Four Winds Farm

Prime Hook Beach

Four Winds Farm

Shingle Point Road,

Milton, DE 19968

55+ Community

No

Where in Delaware

Southern Delaware

New / Resale

New

Golf community

No

Welcome toFour Winds Farm

Four Winds Farm is an expansive, beautifully planned cluster subdivision located just outside the historic town center of Milton, Delaware. Comprising 366 thoughtfully designed single-family homes, this neighborhood seamlessly blends scenic wooded buffers and natural wetlands with a modern, resort-style amenity package, providing an idyllic home base for retirees seeking a relaxed coastal-lifestyle alternative.

Milton

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Learn More AboutFour Winds Farm

A Serene Haven of Open Space and Coastal Accessibility

Four Winds Farm is designed to offer a breathable, park-like environment that honors the pastoral heritage of Sussex County while delivering modern comfort.
Eco-Conscious Cluster Design: Developed with a primary focus on land preservation, the neighborhood allocates roughly 86 acres to permanent open space. By keeping large swaths of the original landscape intact, the development ensures expansive natural vistas, wide buffers between homes, and a peaceful ambiance that stands out from higher-density coastal subdivisions.
A Pedestrian-Friendly Layout: The neighborhood incorporates thoughtful traffic roundabouts and an interconnected grid system that naturally calms traffic. Featuring comprehensive sidewalks on at least one side of every street and a 10-foot shared-use path along the frontage, the community provides a highly accessible environment for daily physical activity and casual evening strolls.
The Best Country-Coastal Balance: Tucked away on Shingle Point Road, the community avoids the intense summer gridlock of Route 1. It acts as a quiet sanctuary where residents can embrace a relaxed lifestyle, while still remaining close enough to the coast to experience the ocean breeze and regional conveniences.

About the Homes 🗝️

The single-family residences in Four Winds Farm are exclusively crafted by Lennar, featuring their high-end, signature "Everything's Included®" program.
Models and Floor Plans: The community introduces a premier selection of single-story and main-level primary suite floor plans built with a Coastal Craftsman aesthetic. Available models include the Newport, Savannah, Canton, Dorian, Clearwater, and Drayton.
Square Footage: Homes are tailored for versatile retirement lifestyles, with configurations typically spanning from 1,568 to over 2,747 square feet.
Key Features: These contemporary homes prioritize accessibility and structural comfort, featuring open-concept great rooms, 2-car garages, and gourmet kitchens with central seating islands. Distinct architectural options include triple-gable rooflines, stone accents, and shake-shingle styling, all built to advanced energy-efficiency standards.

About the Amenities 🌳

Four Winds Farm offers a rich recreational infrastructure focused on personal wellness and shared experiences:
The Modern Clubhouse: A centralized community hub spanning nearly 3,000 square feet, perfect for neighborhood meetings, holiday socials, and private club events.
Resort-Style Swimming Pool: A spectacular, 3,500-square-foot in-ground pool paired with an expansive concrete sun deck, an outdoor fireplace, and a professional grilling station for warm-weather entertaining.
Active Sports Campus: Multiple professionally surfaced pickleball courts, a bocce ball court, and a cornhole field that host regular neighborhood tournaments.
Outdoor Lounges: A pergola-covered seating pavilion equipped with a gas fire pit, alongside a dedicated playground structure for visiting grandchildren.

Neighborhood Story 📖

There is an undeniable sense of peace that comes with moving to Milton, DE, where life naturally shifts into a lower gear. As one of the best neighborhoods in Milton, DE, Four Winds Farm captures a vibe that is sophisticated, welcoming, and deeply tied to the local culture. You are located just three miles from the historic brick storefronts of downtown Milton, the local farmers market, and the renowned Dogfish Head Brewery. It is a neighborhood where your days can seamlessly transition from a quiet morning observing local birdlife along the community ponds to an evening of live theater or fine dining just minutes away.

Local Area and Proximity 📍

Beaches: A scenic 20-to-25-minute drive to the quiet shores of Broadkill Beach or the historic waterfront parks in Lewes.
Medical Care: Quick access to the state-of-the-art Bayhealth Sussex Campus and the extensive Beebe Healthcare network.
Shopping & Essentials: Less than five minutes to downtown local boutiques, pharmacies, and popular local diners like The Backyard.
Nature Reserves: Immediate proximity to the Prime Hook National Wildlife Refuge, offering miles of accessible trails, kayaking launches, and pristine tidal marshes.

HOA and Maintenance 🛠️

The homeowners association at Four Winds Farm is structured to protect community aesthetics and maximize your leisure time.
Monthly Fee: Approximately $150 per month. (As of February 2026).

  • Fee Inclusions:

    • Full access to the Clubhouse, 3,500 sq. ft. Pool, and Fireplace pavilion.

    • Upkeep and illumination of the pickleball and bocce ball courts.

    • Maintenance of community retention ponds, open green spaces, and entrance landscaping.

    • Trash removal and professional neighborhood administration.

    • Snow clearing on community-owned streets and shared pedestrian paths.

    What Residents Love ❤️

    Residents are absolutely enamored with the "pocket-of-nature" layout of the neighborhood, frequently noting that the wide buffers and preserved woods make the community feel like a private park. Socially, the community thrives around the outdoor fire pit and pool deck, where neighbors connect effortlessly after an afternoon match on the pickleball courts. Homeowners also report an immense sense of satisfaction regarding the worry-free nature of their brand-new, energy-efficient homes, which allow them to spend less time on repairs and more time enjoying retirement.

    Tax Benefits 💰

    Choosing a home in Milton allows you to fully capitalize on the famous Delaware Advantage:
    NO Sales Tax: Save instantly on everything from outfitting your new craftsman home to your daily lifestyle and dining expenses.
    Incredibly Low Property Taxes: Sussex County boasts some of the lowest property tax burdens in the entire nation, offering immense relief to those on a fixed income.
    Retirement Income Exemptions: Delaware entirely exempts Social Security benefits from state income tax and allows a generous pension exclusion of up to $12,500 for residents age 60 and older.

    lennarFloor Plans

    Browse the floor plans to see which model best suits you:

    3 Bed

    2 Bath

    2 Car Garage

    1566 sq. ft.

    3 Bed

    2 Bath

    2 Car Garage

    1592 sq. ft.

    3 Bed

    2 Bath

    2 Car Garage

    1819 sq. ft.

    3 Bed

    2 Bath

    2 Car Garage

    2183 sq. ft.

    3 Bed

    2 Bath

    2 Car Garage

    2588 sq. ft.

    4 Bed

    2 FULL / 1 HALF Bath

    2 Car Garage

    2747 sq. ft.

    Disclaimer: While we strive to do our best to have the most current information available on our website, please note that availability of models, their prices, and square footage are subject to change without notice by the Builder. For the most current info on models available, pricing and square footage, please contact us.
    Call 302-424-1890 or email [email protected] You may want to read this article on Understanding Base Model Pricing.