Wyndham Woods
Homes for Sale in Casselberry, FL
All 135 homes for sale in Casselberry, FL · median $310,000 · Seminole County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, the MLS records 7 closed sales in Wyndham Woods in Casselberry, FL since 2013, the most recent in April 2025. Across Casselberry as a whole, 347 homes closed in the last 12 months at a median of $360,000, 30 median days on market, with 115 homes for sale today. At that median and Seminole County's FY2025-26 rate of 15.18 mills, annual property tax runs about $5,470 ($4,870 with the full homestead exemption).
Last 30 days in Wyndham Woods: 1 closed sale (median $421,500). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Wyndham Woods is a small, established pocket in Casselberry — 116 homes total, with a median build year of 1983 and a range that runs from 1980 to 1995. That narrow build window means most of the housing stock shares similar bones: same era of construction, similar lot patterns, similar systems now well into their second or third life cycle. What separates one listing from another here is almost entirely condition — how the roof, HVAC, and kitchen have been maintained or updated relative to a neighbor's, not location within the community.
The homestead share sits at 76.1%, which points to a base of longer-term occupancy rather than a community in constant turnover. For a buyer, that usually means listings surface less often and each one deserves a real look rather than a quick pass. For a seller, it means your comparable pool is thin — pricing has to be built off the handful of true recent comps, not a broad curve, and a straightforward presentation matters more than in a community with heavier resale volume.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Wyndham Woods 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
Wyndham Woods is a compact, 1980s-built community in Casselberry (Seminole County) with a median living area just over 1,555 square feet — a scale that fits buyers looking for an established, moderate-footprint home rather than new construction or a larger new-build floor plan.
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 Wyndham Woods is best for.
Best for
- Buyers looking for an established Casselberry neighborhood with a moderate, sub-1,600-square-foot living area and no amenity fees to factor into the budget.
- Buyers comfortable doing careful due diligence on 1980s-to-1990s-built systems in exchange for a more settled, lower-turnover block.
- Move-up or downsizing buyers who want a single-family home rather than a townhome or condo product in the same price tier.
Probably not for
- Buyers who want on-site amenities like a pool, clubhouse, or fitness facility as part of the community.
- Buyers who prioritize newer construction and want to avoid the maintenance considerations that come with a 1980s-era build.
- Investors expecting a high volume of comparable, frequently-turning listings to benchmark pricing against.
The market around Wyndham Woods
Wyndham Woods is a small community — 7 recorded sales on file, most recently in 2022 — too few for its own price trend. Here is the market around it.
Across Seminole County, 1,538 homes are active and 629 pending (29% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Wyndham Woods specifically. Momentum Research analysis of MLS records.
The Wyndham Woods buying strategy.
If we were buying in Wyndham Woods 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 Wyndham Woods.
A community defined by consistency, not amenities
There's no HOA-run clubhouse, pool, or listed recreational amenity attached to Wyndham Woods based on current MLS records — this is a neighborhood built around the homes themselves, not shared facilities. That's a meaningful data point for anyone comparing it to nearby communities that carry amenity fees: what you're evaluating here is the house, the lot, and the block, not a bundled lifestyle package.
With every home built between 1980 and 1995, and a median build year of 1983, the community reads as a single generation of construction rather than a mix of eras. That consistency simplifies due diligence in one sense — you're largely comparing like-aged systems and comparable original layouts — but it also means age-related maintenance items (roofs, water heaters, electrical panels) are worth checking closely regardless of which specific home you're considering.
The location and the amenities are priced into every listing in Wyndham Woods. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, 116-home community with a high share of long-held homes, the handful of active or recent listings carry outsized weight in setting value — there isn't a deep, constantly refreshing comp set to lean on. We track this neighborhood at the individual-listing level, not through automated averages, so pricing conversations are grounded in what's actually transacted and what condition really separates one 1980s-built home from another.
Wyndham Woods in 15 seconds.
Tools for a Wyndham Woods 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 Wyndham Woods sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Wyndham Woods, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Wyndham Woods home worth?
Get a no-obligation home value based on real comparable sales in Wyndham Woods, 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 Casselberry →
Recently off market in Wyndham Woods
Homes in Wyndham Woods that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 409 Sundown Trail · off market
| Location | Casselberry, Seminole County, FL |
|---|---|
| Homes in the community | 116 (FL DOR 2025 assessment roll) |
| Years built | 1980–1995 (median 1983.0) |
| Typical living area | 1,556 sq ft (median) |
| Owner-occupied (homestead) share | 76% |
Data as of July 13, 2026. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Wyndham Woods key facts,” movewithmomentum.com/neighborhoods/wyndham-woods, data as of July 13, 2026.
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Casselberry guides & data
- Market data
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- Homestead exemption (Seminole County)
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Bridle Path (17 homes on record)
- Sundown Trail (14 homes on record)
- Bridle Path (5 homes on record)
- Bridle Path (4 homes on record)
- Bridle Path (3 homes on record)
- Sundown Trail (3 homes on record)
- Bridle Path (1 homes on record)
- Bridle Path (1 homes on record)
- Bridle Path (1 homes on record)
- Sundown Trail (1 homes on record)
- Sundown Trail (1 homes on record)
Email me new listings in Wyndham Woods
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Wyndham Woods
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Wyndham Woods will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Wyndham Woods?
What share of Wyndham Woods is owner-occupied?
When were the homes in Wyndham Woods built?
Do cash buyers compete in Wyndham Woods?
Who is the best real estate agent for Wyndham Woods?
How do I find a top Casselberry real estate agent who knows Wyndham Woods?
Can Momentum Realty connect me with an agent for Wyndham Woods?
Where is Wyndham Woods, and what county is it in?
Should you buy in Wyndham Woods?
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: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 32707)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2013 (7 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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