104

Annapolis, MD Homes for Sale with Pool

Section Image
  • 3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    /68

    $6,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,771 Sq Ft

    3728 Ramsgate Dr, Annapolis, MD 21403

    Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in

    Brad Kappel TTR Sotheby's International Realty

    3728 Ramsgate Dr, Annapolis, MD 21403
  • 100 Oak Dr, Annapolis, MD 21403
    100 Oak Dr, Annapolis, MD 21403
    /2

    $845,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,196 Sq Ft

    100 Oak Dr, Annapolis, MD 21403

    Coming soon! Updated 4 bed 3 bath home in Hillsmere!

    Lauren Emrick Innovative Properties, Inc.

    100 Oak Dr, Annapolis, MD 21403
  • 7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    7 Silverwood Cir Unit 3, Annapolis, MD 21403
    /34

    $247,500

    $22K PRICE DROP
    • 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 walk-in closet.Step outside to a

    Carlos Cumber Corner House Realty

    7 Silverwood Cir Unit 3, Annapolis, MD 21403
  • 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

    $20K PRICE DROP
    • 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
  • 1140 Lake Heron Dr, Annapolis, MD 21403
    1140 Lake Heron Dr, Annapolis, MD 21403
    1140 Lake Heron Dr, Annapolis, MD 21403
    /22

    $385,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft

    1140 Lake Heron Dr, Annapolis, MD 21403

    Welcome home to this beautifully maintained 2-bedroom, 2-bathroom second-floor condo offering stylish updates and comfortable living! Step inside to find gleaming engineered hardwood flooring, and a stunning stone accent fireplace. The kitchen features quartz countertops, white cabinetry, a stone backsplash, stainless steel appliances (2024-2025), and an island with additional storage. The

    Delaney Clarke RE/MAX United Real Estate

    1140 Lake Heron Dr, Annapolis, MD 21403
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,218,375

    $64K PRICE DROP
    • 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
  • 1205 Britania Ln, Annapolis, MD 21403
    1205 Britania Ln, Annapolis, MD 21403
    /2

    $985,000

    $85K PRICE INCREASE
    • 5 Beds
    • 4.5 Baths
    • 3,567 Sq Ft

    1205 Britania Ln, Annapolis, MD 21403

    Rare opportunity to buy into Annapolis Cove. Enjoy full water privileges and option for membership in the Bay Ridge Pool Club located in the adjacent Bay Ridge community.This extra-roomy 5 bedroom colonial is situated on the large corner lot of a quiet cul-de-sac. A newly renovated basement with a separate entrance can be used for a nanny or as a mother-in-law suite. The first floor features

    Camilla Schwarz Coldwell Banker Realty

    1205 Britania Ln, Annapolis, MD 21403
  • 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
  • 300 Hilltop Ln Unit I, Annapolis, MD 21403
    300 Hilltop Ln Unit I, Annapolis, MD 21403
    300 Hilltop Ln Unit I, Annapolis, MD 21403
    /34

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit I, Annapolis, MD 21403

    Welcome to the sought-after North Green Condominiums in Annapolis! This spacious top-floor, two-level penthouse loft condo offers an open and versatile floor plan designed for comfortable living and entertaining. The kitchen features granite countertops, stainless steel appliances, and ceramic tile flooring. Both full bathrooms were beautifully remodeled in 2024 and showcase stylish, modern

    Brian Schilling EXP Realty, LLC

    300 Hilltop Ln Unit I, Annapolis, MD 21403
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /58

    $11,500,000

    $1M PRICE DROP
    • 5 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
  • 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
    /113

    $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

    $568,000

    $17K PRICE DROP
    • 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
  • 1322 Windsor Ridge Ln, Annapolis, MD 21409
    1322 Windsor Ridge Ln, Annapolis, MD 21409
    1322 Windsor Ridge Ln, Annapolis, MD 21409
    /98

    $1,800,000

    • 5 Beds
    • 5.5 Baths
    • 4,648 Sq Ft

    1322 Windsor Ridge Ln, Annapolis, MD 21409

    Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended

    Elizabeth DuLaney EXP Realty, LLC

    1322 Windsor Ridge Ln, Annapolis, MD 21409
  • 844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    844 Harbor View Terrace, Annapolis, MD 21409
    /69

