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The Peninsula Condos for Sale

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  • 33571 Windswept Dr Unit 9103, Millsboro, DE 19966
    33571 Windswept Dr Unit 9103, Millsboro, DE 19966
    33571 Windswept Dr Unit 9103, Millsboro, DE 19966
    /35

    $340,000

    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    33571 Windswept Dr Unit 9103, Millsboro, DE 19966

    Enjoy main floor living in this beautifully appointed 2-bedroom + den, 2-bath unit overlooking the 6th fairway of the prestigious Peninsula on the Indian River Bay golf course. The open-concept living area boasts a cozy fireplace flanked by custom built-ins and an integrated speaker system—perfect for relaxing or entertaining. Each bedroom features its own ensuite bath for ultimate privacy.

    Valerie Ellenberger Compass

    33571 Windswept Dr Unit 9103, Millsboro, DE 19966
  • 33584 Windswept Dr Unit 5205, Millsboro, DE 19966
    33584 Windswept Dr Unit 5205, Millsboro, DE 19966
    33584 Windswept Dr Unit 5205, Millsboro, DE 19966
    /70

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    33584 Windswept Dr Unit 5205, Millsboro, DE 19966

    Watch the golf action of the 1st fairway! Enjoy this FURNISHED Sanibel floor plan with 2 bedrooms and two ensuite baths. Enjoy the spacious open living area, with adjacent dining area, upgraded kitchen cabinets and granite countertops, stainless appliances, crown molding, recessed lighting, ceiling fans, built-ins and a lovely gas fireplace that compliments this stylish home. Sip your morning

    Valerie Ellenberger Compass

    33584 Windswept Dr Unit 5205, Millsboro, DE 19966
  • 33570 Windswept Dr Unit 3301, Millsboro, DE 19966
    33570 Windswept Dr Unit 3301, Millsboro, DE 19966
    33570 Windswept Dr Unit 3301, Millsboro, DE 19966
    /93

    $487,500

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    33570 Windswept Dr Unit 3301, Millsboro, DE 19966

    Discover 33579 Windswept Drive, Unit 3301 — an impeccably renovated luxury condo in the exclusive, gated community of The Peninsula on the Indian River Bay. Perfectly positioned with breathtaking panoramic golf course and nature views, this residence delivers a sophisticated, turn-key living experience that feels like a five-star resort every day. Step inside and be greeted by a light-filled,

    Catina Fair Northrop Realty

    33570 Windswept Dr Unit 3301, Millsboro, DE 19966
  • 33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    /62

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,842 Sq Ft

    33565 Windswept Dr Unit 10201, Millsboro, DE 19966

    Abundant natural light and fantastic views from this FRESHLY PAINTED condo with ALL NEW MAJOR APPLIANCES in late 2024. Selling completely TURNKEY - so you can bring your golf clubs and swimsuit, and immediately start enjoying the amazing lifestyle you'll find in The Peninsula! This wonderful end unit has a popular floor plan with 3 bedrooms, 2-1/2 baths, and PANORAMIC VIEWS of the 6th fairway

    Sandi Bisgood Monument Sotheby's International Realty

    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
  • 33558 Windswept Dr Unit 1101, Millsboro, DE 19966
    33558 Windswept Dr Unit 1101, Millsboro, DE 19966
    33558 Windswept Dr Unit 1101, Millsboro, DE 19966
    /57

    $357,000

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    33558 Windswept Dr Unit 1101, Millsboro, DE 19966

    LOCATION LOCATION LOCATION - Welcome to the Windswept Condominiums in The Peninsula, Coastal Delaware's finest private country club community. A community with incredible amenities that you are beyond belief. This 2-bedroom 2-bathroom home with 1,700 square feet is available immediately. If you are looking for a second home, a primary home or a rental property this is the home for you. You will

    Frank Hornstein McWilliams/Ballard, Inc.

