113

Annapolis, MD Homes for Sale with Pool

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  • /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
  • /30

    $399,999

    • 2 Beds
    • 2 Baths
    • 1,477 Sq Ft

    930 Astern Way Unit 502, Annapolis, MD 21401

    Recently adjusted price offers a great opportunity to own this charming 2-bedroom, 2-bathroom condo located in the amenity rich, Heritage Harbour 55+ community. With fresh updates and a coveted assigned parking spot in the garage, this home offers comfort, convenience, and an active lifestyle all in one place. Plenty of natural light and a comfortable, easy-going layout makes this a perfect

    Gina Barton Taylor Properties

    930 Astern Way Unit 502, Annapolis, MD 21401
  • /58

    $265,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403

    MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! Brand new hardwood flooring throughout the entire unit and complete professional interior painting. Lovely end unit with a row of extra windows that allows for wonderful natural light throughout. Are you ready to relax and let someone else do the cooking and cleaning? ONE MONTHLY PAYMENT TAKES CARE OF FOOD, ALL UTILITIES, TAXES, INSURANCE,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 400, Annapolis, MD 21403
  • /90

    $1,980,000

    • 5 Beds
    • 3 Baths
    • 2,353 Sq Ft

    201 Nottingham Hill, Annapolis, MD 21405

    PRICE REDUCTION - Exciting Opportunity in Sherwood Forest – Enjoy breathtaking panoramic water vistas of Brewers Pond and Round Bay on the Severn River. Observe Bald Eagles, Herons, and Osprey soaring amidst the stunning backdrop from your water view deck or spacious living room adorned with floor-to-ceiling windows. This elegantly designed home, nestled in the hillside, seamlessly blends modern

    Brian Wood Long & Foster Real Estate, Inc.

    201 Nottingham Hill, Annapolis, MD 21405
  • /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
  • /47

    $2,675,000

    • 5 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
  • /15

    $65,000

    319 6th St Unit SLIP 39, Annapolis, MD 21403

    Boating season is just around the corner—embrace the maritime lifestyle with your very own waterfront slip at 319 6th Street, Annapolis, MD 21403. Boat size is limited to 34' length overall. Situated in the heart of Eastport, this sought-after marina places you in the Sailing Capital of the World, where boating isn’t just a pastime—it’s a way of life. Beyond the convenience of docking in a

    Wendy Oliver Coldwell Banker Realty

    319 6th St Unit SLIP 39, Annapolis, MD 21403
  • /54

    $429,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1507 Broadneck Place Unit 403, Annapolis, MD 21409

    Welcome to this stunning 2BR/2BA Loft Condo in the highly desirable 55+ community of Four Seasons at St. Margarets! Bright and beautifully updated, this model unit features soaring vaulted ceilings, fresh paint throughout, new lighting fixtures and ceiling fans, and a refrigerator less than a year old. The gourmet kitchen boasts Corian countertops, top-tier cabinetry, and a cozy eat-in area.

    Ryan Briggs Anne Arundel Properties, Inc.

    1507 Broadneck Place Unit 403, Annapolis, MD 21409
  • /34

    $460,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    316 Burnside St Unit 304, Annapolis, MD 21403

    Beautiful Condo on Spa Creek! PRICE IMPROVEMENT TO $460K. Great investment property, second home or live in downtown Annapolis! Located in the heart of desirable Eastport, this inviting condo offers the best of Annapolis nautically inspired living. 316 Burnside Street has big water views of the serene waters of Spa Creek! This home offers an ideal retreat for those seeking both tranquility in

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, Annapolis, MD 21403
  • /35

    $489,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409

    Price Reduction! Fantastic price for this gorgeous garage unit !! Enjoy a luxurious lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private,

    Joan Peacock Long & Foster Real Estate, Inc.

