125

Homes for Sale near Annapolis Middle School

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  • /37

    $3,950,000

    • 4 Beds
    • 3.5 Baths
    • 4,587 Sq Ft

    2512 Lyon Dr, Annapolis, MD 21403

    Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a

    Brad Kappel TTR Sotheby's International Realty

    2512 Lyon Dr, Annapolis, MD 21403
  • /35

    $944,900 Open Sat 12:30PM - 2:30PM

    • 4 Beds
    • 4.5 Baths
    • 4,494 Sq Ft

    709 Pilot House Dr, Annapolis, MD 21401

    PRICE IMPROVEMENT - June 11, 2025... Welcome Home! Step into an inviting two story foyer that sets the tone for the entire residence! This home offers a blend of elegance and functionality. Many updates have been done by current homeowners. A three story, three-sided brick home on a corner lot that emanates timeless elegance. This home has two inviting front porches for relaxation.

    Anne Tkacik Long & Foster Real Estate, Inc.

    709 Pilot House Dr, Annapolis, MD 21401
  • /73

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,004 Sq Ft

    3 Spa Creek Landing Unit A2, Annapolis, MD 21403

    Elegant. Stunning. Every detail catches your eye in this designer three-bedroom, unique two-story penthouse unit. This unit was one of two penthouses built by the original developer. The warm, wide plank hickory floors flow throughout as you are drawn to the water views in a haute couture living room. Sitting areas accommodate quiet evenings with wine or an afternoon with a book as you look

    Anne Harrington Coldwell Banker Realty

    3 Spa Creek Landing Unit A2, Annapolis, MD 21403
  • /37

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 3,841 Sq Ft

    57 Primrose Hill Ln, Annapolis, MD 21403

    Stunning single family home in the private enclave of highly sought after Primrose Hill. This six year old custom Craftmark Home checks all the boxes for the discriminating buyer: elevator serving all three floors; spacious kitchen with oversized island; quartz countertops; custom cabinetry; open plan main level with gas fireplace; large first floor office or den; four large bedrooms on second

    Bridget Fischer Coastal Realty Maryland

    57 Primrose Hill Ln, Annapolis, MD 21403
  • /29

    $312,500

    • 3 Beds
    • 2 Baths
    • 1,119 Sq Ft

    60 Sandstone Ct Unit G, Annapolis, MD 21403

    Modern 3-Bedroom Condo in Overlook Annapolis – Freshly Remodeled! Discover this beautifully updated 3-bedroom, 2-bath condo in the sought-after Overlook Annapolis community. This spacious unit features an open floor plan with brand-new upgrades, including: New kitchen cabinets with high-quality quartz countertops; New stainless-steel appliances; Updated lighting and flooring throughout; New

    Richard Wang Libra Realty, LLC

    60 Sandstone Ct Unit G, Annapolis, MD 21403
  • /40

    $549,900

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1302 Myrtle Ave, Annapolis, MD 21403

    It starts with a feeling.Maybe it’s the hush of the trees as you turn down the quiet street. Or the way the air softens near the Bay—carrying just a hint of salt, sun, and something slower.Tucked away on a generous 12,500 sq ft double lot, this fully renovated 3-bedroom, 2-bath retreat in Arundel-on-the-Bay isn’t just a house—it’s where your next chapter begins. The kind where weekends stretch a

    Shoukoufa Aboubakri Real Broker, LLC

    1302 Myrtle Ave, Annapolis, MD 21403
  • /54

    $1,850,000

    • 4 Beds
    • 4.5 Baths
    • 3,315 Sq Ft

    2656A Queen Anne Cir, Annapolis, MD 21403

    Summer fun at your doorstep! This stunning waterfront home is nestled in one of Annapolis’ sought-after neighborhoods. Inviting and beautiful décor punctuates views of water and private setting. Tons of windows and flooded with light! Conversational style living room opens to formal dining in a comfortable traditional layout. Stunning kitchen is surrounded by windows and features a large island,

    Anne Harrington Coldwell Banker Realty

    2656A Queen Anne Cir, Annapolis, MD 21403
  • /67

    $2,695,000

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

    2680 Claibourne Ct, Annapolis, MD 21403

    Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach,

    Doc Keane Washington Fine Properties, LLC

    2680 Claibourne Ct, Annapolis, MD 21403
  • /13

    $313,900

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this beautifully appointed and well maintained 3-bedroom, 2-bath home, offering the perfect blend of comfort and convenience! Featuring a spacious and open layout, this home boasts a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The kitchen also offers a wine cooler. The living area is perfect for relaxing or entertaining, while the

    Monique Willard Coldwell Banker Realty

    10 Sandstone Ct, Annapolis, MD 21403
  • /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /47

    $524,900

    • 5 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    746 Warren Dr, Annapolis, MD 21403

    Price Reduced! Welcome to 746 Warren Drive Annapolis, Maryland —nestled just a block and a half from Back Creek in the highly desirable Greenacres community of Eastport. This charming 5-bedroom, 1.5-bath home sits on a generous lot along a quiet street, offering both privacy and water access. Enjoy first-floor living with a freshly painted interior and exterior, brand new carpet throughout the

    Brian Jacobs Coldwell Banker Realty

    746 Warren Dr, Annapolis, MD 21403
  • /47

    $599,900

    • 1 Bed
    • 1 Bath
    • 1,052 Sq Ft

    6 President Point Dr Unit A3, Annapolis, MD 21403

    Amazing waterfront opportunity on SPA CREEK IN EASTPORT! Perfect for weekend get-a-ways or a primary residence. Enjoy gorgeous sunsets on your private balcony as well as all the boats and activity on Spa Creek. This 1,052 square foot condo features one bedroom, one bathroom, and an additional loft area offering space for an additional bedroom or office. The great room and dining area have

    Douglas Smith RE/MAX Realty Group

    6 President Point Dr Unit A3, Annapolis, MD 21403
  • /48

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    406 Edgemere Dr, Annapolis, MD 21403

    Stunning Hillsmere Shores Home – Water-Privileged & Move-In Ready! Brand New HVAC.Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home in the highly sought-after Hillsmere Shores community. Nestled on a spacious, level lot, this home has undergone extensive upgrades, blending modern elegance with timeless charm. Recent Upgrades & Features:2021: Major renovation, including new

    Jason Donovan RE/MAX Leading Edge

    406 Edgemere Dr, Annapolis, MD 21403
  • /35

    $599,900

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    7033 Bembe Beach Rd, Annapolis, MD 21403

    Nestled in a tranquil corner of Annapolis, this expansive -acre property offers a rare combination of privacy, natural beauty, and opportunity. With serene water views and a peaceful setting, the generous lot size may allow for subdivision—offering the flexibility to build a second home while retaining the existing residence or reimagine the space entirely. Ideally situated near local marinas and

    Jeremy McDonough Mr. Lister Realty

    7033 Bembe Beach Rd, Annapolis, MD 21403
  • /35

    $550,000

    • 6 Beds
    • 2 Baths
    • 2,039 Sq Ft

    201 Janwall St, Annapolis, MD 21403

    Sellers prefer Original Title & Escrow, LLC. Welcome to this beautifully maintained corner ranch in Eastport, MD, with easy access to Downtown Annapolis. No HOA fees! The bathrooms have been remodeled, and the appliances are stainless steel. This home offers two levels of comfortable living space, with three bedrooms and a full bathroom on the upper level, and the same living space in the

    Madeleine Melgar Alltrade Real Estate

    201 Janwall St, Annapolis, MD 21403
  • /40

    $2,699,000

    • 4 Beds
    • 4 Baths
    • 3,010 Sq Ft

    68 E Lake Dr, Annapolis, MD 21403

    BAY RIDGE WATERFRONT! Great opportunity for a wonderful home with stunning water views of Lake Ogleton in the coveted Bay Ridge community! This 4 bedroom, 4 bath home features vaulted ceilings, screened porch, gourmet Kitchen, spacious bedrooms and private Primary Suite all with beautiful views overlooking Lake Ogleton. The light and bright main level living space is filled with natural light and

    Brad Kappel TTR Sotheby's International Realty

    68 E Lake Dr, Annapolis, MD 21403
  • /32

    $6,350,000

    • 3 Beds
    • 3 Baths
    • 2,949 Sq Ft

    287 State St Unit 2, Annapolis, MD 21403

    South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of Historic Annapolis. This award winning residence features an elegant interior design that brings the feel of the adjoining waterway into the living area. Patrick Sutton thoughtfully did the interior design and Bret Anderson of Pyramid Builders constructed this magical 3 bedroom, 3 bath waterfront residence.

