Highland Park Homes under $500,000

Highland Park Homes under $500,000

Welcome to Highland Park, a vibrant and welcoming subdivision nestled in the heart of sunny Florida. Known for its picturesque landscapes and family-friendly atmosphere, Highland Park is the perfect blend of comfort and convenience. With tree-lined streets, lush green spaces, and a strong sense of community, this charming neighborhood is an ideal place to call home.

One of the standout features of Highland Park is its impressive selection of homes available for under $500,000. Whether you’re a first-time homebuyer, looking to downsize, or seeking a cozy retreat, you’ll find a variety of options that cater to diverse tastes and lifestyles. From modern single-family homes with open floor plans to charming bungalows with character, there’s something for everyone in this affordable price range.

Residents of Highland Park enjoy access to a wealth of amenities, including nearby parks, recreational facilities, and top-rated schools. The community hosts regular events and gatherings, fostering a friendly atmosphere where neighbors become friends. With convenient access to shopping, dining, and entertainment, you’ll never be far from everything you need.

Moreover, Highland Park's strategic location allows for easy commutes to major employment centers and attractions throughout Florida. Whether you’re exploring the beautiful beaches or indulging in the vibrant local culture, you’ll love the lifestyle that Highland Park offers.

Discover your dream home in Highland Park today, where affordability meets charm in the heart of Florida!

Newest Highland Park Homes under $500,000

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
$289,900
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
$289,900
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
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
1636 Valencia Avenue, Daytona Beach
$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
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