Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a vibrant and picturesque subdivision nestled in the heart of Florida. This charming community is designed for those who appreciate a blend of modern living and natural beauty. With its lush landscapes, friendly neighbors, and an array of amenities, Highland Park is more than just a place to live; it’s a lifestyle.

Highland Park boasts a variety of beautifully designed homes that cater to diverse tastes and lifestyles. From contemporary single-family homes to elegant townhouses, each property reflects the quality and craftsmanship that residents have come to cherish. The community is thoughtfully planned, featuring tree-lined streets and well-maintained parks that invite residents to enjoy the great outdoors.

Families will appreciate the top-rated schools in the area, providing excellent educational opportunities for children of all ages. Additionally, Highland Park is conveniently located near shopping centers, dining options, and recreational facilities, ensuring that everything you need is just a stone's throw away.

For those who enjoy an active lifestyle, the subdivision offers numerous walking and biking trails, as well as access to nearby lakes and nature reserves, perfect for weekend adventures or peaceful strolls. The sense of community is palpable, with regular events and gatherings that foster connections among residents.

Whether you’re a first-time homebuyer, looking to downsize, or seeking a place to raise a family, Highland Park in Florida is the perfect destination. Experience the charm and warmth of this delightful subdivision, where your dream home awaits!

Newest Listings in Highland Park

$266,900
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
ATTENTION ALL CONTRACTORS, FLIPPERS, & INVESTORS! THIS IS THE PROPERTY YOU ARE LOOKING FOR. THIS IS A CASH ONLY DEAL. 3 BEDROOM 1 BATH HOUSE UP FRONT WITH A SEPRATE MOTHER-IN-LAW COTTAGE IN THE BACK. BOTH SIT ON ONE PARCEL. HOUSE & MOTHER-IN-LAW COTTAGE HAVE THEIR OWN ELECTRIC AND WATER METERS. ALL UTILITIES ARE PASSED THROUGH TO THE TENANTS. PARTIAL UPGRADES TO THE HOUSE, NO UPGRADES TO THE COTTAGE. HOUSE HAD NEW SHINGLE ROOF INSTALLED (9/24/24), HOUSE WAS TENTED FOR TERMITES IN MAY 2026. VACATED BOTH TENANTS TO SELL THE PROPERTY. THIS SITE HAS TREMENDOUS CASH FLOW POTENTIAL. LAST (2) LEASES PRODUCED $2495 GROSS MONTHLY. PROPERTY SITS ACROSS THE STREET FROM LUXURY APPARTMENTS AND WITHIN A BLOCK FROM THE PINELALS COUNTY TRAIL& ENTRANCE TO BELLAIR. LIVE IN THE HOUSE AND RENTT THE COTTAGE TO OFFSET YOUR MONTHLY LIVING EXPENSES. A TRUE DIAMOND FOR THE INVESTOR LOOKING FOR MONTHLY INCOME OR VERY AFFORDABLE LIVING BY HAVING MONTHLY IMCOME FOR THE LIVE-IN-OWNER. IF YOU ARE LOOKING FOR THE RENOVATION PROJECT THIS SITE HAS MUCH POTENTIAL.

1010 Rosery Road Nw, Largo
$254,900
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Welcome to your turn-key coastal gem! Perfect for first-time homebuyers, this updated 3-bedroom, 2-bathroom single-family home offers 1,188 sq. ft. of comfortable, low-maintenance living. Featuring a fully remodeled interior with modern finishes, open floorplan, and stylish flooring throughout. Enjoy peace of mind with solid concrete block construction and a spacious, fully fenced back yard on nearly a quarter-acre lot—ideal for pets, outdoor entertaining, or future additions. Located in the heart of Daytona Beach with NO HOA fees, offering quick access to local universities, shopping, dining, and world-famous beaches. Seller offering buyer concessions toward closing costs! Schedule your showing today and make your homeownership dream a reality!

