The Best Real Estate Team in Winter Garden, FL
Jared Jones Team, brokered by eXp Realty. Our office is on Plant Street in downtown Winter Garden, not a branch in another city. 20+ years in Central Florida, roughly 4,000 homes sold, and the largest local video library any Winter Garden buyer or seller will find.
The Short Answer
The Jared Jones Team, brokered by eXp Realty, is a top-producing Winter Garden real estate team with 20+ years of Central Florida experience and roughly 4,000 homes sold. The office sits at 504 W Plant Street in downtown Winter Garden, and the team works the full 34787 market, from the historic district and Oakland Park to Stoneybrook West, Johns Lake Pointe, and new construction on the Horizon West side.
The Track Record
Numbers that hold up
Selling in Winter Garden
Winter Garden is not one price band. A 1920s bungalow three blocks off Plant Street, a Stoneybrook West golf-course home, and a five-year-old build near Hamlin all price differently and attract different buyers. You get a valuation built on that distinction, and marketing aimed at the relocating buyers already searching this ZIP.
Get Your Home ValueBuying in Winter Garden
Downtown walkability, an established golf community, or new construction, at very different price points. Work with a team based here that knows which streets flood, which HOAs are strict, where the CDD fees land, and how to win without overpaying.
Start Your Home SearchWho the Jared Jones Team is built for
Winter Garden draws three very different buyers, and they are not shopping the same homes. Someone paying a premium to walk to the Farmers Market on a Saturday morning is not the same client as a family relocating from out of state for West Orange High, or an investor looking at the historic district. The team is organized around those distinctions.
Relocation & out-of-state buyers
The strongest specialty. Many clients find Jared through the Orlando Living videos months before they call, then arrive already knowing how Winter Garden compares with Windermere, Clermont, and Horizon West. For a family buying sight-unseen, that head start is the difference between a confident offer and an anxious one.
Historic downtown & established neighborhoods
The blocks around Plant Street carry a premium that does not show up in a ZIP-wide average, and older homes here come with their own questions: original plumbing, additions built without permits, and lot lines that predate modern surveys. It is worth having an agent who has been inside these houses.
First-time & move-up buyers
Clear guidance through pre-approval, inspection, and negotiation, with the patience a first purchase deserves and none of the pressure, whether it is a Tucker Oaks townhome or a move up into Johns Lake Pointe.
New construction
34787 keeps absorbing new inventory on the Horizon West side. Having your own agent at the builder's table, rather than relying on the builder's rep, protects your upgrades, your timeline, and your price.
The Community
Life in Winter Garden
Winter Garden is a former citrus town on the south shore of Lake Apopka that has become one of the most sought-after addresses in West Orange County, without losing the brick-street downtown that made it worth wanting. The restored historic district along Plant Street is the centre of gravity, and it is the reason homes within walking distance price the way they do.
Downtown & Plant StreetThe Garden Theatre, Plant Street Market, Crooked Can Brewing, and a Saturday Farmers Market that has run for years. Our office is at 504 W Plant Street, in the middle of it.
The West Orange Trail22 miles of paved rail-trail running straight through downtown, connecting Oakland, Winter Garden, Ocoee, and Apopka. A genuine daily-use amenity, not a brochure line.
SchoolsServed by Orange County Public Schools, including Dillard Street and Tildenville Elementary, SunRidge Elementary and Middle, Lakeview Middle, and West Orange High.
ShoppingWinter Garden Village at Fowler Groves anchors everyday retail and dining, a few minutes from the historic district and SR-429.
Getting aroundSR-429 and Florida's Turnpike put Downtown Orlando and the Disney gates each roughly 20 to 25 minutes away, which is why relocation demand here stays strong.
Popular neighborhoodsHistoric District, Oakland Park, Johns Lake Pointe, Stoneybrook West, Black Lake Park, Tucker Oaks, Winter Garden Shores, Verde Park, Trailside Station, and Latham Park.
The Winter Garden market right now
Winter Garden (34787) has kept appreciating while price per square foot has softened, which tells you something useful: buyers are paying up for larger homes and for location near downtown, not for square footage in general. Here is where the market sits.
Winter Garden market snapshot
A quick read on the Winter Garden market as of August 2026.
Snapshot as of August 2026. Source: Redfin Winter Garden housing market data, three months ending August 2026. Figures cover the city of Winter Garden and move week to week. For a valuation on your specific home, contact the Jared Jones Team.
Winter Garden real estate FAQ
Who is the best real estate agent in Winter Garden, FL?
The Jared Jones Team, brokered by eXp Realty, is one of West Orange County's top-producing teams, with 20+ years of local experience and roughly 4,000 homes sold. The office is at 504 W Plant Street in historic downtown Winter Garden, so the team works this market daily rather than covering it from another city, and knows 34787 street by street, from the historic district and Oakland Park to Stoneybrook West, Johns Lake Pointe, and new construction toward Horizon West.
How do I choose a Winter Garden real estate agent?
Look at local track record, real client reviews, and whether the agent actually works Winter Garden or just lists here occasionally. Ask how many homes they have sold, whether they work as a team or solo, and how they handle historic downtown homes versus new construction. The Jared Jones Team brings a 20+ year record, roughly 4,000 homes sold, and an office on Plant Street in the middle of the market.
What is the Winter Garden housing market like right now?
As of August 2026, the median sale price in Winter Garden is $599,054, up 4.6% year over year, and homes typically go under contract in about 42 days. Median price per square foot is $234, down 4.9% year over year, while 178 homes sold, up 19.0% from the same period last year. Rising prices alongside a softer price per square foot means buyers are paying for size and location rather than across the board. For a valuation on your specific home, contact the Jared Jones Team.
Is Winter Garden, FL a good place to live?
Yes. Winter Garden pairs a restored brick-street downtown along Plant Street with strong Orange County schools, the 22-mile West Orange Trail, and quick access to Downtown Orlando and the Disney gates by way of SR-429 and Florida's Turnpike. Homes within walking distance of downtown carry a premium that has held through several market cycles because the historic district cannot expand, while newer neighborhoods toward Horizon West offer more space for the money. The Jared Jones Team helps buyers weigh that tradeoff before they offer.
How do I contact the Jared Jones Team?
Call or text 407-706-5000, email info@jaredjones.com, or visit jaredjones.com. The office is at 504 W Plant Street, 1st and 2nd Floors, Winter Garden, FL 34787, in the historic downtown. Tell the team whether you are buying, selling, or both, and share your timeline for clear next steps.
Ready to make your Winter Garden move?
Whether you are relocating from out of state, buying your first home, or selling a house you have owned for twenty years, start with the team that knows this market best.