106

Annapolis, MD Homes for Sale with Pool

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  • 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

    $279,999

    • 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 Coming Soon

    • 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
  • 732 Pearson Point Place, Annapolis, MD 21401
    732 Pearson Point Place, Annapolis, MD 21401
    732 Pearson Point Place, Annapolis, MD 21401
    /76

    $1,025,000

    • 5 Beds
    • 4.5 Baths
    • 5,333 Sq Ft

    732 Pearson Point Place, Annapolis, MD 21401

    Stunning brick front colonial with over 6,000 total square feet featuring 4/5 bedrooms and 41⁄2 baths across 3 finished levels on a premium lot. This home offers a sunroom, an updated eat-in kitchen with a recently installed oversized white stone island and a new refrigerator and dishwaher offering perfect space for family meals and entertaining. Enjoy a 2-story great room with a wall of windows

    Georgie Berkinshaw Coldwell Banker Realty

    732 Pearson Point Place, Annapolis, MD 21401
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Join us for two open houses- Crabcakes and Crushes from 5-7 pm on 5/6 and Bubbles and Bouquets from 9 am to noon on 5/9. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    520 Harbor Dr, Annapolis, MD 21403
    /25

    $800,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    520 Harbor Dr, Annapolis, MD 21403

    COMING SOON – DO NOT WAIT ON THIS ONE. Some homes hit the market. Others take it over.520 Harbor Drive is the one everyone’s been waiting for. Perfectly positioned in the heart of Hillsmere, this property delivers the kind of lifestyle buyers chase and rarely secure — effortless access to the South River and Chesapeake Bay, a vibrant waterfront community, and a home that lives as good as it

    Wendy Oliver Coldwell Banker Realty

    520 Harbor Dr, Annapolis, MD 21403
  • 1106 Mainsail Dr, Annapolis, MD 21403
    1106 Mainsail Dr, Annapolis, MD 21403
    1106 Mainsail Dr, Annapolis, MD 21403
    /57

    $849,000

    • 5 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    1106 Mainsail Dr, Annapolis, MD 21403

    At last, the one you've been waiting for. A beautiful home in a waterfront community. Move right in and start enjoying the Annapolis lifestyle. Anchorage is an amenity filled waterfront community in which the yearly HOA fee includes the use of a boat slip, community pool and more.This characterful 5 bedroom 2 1/2 bath home has approximately 2,354SF of living space and has been renovated

    Jill Windsor Long & Foster Real Estate, Inc.

    1106 Mainsail 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
    /32

    $368,000

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

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    Updated, move-in ready end-unit townhome with abundant natural light, a fenced backyard, and added privacy. Ideally located near Downtown Annapolis, shopping, dining, and commuter routes. Motivated seller! $5000 in closing costs assistance!

    Connita Wilson Douglas Realty, LLC

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • 300 Forbes St Unit J, Annapolis, MD 21401
    300 Forbes St Unit J, Annapolis, MD 21401
    300 Forbes St Unit J, Annapolis, MD 21401
    /39

    $399,000

    • 2 Beds
    • 2 Baths
    • 844 Sq Ft

    300 Forbes St Unit J, Annapolis, MD 21401

    OPEN HOUSE SUNDAY MAY 10th 11am-1Pm. This beautiful West Annapolis 2 Bedroom 2 Full Bath water privileged condo is coming to the market with fresh paint and tile, updated kitchen. Screened patio and absolute turn-key! Lobby just finished reno with fresh paint and flooring! Community Marina with slips available for lease! Walking distance to fantastic restaurants and shopping! Just across from the

    Leslee Borman Berkshire Hathaway HomeServices PenFed Realty

    300 Forbes St Unit J, Annapolis, MD 21401
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $2,795,000

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Saturday, May 9th, 12-2 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 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

    $669,000

    • 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
  • 411 Ferry Point Rd, Annapolis, MD 21403
    411 Ferry Point Rd, Annapolis, MD 21403
    411 Ferry Point Rd, Annapolis, MD 21403
    /48

    $6,725,000

    • 3 Beds
    • 3.5 Baths
    • 3,287 Sq Ft

    411 Ferry Point Rd, Annapolis, MD 21403

    Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence captures the essence of refined waterfront living with a seamless balance of elegance, comfort, and connection to the outdoors. Thoughtfully designed and bathed in natural light, the home is positioned to take full advantage of its

