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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
803 Coxswain Way Unit 301, Annapolis image
803 Coxswain Way Unit 301, Annapolis — Broad Creek Condo $465,000

A must-see condo in the Broad Creek Condos in the desired Heritage Harbour neighborhood. Beautiful larger 2-bedroom, 2-bathroom condo on the 3rd floor. Entire condo fresh...

  • 2 Beds
  • 2 Baths
  • MDAA2159854 MLS
  • Broad Creek Condo Bldg.
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
303 Dreams Landing Way Unit 303, Annapolis image
303 Dreams Landing Way Unit 303, Annapolis — Dreams Landing Condo $424,900

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bed...

  • 2 Beds
  • 1 Baths
  • MDAA2159298 MLS
  • Dreams Landing Condo Bldg.
2500 Painter Ct, Annapolis image
2500 Painter Ct, Annapolis $505,000

Beautiful End-of-Row Villa Style Home- Move in Ready! welcome to this beautifully maintained, light filled end of row villa style home offering 2 bedrooms , 2 full baths,...

  • 2 Beds
  • 2 Baths
  • MDAA2159534 MLS
15 Copley Ct, Annapolis image
15 Copley Ct, Annapolis $349,900 ▼

Instant equity! This home recently appraised at $375,000 and is offered at $349,900, giving you over $25,000 in built-in value from day one. Welcome to 15 Copley Ct, a 2 ...

  • 2 Beds
  • 2 Baths
  • MDAA2159406 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
2556 N North Haven Cv, Annapolis image
2556 N North Haven Cv, Annapolis — Heritage Harbour $499,900

JUST HIT THE MARKET! Be in your new home by Christmas! Don't miss this rare opportunity to own a beautifully maintained one-level, brick front villa in the highly sought-...

  • 2 Beds
  • 2 Baths
  • MDAA2159156 MLS
  • Heritage Harbour Bldg.
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
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
5 Park Pl Unit 127, Annapolis image
5 Park Pl Unit 127, Annapolis $639,900

Welcome to a warm, inviting 2-bedroom, 2-bath condo in Downtown Annapolis, offering nearly 1300 square feet of thoughtfully designed living space. Beautiful hardwood floo...

  • 2 Beds
  • 2 Baths
  • MDAA2158752 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
20 Amberstone Ct Unit H, Annapolis image
20 Amberstone Ct Unit H, Annapolis — Annapolis $299,900

Mid-Level Condo Available Now in the Sought After Annapolis Overlook Community. This 3 Bedroom 2 Full Bath Condo offers an Open Living Space and Balcony showing a Beauti...

  • 3 Beds
  • 2 Baths
  • MDAA2147964 MLS
  • Annapolis Bldg.
208 Admiral Dr, Annapolis image
208 Admiral Dr, Annapolis $325,000

None

  • 2 Beds
  • 1 Baths
  • MDAA2158706 MLS
940 Astern Way Unit 508, Annapolis image
940 Astern Way Unit 508, Annapolis $695,000

Enjoy a gracious foyer with gleaming hardwood floors open to an expansive living room with a gas burning fireplace and custom built-ins. Soak up the sun in the morning ro...

  • 3 Beds
  • 3 Baths
  • MDAA2157292 MLS
1152 August Dr, Annapolis image
1152 August Dr, Annapolis $579,000

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 selection o...

  • 4 Beds
  • 4 Baths
  • MDAA2158138 MLS
624 Second St, Annapolis image
624 Second St, Annapolis $1,150,000

Celebrate the Eastport lifestyle in this beautifully crafted home, ideally positioned on the coveted Eastport Peninsula. Built in 2015 and thoughtfully designed for easy,...

  • 2 Beds
  • 4 Baths
  • MDAA2158124 MLS
98 Monticello Ave, Annapolis image
98 Monticello Ave, Annapolis $975,000 ▼

Welcome to 98 Monticello Avenue, a charming Murray Hill residence that captures the character and ease of the Annapolis lifestyle. From the moment you step inside, a welc...

