Highlands Homes for Sale

Highlands Homes for Sale

Welcome to the Highlands, a picturesque subdivision nestled in the heart of sunny Florida! This charming community is perfect for those seeking a tranquil lifestyle without sacrificing access to modern conveniences. With its lush landscapes and friendly atmosphere, the Highlands offers a unique blend of suburban serenity and vibrant city life.

The subdivision features a variety of homes for sale, each designed to cater to diverse tastes and lifestyles. Whether you're searching for a cozy single-family residence or a spacious modern abode, the Highlands has something to suit everyone. Many homes boast stunning architectural details, open floor plans, and private outdoor spaces, perfect for enjoying Florida’s warm climate year-round.

One of the highlights of living in the Highlands is the sense of community. Residents take pride in their neighborhood, often gathering for local events and enjoying the numerous parks and recreational facilities available. Families will appreciate the nearby reputable schools, while nature enthusiasts can explore the beautiful trails and scenic waterways that surround the area.

Convenience is key in the Highlands, with shopping centers, dining options, and entertainment venues just a short drive away. Plus, the stunning beaches of Florida's Gulf Coast are within easy reach, providing endless opportunities for relaxation and adventure.

If you're ready to make the Highlands your new home, now is the perfect time to explore the available homes for sale. Embrace the Florida lifestyle and discover why this delightful subdivision is the ideal place to plant your roots!

Newest Highlands Homes for Sale

18216 Monteverde Drive, Spring Hill
$649,000
4 Beds ⋅ 3 Baths ⋅ Highlands SubDv. ⋅ 34610 Zip Code
Imagine coming home to your own private slice of Florida paradise, where space, freedom, and peaceful living come together. Situated on an expansive, lush lot, this home offers a sprawling yard designed for endless outdoor living—from weekend barbecues and family gatherings to quiet evenings under the open sky. For the outdoor enthusiast, hobbyist, or traveler, the standout detached two-car garage comes fully equipped with a dedicated RV hookup, offering the ultimate setup for your boat, camper, or workshop projects. Inside, the thoughtful layout balances warmth and functionality, giving everyone their own quiet sanctuary while maintaining a seamless flow for entertaining friends and family. This isn't just a home; it's a lifestyle retreat built for making memories. Schedule your private walkthrough today to experience it for yourself!

18216 Monteverde Drive, Spring Hill
16218 Fringe Tree Drive, Spring Hill
$985,000
4 Beds ⋅ 3 Baths ⋅ Highlands SubDv. ⋅ 34610 Zip Code
IMPRESSIVE 1-ACRE PROPERTY WITH RENOVATED 4-BEDROOM HOME, INDOOR POOL & 1,692 SQ. FT. DETACHED GARAGE/WORKSHOP! This unique property offers an exceptional combination of living space, quality finishes, storage and flexibility. The spacious 4-bedroom, 2.5-bath single-family home has been extensively renovated and features a bright, open layout with a large living area and impressive kitchen with abundant cabinetry, expansive stone countertops, center island and stainless-steel appliances. Updated flooring, recessed lighting and high-quality fixtures and finishes continue throughout the home. The primary suite includes a beautifully renovated bathroom with dual vanities, walk-in shower and freestanding soaking tub. Three additional bedrooms provide plenty of space for family, guests or a home office. Additional features include a dedicated laundry room, 2-car attached garage and new metal roof. A standout feature is the large indoor swimming pool, offering year-round enjoyment, while the covered rear terrace provides plenty of space for relaxing and entertaining. What truly sets this property apart is the separate 1,692 sq. ft. detached building featuring a large bay door, additional standard garage door, full RV hookups, kitchen area and half bath. Ideal for RV or boat storage, a substantial workshop, car collection, recreational vehicles, equipment, hobbies or additional storage. With approximately one acre of land, extensive paved driveway space, a beautifully updated residence, indoor pool, attached garage and oversized detached building, this is a property that is difficult to replicate.

