Windward at
Lakewood Ranch

Neal Communities gated village · Sarasota County · ZIP 34240

A gated Neal Communities village on the Sarasota County side of Lakewood Ranch, near Fruitville Road and Lorraine Road.

Gated new constructionSarasota County side of LWRResort amenity center open

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

Windward is new construction, so the read is about the collection, the villa versus single-family choice, the lot premium, and an honest take on the HOA and Windward Community Development District lines, not a resale average.

Free · No obligation

Unlock Off-Market Windward

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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's Current Read

"Windward at Lakewood Ranch is a gated, British West Indies inspired Neal Communities village near Interstate 75 at Fruitville Road and Lorraine Road on the Sarasota County side of Lakewood Ranch, and it reads like new construction, not a resale neighborhood. Neal opened Windward in 2020 and built out paired villas and single-family homes across multiple collections, then opened a 9,600 square foot amenity clubhouse with resort pools, pickleball and tennis courts, trails, and dog parks in 2022 (Neal Communities, 2022). Pricing and the build are driven by the collection, the floor plan, the villa versus single-family choice, the lot premium, and the option choices, while carrying cost adds an HOA plus a Windward Community Development District assessment. Your leverage here is the base versus options math, a fair read on the lot premium, and verifying the HOA dues and the Windward CDD assessment per parcel before you commit."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Windward at Lakewood Ranch is a private, gated new-home community by Neal Communities, one of Southwest Florida's most established private builders. It sits on the Sarasota County side of Lakewood Ranch, near Interstate 75 at Fruitville Road and Lorraine Road, with a British West Indies design theme and lush landscaping (Neal Communities and Lakewood Ranch, 2026).

Neal opened Windward in 2020 and has built out paired villas and single-family homes across several collections, with floor plans that span roughly two to four bedrooms (Sarasota Magazine and Your Observer, 2020). A 9,600 square foot amenity clubhouse with a gathering center, full-time activities director, fitness center, two resort-style pools, pickleball and tennis courts, walking and biking trails, dog parks, and play areas opened in 2022 (Neal Communities, 2022).

Because this is new construction, the number is set by the collection, the floor plan, the villa versus single-family choice, the lot premium, and the options selected, not by a resale average. Carrying cost adds an HOA plus a Windward Community Development District assessment on the tax bill, so both lines have to be read for the exact home.

The pitch is a gated, lower-maintenance Neal Communities product inside Lakewood Ranch on the Sarasota County side, with the amenity center already open and access to Waterside Place, downtown Sarasota, Siesta Key, and the Gulf beaches. The work is reading the base versus options math, the lot premium, and verifying the HOA dues and the Windward CDD assessment for the exact home.

Quick Match

Who Windward is best for.

Best for

Buyers who want a gated, lower-maintenance new-construction Neal Communities home
Buyers who value the Lakewood Ranch master plan on the Sarasota County side
Buyers who want proximity to Waterside Place, downtown Sarasota, and the Gulf beaches
Buyers who want an open resort amenity center rather than a future build

Probably not for

Buyers who want an established resale neighborhood with mature landscaping
Buyers who want a golf-course community rather than a resort amenity village
Buyers unwilling to verify HOA dues and the Windward CDD assessment per parcel
Buyers who want the lowest entry price in the metro rather than a gated build

Market Pulse

How Windward is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

24Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 30, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Windward listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare Monterey or Lakewood Ranch. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$3072026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

Our proprietary read on how a home in Windward at Lakewood Ranch buys, holds, and resells. See the five factors.