    33558 Windswept Dr Unit 1101, Millsboro, DE 19966
  • 33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
    /53

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,677 Sq Ft

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966

    Welcome to 33571 Windswept Drive, Unit 9101, the only Windsor Plan, ground floor unit that includes a third bedroom within the Windswept Condominium Development, and is located within the gated confines of the Peninsula, a coastal golf and country club community. Backing off onto the 6th Fairway of the Jack Nicklaus Signature golf course it offers a quiet, private view of the golf course, ponds,

    Jason Hoenen Bryan Realty Group

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
  • 33579 Windswept Dr Unit 8404, Millsboro, DE 19966
    33579 Windswept Dr Unit 8404, Millsboro, DE 19966
    33579 Windswept Dr Unit 8404, Millsboro, DE 19966
    /50

    $494,000

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    33579 Windswept Dr Unit 8404, Millsboro, DE 19966

    Come home to luxury in this 3-bedroom, 2-bath penthouse condo with not one, but two screened porches offering majestic views of The Peninsula's private Jack Nicklaus signature golf course! The floor plan (called the Marco) is the largest 3-bedroom plan offered, and this one has had significant updates that will provide you with years of comfort, such as *New 3-1/2 ton Trane heat pump, *New

    Sandi Bisgood Monument Sotheby's International Realty

    33579 Windswept Dr Unit 8404, Millsboro, DE 19966
  • 33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
    /29

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966

    TOP FLOOR! Move-in ready to this beautifully maintained, charming, 2 bedrooms, 2 en suite bath, condo. Enjoy the spacious open living area, with adjacent dining area, GE profile stainless appliances, granite countertops , crown molding, recessed lighting, ceiling fans, built-ins and a lovely gas fireplace that compliments this stylish home. Sip your morning coffee or afternoon libation on the

    Valerie Ellenberger Compass

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
  • 33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
    /71

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966

    Presenting 33564 Windswept, an exceptional top-floor coastal condominium nestled within the prestigious community of The Peninsula on the Indian River! This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms and two-and-a-half baths. From its new hardwood floors to its exquisite architectural details, every inch of this end unit exudes sophistication

    Jim Lattanzi Northrop Realty

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966
Delaware Millsboro The Peninsula

Condos for Sale in The Peninsula, Millsboro

About The Peninsula

The Peninsula in Millsboro, Delaware, is a resort-style community developed on a peninsula along Indian River Bay. Established in 2002, it features an 18-hole Jack Nicklaus Signature golf course and a boardwalk hiking trail through a 225-acre nature preserve. Residents enjoy biking to pastel-painted, shingle-style clubhouses and a private beach lined with Cape American beach grass. The neighborhood is gated, offering a sense of exclusivity. Homes, built since 2003, include Craftsman-style houses, Federal-style dwellings, coastal traditional homes, Queen Anne-style townhouses, and condos in shades of blue, white, gray, yellow, and green. The area is safer than the national average, and the community is primarily full-time residents. The Peninsula offers numerous attractions, including a 33,000-square-foot clubhouse with dining options, a zero-entry wave pool, tennis and pickleball courts, and a fitness center. The Peninsula Nature Preserve provides boardwalk trails through tidal marshes, ideal for fishing and bird-watching. Nearby, Rehoboth Beach and Boardwalk are 15 miles northeast, though residents prefer the private beach for activities like fishing, kayaking, and crabbing. Local dining includes waterside restaurants like Serendipity and Paradise Grill, known for live music and seafood. Children attend highly rated Millsboro Middle School, and essential services like grocery stores and fast-food options are accessible via John J. Williams Highway. The closest hospital is Bayhealth Emergency and Urgent Care Center, 12 miles away, and Salisbury Regional Airport is 30 miles southwest.

Learn more about living in The Peninsula

Home Trends in The Peninsula, DE

On average, homes in The Peninsula, Millsboro sell after 77 days on the market compared to the national average of 47 days. The average sale price for homes in The Peninsula, Millsboro over the last 12 months is $804,480, down 8% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$779,055
Median Single Family Price
$949,286
Median Townhouse Price
$533,455
Median 2 Bedroom Price
$330,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
33
Last 12 months Home Sales
97
Months of Supply
4.10
Median List Price
$747,165
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home

In The Peninsula, there are currently 9 condos for sale, providing a range of options for prospective buyers. With condos ranging from $325,000 to $494,000, there's something for every budget. As of April, 2025 the median home price in The Peninsula, Millsboro is $747,165, while the average sale price is $804,480, providing insight into local market trends. On average, condos spend 77 days on the market before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options available to suit your needs. Explore the variety of condos for sale in The Peninsula, Millsboro, and find the perfect place to call home.

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