16218 Fringe Tree Drive, Spring Hill
1838 Leonid Road, Jacksonville
$136,000
3 Beds ⋅ 2 Baths ⋅ Highlands SubDv. ⋅ 32218 Zip Code
Opportunity awaits at 1838 Leonid Rd! This 3-bedroom, 2-bath single-family home offers approximately 1,320 square feet of living space on a spacious 9,501-square-foot lot. Built in 1962, the property offers plenty of potential for a buyer ready to update and make it their own. Features include a slab foundation, PVC plumbing, city water and sewer, and an HVAC system approximately 6 years old. With no HOA, this could be a great opportunity for an investor, renovation project, or buyer looking to build equity through improvements. Convenient Jacksonville location with easy access to shopping, dining, schools, and major roadways. Bring your vision and see the possibilities!

1838 Leonid Road, Jacksonville
16547 Crossandra Lane, Spring Hill
$799,000
3 Beds ⋅ 3 Baths ⋅ Highlands SubDv. ⋅ 34610 Zip Code
Welcome to your private Florida retreat! Situated on a tranquil, 1.3-acre agricultural lot at the end of a quiet dead-end street, this modern 3-bedroom, 3-bathroom sanctuary offers the perfect blend of rural freedom, with no HOA or CDD fees, and ultimate convenience. Surrounded by mature shade trees and sitting high at 80 feet above sea level (no flood insurance required!), this estate features nearly 3,000 sq. ft. of air-conditioned living space and over 5,000 sq. ft. total under cover, including the garage, screen-enclosed pool with expansive lanai, and a dedicated custom catio. Designed for low-cost, energy-efficient, and worry-free living, the home comes equipped with 40 solar panels (slashing electric bills to near zero), a whole-home generator with a 250-gallon propane tank, a roof under 2 years old, fresh exterior paint, dual-zone HVAC systems, and a full-property irrigation system fed by abundant local spring water. Security is complete with an ADT system, while outdoor enthusiasts will love the fully fenced backyard for pets, an area already cleared for a chicken coop, and the beginnings of a cozy backyard fire pit amidst nature visits from local owls, hawks, and hummingbirds. Under 10 minutes to daily shopping; 1.4 miles to Tampa General Hospital Spring Hill and 3.1 miles to Planet Fitness. Endless top-tier local restaurants within a 15-minute drive. 15 minutes to historic Brooksville, 30 minutes to Tampa International Airport (TPA) & downtown Tampa, and under 45 minutes to virtually everything the Suncoast has to offer.

16547 Crossandra Lane, Spring Hill
16700 Auburndale Lane, Spring Hill
$485,000
3 Beds ⋅ 2 Baths ⋅ Highlands SubDv. ⋅ 34610 Zip Code
Escape the restrictions and crowded lots of subdivision living without sacrificing modern finishes or everyday convenience. This completely renovated 3-bedroom, 2-bath block home offers more than 2,000 square feet of living space on 1.92 private, flat, and usable acres. Inside, the open-concept design features a bright kitchen with quartz countertops, generous gathering spaces, and beautifully updated bathrooms with tiled showers. Crown molding, tray ceilings, and marble tile flooring add style throughout, while built-in speakers, smart light switches, and a security system provide modern convenience. Relax or entertain on the large screened porch overlooking the peaceful property. Major improvements per prior seller, all NEW in 2021: Roof, electrical system, septic system, well tank, water heater, and HVAC. A whole-house water softener was installed 2025. Zoned Agricultural-Residential with no HOA or CDD, the property provides the freedom and space to create the lifestyle you have been looking for. Bring your dogs, chickens, up to two horses, RV, boat, trailer, or recreational equipment. Plant a garden, grow your own food, enjoy the existing greenhouse and storage shed, or explore possibilities for future improvements. Enjoy peaceful country living while remaining convenient to shopping, dining, schools, medical facilities, the Suncoast Parkway, Weeki Wachee Springs, Gulf Coast beaches, and Tampa. If you have been searching for an updated home with usable acreage, privacy, and room to enjoy your hobbies, animals and outdoor lifestyle, this property is ready to welcome you home.

