Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a picturesque subdivision nestled in the heart of Florida, where the charm of suburban living meets the vibrant energy of the Sunshine State. This delightful community is renowned for its lush landscapes, friendly atmosphere, and an array of amenities that cater to families, retirees, and everyone in between.

Highland Park boasts beautifully designed homes that reflect modern elegance while maintaining a warm, inviting feel. With a variety of architectural styles to choose from, residents can find the perfect abode that suits their lifestyle. The tree-lined streets provide a serene backdrop for evening strolls, while well-maintained parks and recreational areas invite outdoor enthusiasts to enjoy Florida’s year-round sunshine.

One of the standout features of Highland Park is its strong sense of community. Neighbors often come together for social events, fostering friendships and creating a welcoming environment for newcomers. Families will appreciate the proximity to highly-rated schools, making it an ideal location for raising children.

For those who enjoy shopping and dining, Highland Park is conveniently located near a variety of local boutiques, restaurants, and entertainment options. Whether you're in the mood for a casual meal or a night out, you'll find plenty of choices just a short drive away.

With its prime location, friendly community, and beautiful homes, Highland Park is more than just a place to live—it's a place to thrive. Discover the charm of this exceptional subdivision and make it your new home in sunny Florida!

Newest Listings in Highland Park

906 14th Avenue Nw, Largo
$325,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Affordable Largo charmer with amazing indoor and outside spaces for the Florida lifestyle you are dreaming of. Many updates including; interior and exterior paint, updated kitchen and bathroom, and luxury vinyl plank flooring throughout. Newer appliances. The roof was replaced in 2015. Water heater 2021. The vaulted ceiling in the living room makes the space feel open and bright. Expand your daily living habits with the HUGE, beautiful shaded backyard oasis with grill gazebo, fire pit, storage shed and hammock. Plenty of room to park all your toys such as a boat, RV or trailer behind the PVC fence gates. RV hook-up as well as power and water for your RV or boat. Additional exterior outlets. This location is also in the development district of Largo which allows owner occupants to build an ADU (accessory dwelling unit) to use for a rental or a guest house. 3 blocks to the Pinellas Trail and upscale Belleair area neighborhoods. 10 minutes to the white sandy Gulf beaches. Walking distance to a produce stand, restaurants and shops. Close to hospitals and medical facilities. No flood insurance required.

906 14th Avenue Nw, Largo
Urb. Highland Park Calle Acacia Unit 744, San Juan
$235,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 00924 Zip Code
Located in the gated community of Highland Park in San Juan, this property features 3 bedrooms, 1 bathroom, a living room, kitchen, dining room, family room, laundry area, balcony, and carport. A spacious yard provides ample room for outdoor activities. Community amenities include a basketball court, gazebo, and areas for recreation and walking. Conveniently located near shops, medical offices, and other services.

Urb. Highland Park Calle Acacia Unit 744, San Juan
1117 15th Avenue Nw, Largo
$499,900
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
**NEW CONSTRUCTION IN LARGO | NON-FLOOD ZONE 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 beautiful Gulf beaches. Located in Flood Zone X and approximately 52 feet above sea level, this home combines modern construction, a desirable elevated location, and contemporary style. Step inside to an inviting open-concept floor plan featuring impressive 10-foot ceilings and abundant natural light, creating a bright, airy, and spacious atmosphere throughout. The beautifully designed kitchen showcases upgraded cabinetry, premium countertops, and modern finishes, flowing seamlessly into the living and dining areas — perfect for entertaining guests or enjoying everyday living. The split-bedroom layout offers added privacy for the spacious primary suite, complete with a private en-suite bathroom and an oversized walk-in closet large enough to double as a dressing room. Additional highlights include a two-car garage, brand-new systems and appliances, and quality craftsmanship throughout, offering the benefits of new construction without the need for immediate renovations. Enjoy direct access to the Pinellas Trail right outside your door, ideal for biking, walking, or jogging. You'll also be conveniently located near Largo Central Park, the shops and restaurants of Belleair Bluffs and Clearwater, and the beautiful Gulf beaches just a short drive away. Don't miss this opportunity to own a beautifully crafted new-construction home in Largo! Schedule your private showing today.

1117 15th Avenue Nw, Largo
1214 Flomich Street, Daytona Beach
$205,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Move-in ready and beautifully renovated with lots of flexibility. This concrete block home has the big-ticket items already taken care of, including a 2025 Lennox HVAC, 2024 tankless water heater, 2019 roof, renovated kitchen with beautiful quartz countertops, fully updated bathrooms, and fresh interior and exterior paint. The kitchen also features hardwood cabinetry, pop-up outlets, updated appliances, and plenty of counter space. One of the best features is the separate private living area with its own entrance, kitchenette, bedroom/bonus space, and full bath, offering approximately 192 additional sq ft in addition to the county-recorded living area. It’s a great setup for an in-law suite, guests, extended family, a home office, or anyone who would benefit from a little extra privacy and separation. The home also offers comfortable living and dining areas, a dedicated laundry room, and plenty of parking. Outside, enjoy a privately fenced area with a storage shed, giving you extra space for pets, hobbies, or added privacy. The home is on city water and septic, with the septic cleaned out in 2025. Conveniently located near shopping, restaurants, I-95, and just a short drive to the beach. Whether you’re looking for your first home, an investment property, or simply a home with added flexibility, this one is definitely worth a look.

