104

Annapolis, MD Homes for Sale with Pool

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  • 2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
    /67

    $579,900

    Open Sat 1PM - 3PM $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403

    Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. Inside, the additional square footage an end unit offers creates an open floor plan bathed in sunlight, thanks to windows on three sides. The living spaces are airy and inviting,

    Agent Photo

    Lorna Kaim

    Compass

    2110 Chesapeake Harbour Dr Unit 101, Annapolis, MD 21403
  • 2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    /96

    $650,000

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    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 and comfort. This Bayfront community

    Agent Photo

    Lorna Kaim

    Compass

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

    $308,000

    $7K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

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

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • 774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    774 Fairview Ave Unit F, Annapolis, MD 21403
    /21

    $595,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    774 Fairview Ave Unit F, Annapolis, MD 21403

    Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautifully renovated, this top-floor 2-bedroom, 2-bath condominium in the sought-after Severn House community offers direct views of Back Creek, turnkey interiors, and effortless access to the Annapolis waterfront lifestyle. Inside, the residence has been thoughtfully updated with a clean, coastal feel and

    Agent Photo

    Reid Buckley

    Long & Foster Real Estate, Inc.

    774 Fairview Ave Unit F, Annapolis, MD 21403
  • 1098 Magothy Cir, Annapolis, MD 21409
    1098 Magothy Cir, Annapolis, MD 21409
    1098 Magothy Cir, Annapolis, MD 21409
    /32

    $1,300,000

    Coming Soon
    • 5 Beds
    • 3 Baths
    • 3,152 Sq Ft

    1098 Magothy Cir, Annapolis, MD 21409

    Welcome to this impressive 4,300-square-foot waterfront residence located on the scenic Little Magothy River, renowned among the 105 homes here as Annapolis's best-kept secret. This elegant home offers five bedrooms and three full bathrooms, designed to accommodate comfort and luxury. Enjoy expansive water views and effortless access to the Chesapeake Bay, making this an ideal property for

    Agent Photo

    Amy Juras

    Long & Foster Real Estate, Inc.

    1098 Magothy Cir, Annapolis, MD 21409
  • 108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    108 Maple Dr, Annapolis, MD 21403
    /62

    $699,900

    • 3 Beds
    • 3 Baths
    • 2,140 Sq Ft

    108 Maple Dr, Annapolis, MD 21403

    Professional photos coming Friday! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and

    Agent Photo

    Matthew Wyble

    Next Step Realty

    108 Maple Dr, Annapolis, MD 21403
  • 940 Astern Way Unit 202, Annapolis, MD 21401
    940 Astern Way Unit 202, Annapolis, MD 21401
    940 Astern Way Unit 202, Annapolis, MD 21401
    /54

    $699,000

    • 3 Beds
    • 3 Baths
    • 2,113 Sq Ft

    940 Astern Way Unit 202, Annapolis, MD 21401

    Filled with light and exceptional in both scale and setting, Unit 202 is one of the coveted end units at The Reserve—offering 2,113 square feet of beautifully designed living space. The result is a home that feels open, airy, and serene, with sunlight flowing throughout the day and tranquil views of surrounding woodland creating a true sense of retreat.Designed for both comfort and ease, this

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    940 Astern Way Unit 202, Annapolis, MD 21401
  • 1115 Skyway Dr, Annapolis, MD 21409
    1115 Skyway Dr, Annapolis, MD 21409
    1115 Skyway Dr, Annapolis, MD 21409
    /58

    $520,000

    Open Fri 3PM - 5PM $65K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,480 Sq Ft

    1115 Skyway Dr, Annapolis, MD 21409

    Motivated seller! New price reflects home and pool "as is." This spacious split-level home offers an exceptional combination of comfort and functionality. The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive

    Christine Leonard Redfin Corp

    1115 Skyway Dr, Annapolis, MD 21409
  • 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

    $575,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    5 Park Place Unit 107, Annapolis, MD 21401

    ***Major Price Reduction***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

    Wemmy Collins Redfin Corp

    5 Park Place Unit 107, Annapolis, MD 21401
  • 2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    /28

    $650,000

    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

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

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • 5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    /33

    $479,900

    • 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. 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 building, One owned/ assigned underground garage parking space with remote opener,

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • 704 Brannock Terrace, Annapolis, MD 21401
    704 Brannock Terrace, Annapolis, MD 21401
    704 Brannock Terrace, Annapolis, MD 21401
    /3

