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Annapolis, MD Homes for Sale under $500,000

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  • 1528 Lodge Pole Ct, Annapolis, MD 21409
    1528 Lodge Pole Ct, Annapolis, MD 21409
    1528 Lodge Pole Ct, Annapolis, MD 21409
    /23

    $384,500

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1528 Lodge Pole Ct, Annapolis, MD 21409

    Set on a corner lot in Whispering Woods, this updated and move-in-ready end-unit townhome offers 3 bedrooms, 2 full baths, and a spacious, fully fenced backyard. Inside, you'll find abundant natural light, granite countertops, stainless steel appliances, updated baths, and a finished walkout lower level with direct outdoor access, making it ideal for a family room, home office, playroom, or guest

    Agent Photo

    Christopher Swade

    Taylor Properties

    1528 Lodge Pole Ct, Annapolis, MD 21409
  • 1247 River Bay Rd, Annapolis, MD 21409
    1247 River Bay Rd, Annapolis, MD 21409
    1247 River Bay Rd, Annapolis, MD 21409
    /49

    $499,900

    • 6 Beds
    • 2 Baths
    • 1,936 Sq Ft

    1247 River Bay Rd, Annapolis, MD 21409

    Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The

    Agent Photo

    Justin Akchurin

    Coldwell Banker Realty

    1247 River Bay Rd, Annapolis, MD 21409
  • 796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    /37

    $299,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • 2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
    /24

    $340,000

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401

    Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy enabling you to walk straight out onto your patio, perfect for dog loving family. The interior features an open-concept living and dining area. The kitchen boasts silostone countertops, a breakfast bar, a cozy dining nook, and stainless steel appliances.

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    2159 Scotts Crossing Ct Unit 1, Annapolis, MD 21401
  • 20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    /15

    $289,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    20 Silverwood Cir Unit 5, Annapolis, MD 21403

    Professional Photos to come! COMING SOON! Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    20 Silverwood Cir Unit 5, Annapolis, MD 21403
  • 1006 Primrose Rd Unit 303, Annapolis, MD 21403
    1006 Primrose Rd Unit 303, Annapolis, MD 21403
    1006 Primrose Rd Unit 303, Annapolis, MD 21403
    /43

    $379,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,253 Sq Ft

    1006 Primrose Rd Unit 303, Annapolis, MD 21403

    Coming soon! Stunning 3-bedroom, 2-bath condo at The Landing at Spa Creek! This home has been completely updated featuring exposed beams, wood floors, two fireplaces, a spacious island kitchen with modern fixtures, private balcony, and the convenience of an in-unit washer and dryer.

    Dawn Whaley Redfin Corp

    1006 Primrose Rd Unit 303, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    /14

    $459,900

    New Construction
    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft

    Element 1 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
  • 78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210+ Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • 122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    /30

    $255,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    122 Merryman Ct, Annapolis, MD 21401

    Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet

    Constance Golihew Coldwell Banker Realty

    122 Merryman Ct, Annapolis, MD 21401
  • 501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    /48

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,081 Sq Ft

    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401

    Welcome to a beautifully maintained home with so many amazing features! This 2 bedroom 2 bathroom 3rd floor top level unit with over 1,080 sq ft offers a spacious, open concept layout. If you are looking for a move-in-ready property that you can be proud of, then search no further! When you walk in the front door, you will first notice the open-concept living area. The living area has so much

    Chad Becker Showcase Real Estate, LLC.

    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
  • 5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    /41

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

    Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • 10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    /22

    $335,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    10 Ironstone Ct, Annapolis, MD 21403

    INSTANT $20,000 IN EQUITY WITH NEW IMPROVED PRICE! Welcome to 10A Ironstone Ct, the BEST-PRICED 3-bedroom, 2.5-bathroom move-in-ready townhome in Annapolis. This beautifully maintained, spacious home offers the perfect blend of comfort, convenience, and the highly sought-after Annapolis lifestyle. The highlight is the stunning top-level primary suite, a private retreat complete with a cozy

    Kimberlee Randall Group EXP Realty, LLC

    10 Ironstone Ct, Annapolis, MD 21403
  • 1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    /31

    $365,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    1132 Tyler Ave, Annapolis, MD 21403

