249

Annapolis, MD Homes for Sale

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  • 1181 Ramblewood Dr, Annapolis, MD 21409
    1181 Ramblewood Dr, Annapolis, MD 21409
    1181 Ramblewood Dr, Annapolis, MD 21409
    /51

    $670,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    1181 Ramblewood Dr, Annapolis, MD 21409

    Beautifully Updated 4BR Colonial in Highly Sought-After Cape St. Claire! This move-in ready home has been thoughtfully modernized and offers an inviting, open flow throughout. The remodeled kitchen features updated flooring and a wall removed to create a bright, seamless connection to the family room—perfect for everyday living, hosting, and entertaining. From the kitchen, step directly onto the

    Mary Anne Long Keller Williams Realty Centre

    1181 Ramblewood Dr, Annapolis, MD 21409
  • 524 Ridge Rd, Annapolis, MD 21401
    524 Ridge Rd, Annapolis, MD 21401
    524 Ridge Rd, Annapolis, MD 21401
    /53

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,944 Sq Ft

    524 Ridge Rd, Annapolis, MD 21401

    Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an

    John Kreamer Taylor Properties

    524 Ridge Rd, Annapolis, MD 21401
  • 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
    /24

    $594,000

    • 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 your marina-front pearl in the coveted Chesapeake Harbour community with a 24-hour guarded gate. This 1-bedroom, 1.5-bath terrace-level condo blends coastal charm with resort-style amenities — All centered around one of the most breathtaking views in Annapolis. The Unit has been completely rehabbed from its original owners. There are a few little things

    Steven Lane Keller Williams Legacy

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 103 Stilly Way, Annapolis, MD 21403
    103 Stilly Way, Annapolis, MD 21403
    103 Stilly Way, Annapolis, MD 21403
    /21

    $1,161,840 New Construction

    • 5 Beds
    • 5.5 Baths
    • 10,400 Sq Ft

    103 Stilly Way, Annapolis, MD 21403

    This expansive two-story home is designed for both everyday comfort and unforgettable entertaining. It opens with a formal dining room off the foyer, leading into a gourmet kitchen that flows effortlessly into the breakfast nook, morning room, and a cozy sitting area—perfect for lingering conversations or quiet mornings. The Great Room, complete with a charming fireplace, anchors the main level

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 584-3494

    103 Stilly Way, Annapolis, MD 21403
  • 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

    $735,000 Open House 11/29

    • 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
  • 1366 Almond Dr, Annapolis, MD 21409
    1366 Almond Dr, Annapolis, MD 21409
    1366 Almond Dr, Annapolis, MD 21409
    /10

    $415,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    1366 Almond Dr, Annapolis, MD 21409

    Sought after townhome in the Walnut Ridge community! This newly updated home offers the perfect blend of style and functionality across two levels. The heart of the home showcases a stunning new kitchen featuring crisp white cabinets and sleek quartz countertops that flow seamlessly into the dining area - perfect for both casual meals and entertaining. The main level greets you with an inviting

    Jody Buck Cummings & Co. Realtors

    1366 Almond Dr, Annapolis, MD 21409
  • 128 Merryman Ct, Annapolis, MD 21401
    128 Merryman Ct, Annapolis, MD 21401
    128 Merryman Ct, Annapolis, MD 21401
    /52

    $260,000

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft

    128 Merryman Ct, Annapolis, MD 21401

    Welcome home to this cozy 2 bedroom condo townhouse in the heart of Annapolis. New flooring throughout the main level. In the kitchen find granite countertops, updated appliances, and added counter and cabinet space. Another new item is the washer/dryer. New carpet up the stairs in in both bedrooms. Both the downstairs half bath and upstairs full bath are updated as well. This property is in turn

    Christopher Fuller Long & Foster Real Estate, Inc.

    128 Merryman Ct, Annapolis, MD 21401
  • 30 Gentry Ct, Annapolis, MD 21403
    30 Gentry Ct, Annapolis, MD 21403
    30 Gentry Ct, Annapolis, MD 21403
    /33

    $349,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    30 Gentry Ct, Annapolis, MD 21403

    Welcome to 30 Gentry Court, a charming three-bedroom, two-and-a-half-bath townhouse located in the desirable Gentry community of Annapolis. This well-maintained home offers approximately 1,460 square feet of comfortable living space across three levels, blending timeless appeal with many thoughtful updates. The main level features a bright and open layout with a seamless flow between the living,

    Robert Weitzman Coldwell Banker Realty

    30 Gentry Ct, Annapolis, MD 21403
  • 1199 Ramblewood Dr, Annapolis, MD 21409
    1199 Ramblewood Dr, Annapolis, MD 21409
    /2

    $480,000

    • 4 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    1199 Ramblewood Dr, Annapolis, MD 21409

    Make your own dream home in the charming and water-privileged community of Cape St Claire! This delightful rancher of 4 main floor bedrooms and 2.5 baths. Nestled on a large lot, the property offers plenty of outdoor space for relaxation and play. Plus, with a full basement, the possibilities for additional storage or recreational space are endless. The large deck across the back of the home

    Stacy Early Long & Foster Real Estate, Inc.

    1199 Ramblewood Dr, Annapolis, MD 21409
  • 621 Wood Lot Trail Rd, Annapolis, MD 21401
    621 Wood Lot Trail Rd, Annapolis, MD 21401
    621 Wood Lot Trail Rd, Annapolis, MD 21401
    /44

    $894,900 Open Sun 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,970 Sq Ft

    621 Wood Lot Trail Rd, Annapolis, MD 21401

    Coming Soon! First open house scheduled for Sunday, November 23, 2025 from 2-4pm. Come see this well cared for 5 bedroom, 3.5 bath house in the sought after community of The Ridges. Located on a private, 1.43 acre wooded lot, this lovely home features recent updates and is move in ready! More information forthcoming.

    Kathryn Sullivan RE/MAX Distinctive Real Estate, Inc.

    621 Wood Lot Trail Rd, Annapolis, MD 21401
  • 1913 Dulaney Place, Annapolis, MD 21409
    1913 Dulaney Place, Annapolis, MD 21409
    1913 Dulaney Place, Annapolis, MD 21409
    /69

    $925,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 2 Baths
    • 2,969 Sq Ft

    1913 Dulaney Place, Annapolis, MD 21409

    The perfect blend of 1950s charm and modern Annapolis living, situated steps from the water and an easy walk or bike ride across the Naval Academy Bridge to West Annapolis and the historic downtown area. This classic Pendennis Mount ranch-style home, built in 1959, has been beautifully updated. Step inside to find the home's original character with hardwood floors, now opened up into a generous

    Jamie Angichiodo RE/MAX Leading Edge

    1913 Dulaney Place, Annapolis, MD 21409
  • 110 Bikram Terrace, Annapolis, MD 21403
    110 Bikram Terrace, Annapolis, MD 21403
    110 Bikram Terrace, Annapolis, MD 21403
    /86

    $689,000 Open Thu 10:30AM - 12:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,229 Sq Ft

    110 Bikram Terrace, Annapolis, MD 21403

    Open House Thursday 11/20 10:30am to 12:30pm. Welcome To 110 Bikram Ter – Classic Annapolis Living Meets Modern Luxury! Experience the best of Annapolis in this classic, all-brick, 3-story townhouse built in late 2023 and still under warranty. Perfectly located just minutes from downtown Annapolis, this turnkey home offers the ideal blend of luxury, convenience, and lifestyle.Prime Location.

    Rene' Butta Coldwell Banker Realty

    110 Bikram Terrace, Annapolis, MD 21403
  • 332 Charred Oak Ct, Annapolis, MD 21409
    332 Charred Oak Ct, Annapolis, MD 21409
    /2

    $395,000 Open House 11/29

    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    332 Charred Oak Ct, Annapolis, MD 21409

    Welcome to this bright and spacious end-unit townhome in Whispering Woods. Fresh paint and brand-new carpet set the stage for a welcoming feeling as soon as you walk in. The new roof (to be installed by December 5th) will bring peace of mind for years to come. On the main level, the home opens up beautifully. The large kitchen offers plenty of room to cook, gather, and enjoy casual meals at the

    Agent Photo

    Gina White

    Coldwell Banker Realty

    (410) 343-4542

    332 Charred Oak Ct, Annapolis, MD 21409
  • 9 Silverwood Cir Unit 3, Annapolis, MD 21403
    9 Silverwood Cir Unit 3, Annapolis, MD 21403
    9 Silverwood Cir Unit 3, Annapolis, MD 21403
    /39

