Homes with Pools for Sale in 21619, MD

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COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in 21619, MD:
Profressional Photos COMING SOON! Welcome to 223 Evelyne Street in Gibson’s Grant! Built by Koch Homes, this expanded Ashford model combines the convenience of a main-level primary bedroom with spacious living areas and an oversized garage with an enlarged family room above. Hardwood floors, plantation shutters throughout the home, and a beautiful stone-surround fireplace add warmth and timeless style. The spacious living room, kitchen, and dining area offer a welcoming setting for everyday living and entertaining, while a separate office provides a dedicated space for work or study. A beautiful Andersen sliding door opens to the deck and hardscaped patio, creating an inviting outdoor

$799,000

3 beds2.5 baths2,575 sq ft

223 Evelyne St, Chester, MD 21619

Separate office • Plantation shutters • Expanded family room

(703) 378-8810

ABOUT THIS HOME
Home with a Pool for sale in 21619, MD:
Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxa

$375,000

3 beds3 baths1,899 sq ft

512 Auckland Way, Chester, MD 21619

Quartz countertops • Gourmet kitchen • Electric fireplace

(410) 643-2244

NEW 32 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in 21619, MD:
Every season brings a new perspective from this exceptional top-floor penthouse at Four Seasons at Kent Island. Set within one of the Eastern Shore’s premier 55+ communities, this beautifully appointed residence offers Chester River views from every room, creating a remarkable backdrop from sunrise through sunset. Gently enjoyed as a seasonal retreat, the home reflects a refined coastal aesthetic with custom shiplap accent walls, curated designer lighting, elegant trimmed tray ceilings, and every premium builder upgrade offered. These include GE Monogram appliances, quartz countertops, LVP flooring, gas fireplace, and dry bar cabinets with top shelf glass doors. The sophisticate

$744,900

2 beds2.5 baths1,900 sq ft

111 Marshgrass Way #43, Chester, MD 21619

Quartz countertops • Chester river views • Gas fireplace

(410) 643-2244

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in 21619, MD:
COMING SOON. It's rare to find a designer home on a 1.4 acre lot with an in-ground saltwater pool and direct waterfront access on Kent Island at this price tag. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own 90 foot pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset

$1,199,900

5 beds3 baths3,000 sq ft

162 Kirwans Landing Ln, Chester, MD 21619

Updated kitchen • 90 foot pier • 1.4 acre lot

(443) 901-2200

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in 21619, MD:
This beautiful coastal Colonial home in Gibsons Grant offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2.5 bathrooms, the open floor plan invites warmth and connection. Enjoy cooking up your favorite feast in the upgraded kitchen featuring an island, built-in appliances, and endless countertops. The family room, complete with a propane fireplace, is perfect for gatherings and gamed. Step outside to discover beautifully maintained common grounds, a community center, and a inground swimming pool. The neighborhood boasts walking paths, tennis courts, and picnic areas, ideal for outdoor enthusiasts. Located near the Chester River, residents can enjoy serene views and w