1214 Flomich Street, Daytona Beach
1425 San Jose Boulevard, Daytona Beach
$299,000
4 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
This beautifully designed 4-bedroom, 2-bath residence features a spacious split bedroom floor plan that offers privacy and comfort, separating the master suite from the additional bedrooms. The bright and airy living room seamlessly flows into the dining area, creating an ideal atmosphere for entertaining family and friends. The well-equipped kitchen is ready for your culinary adventures, complete with modern appliances and ample counter space. Your master bedroom serves as a peaceful retreat, featuring an ensuite bathroom for added convenience. Step outside to discover a large detached garage measuring 40 ft by 26 ft, perfect for extra storage, a workshop, or pursuing your favorite hobbies, along with an attached one-car garage for added convenience. The expansive outdoor area, situated on a generous 0.36-acre lot, is perfect for gardening, play, or simply relaxing under the Florida sun. This property is conveniently located near local amenities, schools, and the beautiful Daytona Beach, making it an excellent choice for families or anyone eager to enjoy the vibrant coastal lifestyle. Don’t miss this opportunity to own a piece of paradise—schedule your showing today and experience all that this charming home has to offer!

1425 San Jose Boulevard, Daytona Beach
1324 Granada Avenue, Daytona Beach
$175,000
2 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Welcome home to this 2-bedroom, 1-bath property with an updated kitchen and bath. Large fenced back yard with two sheds and a 10 x10 covered patio for relaxing or grilling. Double gate leads to graveled area to park a boat or other toys. A great opportunity for a first-time homebuyer, seasonal home, or investment property!

1324 Granada Avenue, Daytona Beach
520 14th Avenue Nw, Largo
$315,000
2 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Welcome home to this charming 2-bedroom, 2-bath home in the desirable Archwood-South Haven area of Largo! Offering a spacious split-bedroom floor plan, this home provides plenty of privacy with the primary bedroom and en-suite bath on one side and the guest bedroom and second bath on the other. A versatile bonus room adds even more living space and is perfect for a home office, den, playroom, or reading room. The home also offers an attached one-car garage for added convenience. Major updates include a roof replaced in 2018 and a water heater installed in 2021. Best of all, the property is located outside of a designated flood zone. This is a great opportunity for a first-time homebuyer looking for a place to call their own! Conveniently located near shopping, dining, parks, beautiful Gulf beaches, and everything Largo and the surrounding area have to offer. Come see all this home has to offer!

520 14th Avenue Nw, Largo
1455 10th Street Nw, Largo
$299,000
Highland Park SubDv. ⋅ 33770 Zip Code
Rare Multi-Structure Investment: 2 Detached Homes on 1 Parcel in Historic Largo Redevelopment District. Position your portfolio in one of Pinellas County’s key redevelopment zones. This unique dual-dwelling property features two independent Old Florida detached homes on a single lot, delivering built-in diversification, immediate cash-flow potential, and multiple execution strategies: dual rental income, house-hacking/live-in investment, or long-term value-add play. Property Highlights & Key Capital Improvements: Primary Residence (1001 15th Ave NW): Well maintained by a long-term owner; features newer central A/C system (2022), Updated Electrical, sturdy metal roof, and attached covered carport. Classic pine flooring throughout. Secondary House for rental income: 1455 10th St NW -Fully detached with its own driveway access and covered carport has BRAND NEW, 200 AMP ELECTRIC UPGRADE. There is also a Shared Utility Outbuilding: Centralized communal barn-shed equipped with full washer/dryer hookups and auxiliary storage to serve both units. Low Risk Exposure: Located in FEMA Flood Zone X (no mandatory flood insurance required). Location & Infrastructure: Situated just 1 mile from the West Bay Drive urban corridor, minutes to downtown Largo redevelopment projects, and 2.5 miles to the Gulf Coast beaches. Investment Flexibility: Whether you're executing a buy-and-hold strategy, maximizing gross yield via distinct leases, or building equity in a growing coastal submarket, this turn-key layout minimizes overhead while offering clear upside. Check it out today!

1455 10th Street Nw, Largo
1455 10th Street Nw, Largo
$299,000
4 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Two for the price of one! Two Florida Classic quaint Old Florida Homes on the same lot! 1001 15th Ave. NW and 1455 10th St. NW. The larger main home at 1001 15th Ave. NW. was lived in by the owner for many years and lovingly maintained. The smaller "income rental house" at 1455 10th St. was rented out and has much potential. Both homes have sturdy, convenient carports. In between the two homes is a communal barn-Shed housing washer & dryer, plus storage. Pick up this package and rent out both or live in one and rent the other! Both have long-lasting metal roofs. The main house at 1001 has a newer central A.C system installed in 2022 plus updated electric. The ancillary unit at 1455 10th offers a BRAND NEW 200 AMP ELECTRICAL PANEL UPGRADE. Conveniently located in non-flood zone X near all kinds of restaurants and shopping and from Clearwater/Largo Rd it's just 1 mile to West Bay Drive, 2.5 miles to the beach!

1455 10th Street Nw, Largo
905 Beverly Avenue, Largo
$339,900
2 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Investment opportunity located in central Largo is this duplex with long term tenants eager to stay. 1 is section 8 with opportunity to increase monthly income. Separately metered with each tenant paying all utilities. No flood zone insurance required. Each side is 1 bed 1 bath.

905 Beverly Avenue, Largo
2690 Temple Street, Sarasota
$699,000
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
619 Beverly Avenue, Largo
$229,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
3-bedroom, 1-bath concrete block home in Largo offering a strong opportunity for both homeowners and investors. The property features an updated roof and central A/C, minimizing immediate capital needs and providing long-term durability. The home is in move-in ready condition, allowing for immediate occupancy or rental. Well-suited for a buyer seeking a solid, low-maintenance property with proven rental income in a high-demand area.

619 Beverly Avenue, Largo
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