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Luxury Homes for Sale in Annapolis, MD

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  • 287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    287 State St Unit 3, Annapolis, MD 21403
    /43

    $7,950,000

    • 3 Beds
    • 4.5 Baths
    • 4,702 Sq Ft

    287 State St Unit 3, Annapolis, MD 21403

    Enjoy Luxury Living on Spa Creek. This is the perfect property for those who seek a serene backdrop to an extraordinary life. With exclusivity and serenity, the Penthouse with 2 guest suites at South Annapolis Yacht Centre Residences combines premier waterfront living with spectacular design that is both timeless and modern. Enjoy breathtaking views of Spa Creek, the Annapolis Harbor and the

    Brad Kappel TTR Sotheby's International Realty

    287 State St Unit 3, Annapolis, MD 21403
  • 90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    /67

    $3,595,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • 513 Horn Point Dr, Annapolis, MD 21403
    513 Horn Point Dr, Annapolis, MD 21403
    513 Horn Point Dr, Annapolis, MD 21403
    /79

    $3,500,000

    • 4 Beds
    • 3 Baths
    • 3,186 Sq Ft

    513 Horn Point Dr, Annapolis, MD 21403

    Exceptional Waterfront and Beachfront living on Horn Point in coveted Eastport. Launch your kayak or SUP after morning coffee, and watch the sailboat races from your deck, yard, and beach later that day. This elegant charmer is the Perfect place to watch the Blue Angels without leaving home! The home was completely re-built in 2009 (all that remains is the original garage floor) and has been

    Martha Janney Coldwell Banker Realty

    513 Horn Point Dr, Annapolis, MD 21403
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /75

    $3,449,999 Open Sun 11AM - 1PM

    • 6 Beds
    • 7 Baths
    • 7,766 Sq Ft

    812 Coachway, Annapolis, MD 21401

    Repriced to Sell as of 1.26.26 !! Open House on Sunday, February 15th 11:00AM-1:00PM. Wake up to Severn River views, not dock maintenance! 812 Coachway is an all-brick waterfront estate in The Downs on the Severn, offering 6 bedrooms, 7 baths, and over 7,500 square feet of refined indoor-outdoor living. Thoughtfully updated to merge timeless architecture with modern luxury, nearly every room

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401
    /14

    $3,399,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 3,364 Sq Ft

    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401

    Experience luxury living at its finest in this extraordinary residence that combines two units into one expansive, stunning home in Annapolis Towne Centre offering over 3,400 square feet of impeccably finished living space. Completely gutted to the studs and reimagined, this one-of-a-kind home places you right in the center of it all—and only minutes from Downtown Annapolis—yet feels like a

    Dayna Blumel Compass

    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401
  • 45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    /25

    $3,250,000

    • 3 Beds
    • 3 Baths
    • 2,043 Sq Ft

    45 E Lake Dr, Annapolis, MD 21403

    A truly rare dual parcel opportunity in Bay Ridge, where the value lies in purchasing both properties together—a substantial homesite with an existing residence directly across the street from a 57-foot waterfront lot on Lake Ogleton. The upland parcel spans an impressive 150 feet in width and currently features a comfortable, move-in-ready home, allowing immediate enjoyment while you plan for

    Brad Kappel TTR Sotheby's International Realty

    45 E Lake Dr, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
    1979 Baltimore Annapolis Blvd, 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
  • 8 Stewart Ave, Annapolis, MD 21401
    8 Stewart Ave, Annapolis, MD 21401
    8 Stewart Ave, Annapolis, MD 21401
    /81

    $3,195,000

    • 5 Beds
    • 4.5 Baths
    • 5,670 Sq Ft

    8 Stewart Ave, Annapolis, MD 21401

    Welcome to 8 Stewart Avenue, located on a rare double lot in the heart of downtown Murray Hill, one of Annapolis’ most coveted downtown neighborhoods. This is an exceptional opportunity to own a completely rebuilt residence offering refined luxury, architectural pedigree, and extraordinary indoor–outdoor living. Designed by Charles Anthony and expertly constructed by Mickey Emory Construction,

    Jennifer Siska Long & Foster Real Estate, Inc.

