Homes with Pools for Sale in Dagsboro, DE

19 homes

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NEW 13 HRS AGOFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Welcome to 34412 Holly Tree Lane, a distinctive 5-bedroom, 4.5-bath coastal home in the sought-after Bay Colony community of Dagsboro, ideally situated just one home away from the Bay Colony Marina. Offering an exceptional amount of living and entertaining space, this thoughtfully designed home is perfect as a primary residence or coastal retreat, with multiple gathering areas, three private en-suite bedrooms, expansive outdoor living spaces, and easy access to the Indian River Bay. A covered front porch with beautiful arched details and columns complements the home's standout exterior and welcoming coastal design. Inside, hardwood flooring flows throughout the main living areas. The spacio

$850,000

5 beds4.5 baths3,911 sq ft

34412 Holly Tree Ln, Dagsboro, DE 19939

Bay colony marina • Hardwood flooring • Raised breakfast bar

(302) 539-9040

OPEN TODAY, 11AM TO 1PM

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Welcome to 29531 Cripple Creek Drive, Unit 1401, a desirable end unit villa offering beautiful golf course views and convenient access to the Cripple Creek amenities. Thoughtful improvements throughout the home include a new heating and air conditioning system installed in March 2026, an updated primary bathroom completed in November 2024, new downstairs luxury vinyl plank flooring installed in October 2024, a replacement rear sliding glass door, a new washer, a new garage door installed in January 2024, and a new dehumidifier and sump pump added in July 2026. Enter through the foyer, where crown molding and wide plank luxury vinyl plank flooring create a polished first impression. Just

$385,000

2 beds3 baths1,853 sq ft

29531 Cripple Creek Dr, Dagsboro, DE 19939

Sump pump • Wraparound deck • New washer

(302) 539-2900

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Welcome to Marina at Pepper Creek, a serene waterfront community offering beautiful amenities and a relaxed coastal lifestyle. This well‑maintained 3‑bed, 2‑bath home delivers easy one‑floor living and is being sold furnished with only minor exclusions. The thoughtful split floor plan provides privacy for guests on one side of the home with a shared bath, while the primary suite is tucked away on the opposite side. The inviting living room features a wood‑burning fireplace and a wall of windows that fills the space with natural light. The open layout flows seamlessly into the dining area and the spacious kitchen, complete with abundant cabinetry and stainless steel appliances—perfect

$435,000

3 beds2 baths1,558 sq ft

33280 Bayberry Ct, Dagsboro, DE 19939

Split floor plan • Abundant cabinetry • Back deck

(302) 539-1777

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Welcome to 31210 Anchor Watch Loop, a beautifully designed single-level home in The Marina at Pepper’s Creek, a waterfront community in Dagsboro, Delaware. The open-concept floor plan flows seamlessly between the living room, dining area, and spacious kitchen featuring granite countertops, a center island, stainless steel appliances, and access to the bright morning room a sunroom. The desirable split floor plan provides added privacy, with a spacious primary suite featuring a walk-in closet and ensuite bath. Additional highlights include a separate laundry room and attached garage. Outside, enjoy the covered front porch, paved driveway, rear paver patio, and storage shed. The Marina

$450,000

3 beds2 baths1,870 sq ft

31210 Anchor Watch Loop, Dagsboro, DE 19939

Granite countertops • Bright morning room • Center island

(302) 856-1458

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
This charming coastal home in the desirable Bay Colony community offers a perfect blend of comfort and style. With 3 spacious bedrooms and 2.5 baths non the main floor, 1 additional bedroom and bathroom on the upper level, the interior features a welcoming combination of engineered wood and carpet flooring, complemented by recessed lighting and ceiling fans, and wall mounted TV’s. The heart of the home is the inviting kitchen with an island and pantry, seamlessly connecting to the dining and living areas, ideal for gatherings. Cozy up by the gas fireplace on cooler evenings. Step outside to enjoy the extensive hardscape, perfect for entertaining, along with a community pool for those

$775,000

4 beds3.5 baths2,690 sq ft

29988 Colony Dr, Dagsboro, DE 19939

Carpet flooring • Wall mounted tvs • Ceiling fans

(302) 539-9040

Property at 34917 Preserve Ln, Dagsboro, DE 19939, 4 beds, 2 baths

$575,000

4 beds2 baths2,056 sq ft

34917 Preserve Ln, Dagsboro, DE 19939

(302) 539-1777

Property at 32372 Cea Dag Cir #801, Dagsboro, DE 19930, 2 beds, 1.5 baths

$224,000

2 beds1.5 baths1,120 sq ft

32372 Cea Dag Cir #801, Dagsboro, DE 19930

(302) 539-8000

Property at 38147 Jetty Ln, Dagsboro, DE 19939, 3 beds, 2 baths

$449,000

3 beds2 baths1,710 sq ft

38147 Jetty Ln, Dagsboro, DE 19939

(302) 227-6767

Property at 29222 Park View Dr, Dagsboro, DE 19939, 5 beds, 5 baths

$1,250,000

5 beds5 baths4,323 sq ft

29222 Park View Dr, Dagsboro, DE 19939

(302) 539-9040

Property at 34025 Pack Horse Dr, Dagsboro, DE 19939, 3 beds, 3 baths

$519,900

3 beds3 baths2,515 sq ft

34025 Pack Horse Dr, Dagsboro, DE 19939

(302) 539-9040

Property at 112 S Newport Way, Dagsboro, DE 19939, 4 beds, 2.5 baths

$498,500

4 beds2.5 baths1,624 sq ft

112 S Newport Way, Dagsboro, DE 19939

(302) 539-9040

Property at 31204 Anchor Watch Loop, Dagsboro, DE 19939, 3 beds, 2 baths

$415,000

3 beds2 baths1,727 sq ft

31204 Anchor Watch Loop, Dagsboro, DE 19939

(302) 856-1458

Property at 33286 Bayberry Ct, Dagsboro, DE 19939, 3 beds, 2 baths

$499,900

3 beds2 baths2,041 sq ft

33286 Bayberry Ct, Dagsboro, DE 19939

(302) 539-9040

Property at 33301 Bayberry Ct, Dagsboro, DE 19939, 3 beds, 2 baths

$425,000

3 beds2 baths1,941 sq ft

33301 Bayberry Ct, Dagsboro, DE 19939

(302) 360-0300

Property at 36216 Mooring Ln, Dagsboro, DE 19939, 4 beds, 2 baths

$539,900

4 beds2 baths2,500 sq ft

36216 Mooring Ln, Dagsboro, DE 19939

(302) 539-1777

Property at 35206 Seagrass Plantation Ln, Dagsboro, DE 19939, 3 beds, 2 baths

$600,000

3 beds2 baths2,188 sq ft

35206 Seagrass Plantation Ln, Dagsboro, DE 19939

(302) 541-8787

Property at 29929 Sawmill Dr, Dagsboro, DE 19939, 4 beds, 3.5 baths

$619,900

4 beds3.5 baths3,400 sq ft

29929 Sawmill Dr, Dagsboro, DE 19939

(302) 537-5599

Property at 34325 Indian River Dr, Dagsboro, DE 19939, 5 beds, 3 baths

$1,099,000

5 beds3 baths4,200 sq ft

34325 Indian River Dr, Dagsboro, DE 19939

(302) 360-0300

Property at 29902 Sawmill Dr, Dagsboro, DE 19939, 5 beds, 3.5 baths

$750,000

5 beds3.5 baths3,741 sq ft

29902 Sawmill Dr, Dagsboro, DE 19939

(302) 539-2900

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LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Welcome to 23459 Breaking Waves Ct in Millville by the Sea, offering easy one-level living with an open and inviting layout. This 3-bedroom, 2-full-bath home features no interior stairs, an attached 2-car garage, and a driveway for additional parking. Large windows bring abundant natural light into the spacious interior, complemented by recessed lighting throughout. The kitchen features granite countertops, stainless steel appliances, and breakfast bar seating, opening seamlessly to the dining and living areas for an open-concept flow. A screened-in porch with a ceiling fan provides additional space for relaxing or entertaining. Located in Millville by the Sea, a master-planned coastal comm

$465,000

3 beds2 baths1,521 sq ft

23459 Breaking Waves Ct, Millville, DE 19967

Large windows • One-level living • Granite countertops

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Professional Photos and Remarks Coming Soon

$224,900

2 beds2 baths1,022 sq ft

5202 Caitlins Way, Millsboro, DE 19966

$220 HOA • 2 parking spots • Community pool

(302) 539-1777

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
RARE LAKEFRONT OPPORTUNITY IN SEA COLONY WEST! Wake up to sparkling water views and unwind every evening on your oversized private lakefront deck in this exceptional, single-story Tennis Villa—one of the most coveted locations in Sea Colony West! This charming cottage-style beach home has been completely transformed with a fresh coastal design, soft color palette, beautiful new furnishings and décor, luxury vinyl plank flooring, recessed lighting, coastal ceiling fans, and a new HVAC system. The stunning renovated kitchen features elegant pearl-white quartz countertops, stainless-steel appliances, and a brand-new stainless-steel GE refrigerator. The beautifully remodeled bathro

$459,000

1 bed1 bath900 sq ft

39363 W Pine Ct #1003, Bethany Beach, DE 19930

Remodeled bathroom • Renovated kitchen • Waterfront retreat

(302) 539-9040

OPEN TODAY, 10AM TO 12PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
This charming coastal townhouse in the desirable MILLVILLE BY THE SEA community offers a perfect blend of comfort and modern living, and is a perfect fit for a primary residence, secondary home, or investment opportunity. Built in 2023, this home features an inviting OPEN FLOOR PLAN, ideal for both relaxation and entertaining. The spacious kitchen boasts upgraded countertops, a custom tiled backsplash, stainless steel appliances, and a cozy eat-in area, while the living space is enhanced by NATURAL LIGHT that comes in through the expansive windows. With three bedrooms and two and a half bathrooms, including a primary suite with a spacious walk-in closet and a beautifully designed primary ba

$399,000

3 beds2.5 baths1,676 sq ft

32070 Sand Bank Ln, Millville, DE 19967

Open floor plan • Clubhouse • Community amenities

(302) 539-1777

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Coming Soon in Bethany Bay! Wake up to nearly panoramic water views in this rarely available first-floor end-unit. This charming 2-bedroom home offers added privacy, beautiful natural light, and a peaceful coastal setting. Relax, unwind, and enjoy the laid-back Bethany Bay lifestyle—where stunning views and effortless beach living come together.

$359,900

2 beds2 baths1,112 sq ft

37178 Harbor Dr, Ocean View, DE 19970

Coastal setting • First-floor end-unit • $510 HOA

(302) 227-3883

NEW 10 HRS AGO

ABOUT THIS HOME
Home with a Pool for sale in Dagsboro, DE:
Coastal luxury meets unparalleled community year-round living in Bay Forest Club, just 5 miles from Bethany Beach! This stunning, fully furnished 4-bed home offers a bright, airy open layout lined with wide plank hardwoods. The centerpiece Great Room features a stunning corner fireplace with built in bar and drink prep area, seamlessly connecting to a dining room wrapped in walls of windows. The upgraded gourmet kitchen is equipped with 42" cabinetry, SS appliances, granite countertops, and breakfast bar seating. Enjoy outdoor living at its finest on the large paver patio or the screened-in porch with tranquil, landscaped views. A desirable first-floor primary suite provides a private

