30

Annapolis, MD Homes for Sale under $400,000

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  • 122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    /39

    $360,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    122 Roselawn Rd, Annapolis, MD 21403

    Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek

    Agent Photo

    Litra Simms

    Simms and Associates

    (410) 237-0887

    122 Roselawn Rd, Annapolis, MD 21403
  • 2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    /21

    $344,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401

    **NEW PRICE** Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll

    Agent Photo

    David Bediz

    RLAH @properties

    (443) 318-7009

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
  • 1009 Dulaney Ln, Annapolis, MD 21403
    1009 Dulaney Ln, Annapolis, MD 21403
    1009 Dulaney Ln, Annapolis, MD 21403
    /23

    $400,000

    • Land
    • 0.47 Acre
    • $851,064 per Acre

    1009 Dulaney Ln, Annapolis, MD 21403

    The property at 1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. Priced at $575,000, this 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize

    Agent Photo

    Shane Hall

    Compass

    (410) 305-7504

    1009 Dulaney Ln, Annapolis, MD 21403
  • 26 Pleasant St, Annapolis, MD 21401
    26 Pleasant St, Annapolis, MD 21401
    26 Pleasant St, Annapolis, MD 21401
    /34

    $324,900

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    26 Pleasant St, Annapolis, MD 21401

    Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis, just steps from West Street’s restaurants, shops, and nightlife.Whether you’re looking for a primary residence, weekend getaway, or investment, this home offers incredible flexibility. This turnkey property is not only move-in ready but also a proven licensed Airbnb performer, with nearly $40,000

    Matthew Wyble Next Step Realty

    26 Pleasant St, Annapolis, MD 21401
  • 940 Astern Way Unit 309, Annapolis, MD 21401
    940 Astern Way Unit 309, Annapolis, MD 21401
    940 Astern Way Unit 309, Annapolis, MD 21401
    /52

    $389,900

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

    940 Astern Way Unit 309, Annapolis, MD 21401

    Welcome to The Reserve at Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community. Featuring gleaming hardwood floors throughout, a spacious and well-equipped kitchen with gas appliances, and plenty of storage, this home is move-in ready. The light-filled floor plan flows effortlessly, and the enclosed porch with its

    Jack Papaleonti Academy Realty Inc.

    940 Astern Way Unit 309, Annapolis, MD 21401
  • 2026 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
    /16

    $379,999

    • 3 Beds
    • 2 Baths
    • 1,317 Sq Ft

    2026 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401

    This 3 bed / 2 bath condo has everything you need a cozy fireplace, spacious layout, and no stairs! The primary suite is your retreat, while two extra bedrooms give you space for family, guests, or even a home office. Plus, you’ll love the community pool when the weather warms up.

    Tanner Wills Douglas Realty, LLC

    2026 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
  • 2026 Gov Thomas Bladen Way Unit 203, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 203, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 203, Annapolis, MD 21401
    /55

    $368,000

    • 2 Beds
    • 1.5 Baths
    • 1,006 Sq Ft

    2026 Gov Thomas Bladen Way Unit 203, Annapolis, MD 21401

    Welcome to your new home! This beautifully maintained property offers an open-concept floor plan filled with natural light and updates throughout! The heart of the home features a well-appointed kitchen with quality cabinetry and stainless steel appliances and an adorable eat-in breakfast nook. Recent updates include newer flooring, fresh paint, and an upgraded bathroom, making this home

    Joanna Dalton Coldwell Banker Realty

    2026 Gov Thomas Bladen Way Unit 203, Annapolis, MD 21401
  • 803 Coxswain Way Unit 203, Annapolis, MD 21401
    803 Coxswain Way Unit 203, Annapolis, MD 21401
    803 Coxswain Way Unit 203, Annapolis, MD 21401
    /32

    $379,900

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

    803 Coxswain Way Unit 203, Annapolis, MD 21401

    Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and unmatched amenities. This 2-bedroom, 2-bath condo is priced to sell and provides a wonderful opportunity to make it your own.Inside, the unit offers a bright and spacious layout filled with natural light. The living room and both bedrooms open onto a private balcony with serene views of trees

    Jack Papaleonti Academy Realty Inc.

