Highlands Real Estate

Welcome to Highlands, a picturesque subdivision nestled in the heart of Florida, where the charm of suburban living meets the vibrant pulse of the Sunshine State. This delightful community offers a serene escape, making it the perfect place for families, retirees, and everyone in between.

Highlands is characterized by its lush landscapes, tree-lined streets, and beautifully designed homes that reflect a variety of architectural styles. Whether you’re seeking a cozy single-family residence or a spacious modern home, this subdivision has something for everyone. The neighborhood is meticulously maintained, fostering a welcoming atmosphere that encourages community engagement and connection.

One of the standout features of Highlands is its prime location. Residents enjoy easy access to an array of amenities, including shopping centers, dining options, and recreational facilities. For outdoor enthusiasts, nearby parks and nature trails provide the perfect setting for hiking, biking, and picnicking under the warm Florida sun.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education in a nurturing environment. Additionally, the community frequently hosts events and activities, fostering a strong sense of camaraderie among neighbors.

With its ideal blend of tranquility and convenience, Highlands is more than just a place to live; it’s a place to thrive. Discover the magic of Highlands today and envision your future in this enchanting subdivision, where every day feels like a vacation in paradise. Come and experience why so many have chosen to call Highlands home!

Newest Listings in Highlands

$195,000

4 Beds ⋅ 2 Baths ⋅ 2163207 MLS

If you're looking for a property with room to make it your own, this concrete block home in Jacksonville's Highlands area is ready for its next chapter. With 4 bedrooms and 1.5 baths, there's plenty of space to work with, whether you're looking to create a comfortable home or take on a project with potential. The primary bedroom includes its own half bath, while the home features a mix of carpet, tile, and wood-look flooring. A carport provides covered parking and entry of the home. Out back, you'll find an enclosed rear patio, fenced backyard with a wooden privacy fence, attached shed, and a separate covered outdoor workspace that's useful for garden and lawn equipment, hobbies, or additional storage. The home needs some repairs and updating, giving the next owner an opportunity to make improvements and put their own stamp on the property. Sold as-is, this Highlands home offers plenty of space and practical outdoor features with potential to make it your own.

10549 Abilene Road, Jacksonville

Courtesy of MOMENTUM REALTY

Listing courtesy of MOMENTUM REALTY.

Listing courtesy of DANIELLE RODRIGUEZ from MOMENTUM REALTY.

$799,000

3 Beds ⋅ 3 Baths ⋅ TB8543602 MLS

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 Hl

Listing courtesy of CENTURY 21 BEGGINS ENTERPRISES. 813-658-2121

$158,725

3 Beds ⋅ 1 Baths ⋅ 2162032 MLS

Welcome to 1240 S Briarcliff Rd! This refreshed 3-bedroom, 1-bath home is move-in ready and offers comfortable living with plenty of updates. Enjoy new carpet and LVP flooring, fresh interior and exterior paint, and new blinds and ceiling fans throughout. The bathroom features a new toilet, vanity, and cabinets. The spacious eat-in kitchen provides plenty of room for everyday meals and entertaining. Outside, the large yard offers ample space for outdoor activities, pets, gardening, or relaxing. Plus, the roof was replaced in 2022 for added peace of mind. Conveniently located in Jacksonville, this home is a great opportunity for a first-time buyer, investor, or anyone looking for an updated home with a generous yard. Come see it today! A member of controlling LLC is a licensed Florida real estate agent.

1240 S Briarcliff Road S, Jacksonville

Courtesy of ALL SOLUTIONS REAL ESTATE, LLC

Listing courtesy of ALL SOLUTIONS REAL ESTATE, LLC.

Listing courtesy of MICHAEL MAUSHART from ALL SOLUTIONS REAL ESTATE, LLC.