$675,000

4 beds2.5 baths2,500 sq ft

32787 Widgeon Rd, Ocean View, DE 19970

Built in bar • Walls of windows • Drink prep area

(302) 539-9040

Property at 23894 Pembroke Ln, Millville, DE 19967, 3 beds, 2.5 baths

$535,000

3 beds2.5 baths1,972 sq ft

23894 Pembroke Ln, Millville, DE 19967

(302) 227-2541

Property at 324 Walkabout Rd, Bethany Beach, DE 19930, 3 beds, 2 baths

$810,000

3 beds2 baths1,800 sq ft

324 Walkabout Rd, Bethany Beach, DE 19930

(302) 864-2822

Property at 34231 Sassafras Rd #247, Long Neck, DE 19966, 3 beds, 2 baths

$315,000

3 beds2 baths1,668 sq ft

34231 Sassafras Rd #247, Long Neck, DE 19966

(302) 945-3820

Property at 38466 Carroll Dr, Millville, DE 19967, 4 beds, 2.5 baths

$589,900

4 beds2.5 baths2,950 sq ft

38466 Carroll Dr, Millville, DE 19967

(410) 524-1700

Property at 18722 Old Canal Ln, Millville, DE 19967, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths2,180 sq ft

18722 Old Canal Ln, Millville, DE 19967

(610) 566-1100

Property at 32241 Norman Ln, Frankford, DE 19945, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,172 sq ft

32241 Norman Ln, Frankford, DE 19945

(443) 856-2211

Property at 83 F October Glory Ave Unit F, Ocean View, DE 19970, 3 beds, 2.5 baths

$399,500

3 beds2.5 baths1,581 sq ft

83 F October Glory Ave Unit F, Ocean View, DE 19970

(443) 906-3840

Property at 38788 Oyster Catcher Dr, Ocean View, DE 19970, 4 beds, 2.5 baths

$620,000

4 beds2.5 baths2,400 sq ft

38788 Oyster Catcher Dr, Ocean View, DE 19970

(410) 543-4545

Property at 45 Docs Place Ext, Millville, DE 19967, 4 beds, 3.5 baths

$432,500

4 beds3.5 baths2,600 sq ft

45 Docs Place Ext, Millville, DE 19967

(888) 219-3009

Property at 33442 Marina Bay Cir, Millsboro, DE 19966, 6 beds, 5.5 baths

$1,875,000

6 beds5.5 baths5,811 sq ft

33442 Marina Bay Cir, Millsboro, DE 19966

(302) 947-9100

Property at 1 Neptune Dr, Frankford, DE 19945, 3 beds, 2 baths

$449,900

3 beds2 baths1,729 sq ft

1 Neptune Dr, Frankford, DE 19945

(240) 630-8689

Property at 104 Eagle Ct, Ocean View, DE 19970, 4 beds, 3.5 baths

$395,000

4 beds3.5 baths2,450 sq ft

104 Eagle Ct, Ocean View, DE 19970

Property at 31250 Sage Grouse Ct, Millsboro, DE 19966, 4 beds, 3 baths

$675,000

4 beds3 baths3,573 sq ft

31250 Sage Grouse Ct, Millsboro, DE 19966

Property at 19188 Sandstone Ln, Millsboro, DE 19966, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,954 sq ft

19188 Sandstone Ln, Millsboro, DE 19966

Homes with Pools for Sale in Dagsboro

There are currently 19 homes with pools for sale in Dagsboro at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dagsboro stay on the market for 119 days. This map is refreshed with the newest listings in Dagsboro every 15 minutes.

In the past month, 5 homes have been sold in Dagsboro. In addition to houses in Dagsboro, there were also 0 condos, 6 townhouses, and 0 multi-family units for sale in Dagsboro last month. Find your dream home in Dagsboro 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 Dagsboro are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dagsboro. Our Dagsboro real estate stats and trends will give you more information about home buying and selling trends in Dagsboro. If you're looking to sell your home in the Dagsboro area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dagsboro with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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