113

Homes for Sale in 21401

Section Image
  • 12 Union St, Annapolis, MD 21401
    12 Union St, Annapolis, MD 21401
    12 Union St, Annapolis, MD 21401
    /76

    $1,289,900

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,265 Sq Ft

    12 Union St, Annapolis, MD 21401

    Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer

    Santiago Navarro-Monzo Coldwell Banker Realty

    12 Union St, Annapolis, MD 21401
  • 349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    /49

    $2,395,000

    $155K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 3,185 Sq Ft

    349 Sherwood Trail, Annapolis, MD 21401

    Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river

    Brad Kappel TTR Sotheby's International Realty

    349 Sherwood Trail, Annapolis, MD 21401
  • 114 Sellew Rd, Annapolis, MD 21401
    114 Sellew Rd, Annapolis, MD 21401
    114 Sellew Rd, Annapolis, MD 21401
    /35

    $1,350,000

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    114 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an end unit home on Lot 9. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    114 Sellew Rd, Annapolis, MD 21401
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $950,000

    Open Fri 4PM - 6PM $100K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    * Please join us at our open house this Friday, July 24th from 4-6PM for drinks and hors d’oeuvres!* MOTIVATED SELLER. BRING ALL OFFERS. Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 87 Shipwright St, Annapolis, MD 21401
    87 Shipwright St, Annapolis, MD 21401
    87 Shipwright St, Annapolis, MD 21401
    /38

    $1,850,000

    • 6 Beds
    • 4.5 Baths
    • 2,744 Sq Ft

    87 Shipwright St, Annapolis, MD 21401

    Located in Annapolis' Historic District, this 4 story home offers a rare opportunity to own a spacious residence within walking distance of the water, City Dock, shops, restaurants, and local attractions.Featuring 6 bedrooms and 4.5 bathrooms, the home is filled with original character, including hardwood flooring and original doors throughout. The oversized living room features a gas

    Catherine Watson - Bye RE/MAX Executive

    87 Shipwright St, Annapolis, MD 21401
  • 20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    20 Shaw St, Annapolis, MD 21401
    /40

    $1,099,000

    $51K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    20 Shaw St, Annapolis, MD 21401

    Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this New Price! Located in sought after Murray Hill in downtown Annapolis, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa

    Kate Hopkins Coldwell Banker Realty

    20 Shaw St, Annapolis, MD 21401
  • 11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    11 1/2 College Ave, Annapolis, MD 21401
    /59

    $1,295,000

    Open Sat 12PM - 2PM $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,501 Sq Ft

    11 1/2 College Ave, Annapolis, MD 21401

    Now offered at an exceptional value in today's market. One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to bottom with exceptional craftsmanship

    Joanna Dalton Coldwell Banker Realty

    11 1/2 College Ave, Annapolis, MD 21401
  • 1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    1800 River Watch Ln, Annapolis, MD 21401
    /69

    $3,195,000

    $300K PRICE DROP
    • 3 Beds
    • 4,223 Sq Ft

    1800 River Watch Ln, Annapolis, MD 21401

    Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone

    Doc Keane Washington Fine Properties, LLC

    1800 River Watch Ln, Annapolis, MD 21401
  • 805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    /47

    $1,198,000

    $97K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    805 Spa Rd, Annapolis, MD 21401

    NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3

    Stephanie Henry Bennett Realty Solutions

    805 Spa Rd, Annapolis, MD 21401
  • 75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    75 Shipwright St, Annapolis, MD 21401
    /94

    $1,449,000

    $101K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,557 Sq Ft

    75 Shipwright St, Annapolis, MD 21401

    75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external

    Norman Lee III Anne Arundel Properties, Inc.

    75 Shipwright St, Annapolis, MD 21401
  • 607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    /58

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,102 Sq Ft

    607 Melvin Ave, Annapolis, MD 21401

    Open House Saturday July 11th, 11AM - 1PM! Come Join us to see this adorable bungalow in a prime West Annapolis Location! Easy one-level living with a great fenced-in yard and a large, detached garage. Super fun, walkable location—catch Navy Midshipmen football games or stroll to Chessie’s Wharf, Positano’s, Bean Rush Cafe, Always Ice Cream Company & more! Just a short distance to Downtown

    Joanna Dalton Coldwell Banker Realty

    607 Melvin Ave, Annapolis, MD 21401
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /75

    $7,250,000

    $749K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    11 S Acton Place, Annapolis, MD 21401

    Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively

    Shawn Martin Real Broker, LLC

    11 S Acton Place, Annapolis, MD 21401
  • 327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    /42

    $2,349,000

    $146K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,831 Sq Ft

    327 Riverview Trail, Annapolis, MD 21401

    Picturesque Craftsman-style waterfront cottage in Epping Forest! Mornings begin with coffee on the porch as the water glistens across Saltworks Creek and stretches out to the Severn River, while evenings are spent gathered by the firepit, watching boats drift by under painted skies. Welcome to effortless waterfront living in the private, gated community of Epping Forest where every day feels like

    Brad Kappel TTR Sotheby's International Realty

    327 Riverview Trail, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    /54

    $719,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401

    Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community.Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming

    Agnes Kongas-Sawera RE/MAX Leading Edge

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /14

    $1,495,000

    $380K PRICE DROP
    • Land
    • 26,571 Sq Ft
    • $2,450,820 per Acre

    4 Shiley St, Annapolis, MD 21401

    An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,218,375

    $64K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 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
  • 209 S Cherry Grove Ave, Annapolis, MD 21401
    209 S Cherry Grove Ave, Annapolis, MD 21401
    209 S Cherry Grove Ave, Annapolis, MD 21401
    /68

    $898,000

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,907 Sq Ft

    209 S Cherry Grove Ave, Annapolis, MD 21401

    OPEN HOUSE SATURDAY 7/25 and SUNDAY 7/26 FROM 11-1pmSituated on one of Annapolis' widest and most desirable streets, this beautifully updated 3-bedroom, 1.5-bath Colonial blends timeless charm with thoughtful modern improvements.Meticulously maintained by its current owners, nearly every inch of the home has been enhanced. The renovated kitchen was thoughtfully redesigned to open the main

    Kevin Stodd EXP Realty, LLC

    209 S Cherry Grove Ave, Annapolis, MD 21401
  • 903 Scupper Ct, Annapolis, MD 21401
    903 Scupper Ct, Annapolis, MD 21401
    903 Scupper Ct, Annapolis, MD 21401
    /40

    $1,050,000

    • 4 Beds
    • 4.5 Baths
    • 5,766 Sq Ft

    903 Scupper Ct, Annapolis, MD 21401

    Luxury living awaits in the highly desirable Broad Creek Landing community! Offering nearly 5,800 finished square feet, this exceptional home combines timeless elegance, generous living spaces, and an unbeatable location just minutes from historic Annapolis. A grand two-story foyer welcomes you into a light-filled interior enhanced by extensive trim detail, crown molding, and spacious formal and

    Randell Dofat EXP Realty, LLC

    903 Scupper Ct, Annapolis, MD 21401
  • 310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    /42

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft

    310 Epping Way, Annapolis, MD 21401

    Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments

    Brad Kappel TTR Sotheby's International Realty

    310 Epping Way, Annapolis, MD 21401
  • 1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    /46

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 8,278 Sq Ft

    1614 Annesley Ct, Annapolis, MD 21401

    Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is

    Brad Kappel TTR Sotheby's International Realty

    1614 Annesley Ct, Annapolis, MD 21401
  • 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
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /58

    $11,500,000

    $1M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining.

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 622 Wayward Dr, Annapolis, MD 21401
    622 Wayward Dr, Annapolis, MD 21401
    622 Wayward Dr, Annapolis, MD 21401
    /45

    $625,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    622 Wayward Dr, Annapolis, MD 21401

    Welcome home to this beautifully renovated split-level in a sought-after community! Featuring a bright, open floor plan with quality finishes throughout, this move-in ready home offers wood floors, an updated kitchen, and fully renovated baths. The three-bedroom layout provides comfortable living spaces designed for today's lifestyle. Nestled on a private, wooded 0.40-acre lot backing to

    Kimberly O'Connor Coldwell Banker Realty

    622 Wayward Dr, Annapolis, MD 21401
  • 111 Ellershaw Ct, Annapolis, MD 21401
    111 Ellershaw Ct, Annapolis, MD 21401
    111 Ellershaw Ct, Annapolis, MD 21401
    /67

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    111 Ellershaw Ct, Annapolis, MD 21401

    JUST LISTED! Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels.

