110

Annapolis, MD Homes for Sale with Pool

Section Image Section Image
  • 774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    /21

    $545,000

    $90K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    774 Fairview Ave Unit F, Annapolis, MD 21403

    PRICE ADJUSTED AS SELLERS HAVE FOUND THEIR NEXT HOME! Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle. Inside, the residence has been

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    774 Fairview Ave Unit F, Annapolis, MD 21403
  • 2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    /69

    $569,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    AMENITY RICH LOCATION!!! Welcome to this beautiful 2 bedroom, 2 bath coveted, spacious and serene 2nd floor end unit condo, located in Second Village just steps away from all of the amenities found in Chesapeake Harbour. Imagine yourself enjoying the Bay front swimming pool, the sandy beach, kayaks, grills, picnic tables, fishing/crabbing piers, jog/walking paths, pickleball and tennis courts,

    Agent Photo

    Lorna Kaim

    Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • 619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    619 Admiral Dr Unit 401, Annapolis, MD 21401
    /27

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    619 Admiral Dr Unit 401, Annapolis, MD 21401

    Penthouse living in the heart of Annapolis! This spacious 2-bedroom, 2-bath condo features vaulted ceilings, a versatile loft, gas fireplace, and private balcony. Freshly painted throughout with new LVP flooring in the main living areas, new carpet in the bedrooms, new granite countertops, new appliances, and new toilets, this home is ready for you to move in and enjoy. The loft provides flexible

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    619 Admiral Dr Unit 401, Annapolis, MD 21401
  • 2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
    /52

    $685,000

    • 3 Beds
    • 3 Baths
    • 1,666 Sq Ft

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403

    Welcome to coastal living at its finest in Annapolis’ gated Chesapeake Harbour community! Enjoy sweeping marina views, fantastic people watching, and resort style amenities including 2 pools, tennis/pickleball courts, kayak access, walking trails, beaches, cocktails and entertainment at the dock bar and waterfront dining at The Beacon Restaurant. This sun drenched 3 bedroom, 3 full bath condo

    Agent Photo

    Lorna Kaim

    Compass

    2102 Chesapeake Harbour Dr E Unit 202, Annapolis, MD 21403
  • 2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    /96

    $610,000

    $65K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom

    Agent Photo

    Lorna Kaim

    Compass

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
  • 796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    /37

    $299,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • 7038 Clinton Ct Unit 11B, Annapolis, MD 21403
    7038 Clinton Ct Unit 11B, Annapolis, MD 21403
    7038 Clinton Ct Unit 11B, Annapolis, MD 21403
    /57

    $875,000

    • 3 Beds
    • 3 Baths
    • 2,101 Sq Ft

    7038 Clinton Ct Unit 11B, Annapolis, MD 21403

    Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at Chesapeake Harbour, where panoramic marina views and exceptional amenities create one of Annapolis' most sought-after communities. This beautifully updated 3 bedroom 3 bath waterfront condominium offers an inviting blend of elegance, comfort, and coastal charm. Wake each morning to tranquil marina views from

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    7038 Clinton Ct Unit 11B, Annapolis, MD 21403
  • 605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    605 A Admiral Dr Unit 102, Annapolis, MD 21401
    /17

    $315,000

    Coming Soon
    • 1 Bed
    • 1 Bath
    • 964 Sq Ft

    605 A Admiral Dr Unit 102, Annapolis, MD 21401

    COMING SOON! Discover premium main-level living in this impressive 964-square-foot residence at Admirals Reach. Masterfully laid out for both relaxation and entertaining, this vibrant home features rich hardwood flooring, and open floor plan, and an abundance of natural light throughout. The heart of the home is a grand living room leading to the sliding glass doors that open to your own private

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    605 A Admiral Dr Unit 102, Annapolis, MD 21401
  • 20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    /15

    $289,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    20 Silverwood Cir Unit 5, Annapolis, MD 21403

    Professional Photos to come! COMING SOON! Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    20 Silverwood Cir Unit 5, Annapolis, MD 21403
  • 5 Park Place Unit 603, Annapolis, MD 21401
    5 Park Place Unit 603, Annapolis, MD 21401
    5 Park Place Unit 603, Annapolis, MD 21401
    /48