    George Turner Coldwell Banker Realty

    287 State St Unit 2, Annapolis, MD 21403
  • /22

    $421,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    960 Yachtsman Way, Annapolis, MD 21403

    2BR2B duplex in Mariner's Point - one level living - freshly painted, brand new hall bathroom, new MBR carpeting, LR with cathedral ceilings and fireplace - large rear, two level deck - Great location close to shopping, restaurants, entertainment and minutes to downtown and historic Annapolis. Easy access to Route 50 - private cul-de-sac location

    Keith Brooks Thurston Wyatt Real Estate, LLC

    960 Yachtsman Way, Annapolis, MD 21403
  • /30

    $519,000

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    1971 Dominoe Rd, Annapolis, MD 21401

    Welcome to this Wonderful home very close to Annapolis & the properties to be in a private area but close proximity to be in the City of Annapolis! Located in close proximity to restaurants , shopping, and entertainmemt . You will enjoy summer evenings dining - out in the over large deck out back! The Home offers an open floor plan that leads you to entertaining with a spacious living

    Alda Lourenco RE/MAX Realty Group

    1971 Dominoe Rd, Annapolis, MD 21401
  • /32

    $449,900

    • 5 Beds
    • 2 Baths
    • 1,854 Sq Ft

    1022 Tyler Ave, Annapolis, MD 21403

    Location! Location! Resort living between two rivers in this lovely split level home! Twenty year homeowner never stopped improving the home, including recent architectural roof, HVAC with humidity control, home water filtration system, and a jumbo 75 gallon hot water heater. Oak patterned laminate floors throughout provide a warm & classy feel. The upper floor offers three bedrooms that are

    Doug Rice Fathom Realty MD, LLC

    1022 Tyler Ave, Annapolis, MD 21403
  • /33

    $499,500

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft

    2046 Forest Dr, Annapolis, MD 21401

    PRICE IMPROVEMENT on this COMPLETELY renovated home comes with a REDUCED FLOATING INTEREST RATE with List & Lock. The seller paid program reduces the interest rate for you to qualify for the lower rate and enjoy a lower monthly payment Terms apply, call your Realtor or me for details and more information. BEAUTIFULLY renovated 1940s bungalow in a prime Annapolis location! This charming home

    Cynthia Gardner CENTURY 21 New Millennium

    2046 Forest Dr, Annapolis, MD 21401
  • /10

    $411,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    986 Yachtsman Way, Annapolis, MD 21403

    Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis!This home is perfect for a those looking to get away from paying rent, or to downsize. Also great for

    Mary Saba Keller Williams Select Realtors of Annapolis

    986 Yachtsman Way, Annapolis, MD 21403
  • /52

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    3 Park Ln, Annapolis, MD 21403

    Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged

    Keri Weis Northrop Realty

    3 Park Ln, Annapolis, MD 21403
  • /58

    $6,000,000

    • Land
    • 0.22 Acre
    • $27,272,727 per Acre

    117 Stilly Way, Annapolis, MD 21403

    Price is for a total of 10 buildable lots. Lots are permit ready, all SWM are already completed by Reliable Contracting under original grading permit that is already bonded by Chesapeake Realty Group, only requiring all of the permits that are required by the city of Annapolis. No permits are required by The Anne Arundel County Department of permits. Builder just needs to submit house plan, pay

    Eric Black Northrop Realty

    117 Stilly Way, Annapolis, MD 21403
  • /10

    $109,000

    • Land
    • 40 Acres
    • $2,714 per Acre

    None None, Sand Lake Township, MN 56636

    40 acres of raw hunting land, surrounded by public lands. Mostly level, about 2/3 higher ground with some wetland to the East. Great opportunities here!

    Todd Stone MN DIRECT PROPERTIES

    None None, Sand Lake Township, MN 56636
  • /80

    $985,000

    • 3 Beds
    • 3 Baths
    • 2,041 Sq Ft

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403

    Welcome to this DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design with a coast twist. ONE OF A KIND and RARE

    Ann Chumney Coldwell Banker Realty

    7015 Chesapeake Harbour Dr Unit 23B, Annapolis, MD 21403
  • /2

    $98,000

    • Land
    • 0.16 Acre
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

    Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • /2

    $55,000

    • Land
    • 0.26 Acre
    • $211,538 per Acre

    1221 Creek Dr, Annapolis, MD 21403

    Excellent opportunity to fulfill your dream of constructing your own dream custom home. This lot is located in a beach community with lots of creeks. Enjoy the lazy days on or by the water with lots of activities. Make this a second home to just relax and enjoy being away from the hustle and bustle of city life.

