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Luxury Homes for Sale in Annapolis, MD

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  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /46

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /100

    $12,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 3285 Harness Creek Rd, Annapolis, MD 21403
    3285 Harness Creek Rd, Annapolis, MD 21403
    3285 Harness Creek Rd, Annapolis, MD 21403
    /79

    $11,650,000

    • 6 Beds
    • 10 Baths
    • 10,745 Sq Ft

    3285 Harness Creek Rd, Annapolis, MD 21403

    Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (833) 366-2950

    3285 Harness Creek Rd, Annapolis, MD 21403
  • 2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    /82

    $8,750,000

    • 5 Beds
    • 6.5 Baths
    • 7,105 Sq Ft

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /138

    $7,999,000

    • 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
  • 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
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    2562 Carrollton Rd, Annapolis, MD 21403
    /54

    $6,500,000

    • 7 Beds
    • 8.5 Baths
    • 9,026 Sq Ft

    2562 Carrollton Rd, Annapolis, MD 21403

    A truly iconic Annapolis offering, this extraordinarily rare waterfront estate is gracefully set on 7.5 remarkably private acres, showcasing what may be the most breathtaking panoramic views in all of Annapolis. With endless, horizon-stretching vistas that evoke the feel of an oceanfront retreat, the Chesapeake Bay unfolds before you with the Bay Bridge creating a dramatic backdrop in the

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    2562 Carrollton Rd, Annapolis, MD 21403
  • 1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    1 Shipwright Harbor, Annapolis, MD 21401
    /39

    $5,898,000

    • 3 Beds
    • 3.5 Baths
    • 3,108 Sq Ft

    1 Shipwright Harbor, Annapolis, MD 21401

    Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a

    Brad Kappel TTR Sotheby's International Realty

    1 Shipwright Harbor, Annapolis, MD 21401
  • 1716 Severn Forest Dr, Annapolis, MD 21401
    1716 Severn Forest Dr, Annapolis, MD 21401
    1716 Severn Forest Dr, Annapolis, MD 21401
    /106

    $5,775,000

    • 5 Beds
    • 6 Baths
    • 6,573 Sq Ft

    1716 Severn Forest Dr, Annapolis, MD 21401

    Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is equally compelling, with a fire pit,

    Georgie Berkinshaw Coldwell Banker Realty

    1716 Severn Forest Dr, Annapolis, MD 21401
  • 17151717 Porters Hill Rd, Annapolis, MD 21401
    17151717 Porters Hill Rd, Annapolis, MD 21401
    17151717 Porters Hill Rd, Annapolis, MD 21401
    /37

    $4,950,000

    • 7 Beds
    • 7 Baths
    • 7,500 Sq Ft

    17151717 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715-1717 Porters Hill Road is a unique heritage property with over a century of history. Set on a 2.96 acre lot with 429 ft of waterfrontage, the property is comprised of two separate parcels and includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures.

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (443) 960-7039

    17151717 Porters Hill Rd, Annapolis, MD 21401
  • 1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    1715 Porters Hill Rd, Annapolis, MD 21401
    /53

    $3,950,000

    • 4 Beds
    • 6 Baths
    • 6,594 Sq Ft

    1715 Porters Hill Rd, Annapolis, MD 21401

    Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (410) 438-8851

    1715 Porters Hill Rd, Annapolis, MD 21401
  • 16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    /92

    $3,849,000

    • 6 Beds
    • 5.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    “A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland Ave, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /14

    $3,788,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    /45

    $3,595,000

    • 5 Beds
    • 6.5 Baths
    • 8,296 Sq Ft

    219 Wardour Dr, Annapolis, MD 21401

    Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

    Brad Kappel TTR Sotheby's International Realty

    219 Wardour Dr, Annapolis, MD 21401
  • 411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    411 Ridgely Ave, Annapolis, MD 21401
    /48

    $3,595,000

    • 4 Beds
    • 4.5 Baths
    • 5,950 Sq Ft

    411 Ridgely Ave, Annapolis, MD 21401

    Coveted West Annapolis Waterfront property with deep water floating dock! Recently updated with fresh paint, refinished floors and new carpeting throughout. Experience elegance and grace in this stunning 4 story home that is sure to captivate. The contemporary architecture and voluminous spaces mixed with traditional finishes and floor plan creates a wonderful combination. Expertly designed and

    Brad Kappel TTR Sotheby's International Realty

    411 Ridgely Ave, Annapolis, MD 21401
  • 4 Southgate Ave, Annapolis, MD 21401
    4 Southgate Ave, Annapolis, MD 21401
    4 Southgate Ave, Annapolis, MD 21401
    /120

    $3,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,015 Sq Ft

    4 Southgate Ave, Annapolis, MD 21401

    An exceptional offering on Southgate Avenue in Murray Hill, this stately American Four Square was masterfully reimagined in 2021 by the current owner, in collaboration with Cumberstone Builders and acclaimed architect Jay Schwarz of Alt/Breeding/Schwarz. Four Southgate Avenue seamlessly blends historic charm and architectural pedigree with the ease of modern living. A classic front porch greets

    Malina Koerschner Coldwell Banker Realty

    4 Southgate Ave, Annapolis, MD 21401
  • 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

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

    812 Coachway, Annapolis, MD 21401

    Repriced to Sell as of 1.26.26 !! 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 frames stunning Severn River views. A two-story foyer

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /13

    $3,295,000

    New Construction $10K PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 5,312 Sq Ft

    4 Shiley St, Annapolis, MD 21401

    This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /113

    $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
  • 1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    /99

    $3,195,000

    • 6 Beds
    • 6 Baths
    • 6,639 Sq Ft

    1588 Eaton Way, Annapolis, MD 21401

    Welcome to 1588 Eaton Way, an extraordinary Chesapeake Bay retreat offering the very best of Annapolis waterfront living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‐style home spans 7,000+ square feet on 2 private acres with deep‐water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends

    Jeannie Miller Long & Foster Real Estate, Inc.