$815,000

4 beds2.5 baths2,870 sq ft

231 Evelyne St, Chester, MD 21619

Propane fireplace • Upgraded kitchen • Tennis courts

(410) 304-2250

Property at 34 Queen Anne Way Unit A, Chester, MD 21619, 2 beds, 2 baths

$570,000

2 beds2 baths1,380 sq ft

34 Queen Anne Way Unit A, Chester, MD 21619

(443) 274-1900

Property at 208 Widgeon Way, Chester, MD 21619, 3 beds, 3.5 baths

$599,900

3 beds3.5 baths2,100 sq ft

208 Widgeon Way, Chester, MD 21619

(410) 224-3200

Property at 8-E Piney Narrows Rd, Chester, MD 21619

$40,000

— beds— baths830 sq ft

8-E Piney Narrows Rd, Chester, MD 21619

(410) 822-6665

Property at 7-B Queen Victoria Way Unit B, Chester, MD 21619, 2 beds, 2.5 baths

$499,000

2 beds2.5 baths1,680 sq ft

7-B Queen Victoria Way Unit B, Chester, MD 21619

(703) 522-1940

Property at 117 Harrier Way, Chester, MD 21619, 3 beds, 2 baths

$790,000

3 beds2 baths2,331 sq ft

117 Harrier Way, Chester, MD 21619

(443) 274-1900

Property at 630 Warbler Way #12, Chester, MD 21619, 2 beds, 2.5 baths

$549,950

2 beds2.5 baths2,000 sq ft

630 Warbler Way #12, Chester, MD 21619

(443) 274-1900

Property at 830 Warbler Way #2843, Chester, MD 21619, 2 beds, 2.5 baths

$789,990

2 beds2.5 baths1,900 sq ft

830 Warbler Way #2843, Chester, MD 21619

(410) 208-3500

Property at 168 Redstart Dr, Stevensville, MD 21619, 2 beds, 2.5 baths

$769,900

2 beds2.5 baths2,014 sq ft

168 Redstart Dr, Stevensville, MD 21619

(410) 224-3200

Property at 830 Warbler Way #2824, Chester, MD 21619, 3 beds, 2.5 baths

$749,990

3 beds2.5 baths2,602 sq ft

830 Warbler Way #2824, Chester, MD 21619

(410) 208-3500

Property at 830 Warbler Way #2833, Chester, MD 21619, 2 beds, 2.5 baths

$689,990

2 beds2.5 baths1,900 sq ft

830 Warbler Way #2833, Chester, MD 21619

(410) 208-3500

Property at 326 Castle Marina Rd, Chester, MD 21619, 5 beds, 3.5 baths

$525,000

5 beds3.5 baths3,552 sq ft

326 Castle Marina Rd, Chester, MD 21619

(410) 643-5005

Property at 1010 Auckland Way, Chester, MD 21619, 3 beds, 3.5 baths

$595,000

3 beds3.5 baths2,100 sq ft

1010 Auckland Way, Chester, MD 21619

(410) 505-9700

Property at 402 Macum Creek Dr, Chester, MD 21619, 3 beds, 2.5 baths

$789,000

3 beds2.5 baths2,787 sq ft

402 Macum Creek Dr, Chester, MD 21619

(703) 378-8810

Property at 129 Wheelhouse Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$585,000

2 beds2.5 baths2,003 sq ft

129 Wheelhouse Way #11, Chester, MD 21619

(443) 274-1900

Property at 1012 Auckland Way, Chester, MD 21619, 3 beds, 3.5 baths

$599,900

3 beds3.5 baths2,076 sq ft

1012 Auckland Way, Chester, MD 21619

Property at 320 Bayberry Dr, Chester, MD 21619, 3 beds, 2 baths

$859,900

3 beds2 baths2,331 sq ft

320 Bayberry Dr, Chester, MD 21619

(410) 224-3200

Property at 15-E Queen Anne Way Unit E, Chester, MD 21619, 2 beds, 2.5 baths

$539,000

2 beds2.5 baths1,680 sq ft

15-E Queen Anne Way Unit E, Chester, MD 21619

(410) 822-6665

Property at 228 Bayberry Dr, Chester, MD 21619, 2 beds, 2.5 baths

$665,000

2 beds2.5 baths1,993 sq ft

228 Bayberry Dr, Chester, MD 21619

(410) 544-4000

Property at 113 Bentons Pleasure Rd, Chester, MD 21619, 4 beds, 2.5 baths

$829,000

4 beds2.5 baths3,168 sq ft

113 Bentons Pleasure Rd, Chester, MD 21619

(410) 823-0033

Property at 43-A Queen Neva Ct, Chester, MD 21619, 3 beds, 2.5 baths

$445,000

3 beds2.5 baths2,008 sq ft

43-A Queen Neva Ct, Chester, MD 21619

(410) 224-3600

Property at 53-E Queen Caroline Ct, Chester, MD 21619, 2 beds, 2.5 baths

$329,000

2 beds2.5 baths1,440 sq ft

53-E Queen Caroline Ct, Chester, MD 21619

(888) 860-7369

Property at 118 Broadwater Dr, Chester, MD 21619, 2 beds, 2 baths

$656,000

2 beds2 baths2,473 sq ft

118 Broadwater Dr, Chester, MD 21619

(443) 274-1900

Property at 510 Auckland Way, Chester, MD 21619, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,899 sq ft