    8 Stewart Ave, Annapolis, MD 21401
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Saturday, Jan 31st, 11-1 pm** Welcome to 856 St Edmonds Place! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /35

    $2,950,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    778 Bon Haven Dr, Annapolis, MD 21401
    /95

    $2,800,000

    • 6 Beds
    • 4 Baths
    • 5,094 Sq Ft

    778 Bon Haven Dr, Annapolis, MD 21401

    Exquisite South River Waterfront Estate Experience waterfront living at its finest in this rare South River estate situated at the end of a quiet cul-de-sac. Elevated above the water on a private 1.07-acre lot with 132 feet of premier frontage, this stunningly remodeled 4,900+ sq. ft. rancher offers timeless elegance, modern sophistication, and panoramic river views from nearly every room. The

    Steven Knopf Engel & Völkers Annapolis

    778 Bon Haven Dr, Annapolis, MD 21401
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /50

    $2,675,000

    • 4 Beds
    • 5.5 Baths
    • 6,428 Sq Ft

    1241 Cherry Tree Ln, Annapolis, MD 21403

    Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and

    Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
  • 1016 E College Pkwy, Annapolis, MD 21409
    1016 E College Pkwy, 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
  • 2 Southgate Ave Unit 10, Annapolis, MD 21401
    2 Southgate Ave Unit 10, Annapolis, MD 21401
    2 Southgate Ave Unit 10, Annapolis, MD 21401
    /41

    $1,975,000

    • 3 Beds
    • 2.5 Baths
    • 3,884 Sq Ft

    2 Southgate Ave Unit 10, Annapolis, MD 21401

    Elegant charm meets modern convenience in this one-of-a-kind residence located in the heart of Murray Hill. Offering the very best of the downtown lifestyle, this remarkable property boasts a chef’s kitchen with custom cabinetry, granite counters, and high-end appliances and soaring ceilings. The stunning Living room with gas fireplace and light filled dining area flows seamlessly to the

    Brad Kappel TTR Sotheby's International Realty

    2 Southgate Ave Unit 10, Annapolis, MD 21401
  • 1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, Annapolis, MD 21409
    1836 Burley Ln, 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
  • 3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    3300 Shore Dr, Annapolis, MD 21403
    /51

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 2,798 Sq Ft

    3300 Shore Dr, Annapolis, MD 21403

    Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless

    John Collins Long & Foster Real Estate, Inc.

    3300 Shore Dr, Annapolis, MD 21403
  • 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

    PHOTOS TO BE UPDATED THROUGHOUT BUILDING PROCESS!! 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 in March, 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 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • 1207 Mcguckian St, Annapolis, MD 21401
    1207 Mcguckian St, Annapolis, MD 21401
    1207 Mcguckian St, Annapolis, MD 21401
    /21

    $1,395,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,150 Sq Ft

    1207 Mcguckian St, Annapolis, MD 21401

    Don’t miss this stunning new construction in the highly desirable Homewood neighborhood of Annapolis. Perfectly situated within walking distance to downtown, this thoughtfully designed luxury residence offers the ideal blend of sophistication, comfort, and convenience. Step inside to soaring 9-foot ceilings on every level and a light-filled open floor plan. The gourmet kitchen is a chef’s dream,

    Colleen Smith EXP Realty, LLC

    1207 Mcguckian St, Annapolis, MD 21401
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • 208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    208 Sellew Rd, Annapolis, MD 21401
    /32

    $1,375,000 New Construction

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

    208 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 at the standard price, however, Sturbridge Homes is offering a generous pre-construction incentive package for early

    Alison Wisnom Coldwell Banker Realty

    208 Sellew Rd, Annapolis, MD 21401
  • 1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, Annapolis, MD 21409
    1707 Ritchie Hwy, Annapolis, MD 21409
    /27

    $1,325,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,796 Sq Ft

    1707 Ritchie Hwy, Annapolis, MD 21409

    Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 5 Bedrooms, 2 Offices, 4.5 Bathrooms, with 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct

    Mary Saba Hayden Realty & Development, LLC

    1707 Ritchie Hwy, Annapolis, MD 21409
  • 3506 Rockway Ave, Annapolis, MD 21403
    3506 Rockway Ave, Annapolis, MD 21403
    3506 Rockway Ave, Annapolis, MD 21403
    /81

    $1,299,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,875 Sq Ft

    3506 Rockway Ave, Annapolis, MD 21403

    Amazing NEW CONSTRUCTION is now complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy some partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, gorgeous, detailed trim work throughout and a thoughtfully designed open-concept layout.

