Welcome home to 214 Chestnut Ridge, a custom-built single-family residence located with GOLF COURSE FRONTAGE on the 16 hole of the Tuscawilla Country Club. Tuscawilla is a serene Winter Springs community in Seminole County This exquisite property, situated on .24 acres of loads of landscaping, is the epitome of luxury living, perfect for executive families seeking a harmonious blend of comfort and elegance. Boasting an impressive 4 bedrooms and 3 bathrooms, this custom-built home offers a spacious upstairs private ensuite featuring 1 bedroom and 1 bath, ideal for guests, playroom or a secluded home office. The interior is nothing short of breathtaking with soaring 10’ ceilings and solid red oak flooring that greets you in the foyer and extends through the kitchen and breakfast nook. The heart of the home, a chef's kitchen, is adorned with quality chestnut wood cabinets, sleek granite countertops, and a wet bar island, perfect for entertaining. Hallway complete with bright skylights that lead to bedroom 2 and 3 that actually both have access to the hall jack n jill bath. Three way split floorplan offers loads of lifestyle options. Attention to detail is evident with 5 1/4” baseboards, recessed lighting, and a luxurious custom built-in entertainment center. Cozy up by the gas-burning fireplace or enjoy the oversized 860 SF 3-car garage/workshop, equipped with an insulated ceiling and reinforced garage doors, offering ample space for vehicles and projects alike. Custom Built pergola off the garage offers additional charm. So Many options. Complete with a direct wired emergency generator included. The master suite is a sanctuary with a generous 8' x 12' walk-in closet featuring custom solid walnut cabinets. Bask in the Florida sunshine on your awning-covered rear deck with a view of the golf course and conservation area. Built in 2001 with a new roof in 2020, this move-in ready home benefits from top-of-the-line “Low E” windows, R-30 attic insulation. Location is paramount, with proximity to quality schools, shopping, dining, and major employment hubs. This property, fronting the 16th hole of the Tuscawilla Country Club, is not just a home—it's a lifestyle waiting for you at Chestnut Ridge. HIGHLIGHTED EXTRA The home is also equipped with an emergency Generator along with 20 solar panels, that are PAID FOR, which can provide 7.8 kWh are connected with the Duke power grid. The electric bill reflects how much power you use and how much you push back to the grid. You are credited equally for power pushed back in the final monthly amount due. Additionally, there is a backup battery which in the event of power outage will provide 6 dedicated circuits for the house with standby power during brief power outages. A MUST SEE!
- Built in 2001
- 3 garage spaces
- $282.94/sqft
- Lot size: 11,111 sqft
- 1 days on market
- Directions: From the corner of Tuskawila road and Red bug Road heading north on Tuskawilla road to the main Tuscawilla entrance. Follow to Winter Springs Blvd and turn right. Go past the Tuscawilla COuntry CLub to Greenbriar. Turn right and follow to Chestnut Ridge..Turn left and follow to home on the left.
- County: Seminole
- Geo subdivision: CHESTNUT RIDGE
Nearby Schools
Indian Trails Middle
Winter Springs High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Community Info
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Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent 🇺🇸
- Source: Stellar MLS
- MLS #: O6372400
Listing updated: February 22, 2026 at 11:52AM
Listing provided by: Laurie Cain, CHARLES RUTENBERG REALTY ORLANDO
Last checked 4 hours ago
Listing provided by: Laurie Cain, CHARLES RUTENBERG REALTY ORLANDO
Last checked 4 hours ago
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