    Melissa Smith Samson Properties

    1221 Creek Dr, Annapolis, MD 21403
  • /2

    $519,900

    • 4 Beds
    • 2 Baths
    • 936 Sq Ft

    9 Edelmar Dr, Annapolis, MD 21403

    Move-In Ready! This beautifully updated home features an updated kitchen with modern appliances, a fully renovated bathroom, new washer & dryer, new hot water heater, new HVAC system, refinished hardwood floors, and a new roof. Additional highlights include a wood-burning fireplace, a spacious screened-in rear porch, and a one-car garage that is currently in the process of being converted back

    Carlos Garcia Keller Williams Flagship

    9 Edelmar Dr, Annapolis, MD 21403
  • /2

    $79,900

    • Land
    • 0.41 Acre
    • $194,878 per Acre

    1227 Creek Dr, Annapolis, MD 21403

    *****Where Creek Road ends there are 8 lots, then this lot is available for purchase, then 8 more lots and Creek Road picks back up. This lot sits in the middle of 17 lots. All infrastructural would need to be completed by buyer. ****** This 0.41 acre lot is water privilege community with beach, boat dock, boat slips, boat ramp and more. Public sewer hook up available is available in the

    Gayle Roberts HSA Real Estate Group, INC

    1227 Creek Dr, Annapolis, MD 21403
  • /24

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    602 Broach Ct, Annapolis, MD 21401

    Hector Velasquez Capitol Real Estate

    602 Broach Ct, Annapolis, MD 21401
  • /40

    $875,000 New Construction

    • 0.5 Baths

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity to Build Your Dream Home Near Historic Downtown Annapolis3268 Kitty Duvall Drive | Offered at $875,000 |Includes Lot, Site Work Budget & Customizable Chestnut Model by Timberlake HomesEmbrace the chance to create your dream home on a peaceful, build-ready .62-acre wooded lot just minutes from the charm and energy of downtown Annapolis. Nestled off a quiet, private gravel lane,

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /23

    $600,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,037 Sq Ft

    14 A Dorsey Ave, Annapolis, MD 21401

    *TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options!In addition to the builder's warranty, there is a 5-year roof warranty.Listing Photos are just for representation purposes of the same spec house.

    Chase Kincer VYBE Realty

    14 A Dorsey Ave, Annapolis, MD 21401
  • /18

    $3,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • /62

    $1,484,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,702 Sq Ft

    2644 Claibourne Rd, Annapolis, MD 21403

    AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. The main level showcases 9-foot ceilings and LVP hardwood floors

    Brian Wood Long & Foster Real Estate, Inc.

    2644 Claibourne Rd, Annapolis, MD 21403
  • /2

    $1,700,000 New Construction

    • 4 Beds
    • 3 Baths
    • 3,640 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors,

    Brian Jacobs Coldwell Banker Realty

    400 Jefferson St, Annapolis, MD 21403
  • /46

    $1,550,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 4,583 Sq Ft

    3259 Chrisland Dr, Annapolis, MD 21403

    Welcome Home to 3529 Chrisland Drive! This beautifully upgraded 5-bedroom, 4-bathroom home on the water is located in the highly desired neighborhood of Annapolis Cove, only minutes from downtown Annapolis. Enjoy stunning views of the water from all aspects of your new home. A gourmet open kitchen, family room, formal dining room, formal living room, sunroom, private office and half bath offer

    Michelle Kirby Coldwell Banker Realty

    3259 Chrisland Dr, Annapolis, MD 21403
  • /5

    $650,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 2,461 Sq Ft

    399 Hilltop Ln, Annapolis, MD 21403

    COMING SOON!!! Professional photos by Friday. 1 bedroom, 2 full bath apartment addition to main house.

    James Ellis Coldwell Banker Realty

    399 Hilltop Ln, Annapolis, MD 21403
  • /63

    $799,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    2657 Carrollton Rd, Annapolis, MD 21403

    Discover this fabulous four-bedroom, two-and-a-half-bath colonial perfectly sited on a beautiful lot that backs to open space, offering privacy and a picturesque setting. Hardwood floors run throughout both the first and second levels, adding warmth and continuity. The renovated kitchen and dining area feature sleek, built-in contemporary cabinetry, while the newly designed mudroom/laundry area

    Georgie Berkinshaw Coldwell Banker Realty

    2657 Carrollton Rd, Annapolis, MD 21403
  • /30

    $349,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Amberstone Ct, Annapolis, MD 21403

    Convenient Annapolis Location! Enjoy the assigned parking space right outside your front door + an additional permit for a 2nd vehicle conveys! This move-in-ready townhome features open floorplan on main living area with updated flooring & half bath. The 2nd level offers 2 spacious bedrooms, Full Bath, and Laundry & Utility Room. Top level boasts abundant Primary En-Suite featuring vaulted

    Marie Grismer Long & Foster Real Estate, Inc.

    50 Amberstone Ct, Annapolis, MD 21403

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