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- Property Details
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$286,900
Monthly Est:$1,428
2 Beds
- 2 Baths
2 full baths
1,326sqft
33584 Windswept Dr #5302, Millsboro, DE 19966
$286,900
$1,428/moEst:
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Condominium
Built in 2007
$650.67/mo HOA
3,049.2 sqft lot
$216/sq.ft
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 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.
- Houzeo last checked: 12 hours ago
- Listing updated: October 6, 2026 at 1:56 pm
- Listing Provided by: Elizabeth R Grace (443) 350-1746 | Northrop Realty (302) 703-1144
- Source: Bright MLS-NJ | MLS#: DESU2118496

Property Details
Status
Active
Type
Condominium
No. of Stories
-
County
City
Neighborhood
--
Year Built
2007
HOA Fees
$650.67/mo
Finished Area
1,326 sqft
Lot Size
3,049.2 sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
DESU2118496
MLS Status
ACTIVE-BRIGHT
Days on Market
48

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Location
HOA Management
N/A
HOA Fees
$1,113.28/ Quarterly
N/A
HOA Fees
$839/ Quarterly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Common Area
Road Maintenance
Trash Pickup
Golf
Snow Removal
Spa
Security Gate
Security Guard
Health Club
Tennis
Gym
Cable TV
Park Playground
Bike Trails
Club House
Pool
Basket Ball
deck
Game Room
Beach
Sports Court
Walk path
Bar/Lounge
Concierge
Billiard Room
Dining Rooms
Putting Green
Lawn Maintenance
Common Area Maintenance
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 2
Bathrooms: 2
Interior
Window Features
Double Hung, Double Pane Windows, Screens, Vinyl Clad
Sewer
Public Sewer
Cooling
Central A/c
Interior Features
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), Recessed Lighting, Bathroom Soaking Tub, Sprinkler System, Bathroom Stall Shower, Bathroom Tub Shower, Upgraded Countertops, Walk In Closet(s), Window Treatments
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, Range Hood
Heating
Heat Pump(s)
Flooring
Luxury Vinyl Plank
Construction
Year Built
Year Built: 2007
Home type
Condominium
Foundation Details
Other
Architectural Style
Unit/flat
Roof
Metal, Pitched
Construction Materials
Frame, Hardi Plank Type
Utilities & Energy
Water Source
Public
Security Features
Main Entrance Lock, Smoke Detector, Carbon Monoxide Detectors
Fireplace Features
Gas/propane, Mantel(s)
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 Course Membership Available, Hot Tub, Jog/walk Path, Pier/dock, Pool Indoor, Pool Outdoor, Putting Green, Sauna, Security, Spa, Swimming Pool, Tennis Courts, Tennis Indoor, Tot Lots/playground, Volleyball Courts
Other Features
Subdivision Name
Peninsula
Patio And Porch Features
Balcony
Price History
| Date | Event | Price |
|---|---|---|
08/20/2026 Source: | Listed for Sale | $299,900 +4.53% $226/sqft |
08/20/2026 Source: | Price Increased | $286,900 +79.42% $216/sqft |
08/26/2011 Source: | Sold | $159,900 $121/sqft |
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Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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