    Brad Kappel TTR Sotheby's International Realty

    411 Ferry Point Rd, Annapolis, MD 21403
  • 7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
    /43

    $650,000

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

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    COMMUNITY WIDE OPEN HOUSE THIS SUNDAY! Look no further! Big price reduction on this Chesapeake Harbour condo, in 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

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    /24

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    300 Hilltop Ln Unit 300B, Annapolis, MD 21403

    Take advantage of the opportunity to own this beautifully maintained two-bedroom, two full bath condo in Annapolis. Offering convenient one-level living, this home combines comfort, updates, and an ideal location.The kitchen is thoughtfully appointed with granite countertops, stainless steel appliances, updated LED lighting, and additional seating space—perfect for casual dining or

    Kristen Swartz Taylor Properties

    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
  • 2550 Golfers Ridge Rd, Annapolis, MD 21401
    2550 Golfers Ridge Rd, Annapolis, MD 21401
    2550 Golfers Ridge Rd, Annapolis, MD 21401
    /46

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft

    2550 Golfers Ridge Rd, Annapolis, MD 21401

    HERITAGE HARBOUR! It's the perfect size! 2 Bedrooms. 2 full Baths. Den. Sun Room Addition. Deck (2025). HVAC (2025). Architectural Shingle Roof (2021). HHCA's site touts the community as... an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in

    Jenn Klarman Long & Foster Real Estate, Inc.

    2550 Golfers Ridge Rd, Annapolis, MD 21401
  • 7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
    /46

    $640,000

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    7006 Channel Village Ct Unit 101, Annapolis, MD 21403

    Welcome to 7006 Channel Village Ct #101, a beautifully maintained 2-bedroom, 2-bath condo located in the highly desirable Chesapeake Harbour community. This light-filled unit offers an open floor plan, a spacious living area with a fireplace, and a private outdoor space perfect for relaxing or entertaining. Enjoy resort-style living with amenities including multiple pools, tennis courts, private

    Andy McConnell EXP Realty, LLC

    7006 Channel Village Ct Unit 101, Annapolis, MD 21403
  • 907 Beacon Way, Annapolis, MD 21401
    907 Beacon Way, Annapolis, MD 21401
    907 Beacon Way, Annapolis, MD 21401
    /59

    $465,000

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

    907 Beacon Way, Annapolis, MD 21401

    BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely place to retreat to. Another bonus... you get to move right in! That's right, the Seller has made thoughtful updates along the way so you can envision your furniture and decorating style - the rest is done. Features I made special note of: Front porch. Vaulted ceiling in

    Jenn Klarman Long & Foster Real Estate, Inc.

    907 Beacon Way, Annapolis, MD 21401
  • 1651 Trawler Ln, Annapolis, MD 21409
    1651 Trawler Ln, Annapolis, MD 21409
    /2

    $1,100,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 5,657 Sq Ft

    1651 Trawler Ln, Annapolis, MD 21409

    Nestled on a coveted corner lot, this exquisite Colonial-style residence exudes timeless elegance and modern comfort. Built in 2001, this home has been meticulously maintained and boasts over 5,600 square feet of finished living space, perfect for both entertaining and everyday living. Step inside to discover a warm and inviting interior with a two story, light filled entryway, where luxury meets

    Donna Deter Long & Foster Real Estate, Inc.

    1651 Trawler Ln, Annapolis, MD 21409
  • 7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    /33

    $247,500

    • 2 Beds
    • 2 Baths

    7 Silverwood Cir Unit 3, Annapolis, MD 21403

    Renovated Annapolis Condo | Private Patio | Community Amenities | Move-In Ready Renovated in 2022 and move-in ready, this 1,300+ sq ft ground-floor condo in the Fairwinds community offers an open-concept layout, recessed lighting, updated kitchen with stainless steel appliances, tiled bathrooms, Electrolux front-load washer and dryer, custom finishes, and excellent closet space.Step outside

    Carlos Cumber Corner House Realty

    7 Silverwood Cir Unit 3, Annapolis, MD 21403
  • 411 Ludlow Rd, Annapolis, MD 21401
    411 Ludlow Rd, Annapolis, MD 21401
    /2

    $650,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,498 Sq Ft

    411 Ludlow Rd, Annapolis, MD 21401

    Live where Annapolis comes alive! Only ONE BLOCK from the US Navy Stadium in the highly desirable Admiral Heights community, this charming Cape Cod is right at the center of game days, community water access, and just minutes to Downtown Annapolis! Professional Pictures COMING SOON! Stay tuned!!! OPEN HOUSE: Saturday, 5/16/2026 12-2 PM!!!

    Nancy Gowan Real Broker, LLC - Annapolis

    411 Ludlow Rd, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    /54

    $729,900

    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401

    Now priced at $729,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community.Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming

    Agnes Kongas-Sawera RE/MAX Leading Edge

    1915 Towne Centre Blvd Unit 915, 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
  • 16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    /38

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /98

    $12,500,000

    • 4 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Absolutely one of the finest waterfront offerings in the City of Annapolis. Ideally situated on Spa Creek, this exceptional property boasts sweeping water views and showcases the Annapolis skyline, creating a waterfront lifestyle with a myriad of opportunities for boating, kayaking, and entertaining. Enjoy direct water access with the ability to travel by boat to City Dock, local restaurants, and

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 21 Silverwood Cir Unit 11, Annapolis, MD 21403
    21 Silverwood Cir Unit 11, Annapolis, MD 21403
    21 Silverwood Cir Unit 11, Annapolis, MD 21403
    /33

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    21 Silverwood Cir Unit 11, Annapolis, MD 21403

    Perched on the top floor of the sought-after Fairwinds of Annapolis community, this beautifully updated condo offers a quiet retreat with no neighbors above and serene courtyard views. Surrounded by mature trees and thoughtfully landscaped common areas, residents enjoy a well-maintained setting complete with a pool, tennis courts, tot lots, snow removal, picnic areas for grilling, bike and kayak

    Mr. Mason Lyon Northrop Realty

    21 Silverwood Cir Unit 11, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409
    /38

    $699,999

    • 2 Beds
    • 2 Baths
    • 1,723 Sq Ft

    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409

    Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two

    Mukaram Ghani RE/MAX Galaxy

    78 Old Mill Bottom Rd N Unit 311, Annapolis, MD 21409
  • 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
    • 2,080 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 bedrooms and two full baths

    Michael Ozigi KW Metro Center

    721 Fairway Dr, Annapolis, MD 21409
  • 1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    1603 Winchester Rd, Annapolis, MD 21409
    /39

    $2,500,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 6,709 Sq Ft

    1603 Winchester Rd, Annapolis, MD 21409

    READY TO BUILD NOW!! Introducing an exceptional opportunity to build your dream home with a local custom home builder on a rare 2.19-acre homesite in the highly sought-after water-privileged community of Winchester on the Severn—a neighborhood where everyday living feels like a vacation. This thoughtfully designed custom home will offer over 6,700 square feet of finished living space, featuring 6

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    1603 Winchester Rd, Annapolis, MD 21409
  • 7044 Harbour Village Ct Unit T1, Annapolis, MD 21403
    7044 Harbour Village Ct Unit T1, Annapolis, MD 21403
    7044 Harbour Village Ct Unit T1, Annapolis, MD 21403
    /56

    $595,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    7044 Harbour Village Ct Unit T1, Annapolis, MD 21403

    There is no lifestyle quite like life at the Villages of Chesapeake Harbour! Your coastal lifestyle awaits in this beautifully renovated main-level residence within the sought-after gated waterfront community of Chesapeake Harbour. Offering tranquil marina views and resort-style amenities just minutes from downtown Annapolis, this sun-filled home blends charm, comfort, and low-maintenance living.

    Ashton Drummond Cummings & Co. Realtors

    7044 Harbour Village Ct Unit T1, Annapolis, MD 21403
  • 1254 Washington Dr, Annapolis, MD 21403
    1254 Washington Dr, Annapolis, MD 21403
    1254 Washington Dr, Annapolis, MD 21403
    /25

    $1,000,000

    • 5 Beds
    • 4.5 Baths
    • 9,960 Sq Ft

    1254 Washington Dr, Annapolis, MD 21403

    Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and

    Nadia Aminov Long & Foster Real Estate, Inc.