    $649,900

    • 2 Beds
    • 2 Baths
    • 1,206 Sq Ft

    5 Park Place Unit 603, Annapolis, MD 21401

    Welcome to effortless luxury living in one of downtown Annapolis' most desirable condominium communities. This beautifully appointed 2-bedroom, 2-bath residence offers 1,206 square feet of thoughtfully designed living space, where sophisticated finishes and an unparalleled location combine to create an exceptional place to call home. The heart of the home is a stunning, fully renovated gourmet

    Greg Beckman Coldwell Banker Realty

    5 Park Place Unit 603, Annapolis, MD 21401
  • 2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    /31

    $619,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

    Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /87

    $2,999,900

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

    1486 Downham Market, Annapolis, MD 21401

    There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 1501 Ritchie St, Annapolis, MD 21401
    1501 Ritchie St, Annapolis, MD 21401
    1501 Ritchie St, Annapolis, MD 21401
    /68

    $1,295,000

    $130K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 4,017 Sq Ft

    1501 Ritchie St, Annapolis, MD 21401

    Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium

    Bob Chew Samson Properties

    1501 Ritchie St, Annapolis, MD 21401
  • 1286 Ketch Ct, Annapolis, MD 21403
    1286 Ketch Ct, Annapolis, MD 21403
    1286 Ketch Ct, Annapolis, MD 21403
    /80

    $925,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    1286 Ketch Ct, Annapolis, MD 21403

    Welcome to Ketch Court, tucked away in the highly sought-after waterfront community of Annapolis Cove. With four bedrooms, two-and-a-half bathrooms, a finished basement with brand-new flooring, and a huge backyard, this home offers the space and flexibility to fit just about any stage of life. Hardwood floors create a warm, welcoming feel throughout the main level, while the family room fireplace

    Jennifer Schaub EXP Realty, LLC

    1286 Ketch Ct, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    /62

    $1,650,000

    $150K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,368 Sq Ft

    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401

    Welcome to this grand and gracious penthouse residence, with 11+ft ceilings and a very thoughtful layout. Bathed in natural light from expansive windows, this residence features 3 bedrooms, 3.5 baths, an open gourmet kitchen, rich hickory hardwood floors and a striking fireplace that anchors the beautifully appointed interiors. A charming den and dedicated office space add both flexibility and

    Yael Beckman Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
  • 122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    /30

    $249,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    122 Merryman Ct, Annapolis, MD 21401

    Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet

    Constance Golihew Coldwell Banker Realty

    122 Merryman Ct, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /21

    $3,595,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,029 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront

    Colleen Smith EXP Realty, LLC

    48 E Lake Dr, Annapolis, MD 21403
  • 5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    /41

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

    Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • 15 President Point Dr Unit B2, Annapolis, MD 21403
    15 President Point Dr Unit B2, Annapolis, MD 21403
    15 President Point Dr Unit B2, Annapolis, MD 21403
    /33

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    15 President Point Dr Unit B2, Annapolis, MD 21403

    Eastport Waterfront Condo – 2BR/2BA – 1250 sq ft. 2 outdoor decks – 1 deck with amazing full city and waterfront view. Open Concept Living Room with cooks kitchen. Living Room has hardwood floors and fireplace. Newer windows and sliding doors with blinds. Full size front loader washer/dryer. Designer style Bathrooms. Community has pool, pier and tennis courts. Walk to town and live the life.

    Lauren Emrick Innovative Properties, Inc.

