Highland Park Homes under $500,000

Highland Park Homes under $500,000

Welcome to Highland Park, a charming subdivision nestled in the heart of Florida! This vibrant community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes, friendly atmosphere, and a strong sense of community, Highland Park is more than just a neighborhood; it’s a place you’ll be proud to call home.

One of the standout features of Highland Park is its diverse range of homes, many of which are priced under $500,000. This affordability allows first-time buyers, growing families, and savvy investors to explore a variety of options without breaking the bank. From cozy single-family homes to stylish townhouses, each residence showcases unique architectural styles and thoughtful designs that cater to different lifestyles.

Residents of Highland Park enjoy access to a wealth of amenities, including well-maintained parks, walking trails, and community gathering spaces that foster a sense of belonging. The neighborhood is also conveniently located near shopping centers, restaurants, and top-rated schools, ensuring that all your needs are just a stone's throw away.

With its inviting atmosphere and affordable housing options, Highland Park is an exceptional choice for those looking to embrace the Florida lifestyle. Whether you’re seeking a peaceful retreat or an active community, Highland Park has something for everyone. Come discover your dream home in this delightful subdivision today!

Newest Highland Park Homes under $500,000

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
$215,000
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
$320,000
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
$325,000
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 a brand-new central A/C system (2022), sturdy metal roof, and attached covered carport. Classic pine flooring throughout. Secondary Cottage (1455 10th St NW): Proven rental history, fixer upper, with strong value-add potential. Fully detached with its own driveway access and covered carport. 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
$325,000
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. 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
900 Beverly Avenue, 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
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
1813 Robinson Drive, Haines City
$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, 1 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
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