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Annapolis, MD Homes for Sale with Pool

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  • 50 Hearthstone Ct, Annapolis, MD 21403
    50 Hearthstone Ct, Annapolis, MD 21403
    50 Hearthstone Ct, Annapolis, MD 21403
    /38

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Hearthstone Ct, Annapolis, MD 21403

    Enjoy resort-style living with a community pool and fitness center—right at home! This beautifully updated townhome-style condo features a sprawling top-floor Owner’s Suite with a private bath, soaking tub, separate shower, double vanity, and oversized walk-in closet. The second level offers two additional large bedrooms and a full bath, ideal for guests, family, or a home office. Recent upgrades

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 835-4893

    50 Hearthstone Ct, Annapolis, MD 21403
  • 21 Muir Woods Ct, Annapolis, MD 21403
    21 Muir Woods Ct, Annapolis, MD 21403
    21 Muir Woods Ct, Annapolis, MD 21403
    /30

    $419,000

    • 2 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    21 Muir Woods Ct, Annapolis, MD 21403

    Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and more. Step outside to enjoy a

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (410) 883-7825

    21 Muir Woods Ct, Annapolis, MD 21403
  • 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

    $730,000

    • 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 1001, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1001, Annapolis, MD 21401
    /45

    $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
  • 3233 Chrisland Dr, Annapolis, MD 21403
    3233 Chrisland Dr, Annapolis, MD 21403
    3233 Chrisland Dr, Annapolis, MD 21403
    /46

    $849,900

    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    3233 Chrisland Dr, Annapolis, MD 21403

    Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surroundings. Morning light glimmers across the creek as blue herons and native birds glide by,

    Connie Cadwell Coldwell Banker Realty

    3233 Chrisland Dr, Annapolis, MD 21403
  • 90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    90 E Lake Dr, Annapolis, MD 21403
    /67

    $3,595,000

    • 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
  • 633 Admiral Dr Unit 308, Annapolis, MD 21401
    633 Admiral Dr Unit 308, Annapolis, MD 21401
    633 Admiral Dr Unit 308, Annapolis, MD 21401
    /31

    $360,000

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    633 Admiral Dr Unit 308, Annapolis, MD 21401

    Welcome home to Admiral Reach at Harbour Gates! Wonderful corner unit with unique and open floor plan. Enjoy secure entry and only one flight of stairs to this two bedroom open concept condo with a covered balcony and spacious deck. Numerous updates and custom finishes throughout include dual spacious bedroom suites with private bathrooms, beautiful built-ins, gas fireplace, new flooring in

    Jessica Verde Berkshire Hathaway HomeServices PenFed Realty

    633 Admiral Dr Unit 308, Annapolis, MD 21401
  • 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

    $575,000

    • 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

    $699,000

    • 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
  • 2572 Golfers Ridge Rd, Annapolis, MD 21401
    2572 Golfers Ridge Rd, Annapolis, MD 21401
    2572 Golfers Ridge Rd, Annapolis, MD 21401
    /69

    $690,000

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    2572 Golfers Ridge Rd, Annapolis, MD 21401

    55+ Community!Enjoy living in this beautifully refreshed rancher, with abundant amenities in a 55+ Community of Heritage Harbour. Lush natural surroundings envelop this home, providing exceptional privacy just minutes from everything Annapolis has to offer. This turnkey 3-bedroom, 2-bath home features a vaulted living room that flows seamlessly into the dining area—ideal for both everyday

    Jeannette Lancaster Douglas Realty LLC

    2572 Golfers Ridge Rd, Annapolis, MD 21401
  • 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
  • 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
  • 2510 Painter Ct, Annapolis, MD 21401
    2510 Painter Ct, Annapolis, MD 21401
    2510 Painter Ct, Annapolis, MD 21401
    /48

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2510 Painter Ct, Annapolis, MD 21401

    HERITAGE HARBOUR SPACIOUS VILLA - Welcome home to this beautifully renovated 2 BEDROOM plus BONUS ROOM (could be 3rd BEDROOM), 2 BATH VILLA with over 1440 square feet of living space. Located in the desirable HERITAGE HARBOUR 55+ Active Community, this villa offers one level living. Some of the recent updates include newly refinished Brazilian Cherry Solid Hardwood Floors, new LIGHT FIXTURES,

    Linda Antonini Blackwell Real Estate, LLC

    2510 Painter Ct, Annapolis, MD 21401
  • 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

    $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 Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401
  • 45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    45 E Lake Dr, Annapolis, MD 21403
    /25

    $3,250,000

    • 3 Beds
    • 3 Baths
    • 2,043 Sq Ft

    45 E Lake Dr, Annapolis, MD 21403

    A truly rare dual parcel opportunity in Bay Ridge, where the value lies in purchasing both properties together—a substantial homesite with an existing residence directly across the street from a 57-foot waterfront lot on Lake Ogleton. The upland parcel spans an impressive 150 feet in width and currently features a comfortable, move-in-ready home, allowing immediate enjoyment while you plan for

    Brad Kappel TTR Sotheby's International Realty

    45 E Lake Dr, Annapolis, MD 21403
  • 992 Riversedge Cir, Annapolis, MD 21401
    992 Riversedge Cir, Annapolis, MD 21401
    992 Riversedge Cir, Annapolis, MD 21401
    /35

    $415,000

    • 2 Beds
    • 2 Baths
    • 1,218 Sq Ft

    992 Riversedge Cir, Annapolis, MD 21401

    Experience easy living in Annapolis’ premier 55+ community at this charming 2-bedroom, 2-bath villa in Heritage Harbour, perfectly positioned just steps from the community lodge and amenities. Freshly painted with brand-new flooring throughout, this home offers a bright, clean, and welcoming feel from the moment you walk in. The spacious layout flows effortlessly from the living and dining areas,

    Jennifer Schaub EXP Realty, LLC

    992 Riversedge Cir, Annapolis, MD 21401
  • 1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    1041 Cedar Ridge Ct, Annapolis, MD 21403
    /32

    $389,000 Pre-Foreclosure

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

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-level townhome offers the privacy, natural light, and flexibility buyers are searching for—without the maintenance of a single-family home. Step inside to a freshly updated interior featuring new flooring, fresh paint, and an open, light-filled main level designed for everyday comfort and effortless

    Connita Wilson Douglas Realty, LLC

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • 117 Pinecrest Dr, Annapolis, MD 21403
    117 Pinecrest Dr, Annapolis, MD 21403
    117 Pinecrest Dr, Annapolis, MD 21403
    /43

    $435,000

    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    117 Pinecrest Dr, Annapolis, MD 21403

    Priced with opportunity in mind, this Hillsmere ranch offers a home with good bones and a flexible layout, presenting an excellent chance for buyers to build equity and make it their own. Set on a level .29-acre lot with a long driveway accommodating 4+ cars, the home features true one-level living with the added benefit of a lower level.The main level includes two bedrooms and a full bath,

    Teresa Klem Long & Foster Real Estate, Inc.

    117 Pinecrest Dr, Annapolis, MD 21403
  • 5 Park Place Unit 102, Annapolis, MD 21401
    5 Park Place Unit 102, Annapolis, MD 21401
    5 Park Place Unit 102, Annapolis, MD 21401
    /39

    $687,000

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

    5 Park Place Unit 102, Annapolis, MD 21401

    Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the waterfront, historic streets, acclaimed dining, boutiques, and cultural landmarks that define this remarkable city. Designed for a

    Greg Beckman Coldwell Banker Realty

    5 Park Place Unit 102, Annapolis, MD 21401
  • 7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    /2

    $685,000 Coming Soon

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

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    Look no further! Welcome to Chesapeake Harbour, one of Annapolis' most sought after waterfront communities. This beautifully renovated 2 BR | 2 BA | 1200 SF condo on the second level is truly turn key offering over $100K in high end improvements crafted with top of the line materials throughout. Enjoy stunning tranquil marina views from your deck and living space, creating a peaceful coastal

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
    /44

    $629,950

    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403

    WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring

    Carey Laycock RE/MAX Leading Edge

    755 Fairview Ave Unit 755 D, Annapolis, MD 21403
  • 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
  • 5 Muir Woods Ct, Annapolis, MD 21403
    5 Muir Woods Ct, Annapolis, MD 21403
    5 Muir Woods Ct, Annapolis, MD 21403
    /41

    $379,000

    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    5 Muir Woods Ct, Annapolis, MD 21403

    Extensive remodel completed and staged. Welcome to your new home! Fresh neutral paint throughout. New LVP on first level. New carpet with upgraded padding on second level. New vanities in all three bathrooms. Plus numerous other cosmetic details. Two level townhome with newer appliances, eat-in kitchen; stacked washer/dryer; powder room for guests sporting a new vanity & toilet; upstairs, 2

    Hilda Whittington Long & Foster Real Estate, Inc.

    5 Muir Woods Ct, 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
  • 1945 Marconi Cir, Annapolis, MD 21401
    1945 Marconi Cir, Annapolis, MD 21401
    1945 Marconi Cir, Annapolis, MD 21401
    /33

    $459,000

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

    1945 Marconi Cir, Annapolis, MD 21401

    Set within the sought-after 55+ community of Heritage Harbour, this renovated townhome villa offers the ease of one-level living paired with stylish, modern updates throughout. A covered front porch welcomes you inside, where a beautiful neutral color palette, mid-tone vinyl plank flooring, new carpeting, new water heater, and updated kitchen, bathrooms, and light fixtures create a warm and

    Donna Cohen Northrop Realty

    1945 Marconi Cir, Annapolis, MD 21401
  • 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
  • 721 Fairway Dr, Annapolis, MD 21409
    721 Fairway Dr, Annapolis, MD 21409
    721 Fairway Dr, Annapolis, MD 21409
    /44

    $585,000

    • 4 Beds
    • 3 Baths
    • 1,820 Sq Ft

    721 Fairway Dr, Annapolis, MD 21409

    Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three spacious bedrooms and two full

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • 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. Seller will hold a private note. Completely rehabbed from top to bottom,

    Steven Lane Keller Williams Legacy

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /17

    $315,000

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

    10 Sandstone Ct, Annapolis, MD 21403

    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 fireplace. The renovated kitchen (2022) features a

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • 20 Silverwood Cir Unit 4, Annapolis, MD 21403
    20 Silverwood Cir Unit 4, Annapolis, MD 21403
    20 Silverwood Cir Unit 4, Annapolis, MD 21403
    /15

    $250,000

    • 1 Bed
    • 1.5 Baths
    • 1,061 Sq Ft

    20 Silverwood Cir Unit 4, Annapolis, MD 21403

    Come see this beautiful property in the Annapolis location. This has a unique layout that has bonus space for an office! True master bedroom that will fit a king size bedroom suite with a walk-in closet and 2nd closet to add! Newly updated property with LVP flooring, updated kitchen with granite counters, appliances replaced in 2024 and both bathrooms have been refreshed. HVAC system was

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    20 Silverwood Cir Unit 4, Annapolis, MD 21403
  • 940 Astern Way Unit 102A, Annapolis, MD 21401
    940 Astern Way Unit 102A, Annapolis, MD 21401
    940 Astern Way Unit 102A, Annapolis, MD 21401
    /51

    $329,999

    • 1 Bed
    • 1 Bath
    • 1,073 Sq Ft

    940 Astern Way Unit 102A, Annapolis, MD 21401

    Serenity Meets Convenience at The Reserve in Heritage Harbour: 1st-Floor Living in Prime Annapolis 55+ Community Discover the perfect blend of peace and accessibility in this immaculately maintained first-floor condo. Tucked away amidst mature trees and set well back from the main road, this secure building offers a quiet retreat just minutes from Downtown Annapolis. Step inside to find fresh

    Christine Vorsteg Keller Williams Flagship

    940 Astern Way Unit 102A, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
    /39

    $770,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401

    Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a

    Sergey Taksis Long & Foster Real Estate, Inc.

    1915 Towne Centre Blvd Unit 309, Annapolis, MD 21401
  • 807 Eastern Point Rd, Annapolis, MD 21401
    807 Eastern Point Rd, Annapolis, MD 21401
    807 Eastern Point Rd, Annapolis, MD 21401
    /69

    $650,000 Open Sun 10AM - 12PM

    • 5 Beds
    • 3 Baths
    • 1,694 Sq Ft

    807 Eastern Point Rd, Annapolis, MD 21401

    Welcome to 807 Eastern Point Road, a beautifully maintained home located in the highly sought-after 55+ community of Heritage Harbour in Annapolis. Set on a desirable corner lot with generous outdoor space and an extended driveway, this home offers a rare combination of flexible living, thoughtful updates, and a prime location within one of the area’s most amenity-rich communities. With 2,814

    Joe Smith Next Step Realty

    807 Eastern Point Rd, Annapolis, MD 21401
  • 1204 Cedar Park Rd Unit 6, Annapolis, MD 21401
    1204 Cedar Park Rd Unit 6, Annapolis, MD 21401
    /2

    $489,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1204 Cedar Park Rd Unit 6, Annapolis, MD 21401

    Welcome to this beautifully updated townhome located in the sought-after Admiral Heights community of Annapolis. Offering 3 bedrooms and 2.5 baths, this home features hardwood and luxury vinyl plank flooring throughout for a seamless and modern look. The updated bathrooms showcase contemporary finishes, while the gourmet eat-in kitchen is complete with custom white cabinetry, granite counters,

    Cheri Gavin Blackwell Real Estate, LLC

    1204 Cedar Park Rd Unit 6, Annapolis, MD 21401
  • 7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    /28

    $275,000

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

    7 Silverwood Cir Unit 3, Annapolis, MD 21403

    2022 renovated condo with private patio overlooking park/green/open space. Thoughtfully designed 1300+sqft modernized open floorplan with flexible space. The open concept living room offers a variety of furniture placement options, with recessed lighting and a private patio for some outdoor living that overlooks the park like setting. Stainless-steel appliances. Tiled and Updated Bathrooms!

    Joie White Northrop Realty

    7 Silverwood Cir Unit 3, Annapolis, MD 21403
  • 10-B Sandstone Ct, Annapolis, MD 21403
    10-B Sandstone Ct, Annapolis, MD 21403
    10-B Sandstone Ct, Annapolis, MD 21403
    /22

    $285,000

    • 2 Beds
    • 1 Bath
    • 943 Sq Ft

    10-B Sandstone Ct, Annapolis, MD 21403

    $7,500 In Closing Help!! Welcome to 10-B Sandstone Ct in the heart of Annapolis! Experience the perfect blend of luxury and convenience in this meticulously renovated ground-level condo located in the highly desirable Annapolis Overlook community. Every inch of this home has been reimagined, featuring sophisticated custom trim work and high-end finishes throughout. The chef-inspired kitchen is a

    JOSH HAGEDORN Douglas Realty, LLC

    10-B Sandstone Ct, 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 33 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 $625,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$405,000
Average Price Per Sq Ft
$351
Number of Homes for Sale
159
Last 12 months Home Sales
1,297
Months of Supply
1.50
Median List Price
$620,000
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.

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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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