Windermere Homes for Sale in Jacksonville, FL

Established resale homes · Jacksonville · ZIP 32257

An established resale community off Old St. Augustine Road in Jacksonville's Mandarin area, in the Duval County school district, for buyers comparing settled Southside neighborhoods rather than new construction.

Established resaleJacksonville, Duval CountyMandarin area, ZIP 32257
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
This is a lower-volume resale community. Active listing counts and pricing will populate here as realMLS activity is tracked. Check current listings for exact availability before you plan a visit.
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Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive realMLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulserealMLS
n/a
Median Price
0mo
Supply
n/a
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Windermere is a settled resale pocket in Jacksonville's Mandarin area rather than an active build-out, so the buying decision comes down to the individual home and street, not a builder price sheet or a phase release schedule. Because turnover here is limited, the honest approach is to compare each listing against nearby Mandarin and Beauclerc resale activity rather than lean on a published median for the community itself. Location off Old St. Augustine Road puts daily errands and I-295 access within a short drive, which is the durable part of the value case."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Windermere is an established single-family resale community in Jacksonville, Duval County, reached off Old St. Augustine Road in the Mandarin area of the city's Southside. At least some homes here date to the early 1980s, and the housing stock is resale rather than an active builder community.

Because this is a lower-turnover resale pocket, market data on this page will build up over time as realMLS listing activity in Windermere is tracked. In the meantime, the most useful comparison is nearby resale activity in the broader Mandarin and Beauclerc area, which shares the same school zone and general commute profile.

The location sits inside Jacksonville's Mandarin corridor, with Old St. Augustine Road giving direct access to the surrounding retail and services along San Jose Boulevard, and a short drive to I-295 for commuting elsewhere in Duval County.

Best for

  • Buyers comparing established Mandarin-area resale homes rather than new construction
  • Buyers who want direct access to Old St. Augustine Road and a short drive to I-295
  • Buyers comfortable doing individual-listing diligence in a lower-turnover community

Probably not for

  • Buyers who need a large, active pool of comparable listings to negotiate against
  • Buyers who require a documented HOA amenity package, since none is verified here
  • Buyers who want a builder warranty or new-construction condition

How Jacksonville is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
n/aMedian days on marketdays
0 : 0Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+0%Asking vs recent sold $/sqftroom to negotiate

Live market metrics for Windermere update as realMLS listings and sales post. Figures shown reflect current recorded activity; confirm specifics by address.

Live from realMLS, as of July 9, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Jacksonville listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Windermere buys, holds, and resells. See the five factors.

Listing locations from realMLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

I-2955 to 10 min · approximate
San Jose Boulevard retail corridor5 to 10 min · approximate
Downtown Jacksonville20 to 25 min · approximate
St. Johns Town Center15 to 20 min · approximate
Jacksonville International Airport35 to 45 min · approximate

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Windermere Homes for Sale in Jacksonville, FL with Momentum Realty’s local guides.

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Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Jacksonville (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Duval County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Jacksonville is served by Duval County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Elementary

Beauclerc Elementary School (Duval County Public Schools, verify by address)

Middle

Mandarin Middle School (Duval County Public Schools, verify by address)

High

Mandarin High School (Duval County Public Schools, verify by address)

Buying with schools in mind? We can confirm the exact zoned schools for any Jacksonville address.

The takeaway

Windermere sits in a built-out part of Jacksonville's Mandarin area, so the near-term story is steady demand for existing homes rather than new supply.

Recent Developments in Windermere

Our read on what is being built around Jacksonville, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishNeutral to modestly positive. Duval County's Southside continues to draw resale demand, but this specific community turns over slowly, so read individual listings rather than area-wide headlines.

Mandarin-area resale demand

2026
NeutralNotable impact
SignificanceRadius: Area

Jacksonville's Mandarin area, including Windermere, has an established base of resale housing rather than active new construction, so demand here tracks the broader Southside resale market rather than a builder's release schedule.

