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Luxury Homes for Sale in Annapolis, MD

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  • /64

    $799,000

    • 5 Beds
    • 3.5 Baths
    • 3,055 Sq Ft

    134 Summer Village Dr Unit 120, Annapolis, MD 21401

    Welcome to a lifestyle of unparalleled luxury and convenience at 134 Summer Village Drive. This stunning contemporary end-unit townhome, nestled on a premium lot backing to serene woods, has been meticulously reimagined with over $275,000 in recent high-end upgrades.Sunlight pours into over 3,000 sq. ft. of sophisticated living space, highlighted by a dramatic sunken living room and a

    Joseph Fagiolo Greater Annapolis Realty

    134 Summer Village Dr Unit 120, Annapolis, MD 21401
  • /28

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    5 Park Place Unit 722, Annapolis, MD 21401

    Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the

    Brad Kappel TTR Sotheby's International Realty

    5 Park Place Unit 722, Annapolis, MD 21401
  • /60

    $797,000

    • 5 Beds
    • 3 Baths
    • 2,288 Sq Ft

    3117 Port Way, Annapolis, MD 21403

    Priced to Sell: Annapolis Hidden Gem in the Sought-After Anchorage Waterfront Community: Welcome to 3117 Port Way, a beautifully updated home nestled in the highly desirable Anchorage Waterfront community of Annapolis. This spacious 5-bedroom, 3-bathroom residence offers approximately 2,400 square feet of open-concept living space on a 0.34-acre lot, complete with a partially fenced backyard and

    Ani Gonzalez-Brunet Coldwell Banker Realty

    3117 Port Way, Annapolis, MD 21403
  • /44

    $755,000

    • 2 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401

    Time for a Lifestyle Upgrade — Welcome to GrandView at Annapolis Town Center! Step into elegance with this spectacular "Everest" model on the 6th floor — a rare opportunity to own one of the most coveted floorplans in the building. This stunning, move-in-ready home shows like a designer model and boasts an array of luxurious upgrades designed for both comfort and style. Enjoy two spacious primary

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
  • /29

    $750,000

    • 1 Bed
    • 1.5 Baths
    • 1,342 Sq Ft

    66 Franklin St Unit 20, Annapolis, MD 21401

    Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath condo in the sought-after Acton's Landing community. Perfectly situated on the street level for effortless access, this unit combines convenience with luxury. The open-concept layout features a generous living space, a large kitchen with a center island, breakfast bar, and plenty of storage—ideal for a

    John Collins Long & Foster Real Estate, Inc.

    66 Franklin St Unit 20, Annapolis, MD 21401
  • /52

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    3 Park Ln, Annapolis, MD 21403

    Don't miss this incredible opportunity to own a charming 5 bedroom (3 in main house, 2 in apartment) ranch-style home in the highly sought-after Parkwood community in Annapolis. Tucked away at the end of a private road and backing to the serene woods and Back Creek, this property offers a unique sense of privacy and tranquility with rental opportunity. The Parkwood community is a water-privileged

    Keri Weis Northrop Realty

    3 Park Ln, Annapolis, MD 21403
  • /2

    $750,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    3449 Rockway Ave, Annapolis, MD 21403

    this is a total rebuild from the foundation up if you want a new home in Arundel on the Bay with water views this is it .photos coming soon

    Christopher Wroten RE/MAX United Real Estate

    3449 Rockway Ave, Annapolis, MD 21403
  • /7

    $749,900

    • Land
    • 1.49 Acres
    • $503,289 per Acre

    1444 Whitehall Rd, Annapolis, MD 21409

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

    Timothy Hogan Hogan Companies Residential

    1444 Whitehall Rd, Annapolis, MD 21409
  • /10

    $749,900

    • Land
    • 0.92 Acre
    • $815,109 per Acre

    1440 Whitehall Rd, Annapolis, MD 21409

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

    Timothy Hogan Hogan Companies Residential

    1440 Whitehall Rd, Annapolis, MD 21409
  • /25

    $749,500

    • 4 Beds
    • 2.5 Baths
    • 2,238 Sq Ft

    303 Riding Ridge Rd, Annapolis, MD 21403

    Welcome to 303 Riding Ridge, Located in the Very Desirable Hunt Meadows neighborhood.This Well Cared for ONE OWNER home is Move In Ready, and Includes Many Desirable UpgradesMain Level Entrance features Easy Care Upgraded Luxury Vinyl flooring leading to Living Room withLarge Easy Clean Tilt Sash Thermal Windows,Separate Dining Area featuring Oak Hardwood Floors, Overhead