    Rarely available duplex in the heart of Annapolis at an amazing price with this proximity and level of access to downtown Annapolis. The entire home has been freshly painted, with new flooring, a renovated primary bathroom, and a new dishwasher - this is truly turnkey. Once you step in, you will immediately appreciate the vaulted ceilings and wonderful flow and space of the main living area. The

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1132 Tyler Ave, Annapolis, MD 21403
  • 936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    /40

    $388,000

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403

    Welcome to Conte Gardens, one of Eastport's most desirable condominium communities! Thisspacious and beautifully maintained 2-bedroom, 2-bath residence offers comfort, security, and easylow-maintenance living. With elevator access and secure building entry. This move-in-ready home isideally located in the heart of Eastport, just minutes from downtown Annapolis. This light-filled condo

    Florence Calvert Coldwell Banker Realty

    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
  • 1366 Hazel Nut Ct, Annapolis, MD 21409
    1366 Hazel Nut Ct, Annapolis, MD 21409
    1366 Hazel Nut Ct, Annapolis, MD 21409
    /19

    $395,000

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

    1366 Hazel Nut Ct, Annapolis, MD 21409

    Welcome home to this well-maintained 3-bedroom interior townhome featuring reserved parking and stylish upgrades. The spacious main level offers a kitchen equipped with stainless steel appliances and beautiful granite countertops, combining functionality with modern appeal, a convenient half bath, dining room and a living room with crown molding, sliding glass door leading to a private fenced

    Stacy Early Long & Foster Real Estate, Inc.

    1366 Hazel Nut Ct, Annapolis, MD 21409
  • 448 Cranes Roost Ct Unit 75, Annapolis, MD 21409
    448 Cranes Roost Ct Unit 75, Annapolis, MD 21409
    448 Cranes Roost Ct Unit 75, Annapolis, MD 21409
    /32

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    448 Cranes Roost Ct Unit 75, Annapolis, MD 21409

    Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious living room showcases soaring ceilings, abundant natural light from expansive windows and skylights, and a cozy wood-burning fireplace. The adjoining dining area flows seamlessly into the spacious kitchen, complete with

    John Collins Long & Foster Real Estate, Inc.

    448 Cranes Roost Ct Unit 75, Annapolis, MD 21409
  • 302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    302 Hilltop Ln Unit H, Annapolis, MD 21403

    FHA - APPROVED !! Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to water, boating activities, concert venues.and more. Freshly painted 2BR/2BA condo in sought-after North Green Condominiums! Features a spacious living room filled with natural light, an inviting kitchen complete with stainless

    Tammy Perkins-Mack RESCOM, REALTORS

    302 Hilltop Ln Unit H, Annapolis, MD 21403
  • 1154 Riverboat Ct, Annapolis, MD 21409
    1154 Riverboat Ct, Annapolis, MD 21409
    /2

    $390,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    1154 Riverboat Ct, Annapolis, MD 21409

    Welcome to the desirable Whispering Woods of Annapolis! This beautifully renovated home starts from the outside with new siding & a newer roof. (2020) As you step inside to flowing hardwood flooring throughout the main level. A thoughtfully designed new kitchen includes lovely white cabinets, granite countertop, stainless steel appliances & a generous size pantry. The kitchen leads out to a large

    Debra Russell Douglas Realty, LLC

    1154 Riverboat Ct, Annapolis, MD 21409
  • 2003 Warners Terrace N Unit 324, Annapolis, MD 21401
    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
    /41

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,806 Sq Ft

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401

    Stunning Rivergate loft-style condominium offering the perfect blend of modern updates and urban convenience. This stunning X-large two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring

    Brian Schilling EXP Realty, LLC

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /14

    $269,999

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    /39

    $444,883

    $53K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    BETTER THAN NEW***SELLER MOTIVATED***BY APPOINTMENT ONLY.BETTER THAN NEW - 55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • 2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    /37

    $395,000

    $20K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

    Welcome to 2004 Quay Village Ct #T1, located in the sought-after waterfront community of Chesapeake Harbour in Annapolis. This well-maintained 1-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living with abundant natural light, spacious living areas, and two covered patios that seamlessly extend the living space outdoors.Residents enjoy access to an exceptional collection

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    105 Rosecrest Dr, Annapolis, MD 21403
    /27

    $499,900

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    105 Rosecrest Dr, Annapolis, MD 21403

    Fully renovated rancher with all required permits in highly desired neighborhood.Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump.

