104

Annapolis, MD Homes for Sale with Pool

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  • 100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    100 Carroll Dr, Annapolis, MD 21403
    /66

    $635,000

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • 3135 Anchorage Dr, Annapolis, MD 21403
    3135 Anchorage Dr, Annapolis, MD 21403
    3135 Anchorage Dr, Annapolis, MD 21403
    /61

    $830,000

    $65K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,145 Sq Ft

    3135 Anchorage Dr, Annapolis, MD 21403

    Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of mind. // The traditional layout begins with a formal

    Bob Lucido Keller Williams Lucido Agency

    3135 Anchorage Dr, Annapolis, MD 21403
  • 812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    812 Coachway, Annapolis, MD 21401
    /75

    $2,999,999

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

    812 Coachway, Annapolis, MD 21401

    Repriced to Sell on 6.1.26 !! Open House This Saturday, June 6th 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 frames

    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
    /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
  • 7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    /49

    $625,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new

    Steven Lane LPT Realty, LLC

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 848 Deerwood Ct, Annapolis, MD 21401
    848 Deerwood Ct, Annapolis, MD 21401
    848 Deerwood Ct, Annapolis, MD 21401
    /31

    $605,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    848 Deerwood Ct, Annapolis, MD 21401

    848 Deerwood Court offers a wonderful opportunity to enjoy life in Heritage Harbour, one of Annapolis' most sought-after active adult communities. Situated on a desirable corner lot at the end of a quiet cul-de-sac, this well-designed ranch-style home features three bedrooms, two full bathrooms, a spacious side addition, and a two-car garage. The home has been lovingly maintained over the years

    David Webber RE/MAX Leading Edge

    848 Deerwood Ct, Annapolis, MD 21401
  • 2015 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
    2015 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
    2015 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
    /39

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 1,007 Sq Ft

    2015 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401

    Welcome to Tidewater Colony, one of Annapolis' most sought-after condo communities! This wonderful 2-bedroom, 1.5-bath condo offers an exceptional opportunity to own an affordable home in a prime Annapolis location (just outside city limits, so NO CITY TAXES), minutes from the U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, Anne Arundel Medical Center, downtown Annapolis, major commuter

    Lindsey Yokitis Veterans First Realty

    2015 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
  • 15 Copley Ct, Annapolis, MD 21403
    15 Copley Ct, Annapolis, MD 21403
    15 Copley Ct, Annapolis, MD 21403
    /24

    $374,900

    • 2 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    15 Copley Ct, Annapolis, MD 21403

    Welcome to 15 Copley Ct, ideally situated in one of Annapolis's most convenient locations! This home offers easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall—putting shopping, dining, and waterfront charm just minutes away. Enjoy living with HOA amenities including TWO community pools and a pickleball court, perfect for staying active and social

    Marielys Montero RE/MAX Excellence Realty

    15 Copley Ct, Annapolis, MD 21403
  • 2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    /50

    $1,150,000

    Open Sun 2PM - 4PM
    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403

    With just one look, you will fall in love! Vacation every day in your stunning two-level condo with exceptional views and amazing privacy! Wonderful open floor plan and walls of glass make you feel like you are on a boat and create outstanding views from every room. Exceptional features include smart technology throughout, a wood-burning fireplace, soaring ceilings, GE Cafe appliances (new in

    Alex Tower Sears TTR Sotheby's International Realty

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
  • 2656 Shadow Cove, Annapolis, MD 21401
    2656 Shadow Cove, Annapolis, MD 21401
    2656 Shadow Cove, Annapolis, MD 21401
    /28

    $655,900

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    2656 Shadow Cove, Annapolis, MD 21401

    Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and

    sandy young Coldwell Banker Realty

    2656 Shadow Cove, Annapolis, MD 21401
  • 2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
    /55

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,307 Sq Ft

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403

    Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting.The interiors reveal a

    Alexander Esfahani Coldwell Banker Realty - Washington

    2186 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /33

    $935,000

    $64K PRICE DROP Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,506 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    Nestled in the highly sought‐after waterfront community of Hillsmere Shores, this residence offers an exceptional blend of coastal charm, modern comfort, and resort‐style outdoor living. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • 40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    /40

    $299,900

    Open Thu 5PM - 7PM $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft

    40 Greystone Ct Unit L, Annapolis, MD 21403

    Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the

    Kara Shaffer Engel & Völkers Annapolis

    40 Greystone Ct Unit L, Annapolis, MD 21403
  • 2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    /63

    $595,000

    Open Sun 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

    Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of privacy, while the thoughtfully designed

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
  • 54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    54 Decatur Ave, Annapolis, MD 21403
    /63

    $980,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    54 Decatur Ave, Annapolis, MD 21403

    Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT

    Gary Schneider Long & Foster Real Estate, Inc.

    54 Decatur Ave, Annapolis, MD 21403
  • 7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
    /23

    $315,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403

    Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

    Ruth McGovern Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
  • 420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    420 Edgemere Dr, Annapolis, MD 21403
    /19

    $635,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,725 Sq Ft

    420 Edgemere Dr, Annapolis, MD 21403

    Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring

    Brent Hardie TTR Sotheby's International Realty

    420 Edgemere Dr, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
    /47

    $525,000

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

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • 2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
    /45

    $700,000

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

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403

    OPEN Sat and Sunday 12-3 === WATERFRONT= ONE BEDROOM "C" FLOOR PLAN = EXTRA WIDE CONDO: Four pane sliders in living room and there are 4 glass pane windows in master bedroom == Master has a private exit door to a beach front patio == Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay

    Candice Friday Coastal Realty Maryland

    2020 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 930 Astern Way Unit 204, Annapolis, MD 21401
    930 Astern Way Unit 204, Annapolis, MD 21401
    930 Astern Way Unit 204, Annapolis, MD 21401
    /42

    $424,500

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    930 Astern Way Unit 204, Annapolis, MD 21401

    Set within the coveted South River condominium in Heritage Harbour, 930 Astern Way #204 offers refined, low-maintenance living in one of Annapolis’s most desirable 55+ waterfront communities. This beautifully appointed residence combines generous proportions, timeless finishes, and effortless elegance, all complemented by the rare and highly sought-after convenience of a deeded garage parking

    Corey Kayea TTR Sotheby's International Realty

    930 Astern Way Unit 204, Annapolis, MD 21401
  • 730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    730 Crisfield Way, Annapolis, MD 21401
    /39

    $865,000

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

    730 Crisfield Way, Annapolis, MD 21401

    Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury.A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a

    Amanda Callahan Long & Foster Real Estate, Inc.

    730 Crisfield Way, Annapolis, MD 21401
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

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

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
    /25

    $525,000

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403

    OPEN SATURDAY 6/6_ 12-2 and SUNDAY 6/7_ 1-3 Come enjoy the ease of single-level living, secure community, and the unmatched lifestyle of waterfront. The warm and inviting living room opens to sweeping Spa Creek Views, while a dazzling kitchen with a picturesque window makes creating a meal a delight...with a wood-buring fireplace and engineered hardwoods. Step outside through sliding doors to a

    Connie Cadwell Coldwell Banker Realty

    8 Spa Creek Landing Unit 8A2, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409
    /37

    $698,999

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409

    PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout.

    Shannon Thayer Douglas Realty, LLC

    78 Old Mill Bottom Rd N Unit 211, Annapolis, MD 21409

Showing Results 81 - 104, Page 3 of 3

Maryland Anne Arundel County Annapolis

Homes for Sale with Pool in Annapolis, MD

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

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In Annapolis, there are currently 104 homes for sale with a pool, providing a refreshing retreat and a space for leisure. Whether it's a house for sale with a pool for those warm summer days, or a property featuring an indoor or screened-in pool for year-round enjoyment, these homes offer recreation right at home. Additionally, buyers can consider properties with access to community pools, offering a convenient space for relaxation and socializing. Whether you prefer a private pool or the convenience of a community pool, browse homes for sale with a pool in Annapolis, MD and discover your ideal residence.

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