
The Grove in Oakland, FL, presents a more intimate interpretation of luxury living, where the appeal comes from the combination of beautifully designed homes, a limited neighborhood setting, and an exceptional location. For buyers searching for luxury homes for sale near Winter Garden, The Grove offers an opportunity to own a newly built residence while remaining closely connected to the character and energy of the city. The community feels especially well suited to buyers who appreciate architectural detail, comfortable living spaces, and the idea of having a home that feels distinctive rather than mass-produced all within a quiet residential small town feel. The Harvest District is a new project coming with commercial shoppes, dining and office space on the first floor while offering luxury living on other floors above.
Pool & Splash Pad Access
Briley Farm Social Membership & Private Access to The Harvest District
Playground
Pickleball & Tennis Courts
Basketball court
Tree Lined Walking Trail
Sunset Seating Areas

Location is another major part of the The Grove experience. Instead of being removed from the activity of the city, residents are positioned near the Harvest District which will have numerous shoppes and dining options throughout. The quaint town of Oakland as well as Winter Garden are also just minutes away, giving everyday life a more connected feel. Morning coffee, dinner with friends, weekend activities, local shopping, outdoor recreation, and community events can all become part of the routine without requiring a long drive. For someone comparing new homes in Oakland/Winter Garden, FL, this proximity can be particularly attractive because it combines the privacy and comfort of a new residence with access to the established personality of the surrounding community.
Location is key and whether you want to walk/bike the West Orange Trail to downtown Oakland or Winter Garden it's all just minutes away. Plant St and view all shoppes, award-winning restaurants or the Farmers Market every Saturday these towns have it all.


Walk to the Farmer's Market, which is available every Saturday 10-2. Local farmers markets and U-pick farms are great ways to enjoy fresh, locally grown food and support nearby farmers. Farmers markets often offer fresh produce, baked goods, plants, and handmade products, while U-pick farms let visitors harvest their own fruits and vegetables. These activities are fun for families and provide a chance to experience the local community and countryside.






For homebuyers, The Grove at The Harvest District is especially attractive because it places residents close to the best of Oakland, FL including locally owned restaurants, boutiques at the Harvest District as well as the historic downtown district which houses the Oakland Nature Preserve, the Saturday farmers market, and the West Orange Trail for walking and cycling. The community is also convenient to everyday shopping and services, while larger retail and dining options are available at Winter Garden Village and Hamlin Town Center.
Schools zoned for The Grove at The Harvest District in Orange County public schools:
Tildenville Elementary School — Grades K–5
Lakeview Middle School — Grades 6–8
West Orange High School — Grades 9–12
Our unique app is available for iphone or android. It allows you the freedom to search anytime at your convenience. Listings are available live just as I see them so there are not delays like you find on those national websites.
“This app is so easy to use” — D. Stewart - Kissimmee, FL
Enjoy features like:
Search by Location using our Map Search
Numerous Search Filters to pinpoint your preferences
Specific information pertaining to each home
Yes, the entire community will have HOA fees.
2026 Assessments will be: (Subject to Change)
$1,800 Initiation and $150/month
Includes:
Cable and Intenet
Irrigation
Common Areas
Stormwater/Drainage
*Amenities Membership Option Available
Contact us for an up-to-date release of home sites as well as resales. If you prefer to search for resale homes at your leisure, download our mobile app above to search homes in real time and no information delays.
Yes, however certain breeds only. Please inquire within
Winter Garden, Florida, has a diverse and growing economy supported by retail, healthcare, technology, tourism, and professional services. Healthcare through the Orlando Health Central Hospital provides essential services to the area. Because of the tourism in the area, there is consistant hiring in attractions, restaurants, retail centers and construction.
First is location, the community is centrally located meaning you will be in the heart of it all yet secluded by the community itself. The Grove at The Harvest District offers homebuyers a variety of floorplans and home styles.
The Grove may appeal to families looking for a smaller yet conveniently planned residential community that is close to a historic downtown. There are sidewalks throughout, and even a walk/bike trail called West Orange Trail that comes through the center of town. Numerous quaint shoppes as well as award winning restaurants throughout. Also close to several other shopping/dining areas such as Hamlin and Winter Garden Village just minutes away. Don't forget Disney World, Seaworld and Universal are all within a 30 minute or less drive.
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La Rosa Realty 1420 Celebration Ave, Celebration FL 34747
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