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Explore Similar Homes Within 2 Miles of Downtown Annapolis, MD

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

    $375,000

    • 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
  • 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
  • 1007 Madison Ct, Annapolis, MD 21403
    1007 Madison Ct, Annapolis, MD 21403
    1007 Madison Ct, Annapolis, MD 21403
    /40

    $374,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 900 Sq Ft

    1007 Madison Ct, Annapolis, MD 21403

    ***Bundled service pricing available for buyers. Connect with the listing agent for details.***Charming Townhome Near Downtown Annapolis & the U.S. Naval AcademyWelcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U.S. Naval Academy. This versatile layout offers comfortable living across

    SHERRI SPRIGGS Redfin Corp

    1007 Madison Ct, Annapolis, MD 21403
  • 10 Silverwood Cir Unit 10, Annapolis, MD 21403
    10 Silverwood Cir Unit 10, Annapolis, MD 21403
    10 Silverwood Cir Unit 10, Annapolis, MD 21403
    /30

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    10 Silverwood Cir Unit 10, Annapolis, MD 21403

    Welcome Home to 10 Silverwood Circle in the Fairwinds of Annapolis Community. Located minutes from shopping, dining, and everything downtown Annapolis has to offer, this beautifully renovated 2 bedroom, 2 bathroom condo blends modern style with everyday comfort. Step inside to find luxury vinyl plank flooring, updated HVAC and windows. Set the mood with dimmable warm to LED lighting you can

    JACQUELINE ROMERO EKB Realty

    10 Silverwood Cir Unit 10, Annapolis, MD 21403
  • 16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    16 Parole St, Annapolis, MD 21401
    /36

    $375,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    16 Parole St, Annapolis, MD 21401

    Cutest cape cod with hardwood floors , screened in front porch , solid wood cabinets. New stainless steel appliances. Deep lot with plenty of privacy. Brand new roof, siding , windows , gutters. Prefect place in convenient Annapolis.

    Katie Neighoff RE/MAX United Real Estate

    16 Parole St, Annapolis, MD 21401
  • 655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
    /33

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,121 Sq Ft

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401

    Immaculate condominium, move in ready* Recently painted throughout* All newer carpeting* Bright and open floorplan* Kitchen with white cabinetry and counters, gas stove* Spacious Living Room with access to deck and gas fireplace* Primary bedroom with attached full bathroom and walk in closet* Secure building* Water heater recently replaced* Easy access to downtown Annapolis

    Aidan Surlis, Jr. RE/MAX Leading Edge

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
  • 1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    1200 Gemini Dr, Annapolis, MD 21403
    /40

    $324,999

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    1200 Gemini Dr, Annapolis, MD 21403

    Don’t miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just minutes from Historic Downtown Annapolis. Freshly painted with brand-new flooring throughout, this move-in ready home offers bright, spacious living with the added privacy of an end-unit. Step outside to your fully fenced backyard, featuring a brand-new fence, pavers, a grassy area, and a convenient storage

    Mary Graw Coldwell Banker Realty

    1200 Gemini Dr, Annapolis, MD 21403
  • 2013 Warners Terrace S Unit 241, Annapolis, MD 21401
    2013 Warners Terrace S Unit 241, Annapolis, MD 21401
    2013 Warners Terrace S Unit 241, Annapolis, MD 21401
    /25

    $339,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    2013 Warners Terrace S Unit 241, Annapolis, MD 21401

    Welcome Home to this beautifully maintained 2-bedroom, 2-bath condo offering the perfect blend of comfort, convenience, and location. Nestled in a desirable Annapolis community, this home features a spacious open floor plan with abundant natural light, updated flooring and a private balcony ideal for relaxing or entertaining. The kitchen boasts new, modern appliances and a breakfast bar that

    Jessica Gosman-Bowen Curtis Real Estate Company

    2013 Warners Terrace S Unit 241, Annapolis, MD 21401
  • 10-G Ironstone Ct, Annapolis, MD 21403
    10-G Ironstone Ct, Annapolis, MD 21403
    10-G Ironstone Ct, Annapolis, MD 21403
    /34

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    10-G Ironstone Ct, Annapolis, MD 21403

    Seller is offering $2,000.00 Closing cost contribution! Buyer can buy down their interest rate.This well-kept three-bedroom, two-and-a-half-bath end-unit townhome offers a functional layout across three levels, with abundant natural light and a private setting that backs to the woods. Located on the quieter backside of the community, this home enjoys a more peaceful, tucked-away feel. The

    Sandra K. Libby Long & Foster Real Estate, Inc.

