Homes with Pools for Sale in Old Annapolis Neck, MD

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ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
This well maintained home offers a wonderful blend of classic design and modern open living. Both the living room and family room offer excellent natural light. The "heart" of the home is the kitchen with an oversized opening to the family room - you won't miss a conversation or a view of the lovely bricked wall and cozy gas fireplace. Practical, convenient, and offering amazing VALUE is the over-sized two car garage which includes a separate workshop. And the location of the garage is perfect - behind the house with a large private parking area for several cars. Let your imagination run with different ways to use this amazing space. There is also a deck and a yard for enjoyment a

$564,500

3 beds2 baths1,671 sq ft

2845 Carrollton Rd, Annapolis, MD 21403

0.27 acre lot • 2 garage spots • Built 1971

(410) 263-8686

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Welcome to 406 Harbor Drive, an exceptional residence in the heart of Hillsmere Shores, one of Annapolis’ most coveted water-privileged communities. Completely renovated and impeccably maintained, this home offers approximately 4,000 finished square feet of beautifully designed living space where scale, comfort, and craftsmanship come together seamlessly. Walls of windows flood the open layout with natural light, highlighting rich hardwood floors, custom moldings, and timeless fixtures throughout. The gourmet kitchen is the true centerpiece of the home, featuring 42" cabinetry, stainless steel and chef-grade appliances, gleaming granite countertops, and an oversized center island

$795,000

4 beds3 baths4,000 sq ft

406 Harbor Dr, Annapolis, MD 21403

0.29 acre lot • Community pool • Built 1972

(410) 263-8686

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Welcome to 926 Yachtsman Way — a rare single-level home in the City of Annapolis offering an easy, open layout in a cul-de-sac setting. Vaulted ceilings and large windows bring great natural light into the living and dining areas, and the wood-burning fireplace creates a strong focal point. The kitchen offers a functional layout with direct access to the back deck for simple indoor–outdoor use. Both bedrooms are well sized with vaulted ceilings, and the primary suite features a private bath and walk-in closet. The rear deck overlooks a usable yard area with some trees. Community amenities include an outdoor pool, clubhouse, and nearby green space. Located minutes to Eastport, do

$415,000

2 beds2 baths1,174 sq ft

926 Yachtsman Way, Annapolis, MD 21403

$110 HOA • Community pool • Built 1986

(301) 970-2447

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality. Complete with open floor plan and modern finishes that will wow you the minute you walk through the door. The bathroom has been tastefully refreshed adding modern elegance to this classic home. Freshly painted, new carpet and flooring throughout. Enjoy fun times in backyard area, great for entertaining, grilling, and relaxing. Close to restaurants and shopping adding convenience to major routes,

$364,900

3 beds1 bath912 sq ft

6 Victor Pkwy, Annapolis, MD 21403

Custom kitchen • Quartz countertops • Open floor plan

(410) 729-7700

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Set in the sought-after Hillsmere neighborhood of Annapolis, this 2,200-square-foot rancher offers a calm, coastal feel enhanced by a single serene water view and a long list of significant updates. The home features a brand new kitchen with fully custom cabinets and a Wolf Range, newly renovated bathrooms, a roof replaced in 2021 with a 10-year warranty as reported by the seller, new windows added in 2022 according to seller-provided information, a new HVAC system also installed in 2022 per seller records, a new hot water heater from 2023 as stated by the seller, and a water softener from 2019 based on the seller’s account, along with numerous additional upgrades throughout the prope

$995,000

3 beds2 baths2,187 sq ft

150 E Bay View Dr, Annapolis, MD 21403

0.48 acre lot • 2 garage spots • Community pool

(410) 486-4504

Property at 3109 Ervin Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$849,900

3 beds2.5 baths1,801 sq ft

3109 Ervin Ct, Annapolis, MD 21403

(888) 860-7369

Property at 934 Langdon Ct, Annapolis, MD 21403, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths3,648 sq ft