16700 Auburndale Lane, Spring Hill
720 Ne Boulevard, Gainesville
$685,000
4 Beds ⋅ 3 Baths ⋅ Highlands SubDv. ⋅ 32601 Zip Code
Just listed for sale- the 1924 Haynie House is the quintessential Florida Craftsman Bungalow. This beautiful home has 3 bedrooms plus an office and 2 full bathrooms in the main house, a detached 1 bedroom/1 bathroom apartment, a 1 car garage/workshop and sits on one of the largest properties in the Duckpond. Located on the main Boulevard on the duck pond, you will love the gorgeous views of the city-maintained, park-like setting with a meandering creek as it flows into the pond. The Duckpond is an area of 900 homes in the NE Gainesville Residential District. It is walking distance to downtown Gainesville, 2.5 miles to the University of Florida, UF Health/Shands and just 10 minutes to the Gainesville airport. One of the most walkable neighborhoods in Gainesville, it is just blocks to area shops and restaurants as well as Tom Petty and Roper Parks and the Thomas Center and gardens. This beautiful home emphasizes horizontal lines, local fieldstone and building materials and maintains a strong connection to the natural Florida landscape. From the front covered entry you enter the foyer with beautiful red oak wood floors. To the left is the large Great Room with a wood-burning fireplace and French Doors to the backyard. Off the Great Room is a Florida Room with walls of windows, built-in shelves and a Murphy bed to double as a guest room. To the right of the front door is the dining room with views of the creek across the street. Off the dining room is a large pantry and utility room. Beyond the dining room is the updated and beautiful kitchen with solid cypress wood cabinets, quartz countertops, custom tile backsplash and stainless steel appliances including a gas range and microhood. The floors have newer travertine tile. Off the Kitchen is a full bathroom with updated tile, fixtures and lighting throughout. Many updates have been done to the home, including a new roof in 2026, new HVAC in 2023 and new wiring in 2008. The water supply lines are copper and the sewer has been replaced. The crawlspace has a new Dryzone dehumidification system. Upstairs is the Primary Suite with a separate office and walk-in closet. There is an updated Jack-and-Jill Bathroom with new tile, vanity and shower glass enclosure. There are two additional upstairs guest bedrooms. All the upstairs bedrooms have heart pine floors. Some windows have been replaced. The large .26-acre lot spans to the street behind the home as well. Parking can be from the front under the Port Cochere or from the rear driveway and 1 car garage. Above the garage is the detached 1-bedroom/1-bathroom apartment. The open space has a kitchen complete with updated appliances. The bedroom is separate from the living space with large windows on three sides. Downstairs is a separate washer and dryer as well as additional storage space. The garage has automatic doors on both sides. Just off the garage is a detached, separate laundry room for the main house with a ton of additional storage. The large, fenced rear yard includes a paver patio perfect for grilling. The outdoor fireplace takes center stage for entertaining family and friends. This is a rare, updated home with a great location.

720 Ne Boulevard, Gainesville
717 Ne Boulevard, Gainesville
$699,000
3 Beds ⋅ 2 Baths ⋅ Highlands SubDv. ⋅ 32601 Zip Code
One or more photo(s) has been virtually staged. Welcome to the historic Thomas House and Gardens, a 1934 concrete-block residence nestled in Gainesville’s beloved Duckpond Historic District. Set on more than half an acre—a rare find in the Duckpond—this remarkable property blends historic character, thoughtful updates, and enchanting outdoor spaces just minutes from the heart of downtown Gainesville. Step inside to discover original hardwood floors, crystal doorknobs, abundant natural light, and a stunning marble fireplace that serves as a beautiful focal point of the home. The thoughtfully updated chef’s kitchen features stone countertops, extensive cabinetry, a generous pantry, and modern conveniences while remaining true to the home’s historic character. Updated bathrooms add to the home’s comfort, while the bright sunroom with terracotta tile floors offers an inviting place to read, work, or simply enjoy views of the surrounding gardens. Outside, the property unfolds into a series of distinctive garden spaces designed to be explored and enjoyed. A private courtyard creates a peaceful setting for morning coffee or evening gatherings, while winding paths meander through an English-style garden filled with azaleas, jasmine, camellias, ferns, and agapanthus. Around one corner, discover a charming teak gazebo with bench swings; around another, open lawn areas invite garden parties, outdoor dining, or a return to the simple pleasure of lawn games beneath the trees. Enjoy the sights and sounds of cardinals, blue jays, and woodpeckers in a setting that feels worlds away from the city, yet is approximately a 10-minute walk to downtown Gainesville, with its restaurants, shops, nightlife, and the Hippodrome Theatre. The Thomas House offers more than historic beauty. Significant updates include a 2022 dimensional-shingle roof, repiped plumbing, an updated chef’s kitchen, and updated bathrooms. A 2026 4-Point Inspection Report is available upon request. Rich in architectural detail and Gainesville history, the Thomas House and Gardens offers a rare opportunity to become the next steward of a truly special property—combining historic elegance, modern improvements, expansive gardens, and an exceptional Duckpond location.

