Tallahassee Homes with CHILES High School

Tallahassee Homes with CHILES High School

Welcome to Tallahassee, Florida’s vibrant capital city nestled in the heart of Leon County. Known for its rich history, picturesque landscapes, and a thriving cultural scene, Tallahassee offers a unique blend of Southern charm and modern conveniences. With its lush parks, historic sites, and a lively downtown area, residents enjoy a lifestyle that balances relaxation and activity.

One of the standout features of this beautiful city is its commitment to education. Homes located within the prestigious Chiles High School district not only provide access to excellent educational opportunities but also foster a strong sense of community. Chiles High School is renowned for its dedicated faculty, diverse extracurricular activities, and a strong emphasis on academic achievement, making it a top choice for families seeking quality education for their children.

The neighborhoods surrounding Chiles High School offer a variety of homes, from charming single-family residences to modern townhouses, catering to various lifestyles and budgets. Families will appreciate the spacious yards, friendly neighbors, and proximity to parks and recreational facilities, perfect for weekend outings and family gatherings.

Living in Tallahassee means being part of a community that values education, culture, and the great outdoors. With its warm climate and welcoming atmosphere, it’s no wonder that residents take pride in calling this city home. Explore the wonderful homes available in the Chiles High School district and discover the perfect place for your family to thrive in Tallahassee!

Newest Tallahassee Homes with CHILES High School

$325,000
3 Beds ⋅ 2 Baths ⋅ 403420 MLS
Welcome home to Killearn Lakes! This inviting, all-brick, 3-bedroom, 2-bath home offers approximately 1,648 square feet of comfortable living space in one of Tallahassee's most popular and sought-after neighborhoods. Nestled amongst the mature pines on a flat .26 acre lot, a spacious covered front porch greets you on the way in. A large living room with wood-burning fireplace and an open kitchen layout allows for tons of cabinet and counter space while not being separated from the family, with plenty of room for an eat-in area and extra seating at the bar, perfect for casual everyday living or entertaining. A large master bedroom with 3 closets on one side of the home, with another 2 spacious bedrooms on the other, with low-maintenance tile throughout - this home is perfectly appointed for the whole family. A full privacy-fenced backyard for the kids and pets to play, with a location that allows you to enjoy the convenience of nearby neighborhood parks, Publix, shopping, dining, and entertainment at Bannerman Crossing, consistently high-rated schools, and all the amenities that make Killearn Lakes such a desirable place to call home. Whether you're buying your first home, downsizing, or looking for your next family home, this property offers an outstanding opportunity to enjoy the best of Northeast Tallahassee.

1792 Folkstone Road, Tallahassee
$765,000
4 Beds ⋅ 4 Baths ⋅ 403405 MLS
One or more photos may be virtually staged. Where luxury meets innovation. Welcome to one of Tallahassee's most thoughtfully upgraded smart homes, where cutting-edge technology, energy independence, and timeless design come together in one exceptional property. Built in 2023, this home offers 4 bedrooms, 3.5 bathrooms, a dedicated office with custom built-ins, and over 2,600 square feet of beautifully designed living space in The Hammock at Oak Grove. From the moment you step inside, you'll appreciate the open-concept floor plan, engineered hardwood flooring, abundant natural light, and designer finishes throughout. The gourmet kitchen serves as the heart of the home with an oversized island, extensive cabinetry, walk-in pantry, and seamless flow into the living and dining areas—perfect for everyday living and entertaining. A private office with custom built-in cabinetry creates the ideal work-from-home space, while spacious secondary bedrooms and generous storage make this home as functional as it is beautiful. What truly sets this home apart is its impressive smart home and energy-efficient technology package. A roof-mounted solar panel system works in conjunction with a Tesla Powerwall to provide quiet, whole-home backup power during outages. Even better, the system intelligently monitors weather forecasts and automatically charges before severe storms, giving you peace of mind when it matters most. The SPAN Smart Electrical Panel allows you to monitor energy consumption, control individual circuits remotely, and optimize your home's efficiency directly from your smartphone. Electric vehicle owners will appreciate the convenience of two Tesla Wall Connectors, while the Waterdrop Reverse Osmosis System delivers purified drinking water directly from a dedicated kitchen faucet. Throughout the home, Wi-Fi connected smart appliances, including a smart washer, can be monitored and controlled remotely. Smart lighting allows voice control through Siri, and the integrated security system uses intelligent automation to activate exterior lighting when cameras detect activity—creating a home that's as secure as it is convenient. Outside, enjoy the covered back porch overlooking the backyard, all within one of Tallahassee's most desirable communities featuring walking trails, sidewalks, and green spaces. Located in the highly sought-after Hawks Rise, Deerlake, and Chiles school zones, this home offers an unmatched combination of luxury, efficiency, technology, and everyday comfort.

