290

Annapolis, MD Homes for Sale

Section Image Section Image
  • 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
  • 19 Boucher Place, Annapolis, MD 21403
    19 Boucher Place, Annapolis, MD 21403
    19 Boucher Place, Annapolis, MD 21403
    /55

    $819,000

    • 3 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    19 Boucher Place, Annapolis, MD 21403

    Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offers a perfect blend of coastal and traditional architectural styles, creating a warm and inviting atmosphere. Built in 2013, this residence boasts 1,800 square feet of thoughtfully designed living space, ideal for those seeking comfort and elegance. The kitchen is a chef's dream, featuring upgraded

    Deborah Savoie Long & Foster Real Estate, Inc.

    19 Boucher Place, Annapolis, MD 21403
  • 1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    /39

    $2,500,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,709 Sq Ft

    1603 Winchester Rd, Annapolis, MD 21409

    READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1603 Winchester Rd, Annapolis, MD 21409
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /6

    $1,575,000

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

    1907 Mackiebeth Ct, Annapolis, MD 21401

    Professional photos will be taken 4/26/26! 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 estimated to be completed by the end of April, 2026. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 120 Kingswood Rd, Annapolis, MD 21401
    120 Kingswood Rd, Annapolis, MD 21401
    /2

    $1,150,000

    Coming Soon
    • 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 everything nature has

    Molly Tardivo Coldwell Banker Realty

    120 Kingswood Rd, Annapolis, MD 21401
  • 78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
    /2

    $602,602

    New Construction $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft

    78 Old Mill Bottom Rd N Unit 112, 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.

    78 Old Mill Bottom Rd N Unit 112, Annapolis, MD 21409
  • 1132 Bay Ridge Rd, Annapolis, MD 21403
    1132 Bay Ridge Rd, Annapolis, MD 21403
    1132 Bay Ridge Rd, Annapolis, MD 21403
    /48

    $720,000

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    1132 Bay Ridge Rd, Annapolis, MD 21403

    Live the Annapolis dream in this beautiful, well maintained, quality home surrounded with professional landscaping. This home delivers the ultimate move in ready experience. Fantastic location on private lane with lots of “New”. New roof, skylight and gutters in 2026, New heat pump in 2026 (with 10-year parts and labor warranty that transfers), New hot water heater 2026, New carpet 2026, New

    Wendy Trebbe Blackwell Real Estate, LLC

    1132 Bay Ridge Rd, Annapolis, MD 21403
  • 422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    /21

    $850,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,094 Sq Ft

    422 First St, Annapolis, MD 21403

    Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of character, convenience, and coastal living. Freshly painted throughout, this inviting two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and

    Cindy Nairn Coldwell Banker Realty

    422 First St, Annapolis, MD 21403
  • 20 Washington Dr, Annapolis, MD 21401
    20 Washington Dr, Annapolis, MD 21401
    20 Washington Dr, Annapolis, MD 21401
    /40

    $449,900

    Open Sun 1PM - 3PM $30K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,828 Sq Ft

    20 Washington Dr, Annapolis, MD 21401

    Welcome to this beautifully updated home in the heart of Annapolis, offering the perfect combination of space, flexibility, and opportunity. Situated on nearly half an acre, this expansive property features 5 bedrooms, 2 full bathrooms, and a layout designed to accommodate a variety of living arrangements. Whether you're looking for space for a growing family, multi-generational living, extended

    Yvette Flores Samson Properties

    20 Washington Dr, Annapolis, MD 21401
  • 940 Astern Way Unit 102A, Annapolis, MD 21401
    940 Astern Way Unit 102A, Annapolis, MD 21401
    940 Astern Way Unit 102A, Annapolis, MD 21401
    /72

    $318,000

    $12K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,073 Sq Ft

    940 Astern Way Unit 102A, Annapolis, MD 21401

    1 Year home warranty offered by the seller (a $500 value)!Serenity Meets Convenience at The Reserve in Heritage Harbour, a premier 55+ community!What sets this unit apart from every other in the building is its unique relationship with the outdoors. As the only unit featuring a private brick patio with direct walk-out access to the parking lot and sidewalks, it bridges the gap between

