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For sale
    • Price cut: $10.1K (7/16)
    $549,900

    420 Winterberry Dr, Middletown, DE 19709

    3beds
    3,100sqft
    : 
    $3,640/mo
    Get pre-qualified
    Single Family Residence
    Built in 2013
    9,148 Square Feet Lot
    $542,400 Zestimate®
    $177/sqft
    $246/mo HOA

    What's special

    Freshly paintedSophisticated ranch architectural styleHigh-end finishesWell-maintained sidewalksHigh-quality vinyl sidingRecessed lightingCrown moldings
    This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-quality vinyl siding that enhances its curb appeal. Spanning an impressive 3,100 square feet (not including fhe finished basement) this residence offers three spacious bedrooms on the main level (one used currently as and office and a 4th room/den and full bath in the finished basement and 2 full bathrooms on the main level, ensuring ample space for relaxation and privacy. The interior is meticulously designed with high-end finishes, including crown moldings, chair railings, and recessed lighting that create an inviting ambiance. The open floor plan seamlessly connects the family room to the kitchen, which is equipped with stainless steel appliances, double oven, including a built-in microwave, gas oven/range, dishwasher, and disposal. The breakfast area provides a perfect spot for casual dining, while the formal dining room is ideal for entertaining guests. The primary suite features a luxurious bathroom with both a walk-in shower, double sinks and vanity complemented by a generous walk-in closet. Additional interior highlights include new laminate floors, freshly painted, carpeting, 3 ceiling fans in bonus room over negotiable pool table, and a convenient laundry area located on the main level. The spacious basement is partially finished with a full bath and den and offers plenty of additional storage options, plus a battery backup for the sump pump. The exterior of the property is equally impressive, featuring well-maintained sidewalks and street lighting that enhance the community's charm. Residents can enjoy a wealth of amenities within the community, including a clubhouse with billiard room, exercise room, and outdoor recreational facilities such as pickleball courts, bocce ball, horseshoes , 4 mile walking trail with benches and gazebo, community vegatable garden, a community heated pool with handicap lift and a firepit for chilly evenings. The association fee covers comprehensive services, including lawn care, snow removal, and trash collection, ensuring a low-maintenance lifestyle. Parking is convenient with an attached two-car garage featuring a front entry and garage door opener, along with additional driveway space. This property not only offers a luxurious living experience but also fosters a vibrant community atmosphere, making it an ideal choice for those seeking an active and engaging lifestyle.
    114 days
    |
    575
    |
    5
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Barb Carpenter 302-229-2555,

    Long & Foster Real Estate, Inc. 3023515000

    Source: Bright MLS,MLS#: DENC2101226MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 2
      • Main level bedrooms: 3
      Rooms
      • Room types: Dining Room, Kitchen, Family Room, Den, Foyer, Great Room, Laundry, Office, Bathroom 1, Bathroom 2, Bonus Room
      Bathroom 1
      • Features: Bathroom - Walk-In Shower, Double Sink, Flooring - Ceramic Tile, Lighting - Ceiling
      • Level: Main
      Bathroom 2
      • Features: Bathroom - Tub Shower, Flooring - Vinyl
      • Level: Main
      Bathroom 2
      • Features: Bathroom - Tub Shower, Flooring - Vinyl
      • Level: Main
      Bonus room
      • Features: Flooring - Vinyl, Ceiling Fan(s)
      • Level: Main
      Den
      • Level: Lower
      Dining room
      • Features: Crown Molding, Flooring - Laminated, Formal Dining Room, Lighting - Ceiling, Chair Rail
      • Level: Main
      Family room
      • Features: Flooring - Laminated, Recessed Lighting
      • Level: Main
      Foyer
      • Features: Flooring - Laminated, Lighting - Ceiling
      • Level: Main
      Great room
      • Features: Flooring - Carpet, Lighting - Ceiling
      • Level: Lower
      Kitchen
      • Features: Breakfast Bar, Dining Area, Flooring - Laminated, Kitchen - Gas Cooking, Lighting - Ceiling, Recessed Lighting
      • Level: Main
      Laundry
      • Features: Built-in Features, Flooring - Vinyl, Lighting - Ceiling
      • Level: Main
      Office
      • Features: Flooring - Laminated
      • Level: Main
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Electric Water Heater
      • Laundry: In Basement, Main Level, Laundry Room
      Features
      • Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Ceiling Fan(s), Chair Railings, Crown Molding, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Formal/Separate Dining Room, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), 9'+ Ceilings, Dry Wall
      • Flooring: Carpet, Ceramic Tile, Laminate, Vinyl
      • Basement: Full,Partially Finished,Concrete,Sump Pump,Windows,Interior Entry
      • Has fireplace: No
      Interior area
      • Total structure area: 3,100
      • Total interior livable area: 3,100 sqft
      • Finished area above ground: 3,100
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Faces Front, Garage Door Opener, Attached, Driveway
      • Attached garage spaces: 2
      • Uncovered spaces: 2
      Accessibility
      • Accessibility features: Accessible Entrance
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Sidewalks, Street Lights
      • Pool features: Community
      Lot
      • Size: 9,148 Square Feet
      • Features: Rear Yard, Front Yard, Landscaped, SideYard(s)
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 13014.34059
      • Zoning: S
      • Special conditions: Notice Of Default
      • Other equipment: Negotiable, See Remarks

