250

Homes for Sale near Annapolis High School

Section Image Section Image
  • 203 S Southwood Ave, Annapolis, MD 21401
    203 S Southwood Ave, Annapolis, MD 21401
    203 S Southwood Ave, Annapolis, MD 21401
    /61

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 5,091 Sq Ft

    203 S Southwood Ave, Annapolis, MD 21401

    Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a

    Tim Velasco ERA Martin Associates

    203 S Southwood Ave, Annapolis, MD 21401
  • 220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    /43

    $849,900

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    220 West St, Annapolis, MD 21401

    Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use.Completed in 2024, this property has been completely transformed from top to bottom. Every major system and

    Vishal Doddanna Keller Williams Realty Centre

    220 West St, Annapolis, MD 21401
  • 13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    /14

    $1,295,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,224 Sq Ft

    13 Elliott Rd, Annapolis, MD 21403

    House is framed and moving along quickly. Be in within 4 months. Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,200 square feet of finely crafted living space

    Colleen Smith EXP Realty, LLC

    13 Elliott Rd, Annapolis, MD 21403
  • 24 Gentry Ct, Annapolis, MD 21403
    24 Gentry Ct, Annapolis, MD 21403
    24 Gentry Ct, Annapolis, MD 21403
    /30

    $349,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    24 Gentry Ct, Annapolis, MD 21403

    Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the

    Joe Zimmerman Compass

    24 Gentry Ct, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    /45

    $1,079,990

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,483 Sq Ft

    Admiral Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    The largest floorplan in this collection, this expansive two-story home combines comfort with modern elegance. Standing at the heart of the first floor is an open-plan Great Room with a center fireplace, which melds into a well-equipped kitchen and both casual and formal dining areas to prioritize ease of living. All four bedrooms and a loft occupy the top level, including the lavish owner’s

    Lennar Builder
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
  • 303 Riding Ridge Rd, Annapolis, MD 21403
    303 Riding Ridge Rd, Annapolis, MD 21403
    303 Riding Ridge Rd, Annapolis, MD 21403
    /16

    $755,000

    Coming Soon Oct 10
    • 4 Beds
    • 2.5 Baths
    • 2,238 Sq Ft

    303 Riding Ridge Rd, Annapolis, MD 21403

    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. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and

    Ginny Nayden Long & Foster Real Estate, Inc.

    303 Riding Ridge Rd, Annapolis, MD 21403
  • 158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    158 Prince George St, Annapolis, MD 21401
    /35

    $1,425,000

    Open Sun 11AM - 1PM $174K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    158 Prince George St, Annapolis, MD 21401

    BACK ON THE MARKET - RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and

    Marion Brenner Long & Foster Real Estate, Inc.

    158 Prince George St, Annapolis, MD 21401
  • 2700 Summerview Way Unit 304, Annapolis, MD 21401
    2700 Summerview Way Unit 304, Annapolis, MD 21401
    2700 Summerview Way Unit 304, Annapolis, MD 21401
    /39

    $439,500

    • 2 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    2700 Summerview Way Unit 304, Annapolis, MD 21401

    Enjoy the Annapolis lifestyle with less maintenance and more time for everything you love. This spacious penthouse-style residence in sought-after Riva Trace offers nearly 2,000 square feet of beautifully updated living space, a main-level primary suite, flexible accommodations for guests or a home office, and exceptional community amenities—including South River access and dedicated kayak

    Jason Donovan RE/MAX Leading Edge

    2700 Summerview Way Unit 304, Annapolis, MD 21401
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /41

    $5,675,000

    $223K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career.Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    /30

    $477,900

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 425, Annapolis, MD 21401

    Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 425, Annapolis, MD 21401
  • 2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    /48

    $490,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    Good Pride Reduction. See the virtually staged photos of the living room. A great opportunity just before the summer ends. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • 1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    /44

    $489,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

    1005 Hyde Park Dr, Annapolis, MD 21403

    Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • 608 Greenbriar Ln, Annapolis, MD 21401
    608 Greenbriar Ln, Annapolis, MD 21401
    608 Greenbriar Ln, Annapolis, MD 21401
    /19

