SoldJun 5, 2025

Listed by FRANK HORNSTEIN

Bought with Robert Fitzgerald from Coldwell Banker Realty

Source: Bright MLS #DESU2077726

1101/33558 Windswept Drive, Millsboro, DE, 19966

$335,000

2
2
2
1670 sq. ft.

Condo

30+ days on the market

Sold: Jun 5, 2025

What's around 1101/33558 Windswept Drive

About this property

LOCATION LOCATION LOCATION - Welcome to the Windswept Condominiums in The Peninsula, Coastal Delaware's finest private country club community. A community with incredible amenities that you are beyond belief. This 2-bedroom 2-bathroom home with 1,700 square feet is available immediately. If you are looking for a second home, a primary home or a rental property this is the home for you. You will enjoy amazing views of the sunrise over the Jack Nicklaus Signature putting green. You are just steps away from the Clubhouse and restaurant, and one of the three pools. The open concept flow works well for entertainment. The large well-equipped Kitchen with stainless steel appliances, granite counter tops flows nicely into the Living Room/Dining Area. This room has a gas fireplace, high end built-in cabinets and a ceiling fan. The patio with pergola is conveniently located right off of the Living Room. Off of the kitchen is a bonus room that can easily be used as a den/office and extra sleeping space when needed. The spacious primary bedroom also faces the putting green. The attached primary bathroom has a walk-in shower, soaking tub and dual sinks for your convenience. The home has luxury vinyl flooring throughout all rooms and crown molding to add a little more sophistication. The home also has a security system, electronic front door locking system, upgraded lighting and a remote thermostat. There are ceiling fans in all room areas. There is an additional storage room off the side of the home for bikes, beach chairs and other toys. There are 2 parking spaces that come with this home. One of them is deeded and across from the front door. Some furniture does convey with the sale. See the attached list of furniture. This home can be used as a rental for 7 days or more from Memorial Day through Labor Day and 3 nights the remainder of the year.. It is a very popular rental and rents easily. Club membership is required, with membership level at the buyer's choice. - Social, Sport or Reserve To be able to rent the home you need to have the Sports membership. Please see attachment and ask for details. This is a very pet friendly community. The amenities are amazing at The Peninsula. This gated community offers, 24/7 Security Guard, Jack Nicklaus golf course, clubhouse, a nice restaurant, 3 pools, wave, adults-only, and indoor, newly refurbished fitness center, hot tubs, sauna, spa, game room, basketball, tennis and pickleball courts, a dog park, nature center, a private beach along the Rehoboth Bay, fishing pier, and miles of walking trails. There is also shuffleboard, pickleball, billiards, full-service spa. You only need to leave the community for basic staples. HOA & condo fees include Verizon FIOS Internet and TV service as well as common area & road maintenance, trash collection, 24/7 security, and contribution to long-term reserves for capital improvements and repairs. This home has been both a personal home and a rental unit. It is currently for rent. There are 3 weeks rented to date. These can be terminated if the new owner does not want rentals.

Looking for more information on 1101/33558 Windswept Drive?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldJun 15, 2026
$274,000
20286 Bridgewater Road
Millsboro DE 19966
2
3
Condo
Listing courtesy of Coldwell Banker Realty and ERA Martin Associates, Shamrock Division
SoldMay 14, 2026
$339,000
4305/33580 Windswept Dr
Millsboro DE 19966
2
2
1
Condo
Listing courtesy of Ocean Atlantic Sotheby's International Realty and Elevated Real Estate Solutions
SoldMay 8, 2026
$315,000
UNIT 11103/33559 Windswept Dr
Millsboro DE 19966
2
2
2
Condo
Listing courtesy of Ocean Atlantic Sotheby's International Realty and Compass

Other properties sold by McWilliams/Ballard, Inc.

SoldJul 16, 2026
$949,900
59/36256 Farm Lane
Rehoboth Beach DE 19971
4
3
4
Condo
Listing courtesy of McWilliams/Ballard, Inc. and Northrop Realty
SoldJun 26, 2026
$168,000
K48/20020 Delaware Avenue
Rehoboth Beach DE 19971
3
2
4
Other
Listing courtesy of McWilliams/Ballard, Inc.
SoldJun 19, 2026
$129,000
34482 Sunset Drive
Millsboro DE 19966
3
2
6
Other
Listing courtesy of McWilliams/Ballard, Inc. and Keller Williams Realty

Browse properties sold in nearby areas

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which McWilliams/Ballard, Inc. participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent