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Annapolis, MD Homes for Sale with Pool

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  • 920 Old Annapolis Neck Rd, Annapolis, MD 21403
    920 Old Annapolis Neck Rd, Annapolis, MD 21403
    920 Old Annapolis Neck Rd, Annapolis, MD 21403
    /58

    $719,995

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    920 Old Annapolis Neck Rd, Annapolis, MD 21403

    Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer.Step inside to an inviting, open layout designed for

    Agent Photo

    Mahdi Salarfar

    RE/MAX Gateway, LLC

    (410) 431-2087

    920 Old Annapolis Neck Rd, Annapolis, MD 21403
  • 1943 Marconi Cir, Annapolis, MD 21401
    1943 Marconi Cir, Annapolis, MD 21401
    1943 Marconi Cir, Annapolis, MD 21401
    /28

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    1943 Marconi Cir, Annapolis, MD 21401

    One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: just installed Andersen windows, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.The renovated kitchen (approx. 5 years) boasts granite countertops, white

    Deborah Wade RE/MAX Executive

    1943 Marconi Cir, Annapolis, MD 21401
  • 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

    $625,000

    • 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
  • 1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    1165 Green Holly Ct, Annapolis, MD 21409
    /47

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft

    1165 Green Holly Ct, Annapolis, MD 21409

    Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents. This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU. Upon entering the home, you’ll immediately feel at ease. The

    Darlene Winegardner RE/MAX Executive

    1165 Green Holly Ct, Annapolis, MD 21409
  • 5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    /61

    $489,900

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft

    5 Park Place Unit 431, Annapolis, MD 21401

    Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K. Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • 5 Park Place Unit 722, Annapolis, MD 21401
    5 Park Place Unit 722, Annapolis, MD 21401
    5 Park Place Unit 722, 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
  • 1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 606, Annapolis, MD 21401
    /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
  • 1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    /40

    $675,000

    • 2 Beds
    • 2.5 Baths
    • 1,648 Sq Ft

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401

    Experience elevated living in this stunning 10th-floor residence at Towne Centre, Annapolis’ premier luxury condominium community. This spacious 2-bedroom, 2.5-bath unit features a separate study with French doors—perfect for a home office or library. High end finishes adorn this unit with unique pendant lighting and brilliant chandeliers. The living and dining area are open and bright with walls

    John Collins Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
  • 1955 Marconi Cir, Annapolis, MD 21401
    1955 Marconi Cir, Annapolis, MD 21401
    1955 Marconi Cir, Annapolis, MD 21401
    /18

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1955 Marconi Cir, Annapolis, MD 21401

    Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom

    Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
  • 1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    1814 Pleasant Plains Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 Pleasant Plains Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 Pleasant Plains Rd, Annapolis, MD 21409
  • 90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    /67

    $3,795,000

    • 5 Beds
    • 5.5 Baths
    • 4,204 Sq Ft

    90 E Lake Dr, Annapolis, MD 21403

    Come explore the shores of Bay Ridge. As Annapolis's premiere waterfront community, Bay Ridge boasts an Olympic-sized swimming pool, a marina with 120 slips, and a private clubhouse. Serving as home to the Chesapeake Bay Foundation, this community stewards and embodies all of the finer aspects of living on the Chesapeake. With miles of shoreline, private beaches, and breathtaking views, Bay Ridge

    Colleen Smith EXP Realty, LLC

    90 E Lake Dr, Annapolis, MD 21403
  • 2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr E Unit 201, Annapolis, MD 21403
    /82

    $625,000

    • 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
  • 2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
    /34

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403

    Dreaming of a life by the water, with Bay views? Now’s your chance to make it a reality in the coveted, amenity-rich community of Chesapeake Harbour. This serene top-floor 2-bedroom, 2-bath retreat offers sweeping views of the sparkling bay and an easy, light-filled layout designed for comfort. The sunlit living room with its cozy wood-burning fireplace flows effortlessly into the dining area and

    Matthew Zielinski Cummings & Co. Realtors

    2010 Quay Village Ct Unit 201, Annapolis, MD 21403
  • 2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /70

    $712,000 Open House 1/10

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    133 Lake View Dr, Annapolis, MD 21403
    /36

    $1,400,000

    • 5 Beds
    • 5 Baths
    • 4,308 Sq Ft

    133 Lake View Dr, Annapolis, MD 21403

    Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including

    Brad Kappel TTR Sotheby's International Realty

    133 Lake View Dr, Annapolis, MD 21403
  • 1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    1241 Cherry Tree Ln, Annapolis, MD 21403
    /50

    $2,675,000

    • 4 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
  • 1800 Severn Grove Rd, Annapolis, MD 21401
    1800 Severn Grove Rd, Annapolis, MD 21401
    1800 Severn Grove Rd, Annapolis, MD 21401
    /45

    $967,000

    • 3 Beds
    • 3 Baths
    • 2,281 Sq Ft

    1800 Severn Grove Rd, Annapolis, MD 21401

    Nestled in the serene Dellwood community, this contemporary gem offers an exclusive lifestyle defined by luxury and comfort. Perfect location leaves you minutes from downtown Annapolis, Luminus Health Hospital as well as all the charm Annapolis proper (Parole) has to offer. Step inside to discover an inviting open floor plan adorned with rich hardwood and ceramic tile flooring, seamlessly

    Amanda Callahan Long & Foster Real Estate, Inc.