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    608 Greenbriar Ln, Annapolis, MD 21401

    Wonderful Opportunity in Annapolis!Unlock the potential of this 3-bedroom townhome and bring your vision to life. Whether you're looking for your next renovation project or an opportunity to create a home with your own personal style, this property offers outstanding potential.The home features a walkout basement, a spacious backyard with room for outdoor enjoyment, and a convenient

    LaTosha French Coast To Coast Home Consultants INC

    608 Greenbriar Ln, Annapolis, MD 21401
  • 1227 Gemini Dr Unit C, Annapolis, MD 21403
    1227 Gemini Dr Unit C, Annapolis, MD 21403
    1227 Gemini Dr Unit C, Annapolis, MD 21403
    /30

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft

    1227 Gemini Dr Unit C, Annapolis, MD 21403

    MOVE-IN READY! Beautifully updated ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a desirable Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home offers low-maintenance living with stylish updates.The bright, eat-in kitchen has been tastefully renovated with granite countertops, stainless steel

    Bob Chew Samson Properties

    1227 Gemini Dr Unit C, Annapolis, MD 21403
  • 105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    /32

    $450,000

    $32K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    105 Rosecrest Dr, Annapolis, MD 21403

    Fully Renovated Rancher in a Highly Desired Neighborhood!Welcome to this beautifully renovated rancher, featuring 4 bedrooms, 2 full bathrooms, and a fully finished basement. The main level offers beautiful hardwood floors and a completely updated kitchen featuring 42-inch cabinets, quartz countertops, a separate island, and stainless steel appliances. The spacious finished basement provides

    Andrey Privado EXP Realty, LLC

    105 Rosecrest Dr, Annapolis, MD 21403
  • 706 Howards Loop, Annapolis, MD 21401
    706 Howards Loop, Annapolis, MD 21401
    706 Howards Loop, Annapolis, MD 21401
    /40

    $520,000

    Open Sun 10AM - 12PM
    • 3 Beds
    • 4 Baths
    • 1,890 Sq Ft

    706 Howards Loop, Annapolis, MD 21401

    Welcome to this beautiful and thoughtfully updated townhome in the sought-after community of Windgate! Offering 3 spacious bedrooms, 2 full and 2 half baths, a 1-car garage, three finished levels, and a desirable bump-out, this home combines comfort, style, and convenience.The remodeled eat-in kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, gas

    Kathleen Armiger Coldwell Banker Realty

    706 Howards Loop, Annapolis, MD 21401
  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /47

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 14 A Dorsey Ave, Annapolis, MD 21401
    14 A Dorsey Ave, Annapolis, MD 21401
    /2

    $600,000

    New Construction Coming Soon Sep 24
    • 4 Beds
    • 3.5 Baths
    • 2,762 Sq Ft

    14 A Dorsey Ave, Annapolis, MD 21401

    Welcome to 14 A Dorsey Avenue, a brand new construction home offering modern design, quality finishes, and the opportunity to own a newly built home in Annapolis.Thoughtfully designed for today’s lifestyle, this home features a bright, open concept floor plan with spacious living and dining areas that flow seamlessly into the kitchen, perfect for everyday living and entertaining. Modern

    Sean Hicks LPT Realty, LLC

    14 A Dorsey Ave, Annapolis, MD 21401
  • 1070 Foxcroft Run, Annapolis, MD 21401
    1070 Foxcroft Run, Annapolis, MD 21401
    1070 Foxcroft Run, Annapolis, MD 21401
    /53

    $834,999

    Open Sun 12PM - 2PM $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,340 Sq Ft

    1070 Foxcroft Run, Annapolis, MD 21401

    Tucked away on a quiet, wooded homesite, this beautiful 4BR/3.5BA single-family home offers the perfect combination of privacy, space, and natural beauty. Sunlight fills all three finished levels, creating a bright and inviting atmosphere throughout.The upper level features three bedrooms, including a spacious primary suite with a beautiful luxury bath, dressing room, new wood flooring,

    Louis Pope Trademark Realty, Inc

    1070 Foxcroft Run, Annapolis, MD 21401
  • 145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    145 Prince George St, Annapolis, MD 21401
    /43