    Christine Vorsteg Keller Williams Flagship

    940 Astern Way Unit 102A, Annapolis, MD 21401
  • 713 Skippers Ln, Annapolis, MD 21401
    713 Skippers Ln, Annapolis, MD 21401
    713 Skippers Ln, Annapolis, MD 21401
    /58

    $595,000

    $30K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,984 Sq Ft

    713 Skippers Ln, Annapolis, MD 21401

    This exceptional end-unit residence in the stately Village Greens of Annapolis is bathed in natural light from 14 additional windows not found in typical interior models, beautifully highlighting the engineered hardwood floors throughout the main levels. The pristine condition, spacious interior, and amazing location combine to create a move-in-ready home and a fabulous Annapolis lifestyle. The

    Jen Holden Compass

    713 Skippers Ln, Annapolis, MD 21401
  • 316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    /34

    $474,000

    $8K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    316 Burnside St Unit 203, Annapolis, MD 21403

    Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 203, Annapolis, MD 21403
  • 7 Mizzen Ct, Annapolis, MD 21403
    7 Mizzen Ct, Annapolis, MD 21403
    7 Mizzen Ct, Annapolis, MD 21403
    /28

    $390,000

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft

    7 Mizzen Ct, Annapolis, MD 21403

    This spacious, well-maintained townhouse in desirable Annapolis offers comfortable, move-in-ready living. The main level features a welcoming living room centered on a classic wood-burning fireplace with back slider that flood the space with light and open to the backyard. A dedicated dining area adjoins the living room, creating an ideal flow for both casual and formal gatherings. The fully

    Lauren Emrick Innovative Properties, Inc.

    7 Mizzen Ct, Annapolis, MD 21403
  • 709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    /36

    $590,000

    $60K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Welcome to 709 Skippers Lane, a rare and versatile Live/Work townhome in the sought‐after Village Greens community—one of the only homes in the development offering this unique zoning flexibility. With 3,016 sq. ft. of beautifully finished space, this contemporary residence blends upscale living with the opportunity to operate a boutique business, studio, or professional office right from home.

    Michelle Boretti Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • 107 Monticello Ave, Annapolis, MD 21401
    107 Monticello Ave, Annapolis, MD 21401
    /2

    $1,500,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,159 Sq Ft

    107 Monticello Ave, Annapolis, MD 21401

    Coming Soon!

    Alexandra Ryan EXP Realty, LLC

    107 Monticello Ave, Annapolis, MD 21401
  • 2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    /32

    $364,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401

    Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main

    Sheena Saydam Keller Williams Capital Properties

    2161 Scotts Crossing Ct Unit 30, 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

    A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /40

    $979,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,656 Sq Ft

    179 Green St, Annapolis, MD 21401

    Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant

    Sergey Taksis Long & Foster Real Estate, Inc.

    179 Green St, Annapolis, MD 21401
  • 312 Severn Ave, Annapolis, MD 21403
    312 Severn Ave, Annapolis, MD 21403
    312 Severn Ave, Annapolis, MD 21403
    /51

    $515,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave, Annapolis, MD 21403

    Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern comfort at Tecumseh on Spa Creek. This bright and inviting one-bedroom loft condo features an open-concept design with soaring vaulted ceilings, a striking brick fireplace, and a thoughtfully crafted loft layout that maximizes both space and style. Located on the fourth floor with convenient elevator access,

    Dayna Blumel Compass

    312 Severn Ave, Annapolis, MD 21403
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /20

    $695,000

    Coming Soon
    • 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. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401
  • 530 Samuel Chase Way, Annapolis, MD 21401
    530 Samuel Chase Way, Annapolis, MD 21401
    530 Samuel Chase Way, Annapolis, MD 21401
    /56

    $530,000

    Open Fri 5PM - 7PM
    • 3 Beds
    • 3.5 Baths
    • 2,408 Sq Ft

    530 Samuel Chase Way, Annapolis, MD 21401

    Two Open House Opportunities - Friday, June 5th: 5:00pm-7:00pm, Saturday, June 6th: 3:00pm-5:00pm Welcome home to 530 Samuel Chase Way — a fantastic end-unit townhome in the heart of Tidewater Colony! Centrally located just outside Annapolis city limits with quick access to US-50, you're minutes from Downtown Annapolis, the Annapolis Mall, and Parole Towne Center. The community's many amenities

