The homes in Four Winds Farm are being developed by Ribera Development, with a focus on high-quality, single-family detached models.
Design Excellence: Homes are built with a Coastal Craftsman aesthetic, featuring open-concept layouts that prioritize main-level living—a favorite for those looking to age in place.
Square Footage: Floor plans typically range from 1,800 to over 3,000 square feet, offering flexible spaces for home offices, guest suites, or hobby rooms
Key Features: Expect gourmet kitchens with large islands, 2- to 3-car garages, and energy-efficient building standards that keep utility costs low during the Delaware winters.

Four Winds Farm boasts a comprehensive amenity package centered around a nearly 3,000-square-foot clubhouse:
Resort-Style Pool: A large in-ground pool (over 3,500 square feet) featuring a spacious concrete patio, a fireplace, and a grilling station for summer socials.
Active Recreation: Multiple pickleball courts, a bocce ball and cornhole field, and a dedicated "tot lot" for visiting grandchildren.
Outdoor Social Spaces: A pergola-covered seating area with a gas fire pit, providing the perfect spot for evening "Yappy Hours" or neighborhood chats.

There is a unique tranquility found in moving to Milton, DE. As one of the best neighborhoods in Milton, DE, Four Winds Farm offers a "vibe" that is distinctly relaxed yet sophisticated. Residents here don't just live near a town; they belong to a community that celebrates local tradition—from the Dogfish Head Brewery tours to the live performances at the Milton Theatre. Life at Four Winds Farm feels like living in the country with the safety and amenities of a high-end resort, located just a stone's throw from the historic Union Street shops.

Beaches: A scenic 20-to-25-minute drive to the Delaware Bay at Broadkill Beach or the Atlantic waves of Lewes and Rehoboth.
Nature: Immediate proximity to Prime Hook National Wildlife Refuge, offering world-class birding, kayaking, and accessible nature trails.
Medical Care: Minutes away from the Bayhealth Sussex Campus and various specialty healthcare providers in the Milton-Milford corridor.
Downtown Milton: Just 3 miles to the town center for local dining favorites like The Backyard and the Milton Farmers Market.

The HOA at Four Winds Farm is structured to maintain the community's premium aesthetic while providing residents with significant leisure time.
Monthly Fee: Approximately $175 to $225 per month. (As of February 2026).

• Fee Inclusions:

  • Maintenance of the clubhouse, pool, and pickleball courts.

  • Upkeep of community ponds, irrigation, and forested common areas.

  • Trash and recycling collection.

  • Snow removal on community-owned streets.

Residents consistently praise the sense of space at Four Winds Farm. Unlike the densely packed coastal developments, they love that they can have a private backyard that backs into a wooded buffer. The social infrastructure is also a major draw; the central clubhouse and pool area make it incredibly easy to meet neighbors and form lasting friendships in a community where everyone is looking to enjoy their best years.

Living in Four Winds Farm means securing your financial future with the Delaware Advantage:
Zero Sales Tax: Enjoy tax-free living on everything from your morning coffee to a new car.
Low Property Taxes: Sussex County offers some of the lowest property taxes in the country, a significant benefit for retirees from high-tax states.
Retiree Protections: Delaware does not tax Social Security and offers generous exclusions for pension income, ensuring more of your hard-earned savings stay with you.