    Igor Maltsev EXP Realty, LLC

    105 Rosecrest Dr, Annapolis, MD 21403
  • 1503 Lodge Pole Ct, Annapolis, MD 21409
    1503 Lodge Pole Ct, Annapolis, MD 21409
    1503 Lodge Pole Ct, Annapolis, MD 21409
    /23

    $367,000

    $8K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    1503 Lodge Pole Ct, Annapolis, MD 21409

    Rarely available end-unit townhome in sought-after Whispering Woods! Brand New 50 yr architectural roof! This move-in ready 3 bedroom, 1.5 bath home offers privacy and charm surrounded by mature trees. Enjoy spacious living areas, and a fenced rear yard perfect for relaxing or entertaining. Private shed provides additional storage. Conveniently located near shopping, restaurants, parks, and major

    Mackenzie Hoffer CENTURY 21 New Millennium

    1503 Lodge Pole Ct, Annapolis, MD 21409
  • 1019 President St, Annapolis, MD 21403
    1019 President St, Annapolis, MD 21403
    1019 President St, Annapolis, MD 21403
    /25

    $390,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1019 President St, Annapolis, MD 21403

    * Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an

    Aderyn Bright CENTURY 21 New Millennium

    1019 President St, Annapolis, MD 21403
  • 1140 Lake Heron Dr, Annapolis, MD 21403
    1140 Lake Heron Dr, Annapolis, MD 21403
    1140 Lake Heron Dr, Annapolis, MD 21403
    /47

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft

    1140 Lake Heron Dr, Annapolis, MD 21403

    Welcome home to this beautifully maintained 2-bedroom, 2-bathroom second-floor condo offering stylish updates and comfortable living! Step inside to find gleaming engineered hardwood flooring, and a stunning stone accent fireplace. The kitchen features quartz countertops, white cabinetry, a stone backsplash, stainless steel appliances (2024-2025), and an island with additional storage. The

    Delaney Clarke RE/MAX United Real Estate

    1140 Lake Heron Dr, Annapolis, MD 21403
  • 1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    1354 Moyer Rd, Annapolis, MD 21403
    /37

    $500,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    1354 Moyer Rd, Annapolis, MD 21403

    Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full

    Nick Skudrna Long & Foster Real Estate, Inc.

    1354 Moyer Rd, Annapolis, MD 21403
  • 1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    /29

    $375,000

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

    1808 Lincoln Dr, Annapolis, MD 21401

    Annapolis Living at Its Finest – Renovated, Charming & Ready to Impress! Location. Lifestyle. Value. This is the Annapolis opportunity you've been waiting for! Welcome home to this beautifully renovated and exceptionally charming ranch-style home tucked away in the sought-after Forest Villa community. Combining timeless character with today's modern updates, this move-in-ready gem delivers the

    Leigh Lawson Metro Bay Realty

    1808 Lincoln Dr, Annapolis, MD 21401
  • 16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    /38

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 668 N Bestgate Rd, Annapolis, MD 21401
    668 N Bestgate Rd, Annapolis, MD 21401
    668 N Bestgate Rd, Annapolis, MD 21401
    /19

    $325,000

    • Land
    • 28,314 Sq Ft
    • $500,000 per Acre

    668 N Bestgate Rd, Annapolis, MD 21401

    0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The

    Patrick Kelley Taylor Properties

    668 N Bestgate Rd, Annapolis, MD 21401
  • 76 Summerfield Dr, Annapolis, MD 21403
    76 Summerfield Dr, Annapolis, MD 21403
    76 Summerfield Dr, Annapolis, MD 21403
    /36

