Homes with Pools for Sale in 21666, MD

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ABOUT THIS HOME
Home with a Pool for sale in 21666, MD:
Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access

$575,000

4 beds3.5 baths2,408 sq ft

New lighting • Community pool • Renovated kitchen

624 Davol Rd, Stevensville, MD 21666

(703) 378-8810

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in 21666, MD:
Experience the relaxed coastal lifestyle you've been dreaming of at 902 Moorings Circle in the highly sought-after 55+ community of Bay Bridge Cove! This beautifully maintained Oxford Model villa offers the perfect blend of comfort, convenience, and resort-style amenities on Maryland's Eastern Shore. Designed for easy, one-level living, this 2-bedroom, 2-bath home features a bright, open floor plan filled with natural light. The spacious kitchen boasts granite countertops, modern appliances, and abundant cabinetry, flowing seamlessly into the living room with a cozy gas fireplace. A separate formal dining room provides the perfect setting for holiday gatherings and entertaining. The private

$565,000

2 beds2 baths1,616 sq ft

One-level living • Spacious kitchen • Modern appliances

902 Moorings Cir #10, Stevensville, MD 21666

(301) 850-0255

ABOUT THIS HOME
Home with a Pool for sale in 21666, MD:
Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more than 2.5 private acres with approximately 250 feet of shoreline, this remarkable property offers the opportunity to enjoy a waterfront retreat while benefiting from an established, successful short-term vacation rental with proven income history. Profit and loss statements are available upon request, and the home is available fully furnished for a truly turnkey experience. Spanning nearly 4,000 square feet across four finished levels, the home features five bedrooms, four full baths, multiple living and entertaining spaces, a

$1,995,000

5 beds4.5 baths4,056 sq ft

Private acres • In-ground pool • Waterfront estate

92 Long Creek Dr, Stevensville, MD 21666

(410) 822-6665

ABOUT THIS HOME
Home with a Pool for sale in 21666, MD:
Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a professionally manicured lawn. The neoclassical architectural style mimics that of Thomas Jeffersons home Monticello. Spanning an impressive 10,152 square feet, the kitchen has been meticulously renovated in 2026, ensuring convenience of use while gazing at the Bay. Step inside to discover an open fl

$4,158,000

9 beds8 baths10,152 sq ft

2.78 acre lot • 2 garage spots • Pool

319 Blue Bay Rd, Stevensville, MD 21666

(410) 643-2244

ABOUT THIS HOME
Home with a Pool for sale in 21666, MD:
Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in

$375,000

3 beds1 bath1,300 sq ft

Spacious backyard • Community pool • Boat launch

719 Old Love Point Rd, Stevensville, MD 21666

(410) 224-2200

Property at 132 Pennick Dr, Stevensville, MD 21666, 3 beds, 2.5 baths

$459,000

3 beds2.5 baths1,705 sq ft

132 Pennick Dr, Stevensville, MD 21666

(443) 249-7653

Property at 101 Branta Lndg, Stevensville, MD 21666, 3 beds, 3 baths

$475,000

3 beds3 baths1,920 sq ft

101 Branta Lndg, Stevensville, MD 21666

(410) 643-2244

Property at 247 Breeding Blvd, Stevensville, MD 21666, 6 beds, 4.5 baths

$699,000

6 beds4.5 baths4,256 sq ft

247 Breeding Blvd, Stevensville, MD 21666

(410) 643-2244

Property at 1403 Marion Quimby Dr, Stevensville, MD 21666, 3 beds, 2 baths

$285,000

3 beds2 baths949 sq ft

1403 Marion Quimby Dr, Stevensville, MD 21666

(443) 988-0483

Property at 729 Kimberly Way, Stevensville, MD 21666, 4 beds, 2 baths

$589,000

4 beds2 baths2,376 sq ft

729 Kimberly Way, Stevensville, MD 21666

(703) 378-8810

Property at 259 Topside Dr #166, Stevensville, MD 21666, 3 beds, 3 baths

$685,000

3 beds3 baths2,508 sq ft

259 Topside Dr #166, Stevensville, MD 21666

(703) 378-8810

Property at 222 Jessica Lyn Ave Unit G5, Stevensville, MD 21666, 4 beds, 4.5 baths

