove   Avenue, Annapolis image
308 S Cherry Grove Avenue, Annapolis $680,000

Discover the perfect blend of classic charm and functional living in this stunning brick rancher, nestled in the quaint community of Heritage. Located on a large corner ...

  • 4 Beds
  • 4 Baths
  • MDAA2096848 MLS
213 Victor Parkway Unit #F, Annapolis image
213 Victor Parkway Unit #F, Annapolis — Fairwinds $257,000

Fairwinds Condos, built in 1971, a landmark building on the Penninsula. Born and raised in the Annapolis area, passing Fairwinds on many trips to beautiful Bay Ridge! Not...

  • 2 Beds
  • 2 Baths
  • MDAA2097124 MLS
  • Fairwinds Bldg.
104 Oak   Drive, Annapolis image
104 Oak Drive, Annapolis $615,000

ROOF SCHEDULED FOR REPLACEMENT WITH 50-YEAR ARCHITECTURAL SHINGLE OCTOBER 17, 2024: WARRANTY FULLY TRANSFERABLE. Welcome home to the highly sought-after Hillsmere beach c...

  • 3 Beds
  • 3 Baths
  • MDAA2096312 MLS

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