5 Bedroom homes for sale & real estate in Highland City, FL

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
South Lakeland Gated Community of Ashley! Welcome Home to this Beautiful Custom-Built Strawbridge Residence with Five Bedrooms, Four Bathrooms plus an Office and Pool surrounded by magnificent oaks on just over 1/2 acre. High 12ft ceilings showcase the stately crown molding, custom millwork, and stunning oak wood flooring are just few examples of this quality-built home. The Living Room, Family Room, and Breakfast Nook all have etched windowpane sliding glass doors that open to the screened lanai and pool area. Open the sliding doors for a wonderful indoor/outdoor living space on those beautiful Florida days and evenings. Spacious kitchen with plenty of cabinets and counter space has a larg

$820,000

5 beds4 baths3,627 sq ft

6330 Ashley Dr, Lakeland, FL 33813

Gated community • Large breakfast bar • Screened lanai

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Beautiful 5-Bedroom Pool Home in Desirable South Lakeland Gated Community Welcome to this stunning 5-bedroom, 2-bathroom pool home located in one of South Lakeland’s most sought-after gated communities. Perfectly blending comfort, style, and convenience, this spacious residence offers everything you've been looking for and more. Step inside to find a bright, open floor plan with high ceilings, elegant finishes, and plenty of natural light throughout. The modern kitchen features stainless steel appliances, granite countertops, and ample cabinet space ideal for family meals and entertaining. The inviting living and dining areas flow seamlessly to the outdoor space, creating a perfect

$545,000

5 beds2 baths2,469 sq ft

3202 Summerland Hills Ct, Lakeland, FL 33812

Gated community • Screened lanai • Modern kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Introducing the Rhi Model by Hulbert Homes—a stunning two-story residence in the coveted gated enclave of Clubhouse Hills Estates in South Lakeland. Offering 5 bedrooms, 4.5 baths, this home perfectly blends modern design with timeless livability. Step inside to an open floor plan anchored by a spacious Great Room, designed for gathering and entertaining. The gourmet kitchen steals the spotlight with quartz countertops, shaker-style soft-close cabinetry, stainless Frigidaire Gallery appliances, a walk-in pantry, and an oversized island ideal for casual dining or hosting. The private primary suite, located on the first floor, is a true retreat featuring a spa-worthy bath with double va

$829,900

5 beds4.5 baths3,127 sq ft

5351 Clubhouse Hills Ln, Lakeland, FL 33812

Open floor plan • Gated enclave • Gourmet kitchen

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Welcome to your 5 bedroom, 3 bathroom split bedroom POOL home located in the gated community of Highlands Grace in the heart of south Lakeland! This stunning home is sure to impress! Arriving at the home, you’ll love the stone accents, 3 car garage, and beautifully landscaped yard. Entering the home through the double doors, you’ll find a designated dining area and office to your left and an open family room/kitchen combination. The wood laminate flooring is the perfect addition. The chef’s kitchen features a HUGE kitchen island, 36 inch cabinets, Corian countertops, stainless steel appliances, and a kitchen pantry. The primary bedroom offers plenty of space and natural li

$659,000

5 beds3 baths2,952 sq ft

5928 Valentino Way, Lakeland, FL 33812

Gated community • Corian countertops • Stone accents

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Luxury, craftsmanship, and location converge in this 5-bedroom, 3-bathroom home spanning 3,380 square feet, located in the exclusive gated community of Ashley in South Lakeland. Built by renowned local builder Rick Strawbridge—celebrated for his custom luxury homes and meticulous attention to detail—this residence sits on over 0.6 acres of beautifully maintained land. A circular brick-paved driveway, a spacious three-car garage, and a classic new copper-colored metal roof enhance the home’s curb appeal and timeless elegance. Inside, a soft, coastal-inspired color palette captures the sense of tranquility and charm, perfectly complementing the relaxed elegance of Florida li

$698,000

5 beds3 baths3,380 sq ft

6217 Ashley Dr, Lakeland, FL 33813

Gated community • Upstairs loft • Move in ready

Property at 1911 Wind Meadows Dr, Bartow, FL 33830, 5 beds, 3.5 baths

$349,000

5 beds3.5 baths2,252 sq ft

1911 Wind Meadows Dr, Bartow, FL 33830

Property at 5480 Summerland Hills Dr, Lakeland, FL 33812, 5 beds, 3.5 baths

$549,900

5 beds3.5 baths2,889 sq ft

5480 Summerland Hills Dr, Lakeland, FL 33812

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NEW 8 HRS AGO

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
The first floor of this two-story home shares an open layout between the kitchen, dining area and family room for easy entertaining with access to the patio. A secondary bedroom on the first floor can easily be converted to a guest room or home office. Upstairs is a versatile loft that serves as an additional shared living space, along with three secondary bedrooms and a luxe owner's suite comprised of an en-suite bathroom and a large walk-in closet.

$364,490

5 beds3 baths2,451 sq ft

2049 Albatross Nest Dr, Bartow, FL 33830

Guest room • Access to patio • Open layout

Listing provided by Zillow

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
The property is located at 5134 Orchard Oriole Loop BARTOW FL 33830 priced at 357490, the square foot and stories are 2601, 2.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

$357,490

5 beds3 baths2,601 sq ft

5134 Orchard Oriole Loop, Bartow, FL 33830

2 garage spots • Built 2025 • Listed 5 days

Listing provided by Zillow

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
This new two-level home boasts a modern and low-maintenance layout. A versatile flex space can be found off the foyer, leading to an open-concept floorplan perfect for entertaining and everyday multi-tasking. The owner's suite is tucked away into a private back corner. Upstairs, four bedrooms surround a spacious loft.

$388,900

5 beds2 baths2,754 sq ft

2065 Albatross Nest Dr, Bartow, FL 33830

Owner's suite • Spacious loft • 2 garage spots

Listing provided by Zillow

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Introducing The Equinox — a Parade of Homes masterpiece by Hulbert Homes, nestled within the exclusive gated community of Delphi Hills in South Lakeland. This architectural showpiece features 5 bedrooms, 4 baths, and a 3-car side-entry garage — artistically designed for modern living and effortless entertaining. Seller is offering a buydown on the interest rate of 4.5% with an acceptable offer- incredible!! Crowned with numerous Polk County Parade of Homes awards, including Home of the Year, Showcase Home of the Year, Pool of the Year, Landscaping of the Year, Best Floorplan, Best Exterior, and Best Primary Bath—The Equinox is a true work of art in design and craftsmanshi

$2,150,000

5 beds4 baths4,436 sq ft

2716 Delphi Hills Way, Lakeland, FL 33812

Gated community • Yoga studio • Super pantry

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
This Exquisite Home On Kendal Way In South Lakeland Offers A Stunning Blend Of Modern Style, Comfort, And Premium Utility Features, Making It Truly Move-In Ready And Designed For Effortless Living. The Heart Of The Residence Is The Gourmet, Open-Concept Kitchen, Which Seamlessly Connects To The Spacious Living And Dining Areas, Making It Perfect For Entertaining And Family Life. The Kitchen Is A Chef’s Dream, Featuring Sleek, Modern Gray Cabinetry, Top-Of-The-Line Stainless Steel Appliances, And Gorgeous Matching Granite Countertops That Provide Continuity And Luxury Throughout The Entire Home. A Large Central Island With Bar Seating Is Ideal For Casual Meals And Gathering. The Rest O

$520,000

5 beds3 baths2,776 sq ft

3150 Kendal Way, Lakeland, FL 33813

Large central island • Updated landscaping • Utility sink

ABOUT THIS HOME
5 Bedroom Homes for Sale in Highland City, FL
Located in the gated community of Hartford Estates in South Lakeland, this spacious 5-bedroom, 3-bathroom home with a den and 3-car garage offers modern living at its finest. Built in 2015, this home features a thoughtfully designed open floor plan ideal for entertaining and everyday comfort. The kitchen includes real wood cabinetry, quartz countertops, recessed lighting, ample storage, and generous counter space. Enjoy high ceilings, ceiling fans, a surround sound system, and a separate dining area for formal or casual gatherings. The split floor plan provides privacy, with the primary suite featuring a walk-in closet, dual vanities, a jet spa soaking tub, and a separate walk-in shower. Ad

$529,000

5 beds3 baths2,494 sq ft

2850 Sheldon St, Lakeland, FL 33813

Gated community • Real wood cabinetry • Open floor plan

Property at 3914 Resting Robin Ave, Bartow, FL 33830, 5 beds, 3 baths

$385,000

5 beds3 baths2,609 sq ft

3914 Resting Robin Ave, Bartow, FL 33830

Property at 2810 High View Bnd, Lakeland, FL 33812, 5 beds, 2 baths

$499,900

5 beds2 baths2,455 sq ft

2810 High View Bnd, Lakeland, FL 33812

Property at 3685 Diving Dove Ln, Bartow, FL 33830, 5 beds, 3 baths

$380,000

5 beds3 baths2,609 sq ft

3685 Diving Dove Ln, Bartow, FL 33830

Property at 5087 Cliffside Dr, Lakeland, FL 33813, 5 beds, 3 baths

$1,239,900

5 beds3 baths3,275 sq ft

5087 Cliffside Dr, Lakeland, FL 33813

Property at Honor Plan, Bartow, FL 33830, 5 beds, 2 baths

$388,490

5 beds2 baths2,754 sq ft

Honor Plan, Bartow, FL 33830

Listing provided by Zillow

Property at Eclipse Plan, Bartow, FL 33830, 5 beds, 3 baths

$362,490

5 beds3 baths2,451 sq ft

Eclipse Plan, Bartow, FL 33830

Listing provided by Zillow

Property at LAKESIDE Plan, Bartow, FL 33830, 5 beds, 3 baths

$318,990

5 beds3 baths2,077 sq ft

LAKESIDE Plan, Bartow, FL 33830

Listing provided by Zillow

Property at HAYDEN Plan, Bartow, FL 33830, 5 beds, 3 baths

$344,990

5 beds3 baths2,601 sq ft

HAYDEN Plan, Bartow, FL 33830

Listing provided by Zillow

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Highland City

There are currently 7 5 bedroom homes in Highland City. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Highland City stay on the market for 63 days and receive 3 offers. Popular neighborhoods include Club Colony. This map is refreshed with the newest listings in Highland City every 15 minutes.

In the past month, 13 homes have been sold in Highland City. Find your dream home in Highland City using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Highland City are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Highland City. Our Highland City real estate stats and trends will give you more information about home buying and selling trends in Highland City. If you're looking to sell your home in the Highland City area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Highland City with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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