Peninsula Homes under $500,000

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Newest Peninsula Homes under $500,000

24303 Blue Crab Ave, Millsboro — None Available $445,000

Welcome to relaxed coastal living in this beautifully maintained townhome in The Peninsula on the Indian River Bay. Thoughtfully designed with beautiful finishes througho...

3 Beds
3 Baths

Courtesy of Compass

Listing courtesy of Compass. Contact:

27270 18th Blvd Unit 13202, Millsboro image

27270 18th Blvd Unit 13202, Millsboro — None Available $389,000

Welcome to resort-style living at The Peninsula! Located on the 2nd floor of a 3-story elevator building, this immaculate 3-bedroom, 2-full-bath condo is turn-key and rea...

3 Beds
2 Baths

Courtesy of Berkshire Hathaway HomeServices PenFed Realty

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

33564 Windswept Unit 2102, Millsboro image

33564 Windswept Unit 2102, Millsboro — None Available $439,000 ▼

Immaculate first floor living nestled in the prestigious community of 'The Peninsula on the Indian River Bay'. This impeccably maintained residence boasts a spacious and ...

3 Beds
3 Baths

Courtesy of Patterson-Schwartz-Rehoboth

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

33579 Windswept Dr Unit 8204, Millsboro image

33579 Windswept Dr Unit 8204, Millsboro — None Available $483,000 ▼

Opportunity knocks with this premium corner unit featuring fantastic views of the 6th fairway. The Marco model is seldom available with three bedrooms, two baths, and two...

3 Beds
2 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

27270 18th Blvd Unit 13303, Millsboro image

27270 18th Blvd Unit 13303, Millsboro — None Available $370,000 ▼

Welcome to 27270 18th Boulevard, a top-floor, three-bedroom, two-and-a-half-bath condominium in The Peninsula, where refined coastal living and exceptional resort-style a...

3 Beds
3 Baths

Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact:

33570 Windswept Dr Unit 3307, Millsboro image

33570 Windswept Dr Unit 3307, Millsboro — None Available $418,800 ▼

Take the elevator to the top floor to this triple mint condo. Fully furnished - turnkey. This end unit is flooded with light. The prime location offers fantastic golf an...

3 Beds
2 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

33559 Windswept Dr Unit 11102, Millsboro image

33559 Windswept Dr Unit 11102, Millsboro — None Available $434,900 ▲

Welcome to Windswept at The Peninsula, where resort-style living meets comfort, convenience, and coastal charm. This beautifully maintained, turnkey ground-floor condomin...

3 Beds
3 Baths

Courtesy of 360 PROPERTY SOLUTIONS

Listing courtesy of 360 PROPERTY SOLUTIONS. Contact:

33571 Windswept Dr Unit 9302, Millsboro image

33571 Windswept Dr Unit 9302, Millsboro — None Available $490,000 ▼

NEW PRICE!! Welcome to 33571 Windswept Drive #9302, a beautifully appointed third-floor condominium in The Peninsula, offering 3 bedrooms, 3 full bathrooms, and spectacul...

3 Beds
3 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

33580 Windswept Dr Unit 4307, Millsboro image

33580 Windswept Dr Unit 4307, Millsboro — None Available $412,500

Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club community, where luxury living meets a resort-style lifestyle. 8...

3 Beds
2 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

33580 Windswept Dr Unit 4202, Millsboro image

33580 Windswept Dr Unit 4202, Millsboro — None Available $299,000 ▼

Fully furnished - Turnkey. Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club community, where luxury living meets ...

2 Beds
2 Baths

Courtesy of Monument Sotheby's International Realty

Listing courtesy of Monument Sotheby's International Realty. Contact:

33580 Windswept Dr Unit 4207, Millsboro image

33580 Windswept Dr Unit 4207, Millsboro — None Available $379,000 ▼

Welcome to 33580 Windswept, unit 4207, a beautifully appointed three-bedroom, two-bath condo in the sought-after Peninsula community. With an unbeatable location you wil...

3 Beds
2 Baths

Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact:

33585 Windswept Dr Unit 7303, Millsboro image

33585 Windswept Dr Unit 7303, Millsboro — None Available $321,000 ▼

PRICE IMPROVEMENT...Welcome to 33585 Windswept Drive #7303 in the highly sought-after Peninsula community of Millsboro. This beautifully appointed Sanibel model by Schell...

2 Beds
2 Baths

Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty. Contact: