Skip main navigation
For sale
  • $429,900

    33559 Windswept Dr Unit 11102, Millsboro, DE 19966

    3beds
    1,808sqft
    : 
    $3,381/mo
    Get pre-qualified
    Condominium
    Built in 2007
    -- sqft lot
    $-- Zestimate®
    $238/sqft
    $869/mo HOA

    What's special

    Indoor and outdoor poolsFitness centerFully furnishedTurnkey ground-floor condoComfortable accommodationsStainless steel appliancesTennis courts
    Welcome to Windswept at The Peninsula - Experience resort-style living in this beautifully maintained, turnkey ground-floor condo located in the sought-after Windswept neighborhood of The Peninsula. Perfectly positioned just a short stroll from the community's world-class amenities, you'll enjoy convenient access to the clubhouse, indoor and outdoor pools, spa, fitness center, tennis courts, pickleball courts, and more. Offering 3 spacious bedrooms and 3 full bathrooms, this thoughtfully designed home combines comfort, functionality, and 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, featuring a spa-inspired ensuite bath with a soaking tub, walk-in shower, and dual vanities. The well-equipped kitchen boasts stainless steel appliances, abundant cabinetry, and generous counter space, making meal preparation and entertaining effortless. The open-concept dining and living areas provide the perfect gathering space for family and friends. Step outside to the screened porch and take in tranquil views overlooking the fairway of the community's premier golf course. Whether enjoying your morning coffee or unwinding with an evening beverage, this outdoor living space offers a peaceful setting to relax and recharge. An exceptional bonus for prospective buyers is the opportunity to receive first right of refusal for the seller's Reserve Membership position. This allows the purchaser to bypass the current waitlist and immediately pursue Reserve Membership, subject to club approval and membership purchase requirements. Beyond its appeal as a primary residence or vacation getaway, this property has a proven track record as a successful rental investment. Guests consistently praise its quiet location, comfortable accommodations, and easy access to both community amenities and the many attractions of the surrounding area. Rental history and income information are available upon request. The unit is being sold 'Fully Furnished' minus a few owner exceptions. If you've been searching for a home that offers luxury, convenience, and an unmatched coastal lifestyle, this Windswept condo delivers. Come discover why so many homeowners choose The Peninsula as one of the premier destinations in Sussex County. Schedule your private tour today and experience The Peninsula lifestyle for yourself.
    61 days
    |
    485
    |
    24
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ian Blyth 302-569-2352,

    360 PROPERTY SOLUTIONS (302) 947-2800

    Source: Bright MLS,MLS#: DESU2114632MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 3
      • Main level bedrooms: 3
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Laundry
      Primary bedroom
      • Features: Attached Bathroom, Ceiling Fan(s), Crown Molding, Flooring - Carpet, Walk-In Closet(s), Window Treatments
      • Level: Main
      • Area: 374 Square Feet
      • Dimensions: 17 X 22
      Bedroom 2
      • Features: Attached Bathroom, Walk-In Closet(s), Window Treatments, Flooring - Carpet, Ceiling Fan(s)
      • Level: Main
      • Area: 144 Square Feet
      • Dimensions: 12 X 12
      Bedroom 3
      • Features: Attached Bathroom, Flooring - Carpet
      • Level: Main
      • Area: 144 Square Feet
      • Dimensions: 12 X 12
      Dining room
      • Features: Crown Molding, Chair Rail, Flooring - Carpet
      • Level: Main
      • Area: 190 Square Feet
      • Dimensions: 10 X 19
      Kitchen
      • Features: Breakfast Bar, Granite Counters, Pantry, Flooring - Tile/Brick
      • Level: Main
      • Area: 170 Square Feet
      • Dimensions: 10 X 17
      Laundry
      • Features: Flooring - Tile/Brick
      • Level: Main
      • Area: 35 Square Feet
      • Dimensions: 7 X 5
      Living room
      • Features: Crown Molding, Fireplace - Gas, Ceiling Fan(s), Built-in Features, Flooring - Carpet
      • Level: Main
      • Area: 288 Square Feet
      • Dimensions: 16 X 18
      Screened porch
      • Features: Ceiling Fan(s)
      • Level: Main
      • Area: 280 Square Feet
      • Dimensions: 8 X 35
      Heating
      • Forced Air, Heat Pump, Natural Gas
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Refrigerator, Washer, Water Heater, Oven/Range - Electric, Electric Water Heater
      • Laundry: Has Laundry, Laundry Room, In Unit
      Features
      • Built-in Features, Ceiling Fan(s), Chair Railings, Crown Molding, Dining Area, Entry Level Bedroom, Flat, Open Floorplan, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Upgraded Countertops, Walk-In Closet(s), 9'+ Ceilings, Dry Wall
      • Flooring: Carpet, Luxury Vinyl, Ceramic Tile
      • Windows: Double Hung, Double Pane Windows, Energy Efficient, Window Treatments
      • Has basement: No
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,808
      • Total interior livable area: 1,808 sqft
      • Finished area above ground: 1,808
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: General Common Elements, Assigned, Parking Lot
      • Details: Assigned Parking
      Accessibility
      • Accessibility features: Accessible Entrance, No Stairs, Entry Slope <1'
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Porch, Screened Porch
      • Exterior features: Street Lights
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Bay
      • Has water view: Yes
      • Water view: Bay
      Lot
      • Features: Premium, Adjoins Golf Course
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 23430.00306.0011102
      • Zoning: MR
      • Special conditions: Standard
      • Other equipment: None