8516 Castle Pine Drive, Tallahassee
$1,950,000
6 Beds ⋅ 6 Baths ⋅ 403406 MLS
Offered for the first time ever, this exceptional brick estate in the highly sought-after Ox Bow community is a rare opportunity to own a truly one-of-a-kind property. Situated on more than two private acres, this custom Southern Living floor plan offers over-the-top comfort and timeless elegance with 6 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces for both everyday living and grand entertaining. The home features multiple living areas, along with an expansive downstairs bonus room complete with a lounge, wet bar, pool table area, guest bedroom, and full bath—creating the ultimate gathering space. High-end finishes are showcased throughout, including a stunning recently renovated primary bathroom and an incredible 600-square-foot custom walk-in closet addition. Outside, enjoy your own private retreat with a sparkling pool, charming pool house, screened porch, spacious deck, and brick terrace, all surrounded by peaceful, park-like grounds. This remarkable estate offers the perfect blend of luxury, privacy, and Southern charm.

1305 Single Tree Trace, Tallahassee
$2,500
3 Beds ⋅ 2 Baths ⋅ 403370 MLS
*Highly Desired Killearn Lakes/Killearn Commons* 3 Bedroom 2 Full Bath 1800+ Sqf 2-Car Garage Home accepts Large Dogs & Cats w/Deposit & Approval. Walk to Killearn Lakes Elementary, Bike to Deerlake Middle, Quick Drive to Chiles High Schools. Conviently located to all the Ammenities NE Tallahassee & the Bannerman Area (Schools, Resturants, Shopping, Gyms, Target, Publix, Walmart, etc.) offer. The Community Pool is steps away down the street. Move-In Ready for the School Year! 2.5x Rent-Income and 600 Credit Score requied for preferred Rents & Deposits.

8520 Hannary Circle, Tallahassee
$895,000
5 Beds ⋅ 4 Baths ⋅ 403364 MLS
This beautiful Northeast acreage home in A-rated school zones features almost 3.2 acres of peaceful property including citrus trees, mature native landscaping, and birds and wildlife, too! A comprehensive remodel begun in 2025 has included new architectural-shingled roof, new tankless water heater, complete repiping, a new electrical panel and comprehensive bath and kitchen renovations. Unique floorplan is flexible to accommodate a variety of lifestyles including multi-generational needs. Main level includes 3 bedrooms and 2 full bathrooms with family room, two fireplaces, spacious kitchen, and elevated back deck plus giant covered side porch. Lower level offers 2 more bedrooms, large living space, kitchenette and one full and one half bath. 3-car carport includes worshop area, too!