    $900,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 5,036 Sq Ft

    704 Brannock Terrace, Annapolis, MD 21401

    Creig Northrop Northrop Realty

    704 Brannock Terrace, Annapolis, MD 21401
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /10

    $1,895,000

    • Land
    • 9,583 Sq Ft
    • $8,613,636 per Acre

    48 E Lake Dr, Annapolis, MD 21403

    Last available opportunity for a buildable Waterfront lot on Lake Ogleton in the coveted community of Bay Ridge in Annapolis! This .22 acre lot has been in the same family for the past 58 years and is coming to market for the first time. With 57 feet of waterfrontage on the sparkling shores of Lake Ogleton, the possibilities are endless for building the waterfront home of your dreams! This

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
    /51

    $1,650,000

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

    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401

    The only 3,400 sqft penthouse under $600/sqft in Annapolis, with 11ft ceilings, dual balconies, rooftop pool and concierge. Bathed in natural light from expansive windows, this 3 bedroom, 3.5 bath residence offers an exceptional sense of space and sophistication. Rich hickory hardwood floors and a striking fireplace anchor the beautifully appointed interiors, while dual balconies provide inviting

    Yael Beckman Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 1105, Annapolis, MD 21401
  • 501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
    /48

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,081 Sq Ft

    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401

    Welcome to a beautifully maintained home with so many amazing features! This 2 bedroom 2 bathroom 3rd floor top level unit with over 1,080 sq ft offers a spacious, open concept layout. If you are looking for a move-in-ready property that you can be proud of, then search no further! When you walk in the front door, you will first notice the open-concept living area. The living area has so much

    Chad Becker Showcase Real Estate, LLC.

    501 Mathias Hammond Way Unit 301, Annapolis, MD 21401
  • 5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    /34

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

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

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • 15 President Point Dr Unit B2, Annapolis, MD 21403
    15 President Point Dr Unit B2, Annapolis, MD 21403
    15 President Point Dr Unit B2, Annapolis, MD 21403
    /24

    $975,000

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

    15 President Point Dr Unit B2, Annapolis, MD 21403

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

    Lauren Emrick Innovative Properties, Inc.

    15 President Point Dr Unit B2, Annapolis, MD 21403
  • 5 Park Place Unit 732, Annapolis, MD 21401
    5 Park Place Unit 732, Annapolis, MD 21401
    5 Park Place Unit 732, Annapolis, MD 21401
    /45

    $524,900

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

    5 Park Place Unit 732, Annapolis, MD 21401

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

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 732, Annapolis, MD 21401
  • 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

    $650,000

    $85K PRICE DROP
    • 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
  • 48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    48 E Lake Dr, Annapolis, MD 21403
    /14

    $3,788,000

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

    48 E Lake Dr, Annapolis, MD 21403

    TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • 6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    /38

    $1,025,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    6 President Point Dr Unit B3, Annapolis, MD 21403

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

    Brad Kappel TTR Sotheby's International Realty

    6 President Point Dr Unit B3, Annapolis, MD 21403
  • 1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    1588 Eaton Way, Annapolis, MD 21401
    /99

    $3,195,000

    Open Sun 1PM - 3PM
    • 6 Beds
    • 4.5 Baths
    • 6,639 Sq Ft

    1588 Eaton Way, Annapolis, MD 21401

    Welcome to 1588 Eaton Way, an extraordinary, waterfront Chesapeake Bay retreat offering the very best of Annapolis living. Located in the highly coveted Downs on the Severn neighborhood, this custom California Deck‐style home spans 7,000+ square feet on 2 private acres with deep‐water access (6+ ft MLW) and stunning views of Clements Creek. Designed as a true waterfront estate, this home blends

    Jeannie Miller Long & Foster Real Estate, Inc.

    1588 Eaton Way, Annapolis, MD 21401
  • 2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    2035 Maidstone Farm Rd, Annapolis, MD 21409
    /82

    $8,750,000

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

    2035 Maidstone Farm Rd, Annapolis, MD 21409

    Commanding extraordinary panoramic Chesapeake Bay views from its spectacular south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. From magnificent sunrises over the water to vivid evening sunsets, the property was thoughtfully designed to maximize its breathtaking waterfront setting, with sweeping,

    Georgie Berkinshaw Coldwell Banker Realty

    2035 Maidstone Farm Rd, Annapolis, MD 21409
  • 234 Meadowgate Dr, Annapolis, MD 21409
    234 Meadowgate Dr, Annapolis, MD 21409
    234 Meadowgate Dr, Annapolis, MD 21409
    /55

    $1,895,000

    Open Sat 1PM - 3PM
    • 8 Beds
    • 5.5 Baths
    • 7,389 Sq Ft

    234 Meadowgate Dr, Annapolis, MD 21409

    Set on nearly two serene acres, this stately brick-front colonial commands attention with timeless curb appeal. Inside, a formal living room and a separate office or study offer refined spaces for quiet pursuits, while the expansive great room and adjoining den are connected by a dramatic double-sided fireplace, one of four throughout the home. The partially open layout flows with intention,