510 Auckland Way, Chester, MD 21619

(443) 292-6767

Property at 209 Harrier Way, Chester, MD 21619, 4 beds, 3 baths

$737,900

4 beds3 baths3,142 sq ft

209 Harrier Way, Chester, MD 21619

(410) 643-2244

Property at 2855 Cox Neck Rd, Chester, MD 21619, 4 beds, 4.5 baths

$1,125,000

4 beds4.5 baths4,413 sq ft

2855 Cox Neck Rd, Chester, MD 21619

(410) 304-2250

Property at 134 Richard Ingle Way, Chester, MD 21619, 4 beds, 3.5 baths

$749,000

4 beds3.5 baths2,185 sq ft

134 Richard Ingle Way, Chester, MD 21619

Property at 108 Blenny Ln, Chester, MD 21619, 3 beds, 2.5 baths

$369,900

3 beds2.5 baths1,899 sq ft

108 Blenny Ln, Chester, MD 21619

(410) 224-3200

Property at 641 Warbler Way, Chester, MD 21619, 2 beds, 2 baths

$599,990

2 beds2 baths1,690 sq ft

641 Warbler Way, Chester, MD 21619

(410) 208-3500

Property at 118 Kinglet Ct, Chester, MD 21619, 2 beds, 2.5 baths

$969,990

2 beds2.5 baths2,010 sq ft

118 Kinglet Ct, Chester, MD 21619

(410) 208-3500

Property at 106 Bodys Neck Rd, Chester, MD 21619, 3 beds, 2.5 baths

$429,900

3 beds2.5 baths1,595 sq ft

106 Bodys Neck Rd, Chester, MD 21619

(410) 643-3404

Property at 54-D Queen Caroline Ct, Chester, MD 21619, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,440 sq ft

54-D Queen Caroline Ct, Chester, MD 21619

(410) 643-4131

Property at 201 Switchgrass Way #34, Chester, MD 21619, 3 beds, 2.5 baths

$835,000

3 beds2.5 baths2,602 sq ft

201 Switchgrass Way #34, Chester, MD 21619

(410) 280-5600

Property at 247 Redstart Dr, Stevensville, MD 21619, 3 beds, 3 baths

$899,990

3 beds3 baths2,772 sq ft

247 Redstart Dr, Stevensville, MD 21619

(410) 208-3500

Property at 230 Switchgrass Way #12, Chester, MD 21619, 2 beds, 2.5 baths

$509,999

2 beds2.5 baths2,003 sq ft

230 Switchgrass Way #12, Chester, MD 21619

(855) 450-0442

Property at 111 Marshgrass Way #41, Chester, MD 21619, 3 beds, 2.5 baths

$998,000

3 beds2.5 baths2,602 sq ft

111 Marshgrass Way #41, Chester, MD 21619

(410) 770-3600

Property at 117 Flycatcher Way, Chester, MD 21619, 3 beds, 3.5 baths

$1,100,000

3 beds3.5 baths2,930 sq ft

117 Flycatcher Way, Chester, MD 21619

(410) 208-3500

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Homes with Pools for Sale in 21619

There are currently 62 homes with pools for sale in 21619 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 21619 stay on the market for 76 days and receive 1 offers. This map is refreshed with the newest listings in 21619 every 15 minutes.

In the past month, 19 homes have been sold in 21619. In addition to houses in 21619, there were also 24 condos, 26 townhouses, and 0 multi-family units for sale in 21619 last month. Find your dream home in 21619 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 21619 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 21619. If you're looking to sell your home in the 21619 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 21619 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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