Quick Annapolis MD MLS Search
Address Search
Browse All Properties for Sale with Gutter System
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
Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of dow...
- 4 Beds
- 4 Baths
- MDAA2156430 MLS
COMING SOON!! Annapolis living at it's best with this turn key home located on a quiet Cul-De-Sac in water privileged Admiral Heights. Thoughtfully updated with $175k in ...
- 4 Beds
- 3 Baths
- MDAA2155816 MLS
Welcome to your castle on the hill! Introducing an extraordinary custom-built estate with brand new roof, privately nestled on more than 2+ WOODED ACRES along the B&A Tr...
- 5 Beds
- 5 Baths
- MDAA2155724 MLS
A great opportunity to enjoy one of the most sought-after lifestyle communities around in this spacious Colonial home, perfectly sited on a rare 0.35-acre lot, one of the...
- 4 Beds
- 4 Baths
- MDAA2150682 MLS
Don't miss this incredible opportunity to own a piece of one of the area's most coveted neighborhoods - Winchester on the Severn! From the moment you arrive, you'll feel ...
- 3 Beds
- 2 Baths
- MDAA2155150 MLS
Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2...
- 2 Beds
- 2 Baths
- MDAA2143744 MLS
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
Nestled in the charming Cape St. Claire community, this delightful split foyer home offers a perfect blend of comfort and modern living. With a major renovation in 2026, ...
- 4 Beds
- 3 Baths
- MDAA2154960 MLS
You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, ...
- 3 Beds
- 2 Baths
- MDAA2150422 MLS
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
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Wat...
- 2 Beds
- 3 Baths
- MDAA2154564 MLS
Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exce...
- 5 Beds
- 5 Baths
- MDAA2153816 MLS
PRICE REDUCED! An incredible value in Annapolis! *** Beautiful, light-filled end-unit residence in the Village Greens of Annapolis, offering extra privacy, generous livin...
- 3 Beds
- 4 Baths
- MDAA2144786 MLS
Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis...
- 4 Beds
- 2 Baths
- MDAA2146848 MLS
Significant Price Improvement! Priced to sell, incredible value. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small c...
- 5 Beds
- 5 Baths
- MDAA2152934 MLS
Brand new to the market in enchanting Epping Forest—one of Annapolis’ most sought-after gated, waterfront communities. Perched among the higher elevations, this home offe...
- 3 Beds
- 3 Baths
- MDAA2139650 MLS
There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prest...
- 5 Beds
- 5 Baths
- MDAA2152082 MLS
Welcome to this updated 3-bedroom, 2 full and 1 half bath townhome in the Cedar Ridge community, just minutes from downtown Annapolis! From the moment you arrive, this h...
- 3 Beds
- 3 Baths
- MDAA2149226 MLS
Located in the water-privileged community of Severn Grove, this 3+ bedroom, 2.5-bathroom home offers over 2,000 finished square feet in main and lower level . The home fe...
- 3 Beds
- 3 Baths
- MDAA2141780 MLS
Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a p...
- 4 Beds
- 3 Baths
- MDAA2145432 MLS
An Eastport waterfront home located on Spa Creek set on a prominent .165-acre site once part of a historic city park, this property offers approximately 3000 above grade...
- 4 Beds
- 4 Baths
- MDAA2133542 MLS
Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores communit...
- 3 Beds
- 3 Baths
- MDAA2150956 MLS
MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR IN THE PAST YEAR! Popular, one le...
- 3 Beds
- 2 Baths
- MDAA2139960 MLS
Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Ep...
- 4 Beds
- 3 Baths
- MDAA2150174 MLS
Nestled on a tranquil private drive in the highly sought-after water access neighborhood, The Downs on the Severn. This stunning stone-front Colonial offers the perfect b...
- 4 Beds
- 3 Baths
- MDAA2143876 MLS
A very special custom built home in a wonderful water privileged community! Located in Arundel On The Bay community, which provides a sense of neighborhood, as well as ...
- 3 Beds
- 3 Baths
- MDAA2143110 MLS
Welcome to 2930 Winters Chase in Rive Trace. This Amazing 2 Bedroom 2 1/2 Bath Home Is Beautifully Done. You're Greeted With Hardwood Floors Across the Main Level and Rec...
- 2 Beds
- 3 Baths
- MDAA2146344 MLS
Imagine walking one block to a delightful waterside park and launching a kayak or hopping on a water taxi? Or walk two blocks to a hot new Annapolis restaurant or a clas...
- 3 Beds
- 3 Baths
- MDAA2148526 MLS
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in An...
- 4 Beds
- 6 Baths
- MDAA2148092 MLS
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
A coveted residence, beautiful grounds and lap pool located in Pendennis Mount offers a unique opportunity for any Buyer seeking a signature, spacious, elegant, shingle s...
- 5 Beds
- 6 Baths
- MDAA2143108 MLS
Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner ma...
- 4 Beds
- 2 Baths
- MDAA2147320 MLS
Enjoy the water access lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and ou...
- 3 Beds
- 4 Baths
- MDAA2146714 MLS
Set gracefully along Harness Creek with unobstructed water views and a rare boathouse, this refined modern farmhouse presents an incredible opportunity to experience a re...
- 2 Beds
- 3 Baths
- MDAA2142868 MLS
Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a privat...
- 5 Beds
- 6 Baths
- MDAA2131926 MLS
- Bay Ridge Bldg.
Experience the best of Annapolis living in this beautifully cared-for Kingsport home, offering a perfect blend of comfort, style, and thoughtful upgrades. Built by Bashe...
- 4 Beds
- 5 Baths
- MDAA2139344 MLS
Sellers request all offers be submitted by Monday April 13th at 6pm to give the opportunity for you to come by over the weekend! Welcome to 566 Fox Paw Trail, an excepti...
- 4 Beds
- 4 Baths
- MDAA2140268 MLS
Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare ...
- 3 Beds
- 2 Baths
- MDAA2145574 MLS
- Epping Forest Bldg.
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
Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quint...
- 4 Beds
- 3 Baths
- MDAA2138486 MLS
Price improvement!!! Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all t...
- 4 Beds
- 4 Baths
- MDAA2144868 MLS
RECENTLY CONSTRUCTED 4 BEDROOM, 2.5 BATH COLONIAL LOCATED IN THE HIGHLY DESIRED WATER-PRIVILEGED COMMUNITY OF CAPE ST. CLAIRE. WELCOMING COVERED FRONT PORCH. MAIN LEVEL F...
- 4 Beds
- 3 Baths
- MDAA2138386 MLS
Back on the market and ready for its next owner!!! Want coastal style living, here is a home you can’t miss!!! Architecturally distinctive and thoughtfully designed, this...
- 4 Beds
- 4 Baths
- MDAA2134358 MLS
LOCATION, LOCATION! OPEN HOUSE MOVED TO SUNDAY APRIL 12TH FROM 12-2 PM. Welcome to one of downtown Annapolis’ most exceptional offerings. Perfectly positioned in the he...
- 4 Beds
- 3 Baths
- MDAA2139684 MLS
Fresh New Exterior look! Fresh New Improved price! Newer Craftsman home located in sought after Murray Hill in the heart of downtown Annapolis. This spacious Craftsman ...
- 4 Beds
- 5 Baths
- MDAA2136136 MLS
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed ...
- 5 Beds
- 7 Baths
- MDAA2143556 MLS
HERITAGE HARBOUR SPACIOUS VILLA - Welcome home to this beautifully renovated 3 BEDROOM, 2 BATH VILLA with over 1440 square feet of living space. Located in the desirable...
- 3 Beds
- 2 Baths
- MDAA2133702 MLS
Exceptional Waterfront and Beachfront living on Horn Point in coveted Eastport. Launch your kayak or SUP after morning coffee, and watch the sailboat races from your deck...
- 4 Beds
- 3 Baths
- MDAA2126296 MLS
None
- 4 Beds
- 7 Baths
- MDAA2135422 MLS
Annapolis Real Estate & Homes With Gutter System
Our website features the best real estate search for homes, condos, land and foreclosure properties available in Annapolis, MD. 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.
Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!
Considering selling or refinancing your home? Get an INSTANT property valuation now!
Contact us today to find out how we can be of assistance to you!