    1588 Eaton Way, 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
  • 703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    703 Glendon Ave, Annapolis, MD 21403
    /53

    $3,095,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,466 Sq Ft

    703 Glendon Ave, Annapolis, MD 21403

    TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10'

    Colleen Smith EXP Realty, LLC

    703 Glendon Ave, Annapolis, MD 21403
  • 113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    /41

    $2,999,999

    $175K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    Welcome to one of Annapolis’ most coveted addresses, perfectly positioned within the vibrant waterfront community of Bay Ridge, where the rhythm of daily life is defined by the water, the shoreline, and a true sense of connection. Set on a level, manicured lot with sweeping Chesapeake Bay views, this property offers a front row seat to ever changing scenery, from passing sailboats to colorful

    Brad Kappel TTR Sotheby's International Realty

    113 Bay Dr, Annapolis, MD 21403
  • 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
    /73

    $2,999,000

    $400K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,364 Sq Ft

    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401

    Luxury living without the upkeep in Annapolis! This extraordinary residence combines two units into one expansive, stunning home in Annapolis Towne Centre offering over 3,400 square feet of impeccably finished living space on one level. 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

    Dayna Blumel Compass

    1915 Towne Centre Blvd Unit 406, Annapolis, MD 21401
  • 3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    3307 Harness Creek Rd, Annapolis, MD 21403
    /46

    $2,895,000

    $250K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,570 Sq Ft

    3307 Harness Creek Rd, Annapolis, MD 21403

    Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private peninsula with spectacular water views, a serene backyard oasis and two deep-water piers on protected Harness Creek. This waterside gem, with 190 ft of waterfrontage, is situated directly across from Quiet Waters Park and offers quick access to the South River and the Chesapeake Bay.Inside, you’re greeted by

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    (410) 762-4260

    3307 Harness Creek Rd, Annapolis, MD 21403
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $2,795,000

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, May 24th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! 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

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    /58

    $2,765,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    202 Wardour Dr, Annapolis, MD 21401

    Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    202 Wardour Dr, Annapolis, MD 21401
  • 349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    /44

    $2,550,000

    • 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
  • 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
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /52

    $2,450,000

    • 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
  • 327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    327 Riverview Trail, Annapolis, MD 21401
    /46

    $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
  • 2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /68

    $2,300,000

    • 3 Beds
    • 3.5 Baths
    • 3,086 Sq Ft

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour in Annapolis, where every floor captures sweeping views of the Severn River and the iconic Chesapeake Bay Bridge. An elevator services all levels, offering both convenience and comfort while enhancing the ease of everyday living. Multiple balconies and decks invite you to step outside and take in sunrise

    Stacey Stracke Douglas Realty, LLC

    2215 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /91

    $2,200,000

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

    1739 Vineyard Trail, Annapolis, MD 21401

    A rare offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove—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 authenticity and

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    /37

    $2,150,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    250 Prince George St, Annapolis, MD 21401

    Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped

    Brad Kappel TTR Sotheby's International Realty

    250 Prince George St, Annapolis, MD 21401
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /58

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    3712 Gateshead Dr, Annapolis, MD 21403
    /74

    $1,999,900

    • 4 Beds
    • 4 Baths
    • 3,620 Sq Ft

    3712 Gateshead Dr, Annapolis, MD 21403

    Nestled along the banks of Watergate Harbor with direct access to the South River, in the prestigious Watergate neighborhood of Annapolis, 3712 Gateshead Drive offers the ultimate waterfront lifestyle with waterviews from every room in the home. When you enter the home you are greeted with the marble flooring in the foyer which transitions beautifully to the gleaming hardwood flooring throughout

    Melissa Murray Compass

    3712 Gateshead Dr, 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

Showing Results 1 - 40, Page 1 of 8

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 $941,141.
How many homes have sold over the last 12 months in Annapolis, MD?
1,332 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, Downtown Annapolis and Forest Villa.
How much do you need to make to afford a house in Annapolis?
The median home price in Annapolis is $649,500. If you put a 20% down payment of $129,900 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $3,290 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $141K 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 38 days on the market compared to the national average of 58 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$839,900
Median Townhouse Sale Price
$456,000
Median 2 Bedroom Sale Price
$432,500
Median 1 Bedroom Sale Price
$464,950
Average Price Per Sq Ft
$363
Number of Homes for Sale
287
Last 12 months Home Sales
1,332
Months of Supply
2.60
Median List Price
$649,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%

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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