255

Luxury Homes for Sale in Annapolis, MD

Section Image Section Image Section Image
  • 78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    /37

    $705,000

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409

    PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout.

    Shannon Thayer Douglas Realty, LLC

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
  • 700 Arundel Place, Annapolis, MD 21401
    700 Arundel Place, Annapolis, MD 21401
    700 Arundel Place, Annapolis, MD 21401
    /12

    $700,000

    • Land
    • 0.55 Acre
    • $1,272,727 per Acre

    700 Arundel Place, Annapolis, MD 21401

    An exceptional opportunity to create not one, but two custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as

    Colleen Smith EXP Realty, LLC

    700 Arundel Place, Annapolis, MD 21401
  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    /24

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401

    Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
  • 2804 Pennypond Ln N, Annapolis, MD 21401
    2804 Pennypond Ln N, Annapolis, MD 21401
    2804 Pennypond Ln N, Annapolis, MD 21401
    /5

    $695,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 1,845 Sq Ft

    2804 Pennypond Ln N, Annapolis, MD 21401

    Coming Soon!

    Agent Photo

    Kristi Neidhardt

    Northrop Realty

    (410) 604-8601

    2804 Pennypond Ln N, Annapolis, MD 21401
  • 1576 Saint Margarets Rd, Annapolis, MD 21409
    1576 Saint Margarets Rd, Annapolis, MD 21409
    1576 Saint Margarets Rd, Annapolis, MD 21409
    /44

    $690,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    1576 Saint Margarets Rd, Annapolis, MD 21409

    Welcome to 1576 St. Margaret’s Road, a meticulously rebuilt rancher set on a peaceful 1.89-acre level lot. If you’ve been searching for single-level living with room to breathe, this is the one. The spacious layout offers a seamless flow between the living and dining areas, creating the perfect setting for both everyday living and entertaining. With two bedrooms and a full bath on each side of

    Anthony Scholl Taylor Properties

    1576 Saint Margarets Rd, Annapolis, MD 21409
  • 78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
    /20

    $678,900 New Construction

    • 3 Beds
    • 2 - 3.5 Baths
    • 1,729+ Sq Ft

    Element 3 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /92

    $675,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403

    Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style and comfort. This Bayfront community

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • 218 Wesley Brown Ln, Annapolis, MD 21401
    218 Wesley Brown Ln, Annapolis, MD 21401
    218 Wesley Brown Ln, Annapolis, MD 21401
    /43

    $675,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5 Baths
    • 2,652 Sq Ft

    218 Wesley Brown Ln, Annapolis, MD 21401

    This rarely available 4-story luxury townhome offers over 2,600 square feet of beautifully designed living space in one of Annapolis’ most sought-after communities. Highly desirable for their open floor plans and exceptional parking, these end-unit townhomes rarely come to market. This property offers four private parking spaces—two in the garage and two in the driveway—an uncommon find for

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    218 Wesley Brown Ln, Annapolis, MD 21401
  • 7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    /39

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    Look no further! Welcome to Chesapeake Harbour, one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 5 Park Place Unit 102, Annapolis, MD 21401
    5 Park Place Unit 102, Annapolis, MD 21401
    5 Park Place Unit 102, Annapolis, MD 21401
    /39

    $669,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    5 Park Place Unit 102, Annapolis, MD 21401

    Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a

    Greg Beckman Coldwell Banker Realty

    5 Park Place Unit 102, Annapolis, MD 21401
  • 1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    /47

    $650,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot included! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. Build a detached garage with extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • 5 Park Place Unit 626, Annapolis, MD 21401
    5 Park Place Unit 626, Annapolis, MD 21401
    5 Park Place Unit 626, Annapolis, MD 21401
    /42

    $649,999

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    5 Park Place Unit 626, Annapolis, MD 21401

    This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 626, Annapolis, MD 21401
  • 100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    /59

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • 1337 Swan Dr, Annapolis, MD 21409
    1337 Swan Dr, Annapolis, MD 21409
    /2

    $649,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    1337 Swan Dr, Annapolis, MD 21409

    REMARKS AND PICTURE COMING SOON.