    $1,100,000

    $99K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,476 Sq Ft

    145 Prince George St, Annapolis, MD 21401

    Just Reduced by $100,000. Welcome to 145 Prince George St., a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting

    Dan Iampieri RE/MAX Aspire

    145 Prince George St, Annapolis, MD 21401
  • 141 Summer Village Dr, Annapolis, MD 21401
    141 Summer Village Dr, Annapolis, MD 21401
    141 Summer Village Dr, Annapolis, MD 21401
    /49

    $775,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 4.5 Baths
    • 3,560 Sq Ft

    141 Summer Village Dr, Annapolis, MD 21401

    This former model end-unit townhome sits on one of the prettiest lots in Riva Trace, adjacent to open space for extra privacy. Oversized windows and skylights fill the home with natural light, creating a garden-like glow in the spacious living room beneath its vaulted ceiling. A two-sided gas fireplace warms both the living and family rooms, and the family room opens to a covered porch — an easy

    Barbara Bohan Long & Foster Real Estate, Inc.

    141 Summer Village Dr, Annapolis, MD 21401
  • 5 President Point Dr Unit A2, Annapolis, MD 21403
    5 President Point Dr Unit A2, Annapolis, MD 21403
    5 President Point Dr Unit A2, Annapolis, MD 21403
    /45

    $799,000

    • 1 Bed
    • 1 Bath
    • 923 Sq Ft

    5 President Point Dr Unit A2, Annapolis, MD 21403

    Welcome to waterfront living at The Point, one of Annapolis’ most desirable communities on Spa Creek. Thoughtfully designed to showcase the water, this one-bedroom, one-bath condo features beautiful hardwood floors, stunning Spa Creek views, and two private balconies, perfect for taking in the waterfront scenery. The updated kitchen features high end appliances and upgraded countertops, creating

    Maggie Richards Berkshire Hathaway HomeServices PenFed Realty

    5 President Point Dr Unit A2, Annapolis, MD 21403
  • 1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    1812 Shore Dr, Annapolis, MD 21401
    /101

    $1,149,000

    $51K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,240 Sq Ft

    1812 Shore Dr, Annapolis, MD 21401

    Enjoy unobstructed Saltworks Creek views from this beautifully situated home in Severn Grove, a sought-after, water-privileged community minutes from downtown Annapolis. Designed across three spacious levels, the light-filled home features an open floor plan, wood floors, two fireplaces, and multiple decks plus a screened porch.The main level includes an island kitchen, living room,

    Day Weitzman Coldwell Banker Realty

    1812 Shore Dr, Annapolis, MD 21401
  • 95 Harbour Heights Dr, Annapolis, MD 21401
    95 Harbour Heights Dr, Annapolis, MD 21401
    95 Harbour Heights Dr, Annapolis, MD 21401
    /12

    $375,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,516 Sq Ft

    95 Harbour Heights Dr, Annapolis, MD 21401

    PHOTOS COMING . This sun-filled home is located in the lovely Harbour Heights. Awaiting your special touch, this home features hardwood floors, crown molding, granite kitchen counters, stainless steel appliances and a deck that backs to trees. The Owner's suite has vaulted ceilings and a spacious walk-in closet. Close to restaurants and shopping, Rt 50 and minutes from downtown Annapolis and

    Novera King Samson Properties

    95 Harbour Heights Dr, Annapolis, MD 21401
  • 3 Mooring Point Ct, Annapolis, MD 21403
    3 Mooring Point Ct, Annapolis, MD 21403
    3 Mooring Point Ct, Annapolis, MD 21403
    /58

    $445,000

    • 3 Beds
    • 3.5 Baths
    • 1,548 Sq Ft

    3 Mooring Point Ct, Annapolis, MD 21403

    Discover Your Dream Home in Coveted Mariner’s Point!Perfectly positioned in the highly sought-after Mariner’s Point community of Eastport-Annapolis, this charming end-of-row townhome offers the ultimate blend of convenience, comfort, and coastal living. Just moments from the Chesapeake Bay, it provides a peaceful retreat while keeping you effortlessly close to the rich history, dining,