    $499,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft

    76 Summerfield Dr, Annapolis, MD 21403

    Welcome to this charming Cape Cod just minutes from downtown Annapolis and Eastport, where classic 1950s character meets thoughtful modern updates. Hardwood floors and original architectural details set the tone on the main level, with abundant natural light filling the living room and highlighting a cozy wood-burning fireplace. The updated eat-in kitchen features granite countertops, a peninsula

    Vincent Principe Keller Williams Flagship

    76 Summerfield Dr, Annapolis, MD 21403
  • 3 Cypress Rd, Annapolis, MD 21403
    3 Cypress Rd, Annapolis, MD 21403
    /2

    $399,999

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,206 Sq Ft

    3 Cypress Rd, Annapolis, MD 21403

    Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine.

    Nikita Bridges-Contee Douglas Realty LLC

    3 Cypress Rd, Annapolis, MD 21403
  • 410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    /42

    $464,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer

    Linda Pelton Taylor Properties

    410 Walnut Dr, Annapolis, MD 21403
  • 8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    /19

    $330,000

    • 3 Beds
    • 1.5 Baths
    • 1,106 Sq Ft

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403

    Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from

    Natasha Lasek Keller Williams Gateway LLC

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
  • 11 Harbour Heights Dr, Annapolis, MD 21401
    11 Harbour Heights Dr, Annapolis, MD 21401
    11 Harbour Heights Dr, Annapolis, MD 21401
    /24

    $395,000

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

    11 Harbour Heights Dr, Annapolis, MD 21401

    Unbeatable Annapolis location! This beautiful townhouse features dual primary suites with cathedral ceilings and large walk-in closets. Enjoy a large eat-in kitchen with a cozy gas fireplace, center island, and a private deck. Recent updates include NEW flooring in the kitchen/baths, NEW lighting throughout, and a NEW fridge and microwave. Laundry located upstairs for convenience. Ideally located

    Lauren Emrick Innovative Properties, Inc.

    11 Harbour Heights Dr, Annapolis, MD 21401
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /47

    $479,999

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 1226 Tyler Ave, Annapolis, MD 21403
    1226 Tyler Ave, Annapolis, MD 21403
    1226 Tyler Ave, Annapolis, MD 21403
    /34

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    1226 Tyler Ave, Annapolis, MD 21403

    Prepare to fall in love with this totally renovated gem! A complete and tasteful remodel has just been completed for the lucky new owners. Stunning LPV flooring, a beautiful gourmet kitchen with granite counters and new Stainless Steel Appliances, a fully remodeled bath and great details like new contemporary closet doors await the new owners.. The exterior has been refreshed for great curb

    Dave Luptak Long & Foster Real Estate, Inc.

    1226 Tyler Ave, Annapolis, MD 21403
  • 2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    /37

    $477,900

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2627 Compass Dr, Annapolis, MD 21401

    Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle. Resort-Style Living | Premier 55+ Community in Annapolis. Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled kitchen with new cabinetry,

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • 1 Silverwood Cir Unit 8, Annapolis, MD 21403
    1 Silverwood Cir Unit 8, Annapolis, MD 21403
    /2

    $267,500

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1 Silverwood Cir Unit 8, Annapolis, MD 21403

    Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid

    Darrell Jones Keller Williams Select Realtors of Annapolis

    1 Silverwood Cir Unit 8, Annapolis, MD 21403
  • 1110 Jenniper Ln, Annapolis, MD 21403
    1110 Jenniper Ln, Annapolis, MD 21403
    1110 Jenniper Ln, Annapolis, MD 21403
    /13

    $455,000

    $84K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft

    1110 Jenniper Ln, Annapolis, MD 21403

    Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level

    Kelly Parks Coldwell Banker Realty

    1110 Jenniper Ln, Annapolis, MD 21403

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Annapolis

Real Estate & Homes in Annapolis, MD under $500,000

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $632,500, up 2% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$632,500
Median Single Family Sale Price
$839,900
Median Townhouse Sale Price
$456,000
Median 2 Bedroom Sale Price
$457,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$360
Number of Homes for Sale
287
Last 12 months Home Sales
1,320
Months of Supply
2.60
Median List Price
$651,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%

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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