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For sale
    • $340,000

    33571 Windswept Dr Unit 9101, Millsboro, DE 19966

    3beds
    1,677sqft
    : 
    $2,733/mo
    Get pre-qualified
    Condominium
    Built in 2007
    -- sqft lot
    $337,500 Zestimate®
    $203/sqft
    $746/mo HOA

    What's special

    Stainless steel appliancesCustom display cabinetryGranite countertopsBuilt-in cabinetryGourmet kitchenGenerous prep space
    Best value three bedroom condominium in the Peninsula. Welcome to Windswept Drive, Unit 9101! Perfectly positioned along the 6th fairway of the Jack Nicklaus Signature golf course, this residence enjoys a peaceful, private backdrop of golf, ponds and woods, with glimpses stretching toward the Indian River Bay. A pergola-covered patio extends the living space outdoors and invites quiet mornings or relaxed evenings overlooking the course. Inside, the gourmet kitchen features granite countertops, stainless steel appliances, custom display cabinetry, and a generous prep space, opening to the dining and living areas, ideal for effortless entertaining. The living room is anchored by a gas fireplace, built-in cabinetry and large windows that frame the serene outdoor views. The primary suite is a calming retreat with golf course views and a spa-inspired bath offering a double vanity, walk-in shower, soaking tub, and walk in closet. A second guest suite includes its own ensuite bath and walk in closet, while the thoughtfully added third bedroom (completed in 2019) provides flexible space for guests or a private home office and is unique to this floor plan. It's a convenient walk as you step outside and enjoy the Peninsula community with its world-class amenities and gated security. The clubhouse features a large restaurant with indoor and outdoor dining, billiards, wine, and game rooms, men's and women's lounges, a pro shop, putting greens, driving range, bocce courts, and the premier Jack Nicklaus golf course. The adjacent Lakeside village is home to the fitness center with an indoor pool, adult outdoor pool, wave pool and a very fun activity pool., The Lakeside grill offers breakfast, lunch and poolside dining all summer long. And don't forget the Tiki bar, weight room, fitness classes, hot tubs, sauna, spa rooms, game room, tennis, pickle-ball, dog park, community garden, nature center, bay beach, fishing pier and miles of walking trails. Enjoy year-round events and activities where you can make friends for a lifetime. Capital contribution to PCA is 0.5% of the sales price and $1250.00 to the Windswept condo. Club membership is additional and is required, choose from 3 levels, see disclosures.
    206 days
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    701
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    27
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    Zillow last checked:

    Listing updated:

    Listed by:

    VAL ELLENBERGER 240-401-4677,

    Compass 3022734998

    Source: Bright MLS,MLS#: DESU2104084MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 3
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Bathroom 2, Primary Bathroom
      Primary bedroom
      • Level: Main
      Bedroom 2
      • Level: Main
      Bedroom 3
      • Level: Main
      Primary bathroom
      • Level: Main
      Bathroom 2
      • Level: Main
      Dining room
      • Level: Main
      Foyer
      • Level: Main
      Kitchen
      • Level: Main
      Laundry
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Forced Air, Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Self Cleaning Oven, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
      • Laundry: Dryer In Unit, Washer In Unit, Laundry Room, In Unit
      Features
      • Soaking Tub, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Crown Molding, Dining Area, Entry Level Bedroom, Open Floorplan, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s)
      • Flooring: Carpet, Ceramic Tile
      • Windows: Double Hung, Double Pane Windows, Screens, Sliding, Window Treatments
      • Has basement: No
      • Number of fireplaces: 1
      • Fireplace features: Glass Doors, Gas/Propane
      Interior area
      • Total structure area: 1,677
      • Total interior livable area: 1,677 sqft
      • Finished area above ground: 1,677
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Parking Lot
      • Details: Assigned Parking
      Accessibility
      • Accessibility features: 2+ Access Exits, Doors - Swing In
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Patio
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Garden, Scenic Vista, Trees/Woods
      Lot
      • Features: Adjoins Golf Course
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 23430.00306.009101
      • Zoning: MR
      • Zoning description: Medium Residential
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Coastal,Contemporary
      • Property subtype: Condominium
      • Attached to another structure: Yes
      Materials
      • Frame, Aluminum Siding
      Condition
      • New construction: No
      • Year built: 2007

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Pool
      • Security: Security Gate, Smoke Detector(s), Fire Sprinkler System
      • Condo and coop fee: $1,398 quarterly
      • Subdivision: Peninsula
      HOA
      • Has HOA: Yes
      • Amenities included: Bar/Lounge, Basketball Court, Beach Access, Bike Trail, Billiard Room, Clubhouse, Common Grounds, 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, Meeting Room, Party Room, Picnic Area, Pier/Dock, Indoor Pool, Pool, Putting Green, Recreation Facilities, Reserved/Assigned Parking, Sauna, Security, Tot Lots/Playground, Tennis Court(s)
      • Services included: Common Area Maintenance, Maintenance Structure, Health Club, Internet, Insurance, Maintenance Grounds, Management, Pier/Dock Maintenance, Pool(s), Recreation Facility, Reserve Funds, Road Maintenance, Security, Sauna, Snow Removal, Trash
      • HOA fee: $839 quarterly
      • HOA name: PENINSULA COMMUNITY ASSOCIATION
      • Second HOA name: Windswept
      Location
      • Region: Millsboro

      Financial & listing details

      • Price per square foot: $203/sqft
      • Tax assessed value: $329,700
      • Annual tax amount: $704
      • Date on market: 1/29/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $337,500

        $321,000 - $354,000

        $2,238/mo

        Price history

        DateEventPrice
        4/20/2026Listed for sale$340,000-5.3%$203/sqft
        Source: Bright MLS #DESU2104084 Report a problem
        2/23/2026Contingent$359,000$214/sqft
        Source: Bright MLS #DESU2104084 Report a problem
        1/29/2026Listed for sale$359,000-2.7%$214/sqft
        Source: Bright MLS #DESU2104084 Report a problem
        1/28/2026Listing removed$369,000$220/sqft
        Source: Bright MLS #DESU2099794 Report a problem
        10/31/2025Listed for sale$369,000$220/sqft
        Source: Bright MLS #DESU2099794 Report a problem
        10/31/2025Listing removed$369,000$220/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        9/19/2025Price change$369,000-2.6%$220/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        7/21/2025Price change$379,000-1.3%$226/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        6/4/2025Price change$384,000-1.3%$229/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        4/24/2025Price change$389,000-2.8%$232/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        11/12/2024Listed for sale$400,000+76.2%$239/sqft
        Source: Bright MLS #DESU2074156 Report a problem
        4/17/2020Sold$227,000+8.1%$135/sqft
        Source: Public Record Report a problem
        2/27/2018Sold$210,000$125/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$728 -39.1%$164,850 +481.5%
        2024$1,196 +0.1%$28,350
        2023$1,195 +1.6%$28,350
        2022$1,176 +3%$28,350
        2021$1,142 +4.7%$28,350 +2.9%
        2020$1,090 $27,550 -0.7%
        2019$1,090 +2.7%$27,750 -2.1%
        2018$1,062 -1%$28,350
        2017$1,072 +12.5%$28,350
        2016$952 -3%$28,350
        2015$982 +1.5%$28,350
        2014$967 -1.1%$28,350
        2013$977 +4%$28,350
        2012$940 +1%$28,350
        2011$930 $28,350
        2010$930 +0.4%$28,350
        2009$926 $28,350
        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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