    803 Coxswain Way Unit 203, Annapolis, MD 21401
  • 930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    /34

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    930 Astern Way Unit 405, Annapolis, MD 21401

    Don’t miss this updated 2-bedroom, 2-bath condo tucked into the treetops of sought-after Heritage Harbour. Freshly painted with new flooring throughout the main living areas, this home also features a remodeled kitchen with modern counters, sleek cabinetry, and newer appliances. Major upgrades already done for you: HVAC, water heater, washer, and dryer have all been replaced.Step out onto

    Erica Baker TTR Sotheby's International Realty

    930 Astern Way Unit 405, Annapolis, MD 21401
  • 1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    1553 Star Pine Dr, Annapolis, MD 21409
    /13

    $346,000

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

    1553 Star Pine Dr, Annapolis, MD 21409

    Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway.The main level boasts an open-concept living room, kitchen, and dining area, complete with a half bath and shared laundry. Enjoy abundant natural light and direct access to a ground-level deck, a spacious fenced yard, and a storage shed.Upstairs

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • 932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    932 Riversedge Cir, Annapolis, MD 21401
    /9

    $399,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    932 Riversedge Cir, Annapolis, MD 21401

    Welcome to 932 Riversedge Circle — a beautifully updated, one-level end-unit townhome in desirable Heritage Harbour, designed for carefree 55+ living. Vacant and move-in ready, this two-bedroom home backs to tranquil woods and offers a charming courtyard patio — ideal for morning coffee or quiet evenings. The open, airy main living area and expansive eat-in kitchen (with a dedicated laundry area

    Michele Cordle Long & Foster Real Estate, Inc.

    932 Riversedge Cir, Annapolis, MD 21401
  • 2000 Phillips Terrace Unit 4, Annapolis, MD 21401
    2000 Phillips Terrace Unit 4, Annapolis, MD 21401
    2000 Phillips Terrace Unit 4, Annapolis, MD 21401
    /17

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    2000 Phillips Terrace Unit 4, Annapolis, MD 21401

    One level living at it's best! Spacious Windgate condo showcases private main building door with intercom system, 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room with access to private patio. Brand new paint and flooring throughout! Conveniently located to major commuter routes, dining, shopping & more!

    Bill Burris Keller Williams Select Realtors of Annapolis

    2000 Phillips Terrace Unit 4, Annapolis, MD 21401
  • 1182 Tyler Ave, Annapolis, MD 21403
    1182 Tyler Ave, Annapolis, MD 21403
    1182 Tyler Ave, Annapolis, MD 21403
    /13

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,364 Sq Ft

    1182 Tyler Ave, Annapolis, MD 21403

    Semi-detached residence of 2 homes on over 1/2 acre offers several unique opportunities - live in 1 house and rent the other, rent both homes (#1180 rent $1200 & #1182 rent $850 - both monthly), combine 2 houses - as well as extend the footprint onto 1/2 acre lot, tear down the structure and build new modern home. Built in 1942, 2 structures total 1,364 finished square feet. Both homes are open

    Merrill Kahn Coldwell Banker Realty

    1182 Tyler Ave, Annapolis, MD 21403
  • 20 Amberstone Ct Unit 20A, Annapolis, MD 21403
    20 Amberstone Ct Unit 20A, Annapolis, MD 21403
    20 Amberstone Ct Unit 20A, Annapolis, MD 21403
    /40

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,202 Sq Ft

    20 Amberstone Ct Unit 20A, Annapolis, MD 21403

    Welcome to this fully renovated, ground-floor condo—one of the largest and most recently updated 2-bedroom units in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is both spacious and inviting, centered around a cozy fireplace, with a bonus room off

    Branden Schroeder GybeSet Homes

    20 Amberstone Ct Unit 20A, Annapolis, MD 21403
  • 7 Georgetown Ct, Annapolis, MD 21403
    7 Georgetown Ct, Annapolis, MD 21403
    7 Georgetown Ct, Annapolis, MD 21403
    /24