Interactive Map

Windward on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Stellar MLS; 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 Club & Membership

15-Second Take

Resort-style amenity center is open, not a future build
9,600 square foot clubhouse with a full-time activities director
Two resort-style pools plus a fitness center
Pickleball and tennis courts, dog parks, and play areas
Walking and biking trails throughout the community

Windward at Lakewood Ranch is a gated, new-construction Neal Communities village inside the Lakewood Ranch area on the Sarasota County side, near Interstate 75 at Fruitville Road and Lorraine Road, with a British West Indies design theme. The community is designed around paired villas and single-family homes across several collections, with an open amenity center that includes a 9,600 square foot clubhouse, a full-time activities director, two resort-style pools, pickleball and tennis courts, walking and biking trails, dog parks, and play areas (Neal Communities, 2022). Residents also tap the broader Lakewood Ranch lifestyle, including Waterside Place, parks, and trails. Confirm the current amenity status and the HOA and Windward CDD fees before you buy.

Nearby & Commute

How far is everything?

The takeaway

Windward trades a resale neighborhood for a gated Neal Communities new build inside Lakewood Ranch, with Interstate 75 close at Fruitville Road and Waterside Place, downtown Sarasota, and the Gulf beaches within a manageable drive.

Drive times from Windward at Lakewood Ranch. They are approximate and vary with traffic and your exact start point inside the community.

Interstate 75 (Fruitville Road)~5 to 10 min · regional access

Waterside Place~10 to 15 min · LWR waterfront dining and retail

University Town Center~15 to 20 min · regional retail

Downtown Sarasota~25 to 35 min · via Fruitville Road

Sarasota Bradenton International Airport~20 to 30 min · SRQ

Siesta Key Beach~35 to 45 min · Gulf beach, varies with traffic

LWR Main Street~15 to 20 min · shops and dining

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

Nearby Communities

Explore more neighborhoods near Windward atLakewood Ranch with Momentum Realty’s local guides.

RRRainbow Ranch AcresSarasota, FL · 0.3 mi MAMonterey atLakewood RanchLakewood Ranch, FL · 0.4 mi FCThe Founders ClubSarasota, FL · 0.7 mi FCFox Creek AcresSarasota, FL · 0.9 mi BLBay LandingSarasota, FL · 0.9 mi DEDeerfieldSarasota, FL · 1.0 mi TRTatum RidgeSarasota, FL · 1.5 mi LLLaurel LakesSarasota, FL · 2.5 mi BTBent Tree VillageSarasota, FL · 3.2 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

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

Typical CDD community~$2,500/yr

Windward (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

Sarasota 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

Windward is served by Sarasota 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.

Public

Sarasota County Public Schools (verify by address)

Verifyrating

By address

Confirm zoned elementary, middle, and high

Verifyrating

Choice

Magnet and choice options may apply

Verifyrating

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

The takeaway

What is actually shaping value at Windward at Lakewood Ranch: the Neal Communities build-out and open amenity center, the Fruitville Road widening that improves access, and the wider Lakewood Ranch master plan growth on the Sarasota County side. Each item is sourced and linked.

Recent Developments in Windward at Lakewood Ranch

Development Intelligence

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

Net OutlookBullishThe Neal Communities build-out, the open amenity center, and the Lakewood Ranch growth story point to steady demand, with the watch items being the Fruitville Road construction timeline and how options and lot premiums hold value at resale.

Amenity center open at Windward

2022

BullishMajor impact

SignificanceRadius: Community

The 9,600 square foot clubhouse, resort pools, and courts are already open, a real plus versus communities where amenities are still a future build.

Fruitville Road widening near Windward

2024

NeutralNotable impact

SignificanceRadius: Area

Sarasota County moved forward on widening eastern Fruitville Road, which improves long-run access but brings near-term construction along the corridor.

Sarasota County side of Lakewood Ranch

Ongoing

BullishNotable impact

SignificanceRadius: Area

Being in the Sarasota County portion of LWR, near Waterside Place, ties the village to the master plan's continued growth and services.

HOA plus a Windward CDD assessment

Ongoing

NeutralNotable impact

SignificanceRadius: Community

The Windward CDD adds an assessment on the tax bill, so carrying cost must be read alongside HOA dues per parcel and home type.

