12

Millsboro, DE Condos for Sale

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  • 33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    33564 Windswept Dr Unit 2102, Millsboro, DE 19966
    /67

    $449,000

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

    33564 Windswept Dr Unit 2102, Millsboro, DE 19966

    Presenting 33564 Windswept Drive, an exceptional first floor condominium nestled in the prestigious community of 'The Peninsula on the Indian River Bay'. This impeccably maintained residence boasts a spacious and inviting layout, featuring three bedrooms each with their own dedicated bathroom. Every inch of this property exudes sophistication and charm - from the elegant living space, filled with

    John Rishko Patterson-Schwartz-Rehoboth

    33564 Windswept Dr Unit 2102, 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
    /53

    $419,900

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

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966

    UPSCALE COASTAL RETREAT WITH OVERSIZED GARAGE! Welcome to this top-floor end-unit condo in the sought-after community of The Peninsula on the Indian River Bay. This beautifully cared-for home offers a spacious, light-filled layout with 3 bedrooms and 2.5 baths, blending coastal comfort with elegant design. Gorgeous hardwood floors, thoughtful architectural touches, and large picture windows

    Lee Ann Wilkinson Berkshire Hathaway HomeServices PenFed Realty

    33564 Windswept Dr Unit 2301, 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
    /26

    $298,500

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

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966

    TOP FLOOR! and the lowest price! Move-in ready to this beautifully maintained, charming, 2 bedrooms, 2 en suite bath, condo. NEW Luxury vinyl plank flooring! 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.

    Valerie Ellenberger Compass

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966
  • 33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
    /47

    $312,000

    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft

    33579 Windswept Dr Unit 8205, Millsboro, DE 19966

    Beautifully upgraded and freshly painted 2-bedroom condo featuring durable hardwood laminate floors, a modern kitchen with granite countertops and stainless-steel appliances, a cozy gas fireplace with built-in cabinetry, and elegant crown molding. Both bedrooms are master suites with private ensuite baths, offering comfort and privacy. Enjoy convenient living and a serene, screened porch

    Judith Dourgarian Northrop Realty

    33579 Windswept Dr Unit 8205, Millsboro, DE 19966
  • 5202 Caitlins Way, Millsboro, DE 19966
    5202 Caitlins Way, Millsboro, DE 19966
    5202 Caitlins Way, Millsboro, DE 19966
    /19

    $244,900

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft

    5202 Caitlins Way, Millsboro, DE 19966

    Welcome to the Villages of Millwood! This beautifully maintained 2 bedroom, 2 bathroom unit offers comfort, convenience, and peaceful pond views. Step inside to a spacious, light filled living area that flows seamlessly into an open concept kitchen, perfect for entertaining or everyday living. Enjoy the added convenience of an in-unit washer and dryer, as well as a screened in balcony overlooking

    Kelley Bjorkland Coldwell Banker Realty

    5202 Caitlins Way, Millsboro, DE 19966
  • 5106 Caitlins Way, Millsboro, DE 19966
    5106 Caitlins Way, Millsboro, DE 19966
    5106 Caitlins Way, Millsboro, DE 19966
    /33

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    5106 Caitlins Way, Millsboro, DE 19966

    Charming 3-Bedroom Condo in Villages at Millwood – Millsboro, DEWelcome to easy living in the heart of Millsboro! This beautifully maintained 3-bedroom, 2-bath first-floor condo is located in the desirable Villages at Millwood—a vibrant community known for its comfort, convenience, and charm. Step inside to find a spacious open-concept layout with plenty of natural light, a well-appointed

    MARIAN CAMPO Iron Valley Real Estate at The Beach

    5106 Caitlins Way, 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

    $435,000

    • 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 — one of the most unique and rarely available residences in Windswept at The Peninsula. This exceptional “Bonita” model is part of a highly limited collection — only 13 Bonita units were ever built in Windswept. They are the largest floor plans of their kind and the only end units of this size. Even more rare, only four

    Michael McKee Long & Foster Real Estate, Inc.

    33580 Windswept Dr Unit 4307, Millsboro, DE 19966
  • 33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    /59

    $350,000

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

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966

    New Video 3/14. This unit is being sold completely furnished with a few exclusions. Step outside onto your first-floor private patio and take in sweeping golf course views and refreshing bay breezes. The patio is enhanced with a pergola, providing both charm and shade for outdoor relaxation. Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club

    Paul Maltaghati Monument Sotheby's International Realty

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4305, Millsboro, DE 19966
    33580 Windswept Dr Unit 4305, Millsboro, DE 19966
    33580 Windswept Dr Unit 4305, Millsboro, DE 19966
    /82

    $348,900 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,397 Sq Ft

    33580 Windswept Dr Unit 4305, Millsboro, DE 19966

    Welcome to Windswept Condominiums in The Peninsula, Coastal Delaware’s premier private gated country club community, where luxury living meets a resort-style lifestyle. 800 acres located on the Indian River Bay with private sandy beaches. This generously sized two-bedroom residence offers an exceptional setting overlooking the first fairway of the renowned Jack Nicklaus Signature Golf Course.