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      • Attached to another structure: Yes
      Materials
      • CPVC/PVC, Frame, HardiPlank Type
      • Roof: Other
      Condition
      • New construction: No
      • Year built: 2007
      Details
      • Builder model: Captiva
      • Builder name: Schell Brothers

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Underground Utilities

      Community & HOA

      Community
      • Features: Pool
      • Security: Security Gate, Smoke Detector(s), Fire Sprinkler System, 24 Hour Security
      • Condo and coop fee: $1,767 quarterly
      • Subdivision: Peninsula
      HOA
      • Has HOA: Yes
      • Amenities included: Bar/Lounge, Basketball Court, Beach Access, Bike Trail, Billiard Room, Clubhouse, Common Grounds, Community Center, Concierge, Dining Rooms, Dog Park, Elevator(s), Fitness Center, Storage, Game Room, Gated, Golf Club, Golf Course, Golf Course Membership Available, Spa/Hot Tub, Jogging Path, Lake, Library, Meeting Room, Non-Lake Recreational Area, Party Room, Picnic Area, Pier/Dock, Indoor Pool, Pool, Putting Green, Recreation Facilities, Reserved/Assigned Parking, Sauna, Security, Shuffleboard Court, Tennis Court(s), Tot Lots/Playground, Other
      • Services included: Broadband, Cable TV, Common Area Maintenance, Maintenance Structure, Fiber Optics at Dwelling, Internet, Insurance, Maintenance Grounds, Pier/Dock Maintenance, Recreation Facility, Reserve Funds, Road Maintenance, Security, Snow Removal, Trash
      • HOA fee: $839 quarterly
      • HOA name: PENINSULA COMMUNITY ASSOCIATION
      • Second HOA name: Windswept Condo Association
      Location
      • Region: Millsboro

      Financial & listing details

      • Price per square foot: $238/sqft
      • Tax assessed value: $387,400
      • Annual tax amount: $1,128
      • Date on market: 6/22/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional,VA Loan
      • Inclusions: Fully Furnished Minus Some Personal Items
      • Ownership: Condominium
      • Total actual rent: 20000

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/22/2026Listed for sale$429,900+2.3%$238/sqft
        Source: Bright MLS #DESU2114632 Report a problem
        10/13/2023Sold$420,250-3.4%$232/sqft
        Source: Bright MLS #DESU2045476 Report a problem
        9/20/2023Pending sale$435,000$241/sqft
        Source: Bright MLS #DESU2045476 Report a problem
        9/8/2023Contingent$435,000$241/sqft
        Source: Bright MLS #DESU2045476 Report a problem
        8/17/2023Listed for sale$435,000+7.4%$241/sqft
        Source: Bright MLS #DESU2045476 Report a problem
        4/18/2023Sold$405,000-4.7%$224/sqft
        Source: Bright MLS #DESU2034896 Report a problem
        4/1/2023Pending sale$425,000$235/sqft
        Source: Bright MLS #DESU2034896 Report a problem
        3/8/2023Contingent$425,000$235/sqft
        Source: Bright MLS #DESU2034896 Report a problem
        1/28/2023Listed for sale$425,000$235/sqft
        Source: Bright MLS #DESU2034896 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$827 -27.9%$193,700 +598%
        2024$1,147 +0.1%$27,750
        2023$1,146 +1.6%$27,750
        2022$1,128 +3.1%$27,750
        2021$1,094 +4.8%$27,750 +2.4%
        2020$1,044 $27,100
        2019$1,044 +0.4%$27,100 -2.3%
        2018$1,039 -1%$27,750
        2017$1,049 +12.5%$27,750
        2016$932 -3%$27,750
        2015$961 +1.5%$27,750
        2014$947 -1.1%$27,750
        2013$957 +4%$27,750
        2012$920 +1%$27,750
        2011$911 $27,750
        2010$911 +0.4%$27,750
        2009$907 $27,750
        2008-- --
        2007-- --
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 19966

        Getting around

        7 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Sussex Central
        • District: Indian River

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes