WESTOVER CLUB
Homes for Sale in WINDERMERE, FL

Community in WINDERMERE · Orange County · ZIP 34786
161 homesBuilt 2000–2003
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Built fromLive Stellar MLS data19 years of closingsFL DOR public recordsUpdated twice daily
Live · WESTOVER CLUB Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
87%
Owner-occupied · WESTOVER CLUB
140 of 161 parcels homesteaded (FL DOR 2025)
13%
Non-owner-occupied · WESTOVER CLUB
incl. 4% trust or LLC-held · 100% out-of-state
0%
Cash buyers · WESTOVER CLUB
0 of 3 sales, 12 mo ending June 2019
161
Homes in the community
161 residential parcels (FL DOR 2025)
Track record · 19 years of records
Est. 2000
Community established
homes built 2000-2003, median 2002 (FL DOR 2025)
0
Failed listings · 2022
peaked at 5 in 2008
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Westover Club is a small, tightly-defined community of 161 homes in Windermere, built in a narrow window between 2000 and 2003. What sets price here is not lot count or turnover — it is condition and updating. With homes now around two decades old and a median living area near 3,390 square feet, buyers are paying for scale, and the spread between an original-condition home and a renovated one can be wide. Read the finishes, not just the address.

The market posture is one of stability rather than churn. A homestead share of 87% tells you most of these homes are held as primary residences, so inventory tends to come to market deliberately, not in waves. For sellers, that scarcity is leverage on a well-prepared home. For buyers, it means patience and readiness to move when the right listing appears — you are not choosing from a long shelf.

The 60-Second Overview

Westover Club is a compact Windermere community of 161 larger homes built within a short early-2000s span, where most owners hold their homes as primary residences and listings surface a few at a time.

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.

Best for

  • Buyers seeking a substantial primary residence and willing to wait for the right listing
  • Owner-occupiers who value a stable, consistent-vintage neighborhood over a big menu of options
  • Buyers ready to pay for a renovated home or to budget for updates on an original-condition one

Probably not for

  • Buyers who want a broad range of homes to compare on any given weekend
  • Anyone looking for a compact, low-maintenance or newer-construction home
  • Buyers who need to close fast and cannot wait for limited inventory to turn over

The market around WESTOVER CLUB

WESTOVER CLUB is a small community — 20 recorded sales on file, most recently in 2022 — too few for its own price trend. Here is the market around it.

In ZIP 34786, 320 homes are on the market and 26% are under contract — a steady corner of WINDERMERE.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not WESTOVER CLUB specifically. Momentum Research analysis of MLS records.

If we were buying in WESTOVER CLUB today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 WESTOVER CLUB.

Best Buy
Buyers who want a larger home in an established, consistent-vintage Windermere community.
Biggest Risk
Limited inventory means few choices and pressure to decide quickly when a home lists.
Sweet Spot
A well-updated home near the median size, priced honestly against its condition.
Avoid If
You need a wide selection or a small, low-maintenance footprint.

A consistent-vintage enclave

Because construction ran only from 2000 to 2003, the housing stock is unusually uniform in age and, generally, in scale — a median living area of about 3,390 square feet points to substantial single-family homes rather than a mix of sizes. That consistency makes comparisons cleaner: when you tour here, differences in price track differences in condition, updates, and lot position more than differences in era.

The high homestead share, at 87%, shapes the feel of the neighborhood as an owner-occupied one and tends to limit the volume of homes for sale at any moment. That is a double-edged fact: it supports pricing on quality listings, but it demands that buyers act decisively and that sellers stage and price against a small, watched pool of comparables.

The location and the amenities are priced into every listing in WESTOVER CLUB. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this small, comparables are scarce and condition drives everything, so pricing is a judgment call, not a formula. We track every listing and closing in Westover Club as it happens, walk the homes to weigh updates against original finishes, and tell you plainly when a listing is priced to its condition and when it is not.

WESTOVER CLUB in 15 seconds.

Best forBuyers who want a larger home in an established, consistent-vintage Windermere community.
Biggest advantageA uniform early-2000s build and high owner-occupancy make comparisons clean and the setting stable.
Biggest riskLimited inventory means few choices and pressure to decide quickly when a home lists.
Sweet spotA well-updated home near the median size, priced honestly against its condition.
Avoid ifYou need a wide selection or a small, low-maintenance footprint.

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed WESTOVER CLUB sales matched to your home.

What is your WESTOVER CLUB home worth?

Get a no-obligation home value based on real comparable sales in WESTOVER CLUB, 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 WESTOVER CLUB on the map →

Real comps, not an automated estimate.

Recent Developments in Westover Club

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

  1. July 2026
    Development

    Capstone begins construction on The Gateway luxury apartments

    Capstone Building Corp began construction on The Gateway, a 270-unit apartment community at 7250 Shadowridge Drive in Orlando, developed by JBL Development. The five-story gated project spans more than 417,000 square feet and is expected to be completed in late 2027. Amenities include a saltwater pool, fitness center, pickleball court, and a clubhouse with a restaurant and bar.

    What it may mean for the marketAdds 270 market rate apartments in a five story building with resort style amenities, expanding the local rental housing stock in the Airport Lakes area of south Orlando. The project is about 10 miles southeast of Westover Club, elsewhere in Orange County.

    Source: Construction Owners
  2. July 2026
    Development

    Orange County opens Enclave at Canopy Park with 104 affordable units

    Orange County opened The Enclave at Canopy Park, a 104-unit affordable apartment community at 4440 Canopy Park Loop developed by Archway Partners. The county contributed 3 million dollars from its Affordable Housing Trust Fund. The community includes one and two bedroom homes plus a community center, fitness center, technology lab, and EV charging.

    What it may mean for the marketAdds 104 income-restricted apartment homes to the local rental supply along with new community amenities and green-certified construction. The project is about 4 miles southeast of Westover Club, elsewhere in Orange County.

    Source: ClickOrlando
  3. July 2026
    Civic

    Orange County previews new Innovation Center on West Colonial Drive

    Orange County previewed its new Innovation Center at 7149 West Colonial Drive, located within the county's Multicultural Center and Senior Center complex, with an official opening set for Fall 2026. The center will offer technology programs including 3D printing and makerspace prototyping through the Orange County Library System, plus career exploration and workforce training through CareerSource Central Florida.

    What it may mean for the marketAdds a county operated civic and technology facility with library and workforce programming to the West Colonial corridor. The site is about 2 miles north of Westover Club.

    Source: Orange County Newsroom
  4. June 2026
    Development

    Mixed-use high-rise redesigned for 924 and 934 North Magnolia Avenue

    A redesigned 17-story mixed-use high-rise was proposed for 924 and 934 North Magnolia Avenue in Orlando's North Quarter district by Acram Group. The project would include 350 residential units, about 3,300 square feet of ground-floor commercial space, and a parking garage with 510 spaces, replacing two 1972 office buildings. A public plaza is planned at the corner of Magnolia and Weber Street.

    What it may mean for the marketWould replace two aging office buildings with 350 residences, ground floor retail, and structured parking, adding housing density and a public plaza along the Orlando Urban Trail. The project is about 5 miles northeast of Westover Club, elsewhere in Orange County.

    Source: Florida YIMBY
  5. June 2026
    Development

    Planning board approves zoning for 37-story tower at 170 East Washington Street

    Orlando's Municipal Planning Board voted to approve a Planned Development amendment for a 37-story, 425-foot mixed-use tower at 170 East Washington Street across from Lake Eola Park. The project would include 252 residential units, a 221-room hotel, a three-story restaurant, and structured parking. It still requires City Council consideration before construction.

    What it may mean for the marketWould add a 37 story tower with 252 residences and a hotel to the downtown skyline, replacing a prior approval for a 7 story hotel and increasing high density housing and parking supply. The project is about 5 miles east of Westover Club, elsewhere in Orange County.

    Source: Florida YIMBY
  6. October 2025
    Retail & Dining

    New Apopka complex with restaurants and offices set to open in 2026

    A new commercial complex in Apopka with restaurants and office space is set to open in 2026, adding retail and workplace space in northwest metro Orlando.

    What it may mean for the marketNew retail and office space in Apopka adds everyday conveniences and local jobs, amenity and employment factors that can support nearby housing demand. The project is about 11 miles north of Westover Club, elsewhere in Orange County.

    Source: GrowthSpotter

Development alerts for Westover ClubGet a short monthly email when something new is approved, funded, or opens near Westover Club.

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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.

Frequently Asked Questions

How many homes are in WESTOVER CLUB?
The Florida DOR 2025 assessment roll shows 161 homes in WESTOVER CLUB (public records).
What share of WESTOVER CLUB is owner-occupied?
87% of WESTOVER CLUB parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in WESTOVER CLUB built?
Homes in WESTOVER CLUB were built between 2000 and 2003, with a median year built of 2001.5 (FL DOR 2025 roll).
Do cash buyers compete in WESTOVER CLUB?
Cash buyers took 0% of WESTOVER CLUB sales in the 12 months ending June 2019 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for WESTOVER CLUB?
The best agent for WESTOVER CLUB is one who actively works WINDERMERE and knows the community's pricing, fees, 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 WESTOVER CLUB.
How do I find a top WINDERMERE real estate agent who knows WESTOVER CLUB?
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 WESTOVER CLUB and the wider WINDERMERE area.
Can Momentum Realty connect me with an agent for WESTOVER CLUB?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your WESTOVER CLUB purchase or sale - no call center and no pressure.
Buyers seeking a substantial primary residence and willing to wait for the right listingExcellent fit
Owner-occupiers who value a stable, consistent-vintage neighborhood over a big menu of optionsExcellent fit
Buyers ready to pay for a renovated home or to budget for updates on an original-condition oneExcellent fit
Buyers who want a broad range of homes to compare on any given weekendProbably not
Anyone looking for a compact, low-maintenance or newer-construction homeProbably not
Buyers who need to close fast and cannot wait for limited inventory to turn overProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (6 streets, ZIP 34786))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2007 (14 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 Stellar MLS 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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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 Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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