Holiday Heights Homes for Sale

Holiday Heights Homes for Sale

Welcome to Holiday Heights, a charming subdivision nestled in the heart of Orlando, Florida. This sought-after community is located in Orange County, offering residents a peaceful retreat while being just a stone's throw away from the vibrant city of Orlando.

Holiday Heights is a true hidden gem, boasting a variety of homes for sale that cater to different preferences and lifestyles. Whether you are looking for a cozy bungalow, a spacious family home, or a modern townhouse, Holiday Heights has something for everyone. The properties in this subdivision are known for their well-maintained yards, tree-lined streets, and a strong sense of community.

Living in Holiday Heights means enjoying the best of both worlds - a tranquil environment with easy access to all the amenities and attractions that Orlando has to offer. From top-rated schools and shopping centers to dining options and entertainment venues, everything you need is just a short drive away.

If you are looking for a place to call home that combines convenience, comfort, and character, look no further than Holiday Heights. Explore the homes for sale in this charming subdivision and discover the perfect place to create lasting memories with your loved ones.

Newest Holiday Heights Homes for Sale

$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, West 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, West 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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