$265,000

3 Beds ⋅ 2 Baths ⋅ TB8542377 MLS

Great starter home in Dade City! This well-designed 3 bedroom, 2 bath residence offers approximately 1,370 square feet of living space with an open floor plan, comfortable living areas, and a practical layout that makes everyday living easy. Built in 2015, the home features block and stucco construction, a shingle roof, central HVAC, ceramic tile and luxury vinyl plank flooring, and an attached 2 car garage. The kitchen offers wood cabinetry, in kitchen dining, and essential appliances, while the primary suite includes a private bath with a large dual sink vanity. Situated on approximately 0.15 acres in Highland Bluff, the property provides an excellent opportunity for a buyer looking for an affordable Dade City home with room to make it their own. A smart opportunity for a first time buyer or anyone seeking a management home in a well established neighborhood.

37154 Highland Bluff Circle, Dade City

Listing courtesy of FLORIDA EXECUTIVE REALTY. 813-972-3430

$159,900

3 Beds ⋅ 2 Baths ⋅ 2161944 MLS

INVESTOR ALERT! CLEAN 3/2 HIGHLANDS LIGHT FIXER WITH 2 CAR GARAGE AND GREAT CURB APPEAL ON SPACIOUS CORNER LOT! BUILDING DEPARTMENT RECORDS SHOW NEW ROOF 2022, and many major updates appear to have been done over the last several years. Whether you're looking for a buy-fix-sell project, an addition to your rental portfolio, or a home where you can build equity through improvements, this one should offer an excellent opportunity! Corporate Seller has an equitable interest in the property, and is seeking a cash or hard-money transaction. Please conduct property walkthrough before offer submission, as the Seller is not interested in sight-unseen or blind offers.

1031 Player Road, Jacksonville

Courtesy of AMERICAN REAL ESTATE SOLUTIONS LLC

Listing courtesy of AMERICAN REAL ESTATE SOLUTIONS LLC.

Listing courtesy of JOSEPH CAPARROS from AMERICAN REAL ESTATE SOLUTIONS LLC.

$257,900

3 Beds ⋅ 2 Baths ⋅ 2160258 MLS

Come explore this concrete block, single-family home with a fenced rear yard within the Highlands area. This home features a tiled interior throughout, a separate dining area, a living room, a galley-style kitchen with stainless appliances that overlooks the dining area and includes granite countertops, a flex space located off the living room, a primary suite with a spacious closet and en suite bathroom featuring dual sinks and a large, spacious shower, inside utility, a front covered porch, and a rear fenced yard. This is a Fannie Mae HomePath property. First-time buyers, complete the HomePath Ready Buyer homeownership course on HomePath. Attach the certificate to the offer up to 3% closing cost assistance. Check HomePath for more details. Restrictions apply.

10342 Briarcliff Road E, Jacksonville

Courtesy of CORE REALTY, LLC

Listing courtesy of CORE REALTY, LLC.

Listing courtesy of RYAN L COURSON from CORE REALTY, LLC.

$155,000

2 Beds ⋅ 1 Baths ⋅ 2160231 MLS

Charming and completely renovated this 2-bedroom, 1-bathroom home, is move-in ready and full of curb appeal! Step up to a fenced in front yard offering privacy and a welcoming first impression, plus a big, beautiful driveway with plenty of room for parking. Inside, you'll find a fresh, updated interior designed for comfortable, low-maintenance living, including a beautifully updated bathroom featuring a stylish new vanity. This home is a perfect home in a great location and provides a beautiful outdoor space for spending quality time in the beautiful Florida weather. With its blend of modern updates and inviting outdoor space, this one won't last long. Schedule your private showing today and see everything this home has to offer! You do not need want to miss out on this amazing opportunity.

10516 Ithaca Drive, Jacksonville

Courtesy of NETWORTH REALTY OF JACKSONVILLE, LLC

Listing courtesy of NETWORTH REALTY OF JACKSONVILLE, LLC.

Listing courtesy of HANNAH RUKAB from NETWORTH REALTY OF JACKSONVILLE, LLC.

$190,000

3 Beds ⋅ 2 Baths ⋅ 2160074 MLS

Welcome to this 3-bedroom, 2-bath home in the established Highlands area of Jacksonville. The spacious layout offers comfortable living areas with flexible rooms that can be used as bedrooms, a home office, guest space, or additional living areas. Enjoy the screened porch overlooking the fenced rear yard, creating a pleasant space for relaxing or entertaining. A fireplace adds character to the living area, while the convenient location provides easy access to nearby schools, shopping, dining, parks, and major roadways.

