Lakeside Villas
Homes for Sale in Windermere, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 14 closed sales in Lakeside Villas in Windermere, FL since 2015, the most recent in May 2026. Across Windermere as a whole, 426 homes closed in the last 12 months at a median of $640,000, 37 median days on market, with 100 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $10,670 ($10,000 with the full homestead exemption).
Lakeside Villas is a small enough segment of the Windermere market that pricing here is driven far more by the individual property than by any neighborhood trendline. With a short two-closing window feeding the current snapshot, treat any single number as a data point, not a pattern. Condition, updates, and lot position will move a price inside this community more than broad market direction will.
For sellers, that thin recent-sales base means comparables have to be built carefully, and an off-community sale can distort expectations in either direction. For buyers, it means the burden is on you to read the specific home in front of you rather than lean on averages. In a market this granular, the offer that wins is the one grounded in the actual asset, not a rounded-up assumption about the area.
Nearby homes for sale
No active listings inside Lakeside Villas 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
Lakeside Villas sits within Windermere in Orange County, a low-volume community where the character of each home matters more than headline stats. The snapshot reflects only a narrow recent window, so read it as a starting point for a deeper look, not a settled valuation.
Stellar MLS sales records identify 25 homes in Lakeside Villas that have changed hands since 2012, built between 2011 and 2012 (median 2011), with a median living area of about 1,476 sq ft and a typical 3-bedroom, 2.5-bath layout. Source: Stellar MLS 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 Lakeside Villas is best for.
Best for
- Buyers targeting a particular Windermere home and willing to verify condition closely
- Purchasers comfortable making decisions with limited recent-sales data and strong on-property diligence
- Owners planning a longer hold who care more about the specific home than short-term market swings
Probably not for
- Buyers who require a large volume of recent comparables before committing
- Purchasers seeking a quick flip that depends on a predictable, fast-moving market
- Anyone who wants a firm valuation from broad averages rather than a property-by-property read
The market around Lakeside Villas
Lakeside Villas is too small for its own price trend, so here is the market around it.
In ZIP 34786, 336 homes are on the market and 26% are under contract — a steady corner of Windermere.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 34786 (Windermere), 784 homes closed in the last 12 months at a median of $622K ($262/sq ft), down 1.5% year over year, with a median 38 days on market. Right now 113 active and 37 pending listings put supply at about 3.0 months — a balanced market. See the live ZIP 34786 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Lakeside Villas specifically. Momentum Research analysis of MLS records.
Recent Developments in Lakeside Villas
Development, infrastructure, retail, and school activity affecting Lakeside Villas, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.
- July 2026Development
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 14 miles southeast of Lakeside Villas, elsewhere in Orange County.
Source: Construction Owners - July 2026Development
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 9 miles southeast of Lakeside Villas, elsewhere in Orange County.
Source: ClickOrlando - July 2026Civic
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 3 miles south of Lakeside Villas.
Source: Orange County Newsroom - June 2026Development
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 7 miles southeast of Lakeside Villas, elsewhere in Orange County.
Source: Florida YIMBY - June 2026Development
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 7 miles southeast of Lakeside Villas, elsewhere in Orange County.
Source: Florida YIMBY - October 2025Retail & 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 site is about 6 miles north of Lakeside Villas.
Source: GrowthSpotter
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 Lakeside Villas buying strategy.
If we were buying in Lakeside Villas 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 Lakeside Villas.
Reading a thin-data community
When a community closes only a handful of homes in a given window, price signals get noisy. A single dated interior or one fully renovated home can swing the picture disproportionately, so the honest approach is to price and offer off the specific property rather than off the community average. That is doubly true here, where the two-closing window gives us limited recent evidence to lean on.
The upside of a smaller Windermere community is that homes tend to trade on their own merits, and a well-prepared listing or a well-diligenced offer can stand out. The discipline required is patience: wait for the right home, verify condition, and resist anchoring to a number that a broader area figure might imply.
The location and the amenities are priced into every listing in Lakeside Villas. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a low-volume community, the value we add is judgment, not just data. We build comparables carefully from the Stellar feed, weigh condition and lot factors honestly, and tell you plainly when a home or an offer does not add up. If the numbers are too thin to support a confident call, we will say so rather than paper over it.
Lakeside Villas in 15 seconds.
HOA, CDD & Fees
- HOA dues reported around $459/month (about $5,508/yr) · median of 4 MLS listings, most billed monthly
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $459 per month ($5,508 a year) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Lakeside Villas 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 Lakeside Villas sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Lakeside Villas, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Lakeside Villas home worth?
Get a no-obligation home value based on real comparable sales in Lakeside Villas, 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 all homes for sale in Windermere →
Should you buy in Lakeside Villas?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 13, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2015 (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.
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 Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
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See how Lakeside Villas fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Lakeside Villas
Where is Lakeside Villas?
Lakeside Villas is a community in Windermere, Orange County, Florida, ZIP 34786.
Are there homes for sale in Lakeside Villas right now?
No active listings inside Lakeside Villas at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Lakeside Villas have an HOA or CDD?
No HOA is on record for Lakeside Villas in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Lakeside VillasHomes for Sale in Windermere, FL with Momentum Realty’s local guides.
Lakeside Villas Market Scorecard
Lakeside Villas is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 34786 ZIP is $706,166, about 7.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.