934 Langdon Ct, Annapolis, MD 21403

(410) 224-2200

Property at 30-A Hearthstone Ct Unit A, Annapolis, MD 21403, 2 beds, 2 baths

$300,000

2 beds2 baths1,217 sq ft

30-A Hearthstone Ct Unit A, Annapolis, MD 21403

(410) 956-3500

Property at 10-G Sandstone Ct, Annapolis, MD 21403, 2 beds, 2 baths

$315,000

2 beds2 baths1,103 sq ft

10-G Sandstone Ct, Annapolis, MD 21403

(443) 333-8535

Property at 10-L Sandstone Ct, Annapolis, MD 21403, 3 beds, 2 baths

$320,000

3 beds2 baths1,333 sq ft

10-L Sandstone Ct, Annapolis, MD 21403

(301) 445-1395

Property at 920 Old Annapolis Neck Rd, Annapolis, MD 21403, 4 beds, 2.5 baths

$719,995

4 beds2.5 baths2,552 sq ft

920 Old Annapolis Neck Rd, Annapolis, MD 21403

(703) 652-5760

Property at 103 Stilly Way, Annapolis, MD 21403, 5 beds, 5.5 baths

$1,161,840

5 beds5.5 baths5,200 sq ft

103 Stilly Way, Annapolis, MD 21403

(410) 979-7740

Property at 3123 Arundel On The Bay Road - Taft Model, Annapolis, MD 21403, 4 beds, 2.5 baths

$799,990

4 beds2.5 baths2,580 sq ft

3123 Arundel On The Bay Road - Taft Model, Annapolis, MD 21403

(410) 255-3690

Property at 3276 Kitty Duvall Dr, Annapolis, MD 21403, 2 beds, 2 baths

$549,000

2 beds2 baths1,434 sq ft

3276 Kitty Duvall Dr, Annapolis, MD 21403

(240) 219-2422

Property at 106 Stilly Way, Annapolis, MD 21403, 4 beds, 4.5 baths

$974,990

4 beds4.5 baths4,594 sq ft

106 Stilly Way, Annapolis, MD 21403

(410) 979-7740

Property at Fitzgerald Plan, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,064,990

4 beds3.5 baths4,336 sq ft

Fitzgerald Plan, Annapolis, MD 21403

Listing provided by Zillow

Property at Lynnfield Plan, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,034,990

4 beds3.5 baths4,213 sq ft

Lynnfield Plan, Annapolis, MD 21403

Listing provided by Zillow

Property at Admiral Plan, Annapolis, MD 21403, 4 beds, 4.5 baths

$1,079,990

4 beds4.5 baths4,483 sq ft

Admiral Plan, Annapolis, MD 21403

Listing provided by Zillow

Property at Kensington Plan, Annapolis, MD 21403, 4 beds, 4.5 baths

$1,059,990

4 beds4.5 baths4,245 sq ft

Kensington Plan, Annapolis, MD 21403

Listing provided by Zillow

Property at 1012 Carrs Rd, Annapolis, MD 21403

$98,000

— beds— baths— sq ft

1012 Carrs Rd, Annapolis, MD 21403

(410) 263-8686

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Nearby homes that match your criteria

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Discover the charm of Cedar Ridge, where this delightful end-of-row townhouse awaits you! Built in 1974, this traditional gem boasts 1,320 sq. ft. of inviting living space, featuring 3 spacious bedrooms and 2.5 bathrooms. The community offers a refreshing outdoor pool, perfect for summer relaxation and social gatherings. Nestled in a vibrant neighborhood, Cedar Ridge is known for its friendly atmosphere and convenient amenities. Enjoy easy access to local parks, shopping, and dining options that cater to every taste. The association takes care of snow removal and trash services, allowing you to focus on what truly matters. With ample parking and a low-maintenance lot, this home is perfect f

$395,000

3 beds2.5 baths1,320 sq ft

1041 Cedar Ridge Ct, Annapolis, MD 21403

$267 HOA • Community pool • Built 1974

(410) 255-3690

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
About This Home Discover a wonderful opportunity to own a truly turnkey condominium in the desirable Lake Heron community. Enjoy the ease and convenience of lock-and-leave living, along with access to a beautiful community pool and a dock perfect for launching your kayak or paddleboard on Chase Pond. This fabulous 2-bedroom, 2-bath condo offers everything you’re looking for. The unit has been thoughtfully and stylishly renovated in recent years, featuring an expanded open kitchen, recessed lighting throughout, updated flooring and paint, plantation shutters, a refreshed fireplace, new HVAC system, hot water heater, renovated bathrooms, a primary bedroom accent wall, and custom closet