$605,000

4 beds4.5 baths2,850 sq ft

222 Jessica Lyn Ave Unit G5, Stevensville, MD 21666

(410) 647-8000

Property at 102 Sophie Ln, Stevensville, MD 21666, 3 beds, 2.5 baths

$459,900

3 beds2.5 baths1,880 sq ft

102 Sophie Ln, Stevensville, MD 21666

(410) 255-3690

Property at 206 Queen Anne Club Dr, Stevensville, MD 21666, 6 beds, 5 baths

$1,990,000

6 beds5 baths4,535 sq ft

206 Queen Anne Club Dr, Stevensville, MD 21666

(410) 643-2244

Property at 931 Petinot Pl, Stevensville, MD 21666, 4 beds, 2 baths

$509,995

4 beds2 baths2,000 sq ft

931 Petinot Pl, Stevensville, MD 21666

(443) 249-7653

Property at 420 Five Farms Dr, Stevensville, MD 21666, 3 beds, 2 baths

$624,900

3 beds2 baths1,561 sq ft

420 Five Farms Dr, Stevensville, MD 21666

(443) 274-1900

Property at 310 Allison Jane Dr Unit H-1, Stevensville, MD 21666, 5 beds, 3.5 baths

$600,000

5 beds3.5 baths2,850 sq ft

310 Allison Jane Dr Unit H-1, Stevensville, MD 21666

(703) 378-8810

Property at 407 Five Farms Dr, Stevensville, MD 21666, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,111 sq ft

407 Five Farms Dr, Stevensville, MD 21666

(443) 274-1900

Property at 1102 Marion Quimby Dr, Stevensville, MD 21666, 2 beds, 2.5 baths

$344,900

2 beds2.5 baths1,161 sq ft

1102 Marion Quimby Dr, Stevensville, MD 21666

Property at 222 Moorings Cir #126, Stevensville, MD 21666, 3 beds, 3 baths

$600,000

3 beds3 baths2,074 sq ft

222 Moorings Cir #126, Stevensville, MD 21666

(443) 574-1600

Property at 1301 Marion Quimby Dr, Stevensville, MD 21666, 3 beds, 3 baths

$379,900

3 beds3 baths1,789 sq ft

1301 Marion Quimby Dr, Stevensville, MD 21666

(410) 827-4663

Property at 606 Kimberly Way, Stevensville, MD 21666, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths1,704 sq ft

606 Kimberly Way, Stevensville, MD 21666

(410) 643-2244

Property at 729 Davol Rd, Stevensville, MD 21666, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,620 sq ft

729 Davol Rd, Stevensville, MD 21666

(410) 643-2244

Property at 117 Bay Dr, Stevensville, MD 21666, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths2,072 sq ft

117 Bay Dr, Stevensville, MD 21666

(410) 224-4400

Property at 111 Ryan Dorsey Ln, Stevensville, MD 21666, 3 beds, 2.5 baths

$424,989

3 beds2.5 baths1,900 sq ft

111 Ryan Dorsey Ln, Stevensville, MD 21666

(443) 249-7653

Property at 920 Cloverfields Dr, Stevensville, MD 21666, 3 beds, 1 bath

$382,400

3 beds1 bath1,248 sq ft

920 Cloverfields Dr, Stevensville, MD 21666

(410) 479-0777

Property at 205 Jessica Lyn Ave Unit F-20, Stevensville, MD 21666, 4 beds, 3.5 baths

$499,900

4 beds3.5 baths2,280 sq ft

205 Jessica Lyn Ave Unit F-20, Stevensville, MD 21666

(301) 870-7653

Property at 128 Allison Jane Dr, Stevensville, MD 21666, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths2,240 sq ft