New-construction options and lot premiums

Ongoing

NeutralNotable impact

SignificanceRadius: Community

On a new build, option and lot premium choices move the number, so the base versus options math drives resale outcomes.

Lakewood Ranch master plan growth

2025

BullishMinor impact

SignificanceRadius: Area

Continued homebuilding across Lakewood Ranch reinforces the area's standing as one of the nation's top-selling master-planned communities.

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 Windward at Lakewood Ranch, 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 ↓

December 2025
Market
Lakewood Ranch growth continues on the Sarasota side
Local reporting described continued homebuilding and master plan growth across Lakewood Ranch, including the Sarasota County side, reinforcing the area's standing as one of the nation's top-selling master-planned communities. Why it matters: Sustained master plan growth supports demand and services around villages like Windward. Source
August 2024
Infrastructure
Sarasota County advances eastern Fruitville Road widening
Sarasota County Commission votes moved forward plans to widen eastern Fruitville Road, the corridor that fronts the Windward area, improving long-run regional access while bringing near-term roadwork. Why it matters: The widening improves access over time but means construction along the corridor in the near term. Source
August 2022
Development
Neal Communities opens Windward amenity center
Neal Communities opened a 9,600 square foot amenity clubhouse at Windward with a gathering center, full-time activities director, fitness center, two resort-style pools, pickleball and tennis courts, trails, dog parks, and play areas. Why it matters: The open amenity center distinguishes Windward from villages where the clubhouse and pool are still a future build. Source

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.

The Strategy

The Windward buying strategy.

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

Pick the collection and home type first. Windward spans paired villas and single-family collections, and the choice sets the size, the base, the lot type, and the maintenance picture.

Read the base-versus-options math. Option and structural choices move the number on a new build, so price the base plan against the optioned final.

Verify the HOA dues and the Windward CDD assessment. Windward carries an HOA plus a Windward Community Development District line on the tax bill, so confirm both for the exact home.

Use the open amenity center as a real plus. The 9,600 square foot clubhouse, resort pools, and courts are already open, so weigh that against communities where amenities are still a future build.

Use the Lakewood Ranch context, and cross-shop other LWR villages such as Monterey if a different builder or product fits better.

The Quick Decision

Best Buy

A right-sized villa or single-family plan with a sensible lot premium and disciplined options

Biggest Risk

Overspending on options and a lot premium that resale may not fully return

Best Lot

A lake or preserve lot that justifies the premium, verified on the site plan

Smart Timing

Confirm the HOA dues and the Windward CDD line before you sign

Deep-Dive Intelligence

The full read, only if you want it.

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

Windward Homes For Sale

What your money buys in Windward.

The takeaway

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

Here are the broad resale bands in Windward today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

The Villa Entry

The paired villas, the more attainable and lower-maintenance way into the gated Neal Communities village, where the base plan and disciplined options drive value.

Lowest entry

The Single-Family Core

The single-family collections on premium lots, the heart of the village, where lake and preserve lots and option choices set the number.

Most inventory

The Top

The largest single-family plans on the best lots with full option packages, the homes positioned to hold value best.

Strongest resale

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

See Off-Market & Private Listings

What Your Money Buys

What ~$900K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

The Villa Entry

The paired villas, the more attainable and lower-maintenance way into the gated Neal Communities village, where the base plan and disciplined options drive value.

The Single-Family Core

The single-family collections on premium lots, the heart of the village, where lake and preserve lots and option choices set the number.

The Top

The largest single-family plans on the best lots with full option packages, the homes positioned to hold value best.

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

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Windward, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take

Renovation math decides the deal
Golf and lake lots resell strongest
Roof and HVAC age drive the insurance quote
Interior lots are where buyers overpay

Proprietary Data

The renovation premium.

Renovated-listing inventory in Windward is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On golf, lake, and preserve frontage, the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

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.

Resale Strength Scorecard

How well Windward holds value.

