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Sold for $494,500
  • $494,500

    33564 Windswept Dr Unit 2303, Millsboro, DE 19966

    3beds
    1,937sqft
    Condominium
    Built in 2007
    -- sqft lot
    $494,400 Zestimate®
    $255/sqft
    $2,542 Estimated rent

    Home value

    $494,400

    $470,000 - $519,000

    $2,542/mo

    Zestimate® history
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    What's special

    Gas fireplaceTop-floor condoAbundant natural lightRecessed lightingCrown moldingStainless steel appliancesSpacious primary suite
    Charming top-floor condo with elevator access and private garage in the highly sought-after gated Peninsula community on Indian River Bay. This beautifully maintained 3-bedroom, 3-bath condo offers 1,937 sq ft of open-concept living with abundant natural light and golf course views overlooking the first hole of the Jack Nicklaus Signature course from a screened porch. The updated kitchen features granite countertops, stainless steel appliances, refaced cabinetry, new backsplash, and under-cabinet lighting—ideal for both everyday living and entertaining. The condo has been recently repainted, creating a fresh, move-in ready feel. The main living area offers laminate hardwood flooring, crown molding, a gas fireplace, built-ins, and recessed lighting. The spacious primary suite includes two walk-in closets and a well-appointed en-suite bath with soaking tub, double vanity, and a glass-enclosed shower with new door. Two additional guest bedrooms provide flexibility, including one with a private en-suite bath. A third full bath and separate laundry room with washer and dryer add everyday convenience. Private, secure one-car garage offers excellent storage for beach gear, bikes, and more. Enjoy resort-style amenities including championship golf, indoor and outdoor pools, wave pool, fitness center, spa, pickleball, walking trails, private bay beach, fishing pier, and kayak launch. The 32,000 sq ft clubhouse offers waterfront dining and social spaces. HOA includes Verizon Fios internet, HD TV, and exterior maintenance, offering a low-maintenance coastal lifestyle in one of the area’s most sought-after gated communities.

    Zillow last checked:

    Listing updated:

    Listed by:

    Adam Monico 410-322-6379,

    Coldwell Banker Realty

    Bought with:

    Michele Petrillo, 634304

    Long & Foster Real Estate, Inc.

    Source: Bright MLS,MLS#: DESU2110826MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 3
    • Main level bedrooms: 3
    Basement
    • Area: 0
    Heating
    • Central, Forced Air, Heat Pump, Electric
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Microwave, Built-In Range, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater
    • Laundry: In Unit
    Features
    • Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Dining Area, Open Floorplan, Kitchen - Galley, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s)
    • Windows: Screens, Double Pane Windows, Double Hung, Casement, Low Emissivity Windows, Replacement, Window Treatments
    • Has basement: No
    • Has fireplace: No
    Interior area
    • Total structure area: 1,937
    • Total interior livable area: 1,937 sqft
    • Finished area above ground: 1,937
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1
    • Parking features: Garage Faces Side, Garage Door Opener, Inside Entrance, Paved, Attached, Parking Lot
    • Attached garage spaces: 1
    Accessibility
    • Accessibility features: Low Pile Carpeting, No Stairs
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Porch, Screened
    • Exterior features: Street Lights, Underground Lawn Sprinkler
    • Pool features: Community
    • Has view: Yes
    • View description: Golf Course, Pond
    • Has water view: Yes
    • Water view: Pond
    Lot
    • Features: Adjoins Golf Course
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 23430.00306.002303
    • Zoning: MR
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: Condo
    • Architectural style: Coastal
    • 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
    • Utilities for property: Cable Connected, Natural Gas Available, Propane - Community

    Community & HOA

    Community
    • Features: Pool
    • Security: Fire Sprinkler System
    • Condo and coop fee: $1,742 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, Elevator(s), Fitness Center, Game Room, Gated, Golf Club, Golf Course, Golf Course Membership Available, Spa/Hot Tub, Jogging Path, Lake, Meeting Room, Party Room, Pier/Dock, Indoor Pool, Pool, Putting Green, Sauna, Security, 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, Management, Pier/Dock Maintenance, Pool(s), Reserve Funds, Road Maintenance, Sauna, Security, Snow Removal, Trash
    • HOA fee: $839 quarterly
    Location
    • Region: Millsboro

    Financial & listing details

    • Price per square foot: $255/sqft
    • Tax assessed value: $386,100
    • Annual tax amount: $825
    • Date on market: 5/7/2026
    • Listing agreement: Exclusive Right To Sell
    • Inclusions: Ceiling Fans (5) And All Major Appliances (refrigerator, Stove, Microwave, Dishwasher, Washer & Dryer)
    • Exclusions: Light Fixtures, Wall Hangings, Curtains / Rods, Tv, And Furniture.
    • Ownership: Condominium

    Price history

    DateEventPrice
    6/30/2026Sold$494,500$255/sqft
    Source: Bright MLS #DESU2110826 Report a problem
    5/14/2026Contingent$494,500$255/sqft
    Source: Bright MLS #DESU2110826 Report a problem
    5/7/2026Listed for sale$494,500+9.9%$255/sqft
    Source: Bright MLS #DESU2110826 Report a problem
    10/4/2022Sold$450,000-1.1%$232/sqft
    Source: Bright MLS #DESU2022834 Report a problem
    7/11/2022Pending sale$455,000$235/sqft
    Source: Bright MLS #DESU2022834 Report a problem
    6/4/2022Contingent$455,000$235/sqft
    Source: Bright MLS #DESU2022834 Report a problem
    6/2/2022Listed for sale$455,000+15.2%$235/sqft
    Source: Bright MLS #DESU2022834 Report a problem
    10/18/2021Sold$395,000-0.8%$204/sqft
    Source: Bright MLS #DESU185298 Report a problem
    8/22/2021Pending sale$398,000$205/sqft
    Source: Bright MLS #DESU185298 Report a problem
    8/19/2021Listed for sale$398,000$205/sqft
    Source: Bright MLS #DESU185298 Report a problem
    7/29/2021Pending sale$398,000$205/sqft
    Source: Bright MLS #DESU185298 Report a problem
    6/15/2021Listed for sale$398,000+30.5%$205/sqft
    Source: Bright MLS #DESU185298 Report a problem
    8/22/2018Listing removed$305,000$157/sqft
    Source: Bright MLS #1001971610 Report a problem
    7/2/2018Listed for sale$305,000+20.2%$157/sqft
    Source: Hillside Realty #1001971610 Report a problem
    10/14/2013Sold$253,800$131/sqft
    Source: Agent Provided Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$825 -18.8%$193,050 +686.4%
    2024$1,015 +0.1%$24,550
    2023$1,014 +0.4%$24,550
    2022$1,010 +4.3%$24,550
    2021$968 +4.8%$24,550
    2020$923 $24,550 +3.4%
    2019$923 +0.4%$23,750 -3.3%
    2018$919 -1.8%$24,550
    2017$936 +10.3%$24,550
    2016$849 -2.9%$24,550
    2015$874 +1.5%$24,550
    2014$861 +1.8%$24,550
    2013$846 +4%$24,550
    2012$814 +1%$24,550
    2011$806 $24,550
    2010$806 +0.4%$24,550
    2009$802 $24,550
    2008-- --
    2007-- --
    Find assessor info on the county website

    Neighborhood: 19966

    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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