    Ryan Turner Coldwell Banker Realty

    111 Ellershaw Ct, Annapolis, MD 21401
  • 500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    /35

    $2,250,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 4,771 Sq Ft

    500 Sara Dr, Annapolis, MD 21401

    Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most

    Brad Kappel TTR Sotheby's International Realty

    500 Sara Dr, Annapolis, MD 21401
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /113

    $1,575,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 5,437 Sq Ft

    1907 Mackiebeth Ct, Annapolis, MD 21401

    This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is ready to go and can do a quick occupancy! With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and 4.5-baths and sits on the last available lot in

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 120 Kingswood Rd, Annapolis, MD 21401
    120 Kingswood Rd, Annapolis, MD 21401
    120 Kingswood Rd, Annapolis, MD 21401
    /56

    $1,099,000

    $51K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,748 Sq Ft

    120 Kingswood Rd, Annapolis, MD 21401

    Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest.Enjoy winter waterviews of Saltworks Creek and soak in the

    Molly Tardivo Coldwell Banker Realty

    120 Kingswood Rd, Annapolis, MD 21401
  • 206 Sellew Rd, Annapolis, MD 21401
    206 Sellew Rd, Annapolis, MD 21401
    206 Sellew Rd, Annapolis, MD 21401
    /22

    $1,307,775

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,300 Sq Ft

    206 Sellew Rd, Annapolis, MD 21401

    **Hard Hat Tours are now available by appointment! Move into your brand-new luxury home in just a few short months.**Lot 12 is well underway, with cabinetry, designer tile, quartz countertops, trim, and interior finishes currently being installed. This interior residence includes thoughtfully curated designer selections, including hardwood flooring, Foxhall Green lower cabinetry paired with

    Alison Wisnom Coldwell Banker Realty

    206 Sellew Rd, Annapolis, MD 21401
  • 126 Marquise Ln, Annapolis, MD 21401
    126 Marquise Ln, Annapolis, MD 21401
    126 Marquise Ln, Annapolis, MD 21401
    /27

    $835,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft

    126 Marquise Ln, Annapolis, MD 21401

    Showcasing timeless elegance and exceptional craftsmanship, this stunning Hardi Plank and stone Craftsman residence seamlessly blends sophisticated design with everyday comfort. Offering 3 bedrooms and 2.5 baths, the home welcomes you with rich hardwood flooring throughout the main level and an inviting family room highlighted by a gas fireplace and custom built-in shelving. Designed to impress,

    John Collins Long & Foster Real Estate, Inc.

    126 Marquise Ln, Annapolis, MD 21401
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /78

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,890 Sq Ft

    1739 Vineyard Trail, Annapolis, MD 21401

    Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 107 Monticello Ave, Annapolis, MD 21401
    107 Monticello Ave, Annapolis, MD 21401
    107 Monticello Ave, Annapolis, MD 21401
    /68

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 3,316 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /51

    $2,295,000

    $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /50

    $685,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Some of the recent updates include New HVAC -2025, New Metal Roof-2020. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 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

    OPEN HOUSE SUNDAY 7/19/26 11-1! 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

    Lauren Emrick Innovative Properties, Inc.

    11 Harbour Heights Dr, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    /62

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors (no carpet), soaring 10-foot ceilings, elegant granite

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
  • 2572 Riva Rd Unit 19B, Annapolis, MD 21401
    2572 Riva Rd Unit 19B, Annapolis, MD 21401
    2572 Riva Rd Unit 19B, Annapolis, MD 21401
    /8

    $250,000

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    2572 Riva Rd Unit 19B, Annapolis, MD 21401

    Very Nice move in ready condo with a nice deck and nice view in the back. Ask about 100 percent loans Hurry while this great home lasts. Buyers loan fell through hurry and make this home yours.

    Scott Thompson Samson Properties

    2572 Riva Rd Unit 19B, Annapolis, MD 21401
  • 2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    /31

    $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
  • 220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    /41

    $899,899

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    220 West St, Annapolis, MD 21401

    Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has

    Vishal Doddanna Keller Williams Realty Centre

    220 West St, Annapolis, MD 21401
  • 108 Sellew Rd, Annapolis, MD 21401
    108 Sellew Rd, Annapolis, MD 21401
    108 Sellew Rd, Annapolis, MD 21401
    /34

    $1,295,000

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    108 Sellew Rd, Annapolis, MD 21401

    Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    108 Sellew Rd, Annapolis, MD 21401

Showing Results 41 - 80, Page 2 of 3

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in 21401

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