Our read on the factors that protect resale here, and the one to manage.

Location within Lakewood RanchStrong

New construction qualityPositive

HOA and Windward CDD postureConfirm per parcel

Options and lot premium disciplineVerify per home

Amenity center statusOpen

Momentum analysis based on the no-CDD structure, central location, built-out lot scarcity, the funded club plan, and the all-resale 1990s housing stock. Not a guarantee of future value.

Operator Note

The strongest value pocket is usually a renovated golf or lake home priced just under the next tier up. Buyers chasing the single biggest estate often pay estate prices for what is really a renovation project.

5 Mistakes Buyers Make in Windward

15-Second Take

Calling the listing agent (who works for the seller)
Misjudging the renovation budget
Overpaying for an interior lot
Ignoring the optional club cost
Skipping the roof, HVAC, and systems check

In an all-resale, seven-figure, renovation-driven market, the same five mistakes cost buyers the most. Every one is avoidable with the right preparation before you tour.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

Golf frontage, lakefront, and preserve lots carry real, durable premiums. Pay an estate price for an interior lot and you are buying the weakest version of the value.

Ignoring the club decision

The club is optional and separate, so two similar homes can cost very differently to own. Buyers who do not price the membership they will actually use misread their real monthly number.

Skipping the systems check

A 1990s home means 1990s-era systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Windward is a gated Neal Communities new build inside Lakewood Ranch. The deal is won or lost on the collection, the villa versus single-family choice, the options math, the lot premium, and the HOA and Windward CDD read.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.8B+ · Buy Score

Resale Strength7.6/10

Renovation Risk2.4/10

Location Efficiency8.0/10

Long-Term Defensibility7.8/10

Carrying Cost Advantage5.8/10

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.

Momentum Housing Intelligence

Why our read on Windward is different.

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

Live Stellar MLS 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 at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

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 Stellar MLS; for orientation, not an appraisal.

15-Second Take

Lake and preserve lots carry premiums, confirm on the site plan
Match the lot premium to what resale is likely to return
The Windward CDD assessment applies across the community
Verify the HOA dues for the specific home site and home type
Read the lot and the premium before the finishes

In a new-construction village like Windward, the lot premium is a real part of your money, so it has to be read against what resale is likely to return. Lake and preserve lots command premiums that often hold better than interior lots, but only the site plan and the builder's premium schedule tell you the true gap. Confirm the lot, the premium, and the Windward CDD assessment first, then price the collection and the options against it.

The 15-Second Verdict

Windward in 15 seconds.

Best forBuyers who want a gated, lower-maintenance Neal Communities new build inside Lakewood Ranch.

Biggest advantageThe Lakewood Ranch master plan on the Sarasota County side, with the resort amenity center already open.

Biggest riskOverspending on options and lot premiums, plus the carrying cost of HOA plus a Windward CDD line.

Sweet spotA right-sized villa or single-family plan with a sensible lot premium and disciplined options matched to comps.

Avoid ifYou want an established resale neighborhood or a golf-course community.

HOA, CDD & Fees

15-Second Take

Community HOA plus a Windward CDD assessment line
The Windward CDD functions like a typical CDD on the tax bill
Verify both the HOA dues and the CDD assessment per parcel
Paired villas often carry a higher maintenance HOA line
Resort amenity center is already open, not a future build

Windward carries a community HOA, and the village sits within the Windward at Lakewood Ranch Community Development District, which adds an assessment on the tax bill that functions as a CDD. Paired villas typically carry a higher HOA line for exterior and lawn maintenance than single-family homes. Confirm the exact HOA dues and the Windward CDD line for the specific home before you commit.

The HOA is positioned around a lower-maintenance lifestyle and the community amenities, while the Windward CDD funds and maintains community infrastructure. The amenity center, with a 9,600 square foot clubhouse, two resort-style pools, pickleball and tennis courts, trails, dog parks, and play areas, is already open (Neal Communities, 2022).

