Rollingwood Homes For Sale

Included below are homes for sale in Rollingwood. If you would like more information on any of these Rollingwood real estate listings, just click the "Email Agent" button when viewing the details of the property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.  If you'd like to take a tour, click "Schedule a Tour." 

You can also create and save a custom home search by clicking the starred "Save" button to register for a free account. A custom saved search will allow you to receive email alerts when new Rollingwood listings hit the market.

No Matching Listings

Get notified when matching listings become available. We also have found more listings nearby within 5 miles of this community.

More Listings Nearby

 Rollingwood Overview

Rollingwood is a quaint and inviting residential neighborhood that seamlessly marries suburban charm with modern living. The well-maintained streets wind through a variety of homes, each contributing to the neighborhood's unique character. Manicured lawns and mature trees line the sidewalks, creating a tranquil atmosphere ideal for leisurely strolls and community connections. Rollingwood fosters a strong sense of community spirit, with friendly neighborly interactions and a welcoming ambiance. The neighborhood's proximity to local parks, schools, and essential amenities enhances its allure, providing both green spaces for recreation and convenient access to daily necessities. Rollingwood stands as a testament to the harmonious integration of contemporary comfort and a close-knit community atmosphere in the vibrant city of Altamonte Springs.


 Local Highlight

  • Cranes Roost Park is an idyllic oasis where the scenic beauty of lush landscapes, a pristine lake, and vibrant community events converge, creating a serene and picturesque setting for leisurely strolls and lively gatherings.
  • Altamonte Mall is a premier shopping destination where the chic ambiance, diverse retail offerings, and vibrant atmosphere converge, providing a stylish and enjoyable experience for shoppers in the heart of Altamonte Springs.
  • Westmonte Park is a vibrant recreational oasis where the vibrant greenery, expansive sports facilities, and family-friendly amenities converge, offering a dynamic space for leisure, fitness, and community gatherings in Altamonte Springs.

 Rollingwood School Guide

Elementary School

Middle School

High School

Private School


 Restaurants

  • Duffy's Sports Grill is a dynamic and inviting sports-centric destination where the lively ambiance, an extensive menu of pub-style favorites, and the camaraderie of sports enthusiasts converge, creating an energetic haven for casual dining, watching games, and socializing.
  • Tijuana Flats is a lively Tex-Mex destination where the vibrant flavors of freshly prepared dishes, the colorful and eclectic ambiance, and the friendly atmosphere converge to create a dynamic and flavorful dining experience.
  • Huey Magoo's Chicken Tenders is a delicious haven where the mouthwatering aroma of crispy, hand-breaded chicken tenders, the vibrant and friendly atmosphere, and the commitment to simple yet exceptional flavors create an irresistible dining experience for poultry enthusiasts.

  Altamonte Springs Real Estate Agents

Looking to purchase a home in Rollingwood? Let our real estate specialists work with you to navigate the process of buying or selling your house. Our Altamonte Springs real estate agents have expert knowledge of the distinct dynamics of the Altamonte Springs housing market.

For further information about Altamonte Springs buyer or seller representation, contact the Market Connect Team.