1528 Valencia Avenue, Daytona Beach
$549,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
New Construction in Largo! Welcome to 1117 15th Ave NW — a stunning brand-new 3-bedroom, 2-bathroom home offering 1,760 sq ft of thoughtfully designed living space, just minutes from the Gulf beaches. Located in Flood Zone X and sitting at 52 feet above sea level, this home offers added peace of mind in a desirable, elevated location. Step inside to an open-concept floor plan featuring 10-foot-high ceilings and abundant natural light, creating an airy, spacious feel throughout. The kitchen is designed to impress, showcasing upgraded cabinetry, premium countertops, and modern finishes that flow seamlessly into the living and dining areas—perfect for entertaining or everyday living. The split-bedroom layout provides privacy for the owner's suite, complete with a luxurious en-suite bathroom and an oversized walk-in closet large enough to double as a dressing room. Additional highlights include a 2-car garage, brand-new systems and appliances, and quality craftsmanship throughout. Enjoy direct access to the Pinellas Trail right outside your door, perfect for biking, walking, or jogging. You'll also be just minutes from Largo Central Park, the boutique shops and restaurants of Belleair Bluffs and Clearwater, with the beautiful Gulf beaches only a short drive away. Don't miss the opportunity to own a beautifully crafted new construction home, schedule your showing today!!

1117 15th Avenue Nw, Largo
$329,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
**Exceptional Value with Incredible Potential!** Welcome to 900 Beverly Ave in Largo, a 3-bedroom, 2-bath fully furnished pool home offering 1,333 square feet of living space in a highly desirable location just minutes from the Gulf beaches while situated in preferred **Flood Zone X**, helping reduce flood insurance concerns. Inside, you'll find brand-new luxury vinyl plank flooring throughout and a functional layout highlighted by a spacious primary suite featuring a walk-in closet, private en-suite bath, and sliding glass doors leading to the backyard. The kitchen also opens to the rear deck, creating an excellent foundation for future indoor-outdoor entertaining. The rear yard offers incredible potential and already features a large deck surrounding the pool along with a detached workshop with electricity—perfect for a workshop, hobby space, home gym, studio, or additional storage. Located in Largo where short-term rentals are permitted with no minimum rental period, this property has previously operated successfully as an Airbnb, making it an attractive opportunity for both investors and owner-occupants seeking additional income potential. The home is also being sold fully furnished, with all existing furnishings conveying with the sale, making it even easier to begin enjoying or renting the property immediately. The home is priced to reflect the roof, which is believed to require repair or replacement, presenting an outstanding opportunity for buyers to customize the home while building immediate equity. With only minor cosmetic improvements, this home has tremendous upside. Whether you're looking for a primary residence, vacation home, or investment opportunity, this is a rare chance to purchase a pool home with a detached workshop, short-term rental flexibility, and significant upside in one of Largo's most convenient locations.

900 Beverly Avenue, Largo
$749,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 34239 Zip Code
Welcome to a refined corner-lot home directly across from Arlington Park — one of Sarasota's most beloved neighborhood amenities. With 1,955 sqft of thoughtful living space, three bedrooms with walk-in closets, two updated baths, and a true 2-car garage, this property offers a combination that simply doesn't exist at this price point in the heart of the city. Every detail has been considered for Florida living. A 2022 metal roof with a 50-year warranty, two new Trane HVAC systems, impact-resistant windows, and a new water heater mean lower insurance, lower utilities, and no deferred maintenance. Located in evacuation Zone E and high and dry through every recent storm season, this is the rare home that lets you stop worrying about Florida ownership. Inside, character meets quality: stained solid wood doors, crown molding, hardwood bamboo flooring, a maple stairwell, and warm wooden ceilings. Walk out to a generous screened lanai, private hot tub, and lush tropical landscaping framed by palms, bamboo, and fruit trees. The fully fenced yard provides quiet privacy in a setting most Sarasota buyers only dream about. Step out your front door to Arlington Park's 50-meter lap pool, tennis courts, basketball courts, dog park, and walking trails. Sarasota Memorial Hospital, Southside Village dining, and downtown are all within minutes. Beaches at Siesta Key are a short drive away. Zoned for top-rated Southside Elementary (A-rated). A rare opportunity: turnkey, insurable, and irreplaceable location — directly across from the park.

