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For sale
    • Price cut: $8K (7/31)
    $321,000

    33585 Windswept Dr Unit 7303, Millsboro, DE 19966

    2beds
    1,325sqft
    : 
    $2,497/mo
    Get pre-qualified
    Condominium
    Built in 2007
    -- sqft lot
    $-- Zestimate®
    $242/sqft
    $643/mo HOA

    What's special

    Golf course viewsRecessed lightingCrown moldingsSpacious primary suiteWalk-in closetAmple cabinetryEngineered wood flooring
    PRICE IMPROVEMENT...Welcome to 33585 Windswept Drive #7303 in the highly sought-after Peninsula community of Millsboro. This beautifully appointed Sanibel model by Schell Brothers offers coastal elegance, golf course views, and resort-style living just minutes from the Indian River Bay. Located on the second level with elevator access this 2 bedroom, 2 bath condominium offers approximately 1,325 square feet of thoughtfully designed living space. The open floor plan seamlessly blends the kitchen, dining, and living areas, creating an inviting space perfect for entertaining or relaxing. Engineered wood flooring, crown moldings, recessed lighting, and a fireplace with glass doors and mantel add warmth and sophistication throughout. The galley-style kitchen features a breakfast bar, built-in microwave, pantry storage, and ample cabinetry. The spacious primary suite includes a walk-in closet and a luxurious ensuite bath with soaking tub and separate tub shower combination. A second bedroom and full bath provide comfortable accommodations for guests. Step outside to enjoy serene golf course and wooded views from your screened porch. With water-oriented living just approximately 2,000 feet from the Indian River Bay, this home offers the best of coastal Delaware. Residents of The Peninsula enjoy an unmatched amenity package including indoor and outdoor pools, fitness center, golf course and membership availability, clubhouse dining, tennis and basketball courts, walking trails, spa and sauna, private beach area, security gate, and more. HOA and condo fees cover exterior maintenance, lawn care, snow removal, trash, insurance, reserve funds, high-speed internet, and security for simplified living
    172 days
    |
    303
    |
    9
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    CHRISY TINGLE 302-377-4159,

    Keller Williams Realty 3023600300

    Source: Bright MLS,MLS#: DESU2105660MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 2
      Rooms
      • Room types: Primary Bedroom, Bedroom 2, Kitchen, Foyer, Great Room, Laundry, Primary Bathroom, Full Bath
      Primary bedroom
      • Level: Main
      Bedroom 2
      • Level: Main
      Primary bathroom
      • Level: Main
      Foyer
      • Level: Main
      Other
      • Level: Main
      Great room
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Main
      Heating
      • Central, Forced Air, Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Gas, Refrigerator, Washer, Water Heater, Electric Water Heater
      • Laundry: Dryer In Unit, Washer In Unit, Laundry Room, In Unit
      Features
      • Soaking Tub, Bathroom - Tub Shower, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Crown Molding, Dining Area, Open Floorplan, Kitchen - Galley, Pantry, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), 9'+ Ceilings, Dry Wall
      • Flooring: Engineered Wood, Ceramic Tile, Carpet, Wood
      • Doors: Sliding Glass
      • Windows: Casement, Double Hung, Double Pane Windows, Replacement, Screens, Sliding, Window Treatments
      • Has basement: No
      • Number of fireplaces: 1
      • Common walls with other units/homes: 2+ Common Walls
      Interior area
      • Total structure area: 1,325
      • Total interior livable area: 1,325 sqft
      • Finished area above ground: 1,325
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Inside Entrance, Assigned, Lighted, Parking Space Conveys, Paved, Off Street, Garage, Parking Lot
      • Garage spaces: 1
      • Details: Assigned Parking
      Accessibility
      • Accessibility features: Doors - Swing In, Accessible Elevator Installed, No Stairs
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Porch, Screened
      • Exterior features: Street Lights, Lighting, Sidewalks
      • Pool features: Community
      • Spa features: Community
      • Has view: Yes
      • View description: Golf Course, Scenic Vista, Trees/Woods
      • Waterfront features: Bay
      • Body of water: Indian River Bay
      Details
      • Additional structures: Above Grade
      • Parcel number: 23430.00306.007303
      • Zoning: MR
      • Special conditions: Standard