    10-G Ironstone Ct, Annapolis, MD 21403
  • 50 Amberstone Ct Unit E, Annapolis, MD 21403
    50 Amberstone Ct Unit E, Annapolis, MD 21403
    50 Amberstone Ct Unit E, Annapolis, MD 21403
    /24

    $359,900

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Amberstone Ct Unit E, Annapolis, MD 21403

    Thoughtfully updated across three levels, this three bedroom, two and a half bath townhome offers a functional layout with high-impact improvements throughout. The top level primary suite features a spacious walk-in closet and a renovated en-suite bath with modern finishes. Two additional bedrooms, a full bath, laundry room, and linen closet complete the second level.The main floor

    Erica Baker TTR Sotheby's International Realty

    50 Amberstone Ct Unit E, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
    /43

    $320,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403

    Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.

    Crystal Smith RE/MAX Executive

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
  • 12 Bunche St, Annapolis, MD 21401
    12 Bunche St, Annapolis, MD 21401
    12 Bunche St, Annapolis, MD 21401
    /16

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft

    12 Bunche St, Annapolis, MD 21401

    Welcome to this charming detached home just minutes from downtown Annapolis! Perfectly situated close to all major commuter routes and shopping, this two-bedroom, two-bath residence offers the best of convenience and comfort.Step inside to discover the historic character throughout, with one full bath on the main level—ideal for main-level living. The spacious, fenced backyard is perfect

    Kara Shaffer Engel & Völkers Annapolis

    12 Bunche St, Annapolis, MD 21401
  • 602 Broach Ct, Annapolis, MD 21401
    602 Broach Ct, Annapolis, MD 21401
    602 Broach Ct, Annapolis, MD 21401
    /24

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    602 Broach Ct, Annapolis, MD 21401

    Excellent location. Well maintained and freshly painted. Ready to occupy. 3 fully finished levels, basement with walk-out stairs. Spacious main level with read deck.

    Hector Velasquez Capitol Real Estate

    602 Broach Ct, Annapolis, MD 21401
  • 86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    /28

    $399,900

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    ANNAPOLIS lifestyle in this 3 Level Cape Cod, boasting 5 Bedrooms and 2 full Bathrooms. The Beautiful interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, stainless-steel appliances and attractive cabinetry enhances your cooking and gathering experience. Complete with a traditional floor plan

    Barry Lagemann Keller Williams Flagship

    86 Summerfield 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

    $349,000

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

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401

    Price Reduction. 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 at

    Frank Livingston Cook Real Estate Brokerage

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
  • 124 Roselawn Rd, Annapolis, MD 21403
    124 Roselawn Rd, Annapolis, MD 21403
    124 Roselawn Rd, Annapolis, MD 21403
    /22

    $380,000

    • 3 Beds
    • 1 Bath
    • 875 Sq Ft

    124 Roselawn Rd, Annapolis, MD 21403

    Buyer's financing fell through, their loss, your gain. Welcome to this charming, fully renovated gem in the heart of the established Primrose Acres neighborhood! You’ll fall in love with the bright, open-concept kitchen and living area, designed with modern living in mind. The kitchen boasts abundant cabinetry for all your storage needs, a stylish breakfast bar, gleaming granite countertops,

    Julie Shepard Douglas Realty, LLC

    124 Roselawn Rd, Annapolis, MD 21403
  • 29 Collison Rd, Annapolis, MD 21401
    29 Collison Rd, Annapolis, MD 21401
    /2

    $300,000

    • Land
    • 0.29 Acre
    • $1,034,483 per Acre

    29 Collison Rd, Annapolis, MD 21401

    MAJOR PRICE ADJUSTMENT on this lovely flat lot in a private, convenient neighborhood.This lot was subdivided many years ago and used by the present owners for picnics and famly gatherings. Please contact the listing agent with any questions. And drive by but do not walk the lot without prior authorization.Please contact the listing agent regarding the potential availability of the

    Stealey Ashley Coldwell Banker Realty

    29 Collison Rd, Annapolis, MD 21401
  • 501 Mathias Hammond Way Unit 202, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 202, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 202, Annapolis, MD 21401
    /24

    $379,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    501 Mathias Hammond Way Unit 202, Annapolis, MD 21401

    Coming Soon

    Brian Schilling EXP Realty, LLC

    501 Mathias Hammond Way Unit 202, Annapolis, MD 21401
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Real Estate & Homes in Downtown Annapolis, Annapolis under $400,000

Learn more about living in Downtown Annapolis

Home Trends in Downtown Annapolis, MD

On average, homes in Downtown Annapolis, Annapolis sell after 22 days on the market compared to the national average of 70 days. The median sale price for homes in Downtown Annapolis, Annapolis over the last 12 months is $388,000, down 29% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$388,000
Median Single Family Sale Price
$346,000
Median 2 Bedroom Sale Price
$785,000
Average Price Per Sq Ft
$353
Number of Homes for Sale
2
Last 12 months Home Sales
28
Months of Supply
0.90
Median List Price
$589,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-29%
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