6754 Circle J Drive, Tallahassee
$430,000
3 Beds ⋅ 2 Baths ⋅ 403354 MLS
Set inside Groves at Summerbrooke, a golf course community zoned for Hawks Rise, Deerlake, and Chiles, this one story home sits on a private greenspace and pond lot with mature fruit trees. Most of the work is already done: fresh paint, new flooring throughout, an open great room anchored by a gas fireplace and wet bar, and a light filled eat in kitchen with a breakfast nook. The split bedroom plan keeps the primary suite private, finished with a newly renovated step in shower. What's left is cosmetic: countertops and appliances, giving a buyer the final stretch to finish exactly to their taste. Step outside to an expansive back porch and deck with a built in hot tub overlooking green space and pond views. Two car garage. City of Tallahassee utilities. Seller will credit toward a new roof with an acceptable offer. This is the last 10 percent, in one of Tallahassee's most requested zip codes.

7156 Shady Grove Way, Tallahassee
$424,900
3 Beds ⋅ 2 Baths ⋅ 403338 MLS
Nestled on a large lot in desirable Killearn Lakes, this charming Hardie board home offers the perfect combination of comfort and privacy. Inside, you'll find a separate living room featuring a cozy gas fireplace, a separate dining room for entertaining, and a functional kitchen designed for everyday living. The large primary suite boasts a tray ceiling and an en-suite bath with dual sinks. With no carpet throughout, the home is both stylish and easy to maintain. Step outside to enjoy the spacious deck overlooking a peaceful wooded backdrop, enhanced by beautiful landscape lighting that creates a warm, inviting ambiance in the evenings, or relax on the covered front porch. Major updates include a 2025 roof and 2022 HVAC system for added peace of mind. A current termite bond, valid through 2027, is also included. Conveniently located near parks, lakes, shopping, dining, and top-rated schools, this home offers a wonderful opportunity to enjoy the Killearn Lakes lifestyle.

3440 Cedarwood Trail, Tallahassee
$2,200
3 Beds ⋅ 2 Baths ⋅ 403337 MLS
Very well maintained 3BR/2BA home in Killearn Lakes, offering open floor plan, vaulted ceilings, granite countertops, great location

2216 Tuscavilla Road, Tallahassee
$215,000
2 Beds ⋅ 2 Baths ⋅ 403328 MLS
One of the cutest townhomes you'll ever see! Tile and vinyl downstairs and carpet upstairs. Two HUGE bedrooms with ample space and natural light. End unit provides a large backyard and additional privacy. Plus, you can't beat the location!