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Excellent
      • New construction: No
      • Year built: 2013

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Pool
      • Security: Smoke Detector(s)
      • Senior community: Yes
      • Subdivision: Four Seasons At Silver Maple
      HOA
      • Has HOA: Yes
      • Amenities included: Billiard Room, Clubhouse, Dining Rooms, Fitness Center, Game Room, Meeting Room, Party Room, Pool, Recreation Facilities, Retirement Community, Shuffleboard Court, Picnic Area
      • Services included: Common Area Maintenance, Lawn Care Front, Lawn Care Rear, Lawn Care Side, Maintenance Grounds, Pool(s), Recreation Facility, Snow Removal, Trash
      • HOA fee: $246 monthly
      Location
      • Region: Middletown

      Financial & listing details

      • Price per square foot: $177/sqft
      • Tax assessed value: $510,100
      • Annual tax amount: $4,455
      • Date on market: 4/23/2026
      • Listing agreement: Exclusive Right To Sell
      • Listing terms: Cash,Conventional
      • Inclusions: Refrigerators In Kitchen And Basement, Washer, Dryer, 3 Ceiling Fans, Garage Door Opener W Remote, Storage Rack In Garage, Batter Back-up For Sump Pump (as Is Condition). Pool Table Is Negotiable.
      • Exclusions: Electric Fireplace In Family Room
      • Ownership: Fee Simple

        Estimated market value

        $542,400

        $515,000 - $570,000

        $3,134/mo

        Price history

        DateEventPrice
        7/16/2026Price change$549,900-1.8%$177/sqft
        Source: Long & Foster Broker Feed #DENC2101226 Report a problem
        6/20/2026Price change$560,000-2.6%$181/sqft
        Source: Long & Foster Broker Feed #DENC2101226 Report a problem
        6/8/2026Price change$575,000-1.7%$185/sqft
        Source: Long & Foster Broker Feed #DENC2101226 Report a problem
        5/23/2026Price change$585,000-1.7%$189/sqft
        Source: Long & Foster Broker Feed #DENC2101226 Report a problem
        4/23/2026Listed for sale$595,000+67%$192/sqft
        Source: Long & Foster Broker Feed #DENC2101226 Report a problem
        6/11/2013Sold$356,219$115/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $510,100 +368.8%
        2024$5,219 +58.8%$108,800
        2023$3,287 +0.1%$108,800
        2022$3,285 -1.5%$108,800
        2021$3,335 +1.3%$108,800
        2020$3,291 +9.3%$108,800
        2019$3,011 0%$108,800
        2017$3,011 -3%$108,800
        2016$3,104 $108,800
        2015$3,104 +2.7%$108,800
        2014$3,022 $108,800 +1.1%
        2013-- $107,600 +1821.4%
        2012-- $5,600
        2011-- --
        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: 19709

        Getting around

        0 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Appoquinimink

        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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