    Della Edwards Curtis Real Estate Company

    303 Riding Ridge Rd, Annapolis, MD 21403
  • /46

    $749,500

    • 4 Beds
    • 3.5 Baths
    • 2,348 Sq Ft

    113 Treblis Way, Annapolis, MD 21403

    *Only ONE (1) Move-In Ready 4 Level, 2 Car Garage Townhome is Available in the Community of Parkside Preserve in Annapolis, MD! **Luxury Living with all the Bells & Whistles! This Gorgeous Move-in-Ready 4-Finished level, End of Group Townhome Features 3-4 Bedrooms, 3-Full Bathrooms, 1-Half Bath; Two (2) Car rear load Garage with High Grade Epoxy Flooring and Custom bi-level Stone Accent Walls;

    Michelle Willis RE/MAX Professionals

    113 Treblis Way, Annapolis, MD 21403
  • /33

    $729,900

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

    1014 St Charles Dr, Annapolis, MD 21409

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

    John Burgess Samson Properties

    1014 St Charles Dr, Annapolis, MD 21409
  • /10

    $725,000

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

    1138 Ramblewood Dr, Annapolis, MD 21409

    Welcome to this lovely renovated and well-maintained four-level home, perched on a corner lot, less than one block from the Little Magothy River and boat ramp. Located in the highly desirable, water-oriented and water access community of Cape Saint Claire in the Broad Neck school district. Three bedrooms on the top level, two full baths and one half bath, beautiful white kitchen with granite

    Gloria Shuler Coldwell Banker Realty

    1138 Ramblewood Dr, Annapolis, MD 21409
  • /50

    $724,900

    • 4 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    1003 Dulaney Ln, Annapolis, MD 21403

    Welcome to this beautifully maintained home in the sought-after waterfront community of Annapolis Roads—ideally situated just minutes from shopping, dining, and vibrant downtown Annapolis.Lovingly cared for, this home features a versatile, circular floor plan that effortlessly accommodates both everyday living and entertaining. The main level offers an inviting eat-in kitchen, a formal dining

    Dayna Blumel Compass

    1003 Dulaney Ln, Annapolis, MD 21403
  • /66

    $715,000

    • 4 Beds
    • 3 Baths
    • 2,490 Sq Ft

    3505 Cohasset Ave, Annapolis, MD 21403

    Welcome to 3505 Cohasset Ave, a beautifully updated single-family home in the sought-after Arundel on the Bay community—surrounded by water with water access on three sides! This spacious 4-bedroom, 3-bath home offers an inviting open layout with vaulted ceilings, skylights, and an abundance of natural light.Enjoy multiple outdoor living spaces, including a screened three-season room, an

    Bob Chew Samson Properties

    3505 Cohasset Ave, Annapolis, MD 21403
  • /58

    $700,000

    • 3 Beds
    • 3.5 Baths
    • 3,193 Sq Ft

    39 Windwhisper Ln, Annapolis, MD 21403

    Tucked away on a peaceful cul-de-sac in the desirable Georgetown Grove community, this beautifully maintained three-level waterfront home offers the perfect blend of privacy, comfort and convenience. Set on the largest lot in the neighborhood, the property abuts onto the headwaters of Back Creek. A picturesque, wooded lot surrounds the home and provides a blanket of greenery during the summer

    Kristi Neidhardt Northrop Realty

    39 Windwhisper Ln, Annapolis, MD 21403
  • /49

    $699,999 Open Sun 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 1,850 Sq Ft

