# 33584 WINDSWEPT DR #5302, Millsboro, DE 19966 > **TL;DR:** 2bd/2ba residential multi family, $286,900, built 2007. Est. $1,535/mo. Listed 24 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $286,900 | | Bedrooms | 2 | | Bathrooms | 2 full | | Year Built | 2007 | | Lot Size | 3,049 sqft (0.07 acres) | | Property Type | Residential Multi Family (Other) | | Status | Active | | Days on Market | 24 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,451 | | Estimated Insurance | $84 | | **Total** | **$1,535** | ## Nearby Schools - **Elementary:** LONG NECK - **Middle:** SUSSEX CENTRAL - **High:** SUSSEX CENTRAL ## Property Highlights - Built in 2007 - 0.07 acre lot ## Description ### Agent Description 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. ## Location - **Address:** 33584 WINDSWEPT DR #5302, Millsboro, DE 19966 - **County:** Sussex - **Neighborhood:** PENINSULA - **Coordinates:** 38.60723, -75.16769 - **Google Maps:** https://www.google.com/maps?q=38.60723,-75.16769 ## Virtual Tour & Media - **Video Tour:** https://unbranded.youriguide.com/5302_33584_windswept_dr_millsboro_de ## Listing Agent - **Name:** Liz Grace - **Brokerage:** Long & Foster Real Estate - **Broker Phone:** 3027031144 ## Photos ![33584 WINDSWEPT DR #5302 - Photo 1](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f839071387r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 2](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f412654226r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 3](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1752249576r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 4](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1301732100r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 5](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1158702850r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 6](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3939719068r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 7](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3030118316r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 8](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1491644335r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 9](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f608864913r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 10](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f190158316r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 11](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2755896322r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 12](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1667748159r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 13](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1255888848r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 14](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3955456684r.jpg) ![33584 WINDSWEPT DR #5302 - 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Photo 24](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1290847248r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 25](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3312925240r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 26](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f174711594r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 27](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3105877914r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 28](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2945246292r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 29](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1638475482r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 30](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3810961491r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 31](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1869862460r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 32](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f144965116r.jpg) ![33584 WINDSWEPT DR #5302 - 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Photo 42](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2420604597r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 43](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3813481424r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 44](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2215560562r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 45](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1973534141r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 46](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2698280840r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 47](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1594218390r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 48](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2110069141r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 49](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f806623702r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 50](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3174626414r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 51](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f813226829r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 52](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1639822291r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 53](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1705112981r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 54](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3709112828r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 55](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1388088389r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 56](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3756663516r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 57](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1362676625r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 58](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2238895543r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 59](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f3143260919r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 60](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2329222828r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 61](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f1513361476r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 62](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f2229650757r.jpg) ![33584 WINDSWEPT DR #5302 - Photo 63](http://lh.rdcpix.com/ed029ebe5a1ff6dd80df1d9356eb4a31l-f455678427r.jpg) --- **MLS#:** DESU2118496 | **Updated:** 2026-09-04 **Source:** listhub *Copyright © 2026 Long & Foster Real Estate. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/33584-windswept-dr-5302-millsboro-de-19966-u2118496) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/33584-windswept-dr-5302-millsboro-de-19966-u2118496#listing", "url": "https://www.propertysimple.ai/listing/33584-windswept-dr-5302-millsboro-de-19966-u2118496", "name": "33584 WINDSWEPT DR #5302, Millsboro, DE 19966", "description": "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. 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