$385,000

2 beds2 baths1,103 sq ft

1138 Lake Heron Dr Unit 2A, Annapolis, MD 21403

Lake heron community • Community pool • Turnkey condominium

(410) 224-2200

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
A brand-new home for the brand-new you. You’ve worked hard to get here—now you deserve a home that reflects it. With Whitehall Building & Company, your dream home becomes reality through a flexible design/build process, a guaranteed delivery date, and a fixed-price contract. This exceptional to-be-built waterfront residence in coveted Parkwood offers the perfect blend of Eastport living with the privacy and serenity you’ve been searching for. The thoughtfully designed floor plan features a gourmet kitchen with quartz countertops, 42" custom cabinetry, exposed beams, 10’ main-level ceilings, and wide-plank luxury vinyl flooring. A main-level primary suite p

$2,950,000

5 beds4.5 baths4,116 sq ft

703 Glendon Ave, Annapolis, MD 21403

Custom cabinetry • One-level living • Gourmet kitchen

(888) 860-7369

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
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 appliances and abundant cabinet and counter space. The primary suite is also located on this level. Up the beautiful spiral staircase, you will find a loft/bedroom and an additional sitting area. Chesapeake Harbour provides residents with a swimming pool, tennis courts, a beach, and much more. You are also within

$735,000

2 beds2 baths1,688 sq ft

2106 Chesapeake Harbour Dr #202, Annapolis, MD 21403

$774 HOA • 2 parking spots • Community pool

(302) 846-7839

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathe

$1,400,000

5 beds5 baths4,308 sq ft

133 Lake View Dr, Annapolis, MD 21403

Wrap around porch • 360 sqft roof garden • Private balcony

(410) 280-5600

ABOUT THIS HOME
Home with a Pool for sale in Old Annapolis Neck, MD:
Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom by the original owners, this home features all-new flooring, fresh paint, updated electrical fixtures and lighting, and full renovations of the kitchen, bathrooms, and separate laundry room. The kitchen shines with brand-new stainless-steel appliances (with warranties in place) and allows the buyer to select cabinet hardware to add

$594,000

1 bed1.5 baths1,000 sq ft

7036 Harbour Village Ct Unit T1, Annapolis, MD 21403

Private patio • Waterfront living • Updated kitchen

(443) 660-9229

Property at 1005 Hyde Park Dr, Annapolis, MD 21403, 2 beds, 1 bath

$515,000

2 beds1 bath1,190 sq ft

1005 Hyde Park Dr, Annapolis, MD 21403

(866) 987-3937

Property at 3137 Catrina Ln, Annapolis, MD 21403, 3 beds, 2 baths

$1,750,000

3 beds2 baths2,970 sq ft

3137 Catrina Ln, Annapolis, MD 21403

(410) 280-5600

Property at 1071 Cedar Ridge Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$395,000

3 beds2.5 baths1,320 sq ft

1071 Cedar Ridge Ct, Annapolis, MD 21403

(410) 224-2200

Property at 111 Janwall St, Annapolis, MD 21403, 3 beds, 2.5 baths

$629,900

3 beds2.5 baths1,754 sq ft

111 Janwall St, Annapolis, MD 21403

(410) 398-1247

Property at 2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403, 3 beds, 3 baths

$625,000

3 beds3 baths1,700 sq ft

2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403

(410) 429-7425

Property at 2175 Chesapeake Harbour Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,595,000

4 beds4.5 baths2,513 sq ft

2175 Chesapeake Harbour Dr, Annapolis, MD 21403

(410) 280-5600

Homes with Pools for Sale in Old Annapolis Neck

There are currently 20 homes with pools for sale in Old Annapolis Neck. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Anchorage, Bay Ridge, Selby Beach, West Annapolis, and Admiral Heights. This map is refreshed with the newest listings in Old Annapolis Neck every 15 minutes.

Find your dream home in Old Annapolis Neck 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 Old Annapolis Neck are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Old Annapolis Neck. If you're looking to sell your home in the Old Annapolis Neck area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Old Annapolis Neck with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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