Holiday Heights Real Estate

Holiday Heights Real Estate

Welcome to Holiday Heights, a vibrant subdivision nestled in the heart of sunny Florida! This charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Holiday Heights boasts beautifully landscaped streets lined with palm trees, creating a picturesque setting that embodies the essence of Florida living. The homes in this subdivision are designed with comfort in mind, featuring modern amenities, spacious layouts, and inviting outdoor spaces perfect for soaking up the sun or hosting gatherings with friends and family.

One of the standout features of Holiday Heights is its prime location. Residents enjoy easy access to a variety of shopping, dining, and entertainment options. From local boutiques to popular restaurants, there’s something for everyone just a short drive away. For outdoor enthusiasts, the nearby parks and recreational facilities offer ample opportunities for hiking, biking, and enjoying the beautiful Florida weather.

Families will appreciate the highly-rated schools in the area, ensuring that children receive a quality education. Additionally, the sense of community in Holiday Heights fosters friendly neighborly interactions, making it easy to forge lasting friendships.

Whether you’re seeking a peaceful retreat or a lively community atmosphere, Holiday Heights has it all. Discover the charm and convenience of this delightful subdivision and see why so many choose to call it home. Embrace the Florida lifestyle in Holiday Heights—where every day feels like a vacation!

Newest Listings in Holiday Heights

$422,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv. ⋅ 34207 Zip Code
Something Special in the Heart of Bradenton! Welcome to 5102 21st St W, a charming Florida home offering comfort, versatility, and an excellent location. Situated on a 0.22-acre lot with no HOA, this property provides the freedom and space that are increasingly difficult to find. The home features a functional layout complemented by inviting outdoor living areas, including a spacious screened enclosure that extends the living space and creates the perfect setting for morning coffee, casual gatherings, or simply enjoying Florida’s year-round lifestyle. The generous lot offers plenty of outdoor space and possibilities, while the property’s convenient Bradenton location places you close to shopping, dining, schools, everyday services, and major roadways, with easy access to the beautiful Gulf Coast beaches and everything the Sarasota–Bradenton area has to offer. Whether you are looking for a primary residence, seasonal Florida home, or investment opportunity, this property combines location, flexibility, and potential in one attractive package. No HOA and no known lease restrictions. A wonderful opportunity to make this Bradenton home your own.

5102 21st Street W, Bradenton
$395,000
4 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv. ⋅ 34207 Zip Code
Bradenton duplex with two 2BR/1BA units. Live in one and rent the other, plus a large backyard near shopping and medical services. Built 1972. Bradenton duplex with two separate 2-bedroom, 1-bath units, offering flexibility for owner occupancy, rental use, or multi-generational living. Built in 1972, this two-unit property creates a straightforward opportunity to live in one side and rent the other or use both units as rentals. Each unit provides a practical 2-bedroom, 1-bath layout with separate living space. For buyers searching for a Bradenton duplex, an owner-occupied rental property, or a property with two distinct residences, this configuration provides multiple options under one ownership. A large backyard adds valuable outdoor space and is a standout feature of the property. The additional yard space complements both units and provides more room beyond the interior living areas. Convenience is another key benefit. The property is near restaurants, grocery stores, medical facilities, and everyday services, with access to area beaches and the airport. This Bradenton location puts daily necessities and popular Gulf Coast destinations within the surrounding area. Whether the goal is to live in one unit while renting the other, maintain two rental units, or create separate space for multi-generational living, this duplex offers versatility that a traditional single-family property does not. Two 2-bedroom, 1-bath units, a large backyard, and a convenient Bradenton location make this property worth considering for buyers seeking a duplex with multiple potential uses.

5014 & 5016 22nd Street W, Bradenton
$464,000
6 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv. ⋅ 34207 Zip Code
Bradenton Duplex with two units, each with 3 bedrooms and 1 bath. Units renovated in 2024. Each unit has its own screened porch. Heat and air units are being installed in the back bedrooms. New electrical panels for both sides were installed a few months ago. A new roof was installed around last August. New PVC fence and Air conditioners were installed in 2020. New PEX piping installed in each shower and new windows were installed in each back bedroom. PVC services mains with clean outs for each side. A 4-pt inspection will be performed as soon as the heating and cooling units are installed.

4805 21st Street W, Bradenton
$440,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv. ⋅ 34207 Zip Code
Rare opportunity to own a private, tree-lined retreat on nearly half an acre in the heart of Manatee County, where space, flexibility, and location come together in a way that's hard to find at this price point. This charming 3-bedroom, 2-bathroom home sits on an expansive .48-acre lot and has been lovingly maintained with meaningful updates throughout, including a brand new roof (2025), fresh interior paint (2026), a new vinyl privacy fence (2026), updated bathrooms, exterior security features, recently serviced mechanical systems, and a full PVC plumbing repipe throughout the entire home and all the way to the street. Located in an X flood zone, no flood insurance is required, a significant cost saving that sets this property apart from much of the surrounding area. With a 7-night minimum rental allowance, the income potential here is real, whether you're looking for a short-term rental investment, a seasonal Florida escape, or a full-time residence with the freedom to generate revenue when you're not using it. The oversized lot leaves room to dream big, think pool, outdoor entertainment space, guest house, or accessory dwelling unit. Positioned directly adjacent to commercial use to the west and established residential to the east, this property sits in a transitional corridor that forward-thinking buyers and investors will recognize as having strong long-term potential, including the possibility of future commercial rezoning, subject to Manatee County review and approval. Minutes to I-75, US-41, world-class Gulf Coast beaches, top-rated dining, shopping, and everything the Sarasota-Bradenton corridor has to offer, all tucked away on a quiet, private parcel that feels like your own little sanctuary. Properties like this don't last.

2503 53rd Avenue W, Bradenton
$315,000
3 Beds ⋅ 2 Baths ⋅ Holiday Heights SubDv. ⋅ 32810 Zip Code
Virtually Staged. Welcome home to this bright and functional 3-bedroom, 2-bath residence situated on a generously sized, fully fenced 0.24-acre lot. With a 2019 roof, 2022 A/C, and recently pumped septic (late 2025), major systems are already taken care of. Tile flooring flows through the main living areas, making everyday living easy and low maintenance. The kitchen is equipped with stainless steel appliances and a window, overlooking the backyard. Natural light pours in through large windows and the sliding glass door, creating a warm and inviting atmosphere. Step outside to enjoy a large entertaining space in the large, fully fenced backyard, ideal for gatherings, grilling, or future outdoor projects. A 1-car garage, ample driveway parking, with room on the side of the home for a boat or trailer. Situated in a prime location less than 2.5 miles from I-4, 5 minutes from RDV Sportsplex and Costco, 15 minutes from Downtown Orlando and Advent health Altamonte, this home offers the complete package. Call and schedule your private showing today!

3008 Calumet Drive, Orlando
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