    Jeff Lockard TTR Sotheby's International Realty

    234 Meadowgate Dr, Annapolis, MD 21409
  • 2011 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
    2011 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
    /2

    $349,900

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,081 Sq Ft

    2011 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401

    Welcome to this bright and sunny 2 BR | 2 BA condominium in desirable Tidewater Colony of Annapolis. Superb location near hospital, Navy stadium and Mall and just off 50/97 for easy commuting. Located on top level, this inviting residence features soaring vaulted ceilings that create an open, airy feel throughout. Freshly painted with newer flooring, this home is move-in ready and filled with

    Moe Farley Coldwell Banker Realty

    2011 Gov Thomas Bladen Way Unit 303, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    /63

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401

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

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
  • 140 Georgetown Rd Unit 10, Annapolis, MD 21403
    140 Georgetown Rd Unit 10, Annapolis, MD 21403
    140 Georgetown Rd Unit 10, Annapolis, MD 21403
    /43

    $299,999

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

    140 Georgetown Rd Unit 10, Annapolis, MD 21403

    This fabulous 3 bed/2 full bath condo has been renovated and is in the perfect location of amenity rich Fairwinds of Annapolis! Featuring fresh paint throughout, all new flooring (carpet and LVP), new windows and shades, new interior doors and a brand-new primary bath! This home is incredibly spacious, being one of the largest units, with lots of storage and a very flexible floorplan. Offering an

    Meredith Mauger Long & Foster Real Estate, Inc.

    140 Georgetown Rd Unit 10, Annapolis, MD 21403
  • 7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    /40

    $575,000

    • 2 Beds
    • 2 Baths

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403

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

    Colleen Smith EXP Realty, LLC

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
  • 302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    302 Hilltop Ln Unit H, Annapolis, MD 21403

    Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to water, boating activities, concert venues.and more. Freshly painted 2BR/2BA condo in sought-after North Green Condominiums! Features a spacious living room filled with natural light, an inviting kitchen complete with stainless steel appliances,

    Tammy Perkins-Mack RESCOM, REALTORS

    302 Hilltop Ln Unit H, Annapolis, MD 21403
  • 128 Stilly Way, Annapolis, MD 21403
    128 Stilly Way, Annapolis, MD 21403
    128 Stilly Way, Annapolis, MD 21403
    /75

    $1,250,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 4.5 Baths
    • 4,692 Sq Ft

    128 Stilly Way, Annapolis, MD 21403

    Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2024 and offered in pristine condition, this exceptional residence combines the advantages of brand-new construction with the convenience of immediate enjoyment. No builder delays, no design center decisions, and no construction

    Dee Dee McCracken Coldwell Banker Realty

    128 Stilly Way, Annapolis, MD 21403
  • 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

    $269,999

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

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

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
    /50

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 9,024 Sq Ft

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409

    Escape to another world with this striking French modern waterfront estate. Exquisitely sited on a premium and private 4.15 acre lot with 600 feet of impressively rip-rapped water frontage, coveted waterfront pool, tennis court and picturesque views of the serene waters of Whitehall Creek. This ultra-luxe 9,000+ square-foot, 7 bedroom, 5.5 bathroom custom built home has been completely renovated.

    Brad Kappel TTR Sotheby's International Realty

    1524 Cedar Lane Farm Rd, Annapolis, MD 21409
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,750,000

    Open House 7/02
    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $995,000

    Open Sun 11AM - 1PM $55K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    704 Caleb Lane is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
    /37

    $395,000

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

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

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

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    /50

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 3,836 Sq Ft

    3403 Hidden River View Rd, Annapolis, MD 21403

    Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you

    Brad Kappel TTR Sotheby's International Realty

    3403 Hidden River View Rd, Annapolis, MD 21403
  • 1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    /75

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,589 Sq Ft

    1207 Thomas Point Ct, Annapolis, MD 21403

    WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM! FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    1207 Thomas Point Ct, 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

    $599,900

    $85K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    7022 Channel Village Ct Unit 101, Annapolis, MD 21403

    BIG $50K PRICE REDUCTION ON THIS BEAUTIFUL 2 BR UNIT! Look no further! This Chesapeake Harbour marina view condo, is available immediately 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

    Moe Farley Coldwell Banker Realty

    7022 Channel Village Ct Unit 101, 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

    $550,000

    $20K PRICE DROP
    • 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

Showing Results 1 - 40, Page 1 of 3

Maryland Anne Arundel County Annapolis

Homes for Sale with Pool in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $625,000, up 1% year-over-year. Homes in Annapolis sell in 37 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$839,950
Median Townhouse Sale Price
$462,000
Median 2 Bedroom Sale Price
$452,450
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$363
Number of Homes for Sale
286
Last 12 months Home Sales
1,323
Months of Supply
2.60
Median List Price
$649,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%

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

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