235

Homes for Sale near Annapolis High School

Section Image
  • 109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    /15

    $1,265,000

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,300 Sq Ft

    109 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    109 Sellew Rd, Annapolis, MD 21401
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 2656 Shadow Cove, Annapolis, MD 21401
    2656 Shadow Cove, Annapolis, MD 21401
    2656 Shadow Cove, Annapolis, MD 21401
    /7

    $655,900

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    2656 Shadow Cove, Annapolis, MD 21401

    Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and

    sandy young Coldwell Banker Realty

    2656 Shadow Cove, Annapolis, MD 21401
  • 2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /55

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,307 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

    Alexander Esfahani Coldwell Banker Realty - Washington

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /2

    $935,000

    $64K PRICE DROP Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    Nestled in the highly sought‐after waterfront community of Hillsmere Shores, this residence offers an exceptional blend of coastal charm, modern comfort, and resort‐style outdoor living. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,980,000

    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • 40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    /40

    $299,900

    Open Thu 5PM - 7PM $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft

    40 Greystone Ct Unit L, Annapolis, MD 21403

    Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the

    Kara Shaffer Engel & Völkers Annapolis

    40 Greystone Ct Unit L, Annapolis, MD 21403
  • 211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    /39

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 4,497 Sq Ft

    211 N Pindell Ave, Annapolis, MD 21401

    Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a

    June Steinweg Long & Foster Real Estate, Inc.

    211 N Pindell Ave, Annapolis, MD 21401
  • 1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    /35

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    1529 Ritchie Ln, Annapolis, MD 21401

    Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed

    Dee Dee Miller Paul Wesley Real Estate

    1529 Ritchie Ln, Annapolis, MD 21401
  • 2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    /31

    $595,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

    Coming Soon in Chesapeake Harbour!Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
  • 2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    /24

    $317,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401

    Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the **new price**Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout

    Barbara Bohan Long & Foster Real Estate, Inc.

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
  • 54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    /63

    $980,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    54 Decatur Ave, Annapolis, MD 21403

    Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

    Gary Schneider Long & Foster Real Estate, Inc.

    54 Decatur Ave, Annapolis, MD 21403
  • 2 Highland Ave, Annapolis, MD 21403
    2 Highland Ave, Annapolis, MD 21403
    2 Highland Ave, Annapolis, MD 21403
    /27

    $499,000

    $14K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2 Highland Ave, Annapolis, MD 21403

    Charming 2 bedroom, 1 bath home in Eastport! This adorable property offers timeless character and plenty of potential! Featuring a spacious unfinished basement, a large finished attic for abundant storage, and a generous fenced backyard perfect for entertaining, gardening, pets, or play. New roof installed in 2024 for enhanced curb appeal. Enjoy the warmth and charm while taking advantage of its

    Michelle Greenwaldt Innovative Properties, Inc.

    2 Highland Ave, Annapolis, MD 21403
  • 2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    2644 Claibourne Rd, Annapolis, MD 21403
    /56

    $1,371,000

    New Construction $13K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    Waterfront Views - Annapolis Roads Community! AMAZING BRAND NEW WATER VIEW HOME in a desirable Annapolis, MD location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads . Ask about the lock and leave lifestyle. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and

    George Bailey Keller Williams Flagship

    2644 Claibourne Rd, Annapolis, MD 21403
  • 32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    32 Cornhill St, Annapolis, MD 21401
    /47

    $774,900

    $25K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    32 Cornhill St, Annapolis, MD 21401

    Great historic home built in 1850 in the heart of downtown historic Annapolis. Completely renovated and remodeled in 2023. New kitchen, new bathroom, recessed lights, new ceiling fans, lighting. Stainless steel appliances. Original hardwood floors. Front bedroom has cathedral ceiling. Exterior home has been completely painted in 2025. New decking off rear of home with a cement patio. Walking

    Mark Feen Coldwell Banker Realty

    32 Cornhill St, Annapolis, MD 21401
  • 7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    /23

    $315,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403

    Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

    Ruth McGovern Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
  • 2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    /19

    $635,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    420 Edgemere Dr, Annapolis, MD 21403

    Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring

    Brent Hardie TTR Sotheby's International Realty

    420 Edgemere Dr, Annapolis, MD 21403
  • 198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    /30

    $389,000

    • 2 Beds
    • 1.5 Baths
    • 902 Sq Ft

    198 Clay St, Annapolis, MD 21401

    Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in

    Kerry O'Hara Engel & Völkers Annapolis

    198 Clay St, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    /47

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • 2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    /45

    $700,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    OPEN Sat and Sunday 12-3 === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 3328 Shore Dr, Annapolis, MD 21403
    3328 Shore Dr, Annapolis, MD 21403
    3328 Shore Dr, Annapolis, MD 21403
    /19

    $599,000

    $76K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    3328 Shore Dr, Annapolis, MD 21403

    Price reduced!! Amazing opportunity! Situated in one of Annapolis’ most desirable waterfront communities, Oyster Harbor, 3328 Shore Drive offers a premier corner-lot location with beautiful second-floor water views. Enjoy the coastal lifestyle with easy access to marinas, parks, the community beach, local dining, and the charm of nearby historic Annapolis. This property presents an incredible