Run Your Numbers

Tools for a Windward buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxSarasota County millage and the homestead picture.Rent vs buyThe breakeven on owning in Windward.Save Our HomesProject your homestead tax cap over time.

The takeaway

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

Selling in Windward

Price to the collection, the options, and the lot premium, not a Lakewood Ranch average.

Selling a Neal Communities home in Windward means pricing to your specific collection, your floor plan, your options, and your lot premium, not to a townwide Lakewood Ranch average. The villa versus single-family choice and the lot you chose are what set your number.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market 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 our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Windward, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Monterey, 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 Windward home worth?

Get a no-obligation home value based on real comparable sales in Windward 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 Windward at Lakewood Ranch on the map →
Or get your Windward at Lakewood Ranch home value & selling guide →

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Windward at Lakewood Ranch 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 Sarasota County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,609/mo

Sarasota County typical true cost to own

$110/mo

Sarasota County typical home insurance

No CDD

No community development district bond

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Sarasota County scorecard.

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.

Windward at Lakewood Ranch Market Scorecard

Strong seller's market

Windward at Lakewood Ranch is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 58 days.

1.8

Months supply

$1,019,500

Median list

$847,500

Median sold

$313

Per sqft

Days on mkt

6/8/41

Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Where is Windward at Lakewood Ranch?

Windward is a gated community on the Sarasota County side of Lakewood Ranch, near Interstate 75 at Fruitville Road and Lorraine Road, with access to Waterside Place, downtown Sarasota, and the Gulf beaches.

Is Windward in Sarasota County or Manatee County?

Windward is in Sarasota County. Lakewood Ranch spans both Manatee and Sarasota counties, and the Neal Communities Windward village sits on the Sarasota County side near Fruitville Road and Lorraine Road (Neal Communities, 2022).

Who is the builder at Windward?

Windward at Lakewood Ranch is built by Neal Communities, one of Southwest Florida's most established private homebuilders. The community is a gated, new-construction village with a British West Indies design theme.

When did Windward at Lakewood Ranch open?

Neal Communities opened Windward in 2020, and its 9,600 square foot amenity center opened in 2022 (Sarasota Magazine and Your Observer, 2020; Neal Communities, 2022).

What home types does Windward offer?

Windward has been marketed with paired villas and single-family homes across several collections, with floor plans roughly two to four bedrooms. Confirm current availability and floor plans with the builder.

Does Windward have an HOA and a CDD?

Yes. Windward carries a community HOA and sits within the Windward at Lakewood Ranch Community Development District, which adds an assessment on the tax bill. Confirm both lines for the specific home.

What amenities does Windward have?

Windward has an open amenity center with a 9,600 square foot clubhouse, two resort-style pools, pickleball and tennis courts, walking and biking trails, dog parks, and play areas, plus a full-time activities director (Neal Communities, 2022).

Is Windward a gated community?

Yes. Neal Communities markets Windward at Lakewood Ranch as a private, gated new-home community within the Lakewood Ranch area on the Sarasota County side.

What schools serve Windward?

Windward is in the Sarasota County school district. School assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for the specific home with Sarasota County Schools.

How far is Windward from Waterside Place and downtown Sarasota?

Neal markets Windward as close to Lakewood Ranch hubs and a manageable drive from downtown Sarasota and Siesta Key, with access via Interstate 75, Fruitville Road, and University Parkway. Drive times vary with traffic and your exact start point.

Is Windward new construction or resale?

Windward is primarily new construction by Neal Communities, with quick move-in homes and build options. As phases sell through, resale homes also enter the market, so you may see both.

Is Windward a good buy?

It offers a gated, lower-maintenance Neal Communities product inside Lakewood Ranch on the Sarasota County side with an open amenity center. As with any new build, the outcome turns on the base versus options math, the lot premium, and the HOA and Windward CDD lines; this is not a guarantee of future value.

