220 Rollingwood Trl
Once in a generation - 56 years of devoted ownership, offered for the very first time. Meticulously maintained by a single family for over five decades, 220 Rollingwood Trail is a rare opportunity to own a generational home in one of Central Florida's most coveted guard-gated communities, Spring Lake Hills. Offered on the open market for the very first time, this 5-bedroom, 3-bathroom, 3-car garage pool home sits on a beautifully landscaped 0.35-acre lot and has been thoughtfully upgraded throughout, delivering a truly move-in ready lifestyle with nothing left to do but make it your own. This home is a standout for the energy-conscious buyer. A fully paid-off solar system installed in 2024 powers the home with virtually no monthly electric bill. A whole-house standby generator with dedicated hookup provides peace of mind through any Florida storm season. The upgraded electrical panel, energy-efficient water heater, high-efficiency variable-speed pool equipment, and double-pane energy-efficient windows complete a mechanical package that is simply unmatched at this price point. New roof installed May 2020. Step inside to warm hardwood and tile floors, a charming dry bar perfect for entertaining, and a kitchen anchored by classic Chicago brick detailing that gives the space a timeless, character-rich feel. The generous 2,845 square feet of living space is spread across five bedrooms and three full bathrooms, offering ideal flexibility for families, guests, or a dedicated home office. The three-car garage features extensive built-in storage and workshop, a rare find in this community. The backyard is a true Florida retreat - a screened pool and expansive covered patio invite year-round outdoor living, while a propane hookup on the side yard serves both the grill and a gas-burning fireplace for those cooler evenings. A lifetime paver driveway adds curb appeal from the moment you arrive. The 8-zone irrigation system and covered gutter system keep the property in pristine condition with minimal upkeep. CPVC plumbing throughout. City water and city sewer. Spring Lake Hills is among Seminole County's most prestigious addresses - a 24-hour guard-gated community with a single staffed entry and exit point, offering an unmatched level of security and privacy. Residents enjoy deeded access to two lakes - Spring Lake and Lake Destiny - via two private community boat ramps, plus pickleball courts, basketball courts, and a community playground. Within minutes of three of Central Florida's top-rated private schools, major shopping and dining at Altamonte Mall and Cranes Roost Park, and seamless Interstate 4 access to Orlando and beyond. Homes with this combination of pedigree, mechanical upgrades, community amenities, and first-time-on-market status simply do not come available often. It is a lovingly cared-for family home being passed forward. Schedule your private showing before this chapter closes.
Listing Information
Open Houses
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Sunday, October 41:00 PM – 3:00 PM
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Spring Lake Elementary School
Assigned school for this home
Lake Sybelia Elementary
Children's Center For Education
Lake Orienta Elementary School
Hungerford Elementary
Riverside Elementary
Serendipity Learning Center
Goplay
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 09/29/2026 | Price change | $714,000 |
| 06/11/2026 | Listed for sale | $769,000 |
Listed by Tyler Deans · CREEGAN GROUP · 4076221111
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.
Last Updated: September 30, 2026 at 2:00 AM | Source: Stellar MLS | MLS#: O6414914

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