The Grove at The Harvest District
The Grove at The Harvest District is a small community of 44 expansive lots in Oakland, Florida, where scenic lakes and beautifully designed homes create an inviting place to live.
ABOUT THE COMMUNITY
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.
Homes in the Grove start in the high 1 millions
Models and Community in The Grove at The Harvest District
Full Community Amenity List
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
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. 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.
Shopping
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.
Farmer's Market and U-Pick Farms
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.
The Grove at The Harvest District
Model Homes
Hearth Stone
Vernacular
from $2,310,600+
Oakshade
French Farm
from $2,786,650+
Sunburst
Vernacular
from $2,380,160+
Hearth Stone
French Farm
from $2,310,600+
Oakshade
Vernacular
from $2,615,320+
Sunburst
French Farm
from $2,380,160+
Oakland, FL
Close to Everything
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
Where is The Grove at The Harvest District
Mobile App
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Specific information pertaining to each home
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Is there a Home Owners Association (HOA) in The Grove at The Harvest District of Oakland if so, how much is it?
Yes, the entire community will have HOA fees.
2026 Assessments starting from:
$1,800 Initiation and $150/month
Includes:
Cable and Internet
Irrigation
Common Areas
Storm water/Drainage
*Amenities - Social Membership Option Available to Briley Farm
I own a property in Grove at Harvest District and would like to sell, do you offer listing services?
Yes, start at our Choose an Agent listing page to get started
Can I buy a new construction home in The Grove at The Harvest District ?
Yes, choose from the floorplans above with the ability to make personal selections. Contact us or schedule your tour with us.
Is the Community Pet friendly?
Yes, however certain breeds only. Please inquire within
What type of economic opportunity is available in Oakland, FL?
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.
Why buy a home in The Grove at The Harvest District?
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. Also close proximity to medical infrastructure and major attractions.
Is The Grove a good community for families?
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.
Matthew Montalvo, PA
Realtor
As a specialized real estate agent with La Rosa Realty, Matthew Montalvo provides unparalleled expertise in the Disney World area, helping clients find the perfect vacation home, residence or investment property. HomeSalesnearDisney.com
© 2026 Matthew Montalvo Real Estate Agent - [email protected]
La Rosa Realty 1420 Celebration Blvd, Celebration FL 34747
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