Insurance and carrying costs

2026
NeutralMinor impact
SignificanceRadius: Region

Florida homeowners insurance remains a real line item for older resale homes. Get a bindable quote for the specific property, since age of roof and systems affects the premium.

Limited comparable data

2026
NeutralMinor impact
SignificanceRadius: Community

Because Windermere is a smaller, lower-turnover resale community, published market figures for the community itself may be thin. Lean on nearby Mandarin and Beauclerc comparables and a recent appraisal for pricing context.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Windermere, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

    Development alerts for WindermereGet a short monthly email when something new is approved, funded, or opens near Windermere.

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    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.

    If we were buying in Jacksonville, this is the order of operations we would run, and the one we run for our clients.

    1

    Pull the specific parcel's tax and ownership record from the Duval County Property Appraiser to confirm year built, square footage, and any HOA or CDD status.

    2

    Verify the zoned elementary, middle, and high schools for the exact address with Duval County Public Schools, since zone lines can differ block to block.

    3

    Get a bindable homeowners insurance quote for the specific home before you make an offer, given the age of the housing stock.

    4

    Ask whether an HOA exists and, if so, request the current dues, covenants, and any deferred-maintenance items in writing.

    5

    Compare the listing against recent closings in the broader Mandarin and Beauclerc area, since Windermere itself may have limited recent sales to reference directly.

    Best Buy
    A well-maintained resale home with recent updates to major systems, priced against broader Mandarin-area comparables.
    Biggest Risk
    Thin recent sales data for the community itself, which makes pricing harder to anchor without a broader comparison set.
    Best Lot
    Favor interior streets over any lots directly fronting Old St. Augustine Road for day-to-day noise and access.
    Smart Timing
    Not phase-driven. Timing depends on when an individual listing comes to market rather than a builder release.
    The takeaway

    On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

    Community Details at a Glance

    The Homes

    Type

    Established single-family resale

    Era

    Older resale stock, with at least some homes dating to the early 1980s (verify by parcel)

    Size range

    Not verified here; confirm on the current listing

    Bedrooms

    Not verified here; confirm on the current listing

    Costs & Fees

    HOA

    Not verified; confirm status and dues with the county property records or a title search

    CDD

    None identified; confirm on the parcel tax record

    Property use

    Primary residences

    Amenities

    Marketed

    No verified private clubhouse, pool, or golf course for this community

    Status

    Confirm any HOA-maintained common areas directly with the association

    Location

    Area

    Jacksonville, Duval County, off Old St. Augustine Road

    I-295

    About 5 to 10 min (approximate)

    Downtown Jacksonville

    About 20 to 25 min (approximate)

    The takeaway

    Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

    The Entry

    Specific price tiers are not published here because recent comparable sales in this community are limited. Check current listings and the county property record for the exact home.

    Lowest entry
    The Core

    Compare any specific listing against recent closings in the broader Mandarin and Beauclerc area to gauge whether the asking price is in line.

    Most inventory
    The Top

    For larger or updated homes, verify square footage, lot size, and recent renovations directly on the listing and county record rather than relying on a community-wide estimate.

    Strongest resale

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    The Entry
    Specific price tiers are not published here because recent comparable sales in this community are limited. Check current listings and the county property record for the exact home.
    The Core
    Compare any specific listing against recent closings in the broader Mandarin and Beauclerc area to gauge whether the asking price is in line.
    The Top
    For larger or updated homes, verify square footage, lot size, and recent renovations directly on the listing and county record rather than relying on a community-wide estimate.

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    15-Second Take
    • Renovation math decides the deal
    • Better lots and views resell strongest
    • Roof and HVAC age drive the insurance quote
    • Interior lots are where buyers overpay
    Jon Brooks, Momentum Realty
    Operator Note

    Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

    Home conditionVaries by home
    Documented HOA amenitiesNot verified
    Recent comparable salesLimited inside community
    Location accessOld St. Augustine Rd / I-295
    School zone certaintyVerify by address

    Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

    Jon Brooks, Momentum Realty
    Operator Note

    The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

    5 Mistakes Buyers Make in Jacksonville

    15-Second Take
    • Calling the listing agent (who works for the seller)
    • Misjudging the renovation budget
    • Overpaying for an interior lot
    • Underbudgeting the carrying costs
    • Skipping the roof, HVAC, and systems check

    The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

    In a settled resale pocket like this, the value is in the individual home and its updates, not a community-wide price trend.