    $314,900

    • 3 Beds
    • 1.5 Baths
    • 1,086 Sq Ft

    7 Georgetown Ct, Annapolis, MD 21403

    This townhome in Fairwinds is a lovely gem in a community conveniently located near shopping, grocery, and restaurants. Newer paint and carpet, ready to move in. Open concept family and dining rooms. Kitchen features stainless appliances, granite counters and updated cabinets. Private patio with concrete spaces for dining outside as well as spaces to plant your favorite garden - gate access to

    Martha Janney Coldwell Banker Realty

    7 Georgetown Ct, Annapolis, MD 21403
  • 1116 Riverboat Ct, Annapolis, MD 21409
    1116 Riverboat Ct, Annapolis, MD 21409
    1116 Riverboat Ct, Annapolis, MD 21409
    /26

    $382,500

    • 3 Beds
    • 2.5 Baths
    • 1,310 Sq Ft

    1116 Riverboat Ct, Annapolis, MD 21409

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Whispering Woods community. Step inside to find a recently renovated kitchen with modern finishes perfect for both everyday living and entertaining. The open space layout offers comfortable living space filled with natural light, while the upper level provides three spacious bedrooms, including a

    Lorrie Pente Cummings & Co. Realtors

    1116 Riverboat Ct, Annapolis, MD 21409
  • 1004 Primrose Rd, Annapolis, MD 21403
    1004 Primrose Rd, Annapolis, MD 21403
    1004 Primrose Rd, Annapolis, MD 21403
    /44

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    1004 Primrose Rd, Annapolis, MD 21403

    Welcome to Spa Cove Living!Discover affordable elegance in this beautifully updated 2-bedroom, 2-bath condo in the sought-after Landings at Spa Creek community. This move-in ready home offers the perfect blend of comfort, convenience, and Annapolis lifestyle. Wow Price at $305,000 with Low Condo Fee Includes Heat/Cooking, Water, Trash & Club House Amenities with short walk to Spa Creek Water

    Win Scudder Douglas Realty LLC

    1004 Primrose Rd, Annapolis, MD 21403
  • 794 Fairview Ave Unit 794 C, Annapolis, MD 21403
    794 Fairview Ave Unit 794 C, Annapolis, MD 21403
    794 Fairview Ave Unit 794 C, Annapolis, MD 21403
    /24

    $339,900

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    794 Fairview Ave Unit 794 C, Annapolis, MD 21403

    Tucked into one of Annapolis' best water-access condo communities, 794C Fairview Avenue offers the ideal blend of waterfront lifestyle and low-maintenance living. This impeccably kept one-bedroom, one-bath condo comes with a deeded 30-foot boat slip on the sought-after Back Creek—included in the condo fee and ready for your next adventure. The slip features a finger pier, making it easy to board

    Justin Disborough Samson Properties

    794 Fairview Ave Unit 794 C, Annapolis, MD 21403
  • 805 Latchmere Ct Unit 102, Annapolis, MD 21401
    805 Latchmere Ct Unit 102, Annapolis, MD 21401
    805 Latchmere Ct Unit 102, Annapolis, MD 21401
    /24

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    805 Latchmere Ct Unit 102, Annapolis, MD 21401

    Stunning main-level condo featuring 2 BR/2 FBA in sought after Rivergate 2. The home offers a bright and inviting floor plan with fresh paint throughout and stylish luxury vinyl plank flooring. The upgraded kitchen boasts new stainless appliances and a wonderful breakfast bar for stools. Relax in the living room by the cozy gas fireplace or step outside on your large patio. Both bedrooms include

    Brian Schilling EXP Realty, LLC

    805 Latchmere Ct Unit 102, Annapolis, MD 21401
  • 93 Clay St, Annapolis, MD 21401
    93 Clay St, Annapolis, MD 21401
    93 Clay St, Annapolis, MD 21401
    /21

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    93 Clay St, Annapolis, MD 21401

    Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal.Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant

    Michelle Kemerer Compass

    93 Clay St, Annapolis, MD 21401
  • 2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
    /14

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401

    Sunny and bright top-floor condo featuring an open floor plan and a cozy gas fireplace. Enjoy wooded views from the private balcony. This well-maintained home offers 2 bedrooms, 2 bathrooms, and an in-unit laundry closet. Secure building with keyed entry. Convenient location with easy access to major commuter routes.

