Browse Cobblestone Homes for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
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Browse Cobblestone Homes for Sale in Winter Garden, FL. Discover community amenities, nearby attractions, schools, and the lifestyle this neighborhood offers.
Cobblestone is a gated single-family home community located off Roper Road, just east of Daniels Road in the central-north section of Winter Garden, Florida. Built mainly between 2006 and 2007 by KB Homes, Cobblestone offers contemporary, colonial, and traditional-style homes with spacious layouts and attractive architectural details.
The community is conveniently located near Winter Garden Village, providing shopping, dining, and entertainment. Residents also enjoy easy access to Hwy 50/Colonial Drive, connecting them to the Florida Turnpike, the 429 Expressway, Downtown Orlando, or Clermont.
There is a mandatory HOA for Cobblestone, which includes:
• Sidewalks
North: Deerfield Place neighborhood
South: Regency Oaks neighborhood
East: Amberleigh neighborhood
West: Bradford Creek neighborhood
Grocery & Restaurants: West Point Commons
Shopping: Winter Garden Village
Hospital: AdventHealth Winter Garden
Schools: Orange County “Find My School”
Attractions: Walt Disney World & Universal Studios
Outdoor Fun: The West Orange Trail
Local Hangout: Downtown Winter Garden
Closest Beach: Cocoa Beach
Builder: KB Homes
Architectural Styles: Contemporary, Colonial, Traditional
Bedrooms: 3–5
Garage: 2–3 car garages
Living Area: Approximately 1,900–3,600 sq. ft.
Average Lot Size: Quarter-acre homesites
Interior Rooms & Features:
Attic
Ceiling fans
Eating space in kitchen
High ceilings
Kitchen/family room combo
Living room/dining room combo
Master bedroom (main floor)
Open floorplan
Split bedroom layout
Tray ceilings
Walk-in closets
Construction Material: Shingle
Roof: Shingle
Exterior Features: French doors, irrigation system, lighting, rain gutters. Some homes offer tree views or water views.
Call or text the Jared Jones Real Estate Team at 407-706-5000 to learn more today!
Posted on S BrodyTrustindex verifies that the original source of the review is Google. Jared helped my wife and I find the right home in Saint Cloud FL. Jared and his team are truly "one call does it all " highly recommend and encourage folks to let his knowledge and experience help you. Relocating can be difficult make it easier with the right real estate agent. Simon & T. BrodyPosted on w mTrustindex verifies that the original source of the review is Google. Wish I could have 10 stars. I found Jared on You tube. I know a bit about real estate investing. I also know about building a team. .Jared is real deal!! He is who he says he is. Understands the Orlando market, We Jared Jones on You tube. Watched for Months. He is on top of the Orlando market! Made my call to Jared on July 4th closed on a great deal Oct 31st after touring investment props for 2 weeks end of September. Our transactions happened within a month of getting under 10/31/25. Jared helping us find our investment property and we just closed as of today Halloween October 31 Thank you and so happy we made that one call back in July! Scott and DonnaPosted on David AinsworthTrustindex verifies that the original source of the review is Google. My wife and I relocated from the Northeast where we lived our entire lives, to the Orlando area. In my search of videos about florida on YouTube I came across Jared's many video's. My perception was that he was highly knowledgeable and highly engaged in the real estate industry. When I contacted him and we spoke for the first time he quickly turned perception to reality. As we worked through the process it just got better and better. Excellent advice, consistent communication and support over the months we went through the process. When we found a house he advocated for us to the highest level to be sure everything transacted in our best interest. The owners even left an item I was adamant I did not want left, he drove his truck over after we closed, carried it out and disposed of it for us! Ladies and gents with the utmost seriousness look no further this guy knows his business from top to bottom. One of if not the best decisions we made in this entire process was to work with Jared. This guy is an absolute rock star. Don't think twice about it, you found your man.Posted on ishtiaque