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
  • /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
  • /50

    $8,995,000

    • 7 Beds
    • 9 Baths
    • 12,200 Sq Ft

    1900 Carrollton Rd, Annapolis, MD 21409

    Rare opportunity for a true legacy property on the Severn River! Built by Pilli Custom Homes, this home is a masterpiece of craftsmanship. Wake up every morning to the everchanging scenery out your windows, step out onto your private balcony with a freshly brewed coffee from your in-room coffee bar, feeling the gentle river breeze as you watch sailboats drift by. Make your way down via the

    Brad Kappel TTR Sotheby's International Realty

    1900 Carrollton Rd, Annapolis, MD 21409
  • /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
  • /76

    $1,125,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    5 Park Place Unit 428, Annapolis, MD 21401

    Experience luxury and light in this rare 3-bedroom, 2.5-bath condo in the highly sought-after Park Place community. This corner unit boasts incredible 180 views and is filled with natural light from expansive windows throughout. With three deeded garage parking spaces located right next to each other—an unparalleled convenience in downtown Annapolis—you’ll never have to worry about parking

    Jennifer Chino Compass

    5 Park Place Unit 428, 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
  • /46

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    1141 Mainsail Dr, Annapolis, MD 21403

    Welcome to 1141 Mainsail Drive, a beautifully updated colonial nestled on a desirable corner lot in Anchorage, one of Annapolis’ most coveted waterfront communities. This move-in-ready 4-bedroom, 2.5-bathroom home blends timeless colonial charm with thoughtful modern upgrades. Just one block from the community’s 49-slip marina, boat ramp, kayak and paddleboard racks, outdoor pool, and half

    Ani Gonzalez-Brunet Coldwell Banker Realty

    1141 Mainsail Dr, Annapolis, MD 21403
  • /44

    $2,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,513 Sq Ft

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403

    Indulge in resort-like living at Chesapeake Harbour, a gated community filled with amenities and stunning water views of the Chesapeake Bay. This modern and spacious 4 bedroom, 4.5 bathroom townhome spans 4 levels and just over 2,500 square feet, featuring high-end design and curated finishes. The open floor plan makes entertaining seamless and focuses the attention on the stunning panoramic

    Brad Kappel TTR Sotheby's International Realty

    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /112

    $6,750,000

    • 6 Beds
    • 8.5 Baths
    • 11,045 Sq Ft

    803 Coachway, Annapolis, MD 21401

    This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting

    Georgie Berkinshaw Coldwell Banker Realty

    803 Coachway, Annapolis, MD 21401
  • /128

    $3,100,000 Open Sat 2PM - 4PM

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open house Saturday, 9/13, 2-4 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
  • /47

    $1,750,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401

    FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views with this rare opportunity to own an exquisite penthouse at the GrandView in Annapolis Town Center. Perched atop the prestigious 12th floor, this sprawling residence stands as one of the most coveted penthouses, offering panoramic views that stretch for miles, complemented by two expansive balconies that

    David Yee Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1210, Annapolis, MD 21401
  • /49

    $19,995,000

    • 7 Beds
    • 13 Baths
    • 35,435 Sq Ft

    1604 Winchester Rd, Annapolis, MD 21409

    THE FRIARY a Trophy property in a league of its own! Set on 23 private acres overlooking a gracious bend of the Severn River with 1,500ft of prime waterfrontage, just minutes from downtown Annapolis and less than an hour from the nation's capital, lies one of the most distinctive estates offered for sale on the East Coast. A true architectural masterpiece, this exquisite 35,000+ sqft

    Brad Kappel TTR Sotheby's International Realty

    1604 Winchester Rd, Annapolis, MD 21409
  • /22

    $409,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    960 Yachtsman Way, Annapolis, MD 21403

    2BR2B duplex in Mariner's Point - one level living - freshly painted, brand new hall bathroom, new MBR carpeting, LR with cathedral ceilings and updated chimney and fireplace - large rear, two level deck - Great location close to shopping, restaurants, entertainment and minutes to downtown and historic Annapolis. Easy access to Route 50 - private cul-de-sac location

    Keith Brooks Thurston Wyatt Real Estate, LLC

    960 Yachtsman Way, Annapolis, MD 21403
  • /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
  • /11

    $411,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    986 Yachtsman Way, Annapolis, MD 21403

    Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis!This home is perfect for a those looking to get away from paying rent, or to downsize.

    Mary Saba Keller Williams Select Realtors of Annapolis

    986 Yachtsman Way, 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
  • /40

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 3,586 Sq Ft

    730 Crisfield Way, Annapolis, MD 21401

    Amanda Callahan Long & Foster Real Estate, Inc.

    730 Crisfield Way, Annapolis, MD 21401
  • /129

    $11,500,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 5,375 Sq Ft

    3182 Harness Creek Rd, Annapolis, MD 21403

    Experience sweeping waterfront vistas and unforgettable sunsets from this never-lived-in, newly completed luxury estate on 1.04 acres along the protected waters of Aberdeen Creek.Designed by Hammond Wilson Architects and built by the award-winning Pyramid Builders, this custom residence was conceived to celebrate its extraordinary waterfront setting, where southwest sunsets reflect

    Georgie Berkinshaw Coldwell Banker Realty

    3182 Harness Creek Rd, Annapolis, MD 21403
  • /63

    $3,499,999 Coming Soon

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

    812 Coachway, Annapolis, MD 21401

    Welcome to 812 Coachway, an exceptional all-brick estate at the point of the coveted community of The Downs on the Severn River. Offering 6 bedrooms, 7 bathrooms, and more than 7,500 square feet, this residence has been thoughtfully updated by the current owners to combine timeless architecture with modern luxury. From every level, enjoy stunning Severn River views and multiple outdoor venues

    Keisha McClain Hubble Bisbee Christie's International Real Estate

    812 Coachway, Annapolis, MD 21401
  • /9

    $539,000 Coming Soon

    • 2 Beds
    • 3 Baths
    • 2,354 Sq Ft

    1012 Mastline Dr, Annapolis, MD 21401

    Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage Harbourcommunity, where elegance, comfort, and resort-style living come together. From the moment youarrive, you are greeted by a charming front porch and beautifully landscaped surroundings that set thetone for this pristine residence. Step inside to a welcoming open foyer that leads into a

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    1012 Mastline Dr, Annapolis, MD 21401
  • /2

    $245,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft

    115 Merryman Ct, Annapolis, MD 21401

    Photos also coming soon! Welcome to this beautifully updated and inviting 2-bedroom, 1.5-bath townhome in the desirable Hilltop Village community of Annapolis. The main level features a spacious living area with new hardwood and LVP flooring, a convenient half bath, and an updated eat-in kitchen with including a refrigerator, stove/oven, dishwasher, and a new full-sized washer & dryer. Upstairs,

    Gail Hardesty RE/MAX Executive

    115 Merryman Ct, Annapolis, MD 21401
  • /24

    $500,000 Coming Soon

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

    1915 Towne Centre Blvd Unit 413, Annapolis, MD 21401

    Get into luxury living at the best price! We currently have a beautiful condominium available in the GrandView Towne Centre, Annapolis, MD. While the unit itself boasts spacious living areas and modern amenities, including new hardwood floors in hardwood floors and carpet in the bedrooms 2023. There is also a new hot water heater, new CAC and the entire unit was repainted last year. I must

    Michele Michael CENTURY 21 New Millennium

    1915 Towne Centre Blvd Unit 413, Annapolis, MD 21401
  • /21

    $575,000 Open House 9/20

    • 3 Beds
    • 2 Baths
    • 1,904 Sq Ft

    1150 Little Magothy View, Annapolis, MD 21409

    Professional photos coming soonWelcome to this stunning fully updated home located in a sought-after water-privileged neighborhood. Every detail of this residence has been thoughtfully designed and upgraded, offering the perfect blend of modern style and timeless charm.Step inside and you’ll feel like you’ve walked into a Pottery Barn studio—with fresh finishes, designer touches,

    Carolyn Buchleitner Long & Foster Real Estate, Inc.

    1150 Little Magothy View, Annapolis, MD 21409
  • /57

    $800,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,084 Sq Ft

    1583 Keswick Place, Annapolis, MD 21401

    Property is being offered at Public Auction by Witman Auctioneers, Inc. to settle an Estate. List Price of $800,000 is opening bid-Estate of Geoffrey J. Dive - ONLINE PUBLIC REAL ESTATE AUCTIONLOCATION: 1583 Keswick Place “The Downs”, Annapolis, MD 21401Severn Downs Community- Anne Arundel County(The Downs – Lot 187 Sc 12) Thursday, September 18, 2025 Real Estate 6:00 PM To View

    Zachary Shelley Streett Hopkins Real Estate, LLC

    1583 Keswick Place, Annapolis, MD 21401

Showing Results 81 - 113, Page 3 of 3

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