    $1,249,999

    • 5 Beds
    • 3 Baths
    • 2,920 Sq Ft

    844 Harbor View Terrace, Annapolis, MD 21409

    Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a dry bar, and

    Brooke Austin-McAdam TTR Sotheby's International Realty

    844 Harbor View Terrace, 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
  • 410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    410 Walnut Dr, Annapolis, MD 21403
    /42

    $464,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    410 Walnut Dr, Annapolis, MD 21403

    A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer

    Linda Pelton Taylor Properties

    410 Walnut Dr, Annapolis, MD 21403
  • 117 Pinecrest Dr, Annapolis, MD 21403
    117 Pinecrest Dr, Annapolis, MD 21403
    117 Pinecrest Dr, Annapolis, MD 21403
    /5

    $729,999

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,160 Sq Ft

    117 Pinecrest Dr, Annapolis, MD 21403

    Coming Soon! Fully Remodeled

    Alex Estill Long & Foster Real Estate, Inc.

    117 Pinecrest Dr, Annapolis, MD 21403
  • 8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
    /19

    $330,000

    • 3 Beds
    • 1.5 Baths
    • 1,106 Sq Ft

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403

    Welcome to 8 Georgetown Court! This charming end of group town home offers 3 bedrooms, 1.5 bath on a quiet culdesac in the heart of Annapolis. Offering a functional layout with spacious living areas and abundant natural light, this home is perfect for both everyday living and entertaining. Enjoy generously sized bedrooms, a welcoming outdoor space, and the convenience of being just minutes from

    Natasha Lasek Keller Williams Gateway LLC

    8 Georgetown Ct Unit 1-8, Annapolis, MD 21403
  • 312 Severn Ave, Annapolis, MD 21403
    312 Severn Ave, Annapolis, MD 21403
    312 Severn Ave, Annapolis, MD 21403
    /51

    $515,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave, Annapolis, MD 21403

    Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern comfort at Tecumseh on Spa Creek. This bright and inviting one-bedroom loft condo features an open-concept design with soaring vaulted ceilings, a striking brick fireplace, and a thoughtfully crafted loft layout that maximizes both space and style. Located on the fourth floor with convenient elevator access,

    Dayna Blumel Compass

    312 Severn Ave, Annapolis, MD 21403
  • 530 Samuel Chase Way, Annapolis, MD 21401
    530 Samuel Chase Way, Annapolis, MD 21401
    530 Samuel Chase Way, Annapolis, MD 21401
    /53

    $530,000

    • 3 Beds
    • 3.5 Baths
    • 2,408 Sq Ft

    530 Samuel Chase Way, Annapolis, MD 21401

    Welcome home to 530 Samuel Chase Way — a fantastic end-unit townhome in the heart of Tidewater Colony! This home was designed for today's lifestyle, the flexible entry level features a private bedroom, full bath, and family room with wet bar— both rooms ideal for hosting guests, creating a dedicated home office, or enjoying additional living and recreation space. Upstairs, the open-concept main

    Samuel Kim Jason Mitchell Group

    530 Samuel Chase Way, 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

    $1M PRICE DROP
    • 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
  • 1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    /62

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 513, 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 (no carpet), soaring 10-foot ceilings, elegant granite

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
  • 852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    /37

    $639,900

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    852 Woodmont Rd, Annapolis, MD 21401

    Welcome to easy, one-level living in Heritage Harbour, Annapolis's premier 55+ active adult community. This detached, single-family home offers 3 bedrooms, 2 full baths, and a desirable floor plan designed for comfort and convenience. A spacious family room addition provides extra living space for relaxing, entertaining, or gathering with family and friends. The cozy natural gas fireplace creates

    Deborah Randall Next Step Realty

    852 Woodmont Rd, Annapolis, MD 21401
  • 40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    /33

    $345,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct Unit J, 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 Unit J, Annapolis, MD 21403
  • 1008 Cedar Ridge Ct, Annapolis, MD 21403
    1008 Cedar Ridge Ct, Annapolis, MD 21403
    1008 Cedar Ridge Ct, Annapolis, MD 21403
    /32

    $369,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1008 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome to this updated 3-bedroom, 2 full and 1 half bath townhome in the Cedar Ridge community, just minutes from downtown Annapolis! From the moment you arrive, this home invites you to slow down, settle in, and enjoy a lifestyle filled with comfort, convenience, and charm. Step inside and discover fresh updates that make everyday living feel special. New luxury vinyl plank flooring flows

    Diane Donnelly Keller Williams Flagship

    1008 Cedar Ridge Ct, 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
    /35

    $574,999

    • 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
  • 19 Heritage Ct, Annapolis, MD 21401
    19 Heritage Ct, Annapolis, MD 21401
    19 Heritage Ct, Annapolis, MD 21401
    /27

    $235,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    19 Heritage Ct, Annapolis, MD 21401

    Welcome to easy Annapolis living! This beautifully updated 2-bedroom, 1-bath condo offers the perfect blend of style, comfort, and convenience. Tucked away at the rear of the community, this home enjoys a private, wooded setting with large windows that fill the space with natural light and create a peaceful retreat from the everyday.The open-concept floor plan is designed for modern living,

    Megan Huebner Berkshire Hathaway HomeServices PenFed Realty

    19 Heritage Ct, Annapolis, MD 21401
  • 5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    /30

    $477,900

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 425, Annapolis, MD 21401

    Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 425, Annapolis, MD 21401
  • 2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
    /45

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    The Seasons change the views. Tremendous price reduction. A great opportunity just before the summer. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • 930 Astern Way Unit 510, Annapolis, MD 21401
    930 Astern Way Unit 510, Annapolis, MD 21401
    930 Astern Way Unit 510, Annapolis, MD 21401
    /50

    $289,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft

    930 Astern Way Unit 510, Annapolis, MD 21401

    Price Improvement! Welcome to 930 Astern Way — a completely renovated spacious 1-bedroom, 11⁄2-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit offers modern comfort and low-maintenance living. The open layout creates an airy feel, with abundant natural light flowing throughout the home. The generously sized bedroom includes a private

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 510, Annapolis, MD 21401
  • 5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    5 Franklin St, Annapolis, MD 21401
    /46

    $12,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,993 Sq Ft

    5 Franklin St, Annapolis, MD 21401

    A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and

    Brad Kappel TTR Sotheby's International Realty

    5 Franklin St, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401
    /62

    $750,000

    • 2 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401

    Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Residence 1014 is more than a home—it is a private sanctuary above the treetops, where elegance, tranquility, and breathtaking views converge.Boasting a rare, unobstructed southern exposure, this exceptional residence captures panoramic vistas stretching more than 20 miles into Southern Maryland. Whether

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 1014, Annapolis, MD 21401
  • 406 Holly Dr, Annapolis, MD 21403
    406 Holly Dr, Annapolis, MD 21403
    406 Holly Dr, Annapolis, MD 21403
    /3

    $500,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,368 Sq Ft

    406 Holly Dr, Annapolis, MD 21403

    Darlene Winegardner RE/MAX Executive

    406 Holly Dr, Annapolis, MD 21403
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • 15 Silverwood Cir Unit 6, Annapolis, MD 21403
    15 Silverwood Cir Unit 6, Annapolis, MD 21403
    15 Silverwood Cir Unit 6, Annapolis, MD 21403
    /47

    $234,900

    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    15 Silverwood Cir Unit 6, Annapolis, MD 21403

    Spacious 2BR + Den Condo in Fairwinds – Prime Annapolis Location! Welcome to 15 Silverwood Circle #6, a rarely available and generously sized 2-bedroom, 2-bath residence with a versatile den, offering approximately 1,400 square feet of comfortable living space in the desirable Fairwinds of Annapolis community. This thoughtfully designed home features brand-new carpeting throughout and a roomy

    Jeannine Wayson Coldwell Banker Realty

    15 Silverwood Cir Unit 6, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $298,500

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

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

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    2045 Maidstone Farm Rd, Annapolis, MD 21409
    /50

    $12,950,000

    • 6 Beds
    • 9 Baths
    • 15,859 Sq Ft

    2045 Maidstone Farm Rd, Annapolis, MD 21409

    Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed

    Brad Kappel TTR Sotheby's International Realty

    2045 Maidstone Farm Rd, Annapolis, MD 21409
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $269,999

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

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.

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.

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

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group