2690 Temple Street, Sarasota
$234,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Are you looking for a home that you are able to store your boat, RV/Camper, toys, multiple vehicles and more? This home is for you! Welcome home to this versatile 2-bedroom, 1-bath property featuring a bonus room with its own private entrance -- perfect for a 3rd bedroom, guest suite, home office, or flex space! Major updates include a brand-NEW HVAC system, updated electrical, and a NEW ROOF ALSO BEING OFFERED for added peace of mind. Inside, you'll love the newer kitchen cabinets, updated countertops, and oversized breakfast bar with plenty of seating space. No carpet here -- durable laminate and tile flooring run throughout the home for easy maintenance. Outside offers endless possibilities with TWO driveways and tons of room for your boat, RV, trailers, toys, or extra vehicles. The detached workshop with electric is ideal for hobbies, storage, or workspace needs. Relax year-round on the large screened porch featuring a utility closet with washer and dryer included. The partially fenced backyard also includes a storage shed for even more storage space. Conveniently locate close to shopping, dining, entertainment, and everyday amenities, this property combines flexibility, function, and value all in one! All information taken from the tax record, and, while deemed reliable, cannot be guaranteed.

1584 Valencia Avenue, Daytona Beach
$229,500
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
JUST REDUCED $5,000! Check out this high and dry 3-bedroom 2 full bath ranch home that is fully remodeled. This home has new kitchen cabinets, quartz countertops, new soffits, inside repainted, All new windows and all new flooring throughout the home. Roof was fully replaced in 2015, and the AC compressor has been completely re-built in June 2026. All bedrooms have double closets. The main bedroom has a full bath ensuite. There is a bonus room that has the laundry room in the rear. This can be a 4th bedroom, office, or an additional family room, anything that you want. The home is an open concept with the kitchen opens to the dining room and then the large living room. Located just minutes to the beach, shopping or restaurants. You will love this home.

1495 Granada Avenue, Daytona Beach
$415,995
4 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
This beautifully updated block home tucked into one of Pinellas County’s most connected locations. From the moment you arrive, the fresh exterior, oversized driveway, and screened front porch set the tone for a home that feels both inviting and highly functional. Step inside to an open-concept living and dining space that feels anything but cookie-cutter, with LVP flooring throughout, a bold accent wall, stylish ceiling fans, and a designer lantern-lit entryway that leads you right into the heart of the home. At the center of it all is the kitchen — a true showpiece with a large stone-topped island, bar seating, warm pendant lighting, stainless steel appliances, a sliding barn door, and modern farmhouse-style cabinetry. Whether you’re hosting friends, meal prepping for the week, or keeping an eye on the action while you cook, this space is designed to work the way you live. The bedrooms encourage generous natural light, ceiling fans, and comfortable layouts, while the updated bathrooms feature modern vanities and sleek fixtures throughout. A dedicated office/bonus room with its own closet adds valuable flexibility for remote work, a creative studio, or even a fifth bedroom if needed. Step outside and you’ll see where this home truly shines. A fully screened rear porch with a mounted TV opens to a spacious deck, concrete patio with a fire pit area, storage shed, and a fully fenced backyard lined with mature palms and tropical landscaping. This is an outdoor space you’ll actually use — perfect for entertaining, relaxing, or enjoying Florida evenings in your own private retreat. The 2-car garage adds even more versatility with room for vehicles, storage, or a workshop, and the home is EV-ready with an electric vehicle charging setup already in place. Location is the finishing touch that makes this home such a rare find. You’re just one block from the Pinellas Trail, with easy bike access to Dunedin, Clearwater Beach, and St. Petersburg, while Missouri Avenue is steps away with everyday conveniences like Walmart, Aldi, and LA Fitness nearby. Belleair’s waterfront dining and golf courses are minutes away, and you’re just a short drive from the Gulf. High and dry, with no flood zone and no evacuation zone, this is the kind of home that’s hard to find and even harder to leave.

