Four Winds Farm

Four Winds Farm
Shingle Point Road,
Milton, DE 19968
Age
All Ages
Where in Delaware
Milton, Sussex County
New / Resale
New Homes
Golf community
No
Welcome toFour Winds Farm
Four Winds Farm is a cluster subdivision about three miles from downtown Milton, Delaware. It has 366 single-family homes, with wooded buffers, wetlands and roughly 86 acres of permanent open space, plus a clubhouse, pool, pickleball and bocce courts.

Experience Gets ResultsFour Winds Farm Featured Listings
Learn More AboutFour Winds Farm
Open Space and Street Layout
Four Winds Farm is a cluster subdivision: the homes are grouped together, with open space around them.
Cluster Design: The neighborhood sets aside roughly 86 acres to permanent open space. Much of the original landscape is kept, including wooded buffers and wetlands.
Streets and Sidewalks: The streets use roundabouts and an interconnected grid to slow traffic. There are sidewalks on at least one side of every street and a 10-foot shared-use path along the frontage.
Location: The community is on Shingle Point Road, away from the summer traffic on Route 1, about three miles from downtown Milton.
About the Homes 🗝️
The single-family residences in Four Winds Farm are built by Lennar.
Models and Floor Plans: Plans are single-story or have a main-level primary suite, in a Coastal Craftsman style. Models include the Newport, Savannah, Canton, Dorian, Clearwater, and Drayton.
Square Footage: Single-story and two-story plans range from 1,566 to 2,747 square feet.
Key Features: Open great rooms, 2-car garages and kitchens with center islands. Exterior options include triple-gable rooflines, stone accents and shake-shingle siding. The homes are built to energy-efficiency standards.



About the Amenities 🌳
The amenities at Four Winds Farm:
Clubhouse: A clubhouse of nearly 3,000 square feet, with room for meetings and private events.
Pool: A 3,500-square-foot in-ground pool with a concrete sun deck, an outdoor fireplace and a grilling station.
Courts: Multiple pickleball courts, a bocce court and a cornhole field.
Outdoor Seating: A pergola-covered pavilion with a gas fire pit, and a playground.
Neighborhood Story 📖
Four Winds Farm is in Milton, DE, about three miles from the brick storefronts of downtown Milton, the local farmers market and the Dogfish Head Brewery. The community has its own ponds, and live theater and restaurants are a few minutes away.
Local Area and Proximity 📍
Beaches: About a 20 to 25 minute drive to Broadkill Beach or the waterfront parks in Lewes.
Medical Care: Near the Bayhealth Sussex Campus and the Beebe Healthcare network.
Shopping & Essentials: Less than five minutes to downtown shops, pharmacies and diners such as The Backyard.
Nature Reserves: Close to the Prime Hook National Wildlife Refuge, with trails, kayak launches and tidal marshes.
HOA and Maintenance 🛠️
The HOA fee and what it covers:
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 You Get
Four Winds Farm has a clubhouse, a large pool and sports courts, covered by a monthly HOA fee.
Clubhouse: nearly 3,000 square feet.
Pool: a 3,500-square-foot in-ground pool with a concrete sun deck, outdoor fireplace and grilling station.
Courts: pickleball courts, a bocce court and a cornhole field.
HOA fee: approximately $150 per month (as of February 2026).
HOA covers: amenity access, court upkeep and lighting, ponds, green spaces and entrance landscaping, trash removal, management, and snow clearing on community streets and paths.
Call us at 302-549-5164 and we will get the current HOA documents and fees for any home you are considering.
Tax Benefits 💰
Read this first: Active Adults Realty is not a tax, legal or financial advisor and nothing below is advice. Confirm every figure with your own tax professional and with Sussex County before you rely on it.
Delaware tax facts for a home in Milton:
State Sales Tax: Delaware has no state sales tax.
Property Taxes: Set by Sussex County and the local school district.
State Income Tax: Delaware does not tax Social Security benefits and allows a pension exclusion of up to $12,500 for residents age 60 and older.
Straight AnswersFour Winds Farm Questions
What are the HOA fees in Four Winds Farm?
Approximately $150 per month (as of February 2026). It covers access to the clubhouse, pool and fireplace pavilion, court upkeep and lighting, ponds, green spaces and entrance landscaping, trash removal, management, and snow clearing on community streets and paths. Fees change. We will get the current figure for any home you are considering.
Is Four Winds Farm a 55+ community?
No. Four Winds Farm is not age restricted. It is open to buyers of all ages.
What kinds of homes are in Four Winds Farm?
New single-family homes, 366 in all. Plans are single-story or have a main-level primary suite, from 1,566 to 2,747 square feet, with 3 or 4 bedrooms and 2-car garages.
What amenities does Four Winds Farm have?
A clubhouse of nearly 3,000 square feet, a 3,500-square-foot in-ground pool with a concrete sun deck, an outdoor fireplace and a grilling station, pickleball courts, a bocce court, a cornhole field, a pergola-covered pavilion with a gas fire pit, and a playground. There is no golf course.
How much open space does Four Winds Farm have?
Roughly 86 acres are set aside as permanent open space, with wooded buffers, wetlands and ponds. There are sidewalks on at least one side of every street and a 10-foot shared-use path along the frontage.
Where is Four Winds Farm?
On Shingle Point Road in Milton, Sussex County, about three miles from downtown Milton. Broadkill Beach and the waterfront parks in Lewes are about a 20 to 25 minute drive.
What is for sale in Four Winds Farm right now?
The current listings are on this page. Call us at 302-549-5164 and we will tell you what is for sale and what has sold recently.
LennarFloor Plans
Floor plans offered in Four Winds Farm:
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.
Around Four Winds Farm
Where it is
Four Winds Farm is in Milton, Sussex County, Delaware. You can see it beside every other community that has a page on our site on our Delaware Community Map.
Public schools
Four Winds Farm is in the Cape Henlopen School District. School assignments can change, so confirm a specific address with the district: Cape Henlopen School District.
Nearby communities on our site
- Windscape Farms, Milton
- Azalea Woods, Georgetown
- Vines of Sandhill, Milton
- Quail Run Estates, Milton
- Hawthorne, Georgetown
More communities like this
See all Sussex County communities on our site and all-ages communities across Delaware.
Want to compare any of these? Call us at 302-549-5164.
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 302-549-5164 or email
[email protected]
You may want to
read this article on Understanding Base Model Pricing.
Active Adults Realty office: 302-424-1890