2348 Ryan Place, Tallahassee
$1,425,000
5 Beds ⋅ 6 Baths ⋅ 403251 MLS
Select photos have been Virtually Enhanced. THE EPITOME OF GOLDEN EAGLE LUXURY & LIFESTYLE. Perfectly positioned on the 8th fairway of the world-championship, Tom Fazio-designed golf course, this meticulously maintained custom estate offers the ultimate country club lifestyle in Northeast Tallahassee’s premier gated community. Spanning an impressive 5841 sq ft, this custom pool home offers an unparalleled multigenerational layout, a dedicated home theater, and seamless indoor-outdoor entertaining. Some homes are built; this one was designed for a life well lived. A grand circular driveway welcomes you to a residence where scale and intention meet. Step inside the foyer to find a breathtaking formal living and dining space, where a wall of glass frames panoramic views of the pristine golf course, travertine patio, and sparkling luxury pool with a spillover waterfall. Natural light floods both wings of the home, keeping you constantly connected to the beautiful Florida outdoors and a vibrant neighborhood culture where neighbors walk, jog, and enjoy an active community lifestyle. Turn right into a spectacular wing purpose-built for luxury, organization, and leisure. This wing features a quiet, dedicated "work from home" office, a guest suite with pool views, a home gym (5th bedroom), and two pool-accessible full baths. At the end of the gallery hallway, the ultimate game room and sports bar lounge awaits, featuring direct patio access to the outdoor paradise- perfect for an entertainer's dream setup. Adjacent, a luxury home theater delivers a classic cinema experience behind elegant glass doors lined with heavy, vintage-tasseled blackout curtains. Occupying the entire upper level of this wing is the palatial primary suite. This private sanctuary boasts a cozy fireplace sitting area, a private balcony overlooking the pool and fairway, a spa-style bath with dual vanities, and an expansive walk-in closet with custom wood built-ins. The left wing serves as the vibrant heart of everyday living. An open-concept chef’s kitchen and family room span the rear of the home, equipped with a center island cooktop, bar seating, a massive walk-in pantry with incredible storage, and a sun-drenched breakfast nook. Upstairs, two additional spacious bedrooms and a full bath center around a versatile loft area-perfect for a playroom, teen lounge, or study. The estate’s U-shaped layout wraps around an outdoor oasis where hosting grand pool parties or enjoying quiet Sundays is effortless. Living in Golden Eagle Plantation means embracing a premier golf cart community lifestyle filled with annual neighborhood traditions, including HOA-hosted July 4th fireworks, community food truck nights, festive Christmas golf cart parades, and the famous Halloween Witches Ride. Residents can also choose to join the separate, private Golden Eagle Country Club to fully experience the elite country club lifestyle. The club features a top-tier tennis facility with clay courts and pros on staff, active pickleball clinics, championship golf with professional instructors, and a resort-style swimming pool. Members enjoy exclusive access to grand banquet facilities and the private Mixed Grill, perfect for sit-down family dinners, special themed dining events like Chicago Cuts steak nights or Easter brunches, and convenient member-only dinner pickup. While offering ultimate privacy and elite security, you are less than 10 minutes from the upscale dining, boutique shopping, and vibrant social scene at Bannerman Crossing. Whether you are looking for a true multigenerational estate, a premier entertaining hub, or a refined golf course retreat, this spectacular Northeast Tallahassee gem is a rare find designed to be cherished for generations to come. Your dream lifestyle awaits.

2998 E Golden Eagle Drive, Tallahassee
$399,000
3 Beds ⋅ 2 Baths ⋅ 403242 MLS
Under $200 per sq ft for an updated POOL HOME in the highly desirable Killearn Estates, located in A-rated school zones. This home was updated in 2022 with thoughtful renovations to create a brighter and more open living space by removing walls between the kitchen and dining room and dining room and sunroom giving the home a clean modern feel. This spacious home offers an open floor plan, vaulted celing and wood burning fireplace in the main living room and another large family room makes this home perfect for entertaining or everyday living. The updated kitchen features quartz countertops, stainless steel appliances, bar seating, and plenty of space to gather. Low-maintenance vinyl plank flooring runs throughout the home. The primary suite includes double vanities and a beautifully renovated walk-in shower. Step outside to a large covered porch overlooking the sparkling pool and hot tub combo. The fully fenced yard with a firepit provides plenty of space to relax, play, or entertain. This home is move-in ready and waiting for new memories to be made!

3141 N Shannon Lakes Drive, Tallahassee
$549,000
4 Beds ⋅ 3 Baths ⋅ 403238 MLS
Beautiful 4-bedroom, 3-bath home offering 2,961 square feet in the highly desirable Golden Eagle community—one of the larger homes on the street! This spacious residence features a thoughtfully designed split floor plan for added privacy and comfort. At the heart of the home, the open layout is perfect for entertaining, seamlessly connecting the living spaces, including a bright spacious breakfast nook, expansive family room, and a separate formal dining room. French doors from the living room lead into a light-filled sunroom, creating a warm and inviting space ideal for relaxing or hosting guests. The private primary suite is tucked away and also features beautiful French doors opening to the sunroom, offering a peaceful retreat. The kitchen is well-appointed with stainless steel appliances and granite countertops, while the home also boasts an office/flex space that could easily serve as a 5th bedroom if needed. Additional highlights include large walk-in closets, abundant storage throughout, and a convenient inside utility room. Roof is newer and comes with warranty. This home combines space, functionality, and charm—don’t miss your opportunity to make it yours!

8988 Eagles Ridge Drive, Tallahassee
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