For Sale
Condo for sale at 33559 Windswept Dr #11102, Millsboro, DE 19966 | MLS# DESU2114632 | Listing updated on 2026-09-25
Photo 1 of Condo for sale at 33559 Windswept Dr #11102, Millsboro, DE 19966 | MLS# DESU2114632 | Listing updated on 2026-09-25
Photo 2 of Condo for sale at 33559 Windswept Dr #11102, Millsboro, DE 19966 | MLS# DESU2114632 | Listing updated on 2026-09-25
Photo 3 of Condo for sale at 33559 Windswept Dr #11102, Millsboro, DE 19966 | MLS# DESU2114632 | Listing updated on 2026-09-25
Photo 4 of Condo for sale at 33559 Windswept Dr #11102, Millsboro, DE 19966 | MLS# DESU2114632 | Listing updated on 2026-09-25
81+
Beds Icon

Street View

$434,900

Monthly Est:$2,165

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,808sqft

33559 Windswept Dr #11102, Millsboro, DE 19966

$2,165/moEst:

Get Pre-Approved

  • Condominium

  • Built in 2007

  • $868.67/mo HOA

  • -- sqft lot

  • $241/sq.ft

Description

Welcome to Windswept at The Peninsula, where resort-style living meets comfort, convenience, and coastal charm. This beautifully maintained, turnkey ground-floor condominium is ideally situated within the sought-after Windswept neighborhood, just a short stroll from The Peninsula's world-class amenities. Enjoy easy access to the clubhouse, indoor and outdoor pools, fitness center, spa, tennis courts, pickleball courts, and more. Offering 3 spacious bedrooms and 3 full bathrooms, this thoughtfully designed home blends functionality with style. Luxury vinyl plank flooring flows throughout the main living areas, creating a warm and inviting atmosphere. The oversized owner's suite serves as a private retreat, complete with a spa-inspired ensuite bath featuring a soaking tub, walk-in shower, and dual vanities. Two additional bedrooms and bathrooms provide ample space for family and guests. The well-appointed kitchen showcases stainless steel appliances, abundant cabinetry, and generous counter space, making everyday living and entertaining effortless. The open-concept kitchen, dining, and living areas seamlessly connect to create an ideal setting for gathering and relaxation. Step onto the screened porch and enjoy peaceful views of the fairway on The Peninsula's premier golf course. Whether savoring your morning coffee or unwinding after a day of activities, this tranquil outdoor space offers the perfect place to relax and recharge. A unique opportunity awaits prospective buyers with the potential to receive first right of refusal for the seller's Reserve Golf Membership position. This valuable benefit allows the purchaser to bypass the current waitlist and immediately pursue Reserve Membership, subject to club approval and membership purchase requirements. In addition to serving as an exceptional primary residence or vacation retreat, this property has a proven history as a successful rental investment. Guests consistently praise its quiet location, comfortable accommodations, and convenient access to community amenities and local attractions. Rental history and income information are available upon request. The unit is being sold fully furnished, with only a few owner exclusions. Motivated seller! The seller will pay the first year's condominium and HOA dues with a full-price offer, a value of $10,450. If you're searching for a home that offers luxury, convenience, investment potential, and an unparalleled coastal lifestyle, this Windswept residence delivers. Discover why The Peninsula remains one of Sussex County's premier communities. Schedule your private showing today and experience The Peninsula lifestyle for yourself.

  • Houzeo last checked: 2 hours ago
  • Listing updated: September 25, 2026 at 2:20 pm
  • Listing Provided by: Ian R Blyth (302) 569-2352 | 360 PROPERTY SOLUTIONS (302) 947-2800
  • Source: Bright MLS-NJ | MLS#: DESU2114632 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    3

  • County

    Sussex De County

  • City

    Millsboro

  • Neighborhood

    --

  • Year Built

    2007

  • HOA Fees

    $868.67/mo

  • Finished Area

    1,808 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    DESU2114632

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    96

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

PENINSULA COMMUNITY ASSOCIATION

HOA Fees

$839/ Quarterly

Windswept Condo Association

HOA Fees

$1,766.72/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Spa Spa

Health Club Health Club

Bike Trails Bike Trails

Tennis Tennis

Fiber Internet Fiber Internet

Insurance Insurance

Gym Gym

Road Maintenance Road Maintenance

Storage Storage

Basket Ball Basket Ball

Internet Internet

Security Gate Security Gate

Pool Pool

Snow Removal Snow Removal

Parking Parking

Common Area Common Area

Park Playground Park Playground

Trash Pickup Trash Pickup

Security Guard Security Guard

Ext Bldg Maint Ext Bldg Maint

Club House Club House

Elevator Elevator

Golf Golf

Cable TV Cable TV

Reserve Funds Reserve Funds

Beach Beach

deck deck

Sports Court Sports Court

Meeting Room Meeting Room

Game Room Game Room

Walk path Walk path

Library Library

Billiard Room Billiard Room

Picnic Area Picnic Area

Common Area Maintenance Common Area Maintenance

Lake Lake

Pier/Dock Maintenance Pier/Dock Maintenance

Bar/Lounge Bar/Lounge

Recreational Center Recreational Center

Other Other

Concierge Concierge

Recreation Facility Recreation Facility

Putting Green Putting Green

Dining Rooms Dining Rooms

Broadband Broadband

Lawn Maintenance Lawn 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: 3

    Bathrooms: 3

Interior

  • Cooling

    Central A/c

  • Interior Features

    Built Ins, Carpet, Ceiling Fan(s), Chair Railings, Crown Moldings, Dining Area, Entry Level Bedroom, Flat, Floor Plan Open, Kitchen Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Bathroom Soaking Tub, Sprinkler System, Bathroom Stall Shower, Bathroom Tub Shower, Upgraded Countertops, Walk In Closet(s), Window Treatments

  • Flooring

    Carpet, Luxury Vinyl Plank, Ceramic Tile

  • Sewer

    Public Sewer

  • Appliances

    Built In Microwave, Dishwasher, Disposal, Dryer Electric, Energy Efficient Appliances, Refrigerator, Washer, Water Heater, Oven/range Electric

  • Exterior Features

    Street Lights

  • Window Features

    Double Hung, Double Pane Windows, Energy Efficient

  • Heating

    Forced Air, Heat Pump Electric Back Up

Construction

  • Year Built

    Year Built: 2007

  • Home type

    Condominium

  • Architectural Style

    Unit/flat

  • Construction Materials

    Cpvc/pvc, Frame, Hardi Plank Type

  • Roof

    Other

Utilities & Energy

  • Parking Features

    General Common Elements, Assigned

  • Association Amenities

    Bar/lounge, Basketball Courts, Beach, Bike Trail, Billiard Room, Club House, Common Grounds, Community Center, Concierge, Dining Rooms, Dog Park, Elevator, Exercise Room, Extra Storage, Fitness Center, Game Room, Gated Community, Golf Club, Golf Course, Golf Course Membership Available, Hot Tub, Jog/walk Path, Lake, Library, Meeting Room, Non Lake Recreational Area, Party Room, Picnic Area, Pier/dock, Pool Indoor, Pool Outdoor, Putting Green, Recreational Center, Reserved/assigned Parking, Sauna, Security, Shuffleboard, Spa, Swimming Pool, Tennis Courts, Tot Lots/playground, Other

  • Water Source

    Public

  • Utilities

    Under Ground

  • Security Features

    Security Gate, Smoke Detector, Sprinkler System Indoor, 24 Hour Security

Other Features

  • Lot Features

    Premium

  • Patio And Porch Features

    Porch

  • Subdivision Name

    Peninsula

Price History

DateEventPrice

06/22/2026

Source: mls_logoBright MLS-NJ #DESU2114632

Listed for Sale

$429,900 -1.15%

$238/sqft

06/22/2026

Source: mls_logoBright MLS-NJ #DESU2114632

Price Increased

$434,900 +3.49%

$241/sqft

10/13/2023

Source: mls_logoBright MLS-NJ #DESU2045476

Price Increased

$420,250 +3.77%

$232/sqft

04/18/2023

Source: mls_logoBright MLS-NJ #DESU2034896

Sold

$405,000

$224/sqft

Nearby Homes

Based on information from Bright MLS through Nov 06, 2026, 07:00AM. 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

Advertising Broker: Joe Hawkins | Hawkins Real Estate Services

Skip to Main Content