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
  • 16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    /36

    $350,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    16 Parole St, Annapolis, MD 21401

    Check the photos - Beautiful * Immediate possession * Amazing opportunity to own a detached home at a condominium price * NO HOA or condo fees * Large yard * Remodeled / upgraded * Cutest cape cod with hardwood floors * screened in front porch * updated kitchen and baths * New stainless steel appliances * All solid wood cabinets with granite countertop * Freshly painted * Deep lot with plenty of

    Katie Neighoff RE/MAX United Real Estate

    16 Parole St, Annapolis, MD 21401
  • 3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    3268 Kitty Duvall Dr, Annapolis, MD 21403
    /31

    $324,000

    • Land
    • 0.62 Acre
    • $522,581 per Acre

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity – Serene .62-Acre Homesite Near Downtown AnnapolisBuild the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • 655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
    /21

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401

    Price Just Reduced. Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed

    Frank Livingston Cook Real Estate Brokerage

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
  • 27 Dorsey Ave, Annapolis, MD 21401
    27 Dorsey Ave, Annapolis, MD 21401
    27 Dorsey Ave, Annapolis, MD 21401
    /8

    $349,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    27 Dorsey Ave, Annapolis, MD 21401

    Bridgette Jacobs Long & Foster Real Estate, Inc.

    27 Dorsey Ave, Annapolis, MD 21401
  • 2704 Summerview Way Unit 103, Annapolis, MD 21401
    2704 Summerview Way Unit 103, Annapolis, MD 21401
    /2

    $379,990 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2704 Summerview Way Unit 103, Annapolis, MD 21401

    Professional Photos Coming Soon !

    Linda Pelton Taylor Properties

    2704 Summerview Way Unit 103, Annapolis, MD 21401
  • 1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403
    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403
    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403
    /29

    $390,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,412 Sq Ft

    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403

    Welcome to Lake Heron, one of Annapolis’s most sought-after condo communities surrounded by trees, water views, and easy access to everything the area has to offer. This bright and spacious top-level condo features two bedrooms, two full baths, and a large additional loft space that's perfect for a home office, guest area, den or library with a cozy reading nook.The main living area feels

    Caroline Paper Next Step Realty

    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403
  • 960 Yachtsman Way, Annapolis, MD 21403
    960 Yachtsman Way, Annapolis, MD 21403
    /2

    $399,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    960 Yachtsman Way, Annapolis, MD 21403

    Vishal Doddanna Keller Williams Realty Centre

    960 Yachtsman Way, Annapolis, MD 21403
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $376,000

    • 2 Beds
    • 2 Baths
    • 1,061 Sq Ft

    40 Oak Ct, Annapolis, MD 21401

    Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring

    Gregory Golding ExecuHome Realty

    40 Oak Ct, Annapolis, MD 21401
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,061 Sq Ft

    40 Oak Ct, Annapolis, MD 21401

    Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring

    Gregory Golding ExecuHome Realty

    40 Oak Ct, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis

Real Estate & Homes in Annapolis, MD under $400,000

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 31 days on the market compared to the national average of 52 days. The median sale price for homes in Annapolis, MD over the last 12 months is $617,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$617,000
Median Single Family Sale Price
$802,500
Median Townhouse Sale Price
$466,500
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$397,000
Average Price Per Sq Ft
$357
Number of Homes for Sale
285
Last 12 months Home Sales
1,257
Months of Supply
2.70
Median List Price
$644,500
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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Explore the array of homes and houses for sale under $400,000 in Annapolis, where you'll find 30 options tailored for those seeking affordable real estate opportunities. Whether you're interested in spacious family homes, modern townhouses, or cozy bungalows, Annapolis offers a diverse range of choices to match your needs and financial considerations. Take advantage of these affordably-priced properties to make your move into the real estate market in Annapolis, MD.

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