Longwood · Seminole County · Gated

Wingfield North Homes for Sale

Guard-gated Longwood enclave with 115 estate homes on acre-plus lots.

Live ListingsFrom $969KEst. 1984Gated
Active Listings

Homes for sale in Wingfield North

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About

Inside Wingfield North

Wingfield North is a gated residential community in Longwood, Florida, located in northwest Seminole County off Markham Woods Road between State Road 434 and Lake Mary Boulevard. Developed primarily between 1984 and 1994 by Dick Proctor Homes and Jones Clayton Homes, the subdivision comprises approximately 115 single-family estates situated on homesites averaging one to one and a half acres. The community features 24-hour guarded gate security and is characterized by mature oak and pine trees throughout.

Homes in Wingfield North range from approximately 3,000 to 7,100 square feet of air-conditioned living space, with typical price ranges between $969,000 and $1,390,000 as of 2025. Recent market activity showed six homes selling in the previous 12 months with an average selling price of $1,325,417. The properties reflect contemporary, Florida, Spanish/Mediterranean, traditional, and ranch architectural styles, with four to six bedrooms and two to four-car garages. Average lot sizes provide ample outdoor entertaining space.

The mandatory HOA encompasses grounds maintenance, security personnel, road maintenance, community amenities, and recreation facilities. Current HOA fees range from $1,625 to $1,820 monthly. Residents enjoy access to tennis courts, parks, playgrounds, sidewalks, and water access along conservation areas. The community is golf cart-friendly, and nearby attractions include Wekiva Island for kayaking and paddleboarding, the Seminole Wekiva Trail for walking and cycling, and easy access to Interstate 4 for commuting to downtown Orlando, Tampa, or Daytona Beach.

Wingfield North is zoned for Seminole County Public Schools, recognized among the highest-quality systems in Florida. The community appeals to buyers seeking established, upscale residential enclaves with natural amenities and security. The location provides convenient access to shopping at Seminole Towne Center and Altamonte Mall, as well as restaurants and services in the Lake Mary Collection and Uptown Altamonte, while maintaining a secluded, wooded setting.

Community at a Glance

The facts

Total Homes
115
HOA / Month
$1,625-$1,820
School District
Seminole County Public Schools
Questions, Answered

Frequently asked

What is the price range for homes in Wingfield North?

Wingfield North homes range from approximately $969,000 to $1,390,000. Recent sales activity shows an average selling price around $1,325,000, with properties ranging from 3,000 to 7,100 square feet of air-conditioned space on homesites averaging one to 1.5 acres. Contact a Market Connect Realty agent for current listings and pricing.

Is Wingfield North a gated community?

Yes, Wingfield North is a gated community with a 24-hour manned guard entrance. The security entrance protects the subdivision's homesites, which are situated on one to 1.5-acre lots adorned with mature oaks and pines. This is a key feature differentiating the community from surrounding neighborhoods.

What schools are zoned for Wingfield North?

Wingfield North is zoned for Seminole County Public Schools. The area is served by Seminole County Public Schools. For specific elementary, middle, and high school assignments, contact Seminole County Public Schools or a local Market Connect Realty agent.

What are the HOA fees in Wingfield North?

The mandatory HOA fees in Wingfield North range from $1,625 to $1,820 monthly as of 2025. These fees include grounds maintenance, community road maintenance, 24-hour security with a guard, recreation facilities, real estate taxes for common areas, and access to amenities such as tennis courts and parks.

What amenities does Wingfield North offer?

Wingfield North residents enjoy tennis courts, parks, playgrounds, sidewalks, water access, and waterfront recreation areas. The community is golf cart-friendly, with golf cart-permitted streets. Security includes a 24-hour guard gate entrance. Nearby attractions include Wekiva Island for water recreation and the Seminole Wekiva Trail for walking and cycling.

How many homes are in Wingfield North?

Wingfield North contains approximately 115 single-family homes. Most were constructed between 1984 and 1994 by Dick Proctor Homes and Jones Clayton Homes. Homes range from 3,000 to 7,100 square feet with four to six bedrooms, situated on homesites of one acre or more.

Is short-term rental allowed in Wingfield North?

Short-term rental policies for Wingfield North are not documented in available community sources. Interested buyers should contact the Wingfield North HOA directly or consult a Market Connect Realty agent for current rental restrictions and rules governing the community.

What year was Wingfield North developed?

Wingfield North was developed primarily between 1984 and 1994 by Dick Proctor Homes and Jones Clayton Homes. The community is well-established, with mature landscaping and a stable residential character. Development occurred during a significant growth period in Seminole County.