  • 3 Beds
  • 3 Baths
  • MDAA2155160 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
13 Spa Creek Lndg Unit A2, Annapolis image
13 Spa Creek Lndg Unit A2, Annapolis — Shearwater Condo $506,000 ▼

Nestled within the serene embrace of nature, enjoy fabulous waterfront views of Hawkins Cove and Spa Creek from this stunning 1-bedroom, 1.5-bathroom second floor condomi...

  • 1 Beds
  • 2 Baths
  • MDAA2156840 MLS
  • Shearwater Condo Bldg.
755 Fairview Ave Unit 755 D, Annapolis image
755 Fairview Ave Unit 755 D, Annapolis — Severn House Condo $479,900 ▼

Welcome Home! YOU DON'T WANT TO MISS THIS GREAT NEWS!! The seller's loan is ASSUMABLE @ 2.875 % to qualified buyers.This beautifully Renovated Eastport Marina Condo with...

  • 3 Beds
  • 2 Baths
  • MDAA2157174 MLS
  • Severn House Condo Bldg.
2567 Forest Knl St, Annapolis image
2567 Forest Knl St, Annapolis $699,000 ▼

Heritage Harbour living at its best: a brick-front home on a quiet cul-de-sac in Annapolis' premier 55+ community on the South River! A herringbone paver drive and walkwa...

  • 3 Beds
  • 2 Baths
  • MDAA2157244 MLS
952 Yachtsman Way, Annapolis image
952 Yachtsman Way, Annapolis $390,000

Welcome to 952 Yachtsman Way — an Annapolis home with space, character, and the opportunity to make it your own in the sought-after Mariners Point community. This 2-bedr...

  • 2 Beds
  • 2 Baths
  • MDAA2155382 MLS
250 Prince George St, Annapolis image
250 Prince George St, Annapolis $1,675,000

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Anna...

  • 5 Beds
  • 3 Baths
  • MDAA2157076 MLS
1030 Boucher Ave, Annapolis image
1030 Boucher Ave, Annapolis $1,395,000

Highly desirable Eastport location just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare o...

  • 4 Beds
  • 5 Baths
  • MDAA2157002 MLS
303 Riding Ridge Rd, Annapolis image
303 Riding Ridge Rd, Annapolis $750,000 ▼

Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featurin...

  • 4 Beds
  • 3 Baths
  • MDAA2156472 MLS
135 Conduit St, Annapolis image
135 Conduit St, Annapolis $1,300,000

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steep...

  • 5 Beds
  • 4 Baths
  • MDAA2156894 MLS
2752 Gingerview Ln, Annapolis image
2752 Gingerview Ln, Annapolis $685,000

Welcome to Riva Trace, one of Annapolis' most sought-after communities. This gorgeous interior townhome offers a spacious and versatile floor plan with 2 upper level BR's...

  • 3 Beds
  • 4 Baths
  • MDAA2156188 MLS
78 Old Mill Bottom Rd N Unit 209, Annapolis image
78 Old Mill Bottom Rd N Unit 209, Annapolis — None Available $398,000 ▼

Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $140K less than current b...

  • 2 Beds
  • 2 Baths
  • MDAA2156778 MLS
  • None Available Bldg.
4 Ridge Rd, Annapolis image
4 Ridge Rd, Annapolis $2,500,000

There are houses that simply check the boxes, and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighb...

  • 6 Beds
  • 6 Baths
  • MDAA2156370 MLS
300 Hilltop Ln Unit 300E, Annapolis image
300 Hilltop Ln Unit 300E, Annapolis — North Green Condos $264,900 ▼

This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, ...

  • 2 Beds
  • 2 Baths
  • MDAA2156768 MLS
  • North Green Condos Bldg.
66 Franklin St Unit 102, Annapolis image
66 Franklin St Unit 102, Annapolis — Acton's Landing $995,000

Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, of...

  • 2 Beds
  • 3 Baths
  • MDAA2154754 MLS
  • Acton's Landing Bldg.
57 Gentry Ct, Annapolis image
57 Gentry Ct, Annapolis $309,900 ▼

PRICE REDUCTION! Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road...

  • 3 Beds
  • 4 Baths
  • MDAA2156308 MLS
213 Georgetown, Annapolis image
213 Georgetown, Annapolis $485,000

Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis...