1005 13th Avenue Nw, Largo
$1,725,000
7 Beds ⋅ 6 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Price Improvement! This rare 5-unit short-term rental property offers an exceptional opportunity to own a fully established Airbnb-style compound just a short drive to the Gulf beaches and a central hub for nature trails, festivals, and events in downtown Clearwater. ** Listing includes includes Parcel Id 27-29-15-38970-003-0050. Spread across three lots on two parcels, the property includes a spacious main residence along with four individual guest cottages, creating multiple income-producing retreats in one highly desirable Pinellas County location. The property consists of five total units, including four well-appointed 1-bedroom, 1-bath cottages, each approximately 576 square feet, ideal for couples or small families seeking a private Florida getaway. The larger main home spans approximately 1,148 square feet and serves as the centerpiece of the compound with 3 bedrooms and 2 baths, luxury finishes, LVP flooring, a true primary suite with a walk-in closet, a bunk room, and inviting outdoor living spaces. Guests enjoy a side patio for dining plus a screened back porch complete with darts and foosball, creating a resort-style experience. Three of the four cottages share nearly identical layouts for ease of operation and consistent guest appeal, while all units offer generous backyard areas, ample secure parking, and convenient Yale smart lock access. Offered fully furnished and professionally designed, this property is truly turnkey and has been well maintained, while still presenting additional upside, including the potential to add a swimming pool. Laundry is thoughtfully arranged with a washer and dryer inside the main house, plus an additional centrally located utility room with washer and dryer access for cottage guests or cleaning teams. Each unit is separately metered for electric and water, providing added flexibility for future ownership strategies and long-term operational value. Adding to the uniqueness of the offering is the street-to-street frontage between 15th Avenue Northwest and 16th Avenue Northwest, along with mixed-use zoning that may provide future redevelopment or expansion potential as the surrounding area continues to grow. Surrounded by tropical landscaping with palm and orange trees, and located minutes from Clearwater, Belleair, and Indian Rocks Beach, yet positioned in Airbnb-friendly Largo, this is a truly rare chance to operate a well-performing short-term rental compound in one of Florida’s most in-demand coastal markets.

1500 Clearwater Largo Road N, Largo
$159,500
2 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Priced below appraised value and ready for new owners! This charming 2-bedroom, 1-bath Daytona Beach home is a great opportunity for first-time buyers, downsizers, or investors looking for a move-in-ready property with plenty of updates already completed. Major improvements include a newer roof (2021), updated windows, plumbing, and well pump. Inside, you'll find a remodeled kitchen featuring shaker-style cabinetry, and an updated bathroom. The indoor laundry area adds extra convenience, and the washer and dryer are included. Enjoy your morning coffee on the welcoming front porch or unwind on the private rear porch. This home offers a great combination of comfort and value. Whether you're looking for your first home, a low-maintenance place to downsize, or your next investment property, this one is worth a look! Information recorded in MLS is intended to be accurate but cannot be guaranteed. Everything should be independently verified.

1636 Valencia Avenue, Daytona Beach
$145,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 33844 Zip Code
Calling all investors! This 1930 home offers an excellent opportunity for renovation or rental income. With over 1,400 square feet of living space, this property features 3 bedrooms, 2 bathrooms, and plenty of potential. The classic block home with original character provide a solid foundation for restoration or updates. Located in a revitalized area, this property is perfect for investors looking to capitalize on the neighborhood’s growth. Whether you're planning to flip or hold as a rental, this home has the layout and potential for a great return on investment. Don’t miss this opportunity—schedule a showing today! Seller will create a package deal and included lots 1 & 2 for a purchase price of $250,000.

1813 Robinson Drive, Haines City
$294,400
Highland Park SubDv. ⋅ 34251 Zip Code
This property is 1.43 acres. According to Sarasota County Building & Zoning, based on the Plat of Record, 1 to 5 residential homes can be built on this property. Zoned for horses. It is near Lakewood Ranch close to the corner of HWY 70 and Verna Rd. Development in the area is happening at a rapid pace. This property along with the surrounding properties are ripe for development with their close proximity to HWY 70.

Verna Road, Sarasota
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