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Property for sale at 220 ROLLINGWOOD TRAIL, ALTAMONTE SPRINGS, FL, 32714
Property for sale at 220 ROLLINGWOOD TRAIL, ALTAMONTE SPRINGS, FL, 32714
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220 Rollingwood TrailAltamonte Springs, FL, 32714

5beds
3baths
2,845sqft
Single Family Residence
Built in 1970
$510 Quarterly HOA Fee
$699,000
For sale
$769,000−$70,000 (9%)
Price per sqft
$246
Days on market
133
Listed
Jun 11
Last reduction
−$15,000
Oct 12, 2026
MLS #O6414914Updated Oct 18, 2026

About this property

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.

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Property details

Property type
Single Family Residence
Street address
220 Rollingwood Trail
City
Altamonte Springs
State
FL
ZIP code
32714
Year built
1970
New construction
No
Attached property
No
Faces
North
Rooms
10
Living area
2,845 sqft
Total building area
4,236 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price reduced by $70,000 (9.1%) since first listed.

EventPrice
Price reducedMLS #O6414914$699,000Change: −9.1%−$70,000
Listed for saleMLS #O6414914$769,000
History may be incomplete.
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Location

Property for sale at 220 ROLLINGWOOD TRAIL, ALTAMONTE SPRINGS, FL, 32714
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