37

Homes for Sale in 21409

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  • /2

    $600,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    724 Darlow Dr, Annapolis, MD 21409

    Welcome to 224 Darlow Drive! This is a wonderful home in the 55+ Adult Living Community of Highland Woods. It consists of 2 bedrooms, 2 full baths on one level and has an open concept floor plan. It has 9' ceilings, and an adjacent family room to the kitchen that has wood flooring, a ceiling fan and a corner natural gas fireplace for the cooler evenings. Also included are lots of windows bringing

    Agent Photo

    Doannie Tambascio

    Coldwell Banker Realty

    (443) 222-1462

    724 Darlow Dr, Annapolis, MD 21409
  • /84

    $3,199,950

    • 5 Beds
    • 2 Baths
    • 5,522 Sq Ft

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

    Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U.S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the

    Agent Photo

    Angelica Dennis

    Keller Williams Capital Properties

    (443) 781-6808

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
  • /20

    $678,900 New Construction

    • 3 Beds
    • 2 - 3.5 Baths
    • 1,729+ Sq Ft

    Element 3 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791892, 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
  • /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
  • /47

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents. This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • /4

    $624,410 New Construction

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

    78 Old Mill Bottom Rd N, Annapolis, MD 21409

    Building One Nearly Sold Out! Bright, spacious unit showcasing gorgeous design upgrades throughout. Start an exciting new chapter in this amenity-rich 55+ community conveniently located minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking space included. Turnkey luxury, private balcony. Tour this incredible Model Home today!

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N, Annapolis, MD 21409
  • /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 Pleasant Plains Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • /10

    $160,000

    • Land
    • 0.21 Acre
    • $761,905 per Acre

    1167 Green Holly Dr, Annapolis, MD 21409

    Welcome to the sought-after community of Cape St. Claire! This lot is being offered as an addition to a home for sale. Please contact the county for possible development.

    Darlene Winegardner RE/MAX Executive

    1167 Green Holly Dr, Annapolis, MD 21409
  • /70

    $1,695,000

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

    1836 Burley Ln, Annapolis, MD 21409

    Discover a rare deep-water retreat on peaceful Burley Creek, an inviting waterfront home where contemporary architecture, warm natural textures, and the serenity of nature come together in a way that instantly feels like a getaway. With soaring vaulted ceilings, natural wood accents, dramatic stacked-stone fireplaces, and sunlight spilling in from every angle, the home offers a cozy, ski-chalet

    Jackie Reinauer Long & Foster Real Estate, Inc.

    1836 Burley Ln, Annapolis, MD 21409
  • /4

    $872,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1217 Hampton Rd, Annapolis, MD 21409

    New Construction in Cape St. Claire. Current sales price is based on buyer getting a construction perm loan to purchase home. Please look at the documents section of the listing to see all standard features included with this home and all floor plans. Pictures shown in this listing are of a previous home built at 1216 Ramblewood Drive Annapolis, Md. also located in Cape St. Claire. Home is

    Frank Livingston Cook Real Estate Brokerage

    1217 Hampton Rd, Annapolis, MD 21409
  • /19

    $1,350,000

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

    2203 Mulberry Hill Rd, Annapolis, MD 21409

    It's time to put this one on your tour list! Get in by spring and get ready for boating season with your private deep-water slips! Bring your personal touch to this waterfront get away and enjoy the waterfront lifestyle! Waterfront Suisse Chalet on Mill Creek – Annapolis, MD Experience the perfect blend of charm, comfort, and waterfront living in this spacious 3-bedroom, 2.5-bath Suisse Chalet

    Tommy Eicher Coldwell Banker Realty

    2203 Mulberry Hill Rd, Annapolis, MD 21409
  • /26

    $800,000

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

    16 Brice Rd, Annapolis, MD 21409

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

    Barbara Whitaker Douglas Realty, LLC

    16 Brice Rd, Annapolis, MD 21409
  • /36

    $374,950 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    474 Ruffian Ct, Annapolis, MD 21409

    Freshly updated Three Bath & Two Bath home featuring new flooring, fresh paint, stainless steel appliances, and updated baths. Enjoy a finished basement, covered front porch, and a rear deck backing to woods for added privacy. Off-street parking and a prime location just minutes to downtown Annapolis. Easy access to Routes 50 & 97 and an ideal commute to Ft. Meade, Washington DC, Baltimore, and

    Adam Light Monument Sotheby's International Realty

    474 Ruffian Ct, Annapolis, MD 21409
  • /51

    $549,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft

    1162 Saint George Dr, Annapolis, MD 21409

    *Seller is offering $7,500 towards Buyer's Closing Costs!* OPEN HOUSES Sat. (1/10) 11AM-1PM & Sun. (1/11) 10AM-12PM. Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to

    Hunter Geary Hyatt & Company Real Estate, LLC

    1162 Saint George Dr, Annapolis, MD 21409
  • /48

    $929,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,386 Sq Ft

    1612 Trawler Ln, Annapolis, MD 21409

    Welcome to your dream home in the St Margaret's Landing! This exquisite 5-bedroom, 4.5-bathroom residence offers three expansive levels of living. Originally a Ryland home model, this property features two primary suites—one on the main level and another on the upper level—ideal for multi-generational living or hosting guests. Inside, you'll find custom closets, elegant plantation shutters, and

    Jaime Watt Compass

    1612 Trawler Ln, Annapolis, MD 21409
  • /2

    $625,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,360 Sq Ft

    1091 Skyway Dr, Annapolis, MD 21409

    Coming Soon!

    Kristi Neidhardt Northrop Realty

    1091 Skyway Dr, Annapolis, MD 21409
  • /10

    $739,900

    • Land
    • 0.92 Acre
    • $804,239 per Acre

    1440 Whitehall Rd, Annapolis, MD 21409

    Commercially zoned C-1 pad site available adjacent to McDonald's and Wendy's. Just shy of 1 acre. Public Utilities. Great visibility from Rt. 50. Build your office building, a restaurant, retail center, mixed use building, residential apts or condos over ground floor commercial, etc. See documents section for more information.

    Timothy Hogan Hogan Companies Residential

    1440 Whitehall Rd, Annapolis, MD 21409
  • /86

    $530,000

    • 4 Beds
    • 2 Baths
    • 1,660 Sq Ft

    1656 Tim Tam Ct, Annapolis, MD 21409

    Step into turnkey perfection in the heart of Revell Downs! This beautifully updated 4-bedroom, 2-bathroom detached home sits on a desirable corner lot and is completely move-in ready. From the moment you arrive, you’ll appreciate the attention to detail. New flooring throughout, a modern HVAC system, and a brand-new roof with a 50-year transferable warranty ensures comfort and peace of mind for

    Robert Sampson Taylor Properties

    1656 Tim Tam Ct, Annapolis, MD 21409
  • /56

    $565,000

    • 4 Beds
    • 2.5 Baths
    • 2,004 Sq Ft

    606 Snow Goose Ln, Annapolis, MD 21409

    Experience refined living in this impeccably updated four-level townhome in the coveted Waters Edge at Woods Landing community, perfectly positioned to capture tranquil, wooded views. Every detail has been elevated, beginning with rich Brazilian red hardwood floors that flow seamlessly throughout the home and new custom plantation shutters that add timeless elegance and privacy. A bright and

    Christine Leonard Redfin Corp

    606 Snow Goose Ln, Annapolis, MD 21409
  • /6

    $674,900 Coming Soon

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

    1015 Mount Holly Dr, Annapolis, MD 21409

    Professional photos and remarks to follow. This home has been completely redone, and every detail has been meticulously improved, inside and out, with thoughtful upgrades in every corner.

    Justin Disborough Samson Properties

    1015 Mount Holly Dr, Annapolis, MD 21409
  • /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods,

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • /22

    $1,089,999

    • 4 Beds
    • 2.5 Baths
    • 4,592 Sq Ft

    612 Samantha Ct, Annapolis, MD 21409

    BEAUTIFUL COLONIAL HOME ON QUIET CUL DE SAC, SURROUNDED BY 34 LUXURY HOMES. THIS HOME HAS BEEN METICULOUSLY MAINTAINED. GOURMET KITCHEN. SUNROOM. MASTER BEDROOM WITH SPACIOUS EN SUITE BATH. OFFICE. 2 FAMILY ROOMS, 1 WITH GAS FIREPLACE. FORMAL DINING ROOM. HUGE STORAGE ROOM WITH SHELVING INCLUDED. 2 CAR GARAGE. BEAUTIFUL PATIO. ENTERTAINERS DELIGHT! "ADDITIONAL FEATURES INCLUDE AN UNFINISHED 512

    Eric Johnson RLAH @properties

    612 Samantha Ct, Annapolis, MD 21409
  • /7

    $739,900

    • Land
    • 1.49 Acres
    • $496,577 per Acre

    1444 Whitehall Rd, Annapolis, MD 21409

    1.485 acre RLD zoned parcel/ lot available adjacent to McDonald's, Wendy's. Potential uses include daycare, veterinarian, assisted living, club, group home, kennel, plant nursery, produce stand, etc. All utilities are available. Easy access on and off of Rt. 50. Refer to documents section.

