72

Affordable Homes for Sale in Annapolis, MD under $497,000

Section Image Section Image Section Image
  • 619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    /27

    $385,000

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

    619 Admiral Dr Unit 401, Annapolis, MD 21401

    Penthouse living in the heart of Annapolis! This spacious 2-bedroom, 2-bath condo features vaulted ceilings, a versatile loft, gas fireplace, and private balcony. Freshly painted throughout with new LVP flooring in the main living areas, new carpet in the bedrooms, new granite countertops, new appliances, and new toilets, this home is ready for you to move in and enjoy. The loft provides flexible

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    619 Admiral Dr Unit 401, Annapolis, MD 21401
  • 605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    /17

    $315,000

    Coming Soon
    • 1 Bed
    • 1 Bath
    • 964 Sq Ft

    605 A Admiral Dr Unit 102, Annapolis, MD 21401

    COMING SOON! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the sliding glass doors that open to your own private

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    605 A Admiral Dr Unit 102, Annapolis, MD 21401
  • 3354 Arundel on The Bay Rd, Annapolis, MD 21403
    3354 Arundel on The Bay Rd, Annapolis, MD 21403
    3354 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $253,500

    $4K PRICE INCREASE
    • Land
    • 10,018 Sq Ft
    • $1,102,174 per Acre

    3354 Arundel on The Bay Rd, Annapolis, MD 21403

    Located in the sought‐after waterfront community of Oyster Harbor, this property offers access to a unique coastal lifestyle surrounded by Chesapeake Bay waterways and neighborhood amenities. Oyster Harbor sits between Oyster Creek and Fishing Creek, providing residents with seasonal navigational access to the Bay and views of the iconic Thomas Point Lighthouse. The community features three

    Agent Photo

    Mark Brown JR.

    Real Estate Professionals, Inc.

    3354 Arundel on The Bay Rd, Annapolis, MD 21403
  • 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
  • 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

    $320,000

    $20K PRICE DROP
    • 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
  • 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
  • 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
  • 1012 Carrs Rd, Annapolis, MD 21403
    1012 Carrs Rd, Annapolis, MD 21403
    /2

    $98,000

    • Land
    • 6,969 Sq Ft
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

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

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • 122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    /30

    $249,000

    $6K PRICE DROP
    • 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
  • 10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    /22

    $335,000

    Open Sat 11AM - 1PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    10 Ironstone Ct, Annapolis, MD 21403

    IGNORE DAYS ON MARKET BUYER FAILED TO PERFORM**FHA APPROVED!** This is **NOT a condominium**—it's a townhome with the convenience of condo-style exterior maintenance. The HOA takes care of **the roof, siding, gutters, shutters, pressure washing, and other exterior maintenance**, giving you more time to enjoy homeownership and less time worrying about upkeep. Can we say, BONUS?! Welcome to 10A

    Kimberlee Randall Group EXP Realty, LLC

    10 Ironstone Ct, Annapolis, MD 21403
  • 6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    /40

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft

    6 Tiburon Ct, Annapolis, MD 21403

    This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it on things that matter. NEW ROOF in 2025. Updated high-end efficient windows. Updated sliding doors. Updated bathroom vanities. Updated HVAC. New flooring throughout. Updated cedar siding. The main level provides wonderful living

    Mark Farrelly Anne Arundel Properties, Inc.

    6 Tiburon Ct, Annapolis, MD 21403
  • 2729 Yeomans Lantern Ct, Annapolis, MD 21401
    2729 Yeomans Lantern Ct, Annapolis, MD 21401
    2729 Yeomans Lantern Ct, Annapolis, MD 21401
    /54

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2729 Yeomans Lantern Ct, Annapolis, MD 21401

    Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour

    Jack Papaleonti Academy Realty Inc.

    2729 Yeomans Lantern Ct, Annapolis, MD 21401
  • 765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    /23

    $395,000

    • 2 Beds
    • 1.5 Baths
    • 1,058 Sq Ft

    765 Fairview Ave Unit 765 D, Annapolis, MD 21403

    Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features

    Amy Clune Hartman Realty, LLC.