    Samuel Kim Jason Mitchell Group

    530 Samuel Chase Way, Annapolis, MD 21401
  • 11 Harbour Heights Dr, Annapolis, MD 21401
    11 Harbour Heights Dr, Annapolis, MD 21401
    /2

    $395,000

    Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,602 Sq Ft

    11 Harbour Heights Dr, Annapolis, MD 21401

    COMING SOON!!! Townhouse features dual primary suites to include private baths, cathedral ceilings, and LARGE walk-in closets! Gas fireplace in large eat-in kitchen with island, and private deck off of kitchen. Ideally located close to Annapolis Mall, AAMC, all commuter routes and downtown Annapolis.

    Lauren Emrick Innovative Properties, Inc.

    11 Harbour Heights Dr, Annapolis, MD 21401
  • 312 Adams St, Annapolis, MD 21403
    312 Adams St, Annapolis, MD 21403
    312 Adams St, Annapolis, MD 21403
    /21

    $675,000

    • 2 Beds
    • 1 Bath
    • 1,608 Sq Ft

    312 Adams St, Annapolis, MD 21403

    Great Opportunity! Prime Location!! Bring your ideas and imagination and transform this Eastport home into a gem! The current floorplan is 2 bedrooms and 1 bath with large living room, formal dining room, kitchen with oversized pantry... plus a spacious sunroom and basement. The nice rear yard is fenced, and the front porch adds to the charm. Top it off with a one car garage and you'll agree that

    Mark Andrews Keller Williams Select Realtors of Annapolis

    312 Adams St, Annapolis, MD 21403
  • 102 Brewer Ave, Annapolis, MD 21401
    102 Brewer Ave, Annapolis, MD 21401
    102 Brewer Ave, Annapolis, MD 21401
    /75

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 2,784 Sq Ft

    102 Brewer Ave, Annapolis, MD 21401

    This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a

    Melissa Chick Engel & Völkers Annapolis

    102 Brewer Ave, Annapolis, MD 21401
  • 125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    /47

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • 3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    3365 Arundel on The Bay Rd, Annapolis, MD 21403
    /47

    $499,999

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

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • 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
  • 509 Schley Rd, Annapolis, MD 21401
    509 Schley Rd, Annapolis, MD 21401
    509 Schley Rd, Annapolis, MD 21401
    /25

    $849,900

    • 4 Beds
    • 3 Baths
    • 2,072 Sq Ft

    509 Schley Rd, Annapolis, MD 21401

    Located in the sought-after water-privileged community of Admiral Heights, this spacious 4-bedroom, 3-bath home offers flexible living spaces, light-filled interiors, multiple outdoor entertaining areas, and a large private backyard surrounded by mature trees. Features include a rare main-level primary suite, hardwood floors throughout the main and upper levels, and a finished lower level with

    Jonathan Minerick Homecoin.com

    509 Schley Rd, Annapolis, MD 21401
  • 1226 Tyler Ave, Annapolis, MD 21403
    1226 Tyler Ave, Annapolis, MD 21403
    1226 Tyler Ave, Annapolis, MD 21403
    /33

    $399,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    1226 Tyler Ave, Annapolis, MD 21403

    Prepare to fall in love with this totally renovated gem! A complete and tasteful remodel has just been completed for the lucky new owners. Stunning LPV flooring, a beautiful gourmet kitchen with granite counters and new Stainless Steel Appliances, a fully remodeled bath and great details like new contemporary closet doors await the new owners.. The exterior has been refreshed for great curb

    Dave Luptak Long & Foster Real Estate, Inc.

