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For sale
    • Price cut: $5K (7/16)
    $490,000

    33571 Windswept Dr Unit 9302, Millsboro, DE 19966

    3beds
    1,823sqft
    : 
    $3,583/mo
    Get pre-qualified
    Condominium
    Built in 2007
    -- sqft lot
    $-- Zestimate®
    $269/sqft
    $753/mo HOA

    What's special

    Beautifully appointed third-floor condominiumGolf and water-view condominiumCustom built-insPrivate settingCozy fireplaceRecessed lightingStainless steel appliances
    NEW PRICE!! Welcome to 33571 Windswept Drive #9302, a beautifully appointed third-floor condominium in The Peninsula, offering 3 bedrooms, 3 full bathrooms, and spectacular views of the 6th hole fairway, tranquil ponds, and the Indian River Bay beyond. This spacious residence combines comfort, convenience, and coastal elegance within one of Delaware's premier gated resort communities. Step inside to discover a bright, open-concept floor plan filled with natural light. The inviting main living area features custom built-ins, recessed lighting, and a cozy fireplace, creating a warm and welcoming space for everyday living and entertaining. The well-appointed kitchen showcases updated quartz countertops, an elegant glass tile backsplash, stainless steel appliances, abundant cabinetry, breakfast bar seating, and seamless flow into the dining and living areas. The spacious primary suite serves as a private retreat, complete with a luxurious ensuite bath featuring a soaking tub, separate shower, dual vanity, and generous storage, including two customized closets. Two additional bedrooms and full bathrooms provide comfortable accommodations for family and guests or flexibility for a home office. One of the home's standout features is the screened porch, where a private setting and panoramic views stretch across the manicured 6th fairway, sparkling pond, mature trees, and the Indian River Bay in the distance. Whether enjoying your morning coffee, watching golfers pass by, or taking in a colorful sunset over the water, this outdoor living space offers a truly memorable backdrop. This unit has a garage storage area that has been enhanced with modular organizational systems and specialty flooring, providing ample space for bicycles, beach gear, golf clubs, and seasonal items. Residents of The Peninsula enjoy an unparalleled resort lifestyle with amenities including a championship golf course, indoor and outdoor pools, wave pool, fitness center, spa, pickleball courts, walking trails, private bay beach, fishing pier, and kayak launch. The impressive 32,000-square-foot clubhouse features waterfront dining, gathering spaces, and year-round social activities. HOA services include Verizon Fios internet, HD television, and exterior maintenance, allowing for a truly low-maintenance coastal lifestyle. Whether you're seeking a primary residence, vacation home, or weekend retreat, this golf and water-view condominium presents a rare opportunity to enjoy resort-style living surrounded by natural beauty, championship golf, and the scenic waters of the Indian River Bay.
    62 days
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    304
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    13
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    Zillow last checked:

    Listing updated:

    Listed by:

    Brian Barrows 302-227-6767,

    Monument Sotheby's International Realty (302) 227-6767,

    Listing Team: Barrows And Associates, Co-Listing Team: Barrows And Associates,Co-Listing Agent: Chris M Cary 484-467-4755,