    15 President Point Dr Unit B2, Annapolis, MD 21403
  • 10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    10 Ironstone Ct, Annapolis, MD 21403
    /22

    $335,000

    Open Sat 11AM - 1PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    10 Ironstone Ct, Annapolis, MD 21403

    IGNORE DAYS ON MARKET BUYER FAILED TO PERFORM**FHA APPROVED!** This is **NOT a condominium**—it's a townhome with the convenience of condo-style exterior maintenance. The HOA takes care of **the roof, siding, gutters, shutters, pressure washing, and other exterior maintenance**, giving you more time to enjoy homeownership and less time worrying about upkeep. Can we say, BONUS?! Welcome to 10A

    Kimberlee Randall Group EXP Realty, LLC

    10 Ironstone Ct, Annapolis, MD 21403
  • 5 Park Place Unit 732, Annapolis, MD 21401
    5 Park Place Unit 732, Annapolis, MD 21401
    5 Park Place Unit 732, Annapolis, MD 21401
    /45

    $524,900

    $43K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 926 Sq Ft

    5 Park Place Unit 732, Annapolis, MD 21401

    HUGE PRICE REDUCTION. Motivated Seller offers GREAT VALUE PRICING !!! Beautiful 1 BR /1.5 Bath condo, penthouse level w/many extras in the most luxurious, secure building in downtown Annapolis. Great sunset views, natural light, large custom BUILT-IN walk-in closet, plus 2 additional closets. sliding glass doors with luxury electric blinds system, wood floors throughout, gourmet kitchen w/Sub

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 732, Annapolis, MD 21401
  • 6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    6 Tiburon Ct, Annapolis, MD 21403
    /40

    $415,000

    • 3 Beds
    • 2.5 Baths
    • 1,384 Sq Ft

    6 Tiburon Ct, Annapolis, MD 21403

    This 3 bedroom, 2.5-bath home with a large finished basement provides great value. Located in The Landings, this Annapolis home has been loved and had money spent on it on things that matter. NEW ROOF in 2025. Updated high-end efficient windows. Updated sliding doors. Updated bathroom vanities. Updated HVAC. New flooring throughout. Updated cedar siding. The main level provides wonderful living

    Mark Farrelly Anne Arundel Properties, Inc.

    6 Tiburon Ct, Annapolis, MD 21403
  • 2729 Yeomans Lantern Ct, Annapolis, MD 21401
    2729 Yeomans Lantern Ct, Annapolis, MD 21401
    2729 Yeomans Lantern Ct, Annapolis, MD 21401
    /54

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2729 Yeomans Lantern Ct, Annapolis, MD 21401

    Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour

    Jack Papaleonti Academy Realty Inc.

    2729 Yeomans Lantern Ct, Annapolis, MD 21401
  • 765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
    /23

    $395,000

    • 2 Beds
    • 1.5 Baths
    • 1,058 Sq Ft

    765 Fairview Ave Unit 765 D, Annapolis, MD 21403

    Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features

    Amy Clune Hartman Realty, LLC.

    765 Fairview Ave Unit 765 D, Annapolis, MD 21403
  • 6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    /38

    $975,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    6 President Point Dr Unit B3, Annapolis, MD 21403

    Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive

    Brad Kappel TTR Sotheby's International Realty

    6 President Point Dr Unit B3, Annapolis, MD 21403
  • 1503 Broadneck Place Unit 101, Annapolis, MD 21409
    1503 Broadneck Place Unit 101, Annapolis, MD 21409
    1503 Broadneck Place Unit 101, Annapolis, MD 21409
    /33

    $394,900

    • 2 Beds
    • 2 Baths
    • 1,258 Sq Ft

    1503 Broadneck Place Unit 101, Annapolis, MD 21409

    Original owner. Well maintained ground level 2-bedroom, 2-bathroom condo. Stainless steel appliances, ceramic tile backsplash, granite counter tops, crown molding, and recessed lights Carpet, and hot water heater installed in 2025. HVAC installed 2019. Refrigerator installed in 2024. Hardwood floors in living room and ceramic tile in bathrooms. Dual sinks in master bathroom. Large walk-in closets

    Mark Feen Coldwell Banker Realty

    1503 Broadneck Place Unit 101, Annapolis, MD 21409
  • 2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
    /20

    $349,000

    • 2 Beds
    • 2.5 Baths
    • 1,365 Sq Ft

    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401

    Come home to the Tidewater Colony community! This amazingly updated 2 bedroom / 2.5 bathroom upper unit features an open floor-plan, gleaming new flooring and many upgrades throughout. This meticulously maintained 2 level unit has a private balcony and tons of storage. Enjoy the incredible community pool, fitness center, clubhouse, tennis courts, playgrounds, walk/bike paths, picnic area, and

    David Thomas Keller Williams Capital Properties

    2002 Peggy Stewart Way Unit 205, Annapolis, MD 21401
  • 236 Autumn Chase Dr, Annapolis, MD 21401
    236 Autumn Chase Dr, Annapolis, MD 21401
    /2

    $725,000

    Open Sat 11AM - 2PM Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    236 Autumn Chase Dr, Annapolis, MD 21401

    This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family

    Dave Schulman Long & Foster Real Estate, Inc.

