11

The Peninsula Condos for Sale

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  • 33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
    /65

    $425,000

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

    33565 Windswept Dr Unit 10201, Millsboro, DE 19966

    INCREDIBLE VALUE - PRICED FOR IMMEDIATE SALE! This condo brings in abundant natural light and fantastic views, and is FRESHLY PAINTED with ALL NEW MAJOR APPLIANCES in late 2024. Selling completely TURNKEY - so you can bring your golf clubs and swimsuit, and immediately start enjoying life in The Peninsula! This wonderful end unit has a popular floor plan with 3 bedrooms, 2-1/2 baths, and

    Sandi Bisgood Monument Sotheby's International Realty

    33565 Windswept Dr Unit 10201, Millsboro, DE 19966
  • 33585 Windswept Dr Unit 7304, Millsboro, DE 19966
    33585 Windswept Dr Unit 7304, Millsboro, DE 19966
    33585 Windswept Dr Unit 7304, Millsboro, DE 19966
    /71

    $485,000

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

    33585 Windswept Dr Unit 7304, Millsboro, DE 19966

    MOVE-IN READY! This spacious 3-bedroom condo already has everything you need for your immediate enjoyment, including lots of upgrades and a super-private location with quiet wooded views from its 2 screened porches, all within an easy walking distance to pools, golf, clubhouse, tennis, and more. Selling fully (and beautifully!) furnished -- you could bring your overnight bag and host a dinner

    Sandi Bisgood Monument Sotheby's International Realty

    33585 Windswept Dr Unit 7304, Millsboro, DE 19966
  • 33586 Windswept Dr Unit 6401, Millsboro, DE 19966
    33586 Windswept Dr Unit 6401, Millsboro, DE 19966
    33586 Windswept Dr Unit 6401, Millsboro, DE 19966
    /41

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    33586 Windswept Dr Unit 6401, Millsboro, DE 19966

    Welcome to effortless coastal living in The Peninsula on the Indian River Bay. This beautifully appointed third-floor condo offers a refined blend of comfort and style, with three bedrooms, two full baths, and thoughtful design elements throughout. Step inside to find wide-plank luxury vinyl flooring stretching across the entire unit, complemented by crown molding in the main living area

    Jim Lattanzi Northrop Realty

    33586 Windswept Dr Unit 6401, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
    /34

    $450,000

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

    33580 Windswept Dr Unit 4307, Millsboro, DE 19966

    Resort-style living at its finest in this quiet top-floor end unit! Don’t miss this opportunity to live at your ultimate getaway and experience the award-winning Peninsula Golf & Country Club. This bright, spacious, and elegant 3 bedroom condominium is being sold fully furnished and turnkey, ready for you to move in and immediately start enjoying the resort lifestyle. The home even comes with a

    Michael McKee Long & Foster Real Estate, Inc.

    33580 Windswept Dr Unit 4307, 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

    $469,000

    • 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
  • 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
  • 33584 Windswept Dr Unit 5202, Millsboro, DE 19966
    33584 Windswept Dr Unit 5202, Millsboro, DE 19966
    33584 Windswept Dr Unit 5202, Millsboro, DE 19966
    /56

    $329,500

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

    33584 Windswept Dr Unit 5202, Millsboro, DE 19966

    Beautifully FURNISHED and thoughtfully maintained, this charming 2-bedroom, 2-bath condo in Windswept offers stylish comfort and a serene setting. The spacious open-concept layout features commercial-grade luxury vinyl plank flooring, a dedicated dining area, and a sleek kitchen with GE Profile stainless steel appliances, granite countertops, crown molding, and recessed lighting. Custom built-ins

    Valerie Ellenberger Compass

    33584 Windswept Dr Unit 5202, 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
  • 33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    33584 Windswept Dr Unit 5401, Millsboro, DE 19966
    /16

    $369,000

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

    33584 Windswept Dr Unit 5401, Millsboro, DE 19966

    This top floor, corner unit condo is situated in the amenity-rich community of The Peninsula on the Indian River Bay. It has three bedrooms, two full baths, an open floor plan, 9-foot ceilings, built-in bookcases flanking a gas fireplace, LVP flooring throughout the living areas, carpeting in the bedrooms, tile in the kitchen and bathrooms plus a neutral color palette. The kitchen features a

    TIFFINI ANDERSON Jack Lingo - Rehoboth

    33584 Windswept Dr Unit 5401, 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

    $379,000

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

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966

    NEW PRICE Best value on the market for a 3-bedroom ground-level unit in the Peninsula! 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

    Jason Hoenen Bryan Realty Group

    33571 Windswept Dr Unit 9101, 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

    $319,500

    • 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
Delaware Millsboro The Peninsula

Condos for Sale in The Peninsula, Millsboro

Why Live in 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 56 days on the market compared to the national average of 70 days. The median sale price for homes in The Peninsula, Millsboro over the last 12 months is $725,000.

Housing Trends

Median Sale Price
$725,000
Median Single Family Sale Price
$725,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
0
Last 12 months Home Sales
83
Months of Supply
0.00
Median List Price
$749,000
Median Change From 1st List Price
3%
How to Buy a Home How to Finance a Home How to Sell a Home

In The Peninsula, there are currently 11 condos for sale, providing a range of options for prospective buyers. With condos ranging from $319,500 to $485,000, there's something for every budget. As of July, 2025 the median home price in The Peninsula, Millsboro is $749,000, while the average sale price is $725,000, providing insight into local market trends. On average, condos spend 56 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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