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 934-3576

    3506 Rockway Ave, Annapolis, MD 21403
  • 108 Sellew Rd, Annapolis, MD 21401
    108 Sellew Rd, Annapolis, MD 21401
    108 Sellew Rd, Annapolis, MD 21401
    /32

    $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
  • 109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    /32

    $1,250,000 New Construction

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

    109 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 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your

    Alison Wisnom Coldwell Banker Realty

    109 Sellew Rd, Annapolis, MD 21401
  • 1727 Broadlee Trail, Annapolis, MD 21401
    1727 Broadlee Trail, Annapolis, MD 21401
    1727 Broadlee Trail, Annapolis, MD 21401
    /38

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    1727 Broadlee Trail, Annapolis, MD 21401

    Jonathan Minerick Homecoin.com

    1727 Broadlee Trail, Annapolis, MD 21401
  • 143 Stilly Way, Annapolis, MD 21403
    143 Stilly Way, Annapolis, MD 21403
    143 Stilly Way, Annapolis, MD 21403
    /60

    $1,199,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 4.5 Baths
    • 5,370 Sq Ft

    143 Stilly Way, Annapolis, MD 21403

    She’s one year young. She’s move-in ready. She’s Annapolis. Welcome to 143 Stilly Way, a barely lived-in showpiece in Annapolis’ sought-after Parkside Preserve, offered in true mint condition. This is not a builder sale — this is a fully completed, meticulously upgraded residence where every structural bump-out, every design enhancement, and every premium finish has already been thoughtfully

    Wendy Oliver Coldwell Banker Realty

    143 Stilly Way, Annapolis, MD 21403
  • 2762 Bon Haven Ln, Annapolis, MD 21401
    2762 Bon Haven Ln, Annapolis, MD 21401
    2762 Bon Haven Ln, Annapolis, MD 21401
    /17

    $1,150,000

    • 4 Beds
    • 2 Baths
    • 1,809 Sq Ft

    2762 Bon Haven Ln, Annapolis, MD 21401

    Welcome to this lovely, affordable waterfront ranch home and boat house at water's edge in the highly sought-after community of Bon Haven, sited on over one acre of tranquil land along the scenic South River. Zone R2 with possible subdivision (check w/county). Thoughtfully renovated and featuring a newly constructed private pier with swimming deck ready for your boat or jet skis! This property

    Darlene Winegardner RE/MAX Executive

    2762 Bon Haven Ln, Annapolis, MD 21401
  • 1 Tucker St, Annapolis, MD 21401
    1 Tucker St, Annapolis, MD 21401
    1 Tucker St, Annapolis, MD 21401
    /46

    $1,115,000

    • 3 Beds
    • 2.5 Baths
    • 1,869 Sq Ft

    1 Tucker St, Annapolis, MD 21401

    30K Price Improvement! Seller motivated! Incredible West Annapolis home that has been renovated from top to bottom with high end finishes,, and reconfigured interior that includes a primary bedroom on the main level. Lovely fenced yard, new roof, new everything! Main Level Master Suit with walk in closets! Buyer agents warmly welcome and appreciated!

    hugh le RE/MAX Realty Group

    1 Tucker St, Annapolis, MD 21401
  • 200 Chesapeake Ave, Annapolis, MD 21403
    200 Chesapeake Ave, Annapolis, MD 21403
    200 Chesapeake Ave, Annapolis, MD 21403
    /50

    $1,099,000

    • 2 Beds
    • 1.5 Baths
    • 2,942 Sq Ft

    200 Chesapeake Ave, Annapolis, MD 21403

    *** A must-see opportunity in the desirable Eastport Peninsula! This unique property features two attached dwellings in one, offering exceptional flexibility and income potential. The original dwelling, once a charming church, has been thoughtfully converted into a 2-bedroom, 1.5-bath home with an open-concept main level full of character and charm.The second dwelling, located at the rear, is

    Ashton Vessali Compass

    200 Chesapeake Ave, Annapolis, MD 21403
  • 113 Stilly Way, Annapolis, MD 21403
    113 Stilly Way, Annapolis, MD 21403
    113 Stilly Way, Annapolis, MD 21403
    /13