    407 Merryman Rd, Annapolis, MD 21401

    OPEN HOUSE THIS SUNDAY! 10-12pm We've had a price improvement! Stop by and see this beautiful home! OPEN HOUSE 8/24/25 Priced below market value!! Beautiful home in Heritage! Absolute turn-key! This home has a Wonderful, Open floor plan with 2 En Suites on the Main Level. Spacious, updated Kitchen with coffee bar, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen

    Leslee Borman Berkshire Hathaway HomeServices PenFed Realty

    407 Merryman Rd, Annapolis, MD 21401
  • /46

    $699,900

    • 2 Beds
    • 2 Baths
    • 1,343 Sq Ft

    5 Park Place Unit 217, Annapolis, MD 21401

    The recent price adjustment makes this condo an exceptional value in the heart of historic Annapolis! Welcome to luxury living in the highly sought-after Residence at Park Place! This beautifully maintained 2-bedroom, 2-full bath condo offers comfort, convenience, and top-tier amenities — all in a secure, resort-style building. Step inside to find generously sized bedrooms, gorgeous hardwood

    Leslie Bauer Keller Williams Realty

    5 Park Place Unit 217, Annapolis, MD 21401
  • /63

    $699,900

    • 4 Beds
    • 3 Baths
    • 2,342 Sq Ft

    10 N Homeland Ave, Annapolis, MD 21401

    You’ve Got to See This One!Absolutely meticulous from top to bottom, this stunning 4-bedroom, 3-bath home in the charming community of Homewood is bigger than it looks and packed with upgrades. Step inside to find a spacious owner’s suite with a large walk-in closet and a well-designed bathroom, a gorgeous updated kitchen with quartz countertops, stylishly renovated bathrooms, luxury vinyl

    Christine Schumaker Douglas Realty LLC

    10 N Homeland Ave, Annapolis, MD 21401
  • /44

    $699,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    1192 Bay Highlands Dr, Annapolis, MD 21403

    Welcome to this generously spacious 4-bedroom, 2.5-bathroom home that blends comfort, charm, and functionality in every room. With its expansive layout and thoughtfully updated features, this home offers the perfect setting for both relaxing and entertaining.You’ll love the bright recessed lighting, plantation shutters, ceiling fans, and stunning crown molding throughout. The updated bamboo

    Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    1192 Bay Highlands Dr, Annapolis, MD 21403
  • /42

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    5 Park Place Unit 626, Annapolis, MD 21401

    This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in bedrooms. Park Place boasts numerous amenities that make it one of the best places to live in Annapolis. With an ideal location, you can walk everywhere in town to restaurants and shopping. When you enter the lobby, you will be greeted by the 24/7 staff at the front desk. The party room is perfect for larger

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 626, Annapolis, MD 21401
  • /49

    $695,000

    • 4 Beds
    • 5 Baths
    • 1,880 Sq Ft

    103 Norma Alley, Annapolis, MD 21403

    Welcome to this stunning, light-filled, and modern four-bedroom townhome located in the private, sought-after community of Primrose Hill in historic Annapolis. This beautifully appointed four-level home offers a spacious and versatile layout, including a top-floor loft with sun-drenched skylights and a full bath, perfect as a guest suite, office, or media room. Featuring 4 bedrooms, 3 full baths,

    Joanna Dalton Coldwell Banker Realty

    103 Norma Alley, Annapolis, MD 21403
  • /32

    $689,900 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    2075 Old Admiral Ct, Annapolis, MD 21401

    NEW CONSTRUCTION- MOVE IN READY! Welcome to the Homes at River Birch. A luxury townhome community that celebrates the best of modern design and urban lifestyles. These farmhouse, attached homes are semi-custom with 4 bedroom options within two different floor plans. These homes boasts an abundance of features including wide plank LVP floors, gorgeous quartz countertops, stainless steel

    Alexander VonBussenius VB Realty, LLC

    2075 Old Admiral Ct, Annapolis, MD 21401
  • /30

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    5 Park Place Unit 102, Annapolis, MD 21401

    Extreme Price Improvement! Drastically reduced over $50k!! Motivated Seller!!! Step into Luxury Living in this beautiful ground level 2 bedroom 2 bathroom condominium at 5 Park Place, Annapolis' most coveted address. You'll be delighted from the moment you approach the impressive building and impressed again and again by all of the features and amenities that are included for you here. Step