128 Allison Jane Dr, Stevensville, MD 21666

(410) 486-4504

Property at 226 Liam Thomas Ln Unit D6, Stevensville, MD 21666, 4 beds, 3.5 baths

$495,000

4 beds3.5 baths2,280 sq ft

226 Liam Thomas Ln Unit D6, Stevensville, MD 21666

(410) 224-0600

Property at 322 Allison Jane Dr Unit H-4, Stevensville, MD 21666, 4 beds, 4 baths

$595,000

4 beds4 baths2,630 sq ft

322 Allison Jane Dr Unit H-4, Stevensville, MD 21666

(410) 486-4504

Property at 1302 Marion Quimby Dr, Stevensville, MD 21666, 2 beds, 2.5 baths

$362,500

2 beds2.5 baths1,161 sq ft

1302 Marion Quimby Dr, Stevensville, MD 21666

(410) 643-2244

Property at 17-2 Mariners Way Unit 17-2, Stevensville, MD 21666, 2 beds, 1.5 baths

$259,900

2 beds1.5 baths968 sq ft

17-2 Mariners Way Unit 17-2, Stevensville, MD 21666

(301) 253-1030

Property at 854 Moorings Cir #12, Stevensville, MD 21666, 2 beds, 2 baths

$499,000

2 beds2 baths1,464 sq ft

854 Moorings Cir #12, Stevensville, MD 21666

(410) 263-3400

Property at 521 Moorings Cir #245, Stevensville, MD 21666, 2 beds, 2 baths

$629,900

2 beds2 baths1,828 sq ft

521 Moorings Cir #245, Stevensville, MD 21666

(410) 871-2600

Property at 1205 Marion Quimby Dr, Stevensville, MD 21666, 2 beds, 2.5 baths

$375,000

2 beds2.5 baths1,161 sq ft

1205 Marion Quimby Dr, Stevensville, MD 21666

(301) 970-2447

Property at 324 Moorings Cir #108, Stevensville, MD 21666, 3 beds, 3 baths

$575,000

3 beds3 baths1,906 sq ft

324 Moorings Cir #108, Stevensville, MD 21666

(410) 827-4663

Property at 123 Petrie Way, Stevensville, MD 21666, 4 beds, 4 baths

$2,375,000

4 beds4 baths3,280 sq ft

123 Petrie Way, Stevensville, MD 21666

(410) 280-5600

Property at 845 Moorings Cir #138, Stevensville, MD 21666, 2 beds, 2 baths

$569,900

2 beds2 baths2,088 sq ft

845 Moorings Cir #138, Stevensville, MD 21666

(410) 224-2200

Property at 107 Petrie Way, Stevensville, MD 21666, 4 beds, 4 baths

$2,375,000

4 beds4 baths3,280 sq ft

107 Petrie Way, Stevensville, MD 21666

(410) 280-5600

Property at 1305 Marion Quimby Dr, Stevensville, MD 21666, 2 beds, 2.5 baths

$364,900

2 beds2.5 baths1,161 sq ft

1305 Marion Quimby Dr, Stevensville, MD 21666

(410) 312-0000

Property at 119 Petrie Way, Stevensville, MD 21666, 4 beds, 4 baths

$2,375,000

4 beds4 baths3,280 sq ft

119 Petrie Way, Stevensville, MD 21666

(410) 280-5600

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Homes with Pools for Sale in 21666

There are currently 42 homes with pools for sale in 21666 at a median listing price of $600K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 21666 stay on the market for 65 days and receive 1 offers. This map is refreshed with the newest listings in 21666 every 15 minutes.

In the past month, 26 homes have been sold in 21666. In addition to houses in 21666, there were also 2 condos, 31 townhouses, and 0 multi-family units for sale in 21666 last month. Find your dream home in 21666 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 21666 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21666. If you're looking to sell your home in the 21666 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21666 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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