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Condo for sale at 33584 Windswept Dr #5302, Millsboro, DE 19966 | MLS# DESU2118496 | Listing updated on 2026-10-06
Photo 1 of Condo for sale at 33584 Windswept Dr #5302, Millsboro, DE 19966 | MLS# DESU2118496 | Listing updated on 2026-10-06
Photo 2 of Condo for sale at 33584 Windswept Dr #5302, Millsboro, DE 19966 | MLS# DESU2118496 | Listing updated on 2026-10-06
Photo 3 of Condo for sale at 33584 Windswept Dr #5302, Millsboro, DE 19966 | MLS# DESU2118496 | Listing updated on 2026-10-06
Photo 4 of Condo for sale at 33584 Windswept Dr #5302, Millsboro, DE 19966 | MLS# DESU2118496 | Listing updated on 2026-10-06
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$286,900

Monthly Est:$1,428

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,326sqft

33584 Windswept Dr #5302, Millsboro, DE 19966

$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 flan
ked 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Sussex De County

  • City

    Millsboro

  • 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 Common Area

Road Maintenance Road Maintenance

Trash Pickup Trash Pickup

Golf Golf

Snow Removal Snow Removal

Spa Spa

Security Gate Security Gate

Security Guard Security Guard

Health Club Health Club

Tennis Tennis

Gym Gym

Cable TV Cable TV

Park Playground Park Playground

Bike Trails Bike Trails

Club House Club House

Pool Pool

Basket Ball Basket Ball

deck deck

Game Room Game Room

Beach Beach

Sports Court Sports Court

Walk path Walk path

Bar/Lounge Bar/Lounge

Concierge Concierge

Billiard Room Billiard Room

Dining Rooms Dining Rooms

Putting Green Putting Green

Lawn Maintenance Lawn Maintenance

Common Area 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

DateEventPrice

08/20/2026

Source: mls_logoBright MLS-NJ #DESU2118496

Listed for Sale

$299,900 +4.53%

$226/sqft

08/20/2026

Source: mls_logoBright MLS-NJ #DESU2118496

Price Increased

$286,900 +79.42%

$216/sqft

08/26/2011

Source: mls_logoBright MLS-NJ #1001718792

Sold

$159,900

$121/sqft

Nearby Homes

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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