33584 Windswept Dr #5302, Millsboro, DE 19966
Local realty services provided by:Better Homes and Gardens Real Estate Community Realty
Upcoming open houses
- Sat, Oct 1010:00 am - 12:00 pm
Listed by: elizabeth r grace
Office: northrop realty
MLS#:DESU2118496
Source:BRIGHTMLS
Price summary
- Price:$286,900
- Price per sq. ft.:$216.37
- Monthly HOA dues:$371
About this home
Welcome to 33584 Windswept Drive, Unit 5302, a beautifully appointed two-bedroom condominium in The Peninsula, offering a peaceful setting and a thoughtfully designed, open-concept layout. Enjoy lush, wooded views throughout the summer months, followed by scenic golf course views as the leaves fall.
The home has been enhanced with numerous updates over the years, including freshly painted trim throughout and a freshly painted guest bath. 9'+ ceilings add to the spacious feel, while luxury vinyl plank flooring, installed in 2019, and carpet, installed in 2017, provide comfort and style.
At the heart of the home, the inviting living room features a cozy gas fireplace flanked by built-ins, offering the perfect combination of warmth, storage, and display space. Sliding glass doors open to a private balcony, an ideal spot to begin the day with a cup of coffee or unwind in the evening with your favorite beverage.
The gourmet kitchen is designed for both everyday living and entertaining, featuring newer appliances, sleek granite countertops, ample cabinetry, and an elevated breakfast bar perfect for casual dining.
Retreat to the spacious owner's suite, complete with direct balcony access and plenty of room for a sitting area. The suite also offers a generously sized walk-in closet and a well-appointed private bath featuring a soaking tub, separate stall shower, and dual-sink vanity. An additional bedroom with access to a connecting bath and a dedicated laundry room complete the desirable floor plan. Additional updates include ceiling fans being replaced within the last few years and a new washer and dryer installed in 2024.
The Windswept building is currently undergoing improvements, including the installation of new breezeways, and the roof was replaced in 2026. Residents also enjoy the convenience of private covered parking, a storage area, and a ground-level lobby with elevator access.
Life at The Peninsula is all about resort-style living. The community offers an impressive collection of amenities, including a recreation center, multiple pools—including wave, adults-only, and indoor pools—a Jack Nicklaus Signature Golf Course, basketball, pickleball and tennis courts, a fitness center, private beach, nature trails, and more. The clubhouse provides additional opportunities to gather and unwind, with fine and casual dining, a bar, billiards, shuffleboard, and meeting and card rooms.
Whether you're searching for a vacation retreat or a full-time residence, this beautifully maintained condominium offers comfort, convenience, and access to an exceptional coastal lifestyle.
Cable and internet are included in The Peninsula HOA fees; residents are responsible for cable box rental. Capital contributions are 0.5% of the sales price to the PCA and $1,250 to the Windswept condominium association. Club membership is additional and required, with three membership levels available. Please refer to the disclosures for additional details....
Contact an agent
Home facts
- Year built:2007
- Subdivision & Development:PENINSULA
- Listing ID #:DESU2118496
- Added:48 day(s) ago
- Updated:October 08, 2026 at 02:05 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Luxury Vinyl Plank
- Dining Description:Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Dining Room
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Breakfast Area, Built-In Microwave, Built-In Range, Built-Ins, Carpet, Crown Moldings, Dishwasher, Disposal, Exhaust Fan, Icemaker, Kitchen - Gourmet, Microwave, Oven - Double, Oven - Self Cleaning, Oven - Single, Oven/Range - Gas, Range Hood, Recessed Lighting, Refrigerator, Stove, Upgraded Countertops, Water Heater
- Bedroom Description:Carpet, Entry Level Bedroom, Primary Bedroom, Walk In Closet(s)
- Living area:1,326 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Metal, Pitched
- Year built:2007
- Building area:1,326 sq. ft.
- Lot area:0.07 Acres
- Construction Materials:Frame, HardiPlank Type
- Exterior Features:Balcony
- Levels:1 Story
Schools
- High school:SUSSEX CENTRAL
- Middle school:SUSSEX CENTRAL
- Elementary school:LONG NECK
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$286,900
- Price per sq. ft.:$216.37
- Tax amount:$624 (2026)
Features and amenities
- Laundry features:Dryer, Has Laundry, Laundry, Washer
- Amenities:Built-Ins, Carbon Monoxide Detector(s), Carpet, Ceiling Fan(s), Crown Moldings, Double Hung Windows, Double Pane Windows, Main Entrance Lock, Recessed Lighting, Smoke Detector, Sprinkler System, Window Treatments
Parking
- Parking description:Covered Parking, Parking Garage, Parking Lot
- Garage:Yes
- Garage spaces:1
New listings near 33584 Windswept Dr #5302
- Coming Soon
$456,000Coming Soon4 beds 3 baths4,762 sq. ft.25178 Lumberton Dr, MILLSBORO, DE 19966
MLS# DESU2119682Listed by: KELLER WILLIAMS REALTY - Coming SoonOpen Sun, 11am to 1pm
$449,950Coming Soon3 beds 3 baths2,330 sq. ft.32735 Spring Water Dr, MILLSBORO, DE 19966
MLS# DESU2121618Listed by: JACK LINGO - LEWES - Coming Soon
$322,000Coming Soon3 beds 3 baths2,154 sq. ft.19202 Sandstone Ln #3004, MILLSBORO, DE 19966
MLS# DESU2121790Listed by: LONG & FOSTER REAL ESTATE, INC. - Coming Soon
$395,000Coming Soon3 beds 2 baths1,792 sq. ft.26387 Hollyville Rd, MILLSBORO, DE 19966
MLS# DESU2121920Listed by: ACTIVE ADULTS REALTY - Coming Soon
$335,000Coming Soon4 beds 2 baths450 sq. ft.38293 Millsboro Hwy, MILLSBORO, DE 19966
MLS# DESU2121848Listed by: NORTHROP REALTY - New
$319,290Active3 beds 4 baths1,837 sq. ft.29497 Oxford Dr, MILLSBORO, DE 19966
MLS# DESU2122102Listed by: ATLANTIC FIVE REALTY - New
$860,000Active5 beds 4 baths2,921 sq. ft.27052 Firefly Blvd, MILLSBORO, DE 19966
MLS# DESU2122056Listed by: MONUMENT SOTHEBY'S INTERNATIONAL REALTY 
$735,684Pending3 beds 2 baths1,929 sq. ft.24484 Westridge Drive - Lot #13, MILLSBORO, DE 19966
MLS# DESU2122084Listed by: CAPE REALTY- New
$35,000Active2 beds 2 baths966 sq. ft.35422 Sussex Ln #15024, MILLSBORO, DE 19966
MLS# DESU2122038Listed by: CENTURY 21 HOME TEAM REALTY - New
$280,000Active2 beds 1 baths878 sq. ft.26519 Bay Farm Rd, MILLSBORO, DE 19966
MLS# DESU2121478Listed by: NEXTHOME TOMORROW REALTY
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.