2633 Tulsa Road N, Jacksonville

Courtesy of MAINSTAY BROKERAGE LLC

Listing courtesy of MAINSTAY BROKERAGE LLC.

Listing courtesy of RAQUEL LITTLEJOHN from MAINSTAY BROKERAGE LLC.

$281,000

3 Beds ⋅ 2 Baths ⋅ W7888230 MLS

Country Living on Nearly 4 Acres in Spring Hill! Looking for space, privacy, and endless possibilities? Welcome to 16036 Bosley Drive, a rare opportunity to own approximately 3.85 acres of Agricultural Residential (AR) land in the heart of Spring Hill. This charming 3-bedroom, 2-bath manufactured home offers 1,056 square feet of comfortable living space and features a beautifully updated kitchen, spacious living areas, and a desirable split-bedroom layout. The primary suite includes its own private bathroom and walk-in closet for added comfort and convenience. Step outside and enjoy the freedom that comes with nearly four acres of usable land. Whether you dream of keeping animals, creating a garden, storing your recreational vehicles, building a workshop, or simply enjoying the peace and privacy of country living, this property provides the space to make it happen. With Agricultural Residential zoning, you'll enjoy flexibility rarely found on properties this close to everyday conveniences. Located just minutes from shopping, dining, schools, and major roadways, you'll have the best of both worlds: a rural lifestyle with easy access to everything you need. Properties with acreage in Spring Hill are becoming harder to find. Don't miss this opportunity to create your own private retreat and enjoy the freedom of country living.

16036 Bosley Drive, Spring Hl

Listing courtesy of DALTON WADE INC. 888-668-8283

$280,000

4 Beds ⋅ 2 Baths ⋅ 2154531 MLS

Completely renovated and move-in ready, this beautifully updated home offers the perfect blend of modern style and everyday comfort. From the moment you step inside, you'll appreciate the fresh finishes and thoughtful updates throughout. Situated on a spacious 9,000-square-foot lot (approximately 0.21 acres) in the established Highlands neighborhood, the property provides plenty of room for outdoor living, entertaining, gardening, or future enhancements. Conveniently located near schools, shopping, dining, major highways, and Jacksonville International Airport, this home combines quality, comfort, and convenience. Whether you're a first-time homebuyer, looking to downsize, or searching for a turnkey investment opportunity, this fully renovated home is ready for its next owner. Schedule your private showing today!

2614 Leonid Road, Jacksonville

Courtesy of IRON VALLEY REAL ESTATE NORTH FLORIDA

Listing courtesy of IRON VALLEY REAL ESTATE NORTH FLORIDA.

Listing courtesy of RYLEE ELIZABETH SHAW from IRON VALLEY REAL ESTATE NORTH FLORIDA.

$485,000

3 Beds ⋅ 2 Baths ⋅ W7887259 MLS

MOVE-IN-READY ACREAGE WITH NO HOA OR CDD! Seller will contribute $5,000 toward the buyer’s closing costs and/or interest-rate buydown. 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 Hl

Listing courtesy of RE/MAX CHAMPIONS. 727-807-7887

$187,500

3 Beds ⋅ 1 Baths ⋅ 2153525 MLS

***SELLER IS OFFERING UP TO $4,000 IN CLOSING COST OR INTEREST RATE BUY DOWN ASSISTANCE*** Move In Ready - This Recently renovated 3 bedroom house with large fenced backyard. Solid house with updated roof, electrical wiring and HVAC. Fresh paint throughout and updated appliances. Close access to Jacksonville International Airport, Downtown Metro, and other surrounding areas of the city.

10553 Citrus Lane, Jacksonville

Courtesy of LEGACY REALTY GROUP LLC

Listing courtesy of LEGACY REALTY GROUP LLC.

Listing courtesy of BRIAN ALTERMAN from LEGACY REALTY GROUP LLC.

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