    236 Autumn Chase Dr, Annapolis, MD 21401
  • 847 Rudder Way, Annapolis, MD 21401
    847 Rudder Way, Annapolis, MD 21401
    847 Rudder Way, Annapolis, MD 21401
    /55

    $669,900

    Open Sat 11AM - 1PM Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,810 Sq Ft

    847 Rudder Way, Annapolis, MD 21401

    Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully

    Jack Papaleonti Academy Realty Inc.

    847 Rudder Way, Annapolis, MD 21401
  • 7048 Harbour Village Ct Unit 202, Annapolis, MD 21403
    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403
    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403
    /36

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 1,592 Sq Ft

    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403

    Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath end unit condo offers a spacious, light-filled floor plan with a rare combination of features. Transom windows above sliding doors and windows in the living and dining rooms adds even more light. The updated kitchen is designed for both everyday living and entertaining, showcasing granite

    Catherine Hamel Long & Foster Real Estate, Inc.

    7048 Harbour Village Ct Unit 202, Annapolis, MD 21403
  • 2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    /58

    $8,750,000

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

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409
  • 1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    /63

    $675,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401

    Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
  • 7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    /40

    $575,000

    • 2 Beds
    • 2 Baths

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403

    Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas

    Colleen Smith EXP Realty, LLC

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
  • 6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    /33

    $715,000

    • 2 Beds
    • 2 Baths
    • 1,284 Sq Ft

    6 Spa Creek Landing Unit B2, Annapolis, MD 21403

    Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green

    Barbara Birkbeck White Curtis Real Estate Company

    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
  • 5 Park Place Unit 107, Annapolis, MD 21401
    5 Park Place Unit 107, Annapolis, MD 21401
    5 Park Place Unit 107, Annapolis, MD 21401
    /29

    $565,000

    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    5 Park Place Unit 107, Annapolis, MD 21401

    **Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling

    Wemmy Collins Redfin Corp

    5 Park Place Unit 107, Annapolis, MD 21401
  • 708 Sydney Terrace, Annapolis, MD 21401
    708 Sydney Terrace, Annapolis, MD 21401
    708 Sydney Terrace, Annapolis, MD 21401
    /47

    $715,000

    $23K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,296 Sq Ft

    708 Sydney Terrace, Annapolis, MD 21401

    ** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!**Main Level laminated wood flooring throughout the living room- dinning room and Kitchen.The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless

    Rita Cordova Taylor Properties

    708 Sydney Terrace, Annapolis, MD 21401
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /14

    $259,999

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 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
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,250,000

    Open Thu 5PM - 7PM $500K PRICE DROP
    • 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 an impeccable lock and leave 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

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    /44

    $395,000

    $20K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

    Welcome to 2004 Quay Village Ct #T1, located in the sought-after waterfront community of Chesapeake Harbour in Annapolis. This well-maintained 1-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living with abundant natural light, spacious living areas, and two covered patios that seamlessly extend the living space outdoors.Residents enjoy access to an exceptional collection

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

Showing Results 1 - 40, Page 1 of 3

Maryland Anne Arundel County

Homes for Sale with Pool in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $638,250, up 4% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$638,250
Median Single Family Sale Price
$840,000
Median Townhouse Sale Price
$470,000
Median 2 Bedroom Sale Price
$452,450
Median 1 Bedroom Sale Price
$399,375
Average Price Per Sq Ft
$360
Number of Homes for Sale
269
Last 12 months Home Sales
1,314
Months of Supply
2.50
Median List Price
$650,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%

Popular Home Searches in Annapolis, MD

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

How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, there are currently 110 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group