Welcome to Hillside Heights

Hillside Heights is an established early-2000s neighborhood in South Lakeland along the Highway 98 South corridor — a traditional neighborhood setting with a modest HOA.

Single-family homes offer 3-4 bedrooms and about 1,300 to 1,850+ square feet in traditional styles.

Shopping, restaurants and schools are close, as are Southeastern University, Florida Southern College, the Polk Parkway and I-4.

Search the homes for sale below, sign up for new-listing alerts so you never miss a new opportunity, or contact Elizabeth Willers, Willers Homes Team at SERHANT, at (863) 591-4329 - 815 S Missouri Avenue, Lakeland, FL 33815 - for a private tour or a free home valuation.

6059 Hillside Heights Drive, Lakeland
$300,000
3 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Welcome to this well-maintained 3 bedroom, 2 bathroom home in desirable South Lakeland, offering 1,957 heated square feet (2,011 total under roof) and a flexible layout designed for today's lifestyle. Originally built as the community's model home, this property combines spacious living with several major recent improvements.One of the home's standout features is the expansive 20' x 20' converted garage, which is under the central HVAC system and provides endless possibilities as a second living area, game room, home office, fitness room, media room, or hobby space.Inside, you'll find luxury vinyl plank (LVP) flooring throughout the main living areas, all bedrooms, and the converted garage, creating a modern look that's both stylish and easy to maintain. The spacious primary suite features a large walk-in shower, separate garden tub, and plenty of room to relax.Enjoy added peace of mind with several significant updates already completed, including the HVAC system (2023), architectural shingle roof (2024), exterior paint (2024), and septic drain field (2026).Conveniently located near shopping, dining, medical facilities, parks, and major roadways, this South Lakeland home offers the perfect balance of comfort, flexibility, and location.If you've been looking for a home with versatile living space and important updates already taken care of, this is one you won't want to miss. Schedule your private showing today to see everything this home has to offer. **Click on the virtual tour button for a Matterport 360 degree immersive walkthrough tour of the home. Just like a 24/7 open house!

6059 Hillside Heights Drive, Lakeland
6035 Hillside Heights Drive, Lakeland
$320,000
4 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Virtually Staged. Welcome to 6035 Hillside Heights Drive, Lakeland, FL 33812, a beautifully renovated 4 bedroom, 2 bathroom pool home located in the desirable Hillside Heights community of South Lakeland. Built in 2003 and thoughtfully updated throughout, this move in ready home offers the perfect combination of modern upgrades, functional living space, and Florida outdoor living with a private screened swimming pool. Step inside to discover a bright open floor plan featuring vaulted ceilings, fresh interior paint, and new flooring throughout all bedrooms. The completely renovated kitchen is the heart of the home and showcases granite countertops, brand new cabinetry, updated hardware, modern lighting, and, new stainless steel appliances. Adjacent to the kitchen is a spacious dining room along with a separate breakfast nook, providing plenty of room for everyday living and entertaining. The split bedroom floor plan offers privacy for the primary suite, which features a walk in closet, huge soaking tub, and a beautifully renovated spa inspired bathroom with an oversized walk in shower, new fixtures, updated faucets, and designer finishes. The secondary bathroom has also been tastefully updated with new sinks, lighting, and fixtures. The fourth bedroom provides flexible living space and can easily serve as a home office, den, playroom, fitness room, or guest bedroom. Additional improvements include new interior doors, new door hardware throughout the home, updated landscaping for excellent curb appeal, an attached two car garage, and a storage shed offering additional space for lawn equipment or hobbies. Enjoy the Florida lifestyle year round from the screened lanai overlooking the private in ground swimming pool. The spacious backyard includes partial vinyl fencing and plenty of room for outdoor entertaining, pets, gardening, or simply relaxing by the pool. Major system updates provide added peace of mind with a roof approximately 8 years old and an HVAC system approximately 6 years old, new hot water heater and new washer & dryer. Hillside Heights is a well established South Lakeland neighborhood low annual HOA fee, and a welcoming community atmosphere. The location offers convenient access to shopping, restaurants, medical facilities, the new Orlando Health Lakeland Highlands Hospital, Watson Clinic, highly rated schools, parks, and major roadways including the Polk Parkway for an easy commute to Tampa and Orlando. If you have been searching for a renovated pool home in South Lakeland with modern updates, flexible living space, and an exceptional location, 6035 Hillside Heights Drive is a home you will not want to miss. Schedule your private showing today.

