Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a charming subdivision nestled in the heart of Florida, where suburban tranquility meets modern convenience. This picturesque community is renowned for its lush landscapes, friendly atmosphere, and vibrant sense of community. Highland Park offers a diverse range of homes, from cozy single-family residences to spacious townhouses, making it an ideal destination for families, young professionals, and retirees alike.

One of the standout features of Highland Park is its strategic location. Just a short drive from the bustling cities of Orlando and Tampa, residents enjoy the perfect balance of serene living while having easy access to urban amenities. The area is surrounded by an array of recreational opportunities, including beautiful parks, scenic walking trails, and nearby lakes perfect for fishing and boating.

Families in Highland Park benefit from excellent educational options, with highly-rated schools just a stone’s throw away. The community is also home to a variety of shops, restaurants, and entertainment venues, ensuring that everything you need is right at your fingertips.

For those who appreciate an active lifestyle, Highland Park boasts several community amenities, including a sparkling swimming pool, fitness center, and playgrounds, fostering a sense of belonging and connection among neighbors.

In Highland Park, you’ll find not just a place to live, but a place to thrive. Whether you’re looking for a peaceful retreat or a vibrant community, Highland Park offers the perfect backdrop for your next chapter in life. Come discover the charm and warmth that awaits you in this delightful Florida subdivision!

Newest Listings in Highland Park

1214 Flomich Street, Daytona Beach
$219,500
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
$198,000
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
1481 Derbyshire Road, Daytona Beach
$279,900
4 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 32117 Zip Code
Welcome to 1481 Derbyshire Rd — Where Charm, Space & Possibility Come Together! Step inside this beautifully updated, Staged to Perfection, and move-in-ready home where timeless charm meets modern comfort! Situated on a spacious corner lot, this inviting 4-bedroom, 2-bath residence offers something truly special — a versatile fifth room currently designed as an office, but ready to become whatever your lifestyle calls for. Imagine a playroom, home gym, library, creative studio, media room, or your own private retreat. The possibilities are endless! From the moment you arrive, the gorgeous wraparound front porch sets the tone. Picture yourself enjoying your morning coffee as the day begins or unwinding in the evening breeze — this is the kind of outdoor space that makes a house feel like home. Enter through the welcoming foyer and discover a spacious living room to the right, offering plenty of room to gather with family and friends or entertain guests. Continue into the heart of the home, where the abundant kitchen and dining area create an inviting hub for everyday living and memorable gatherings. The kitchen offers abundant cabinet storage, beautiful countertops, and generous workspace, with plenty of room to customize it even further with an island, additional shelving, or the coffee bar you've always dreamed of! Throughout the home, you'll find generously sized rooms offering comfort and flexibility. The owner's suite is a true standout, featuring its own private sunroom — a premium bonus space that could become your morning coffee retreat, reading nook, home office, or peaceful escape at the end of the day. Enjoy a 2020 Roof and AC as well! And the location? It's hard to beat! Enjoy convenient access to the Halifax River, Daytona Beach's world-famous beaches, Tanger Outlets, Robert Strickland Park, Daytona International Speedway, Daytona Lagoon Waterpark & Arcade, Volusia Mall, plus an abundance of shopping, dining, medical facilities, parks, and entertainment. Whether you're searching for a primary residence, vacation getaway, or investment opportunity, 1481 Derbyshire Rd delivers the space, flexibility, charm, and location you've been looking for. Come see all the possibilities this special home has to offer — your next chapter starts here!

1481 Derbyshire Road, Daytona Beach
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
2690 Temple Street, Sarasota
$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
1500 Clearwater Largo Road N, Largo
$1,625,000
7 Beds ⋅ 6 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
New Price Improvement! Priced to Sell! *Opportunity!*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
1006 15th Avenue Nw, Largo
$395,000
3 Beds ⋅ 2 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Fantastic development opportunity! Due to a recent zoning change, this double lot can now accommodate UP TO FOUR DWELLING UNITS! The City of Largo has confirmed that permissible configurations include a quadplex, two duplexes, or four single-unit cottages, subject to applicable development standards. The property currently consists of two structures: a fully renovated single-family home plus a separate two-story accessory structure. The accessory structure features a garage/workshop on the first floor, with an unfinished upper level that can be remodeled for residential use, subject to permitting and current code requirements. The renovated front home is 846 sq. ft. 3BR/2BA, with new flooring, kitchen, appliances, windows and roof, and is move-in ready. Come tour this rare opportunity to create your own multifamily investment property in Largo!

1006 15th Avenue Nw, 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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