    Curtis LeMay Real Estate Depot

    1337 Swan Dr, Annapolis, MD 21409
  • 512 Deep Creek View, Annapolis, MD 21409
    512 Deep Creek View, Annapolis, MD 21409
    512 Deep Creek View, Annapolis, MD 21409
    /31

    $639,000

    • 3 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    512 Deep Creek View, Annapolis, MD 21409

    Gorgeous Coastal-Inspired Townhome in the Highly Desirable Deep Creek Village. This stunning townhome truly has it all, with thoughtful upgrades and designer finishes on every level. A welcoming, spacious foyer with a custom niche sets the tone as you enter the home.The beautifully appointed kitchen features upscale stainless steel appliances, neutral luxury cabinetry, granite countertops, and a

    Alex Hodges Cottage Street Realty LLC

    512 Deep Creek View, Annapolis, MD 21409
  • 709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    /36

    $637,500

    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • 76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409
    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409
    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409
    /33

    $632,400 New Construction

    • 2 Beds
    • 2 Baths
    • 1,558 Sq Ft

    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 310, Annapolis, MD 21409
  • 3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    3410 Newport Ave, Annapolis, MD 21403
    /44

    $630,000

    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    3410 Newport Ave, Annapolis, MD 21403

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Colonial nestled in the highly sought-after Arundel on the Bay community in Annapolis. This sun-drenched home features a bright and open floor plan with contemporary doors and trim, new replacement windows, and gleaming hardwood floors throughout the main level. The gourmet kitchen is a chef’s delight, showcasing 42" white shaker cabinets,

    Irina Mironova Douglas Realty, LLC

    3410 Newport Ave, Annapolis, MD 21403
  • 79 Windwhisper Ln, Annapolis, MD 21403
    79 Windwhisper Ln, Annapolis, MD 21403
    79 Windwhisper Ln, Annapolis, MD 21403
    /21

    $629,999

    • 4 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    79 Windwhisper Ln, Annapolis, MD 21403

    Motivated Sellers!! Price Just Improved!! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring,

    Agent Photo

    Kristen Quinn

    Realty Navigator

    (443) 402-3711

    79 Windwhisper Ln, Annapolis, MD 21403
  • 860 Woodmont Rd, Annapolis, MD 21401
    860 Woodmont Rd, Annapolis, MD 21401
    860 Woodmont Rd, Annapolis, MD 21401
    /55

    $629,000 Open Sat 1:30PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    860 Woodmont Rd, Annapolis, MD 21401

    Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in the highly sought-after, amenity-rich Heritage Harbour community in Annapolis. Thoughtfully designed for comfortable main-level living, this home features a spacious primary suite with a gorgeous updated bath and walk-in closet, along with a second bedroom, 2nd updated full bath, and convenient main-level laundry.The

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 883-7342

    860 Woodmont Rd, Annapolis, MD 21401
  • 40 Windwhisper Ln, Annapolis, MD 21403
    40 Windwhisper Ln, Annapolis, MD 21403
    40 Windwhisper Ln, Annapolis, MD 21403
    /69

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 1,855 Sq Ft

    40 Windwhisper Ln, Annapolis, MD 21403

    Recently Refreshed and Brand-New Roof to be installed by seller prior to closing!!! Ready for showings this week!! Welcome to 40 Windwhisper Lane, Updated 4 bedroom and 2.5 bath home, including a bedroom and half bath conveniently located on the main level. Enjoy an updated kitchen and numerous renovations throughout, complemented by fresh new paint, lighting, and moldings. Other updates include

    Joanna Dalton Coldwell Banker Realty

    40 Windwhisper Ln, Annapolis, MD 21403
  • 755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    /44

    $619,950

    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
    /22

    $614,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
  • 906 Perry Landing Ct, Annapolis, MD 21401
    906 Perry Landing Ct, Annapolis, MD 21401
    906 Perry Landing Ct, Annapolis, MD 21401
    /59

    $609,900

    • 2 Beds
    • 2.5 Baths
    • 2,569 Sq Ft

    906 Perry Landing Ct, Annapolis, MD 21401

    Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and an unmatched lifestyle.This spacious end-unit villa boasts over 2,500 square feet of living space and is filled with natural light thanks to its desirable end-unit location. Freshly painted throughout with brand new flooring and carpet, this home is truly move-in ready and features soaring ceilings

    Jack Papaleonti Academy Realty Inc.

    906 Perry Landing Ct, Annapolis, MD 21401
  • 1223 Madison St, Annapolis, MD 21403
    1223 Madison St, Annapolis, MD 21403
    1223 Madison St, Annapolis, MD 21403
    /36

    $609,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,488 Sq Ft

    1223 Madison St, Annapolis, MD 21403

    Fully updated 4-bedroom, 2-bath home in the heart of Eastport offering modern finishes, flexible living space, and a walkable location just minutes from downtown Annapolis, marinas, restaurants, and waterfront parks. The main level features a bright living room, dining area, and upgraded kitchen with stainless steel appliances. Three bedrooms and one full bath complete this level, along with

    Michelle Boretti Coldwell Banker Realty

    1223 Madison St, Annapolis, MD 21403
  • 14 A Dorsey Ave, Annapolis, MD 21401
    14 A Dorsey Ave, Annapolis, MD 21401
    14 A Dorsey Ave, Annapolis, MD 21401
    /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.

    Sean Hicks LPT Realty, LLC

    14 A Dorsey Ave, Annapolis, MD 21401
  • 2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    /66

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. Inside, the additional square footage an end unit offers creates an open floor plan bathed in sunlight, thanks to windows on three sides. The living spaces are airy and inviting,

    Lorna Kaim Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • 730 Rosedale St, Annapolis, MD 21401
    730 Rosedale St, Annapolis, MD 21401
    730 Rosedale St, Annapolis, MD 21401
    /41

    $595,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    730 Rosedale St, Annapolis, MD 21401

    Welcome to 730 Rosedale St, Annapolis, MD 21401—a traditional detached home offering a comfortable and functional layout in a convenient location. This residence features three bedrooms, two full bathrooms, and one half bathroom, providing ample space for a variety of living arrangements. Inside, the home features hardwood flooring on the first floor and carpet flooring throughout the remaining

    Bob Chew Samson Properties

    730 Rosedale St, Annapolis, MD 21401
  • 2707 Judson Place, Annapolis, MD 21401
    2707 Judson Place, Annapolis, MD 21401
    2707 Judson Place, Annapolis, MD 21401
    /44

    $590,000

    • 3 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    2707 Judson Place, Annapolis, MD 21401

    Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy

    Robert Sampson Taylor Properties

    2707 Judson Place, Annapolis, MD 21401
  • 102 Vanguard Ln, Annapolis, MD 21401
    102 Vanguard Ln, Annapolis, MD 21401
    102 Vanguard Ln, Annapolis, MD 21401
    /29

    $585,900

    • 4 Beds
    • 5 Baths
    • 2,000 Sq Ft

    102 Vanguard Ln, Annapolis, MD 21401

    Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that

    Nina Thompson RE/MAX Concierge Realty

    102 Vanguard Ln, Annapolis, MD 21401
  • 721 Fairway Dr, Annapolis, MD 21409
    721 Fairway Dr, Annapolis, MD 21409
    721 Fairway Dr, Annapolis, MD 21409
    /44

    $585,000

    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    721 Fairway Dr, Annapolis, MD 21409

    Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • 1041 Skyview Dr, Annapolis, MD 21409
    1041 Skyview Dr, Annapolis, MD 21409
    1041 Skyview Dr, Annapolis, MD 21409
    /63

    $584,900

    • 4 Beds
    • 3 Baths
    • 1,960 Sq Ft

    1041 Skyview Dr, Annapolis, MD 21409

    Welcome to this beautifully updated split foyer home in the highly desirable community of Cape St. Claire! Offering 4 spacious bedrooms and 3 full bathrooms, this turnkey property combines modern upgrades with comfortable living. The fully renovated kitchen features brand-new cabinetry, stylish countertops, and new stainless steel appliances — perfect for everyday living and entertaining alike.