6035 Hillside Heights Drive, Lakeland
5963 Hillside Heights Drive, Lakeland
$339,000
3 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Beautifully Updated South Lakeland Home! Ideally located in the heart of South Lakeland, this updated home is sure to impress from the moment you arrive. Fresh exterior paint and recently refreshed landscaping create inviting curb appeal that continues throughout the property. Step inside to find newer LVP flooring flowing through the main living areas, offering both durability and style. The renovated kitchen is a standout feature, redesigned to create an open concept layout perfect for modern living. Bright and spacious, it includes a large island overlooking the living room, updated cabinetry, and plenty of workspace. Just off the kitchen is a generous dining area ideal for gatherings. Need more room to entertain? Open the sliding glass doors and step onto the large covered patio overlooking the fully fenced backyard,a great space for relaxing, grilling, or letting pets play. The primary bedroom, located just off the kitchen, features a spacious layout and a large en suite bathroom. Two additional bedrooms are situated on the opposite side of the home, offering privacy for family or guests. A large office/flex room off the living room provides even more versatility, perfect for working from home, a playroom, or a hobby space. Major updates provide peace of mind, including: A/C replaced in 2025, roof replaced in 2018, all windows replaced in 2018. This home blends modern updates with a functional layout in one of Lakeland’s most desirable areas. A must see for buyers seeking move in ready comfort and convenience.

5963 Hillside Heights Drive, Lakeland
6028 Hillside Heights Drive, Lakeland
$290,000
3 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Check out this immaculate, well-maintained 3-bedroom, 2-bathroom home offering a split-bedroom floorplan. Situated on a generous 0.31-acre lot, the property features a fully fenced backyard, ideal for pets, play, or gardening. No rear neighbors! There is a drainage canal and a farm just off of your backyard! Located just off Highway 98, this home offers super convenient access to shopping, dining, schools, and more. Lovingly cared for by the same owners for the past 18 years, this home is truly move-in ready and waiting for its next chapter. Whether you're a first-time buyer or looking to downsize, this home checks all the boxes. Don't miss your opportunity to own this charming Lakeland home—schedule your private showing today!

6028 Hillside Heights Drive, Lakeland
6056 Hillside Heights Drive, Lakeland
$317,000
3 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Charming 3-Bedroom Home in Sought-After South Lakeland! Don't miss this beautiful 3-bedroom, 2-bathroom home featuring vaulted ceilings and two spacious living areas for ultimate comfort. The split floor plan ensures privacy, with a Master Suite boasting a newly updated shower and walk-in closet and dual sink quartz countertops. Enjoy the large screened-in patio, perfect for relaxing, entertaining, or barbecuing, while overlooking the fenced backyard. Additional features include a solar Ring spotlight by the back door, a Ring doorbell, and a touchpad front door lock for added security and convenience. Major updates include Roof (2017), A/C (2017), Water Heater (2022), and Screened Patio (2017), upgraded Double Pane Windows throughout the home. Conveniently located near highways, shopping, dining, and entertainment—this home is ready for its new owners!

6056 Hillside Heights Drive, Lakeland
5976 Hillside Heights Drive, Lakeland
$319,000
3 Beds ⋅ 2 Baths ⋅ Hillside Heights SubDv. ⋅ 33812 Zip Code
Discover tranquility in this exquisite 3-bedroom, 2-bathroom home set within the desirable Hillside Heights community. Step inside to find vaulted ceilings that amplify the sense of space and airiness throughout. Enjoy the luxury of a screened patio overlooking the expansive fenced-in yard, providing both relaxation and privacy. Additionally, a sizable work shed with power awaits your creative endeavors or storage needs. Perfectly positioned near South Side Lakeland and the Parkway, with easy access to I-4. Don't delay – secure this remarkable property before it's gone! Additional features include brand new carpet, exterior paint done just last week, updated Samsung appliances with Bluetooth, and granite kitchen countertops.

5976 Hillside Heights Drive, Lakeland
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