    Timothy Hogan Hogan Companies Residential

    1444 Whitehall Rd, Annapolis, MD 21409
  • /29

    $588,888

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409

    Discover luxury living in this stunning corner condo (new in May 2024) at Element at Mill Creek, an exclusive 55+ active adult community in Annapolis! This spacious 1,723 sq ft, 2-bedroom, 2-full-bath residence offers abundant natural light through 12 windows and a glass door leading to your private balcony. Enjoy 9-foot ceilings, a gourmet kitchen with gas range, and elevated first-floor

    Mr. James M. Cronin Chesapeake Real Estate Associates, LLC

    78 Old Mill Bottom Rd N Unit 101, Annapolis, MD 21409
  • /82

    $1,300,000

    • Land
    • 3.92 Acres
    • $331,633 per Acre

    1836 Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15 right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1836 Cherry Rd, Annapolis, MD 21409
  • /22

    $409,900

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

    1250 Stonewood Ct, Annapolis, MD 21409

    CHARMING WHISPERING WOODS END-UNIT TOWNHOME IN ANNAPOLIS Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhome located in the desirable Whispering Woods community. This home features assigned parking plus ample guest parking. Freshly painted and move-in ready, is filled with natural sunlight as you walk in the foyer. The home offers brand-new carpeting, new vinyl plank

    Christana Ross Weichert, REALTORS

    1250 Stonewood Ct, Annapolis, MD 21409
  • /29

    $550,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    518 Fawns Walk, Annapolis, MD 21409

    Coming Soon - Super spacious (almost 3000 sq ft) updated 3-level end unit townhome in sought-after "Woods Landing" in Annapolis. Huge kitchen with high-end updates. Potential 4th bedroom/au pair/in-law suite in lower level. Multiple decks with waterviews and backing to a nature wonderland. Beautifully landscaped. Nice community amenities including tennis/basketball courts, boat and jet ski

    Bill Beam Beam Realty Group, Inc.

    518 Fawns Walk, Annapolis, MD 21409
  • /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • /38

    $511,311 New Construction

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    76 Old Mill Bottom Rd N Unit 308, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience.This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining.Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 308, Annapolis, MD 21409
  • /30

    $4,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    1632 Winchester Rd, Annapolis, MD 21409

    Don't miss this incredible opportunity to build your dream luxury estate home on this amazing private 3.3 acre homesite with amazing waterviews and privacy. Tucked away back off of your 1/4 mile private driveway which sets the tone as you approach your very own oasis. Come witness our vision and be a part of creating a generational estate that Annapolis rarely sees. The main level boasts

    Colleen Smith EXP Realty, LLC

    1632 Winchester Rd, Annapolis, MD 21409
  • /33

    $689,900

    • 5 Beds
    • 3 Baths
    • 3,312 Sq Ft

    1014 St Charles Dr, Annapolis, MD 21409

    This five-bedroom, three full-bath colonial is situated on a corner lot in the desirable Cape St. Claire neighborhood of Annapolis. This home boasts a charming front porch and relaxing side patio, along with ample off-street parking including a two-car garage and four-car driveway. Step inside to find a home that is truly move-in ready, featuring fresh paint throughout, gleaming hardwood floors,

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • /75

    $625,000 Open Sat 12PM - 2PM

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

    1207 Hampton Rd, Annapolis, MD 21409

    Welcome home to this spacious four bedroom, two full bath colonial in sought after Cape St Claire situated on a corner lot. This property is ready for you to move right in. Walk onto original hardwood floors in the living room at the entry, with a cozy wood burning fireplace and pass through to the kitchen, hardwoods are also on the other side of the main level in the dining and family rooms. The

    Christopher Fuller Long & Foster Real Estate, Inc.

    1207 Hampton Rd, Annapolis, MD 21409
  • /32

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1507 Broadneck Place Unit 404, Annapolis, MD 21409

    Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Annapolis, MD. This elegant loft-style condominium, offering 1,235 square feet, is a testament to comfort and convenience. Revel in the grandeur of vaulted ceilings and the abundance of natural light that cascades through expansive windows, enhancing every corner of this remarkable home. Thoughtfully designed,

    Jaime Watt Compass

    1507 Broadneck Place Unit 404, 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. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • /45

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    1138 Ramblewood Dr, Annapolis, MD 21409

    Welcome to a lovely place to call home that is located one block from the water in the highly desirable community of Cape Saint Claire in the Broad Neck school district. The main level is a bright and open concept with a cozy wood-burning fireplace in the living area, double french doors that lead to a quaint, quiet, very private, and low maintenance stone patio surrounded by the beauty and

    Gloria Shuler Coldwell Banker Realty

    1138 Ramblewood Dr, Annapolis, MD 21409
  • /48

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    402 Cranes Roost Ct, Annapolis, MD 21409

    Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal

    Branden Schroeder GybeSet Homes

    402 Cranes Roost Ct, Annapolis, MD 21409
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