    $275,000

    • 2 Beds
    • 2 Baths

    9 Silverwood Cir Unit 3, Annapolis, MD 21403

    Fully refreshed interiors, bright living spaces, and a location close to Annapolis favorites.This updated 2-bedroom, 2-bath condo features a clean, modern layout with new flooring, fresh paint, and a remodeled kitchen featuring sleek white cabinets, stainless steel appliances, and plenty of prep space. The open living and dining areas feel airy and comfortable, with large windows and a slider

    Chris Craddock EXP Realty, LLC

    9 Silverwood Cir Unit 3, Annapolis, MD 21403
  • 219 Glen Ave, Annapolis, MD 21401
    219 Glen Ave, Annapolis, MD 21401
    219 Glen Ave, Annapolis, MD 21401
    /23

    $675,000

    • 2 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    219 Glen Ave, Annapolis, MD 21401

    OPEN SUNDAY 1-3 PM! Discover this enchanting 2 BR, 3 level Gingerbread Cottage in the heart of popular Homewood! A rare Sears 1929 kit home, it has been lovingly restored to showcase its historic charm, featuring original hardwood floors throughout, plaster walls, curved archways and a wonderfully preserved eat-in Kitchen complete with banquet booth. The main level offers an inviting flow: a

    Moe Farley Coldwell Banker Realty

    219 Glen Ave, Annapolis, MD 21401
  • 39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    /92

    $3,750,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 5,289 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • 120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • 39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    /43

    $480,000

    • 4 Beds
    • 1 Bath
    • 1,440 Sq Ft

    39 Oak Ct, Annapolis, MD 21401

    COMMERCIAL AND/OR RESIDENTIAL USE!!Discover the perfect blend of comfort and functionality with this well-maintained property! Offering flexible zoning for residential or commercial use, it includes 4 bedrooms or offices, a roomy kitchen, and a spacious backyard with a shed connected to a large workshop and loft — perfect for hobbies, storage, or a home business.

    Betsy Marshall Willow Oaks Realty, LLC.

    39 Oak Ct, Annapolis, MD 21401
  • 3130 Starboard Dr, Annapolis, MD 21403
    3130 Starboard Dr, Annapolis, MD 21403
    3130 Starboard Dr, Annapolis, MD 21403
    /76

    $1,350,000

    • 5 Beds
    • 2.5 Baths
    • 2,727 Sq Ft

    3130 Starboard Dr, Annapolis, MD 21403

    Welcome to your dream home nestled in the sought after water privileged community of Anchorage, where life meets comfort and recreation. This stunning 5 bedroom, 2.5 bath beauty is designed for both relaxation and entertainment, offering a perfect blend of modern updates and classic charm.Step inside to discover a bright and airy open concept living space, enhanced by an updated kitchen

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    (410) 431-2523

    3130 Starboard Dr, Annapolis, MD 21403
  • 1831 Drew St, Annapolis, MD 21401
    1831 Drew St, Annapolis, MD 21401
    1831 Drew St, Annapolis, MD 21401
    /44

    $570,000

    • 5 Beds
    • 2 Baths
    • 2,236 Sq Ft

    1831 Drew St, Annapolis, MD 21401

    Completely renovated home with modern finishes and updates throughout. This property boasts two brand new updated bathrooms with dual-sink vanities, walk-in showers and tile flooring. Additional upgrades include electrical system with new electrical panel, brand-new HVAC and boiler installed in 2025, interior sprinkler system for added peace of mind and safety, new LVP and carpet flooring,

    Milbia Moreno Keller Williams Gateway LLC

    1831 Drew St, Annapolis, MD 21401
  • 1424 Millwood Ct, Annapolis, MD 21409
    1424 Millwood Ct, Annapolis, MD 21409
    1424 Millwood Ct, Annapolis, MD 21409
    /32

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1424 Millwood Ct, Annapolis, MD 21409

    This lovely townhome offers three finished levels of living space on a quiet court backing to trees. This location is ideal for commuters as it is an easy hop onto Route 50 to get anywhere you need to go, or onto College Parkway to head north to Baltimore. The cozy living room with fireplace welcomes you upon entry and there is ample room for a table in the kitchen. The main level also includes a