    Joseph Fagiolo Greater Annapolis Realty

    3 Mooring Point Ct, Annapolis, MD 21403
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 120 Island View Dr, Annapolis, MD 21401
    120 Island View Dr, Annapolis, MD 21401
    120 Island View Dr, Annapolis, MD 21401
    /135

    $1,999,900

    • 4 Beds
    • 4.5 Baths
    • 3,062 Sq Ft

    120 Island View Dr, Annapolis, MD 21401

    Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just

    Boyd Grainger Pearson Smith Realty, LLC

    120 Island View Dr, Annapolis, MD 21401
  • 907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    /48

    $750,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,053 Sq Ft

    907 Monroe St, Annapolis, MD 21403

    Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes

    Parker Jones Engel & Völkers Annapolis

    907 Monroe St, Annapolis, MD 21403
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • 402 Fair Hill Ct, Annapolis, MD 21403
    402 Fair Hill Ct, Annapolis, MD 21403
    402 Fair Hill Ct, Annapolis, MD 21403
    /68

    $784,900

    • 4 Beds
    • 2.5 Baths
    • 3,177 Sq Ft

    402 Fair Hill Ct, Annapolis, MD 21403

    Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty

    Jack Papaleonti Academy Realty Inc.

    402 Fair Hill Ct, Annapolis, MD 21403
  • 1309 President St, Annapolis, MD 21403
    1309 President St, Annapolis, MD 21403
    1309 President St, Annapolis, MD 21403
    /67

    $575,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    1309 President St, Annapolis, MD 21403

    There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and

    Stealey Ashley Coldwell Banker Realty

    1309 President St, Annapolis, MD 21403
  • 2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    /34

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2915 South Ct, Annapolis, MD 21401

    Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space.Outside, the property becomes your private gateway to the South River. A private pier

    Brad Kappel TTR Sotheby's International Realty

    2915 South Ct, Annapolis, MD 21401
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $265,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 228 Dewey Dr, Annapolis, MD 21401
    228 Dewey Dr, Annapolis, MD 21401
    228 Dewey Dr, Annapolis, MD 21401
    /49

    $745,000

    Open Fri 5PM - 7PM
    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft

    228 Dewey Dr, Annapolis, MD 21401

    Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location.The main level is filled with natural light and features warm hardwood floors and an open, easy

    Teresa Klem Long & Foster Real Estate, Inc.

    228 Dewey Dr, Annapolis, MD 21401
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $96,000

    $46K PRICE INCREASE
    • Land
    • 10,018 Sq Ft
    • $417,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    POST AUCTION! Make an offer, buy it now! Deposit: $10,000.This +/- 10,000 ft² parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to major traffic artery Forest Dr. This property is vacant.

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    /49

    $614,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new

    Steven Lane LPT Realty, LLC

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    /39

    $799,900

    $50K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    418 Chesapeake Ave, Annapolis, MD 21403

    Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath.

    Steven Knopf Engel & Völkers Annapolis

    418 Chesapeake Ave, Annapolis, MD 21403
  • 602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    /46

    $579,900

    $20K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft

    602 James Walker Place, Annapolis, MD 21037

    Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience.Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage.Gourmet Dream Kitchen:

    Qiang Tian Taylor Properties

    602 James Walker Place, Annapolis, MD 21037
  • 38 Heritage Ct, Annapolis, MD 21401
    38 Heritage Ct, Annapolis, MD 21401
    38 Heritage Ct, Annapolis, MD 21401
    /30

    $265,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    38 Heritage Ct, Annapolis, MD 21401

    **Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living.Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for

    Olga Kogan Allfirst Realty, Inc.

    38 Heritage Ct, Annapolis, MD 21401
  • 2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    /59

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,533 Sq Ft

    2691 Claibourne Rd, Annapolis, MD 21403

    Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining.Step inside to hardwood floors and light-filled

    Danielle Franz EXP Realty, LLC

    2691 Claibourne Rd, Annapolis, MD 21403

Showing Results 161 - 200, Page 5 of 7

Maryland Anne Arundel County Annapolis

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