Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$475,000.00
288 RINGWOOD DRIVE, WINTER SPRINGS, FL - 32708
3 beds
2.0 baths
1,700 sqft
$475,000.00
288 RINGWOOD DRIVE, WINTER SPRINGS, FL - 32708
Gabriella Massaro
$475,000.00
3 beds
2.0 baths
1,700 sqft
288 RINGWOOD DRIVE, WINTER SPRINGS, FL - 32708
For Sale
Photo 1
  • Built in 1987
  • 2 garage spaces
  • $279.41/sqft
  • Lot size: 11,250 sqft

Tucked beneath a canopy of majestic oaks in the established Tuscawilla Forest community, this charming 3-bedroom, 2-bath, 2-car garage home offers approximately 1,700 square feet of living space on a spacious .26-acre lot—along with something you simply can't recreate overnight: character, mature landscaping and the welcoming feel of an established neighborhood. Cherished by the same homeowner since 2004, this has been a much-loved home for more than two decades. The owners have especially treasured their wonderful neighbors and convenient location, and now it's time for a new owner to begin their own chapter here. Step inside and you'll immediately appreciate the desirable split-bedroom floor plan, vaulted ceilings and skylights that bring natural light into the main living areas. At the heart of the home, the inviting living space features a double-sided fireplace, warm wood accents and built-in shelving. The kitchen offers real wood cabinetry, generous counter space, breakfast bar, stainless-steel appliances and stylish tile backsplash, opening naturally to the main living area. The primary suite offers a private retreat with a beautifully remodeled bath featuring dual vanities, soaking tub and separate glass-enclosed walk-in shower with striking tile and pebble-stone accents. The secondary bath has also been beautifully remodeled. MAJOR IMPROVEMENTS HAVE ALREADY BEEN MADE, including a NEW ROOF IN 2021 with new gutters and gutter guards, A/C SYSTEM IN 2020 with parts-and-labor warranty noted through 2030, REMODELED BATHROOMS IN 2024, PEX PLUMBING, TWO-TONE VINYL PRIVACY FENCE IN 2023 and NEW ST. AUGUSTINE GRASS IN 2023. Additional improvements include the updated kitchen, lighting and ceiling fans, flooring and sprinkler system. And then there's the OUTDOOR LIVING! Sliding glass doors lead to an expansive screened and covered lanai, perfect for morning coffee, weekend gatherings or simply enjoying Florida living. Beyond the lanai, the large, private fenced backyard is shaded by beautiful mature trees with plenty of room for gardening, pets, play, entertaining—or perhaps that future pool you've been dreaming about. Whether hosting friends, enjoying a quiet evening under the trees or simply unwinding after a long day, this backyard offers the space and privacy to enjoy being home. LOCATION, LOCATION, LOCATION! Enjoy the charm of an established Winter Springs neighborhood with access to Seminole County Public Schools while staying close to everything. Nearby Trotwood Park, Central Winds Park, Bear Creek Nature Trail and the Cross Seminole Trail provide walking, biking, sports, playgrounds and outdoor recreation. Shopping, dining and everyday conveniences are nearby, with easy access to Oviedo, UCF, Winter Park, SR 417 and the greater Orlando area. With its mature surroundings, nearby parks and trails, convenient location and the kind of neighbors the current owners will truly miss, it's easy to understand why they called this home for more than 20 years. Some homes simply have a story—and this one has been loved for more than two decades. Filled with memories and thoughtfully cared for through the years, 288 Ringwood Drive is ready for its next chapter...and its next owner to call it HOME.

  • Directions: From Red Bug Lake Rd, (R) on Tuskawilla, (L) Eagle Blvd., (R) Ringwood Drive, the home will be located on the right.
  • County: Seminole
  • Geo subdivision: DEER RUN UNIT 23A

Nearby Schools

Red Bug Elementary

Tuskawilla Middle

Lake Howell High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
106 S LAKEWOOD CIRCLE, MAITLAND, FL - 32751
$465,000.00
3 bds
2.0 ba
2,016 sqft
106 S LAKEWOOD CIRCLE, MAITLAND, FL - 32751
For Sale
3020 NICHOLSON DRIVE, WINTER PARK, FL - 32792
$495,000.00
4 bds
2.0 ba
1,756 sqft
3020 NICHOLSON DRIVE, WINTER PARK, FL - 32792
For Sale
2464 HUNTERFIELD ROAD, MAITLAND, FL - 32751
$500,000.00
4 bds
2.0 ba
1,920 sqft
2464 HUNTERFIELD ROAD, MAITLAND, FL - 32751
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6440707
Listing updated: September 12, 2026 at 8:09PM
Listing provided by: Cynthia Luedke, KELLER WILLIAMS ADVANTAGE REALTY
Last checked 1 hour ago
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