    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
  • 1503 Broadneck Place Unit 101, Annapolis, MD 21409
    1503 Broadneck Place Unit 101, Annapolis, MD 21409
    1503 Broadneck Place Unit 101, Annapolis, MD 21409
    /33

    $394,900

    • 2 Beds
    • 2 Baths
    • 1,258 Sq Ft

    1503 Broadneck Place Unit 101, Annapolis, MD 21409

    Original owner. Well maintained ground level 2-bedroom, 2-bathroom condo. Stainless steel appliances, ceramic tile backsplash, granite counter tops, crown molding, and recessed lights Carpet, and hot water heater installed in 2025. HVAC installed 2019. Refrigerator installed in 2024. Hardwood floors in living room and ceramic tile in bathrooms. Dual sinks in master bathroom. Large walk-in closets

    Mark Feen Coldwell Banker Realty

    1503 Broadneck Place Unit 101, Annapolis, MD 21409
  • 1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    1132 Tyler Ave, Annapolis, MD 21403
    /31

    $345,000

    $30K 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
  • 2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    /20

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401

    Come home to the Tidewater Colony community! This amazingly updated 2 bedroom / 2.5 bathroom upper unit features an open floor-plan, gleaming new flooring and many upgrades throughout. This meticulously maintained 2 level unit has a private balcony and tons of storage. Enjoy the incredible community pool, fitness center, clubhouse, tennis courts, playgrounds, walk/bike paths, picnic area, and

    David Thomas Keller Williams Capital Properties

    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
  • 2144 Hideaway Ct Unit 29, Annapolis, MD 21401
    2144 Hideaway Ct Unit 29, Annapolis, MD 21401
    /2

    $379,000

    $4K PRICE INCREASE Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,522 Sq Ft

    2144 Hideaway Ct Unit 29, Annapolis, MD 21401

    Welcome to Creekside Cove! This beautifully maintained, multi-level end-unit condo offers the perfect blend of convenience, comfort, and privacy in a tucked-away community just minutes from everything Annapolis has to offer. Inside, you are greeted with an open-concept layout features hardwood floors, crown molding, and a gourmet kitchen with stainless steel appliances, 42" maple cabinetry, and

    Nicki Palermo RE/MAX One

    2144 Hideaway Ct Unit 29, Annapolis, MD 21401
  • 936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    936 Bay Ridge Ave Unit 201, Annapolis, MD 21403
    /2

    $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

    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

    $365,000

    $30K PRICE DROP
    • 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
  • 1622 Secretariat Dr, Annapolis, MD 21409
    1622 Secretariat Dr, Annapolis, MD 21409
    1622 Secretariat Dr, Annapolis, MD 21409
    /26

    $424,900

    • 3 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1622 Secretariat Dr, Annapolis, MD 21409

    Located in the sought after Revell Downs community and blue ribbon Broadneck School District, this move in ready home features tasteful updates throughout and is just minutes from waterfront parks, marinas, shopping, dining, and historic Annapolis. It provides the perfect balance of neighborhood charm, everyday convenience, and the Chesapeake Bay lifestyle! The solar panels are owned by the

    Michael Patrick RE/MAX United Real Estate

    1622 Secretariat Dr, 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
  • LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    /3

    $99,000

    • Land
    • 4,791 Sq Ft
    • $900,000 per Acre

    LOT 6 Gilmer St, Annapolis, MD 21401

    Builder Special ... Vacant Lot ready for your vision for a small and functional single family home that would be super close to downtown. The parcel is partially fenced and has an existing paved driveway that leads to a one car carport that was once used by the owners of the adjoining lot. Buyer responsible for feasibility study, or lot use interpretation request, with the City of Annapolis

    Grant Warner RE/MAX Leading Edge

    LOT 6 Gilmer St, 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

    $259,999

    $20K 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
  • 413 Blossom Tree Ct, Annapolis, MD 21409
    413 Blossom Tree Ct, Annapolis, MD 21409
    413 Blossom Tree Ct, Annapolis, MD 21409
    /36

    $385,000

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    413 Blossom Tree Ct, Annapolis, MD 21409

    Welcome to 413 Blossom Tree Court, a beautifully cared‐for duplex in the highly sought‐after Whispering Woods community on the Broadneck Peninsula. This lovingly maintained 3‐bedroom, 2‐full‐bath home offers a functional layout, thoughtful updates, and exceptional access to parks, trails, and everyday conveniences. The main level features a bright, renovated (2023) kitchen with granite