717 Ne Boulevard, Gainesville
16090 Fringe Tree Drive, Spring Hill
$575,000
3 Beds ⋅ 2 Baths ⋅ Highlands SubDv. ⋅ 34610 Zip Code
If you’ve been searching for space, privacy, and the ability to live more intentionally — without giving up modern luxury — this custom-built 2024 home on 1.1 fully fenced acres delivers. Built by Cobra Custom Builder, this 3-bedroom, 2-bath residence offers 2,622 sq ft of thoughtfully designed living space in Spring Hill’s AR1 agricultural zoning district, blending rural freedom with contemporary comfort — and no HOA. Inside, soaring 10-foot ceilings and professional-grade luxury vinyl plank flooring set the tone. The open-concept layout flows seamlessly into a chef-inspired kitchen featuring Diamond soft-close cabinetry, custom organizers, granite countertops, an oversized island with seating, organized cabinet pantry storage, and smart Wi-Fi connected appliances — all conveying. The private primary suite is thoughtfully designed with its own dedicated A/C zone for personalized comfort and includes a versatile bonus room ideal for a sitting area, reading retreat, extended walk-in closet, nursery, office, or dressing lounge. An additional shoe closet enhances storage and flexibility, allowing the space to adapt to your lifestyle needs. The primary bath features a large walk-in shower with double rain shower fixtures, creating a true retreat experience. Smart-home features include electric shades throughout, smart thermostats, security system, exterior cameras, and number-code entry. Additional highlights include a finished 2-car garage (552 sq ft), expansive concrete driveway and patio areas, well and septic system. Step outside and experience what truly sets this property apart. The fully fenced backyard combines relaxation and self-sufficiency with a conveying heated Spool, a 12x24 storage shed with reinforced flooring, irrigation shed, and a fully developed homestead farm representing approximately $25,000 in infrastructure. Enjoy a 75-ft grape trellis, 8 metal raised beds, 20 wood raised beds, cinder block potato bed, hot house trellis, grow trellis, two compost areas, 7-zone irrigation system, and an extensive collection of established fruit trees and berry bushes. Located approximately 4 miles from the Suncoast Parkway, 1.5 miles from Tampa General Hospital – Spring Hill, and about 45 minutes to Tampa and Tampa International Airport, this property offers peaceful acreage living in Florida with everyday conveniences just a short drive away.

16090 Fringe Tree Drive, Spring Hill
12311 Oakwood Drive, Hudson
$824,000
5 Beds ⋅ 4 Baths ⋅ Highlands SubDv. ⋅ 34669 Zip Code
Set on two peaceful acres in the heart of Hudson, this 5-bedroom Spanish-style home offers the perfect blend of comfort, character, and wide-open country living. Positioned right in the center of the property, the home is surrounded by open space, mature trees, and beautiful views in every direction — giving you privacy, room to breathe, and a true sense of home. Tucked away for added privacy, the home also features a mother-in-law suite with it's own entrance allowing a very comfortable private living. Inside, the home features five spacious bedrooms, a warm and welcoming layout, and charming Spanish-style details that add a sense of timeless appeal. Whether you’re hosting friends or enjoying quiet evenings with family, this home is designed for everyday living with a relaxed, down-to-earth feel. Step outside and you’ll find the kind of space that makes country living truly special. Cool off in your private in-ground pool on warm Florida days, or simply relax and enjoy the peace and quiet that surrounds you. The property also features a well-kept barn, ready for horses, animals, or your next big project. With zoning that allows up to 6 horses, this land gives you the freedom to live the way you’ve always wanted — whether that’s riding at sunrise, starting a small hobby farm, or just enjoying the beauty of wide-open space. Whether you’re starting a homestead, growing your family, or just ready for a quieter pace, this home has the land, layout, and potential to grow with you. Located just a short drive from local shops, schools, and everyday essentials, this property offers the best of both worlds — peaceful country living with convenience close by. Come see what makes this place special — and imagine the lifestyle waiting for you here. Some of the photos have been virtually staged. A rare find with this much land and potential in Hudson — schedule your showing today!

12311 Oakwood Drive, Hudson
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