    1800 Severn Grove Rd, Annapolis, MD 21401
  • 5 Park Place Unit 626, Annapolis, MD 21401
    5 Park Place Unit 626, Annapolis, MD 21401
    5 Park Place Unit 626, Annapolis, MD 21401
    /42

    $679,000

    • 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
  • 3137 Catrina Ln, Annapolis, MD 21403
    3137 Catrina Ln, Annapolis, MD 21403
    3137 Catrina Ln, Annapolis, MD 21403
    /48

    $1,750,000

    • 3 Beds
    • 2 Baths
    • 2,970 Sq Ft

    3137 Catrina Ln, Annapolis, MD 21403

    This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The .69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is bulkheaded and there is a private pier with good water depth and lots of great dockage for all your

    Alex Tower Sears TTR Sotheby's International Realty

    3137 Catrina Ln, 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
    /39

    $545,000

    • 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 Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • 2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour Dr, Annapolis, MD 21403
    2175 Chesapeake Harbour 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
  • 150 E Bay View Dr, Annapolis, MD 21403
    150 E Bay View Dr, Annapolis, MD 21403
    150 E Bay View Dr, Annapolis, MD 21403
    /58

    $995,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,187 Sq Ft

    150 E Bay View Dr, Annapolis, MD 21403

    Set in the sought-after Hillsmere neighborhood of Annapolis, this 2,200-square-foot rancher offers a calm, coastal feel enhanced by a single serene water view and a long list of significant updates. The home features a brand new kitchen with fully custom cabinets and a Wolf Range, newly renovated bathrooms, a roof replaced in 2021 with a 10-year warranty as reported by the seller, new windows

    Max Burton Mr. Lister Realty

    150 E Bay View Dr, Annapolis, MD 21403
  • 1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    /37

    $395,000 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    Discover the charm of Cedar Ridge, where this delightful end-of-row townhouse awaits you! Built in 1974, this traditional gem boasts 1,320 sq. ft. of inviting living space, featuring 3 spacious bedrooms and 2.5 bathrooms. The community offers a refreshing outdoor pool, perfect for summer relaxation and social gatherings. Nestled in a vibrant neighborhood, Cedar Ridge is known for its friendly

    Connita Wilson Douglas Realty, LLC

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • 406 Harbor Dr, Annapolis, MD 21403
    406 Harbor Dr, Annapolis, MD 21403
    406 Harbor Dr, Annapolis, MD 21403
    /10

    $795,000 Coming Soon

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

    406 Harbor Dr, Annapolis, MD 21403

    Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis’ most coveted water-privileged communities. Completely renovated and impeccably maintained, this home offers approximately 4,000 finished square feet of beautifully designed living space where scale, comfort, and craftsmanship come together seamlessly. Walls of windows flood the open layout

    Wendy Oliver Coldwell Banker Realty

    406 Harbor Dr, Annapolis, MD 21403
  • 916 Sextant Way, Annapolis, MD 21401
    916 Sextant Way, Annapolis, MD 21401
    916 Sextant Way, Annapolis, MD 21401
    /34

    $559,995

    • 3 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    916 Sextant Way, Annapolis, MD 21401

    $20,000.00 Price Reduction! Move-In Ready!Well-taken-care-of 2-story end-unit colonial in Heritage Harbour. This 3-bedroom, 3.5-bath home has been recently updated with brand-new paint and carpet throughout. The kitchen is sporting a new sliding door, flooring, cabinets, range, and microwave! The home's entry level offers a main-level primary with ensuite, while the second floor hosts two

    Michael McVearry Berkshire Hathaway HomeServices PenFed Realty

    916 Sextant Way, Annapolis, MD 21401
  • 950 Bermuda Ln, Annapolis, MD 21401
    950 Bermuda Ln, Annapolis, MD 21401
    950 Bermuda Ln, Annapolis, MD 21401
    /33

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    950 Bermuda Ln, Annapolis, MD 21401

    **HOLIDAY SPECIAL** Priced to move before the end of the year! -- Step into the heart of Heritage Harbour, a community where comfort, convenience, and a welcoming lifestyle come together. Tucked in a well-kept cul-de-sac, this beautifully maintained home offers a warm and inviting arrival from the moment you enter. Fresh interior paint brightens the entire home and provides a clean, move-in ready

    Clinton Auman EXP Realty, LLC

    950 Bermuda Ln, Annapolis, MD 21401
  • 2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
    /53

    $347,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2900 Shipmaster Way Unit 216, Annapolis, MD 21401

    Welcome to Waterfront living at its finest! This exclusive second floor unit is a rare gem, currently the only one of its kind available in the entire building. Indulge in the breathtaking scenery that unfolds from both bedrooms and main living/dining area, offering a peaceful oasis with beautiful water views. Additionally, the convenience of an assigned parking space located just across from the

    Karlton Morris Long & Foster Real Estate, Inc.

    2900 Shipmaster Way Unit 216, Annapolis, MD 21401
  • 1138 Lake Heron Dr, Annapolis, MD 21403
    1138 Lake Heron Dr, Annapolis, MD 21403
    1138 Lake Heron Dr, Annapolis, MD 21403
    /28

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    1138 Lake Heron Dr, Annapolis, MD 21403

    About This Home Discover a wonderful opportunity to own a truly turnkey condominium in the desirable Lake Heron community. Enjoy the ease and convenience of lock-and-leave living, along with access to a beautiful community pool and a dock perfect for launching your kayak or paddleboard on Chase Pond. This fabulous 2-bedroom, 2-bath condo offers everything you’re looking for. The unit has been

    James Ellis Coldwell Banker Realty

    1138 Lake Heron Dr, Annapolis, MD 21403
  • 930 Astern Way Unit 512, Annapolis, MD 21401
    930 Astern Way Unit 512, Annapolis, MD 21401
    930 Astern Way Unit 512, Annapolis, MD 21401
    /58

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,551 Sq Ft

    930 Astern Way Unit 512, Annapolis, MD 21401

    Resort-style living awaits in this 1,551 sq ft, 2-bedroom, 2-bath condominium located in the one-of-a-kind South River 55+ Condominium within the highly sought-after community of Heritage Harbour. The secured building features a grand lobby entrance, meeting rooms, elevator access, indoor and outdoor pools including an indoor spa pool, a second-floor fitness center, resident lounge, and outdoor

    Jimmy Rupert Douglas Realty, LLC

    930 Astern Way Unit 512, Annapolis, MD 21401
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,282,500

    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this fully renovated, single level condo on the 2nd floor of the building. This is the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
    /82

    $1,300,000

    • 5 Beds
    • 2 Baths
    • 1,919 Sq Ft

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

    RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods,

    Karlton Morris Long & Foster Real Estate, Inc.

    1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409
  • 5 Park Place Unit 602, Annapolis, MD 21401
    5 Park Place Unit 602, Annapolis, MD 21401
    5 Park Place Unit 602, Annapolis, MD 21401
    /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
  • 1915 Towne Centre Blvd Unit 807, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 807, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 807, Annapolis, MD 21401
    /62

    $545,000

    • 2 Beds
    • 2 Baths
    • 1,246 Sq Ft

    1915 Towne Centre Blvd Unit 807, Annapolis, MD 21401

    FRESH INTERIOR PAINT THROUGHOUT - A PRISTINE, NEUTRAL PALETTE READY FOR YOUR STYLE!! SELLER IS OFFERING THE BUYER A $5,000 CREDIT AT THE TIME OF CLOSING! ENJOY EXTRA FLEXIBILITY!! PRICE IMPROVEMENT!! COSMOPOLITAN 2BR/2BA CONDO in the GRANDVIEW at TOWNE CENTRE! Condo complex rich in amenities incl. rooftop pool, lounges & bars, fitness center, premier mall shopping/dining, and 2 covered garage

    Donna Hagen Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 807, Annapolis, MD 21401
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /106

    $3,250,000

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

    1486 Downham Market, Annapolis, MD 21401

    1486 Downham Market is the ultimate Annapolis deep-water estate—designed for those who demand luxury, security, and boating excellence. Perfectly positioned at the mouth of Clements Creek—one of the safest hurricane holes on the Severn River—this home pairs architectural brilliance with one of the region’s most coveted waterfront settings. A commanding 180’ pier with three boat slips, 50-amp

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 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
    /40

    $594,000

    • 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 by the original owners, this home

    Steven Lane Keller Williams Legacy

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 1012 Mastline Dr, Annapolis, MD 21401
    1012 Mastline Dr, Annapolis, MD 21401
    1012 Mastline Dr, Annapolis, MD 21401
    /85

    $479,900

    • 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
  • 30 Hearthstone Ct Unit A, Annapolis, MD 21403
    30 Hearthstone Ct Unit A, Annapolis, MD 21403
    30 Hearthstone Ct Unit A, Annapolis, MD 21403
    /30

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft

    30 Hearthstone Ct Unit A, Annapolis, MD 21403

    Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a

    Jason Donovan RE/MAX Leading Edge

    30 Hearthstone Ct Unit A, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /17

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome Home to Easy Coastal Living in Annapolis! Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /17

    $3,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,750 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

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Annapolis

Homes for Sale with Pool in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 34 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $619,999, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$619,999
Median Single Family Sale Price
$799,995
Median Townhouse Sale Price
$447,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$350
Number of Homes for Sale
165
Last 12 months Home Sales
1,295
Months of Supply
1.50
Median List Price
$625,000
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 62 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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