    Paul Maltaghati Monument Sotheby's International Realty

    33580 Windswept Dr Unit 4305, Millsboro, DE 19966
  • 5306 Caitlins Way, Millsboro, DE 19966
    5306 Caitlins Way, Millsboro, DE 19966
    5306 Caitlins Way, Millsboro, DE 19966
    /27

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    5306 Caitlins Way, Millsboro, DE 19966

    Welcome to living in the Villages at Millwood! This building includes an elevator to take you to this beautiful 3-bedroom, 2-bath third-floor unit. It offers a bright and open layout designed for both comfort and convenience. Step inside to find an open-concept kitchen and living room, perfect for everyday living and entertaining. The kitchen features a center island with bar seating, providing

    Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    5306 Caitlins Way, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4203, Millsboro, DE 19966
    33580 Windswept Dr Unit 4203, Millsboro, DE 19966
    33580 Windswept Dr Unit 4203, Millsboro, DE 19966
    /23

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    33580 Windswept Dr Unit 4203, Millsboro, DE 19966

    Introducing 33580 Windswept Dr. Unit 4203 – an exceptional condominium in the highly sought-after community of The Peninsula on the Indian River Bay. This bright and spacious two-bedroom home features an open floor plan with recessed lighting, hardwood floors, crown molding, and a cozy gas fireplace. Elegant and move-in ready, it offers the perfect blend of comfort and style.Living in The

    Jonna Heritage Keller Williams Realty

    33580 Windswept Dr Unit 4203, Millsboro, DE 19966
  • 33585 Windswept Dr Unit 7303, Millsboro, DE 19966
    33585 Windswept Dr Unit 7303, Millsboro, DE 19966
    33585 Windswept Dr Unit 7303, Millsboro, DE 19966
    /49

    $348,000

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

    33585 Windswept Dr Unit 7303, Millsboro, DE 19966

    Welcome to 33585 Windswept Drive #7303 in the highly sought-after Peninsula community of Millsboro. This beautifully appointed Sanibel model by Schell Brothers offers coastal elegance, golf course views, and resort-style living just minutes from the Indian River Bay. Located on the second level with elevator access this 2 bedroom, 2 bath condominium offers approximately 1,325 square feet of

    Chrisy Tingle Keller Williams Realty

    33585 Windswept Dr Unit 7303, Millsboro, DE 19966
Delaware Sussex County Millsboro

Condos for Sale in Millsboro, DE

Why Live in Millsboro

Millsboro, Delaware, a small town in Sussex County, has seen significant growth over the past two decades, transforming from a 19th-century mill town into a thriving community. With a population of around 7,700, Millsboro maintains a quiet, small-town atmosphere despite its development. The town's proximity to Rehoboth Beach and Bethany Beach, both about a 30-minute drive away, has contributed to its appeal. Millsboro features New Traditional-style homes, with ongoing developments like The Peninsula offering craftsman-style and stilt-style houses along the bay and golf courses. Other notable golf course communities include Plantation Lakes and Baywood Greens. The town experiences all four seasons, with occasional heavy rainfall and tropical storms necessitating flood insurance for homes near the river. Cupola Park, home to Delaware's largest bald cypress tree, offers boat ramps and fishing, while W.B. Atkins Memorial Park hosts the annual Stars and Stripes event. Downtown Millsboro boasts breakfast cafes, antique stores, and the Millsboro Christmas Parade, while Peninsula Crossing provides grocery stores and big-box retailers. The Indian River School District, serving the town, is highly rated, offering quality education to nearly 10,800 students. Major highways like U.S. Route 113 facilitate access to Dover, Philadelphia, and Washington, D.C., with the Salisbury Regional Airport 25 miles south. Medical facilities include Beebe Healthcare's South Coastal Emergency Department, with plans for a new emergency room featuring a pediatric unit and helicopter pad.

Learn more about living in Millsboro

Home Trends in Millsboro, DE

On average, homes in Millsboro, DE sell after 74 days on the market compared to the national average of 54 days. The median sale price for homes in Millsboro, DE over the last 12 months is $392,280, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$392,280
Median Single Family Sale Price
$430,000
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$325,000
Median 1 Bedroom Sale Price
$168,500
Average Price Per Sq Ft
$215
Number of Homes for Sale
399
Last 12 months Home Sales
930
Months of Supply
5.10
Median List Price
$405,990
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
How to Buy a Home How to Finance a Home How to Sell a Home

In Millsboro, there are currently 12 condos for sale, providing a variety of options for potential buyers. With condos priced between $244,900 to $449,000, there's a range to accomodate every budget. As of March, 2026 the median home price in Millsboro is $405,990, while the average sale price is $450,181, offering insights into the local housing market. On average, condos spend 74 days listed before being sold. Whether you're considering condominiums, apartments for sale, or modern condos, there are options to cater to different lifestyles. Browse the range of condos for sale in Millsboro, DE, and discover your ideal residence.

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