Homes with Pools for Sale in Whiskey Bottom, MD

13 homes

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ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Deadline for all offers is Wednesday, November 26th at 10am. Experience unparalleled modern luxury in this stunning brick colonial located in the highly sought after Riva Trace community. Meticulously updated and impeccably maintained, this residence offers refined elegance, modern convenience, and exceptional craftsmanship throughout. The kitchen features custom cabinetry, a grand center island, premium granite countertops, luxury appliances including a wall oven & microwave unit (both function as convection also), 5 burner induction stove cooktop, and recessed lighting—perfect for both entertaining and everyday living. Luxury vinyl tile flooring greets you at the foyer entran

$799,900

4 beds2.5 baths2,168 sq ft

201 Autumn Chase Dr, Annapolis, MD 21401

9,718 sq ft lot • 3 garage spots • Built 1986

(410) 263-3400

OPEN SAT, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an optional sitting room, a half bath, garage access, and a coat closet at the front entry. Upstairs are four well-sized bedrooms, two thoughtfully updated full baths designed with a clean, timeless aesthetic, and a laundry room. The walkout lower level remains unfinished and offers excellent storage,

$949,900

4 beds2.5 baths2,142 sq ft

2942 Southaven Dr, Annapolis, MD 21401

Quartz countertops • Dual ovens • Gas cooking

(410) 280-5600

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
* * * * PRICE IMPROVEMENT * * * * This spacious, light filled home is just what you're looking for! The highly sought out community of Riva Trace/Summer Place is waiting for you. First floor primary, brand new kitchen and appliances, new flooring, fresh paint, brand new HVAC. .. .. Come see this corner lot beauty.

$550,000

3 beds2.5 baths1,845 sq ft

114 Cranes Crook Ln, Annapolis, MD 21401

$75 HOA • Garage • Built 1987

(866) 987-3937

3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Welcome to 2705 Coxswain Place, a warmly updated two-bedroom, two-bath home tucked into the highly desired 55+ community of Heritage Harbour in Annapolis. Freshly painted throughout and thoughtfully maintained, this move-in ready home blends comfort, convenience, and a peaceful setting you’ll love coming home to. Step inside to a bright, inviting living room where skylights fill the space with natural light and create an open, airy feel. The layout flows easily from room to room, offering just the right balance between everyday living and space for hosting guests. The two-car garage provides plenty of storage and easy access. Out back, you’ll find one of the home’s standou

$650,000

2 beds2 baths1,547 sq ft

2705 Coxswain Pl, Annapolis, MD 21401

8,196 sq ft lot • 2 garage spots • Community pool

(443) 901-2200

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Welcome to 110 Marquise Lane, Annapolis, MD, located in the highly desired Timber Creek community! This well-kept 3-bedroom, 2.5-bath home shows true pride of ownership throughout. The inviting interior has been lovingly maintained and offers comfortable living spaces ready for you to move right in. Step outside to the covered porch with electric and Trex decking, a beautiful addition that overlooks the fully fenced backyard, perfect for entertaining, relaxing, or enjoying peaceful evenings outdoors. The home also features an unfinished basement, providing plenty of room for storage or future customization to suit your needs. Nestled in the sought-after Timber Creek neighborhood, this prope

$769,000

3 beds2.5 baths2,066 sq ft

110 Marquise Ln, Annapolis, MD 21401

4,017 sq ft lot • Garage • Built 2018

(443) 988-0483

Property at 825 Coxswain Way, Annapolis, MD 21401, 2 beds, 2 baths

$545,000

2 beds2 baths1,691 sq ft

825 Coxswain Way, Annapolis, MD 21401

(443) 901-2200

Property at 2704 Summerview Way #103, Annapolis, MD 21401, 2 beds, 2 baths

$365,000

2 beds2 baths1,285 sq ft

2704 Summerview Way #103, Annapolis, MD 21401

(301) 970-2447

Property at 105 Wallace Manor Rd, Edgewater, MD 21037, 3 beds, 2.5 baths

$1,175,000

3 beds2.5 baths1,520 sq ft

105 Wallace Manor Rd, Edgewater, MD 21037

(410) 280-5600

Property at 301 Unity Ln, Annapolis, MD 21401, 5 beds, 5.5 baths

$1,167,000

5 beds5.5 baths7,616 sq ft

301 Unity Ln, Annapolis, MD 21401

(301) 570-0087

Property at 204 Burgundy Ln, Annapolis, MD 21401, 3 beds, 3.5 baths

$689,900

3 beds3.5 baths3,000 sq ft

204 Burgundy Ln, Annapolis, MD 21401

(301) 745-5500

Property at 2707 Judson Pl, Annapolis, MD 21401, 3 beds, 2.5 baths

$590,000

3 beds2.5 baths2,156 sq ft

2707 Judson Pl, Annapolis, MD 21401

(301) 970-2447

Property at 803 Coxswain Way #203, Annapolis, MD 21401, 2 beds, 2 baths

$379,900

2 beds2 baths1,190 sq ft

803 Coxswain Way #203, Annapolis, MD 21401

(410) 263-9105

Property at 2555 Riva Rd, Annapolis, MD 21401, 3 beds, 4 baths

$1,350,000

3 beds4 baths3,100 sq ft

2555 Riva Rd, Annapolis, MD 21401

(410) 263-8686

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ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
COMMERCIAL AND/OR RESIDENTIAL USE!!Discover the perfect blend of comfort and functionality with this well-maintained property! Offering flexible zoning for residential or commercial use, it includes 4 bedrooms or offices, a roomy kitchen, and a spacious backyard with a shed connected to a large workshop and loft — perfect for hobbies, storage, or a home business.

$480,000

4 beds1 bath1,440 sq ft

39 Oak Ct, Annapolis, MD 21401

0.28 acre lot • 4 parking spots • Built 1949

(410) 353-6337

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Gorgeous End-Unit in Sought-After 55+ Heritage Harbour! Flooded with natural light from its premium end-unit location and solar tubes, this beautifully maintained townhome features gleaming hardwood floors and an open-concept living and dining area. The updated kitchen boasts stainless steel appliances, granite countertops, rich cabinetry, LVP flooring, and space for both a pantry and cozy breakfast nook. Enjoy the convenience of a spacious laundry/utility room with ample storage and a well-organized one-car garage with slatted walls and custom storage systems. Both bathrooms were tastefully updated in 2019, and the two bedrooms include generous closets with modern organizer systems. A warm

$529,999

2 beds2 baths1,514 sq ft

2737 Yeomans Lantern Ct, Annapolis, MD 21401

$167 HOA • Garage • Community pool

(410) 263-9105

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Welcome to Heritage Harbour, one of Annapolis’s most desirable 55+ communities, where comfort, connection, and convenience come together. This single-level ranch-style townhome at 2664 Compass Drive offers an ideal blend of low-maintenance living and access to resort-style amenities, just minutes from the Chesapeake Bay and historic downtown Annapolis. Inside, you’ll find a bright open layout featuring two spacious bedrooms and two full baths. The primary suite includes a large walk-in closet and private bath, while the second bedroom offers flexibility for guests or a home office. The main living area flows seamlessly to a cozy porch, creating an inviting space for relaxing or

$455,000

2 beds2 baths1,145 sq ft

2664 Compass Dr, Annapolis, MD 21401

Community pier • Cozy porch • $167 HOA

(410) 263-8686

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage Harbour community, where elegance, comfort, and resort-style living come together. From the moment you arrive, you are greeted by a charming front porch and beautifully landscaped surroundings that set the tone for this pristine residence. Step inside to a welcoming open foyer that leads into a spacious living room, accented by a classic gas fireplace that creates a warm and inviting centerpiece. Tucked just off the living room is a cozy library, offering the perfect spot for a home office or just reading, relaxing, or quiet conversation. A separate dining room provides an elegant space for hosting g

$479,900

2 beds3 baths2,354 sq ft

1012 Mastline Dr, Annapolis, MD 21401

$167 HOA • Garage • Built 1980

(410) 647-8000

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Welcome to The Reserve at Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community. Featuring gleaming hardwood floors throughout, a spacious and well-equipped kitchen with gas appliances, and plenty of storage, this home is move-in ready. The light-filled floor plan flows effortlessly, and the enclosed porch with its own ceiling fan is a true highlight—you’ll love curling up here with a book, enjoying a cup of coffee, or entertaining friends year-round. Located in the highly sought-after 55+ community of Heritage Harbour, residents enjoy an incredible array of resort-style amenities. The community feat

$389,900

2 beds2 baths1,272 sq ft

940 Astern Way #309, Annapolis, MD 21401

$827 HOA • Community pool • Built 2008

(410) 263-9105

ABOUT THIS HOME
Home with a Pool for sale in Whiskey Bottom, MD:
Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy shoreline, kayak storage, boat ramp, designated swimming area, and dock along the majestic South River. This home packs a big punch for its price, featuring numerous upgrades on a beautifully maintained and usable . 34-acre lot with seasonal water views. Imagine sipping your

$435,000

2 beds1 bath1,002 sq ft

251 Cape Saint John Rd, Annapolis, MD 21401

0.34 acre lot • Built 1991 • Listed 90 days

(410) 956-3500

Property at 930 Astern Way #405, Annapolis, MD 21401, 2 beds, 2 baths

$379,900

2 beds2 baths1,464 sq ft

930 Astern Way #405, Annapolis, MD 21401

(410) 280-5600

Property at 767 Bon Haven Dr, Annapolis, MD 21401, 5 beds, 4 baths

$1,195,000

5 beds4 baths3,255 sq ft

767 Bon Haven Dr, Annapolis, MD 21401

(410) 224-2200

Property at 547 Leftwich Ln #88, Annapolis, MD 21401, 3 beds, 2.5 baths

$560,000

3 beds2.5 baths2,600 sq ft

547 Leftwich Ln #88, Annapolis, MD 21401

(410) 263-3400

Property at 208 Sellew Rd, Annapolis, MD 21401, 3 beds, 4 baths

$1,375,000

3 beds4 baths3,100 sq ft

208 Sellew Rd, Annapolis, MD 21401

(410) 263-8686

Homes with Pools for Sale in Whiskey Bottom

There are currently 13 homes with pools for sale in Whiskey Bottom. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Edgewater Beach, Harwood, Heritage Harbour, Cape St. John, and Admiral Heights. This map is refreshed with the newest listings in Whiskey Bottom every 15 minutes.

Find your dream home in Whiskey Bottom using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Whiskey Bottom are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Whiskey Bottom. If you're looking to sell your home in the Whiskey Bottom area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Whiskey Bottom with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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