What is the Windward Community Development District?

It is the special district that funds and maintains community infrastructure at Windward, with an assessment on the tax bill. It functions like a CDD, so budget it alongside the HOA dues.

What is the difference between the villas and single-family homes at Windward?

The paired villas are lower-maintenance attached homes that usually carry a higher HOA line for exterior and lawn care, while the single-family homes offer more size and lot choice. The two carry different prices, fees, and resale profiles, so read each per home.

Who is the best real estate agent for Windward at Lakewood Ranch?

The best agent for Windward at Lakewood Ranch is one who actively works Lakewood Ranch 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 Windward at Lakewood Ranch.

How do I find a top Lakewood Ranch real estate agent who knows Windward at Lakewood Ranch?

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 Windward at Lakewood Ranch and the wider Lakewood Ranch area.

Can Momentum Realty connect me with an agent for Windward at Lakewood Ranch?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windward at Lakewood Ranch purchase or sale - no call center and no pressure.

The Verdict

Should you buy in Windward?

An honest fit check. We will tell you when it is not your community.

Buyers who want a gated, lower-maintenance Neal Communities new build inside Lakewood RanchExcellent fit

Buyers who value the LWR master plan on the Sarasota County sideExcellent fit

Buyers who want proximity to Waterside Place, downtown Sarasota, and the Gulf beachesExcellent fit

Buyers who want an open resort amenity center rather than a future buildExcellent fit

Buyers who will verify the HOA dues and the Windward CDD line per homeExcellent fit

Buyers who want an established resale neighborhood with mature landscapingProbably not

Buyers who want a golf-course community rather than a resort amenity villageProbably not

Buyers unwilling to verify HOA and Windward CDD assessments per parcelProbably not

Buyers who want the lowest entry price in the metro rather than a gated buildProbably not

Buyers unwilling to read the base versus options and lot premium mathProbably not

Get the inside read on Windward

Whether you are buying a renovation project, comparing the lots and views, weighing the optional club, or selling your Windward 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.

You are all set.

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

Thinking about hiring an agent here? How to find the best real estate agent in Windward at Lakewood Ranch - what to look for, questions to ask, and your local expert.

Windward at Lakewood Ranch median home price history from 2012 to 2026, chart by Momentum Realty — Median sale price in Windward at Lakewood Ranch, 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. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

Windward atLakewood Ranch

The 60-Second Overview

Who Windward is best for.

Best for

Probably not for

How Windward is performing right now

Windward on the map.

The Club & Membership

How far is everything?

Nearby Communities

Schools

Sarasota County Public Schools (verify by address)

Confirm zoned elementary, middle, and high

Magnet and choice options may apply

Recent Developments in Windward at Lakewood Ranch

Amenity center open at Windward

Fruitville Road widening near Windward

Sarasota County side of Lakewood Ranch

HOA plus a Windward CDD assessment

New-construction options and lot premiums

Lakewood Ranch master plan growth

Lakewood Ranch growth continues on the Sarasota side

Sarasota County advances eastern Fruitville Road widening

Neal Communities opens Windward amenity center

The Windward buying strategy.

The full read, only if you want it.

What your money buys in Windward.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Windward holds value.

5 Mistakes Buyers Make in Windward

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Ignoring the club decision

Skipping the systems check

Momentum Buy Score.

Why our read on Windward is different.

Which Lots & Views Hold Value Best

Windward in 15 seconds.

HOA, CDD & Fees

Tools for a Windward buy.

Price to the collection, the options, and the lot premium, not a Lakewood Ranch average.

In Windward, condition and view decide your number

What is your Windward home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Windward at Lakewood Ranch Market Scorecard

Frequently Asked Questions

Should you buy in Windward?

Get the inside read on Windward

You are all set.

Need to sell fast in Sarasota County?

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

More Lakewood Ranch & Bradenton & Manatee County guides

Windward at
Lakewood Ranch