ahmedTrustindex verifies that the original source of the review is Google. This guy is THE BEST !!!! Very helpful and a great guide… he just got us a great place within very short time. And we love it. A great negotiator and a great Realtor.I wish him all the best in life 👍🙌🫡Posted on Lot LamTrustindex verifies that the original source of the review is Google. I would recommended to anyone who wants to buy and sell investment homes or retirement homes in central Florida . Jared Jones the broker who I trusted the most .Last month , we spent 3 days in central searching for investment homes . A month late , we got our investment home in central Florida. He was very knowledgeable in dealing sellers agents. He was trying his best to get good deal for us . I was very please the ways he was working with seller agent. We got what we wanted. So thank you Jared for assisting us found a nice investment home . Lam,Posted on Le HuaTrustindex verifies that the original source of the review is Google. It was a pleasure working with Jared and his team! Jared definitely advocated on our behalf as a buyer’s agent. Their team is super resourceful making it easy for us to own our first property in Florida. We super excited for our property and thank you so much Jared and your team!!Posted on Erica BergenTrustindex verifies that the original source of the review is Google. Jared was fantastic to work with. Professional and kind. He made our home buying experience a breeze. We were moving from NJ to Florida and he guided us to the best areas to look and stay away from to fit our needs. He answered every question in timely fashion and no question was too small. If we ever need another realtor we will definitely go back to him.Posted on Tim B.Trustindex verifies that the original source of the review is Google. Jared helped us find our new home and we could not have been happier. His knowledge of the area is amazing. He knows more then people that were born here. He got us into every home we were interested in and curated a list of homes for us to also check out. He was patient with us, answered all our questions, and helped us every way he could. If you want the best realtor in the area, he is it.Posted on Chad A. VaughanTrustindex verifies that the original source of the review is Google. I've worked with a lot of agents, and not all are built the same. Jared is head and shoulders above the average agent. Responsive, professional, detailed and genuinely cares for his clients. Working with Jared was a smooth and easy process with no hiccups -- top tier agent.Posted on Nomad Assets, LLCTrustindex verifies that the original source of the review is Google. Jared is absolutely fantastic to work with! He helped us with our search in the Clermont area, excellent communication, negotiation skills and overall fantastic knowledge on the greater Orlando area. We look forward to working with Jared on our next purchase!
Country Lakes
Cypress Reserve
Daniels Landing
Deerfield Place
Emerald Ridge
Estates Lakeview Preserve
Foxcrest
Glynwood
Grove Park
Grovehurst
Hickory Hammock
Johns Lake Pointe
Lake Roberts Landing
Orange Cove
The Orchard
Oxford Chase
Regency Oaks
Reserve at Carriage Pointe
Roper Reserve
Sanctuary at Twin Waters
Southern Pines
Stone Creek
Stoneybrook West
Sunset Lakes
Tilden Place
Twinwaters
Waterside
Westfield Lakes
Windermere Crossing
Windward Cay
Wintermere Harbor
Wintermere Pointe
Woodbridge on the Green
Avalon Cove
Cove At Hamlin
Del Webb Oasis (NEW)
Enclave at Hamlin
Encore at Ovation
Hamilton Gardens
Hamlin Reserve
Hawksmoor
Harvest at Ovation
Highland Ridge
Highlands Summerlake
Independence
Isles Of Lake Hancock
Lake Hancock Preserve
Lakeshore
Lakeside at Hamlin
Lakeview Pointe
Lakeview Preserve
Latham Park
Mezzano
Orchard Hills
Orchard Park
Osprey Ranch
Overlook At Hamlin
Panther View
Ravenna
Sanctuary at Hamlin
Storey Grove
Summerlake
Summerlake Groves
Waterleigh
Watermark
Westhaven Ovation
Wincey Groves
Winding Bay
Hamlin Pointe
Hamlin Ridge
Horizon Isle
Lake Star at Ovation
Northlake at Ovation
Parkview at Hamlin
Serenade at Ovation
Silverleaf Oaks
Silverleaf Reserve
Tribute at Ovation
Deer Island
Downtown Oakland
Hull Island
Johns Cove
Johns Landing
Lake Apopka Sound (NEW)
Longleaf at Oakland
Oakland Hills
Oakland Park
Oakland Trails
Trailside Station
Tucker Oaks
Verde Park
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