      Construction

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

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Natural Gas Available

      Community & HOA

      Community
      • Features: Pool
      • Security: 24 Hour Security, Fire Alarm, Security Gate, Smoke Detector(s), Fire Sprinkler System
      • Condo and coop fee: $1,113 quarterly
      • Subdivision: Peninsula
      HOA
      • Has HOA: Yes
      • Amenities included: Bar/Lounge, Basketball Court, Beach Access, Bike Trail, Billiard Room, Boat Dock/Slip, Cable TV, Clubhouse, Common Grounds, Dining Rooms, Fitness Center, Game Room, Golf Club, Golf Course, Golf Course Membership Available, Spa/Hot Tub, Jogging Path, Lake, Meeting Room, Other, Party Room, Pier/Dock, Indoor Pool, Pool, Putting Green, Sauna, Security, Storage Bin, Tennis Court(s), Tot Lots/Playground, Volleyball Courts, Water/Lake Privileges
      • Services included: Common Area Maintenance, Maintenance Structure, Fiber Optics at Dwelling, Internet, Insurance, Lawn Care Front, Lawn Care Rear, Lawn Care Side, Maintenance Grounds, Other, Pier/Dock Maintenance, Reserve Funds, Road Maintenance, Security, Snow Removal, Trash
      • HOA fee: $816 quarterly
      • HOA name: PENINSULA | LEGUM & NORMAN
      • Second HOA name: Windswept | First Service Residential
      Location
      • Region: Millsboro

      Financial & listing details

      • Price per square foot: $242/sqft
      • Tax assessed value: $286,700
      • Annual tax amount: $612
      • Date on market: 2/27/2026
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: Conveys To Buyer Furnished With Some Exclusions.
      • Exclusions: Artwork & Decorations, Rugs, Some Lamps, Video Cameras, Kitchen Contents( Small Appliances On Kitchen Counter Staying), Personal Items
      • Ownership: Condominium

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/31/2026Price change$321,000-2.4%$242/sqft
        Source: Bright MLS #DESU2105660 Report a problem
        4/30/2026Price change$329,000-5.5%$248/sqft
        Source: Bright MLS #DESU2105660 Report a problem
        2/27/2026Listed for sale$348,000+10.5%$263/sqft
        Source: Bright MLS #DESU2105660 Report a problem
        10/3/2022Sold$315,000$238/sqft
        Source: Bright MLS #DESU2025982 Report a problem
        9/8/2022Pending sale$315,000$238/sqft
        Source: Bright MLS #DESU2025982 Report a problem
        8/23/2022Contingent$315,000$238/sqft
        Source: Bright MLS #DESU2025982 Report a problem
        8/18/2022Price change$315,000-3.1%$238/sqft
        Source: Bright MLS #DESU2025982 Report a problem
        7/23/2022Listed for sale$325,000$245/sqft
        Source: Bright MLS #DESU2025982 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$636 -36.6%$143,350 +504.9%
        2024$1,004 +0.1%$23,700
        2023$1,003 +4.1%$23,700
        2022$963 +3.1%$23,700
        2021$934 +4.8%$23,700 +2.2%
        2020$891 $23,200
        2019$891 +0.4%$23,200 -2.1%
        2018$887 -1%$23,700
        2017$896 +12.5%$23,700
        2016$796 -3%$23,700
        2015$821 +1.5%$23,700
        2014$808 -1.1%$23,700
        2013$817 +4%$23,700
        2012$785 +1%$23,700
        2011$778 $23,700
        2010$778 +0.4%$23,700
        2009$774 $23,700
        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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