    1254 Washington Dr, 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
    /72

    $321,349

    • 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, a premier 55+ community!What sets this unit apart from every other in the building is its unique relationship with the outdoors. As the only unit featuring a private brick patio with direct walk-out access to the parking lot and sidewalks, it bridges the gap between condo living and the autonomy of a villa. For the pet owner, it

    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

    $755,000

    • 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
  • 7 Mizzen Ct, Annapolis, MD 21403
    7 Mizzen Ct, Annapolis, MD 21403
    7 Mizzen Ct, Annapolis, MD 21403
    /21

    $390,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft

    7 Mizzen Ct, Annapolis, MD 21403

    Coming soon! Beautiful home in Mariner's Landing. Well maintained 2 primary suite home! New kitchen!

    Lauren Emrick Innovative Properties, Inc.

    7 Mizzen Ct, Annapolis, MD 21403
  • 7001 Clinton Ct Unit 7B, Annapolis, MD 21403
    7001 Clinton Ct Unit 7B, Annapolis, MD 21403
    7001 Clinton Ct Unit 7B, Annapolis, MD 21403
    /51

    $900,000

    • 3 Beds
    • 3 Baths
    • 2,085 Sq Ft

    7001 Clinton Ct Unit 7B, Annapolis, MD 21403

    Lovely, well maintained marina front townhouse with great views of the Bay. Chesapeake Harbour offers a unique lifestyle that these owners have enjoyed for many years. Now it's your chance to experience it, to relax by one of the two pools, play tennis or pickleball, fish off the docks and watch spectacluar moon and sun rises and the Blue Angels from your new home. This is the only village that

    Stealey Ashley Coldwell Banker Realty

    7001 Clinton Ct Unit 7B, Annapolis, MD 21403
  • 5 Park Place Unit 314, Annapolis, MD 21401
    5 Park Place Unit 314, Annapolis, MD 21401
    5 Park Place Unit 314, Annapolis, MD 21401
    /22

    $564,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    5 Park Place Unit 314, Annapolis, MD 21401

    TWO ADJACENT GARAGE SPACES (#380 & #381) convey with the unit, a true rarity in downtown Annapolis. This 2BR/2BA Park Place residence opens to a 17x19 living room with electric fireplace, hardwood floors, full gas kitchen, and in-unit laundry. A Juliet balcony brings light and air into the room. PROTECTED OUTLOOK over Annapolis National Cemetery, a federally preserved Civil War landscape that

    William Hyland Anne Arundel Properties, Inc.

    5 Park Place Unit 314, Annapolis, MD 21401
  • 125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    125 S Winchester Rd, Annapolis, MD 21409
    /47

    $7,500,000

    • 5 Beds
    • 7 Baths
    • 11,269 Sq Ft

    125 S Winchester Rd, Annapolis, MD 21409

    This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection

    Brad Kappel TTR Sotheby's International Realty

    125 S Winchester Rd, Annapolis, MD 21409
  • 1402 Insey Rd, Annapolis, MD 21409
    1402 Insey Rd, Annapolis, MD 21409
    1402 Insey Rd, Annapolis, MD 21409
    /36

    $859,900

    • 5 Beds
    • 3.5 Baths
    • 3,181 Sq Ft

    1402 Insey Rd, Annapolis, MD 21409

    Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in

    Ryan Hutchins Hutchins Properties

    1402 Insey Rd, Annapolis, MD 21409
  • 2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    /37

    $484,900

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

    2627 Compass Dr, Annapolis, MD 21401

    Resort-Style Living in Heritage Harbour | Premier 55+ Community in AnnapolisWelcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle.Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room, dining area, and a remodeled

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • 40 Ironstone Ct, Annapolis, MD 21403
    40 Ironstone Ct, Annapolis, MD 21403
    40 Ironstone Ct, Annapolis, MD 21403
    /34

    $359,999

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct, Annapolis, MD 21403

    Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct, Annapolis, MD 21403
  • 2646 Quiet Water Cove, Annapolis, MD 21401
    2646 Quiet Water Cove, Annapolis, MD 21401
    2646 Quiet Water Cove, Annapolis, MD 21401
    /60

    $450,000

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

    2646 Quiet Water Cove, Annapolis, MD 21401

    MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR INTHE PAST YEAR! Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and

    Martin Lanzino Douglas Realty, LLC

    2646 Quiet Water Cove, Annapolis, MD 21401

Showing Results 41 - 80, Page 2 of 3

Maryland Anne Arundel County Annapolis

Homes for Sale with Pool in Annapolis, MD

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 106 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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