    1226 Tyler Ave, Annapolis, MD 21403
  • 2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    /37

    $477,900

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2627 Compass Dr, Annapolis, MD 21401

    Resort-Style Living in Heritage Harbour | Premier 55+ Community in Annapolis. 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.Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled kitchen

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • 852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    /37

    $639,900

    Open Sat 1PM - 3PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    852 Woodmont Rd, Annapolis, MD 21401

    Welcome to easy, one-level living in Heritage Harbour, Annapolis's premier 55+ active adult community. This well-maintained, detached single-family home offers 3 bedrooms, 2 full baths, and a desirable floor plan designed for comfort and convenience. A spacious family room addition provides extra living space for relaxing, entertaining, or gathering with family and friends. The cozy natural gas

    Deborah Randall Next Step Realty

    852 Woodmont Rd, Annapolis, MD 21401
  • 40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    /33

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct Unit J, Annapolis, MD 21403

    Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct Unit J, Annapolis, MD 21403
  • 9 College Ave, Annapolis, MD 21401
    9 College Ave, Annapolis, MD 21401
    9 College Ave, Annapolis, MD 21401
    /58

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 1,999 Sq Ft

    9 College Ave, Annapolis, MD 21401

    A rare offering on prestigious College Avenue, this exquisitely reimagined end-of-row residence places you just steps from Gate 3 of the U.S. Naval Academy, the Navy Chapel, St. John’s College, and the finest dining, boutiques, and waterfront experiences in downtown Annapolis. Enjoy the timeless charm of church bells from your private balcony and the unmatched lifestyle of this coveted address.

    Katie Neighoff RE/MAX United Real Estate

    9 College Ave, Annapolis, MD 21401
  • 1604 Trawler Ln, Annapolis, MD 21409
    1604 Trawler Ln, Annapolis, MD 21409
    1604 Trawler Ln, Annapolis, MD 21409
    /32

    $889,000

    $26K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,295 Sq Ft

    1604 Trawler Ln, Annapolis, MD 21409

    Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and

    Brad Kappel TTR Sotheby's International Realty

    1604 Trawler Ln, Annapolis, MD 21409
  • 220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    220 West St, Annapolis, MD 21401
    /41

    $899,900

    $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
  • 1531 Hickory Wood Dr, Annapolis, MD 21409
    1531 Hickory Wood Dr, Annapolis, MD 21409
    1531 Hickory Wood Dr, Annapolis, MD 21409
    /15

    $439,900

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • 13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    13 Elliott Rd, Annapolis, MD 21403
    /14

    $1,295,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,224 Sq Ft

    13 Elliott Rd, Annapolis, MD 21403

    Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,200 square feet of finely crafted living space across three levels, every detail has been thoughtfully designed to

    Colleen Smith EXP Realty, LLC

    13 Elliott Rd, Annapolis, MD 21403
  • 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

    OPEN HOUSE Saturday 5/23 and Sunday 5/24, 2:00-4:00 at 3 Church Circle, Annapolis. 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

    Alison Wisnom Coldwell Banker Realty

    108 Sellew Rd, Annapolis, MD 21401
  • 2 Isaacs St, Annapolis, MD 21401
    2 Isaacs St, Annapolis, MD 21401
    2 Isaacs St, Annapolis, MD 21401
    /63

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    2 Isaacs St, Annapolis, MD 21401

    Nestled in the highly sought-after Homewood community, just a short walk from downtown Annapolis, this beautifully maintained and turnkey home offers the perfect blend of in-town convenience and suburban tranquility. Tucked away on a quiet private street and set on an expansive 16,723-square-foot lot, the property is surrounded by lush, manicured landscaping, creating a serene and private

    Richard Curtis Curtis Real Estate Company

    2 Isaacs St, Annapolis, MD 21401
  • 201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    201 Bonny Way Unit 36036625, Annapolis, MD 21403
    /45

    $1,079,990

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,483 Sq Ft

    Admiral Plan at Parkeside Preserve - Manor, Annapolis, MD 21403

    The largest floorplan in this collection, this expansive two-story home combines comfort with modern elegance. Standing at the heart of the first floor is an open-plan Great Room with a center fireplace, which melds into a well-equipped kitchen and both casual and formal dining areas to prioritize ease of living. All four bedrooms and a loft occupy the top level, including the lavish owner’s

    Lennar Builder
    201 Bonny Way Unit 36036625, Annapolis, MD 21403

Showing Results 161 - 200, Page 5 of 8

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

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