    Joanna Dalton Coldwell Banker Realty

    3328 Shore Dr, Annapolis, MD 21403
  • 930 Astern Way Unit 204, Annapolis, MD 21401
    930 Astern Way Unit 204, Annapolis, MD 21401
    930 Astern Way Unit 204, Annapolis, MD 21401
    /42

    $424,500

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    930 Astern Way Unit 204, Annapolis, MD 21401

    Set within the coveted South River condominium in Heritage Harbour, 930 Astern Way #204 offers refined, low-maintenance living in one of Annapolis’s most desirable 55+ waterfront communities. This beautifully appointed residence combines generous proportions, timeless finishes, and effortless elegance, all complemented by the rare and highly sought-after convenience of a deeded garage parking

    Corey Kayea TTR Sotheby's International Realty

    930 Astern Way Unit 204, Annapolis, MD 21401
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /53

    $3,075,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,466 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10'

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    238 King George St, Annapolis, MD 21401
    /55

    $2,950,000

    • 4 Beds
    • 5 Baths
    • 3,750 Sq Ft

    238 King George St, Annapolis, MD 21401

    Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis, this exceptional residence offers the rare combination of historic charm, luxury updates, breathtaking views of the United States Naval Academy Chapel dome, coveted off-street parking, and turnkey living. Just steps from State Circle, the Naval Academy, City Dock, waterfront dining, and boutique shopping,

    Wendy Oliver Coldwell Banker Realty

    238 King George St, Annapolis, MD 21401
  • 3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    /74

    $1,899,900

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,620 Sq Ft

    3712 Gateshead Dr, Annapolis, MD 21403

    Price reduced incredible price for Waterfront in Watergate!!! Check the comps!!! Nestled along the banks of Watergate Harbor with direct access to the South River, in the prestigious Watergate neighborhood of Annapolis, 3712 Gateshead Drive offers the ultimate waterfront lifestyle with waterviews from every room in the home. When you enter the home you are greeted with the marble flooring in the

    Melissa Murray Compass

    3712 Gateshead Dr, Annapolis, MD 21403
  • 1709 Point no Point Dr, Annapolis, MD 21401
    1709 Point no Point Dr, Annapolis, MD 21401
    1709 Point no Point Dr, Annapolis, MD 21401
    /38

    $800,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    1709 Point no Point Dr, Annapolis, MD 21401

    Private Contemporary Retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight

    Whitney Ward Berkshire Hathaway HomeServices PenFed Realty

    1709 Point no Point Dr, Annapolis, MD 21401
  • 730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    /39

    $865,000

    • 5 Beds
    • 4.5 Baths
    • 3,586 Sq Ft

    730 Crisfield Way, Annapolis, MD 21401

    Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury.A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a

    Amanda Callahan Long & Foster Real Estate, Inc.

    730 Crisfield Way, Annapolis, MD 21401
  • 192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    192 Duke of Gloucester St, Annapolis, MD 21401
    /47

    $1,950,000

    • 6 Beds
    • 4 Baths
    • 3,415 Sq Ft

    192 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street

    Hanh Pham Samson Properties

    192 Duke of Gloucester St, Annapolis, MD 21401
  • 1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    1210 President St, Annapolis, MD 21403
    /61

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1210 President St, Annapolis, MD 21403

    Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout.The main level features a bright living room and an updated

    Christopher Fuller Long & Foster Real Estate, Inc.

    1210 President St, Annapolis, MD 21403
  • 216 Bowen Ct, Annapolis, MD 21401
    216 Bowen Ct, Annapolis, MD 21401
    216 Bowen Ct, Annapolis, MD 21401
    /58

    $1,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,032 Sq Ft

    216 Bowen Ct, Annapolis, MD 21401

    Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance

    Connie Cadwell Coldwell Banker Realty

    216 Bowen Ct, Annapolis, MD 21401
  • 2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    /54

    $6,500,000

    • 7 Beds
    • 8.5 Baths
    • 9,026 Sq Ft

    2562 Carrollton Rd, Annapolis, MD 21403

    A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    2562 Carrollton Rd, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    /25

    $525,000

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403

    OPEN SATURDAY 6/6_ 12-2 and SUNDAY 6/7_ 1-3 Come enjoy the ease of single-level living, secure community, and the unmatched lifestyle of waterfront. The warm and inviting living room opens to sweeping Spa Creek Views, while a dazzling kitchen with a picturesque window makes creating a meal a delight...with a wood-buring fireplace and engineered hardwoods. Step outside through sliding doors to a

    Connie Cadwell Coldwell Banker Realty

    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
  • 1422 West St, Annapolis, MD 21401
    1422 West St, Annapolis, MD 21401
    1422 West St, Annapolis, MD 21401
    /71

    $989,000

    • 8 Beds
    • 4 Baths
    • 3,108 Sq Ft

    1422 West St, Annapolis, MD 21401

    One of Homewood’s most distinctive homes, this 8-bedroom, 4-bath residence offers over 3,100 square feet and a truly unique story. Once known as the “Gables Tourist Home” Bed & Breakfast, the property (built in 1938) still carries subtle nods to its past—including the numbered bedroom doors—while the current owners have thoughtfully updated the interiors and major systems for comfortable modern

    Rachel Holmes Coldwell Banker Realty

    1422 West St, Annapolis, MD 21401

Showing Results 201 - 235, Page 6 of 6

Maryland Anne Arundel County Annapolis Annapolis High School

Real Estate & Homes for Sale near Annapolis High School

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group