Winchester
Homes for Sale in St. Johns, FL
All 397 homes for sale in St. Johns, FL · median $575,000 · 348 homes for sale in 32259 · St. Johns County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, the MLS records 19 closed sales in Winchester in St. Johns, FL since 2011, the most recent in November 2022. Across St. Johns as a whole, 707 homes closed in the last 12 months at a median of $505,000, 45 median days on market, with 338 homes for sale today. At that median and St. Johns County's FY2025-26 rate of 13.47 mills, annual property tax runs about $6,800 ($6,280 with the full homestead exemption).
Winchester sits in St. Johns County, and the honest truth is that our current snapshot shows no closings in the reporting window. That means there is no fresh sales data to anchor a price read on right now, and anyone quoting you a hard number for this community is working from something other than recent activity here.
For a buyer, that quiet stretch is a reason to slow down and price by condition, lot, and comparable activity in the surrounding St. Johns market rather than by a Winchester-specific trend line. For a seller, it means positioning matters more than usual: with nothing recent to set the tone, your listing effectively helps establish the comp instead of following one.
Figures in this note are as of July 12, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Winchester right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Winchester is a St. Johns County community that, as of our latest snapshot, has no recent closings to report — so the story here is about location and the broader county market, not a run of recent sales.
realMLS (Northeast Florida) sales records identify 12 homes in Winchester that have changed hands since 2013, built between 2008 and 2012 (median 2010), with a median living area of about 3,320 sq ft and a typical 4-bedroom, 4-bath layout; 100% are single-family homes. Source: realMLS (Northeast Florida) closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Winchester is best for.
Best for
- Buyers who want to be in St. Johns County and are willing to value a home on condition and comparables rather than a local sales streak
- Sellers prepared to invest in presentation and positioning to help establish the price
- Patient shoppers who prefer negotiating without a recent sale dictating the ceiling
Probably not for
- Buyers who need a documented recent price trend before committing
- Sellers who want a fast comp-driven number with minimal preparation
- Anyone uncomfortable making decisions from qualitative market judgment rather than hard recent figures
The market around Winchester
Winchester is too small for its own price trend, so here is the market around it.
In ZIP 32259, 599 homes are on the market and 36% are under contract — a fast-moving corner of St. Johns.
Across St. Johns County, 2,089 homes are active and 883 pending (30% under contract).
In ZIP 32259 (St. Johns), 2,154 homes closed in the last 12 months at a median of $505K ($224/sq ft), down 1.0% year over year, with a median 43 days on market. Right now 446 active and 261 pending listings put supply at about 13.7 months — a buyer's market. See the live ZIP 32259 housing market and the St. Johns County market.
ZIP and county figures describe the wider market, not Winchester specifically. Momentum Research analysis of MLS records.
The Winchester buying strategy.
If we were buying in Winchester today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Winchester.
Reading a market with no recent prints
When a community shows zero closings in the current window, it does not mean the neighborhood is inactive so much as that nothing has crossed the finish line recently in our feed. Pricing has to lean on condition, square footage, lot, and what genuinely comparable homes elsewhere in St. Johns County are doing, because there is no Winchester-specific median on the board right now to point at.
That absence cuts both ways. There is no recent sale forcing a ceiling or a floor, which gives a well-prepared seller room to make the case for their home on its own merits. It also means a buyer should insist on real comps and a careful walk-through rather than assuming a price is validated by neighbors who have already sold.
The location and the amenities are priced into every listing in Winchester. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no recent closings, the value of local judgment goes up, not down. We build the price case from condition and true comparables across St. Johns County, tell you plainly what the data can and cannot support, and keep you from either overpaying or underpricing simply because the recent record is thin.
Winchester in 15 seconds.
Tools for a Winchester buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Winchester sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Winchester, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Winchester home worth?
Get a no-obligation home value based on real comparable sales in Winchester, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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St. Johns guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes
- Homestead exemption (St. Johns County)
- New construction
- New construction (St. Johns County)
Florida buyer guides
- Florida home insurance rates by county
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- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Nottage Hill Street (6 homes on record)
- Stonewell Drive (2 homes on record)
Recent Developments in Winchester
Development, infrastructure, retail, and school activity affecting Winchester, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
UF Health Durbin Park 99-bed hospital opens in northern St. Johns County; Baptist Silverleaf adds emergency department
UF Health Durbin Park, a 99-bed hospital with a 24-hour emergency department on 42.5 acres, held its ribbon-cutting and opens the following week. Baptist Health's Silverleaf campus, about 10 miles south, is adding an emergency department, and AdventHealth and Acadia Health have also opened facilities near I-95. The county's population has grown more than 25% since 2020.