  • 3 Beds
  • 3 Baths
  • MDAA2156434 MLS
400 Jefferson St, Annapolis image
400 Jefferson St, Annapolis $1,875,000 ▼

***Owner financing available at 6%*** Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally...

  • 4 Beds
  • 4 Baths
  • MDAA2156430 MLS
940 Astern Way Unit 112, Annapolis image
940 Astern Way Unit 112, Annapolis $475,000

SELLER PROVIDING A CREDIT FOR 1 YEAR'S WORTH OF CONDO FEES ($10,000) AT CLOSING IN ADDITION TO 2-1 BUYDOWN FINANCING. ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GAR...

  • 2 Beds
  • 2 Baths
  • MDAA2156438 MLS
700 Miller Rd, Annapolis image
700 Miller Rd, Annapolis $1,250,000

Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5...

  • 4 Beds
  • 4 Baths
  • MDAA2155936 MLS
729 Crisfield Way, Annapolis image
729 Crisfield Way, Annapolis $875,000

Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space...

  • 4 Beds
  • 5 Baths
  • MDAA2155644 MLS
2900 Shipmaster Way Unit 215, Annapolis image
2900 Shipmaster Way Unit 215, Annapolis $300,000

Welcome to Unit 215 at 2900 Shipmaster Way! This inviting 2-bedroom, 2-full-bath condo offers comfortable living in the Heritage Harbour community. The updated kitchen fe...

  • 2 Beds
  • 2 Baths
  • MDAA2155680 MLS
640 Sean Dr, Annapolis image
640 Sean Dr, Annapolis $945,000 ▼

$100,000 Under 2026 Appraised Value!! Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive ar...

  • 4 Beds
  • 4 Baths
  • MDAA2155314 MLS
213 Victor Pkwy Unit 213F, Annapolis image
213 Victor Pkwy Unit 213F, Annapolis — Fairwinds Condo $249,950 ▼

Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated in 2022 with upgraded lighting and luxu...

  • 2 Beds
  • 2 Baths
  • MDAA2155748 MLS
  • Fairwinds Condo Bldg.
113 Sellew Rd, Annapolis image
113 Sellew Rd, Annapolis $1,390,000 ▲

Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbr...

  • 3 Beds
  • 5 Baths
  • MDAA2155694 MLS
101 Carraway Ln, Annapolis image
101 Carraway Ln, Annapolis $659,000 ▼

Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted loca...

  • 5 Beds
  • 5 Baths
  • MDAA2155626 MLS
633 Admiral Dr Unit 107, Annapolis image
633 Admiral Dr Unit 107, Annapolis $355,000

Fully renovated ground floor condominium located just off of Bestgate Rd near the Anne Arundel Medical Center. This 1321 square foot unit includes two bedrooms, two full ...

  • 2 Beds
  • 2 Baths
  • MDAA2155570 MLS
463 Man-O-War Ct, Annapolis image
463 Man-O-War Ct, Annapolis $375,000

This is the kind of neighborhood where home extends well beyond your own backyard. Spend afternoons at one of two community fields, head to the neighborhood playground, o...

  • 3 Beds
  • 2 Baths
  • MDAA2155356 MLS
1 President Point Dr Unit A1, Annapolis image
1 President Point Dr Unit A1, Annapolis — The Point Condo $800,000

Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivatin...

  • 1 Beds
  • 2 Baths
  • MDAA2150706 MLS
  • The Point Condo Bldg.
1227 Gemini Dr Unit 1227-I, Annapolis image
1227 Gemini Dr Unit 1227-I, Annapolis — North Green Condos $275,000

Located in the desirable North Green Condominiums, this two-level penthouse loft offers a spacious layout and a convenient Annapolis location. The open floor plan feature...

  • 2 Beds
  • 2 Baths
  • MDAA2154458 MLS
  • North Green Condos Bldg.
2123 Beach Village Ct Unit T2, Annapolis image
2123 Beach Village Ct Unit T2, Annapolis $565,000 ▼

Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dinin...

  • 2 Beds
  • 2 Baths
  • MDAA2154658 MLS
912 Plattner Ct, Annapolis image
912 Plattner Ct, Annapolis $1,200,000 ▼

Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400...

  • 5 Beds
  • 5 Baths
  • MDAA2155286 MLS

Annapolis Real Estate & Homes With Sidewalks

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