    Jennifer Novak Real Broker, LLC - Annapolis

    5 Park Place Unit 102, Annapolis, MD 21401
  • /20

    $678,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

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

    Builder Photo

    The Christopher Companies

    Builder

    78 Old Mill Bottom Rd N Unit 36791892, Annapolis, MD 21409
  • /51

    $675,000

    • 1 Bed
    • 1 Bath
    • 923 Sq Ft

    11 President Point Dr Unit A2, Annapolis, MD 21403

    Location, Location, Location! Rare opportunity to own in The Point, one of Annapolis’ premier waterfront condominium communities. This one-bedroom, one-bath residence offers breathtaking views of Spa Creek and the iconic Maryland State Capitol.Step inside to find a beautifully updated gourmet kitchen featuring quartz countertops, sleek stainless-steel appliances, and custom cabinetry. The

    David Yee Long & Foster Real Estate, Inc.

    11 President Point Dr Unit A2, Annapolis, MD 21403
  • /46

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,213 Sq Ft

    5 Park Place Unit 602, Annapolis, MD 21401

    Beautiful 2 bedroom 2 bath condo in Park Place. This unit faces the fountain and courtyard. Stainless appliances, beautiful hardwood floors. Top tier amenities in The Residence at Park Place makes this the ideal location for in town living. A 24-hour staffed from desk in lobby. Secured lobby with controlled access. Outdoor pool with lifeguard during the season. Hot tub, Party Room, club room,

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 602, Annapolis, MD 21401
  • /68

    $675,000

    • 2 Beds
    • 2.5 Baths
    • 1,923 Sq Ft

    2022 Sams Way Unit 12A, Annapolis, MD 21403

    Waterfront Townhouse in Chesapeake HarbourYour search ends here! This mint-condition, fully renovated waterfront townhouse in Chesapeake Harbour combines modern luxury with resort-style living. Renovated in 2022 and offering a 2-car garage, this pristine home showcases marina views and designer finishes throughout.Inside, you’ll find engineered hardwood flooring, a custom staircase, solid

    Georgie Berkinshaw Coldwell Banker Realty

    2022 Sams Way Unit 12A, Annapolis, MD 21403
  • /31

    $675,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1233 Boucher Ave, Annapolis, MD 21403

    Private and Peaceful Eastport Waterfront Community.Tucked away in a private five-home enclave, this Eastport townhome offers the perfect balance of waterfront living and walkable convenience. With over 2,000 sq. ft. of light-filled space, it features an open, split-level design, three stacked-stone fireplaces, and expansive water-view decks on three levels. The gourmet kitchen is equipped

    Pat Klug Engel & Völkers Annapolis

    1233 Boucher Ave, Annapolis, MD 21403
  • /110

    $675,000

    • 2 Beds
    • 2 Baths
    • 1,277 Sq Ft

    5 Park Place Unit 507, Annapolis, MD 21401

    Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-bathroom condo has been used as a second residence so lightly used! It remains in pristince condition. The open floor plan seamlessly integrates living and dining room areas creating a spacious and bright cheerful setting/home environment. The gourmet kitchen offers granite countertops, breakfast bar,

    Ann Chumney Coldwell Banker Realty

    5 Park Place Unit 507, Annapolis, MD 21401
  • /38

    $674,000

    • 4 Beds
    • 3.5 Baths
    • 2,414 Sq Ft

    1807 Green Top Ct, Annapolis, MD 21401

    Welcome home to this beautiful property set on a gorgeous lot with mature trees and thoughtfully designed landscaping. A long driveway leads to the inviting front porch and fenced yard with parking made easy. Inside, hardwood floors span the main level, featuring a formal dining and living room, plus a cozy family room with a brick-accented fireplace. The eat-in kitchen offers stainless steel

    Jonathan Scheffenacker Redfin Corp

    1807 Green Top Ct, Annapolis, MD 21401
  • /58

    $670,000

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    5 Park Place Unit 224, Annapolis, MD 21401

    Welcome to the luxury condominium community known as the Residence at Park Place in Annapolis. This two bedroom, two bathroom condo has been lovingly cared for during the owner's tenure. This airy, light and bright second floor condo offers expansive views of the scenic front courtyard and fountain, The open floor plan integrates the living and dining areas creating a spacious environment.