What it may mean for the marketNew hospital and emergency capacity shortens drive times to emergency care and adds healthcare jobs in northern St. Johns County. The site is about 6 miles north of Winchester.
Source: Jacksonville Today - August 2026Schools
St. Johns County school board moves ahead with design of SilverLeaf-area high school costing about $100 million
The board approved moving forward with design and architecture for a high school on Parcel 38, with cost estimated at roughly $100 million and possibly up to $120 million as design progresses. Construction is expected to take about three years. A board workshop on full project scope is being prepared.
What it may mean for the marketA new high school in the SilverLeaf area would add school capacity for the fast-growing northwest part of the county. The site is about 1 mile northwest of Winchester.
Source: News4JAX - July 2026Infrastructure
CR 210 widening westbound lanes set to reopen in St. Johns County
News4Jax reported that all westbound lanes of the County Road 210 widening project in St. Johns County were expected to reopen by the end of Friday, July 31, 2026, ahead of the August 10 school year start. The county said it is managing 44 active road projects totaling $183.1 million this year.
What it may mean for the marketExpands roadway capacity on a major county corridor, improving traffic flow and supporting continued growth along the CR 210 area. The project is about 7 miles northeast of Winchester, elsewhere in St. Johns County.
Source: News4Jax - June 2026Infrastructure
First Coast Expressway advances as an economic-development corridor across Clay and St. Johns
The First Coast Expressway (State Road 23), a tolled beltway looping around the west and south of the Jacksonville metro, continued to open land for development along its corridor, with the final St. Johns County phase from Interstate 95 to east of County Road 2209 in progress. FDOT held a St. Johns County open house on the final phase in January 2026.
What it may mean for the marketNew limited-access highway capacity shortens commutes and opens adjacent land, changes that have historically shaped where new communities and demand concentrate. The site is about 11 miles west of Winchester.
Source: Jax Daily Record - May 2026Retail & Dining
Grocery-anchored retail center proposed in Durbin Park
A grocery-anchored retail center was proposed at Durbin Park, the large mixed-use development near Interstate 95 and County Road 210 in northern St. Johns County, adding to the district's existing stores, restaurants, and Walmart-anchored core.
What it may mean for the marketAdded grocery and retail at Durbin Park deepens everyday conveniences in northern St. Johns County, an amenity factor that can support demand for surrounding communities. The site is about 4 miles northeast of Winchester.
Source: Jax Daily Record - February 2026Retail & Dining
Durbin Park Walmart plans an expansion
The Walmart anchoring Durbin Park filed plans to expand in early 2026, reinforcing the retail core of the Interstate 95 and County Road 210 district in northern St. Johns County.
What it may mean for the marketInvestment in Durbin Park's retail anchor signals continued commercial strength in northern St. Johns County, which can reinforce the appeal of nearby residential areas. The site is about 4 miles northeast of Winchester.
Source: Jax Daily Record
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
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Ask an agent about Winchester
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Frequently Asked Questions
How many homes are in Winchester?
What share of Winchester is owner-occupied?
When were the homes in Winchester built?
Who is the best real estate agent for Winchester?
How do I find a top St. Johns real estate agent who knows Winchester?
Can Momentum Realty connect me with an agent for Winchester?
Where is Winchester, and what county is it in?
How far is Winchester from downtown Jacksonville and the beach?
Should you buy in Winchester?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 32259)) |
| Under-contract shares | realMLS records, as of 2026-10-20 |
| Historical depth | Closed-sale records back to 2011 (19 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of realMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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Nearby Communities
Explore more neighborhoods near Winchester with Momentum Realty’s local guides.
Schools serving nearby communities
We do not have a confirmed school assignment for Winchester. These are the public schools most often assigned to other communities in ZIP 32259; zones change and vary by address, so confirm with the district before you buy.
- Bartram Trail High School · 9-12 · FLDOE grade A (assigned to 24 nearby communities)
- Switzerland Point Middle School · 6-8 · FLDOE grade A (assigned to 19 nearby communities)
- Fruit Cove Middle School · 6-8 · FLDOE grade A (assigned to 18 nearby communities)
- Creekside High School · 9-12 · FLDOE grade A (assigned to 16 nearby communities)
- Julington Creek Elementary School · PreK-5 · FLDOE grade A (assigned to 9 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).