    $1,079,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,700 Sq Ft

    113 Stilly Way, Annapolis, MD 21403

    Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 431-3849

    113 Stilly Way, Annapolis, MD 21403
  • 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
  • 117 Stilly Way, Annapolis, MD 21403
    117 Stilly Way, Annapolis, MD 21403
    117 Stilly Way, Annapolis, MD 21403
    /21

    $1,064,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,398 Sq Ft

    117 Stilly Way, Annapolis, MD 21403

    Spacious and elegant home offering 4 bedrooms, 3.5 bathrooms, and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (upper oven with air-fry), a 36-inch gas cooktop, and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom, fireplace,

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (410) 834-4223

    117 Stilly Way, Annapolis, MD 21403
  • 201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
    /37

    $1,064,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,336 Sq Ft

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

    This expansive two-story home showcases a gracious design with abundant room to grow and entertain. Off the foyer is a formal dining room that complements the casual nook and breakfast room, plus a gourmet kitchen and a Great Room with a charming fireplace. On the second floor is a loft surrounded by three secondary bedrooms and a luxurious owner’s suite with a spa-style bathroom. A lower-level

    Lennar Builder
    201 Bonny Way Unit 36036624, Annapolis, MD 21403
  • 1007 Park Ave, Annapolis, MD 21403
    1007 Park Ave, Annapolis, MD 21403
    1007 Park Ave, Annapolis, MD 21403
    /36

    $1,049,000

    • 3 Beds
    • 4 Baths
    • 2,430 Sq Ft

    1007 Park Ave, Annapolis, MD 21403

    Experience the Eastport Lifestyle in a Beautifully Rebuilt Home Don’t miss this exceptional opportunity — a previous contract fell through due to circumstances beyond the seller’s control, making this stunning Eastport home available once again. Completely gutted, expanded, and rebuilt in 2023, this residence seamlessly blends modern luxury with timeless charm. Every major system has been

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    1007 Park Ave, Annapolis, MD 21403
  • 179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    179 Green St, Annapolis, MD 21401
    /31

    $999,999 Open Sun 11AM - 1PM

    • 2 Beds
    • 1.5 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
  • 105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    /8

    $995,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    105 Griscom Square Way, Annapolis, MD 21403

    Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly

    Joanna Dalton Coldwell Banker Realty

    105 Griscom Square Way, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401
    /57

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,794 Sq Ft

    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401

    Time to Make a Lifestyle Change – Stunning & Fabulous at The GrandView!Welcome to The Flagship, a unique and highly sought-after corner unit in the premier GrandView community. Perfectly positioned for the best location, views, and luxury, this residence offers an unmatched lifestyle in the heart of Annapolis Town Center. Step inside and be captivated by the wall of windows that flood the

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1004, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 5

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Frequently Asked Questions

What is the average home price in Annapolis, MD?
Homes for sale in Annapolis, MD have an average home price of $848,892.
How many homes have sold over the last 12 months in Annapolis, MD?
1,292 homes have sold in Annapolis, MD over the last 12 months.
Is Annapolis, MD a safe city?
In general, the safest neighborhoods in Annapolis, MD with lower crime scores are Parole, Victor Haven, Eastport, Tyler Heights-Primrose Acres and West Annapolis-Wardour.
What are the most popular zip codes in Annapolis, MD?
The most popular zip codes in Annapolis, MD include 21403, 21401, 21037, 21409 and 21012.
What are the most popular neighborhoods in Annapolis, MD?
The most popular neighborhoods in Annapolis, MD with the most homes for sale are Parole, Victor Haven, Eastport, Tyler Heights-Primrose Acres and Forest Villa.
How much do you need to make to afford a house in Annapolis?
The median home price in Annapolis is $620,000. If you put a 20% down payment of $124,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $3,070 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $132K a year to afford the median home price in Annapolis. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Annapolis, MD?
Annapolis, MD has highly rated public and private schools. Some of the best schools in Annapolis based on Niche Grades are Key School, St Martins Lutheran Church School and Saint Andrew's Day School. The neighborhoods in Annapolis with the highest rated schools are Parole, Victor Haven and Eastport. Browse all the schools in Annapolis, MD to learn more.

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 33 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $625,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$412,500
Median 1 Bedroom Sale Price
$405,000
Average Price Per Sq Ft
$352
Number of Homes for Sale
158
Last 12 months Home Sales
1,292
Months of Supply
1.50
Median List Price
$620,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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