    Lynn Gardner Coldwell Banker Realty

    413 Blossom Tree Ct, 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
    /44

    $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

    $482,500

    $43K 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
  • 1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    /13

    $15,000

    $10K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $36,585 per Acre

    1227 Creek Dr, Annapolis, MD 21403

    ONLINE AUCTION: Bidding begins 7/30/2026, 10:00 AM. Bidding ends 8/03/2026, 12:40 PM. List Price is Suggested Opening Bid. Deposit: $5,000. Tucked inside the sought-after Oyster Harbor community of Annapolis, this 0.41-acre homesite at 1227 Creek Dr offers something increasingly rare in Anne Arundel County: land in an established waterfront neighborhood just minutes from the heart of Maryland's

    Adam Shpritz Ashland Auction Group

    1227 Creek Dr, Annapolis, MD 21403
  • 7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
    /3

    $439,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft

    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401

    Welcome to 7 Harbour Heights Drive #7, where comfort, convenience, and the Annapolis lifestyle come together! Located in the desirable Seabreeze community, this spacious townhome-style condominium features 3 bedrooms, 2 full bathrooms upstairs, and a convenient half bath on the main level.Step inside to a bright and inviting interior with a comfortable, flowing floor plan designed for

    Milissa Alonso Coldwell Banker Realty

    7 Harbour Heights Dr Unit 7, Annapolis, MD 21401
  • 1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    /25

    $356,000

    $17K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenience, and an exceptional community setting. This home is in good condition and features a private patio and privacy fence Located adjacent to the community pool, residents can enjoy easy access to seasonal recreation and outdoor relaxation just steps from their front door. Conveniently situated near shopping,

    Brenda Sarver Maryland Realty Connection

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • 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
  • 1503 Lodge Pole Ct, Annapolis, MD 21409
    1503 Lodge Pole Ct, Annapolis, MD 21409
    1503 Lodge Pole Ct, Annapolis, MD 21409
    /23

    $364,000

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

    1503 Lodge Pole Ct, Annapolis, MD 21409

    Open House Sunday 11am-1pm!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,

    Mackenzie Hoffer CENTURY 21 New Millennium

    1503 Lodge Pole Ct, Annapolis, MD 21409
  • 50 Sandstone Ct, Annapolis, MD 21403
    50 Sandstone Ct, Annapolis, MD 21403
    50 Sandstone Ct, Annapolis, MD 21403
    /10

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    50 Sandstone Ct, Annapolis, MD 21403

    Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for

    Karen Richardson Coldwell Banker Realty

    50 Sandstone Ct, Annapolis, MD 21403
  • 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
  • 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

    $454,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero downpayment financing through FHA Solar + Loan! 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

    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

    $320,000

    $10K PRICE DROP
    • 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
  • 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
    /27

    $439,500

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

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

    Schedule you private tour today and discover luxury, convenience and community at its finest. Welcome to effortless luxury living in this sought-after 55+ elevator condominium community. This beautifully upgraded 2-bedroom + den residence with a private balcony offers a true “better than new” experience, featuring over $100K in value compared to current builder pricing—complete with included

    Dee Hodge McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • 11 Harbour Heights Dr, Annapolis, MD 21401
    11 Harbour Heights Dr, Annapolis, MD 21401
    11 Harbour Heights Dr, Annapolis, MD 21401
    /24

    $389,900

    $5K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,602 Sq Ft

    11 Harbour Heights Dr, Annapolis, MD 21401

    Price improvement! 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

    Lauren Emrick Innovative Properties, Inc.

    11 Harbour Heights Dr, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County

Real Estate & Homes in Annapolis, MD under $497,000

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $637,500, up 4% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$637,500
Median Single Family Sale Price
$840,000
Median Townhouse Sale Price
$465,000
Median 2 Bedroom Sale Price
$452,450
Median 1 Bedroom Sale Price
$399,375
Average Price Per Sq Ft
$359
Number of Homes for Sale
268
Last 12 months Home Sales
1,313
Months of Supply
2.40
Median List Price
$650,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%

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