33584 Windswept Drive # 5302 Millsboro, DE $ 299,900
33584 Windswept Drive # 5302
$ 299,900
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Open House 8/30 11am - 12:30pm
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33584 Windswept Drive # 5302

Millsboro, DE, 19966
$ 299,900
Bedrooms2 Baths2.0 Sq 1,326

Monthly Estimate*

$ 1,894

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Condo for sale in Millsboro, DE

for $299,900 with 2 bedrooms and 2 full baths. This 1,326 square foot condo was built in 2007 on a lot size of 0.07.

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 poolsincluding wave, adults-only, and indoor poolsa 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.

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Open House

8/30/2026 11:00 AM - 12:30 PM
33584 Windswept Drive # 5302 Millsboro, DE
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Condo Active

Price

$ 299,900

Bedrooms

2

Full Bath

2

Property Type

Condo

Taxes

$ 624

Style

Unit/Flat

Lot Size

0.07

Year Built

2007

Town/City

Millsboro

County/Region

Sussex

MLS | Web ID

DESU2118496

Features
General
Living Area 1326
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Negotiable
Roof Metal Pitched
Appliances Stove Refrigerator Dishwasher Disposal Microwave Washer Dryer Water Heater Built-In Microwave Built-In Range Exhaust Fan Icemaker Oven - Double Oven - Self Cleaning Oven - Single Oven/Range - Gas Ran
Zoning MR
HOA Fee 1113.28
Garage Spaces 1.00
Association Fee Includes Common Area Maintenance Lawn Maintenance Road Maintenance Security Gate Snow Removal Trash
Patio/Porch Features Balcony
Architectural Style Unit/Flat
Security Features Main Entrance Lock Smoke Detector Carbon Monoxide Detector(s)
Construction Materials Frame HardiPlank Type
School District INDIAN RIVER
Year Built 2007
View Trees/Woods
Levels 1
Unit Number 5302
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Other
HOA Fee 2 839.00
Assoc Fee Paid Per Quarterly
County SUSSEX
New Construction N
Property Type Residential
Association Amenities Bar/Lounge Basketball Courts Beach Bike Trail Billiard Room Cable Club House Common Grounds Concierge Dining Rooms Exercise Room Fitness Center Game Room Gated Community Golf Club Golf Course Golf Co
HOA Y
Subdivision Name PENINSULA
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions From Bay Farm Rd at the roundabout take the second exit onto Peninsula Esplanade. At the roundabout take the first exit onto Peninsula Esplanade. Turn right onto Windswept Dr.
City MILLSBORO
Disclosures Prop Disclosure
Senior Community Y/N N
MLS Area Indian River Hundred (31008)
Lot Size Units Square Feet
Lot Size Square Feet 3049.20
HOA Fee 2 Frequency Quarterly
Tax Annual Amount 624.0
Structure Type Unit/Flat/Apartment
Condo/Coop Association fee Y/N Y
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 226.17
Community Pool Features Fenced Filtered In Ground Indoor
Vacation Rental Y/N N
Virtual Tour https://unbranded.youriguide.com/5302_33584_windswept_dr_millsboro_de
Sussex DE Quadrants Between Rt 1 & 113
Standard Status Active
Year Built Source Assessor
Legal Subdivision Peninsula
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Interior
Interior Amenities Breakfast Area Built-Ins Carpet Ceiling Fan(s) Combination Dining/Living Combination Kitchen/Dining Crown Moldings Dining Area Entry Level Bedroom Floor Plan - Open Kitchen - Gourmet Primary Bath(s)
Heating Fuel Electric
Flooring Luxury Vinyl Plank
Total Fireplaces 1
Fireplace Features Gas/Propane Mantel(s)
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Double Hung Double Pane Screens Vinyl Clad
Fireplace Y/N Y
Above Grade Finished Area 1326
Half Baths 0
Central Air Y/N Y
Total Bedrooms 2
Below Grade Finished Area 0
Entry Level 2
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Kitchen Foyer Laundry
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Laundry Type Has Laundry
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Pool Yes - Community
Water Source Public
Garage Features Covered Parking
Type of Parking Parking Lot Parking Garage
Foundation Details Other
Water View Y/N N
Lot Dimensions 0.00 x 0.00
Lot Size Acres 0.07
Lot Size Source Estimated
Waterfront Y/N N
Door Features Sliding Glass
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 33584
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* Excluded Features
List By
Northrop Realty

Broker

lizgrace@northroprealty.com

Email

Affordability Calculator

$1,946
Per Month
97%
3%
0%
Monthly Principal & Interest
$1,894
Monthly Property Taxes
$52
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2329361 Elementary School
4668655 Middle School
Sussex Central High School High School
Pricing History
DatePricePrice ChangeDescription
8/20/2026$299,900 Listed Price

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33584 Windswept Drive # 5302, Millsboro, DE, 19966 is a Condo for sale at $299,900 with 1,326 sqft and a lot size of 0.07. 33584 Windswept Drive # 5302 has 2 bedrooms, 2.0 baths, and was built in 2007. The property's zip code is 19966 which is in Millsboro, DE