    Michele Deckman TTR Sotheby's International Realty

    1424 Millwood Ct, Annapolis, MD 21409
  • 2013 Warners Terrace S Unit 348, Annapolis, MD 21401
    2013 Warners Terrace S Unit 348, Annapolis, MD 21401
    2013 Warners Terrace S Unit 348, Annapolis, MD 21401
    /23

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2013 Warners Terrace S Unit 348, Annapolis, MD 21401

    Welcome to this stunning 3-bedroom, 2-bath condo nestled in the desirable Rivergate community of Annapolis. With it's recent renovations from top to bottom, this home combines modern elegance with comfort and functionality.Step inside to find a bright, open floor plan with soaring ceilings and a loft that offers flexible space for a home office, den, or guest area. The beautifully updated

    Sarah Martin Long & Foster Real Estate, Inc.

    2013 Warners Terrace S Unit 348, Annapolis, MD 21401
  • 1860 Lindamoor Ln, Annapolis, MD 21401
    1860 Lindamoor Ln, Annapolis, MD 21401
    1860 Lindamoor Ln, Annapolis, MD 21401
    /48

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,728 Sq Ft

    1860 Lindamoor Ln, Annapolis, MD 21401

    Gorgeous Modern Farmhouse with upgraded large kitchen, spacious great room with stone fireplace, 3 bedrooms, 3 full baths. Lower level has charming in law/teen suite with full kitchen. 2 Car Garage built for large SUV's., separate dining room and a den that oversees a beautiful inground pool with waterfall. Pool area fenced on side yard so pets have a space! Large lot features garden and large

    Sherrie Weeks Douglas Realty, LLC

    1860 Lindamoor Ln, Annapolis, MD 21401
  • 1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    /22

    $419,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1808 Lincoln Dr, Annapolis, MD 21401

    Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an

    Gina Gargeu Century 21 Downtown

    1808 Lincoln Dr, Annapolis, MD 21401
  • 16 Brice Rd, Annapolis, MD 21409
    16 Brice Rd, Annapolis, MD 21409
    16 Brice Rd, Annapolis, MD 21409
    /8

    $900,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    16 Brice Rd, Annapolis, MD 21409

    This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for

    Barbara Whitaker Douglas Realty, LLC

    16 Brice Rd, Annapolis, MD 21409
  • 122 Waterline Ct, Annapolis, MD 21401
    122 Waterline Ct, Annapolis, MD 21401
    122 Waterline Ct, Annapolis, MD 21401
    /44

    $615,000

    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft

    122 Waterline Ct, Annapolis, MD 21401

    Elegant and refined, this home is the upscale Annapolis residence you've been dreaming of! [Open Saturday, 2:30-4:30PM!] The current owners have upgraded this home throughout for gracious living just minutes from Downtown Annapolis, Eastport, marinas, and restaurants. Standout features include a gourmet kitchen, high ceilings, upgraded wood floors, and a fourth-floor loft suite. This end-unit

    Jennifer Holden Compass

    122 Waterline Ct, Annapolis, MD 21401
  • 2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    2203 Mulberry Hill Rd, Annapolis, MD 21409
    /19

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,994 Sq Ft

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    Bring your personal touch to this waterfront get away and enjoy the waterfront lifestyle! Waterfront Suisse Chalet on Mill Creek – Annapolis, MD Experience the perfect blend of charm, comfort, and waterfront living in this spacious 3-bedroom, 2.5-bath Suisse Chalet nestled on scenic Mill Creek, just off the Chesapeake Bay and Severn River. Located on Mulberry Hill Road in Annapolis, this

    Tommy Eicher Coldwell Banker Realty

    2203 Mulberry Hill Rd, Annapolis, MD 21409
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /17

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome Home to Easy Coastal Living in Annapolis! Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy

    Agent Photo

    Sharee Covington

    Samson Properties

    (410) 584-3439

    10 Sandstone Ct, Annapolis, MD 21403
  • 304 Hilltop Ln, Annapolis, MD 21403
    304 Hilltop Ln, Annapolis, MD 21403
    304 Hilltop Ln, Annapolis, MD 21403
    /33

    $299,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    304 Hilltop Ln, Annapolis, MD 21403

    Welcome home! This beautiful 2-bedroom, 2-bath condo in Annapolis! This spacious unit offers a bright, open layout with a large living and dining area and convenient in-unit laundry. The eat-in kitchen features granite countertops and stainless-steel appliances, making it perfect for everyday meals or entertaining. The primary bedroom includes an en-suite bathroom and walk-in closet, while the

    Tiffany Dodson Samson Properties

    304 Hilltop Ln, 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

    $515,000

    • 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
  • 1635 N Winchester Rd, Annapolis, MD 21409
    1635 N Winchester Rd, Annapolis, MD 21409
    1635 N Winchester Rd, Annapolis, MD 21409
    /71

    $1,247,900

    • 5 Beds
    • 4 Baths
    • 3,660 Sq Ft

    1635 N Winchester Rd, Annapolis, MD 21409

    A Rare Exceptional Retreat in Winchester Estates — Annapolis, MDWelcome to an extraordinary custom-built residence where timeless elegance meets unparalleled serenity. Set on a magnificently landscaped, park-like acre, this 5-bedroom, 4-bath estate offers a level of privacy and tranquility seldom found so close to the heart of downtown Annapolis. Nestled within the prestigious Winchester

    Ana Lopez Equity Property Investments

    1635 N Winchester Rd, Annapolis, MD 21409
  • 986 Breakwater Dr, Annapolis, MD 21403
    986 Breakwater Dr, Annapolis, MD 21403
    986 Breakwater Dr, Annapolis, MD 21403
    /29

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,373 Sq Ft

    986 Breakwater Dr, Annapolis, MD 21403

    OPEN SUNDAY, 11/16, 11-1! Welcome to this spacious 3-bedroom, 2.5-bath townhome featuring fresh paint and brand-new flooring throughout. The bright and open floor plan offers comfortable flow and abundant natural light. The galley-style kitchen with an adjoining dining area is perfect for everyday meals or entertaining friends. The primary suite includes a private bath, while two additional

    Rachel Gontkovic EXP Realty, LLC

    986 Breakwater Dr, Annapolis, MD 21403
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    2828 Berth Ct, Annapolis, MD 21401

    Charming Home in Heritage Harbour – 55+ Community Living at Its Finest!Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living.Step inside to find a bright and inviting living and dining area with

    Belinda Taylor EXP Realty, LLC

    2828 Berth Ct, Annapolis, MD 21401
  • 3054 Rundelac Rd, Annapolis, MD 21403
    3054 Rundelac Rd, Annapolis, MD 21403
    3054 Rundelac Rd, Annapolis, MD 21403
    /49

    $4,350,000

    • 8 Beds
    • 9 Baths
    • 13,495 Sq Ft

    3054 Rundelac Rd, Annapolis, MD 21403

    Welcome to 3054 Rundelac Road, an extraordinary property offering the ultimate experience in waterfront luxury. Nestled on nearly four private acres on Aberdeen Creek, this estate is a timeless beauty, showcasing thoughtful design and exceptional amenities. The residence, spanning over 13,495 square feet with 7 bedrooms and 9 bathrooms, is a showcase of exquisite craftsmanship, featuring recent,

    Gail Chisholm Compass

    3054 Rundelac Rd, 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
    /39

    $649,950

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

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    Beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip & Waterfront PoolThis 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 butcher-block countertops,

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • 336 Epping Way, Annapolis, MD 21401
    336 Epping Way, Annapolis, MD 21401
    336 Epping Way, Annapolis, MD 21401
    /30

    $710,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft

    336 Epping Way, Annapolis, MD 21401

    Welcome to Epping Forest, a private, gated waterfront community on the Severn River offering a clubhouse, beach, marina, tennis and basketball courts, and year-round neighborhood events. This charming 3-bedroom, 2-bath home features a separate studio space, an unfinished basement, a carport, and a backyard — offering comfort, character, and thoughtful updates throughout. Imagine cozy evenings by

    Toni McDowell Keller Williams Select Realtors of Annapolis

    336 Epping Way, Annapolis, MD 21401
  • 3109 Ervin Ct, Annapolis, MD 21403
    3109 Ervin Ct, Annapolis, MD 21403
    3109 Ervin Ct, Annapolis, MD 21403
    /51

    $899,999

    • 3 Beds
    • 2.5 Baths
    • 1,801 Sq Ft

    3109 Ervin Ct, Annapolis, MD 21403

    Waterfront property located just a short drive from Quiet Waters Park, Downtown Annapolis, and everything else the area has to offer. Nestled in the desirable Kitty Creek community, this home includes access to a community recreation area and pier. With approximately 80 feet of waterfront, this 3-bedroom, 2.5-bath residence features a bright and open main level with vaulted ceilings that connect

    Brian Furr EXP Realty, LLC

    3109 Ervin Ct, Annapolis, MD 21403
  • 1974 Scotts Crossing Way, Annapolis, MD 21401
    1974 Scotts Crossing Way, Annapolis, MD 21401
    1974 Scotts Crossing Way, Annapolis, MD 21401
    /47

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    1974 Scotts Crossing Way, Annapolis, MD 21401

    IMMEDIATE AVAILABILITY Welcome To 1974 Scotts Crossing #102, A Spacious Annapolis Condo Offering The Perfect Blend Of Comfort And Convenience With Sun-Filled Bay Windows, An Open-Concept Living And Dining Area Featuring A Cozy Fireplace, And Access To A Private Balcony Ideal For Outdoor Relaxation; The Eat-In Kitchen Provides Ample Cabinetry And A Breakfast Nook, While The Primary Suite Includes

    Mark A. Ritter Northrop Realty

    1974 Scotts Crossing Way, Annapolis, MD 21401
  • 1007 Park Ave, Annapolis, MD 21403
    1007 Park Ave, Annapolis, MD 21403
    1007 Park Ave, Annapolis, MD 21403
    /36

    $1,075,000

    • 3 Beds
    • 4 Baths
    • 2,430 Sq Ft

    1007 Park Ave, Annapolis, MD 21403

    Experience the Eastport Lifestyle in a Stunning Rebuilt Home Enjoy coastal living in this beautifully rebuilt Eastport residence. Completely gutted and expanded in 2023, this home combines modern luxury with timeless charm. The chef’s kitchen is a showstopper, featuring a 36-inch Bertazzoni range with gas burners and electric oven, hood, built-in refrigerator and dishwasher with cabinetry

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    1007 Park Ave, Annapolis, MD 21403
  • 4 Roosevelt Dr, Annapolis, MD 21401
    4 Roosevelt Dr, Annapolis, MD 21401
    4 Roosevelt Dr, Annapolis, MD 21401
    /46

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    4 Roosevelt Dr, Annapolis, MD 21401

    Charming and Updated Rambler Near Downtown Annapolis. This beautifully maintained 3–4 bedroom rambler in Lincoln Heights offers comfort, convenience, and value—all just minutes from downtown Annapolis, the U.S. Naval Academy, and the Annapolis Mall. With key system upgrades completed in the last five years—including a new roof, vinyl siding, windows, and HVAC—this home is move-in ready and an

    Kyle McCarthy RE/MAX Leading Edge

    4 Roosevelt Dr, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 7

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Frequently Asked Questions

What is the average home price in Annapolis, MD?
Homes for sale in Annapolis, MD have an average home price of $882,789.
How many homes have sold over the last 12 months in Annapolis, MD?
1,267 homes have sold in Annapolis, MD over the last 12 months.
Is Annapolis, MD a safe city?
In general, the safest neighborhoods in Annapolis, MD with lower crime scores are Parole, Victor Haven, Eastport, Tyler Heights-Primrose Acres and West Annapolis-Wardour.
What are the most popular zip codes in Annapolis, MD?
The most popular zip codes in Annapolis, MD include 21401, 21403, 21032, 21037 and 21409.
What are the most popular neighborhoods in Annapolis, MD?
The most popular neighborhoods in Annapolis, MD with the most homes for sale are Parole, Victor Haven, Eastport, Downtown Annapolis and Forest Villa.
How much do you need to make to afford a house in Annapolis?
The median home price in Annapolis is $630,000. If you put a 20% down payment of $126,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $3,100 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $133K a year to afford the median home price in Annapolis. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Annapolis, MD?
Annapolis, MD has highly rated public and private schools. Some of the best schools in Annapolis based on Niche Grades are Key School, St Martins Lutheran Church School and St. Anne's School of Annapolis. The neighborhoods in Annapolis with the highest rated schools are Parole, Victor Haven and Eastport. Browse all the schools in Annapolis, MD to learn more.

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 33 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $617,895, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$617,895
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$442,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$354
Number of Homes for Sale
237
Last 12 months Home Sales
1,267
Months of Supply
2.20
Median List Price
$630,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

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

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