    Constance Golihew Coldwell Banker Realty

    5 Park Place Unit 224, Annapolis, MD 21401
  • /57

    $658,000

    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    107 Spring Valley Dr, Annapolis, MD 21403

    This Hillsmere Shores residence is conveniently located within walking distance of South River and Key School. The property features a flexible interior layout, including a main-level suite with a full bathroom and sitting area, currently utilized as a family room with a home office. A rear staircase offers secondary access to the updated kitchen, which showcases stainless steel appliances and

    Celeste Blessin Coldwell Banker Realty

    107 Spring Valley Dr, Annapolis, MD 21403
  • /20

    $658,000

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    5 Park Place Unit 430, Annapolis, MD 21401

    PRICE REDUCED! Discover the perfect blend of comfort and convenience at The Residence at Park Place in Annapolis. This two-bedroom, two-bathroom condo spans 1,292 square feet with an open layout and includes two secure garage parking spots. Ideally located just a short drive from Washington, D.C., Baltimore, and BWI Airport, it offers easy access to major hubs while being within walking distance

    William Hyland Anne Arundel Properties, Inc.

    5 Park Place Unit 430, Annapolis, MD 21401
  • /82

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403

    Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. Whether you're looking for a worry-free vacation spot or a serene place to call home, this 3-bedroom, 3 full bath sanctuary with a gourmet kitchen and totally updated baths has you covered with over 1,700 square feet of style

    Lorna Kaim Compass

    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
  • /23

    $649,999

    • Studio
    • 2,300 Sq Ft

    212 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both

    Ronald Howard RE/MAX Advantage Realty

    212 Duke of Gloucester St, Annapolis, MD 21401
  • /32

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 1,754 Sq Ft

    111 Janwall St, Annapolis, MD 21403

    This beautiful home is ideally situated in a quiet cul de sac just minutes from shopping, dining, and vibrant downtown Annapolis. First floors opens to beautiful hardwood floors with wood burning fireplace in LR, kitchen with new appliances, freshly painted, upstairs with new carpeting and large closets, Master with adjoining bath, finished basement with laundry room with washer and dryer and

    Len Wilson Key Realty, Incorporated

    111 Janwall St, Annapolis, MD 21403
  • /60

    $647,000

    • 5 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    130 Great Lake Dr, Annapolis, MD 21403

    Lovely Brick home in private Water Community of Hillsmere Estates that offers 5 Bedroom, 2.5 Baths* Main Level sun-filled Living Room and Dining Room have beautiful refinished HWD Floors * LR has a brick woodburning FP and a bank of front windows with Plantation Shutters* The spacious Sun Room offers Plantation Shutters on all windows, a tiled floor and French Doors at either end opening to

    Constance Golihew Coldwell Banker Realty

    130 Great Lake Dr, Annapolis, MD 21403
  • /40

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 1,612 Sq Ft

    144 Island View Dr, Annapolis, MD 21401

    This home sits on almost a half-acre wooded lot in a quiet, family-friendly neighborhood with no HOA and access to a private community beach featuring boat launch, pier, playground, and kayak storage. Located just 15 minutes from downtown Annapolis and the historic City Dock, you'll enjoy the perfect balance of suburban tranquility and urban convenience. The house offers partial river views in

    Colleen Kerrigan Redfin Corp

    144 Island View Dr, Annapolis, MD 21401
  • /75

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    1915 Towne Centre Blvd Unit 301, Annapolis, MD 21401

    This impeccably maintained 2-bedroom, 2.5-bath Everest floor plan offers high-end living, privacy, and a prime location. Enjoy a professionally managed building with secure entry, welcoming staff, and exceptional amenities. Boasting rich hardwood floors and 10' recessed ceilings finished with fine crown trim, the home is filled with natural light from oversized windows with plantation shutters.

    Travis Gray Engel & Völkers Annapolis

    1915 Towne Centre Blvd Unit 301, Annapolis, MD 21401

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