    Jon Brooks · Founder, Momentum Realty
    6.2C · Buy Score
    Resale Strength6.0/10
    Renovation Risk5.5/10
    Location Efficiency6.8/10
    Long-Term Defensibility5.8/10
    Carrying Cost Advantage6.0/10

    Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

    Why our read on Jacksonville is different.

    Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live realMLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No automated estimate, no guesswork.

    Live realMLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
    Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

    Which Lots & Views Hold Value Best

    Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

    Value ($/sqft)
    $261 value$401 premium
    Lake / waterPreserveInterior

    Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from realMLS; for orientation, not an appraisal.

    15-Second Take
    • This is an established resale community, so home condition varies lot by lot.
    • Interior streets away from Old St. Augustine Road tend to have less through traffic.
    • Verify each home's age, roof, and major systems on the county record and inspection.
    • Limited recent sales data means each lot should be priced on its own merits.
    • Ask about drainage and tree canopy on the specific lot, common considerations in older Jacksonville subdivisions.

    Because Windermere is an established resale community rather than a new build-out, the condition and history of each individual home matter more than any community-wide trend. Lots on interior streets generally see less through traffic than those closer to Old St. Augustine Road. With limited recent comparable sales inside the community itself, buyers should verify age, roof, and system condition directly through inspection and the county property record, and lean on broader Mandarin-area comparables for pricing context rather than a community-specific median.

    Jacksonville in 15 seconds.

    Best forBuyers comparing established Mandarin-area resale homes rather than new construction.
    Biggest advantageDirect access to Old St. Augustine Road and a short drive to I-295 and San Jose Boulevard retail.
    Biggest riskThin recent sales activity for the community itself, which makes pricing harder to anchor.
    Sweet spotA well-maintained resale home on an interior street, priced against broader Mandarin comparables.
    Avoid ifYou need a large active listing pool or a documented HOA amenity package to rely on.

    HOA, CDD & Fees

    15-Second Take
    • HOA status is not verified; confirm before you write an offer.
    • No CDD was identified, but confirm it on the parcel's tax record.
    • No verified private clubhouse, pool, or golf amenities for this community.
    • This is an established resale community, not an active new-construction build-out.
    • Budget a bindable homeowners insurance quote as a real cost given the age of the housing stock.

    No verified homeowners association or dues amount was identified for Windermere in this fast-mode research. Confirm HOA status directly with the county property records or a title search before you buy.

    Not verified. If an HOA exists, request the current covenants and dues in writing from the seller or a title company.

    No golf course or private club is verified for this community.

    The takeaway

    Selling here is won on condition and view, not an automated estimate. The right number comes from closed comps matched to your renovation level and lot.

    Momentum listings (YTD)
    97.98%
    Sold-to-list ratio across the Jacksonville metro for our agents, sellers keeping more of their price.
    Market average (YTD)
    96.73%
    The broader metro average sold-to-list ratio over the same period.
    Momentum days on market
    64 days
    Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
    Market days on market
    72 days
    The broader metro median over the same period.

    Sold-to-list and days-on-market figures reflect Momentum Realty listings versus the Jacksonville metro average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

    In Jacksonville, condition and view decide your number

    Because buyers here are weighing your home against renovated comps and cross-shopping Beauclerc, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

    What is your Jacksonville home worth?

    Get a no-obligation home value based on real comparable sales in Jacksonville matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

    See homes for sale in Windermere on the map →

    Real comps, not an automated estimate.

    Price History: What Homes Here Have Actually Sold For

    Median sale prices in Windermere year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

    The real cost & risk here

    Before the list price, the Florida math the portals skip. These are Duval County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

    $1,614/mo
    Duval County typical true cost to own
    $110/mo
    Duval County typical home insurance
    Check CDD
    Confirm before you offer

    County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

    Live market metrics for Windermere are being compiled from realMLS activity and will appear here as listings and sales post. For current county-level figures, see the market data links below.

    Market metrics only; these describe homes for sale and recent sales, not residents.

    Frequently Asked Questions

    Is Windermere a new-construction or resale community?
    It is an established resale community. At least some homes date to the early 1980s, and there is no active builder currently selling new phases here.
    Where is Windermere located?
    It is in Jacksonville's Mandarin area, in Duval County, reached off Old St. Augustine Road near San Jose Boulevard, ZIP 32257.
    Is there an HOA, and what are the dues?
    No homeowners association or dues amount was verified for this community in this research. Confirm HOA status directly with the county property records or a title search before you buy.
    Is there a CDD bond on the taxes?
    No Community Development District was identified for this community, but CDD status is best confirmed on the specific parcel's tax record with the Duval County Property Appraiser.
    What amenities does the community have?
    No private clubhouse, pool, or golf course is verified for this community. If an HOA maintains any common areas, confirm details directly with the association.
    What schools serve the community?
    Windermere is in the Duval County Public Schools district. Based on the general area, that likely includes Beauclerc Elementary School, Mandarin Middle School, and Mandarin High School, but the zoned schools should be verified by the specific address, since zone lines can differ block to block.
    How is the commute from Windermere?
    Old St. Augustine Road gives direct access to the San Jose Boulevard corridor, with I-295 roughly a 5 to 10 minute drive and downtown Jacksonville roughly 20 to 25 minutes, both approximate.
    What does market data on this page reflect?
    This page is built to track live realMLS listing activity in Windermere as it occurs. Because this is a lower-turnover resale community, figures may take time to populate; check current listings directly in the meantime.
    What is the biggest risk of buying here?
    Limited recent comparable sales inside the community itself, which makes it harder to anchor a price without also looking at the broader Mandarin and Beauclerc resale market.
    Should I get my own agent for a resale purchase here?
    Yes. Your own agent can pull the right comparables from the broader area, review the specific home's condition and history, and represent your interests in the negotiation.
    How current is the data on this page?
    Market figures update from live realMLS data as listing activity in Windermere occurs. Always confirm the exact price, condition, and availability of any specific home before you make an offer.
    Who is the best real estate agent for Windermere?
    The best agent for Windermere is one who actively works Jacksonville and knows the community's pricing, HOA and CDD details, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Windermere.
    How do I find a top Jacksonville real estate agent who knows Windermere?
    Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Windermere and the wider Jacksonville area.
    Can Momentum Realty connect me with an agent for Windermere?
    Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windermere purchase or sale - no call center and no pressure.
    You want an established resale home rather than new construction.Excellent fit
    You value direct access to Old St. Augustine Road and a short drive to I-295 and San Jose Boulevard retail.Excellent fit
    You are comfortable doing individual-listing and county-record diligence in a lower-turnover community.Excellent fit
    You plan to verify HOA, CDD, and school zoning directly rather than rely on a published community summary.Excellent fit
    You need a large, active pool of comparable listings to negotiate against.Probably not
    You require a documented HOA amenity package or clubhouse.Probably not
    You want new-construction condition and a builder warranty.Probably not
    You need a firmly published median price for the community itself right now.Probably not

    Get the inside read on Jacksonville

    Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Jacksonville home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

    We respond personally, usually the same day.

    You are all set.

    A Momentum Realty Jacksonville specialist will reach out personally, usually the same day.

    Median sale price in Windermere, Florida by year (2012 to 2026). Source: Momentum Realty.
    Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Source: Data provided by realMLS.

    Zoom out before you decide: see the Duval County market guide or every community in the Neighborhood Finder.

    Get my Duval County cash offer →

    Own a home here?

    You just read the data. Now see what your home is worth.

    The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the RealMLS member average and 8 days faster, and we’ll price yours against live your area comps.

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