    Paulo Machado Keller Williams Flagship

    1041 Skyview Dr, Annapolis, MD 21409
  • 1407 Brenwoode Rd, Annapolis, MD 21409
    1407 Brenwoode Rd, Annapolis, MD 21409
    1407 Brenwoode Rd, Annapolis, MD 21409
    /34

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    1407 Brenwoode Rd, Annapolis, MD 21409

    Welcome to 1407 Brenwoode Rd. This spacious 3-bedroom home (with potential 4th bedroom /bonus room in basement), is ideally situated in one of Annapolis’ most sought-after communities on the Broadneck Peninsula. Experience the charm of neighboring Cape St. Claire, where community, convenience, and coastal living come together. Freshly painted and ready for your finishing touches, the home

    Andrea Scheidt Engel & Völkers Annapolis

    1407 Brenwoode Rd, Annapolis, MD 21409
  • 5 Park Place Unit 107, Annapolis, MD 21401
    5 Park Place Unit 107, Annapolis, MD 21401
    5 Park Place Unit 107, Annapolis, MD 21401
    /29

    $575,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    5 Park Place Unit 107, Annapolis, MD 21401

    ***Major Price Reduction***Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a

    Wemmy Collins Redfin Corp

    5 Park Place Unit 107, Annapolis, MD 21401
  • 1001 Timber Creek Dr, Annapolis, MD 21403
    1001 Timber Creek Dr, Annapolis, MD 21403
    1001 Timber Creek Dr, Annapolis, MD 21403
    /28

    $569,900 Open House 4/11

    • 4 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1001 Timber Creek Dr, Annapolis, MD 21403

    Welcome to 1001 Timber Creek Drive, a fully renovated 4-bedroom home, close to Eastport and downtown, but convenient to Quiet Waters and the Annapolis Neck. Step inside, and you will notice how versatile the home is. Upstairs, the light filled family room has built-in cabinets that surround a gas fireplace. This area opens to both the brand new deck, and to the kitchen area. The open floor plan

    Jen Denney EXP Realty, LLC

    1001 Timber Creek Dr, Annapolis, MD 21403
  • 2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    /28

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403

    Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby

    Sarah Greenlee Morse TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
  • 1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    1002 Tyler Ave, Annapolis, MD 21403
    /33

    $565,000

    • 5 Beds
    • 2 Baths
    • 1,920 Sq Ft

    1002 Tyler Ave, Annapolis, MD 21403

    Location Location location!!Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully

    Cecilia Beltran Smart Realty, LLC

    1002 Tyler Ave, Annapolis, MD 21403
  • 5 Park Place Unit 314, Annapolis, MD 21401
    5 Park Place Unit 314, Annapolis, MD 21401
    5 Park Place Unit 314, Annapolis, MD 21401
    /22

    $564,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    5 Park Place Unit 314, Annapolis, MD 21401

    Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis fine restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval Academy. Surrounded by the

    William Hyland Anne Arundel Properties, Inc.

    5 Park Place Unit 314, Annapolis, MD 21401
  • 31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    31 College Ave, Annapolis, MD 21401
    /26

    $550,000

    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    31 College Ave, Annapolis, MD 21401

    Unbeatable USNA Proximity! Perfectly Located to enjoy all of what downtown Annapolis has to offer! This delightful one-level condo at 31 College Ave places you in the premier location, literally neighbors with the Naval Academy and St. John’s. Enjoy a functional, open floor plan with a decorative fireplace, gas cooking, and a luxurious custom bath in the primary suite. Includes basement storage

    Steven Knopf Engel & Völkers Annapolis

    31 College Ave, Annapolis, MD 21401

Showing Results 121 - 160, Page 4 of 7

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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