Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a picturesque subdivision nestled in the heart of sunny Florida! This charming community is known for its serene atmosphere, friendly neighbors, and beautiful landscapes, making it the perfect place to call home.

Highland Park boasts a variety of stunning homes, each designed with comfort and style in mind. Whether you’re seeking a cozy single-family residence or a spacious family home, this subdivision offers a range of options to suit your lifestyle. The architectural diversity, combined with well-maintained lawns and vibrant gardens, creates an inviting environment that residents take pride in.

One of the standout features of Highland Park is its commitment to community living. Residents enjoy access to a variety of amenities, including scenic parks, walking trails, and recreational facilities that encourage an active lifestyle. Families will appreciate the nearby schools, which are highly rated and foster a supportive learning environment for children of all ages.

Convenience is key in Highland Park, with easy access to major highways, shopping centers, and dining options. Whether you’re in the mood for a casual meal or a night out, you’ll find a delightful array of restaurants just a short drive away.

With its perfect blend of tranquility and accessibility, Highland Park is more than just a subdivision; it’s a community where memories are made. Come discover the charm of Highland Park and experience the vibrant lifestyle that awaits you in this beautiful corner of Florida!

Newest Listings in Highland Park

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
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
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
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