14

Millsboro, DE Condos for Sale

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  • 2106 Caitlins Way, Millsboro, DE 19966
    2106 Caitlins Way, Millsboro, DE 19966
    2106 Caitlins Way, Millsboro, DE 19966
    /28

    $299,900

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

    2106 Caitlins Way, Millsboro, DE 19966

    Welcome home to this sunny, first-floor condo that blends comfort, style, and serious affordability. Updated from top to bottom, this three-bedroom, two-bath beauty features luxury plank flooring throughout and an open layout that just feels good the moment you step inside. The upgraded kitchen is a total win — granite countertops, a breakfast bar, a center island for extra prep space, and

    Agent Photo

    Lisa Mathena

    The Lisa Mathena Group, Inc.

    (302) 205-0376

    2106 Caitlins Way, 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

    $439,900

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

    33564 Windswept Dr Unit 2301, Millsboro, DE 19966

    With Over Sized Garage - 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

    Jim Lattanzi Northrop Realty

    33564 Windswept Dr Unit 2301, 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
    /75

    $359,000

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

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966

    Best value three bedroom condominium in the Peninsula. Welcome to Windswept Drive, Unit 9101! Perfectly positioned along the 6th fairway of the Jack Nicklaus Signature golf course, this residence enjoys a peaceful, private backdrop of golf, ponds and woods, with glimpses stretching toward the Indian River Bay. A pergola-covered patio extends the living space outdoors and invites quiet mornings or

    Valerie Ellenberger Compass

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966
  • 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
  • 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

    $298,500

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

    33586 Windswept Dr Unit 6405, Millsboro, DE 19966

    TOP FLOOR! and 30K less than the competition! 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

    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

    $249,900

    • 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

    $280,000

    • 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

    MARIAN CAMPO Iron Valley Real Estate at The Beach

    5106 Caitlins Way, Millsboro, DE 19966
  • 33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    33580 Windswept Dr Unit 4201, Millsboro, DE 19966
    /39

    $399,000

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

    33580 Windswept Dr Unit 4201, Millsboro, DE 19966

    PRICE IMPROVED and the Only 3 bedroom condo that comes FURNISHED. Discover refined, low-maintenance living in this pristine end-unit FURNISHED Bonita floor plan with panoramic views of the first fairway. Step inside to spacious 9-foot ceilings and an open design highlighted by wood laminate flooring, crown molding, and recessed lighting, The kitchen is a chef’s delight with maple cabinetry,

    Valerie Ellenberger Compass

    33580 Windswept Dr Unit 4201, 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! 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
  • 33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
    /50

    $350,000

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

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966

    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 community, where

    Paul Maltaghati Monument Sotheby's International Realty

    33559 Windswept Dr Unit 11103, Millsboro, DE 19966
  • 33571 Windswept Dr Unit 9301, Millsboro, DE 19966
    33571 Windswept Dr Unit 9301, Millsboro, DE 19966
    33571 Windswept Dr Unit 9301, Millsboro, DE 19966
    /84

    $450,000

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

    33571 Windswept Dr Unit 9301, Millsboro, DE 19966

    Introducing 33571 Windswept Drive, Unit 9301, a beautiful fully furnished (Turn Key) top-floor, end-unit condominium offering elevated golf course views with glimpses of the bay, all within the sought-after Peninsula on the Indian River. Warm hardwood flooring, graceful decorative moldings, and abundant natural light create an immediate sense of comfort and sophistication upon entry. A spacious

    Jim Lattanzi Northrop Realty

    33571 Windswept Dr Unit 9301, 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 beautiful 3-bedroom, 2-bath third-floor unit 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 the ideal spot for casual meals or gathering with

    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

    $330,000

    • 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
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 75 days on the market compared to the national average of 53 days. The median sale price for homes in Millsboro, DE over the last 12 months is $399,000, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$399,000
Median Single Family Sale Price
$435,887
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$323,796
Median 1 Bedroom Sale Price
$168,500
Average Price Per Sq Ft
$215
Number of Homes for Sale
378
Last 12 months Home Sales
893
Months of Supply
5.10
Median List Price
$409,990
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
How to Buy a Home How to Finance a Home How to Sell a Home

In Millsboro, there are currently 14 condos for sale, providing a variety of options for potential buyers. With condos priced between $249,900 to $450,000, there's a range to accomodate every budget. As of January, 2026 the median home price in Millsboro is $409,990, while the average sale price is $454,627, offering insights into the local housing market. On average, condos spend 75 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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