    Monument Sotheby's International Realty

    Source: Bright MLS,MLS#: DESU2114316MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 3
      • Main level bedrooms: 3
      Rooms
      • Room types: Primary Bedroom, Kitchen, Great Room, Laundry, Primary Bathroom, Full Bath, Additional Bedroom
      Primary bedroom
      • Features: Ceiling Fan(s), Flooring - Carpet, Crown Molding, Attached Bathroom, Walk-In Closet(s), Built-in Features
      • Level: Main
      Other
      • Features: Crown Molding, Attached Bathroom, Walk-In Closet(s), Ceiling Fan(s), Flooring - Carpet, Built-in Features
      • Level: Main
      Other
      • Features: Ceiling Fan(s), Flooring - Carpet
      • Level: Main
      Primary bathroom
      • Features: Soaking Tub, Bathroom - Walk-In Shower, Flooring - Tile/Brick, Double Sink
      • Level: Main
      Other
      • Level: Main
      Other
      • Features: Bathroom - Tub Shower, Flooring - Ceramic Tile
      • Level: Main
      Great room
      • Features: Recessed Lighting, Fireplace - Gas, Balcony Access, Flooring - Tile/Brick, Built-in Features, Crown Molding, Ceiling Fan(s)
      • Level: Main
      Kitchen
      • Features: Breakfast Bar, Flooring - Tile/Brick, Countertop(s) - Quartz, Recessed Lighting, Kitchen - Electric Cooking, Dining Area
      • Level: Main
      Laundry
      • Level: Main
      Screened porch
      • Features: Ceiling Fan(s)
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
      • Laundry: Washer In Unit, Dryer In Unit, Laundry Room, In Unit
      Features
      • Kitchen - Gourmet, Upgraded Countertops, Pantry, Dining Area, Entry Level Bedroom, Primary Bath(s), Soaking Tub, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Walk-In Closet(s), Built-in Features, Ceiling Fan(s), Crown Molding, Chair Railings, Recessed Lighting
      • Flooring: Carpet, Tile/Brick
      • Doors: Insulated
      • Windows: Double Hung, Double Pane Windows, Insulated Windows
      • Has basement: No
      • Number of fireplaces: 1
      • Fireplace features: Gas/Propane
      Interior area
      • Total structure area: 1,823
      • Total interior livable area: 1,823 sqft
      • Finished area above ground: 1,823
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Storage, Detached, Off Street
      • Garage spaces: 1
      Accessibility
      • Accessibility features: Accessible Elevator Installed
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Screened, Porch, Screened Porch
      • Exterior features: Balcony
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Pond
      • Has water view: Yes
      • Water view: Pond
      • Waterfront features: Canoe/Kayak, Bay
      • Body of water: Indian River Bay
      Lot
      • Features: Adjoins Golf Course
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 23430.00306.009302
      • Zoning: MR
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Coastal
      • Property subtype: Condominium
      • Attached to another structure: Yes
      Materials
      • Stick Built, HardiPlank Type, Frame, Stone
      • Roof: Flat,Metal
      Condition
      • New construction: No
      • Year built: 2007
      Details
      • Builder model: Cypress
      • Builder name: Schell Brothers

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Pool
      • Security: 24 Hour Security, Security Gate, Smoke Detector(s)
      • Condo and coop fee: $1,444 quarterly
      • Subdivision: Peninsula
      HOA
      • Has HOA: Yes
      • Amenities included: Bar/Lounge, Basketball Court, Beach Club, Bike Trail, Billiard Room, Cable TV, 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, 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, Storage Bin, Tennis Court(s), Tot Lots/Playground, Volleyball Courts, 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: $816 quarterly
      • HOA name: PENINSULA COMMUNITY ASSOCIATION
      • Second HOA name: Windswept Condo Association
      Location
      • Region: Millsboro

      Financial & listing details

      • Price per square foot: $269/sqft
      • Tax assessed value: $385,700
      • Annual tax amount: $824
      • Date on market: 6/18/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/16/2026Price change$490,000-1%$269/sqft
        Source: Bright MLS #DESU2114316 Report a problem
        6/18/2026Listed for sale$495,000+10.2%$272/sqft
        Source: Bright MLS #DESU2114316 Report a problem
        5/20/2022Sold$449,000$246/sqft
        Source: Bright MLS #DESU2020414 Report a problem
        4/23/2022Pending sale$449,000$246/sqft
        Source: Bright MLS #DESU2020414 Report a problem
        4/21/2022Listed for sale$449,000$246/sqft
        Source: Bright MLS #DESU2020414 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$824 -27.8%$192,850 +598.7%
        2024$1,141 +0.1%$27,600
        2023$1,140 +1.6%$27,600
        2022$1,122 +3.1%$27,600
        2021$1,088 +4.8%$27,600 +3%
        2020$1,038 $26,800
        2019$1,038 +0.4%$26,800 -2.9%
        2018$1,034 -1%$27,600
        2017$1,044 +12.5%$27,600
        2016$927 -3%$27,600
        2015$956 +1.5%$27,600
        2014$941 -1.1%$27,600
        2013$952 +4%$27,600
        2012$915 +1%$27,600
        2011$906 $27,600
        2010$906 +0.4%$27,600
        2009$902 $27,600
        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.
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        Climate risks

        Neighborhood: 19966

        Getting around

        6 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • 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.

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