VILLAS OF CASSELBERRY PH 2
Homes for Sale in WINTER PARK, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Price here is driven by a specific product: compact villas built in the 1980s, with a median around 1,215 square feet and a median price of $270,000. At roughly $230 per square foot, what moves a number up or down is condition and updates, not square footage — these homes are close in size, so the spread you see comes down to how much work has been done inside.
The market posture is steady rather than frantic. A median of 33 days on market means well-priced, move-in-ready villas trade in about a month, while dated units sit longer and negotiate. Sellers should price to condition and resist stretching; buyers have enough time to inspect and think, but not enough to sit on a sharp listing.
VILLAS OF CASSELBERRY PH 2 right now
🔴 Off the recent peak. The trailing-12-month median ($282K) is down 19.4% from the prior 12 months ($350K). With about 7 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Low (10 and 5 sales in the two windows).
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Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
VILLAS OF CASSELBERRY PH 2 market snapshot (as of August 2, 2026): the median sale price is about $282K ($241 per sq ft over the trailing 12 months of closed sales), and a median 21 days on market for closed sales. The trailing-12-month median is down 19% from the prior 12 months, computed from record-level Stellar MLS closed sales (10 closings in the current window).
VILLAS OF CASSELBERRY PH 2 is a community of 274 homes in WINTER PARK, Seminole County, built between 1981 and 1994 (median 1990.0), with a median living area of about 1,266 square feet. 60% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Villas Of Casselberry Ph 2 is a small, uniform community of about 110 villas in Winter Park (Seminole County), built between 1981 and 1989. Because the homes are so similar in vintage and size, this is a market where condition — not floor plan — is the main variable.
Who VILLAS OF CASSELBERRY PH 2 is best for.
Best for
- Right-sizers wanting a compact, single-story-scale villa around 1,200 square feet near a $270,000 budget
- Buyers prioritizing a Winter Park location in Seminole County over maximum size
- Value-minded buyers willing to update an 1980s villa and build equity through condition
Probably not for
- Buyers who need substantially more than the roughly 1,215-square-foot median footprint
- Anyone wanting newer construction than the 1981-1989 build era
- Buyers unwilling to budget for aging systems in an older home
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($282K) IS the median in the snapshot above, and the move from 2025 ($350K) IS the -19.4% one-year change.
Windows contain 0 to 18 sales each (10 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Deemed reliable but not guaranteed.
34% of homes for sale in ZIP 32707 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).
The VILLAS OF CASSELBERRY PH 2 buying strategy.
If we were buying in VILLAS OF CASSELBERRY PH 2 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 VILLAS OF CASSELBERRY PH 2.
A condition-driven villa market
With 110 homes and a tight build window of 1981 to 1989, this is a predictable pool of inventory. The median living area sits around 1,215 square feet, so most listings compete on the same footprint. That makes updates — kitchens, baths, flooring, HVAC and roof age — the deciding factor between a quick sale and a slow one. A median of $229.65 per square foot is the benchmark to measure any given villa against.
Roughly 59% of homes carry a homestead exemption, which points to a meaningful share of owner-occupants rather than a purely investor-held complex. For a buyer, that mix tends to mean stable ownership; for a seller, it means your comparables are real, lived-in units, and pricing to the median with credit for genuine upgrades is the honest path.
The location and the amenities are priced into every listing in VILLAS OF CASSELBERRY PH 2. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in VILLAS OF CASSELBERRY PH 2 buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.2). Basis: Recent Direction -19.4% year-over-year; Owner Commitment 60% owner-occupied; Pricing Power 97.5% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community this uniform, the money is made or lost on reading condition against the $270,000 median and the roughly 33-day pace. We know which updates the local buyer pool actually pays for versus the ones that don't return, and we price and stage accordingly instead of guessing.
VILLAS OF CASSELBERRY PH 2 in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a VILLAS OF CASSELBERRY PH 2 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 VILLAS OF CASSELBERRY PH 2 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in VILLAS OF CASSELBERRY PH 2, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your VILLAS OF CASSELBERRY PH 2 home worth?
Get a no-obligation home value based on real comparable sales in VILLAS OF CASSELBERRY PH 2, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in VILLAS OF CASSELBERRY PH 2?
How long do homes in VILLAS OF CASSELBERRY PH 2 take to sell?
How many homes are in VILLAS OF CASSELBERRY PH 2?
What share of VILLAS OF CASSELBERRY PH 2 is owner-occupied?
When were the homes in VILLAS OF CASSELBERRY PH 2 built?
Do cash buyers compete in VILLAS OF CASSELBERRY PH 2?
Who is the best real estate agent for VILLAS OF CASSELBERRY PH 2?
How do I find a top WINTER PARK real estate agent who knows VILLAS OF CASSELBERRY PH 2?
Can Momentum Realty connect me with an agent for VILLAS OF CASSELBERRY PH 2?
Should you buy in VILLAS OF CASSELBERRY PH 2?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (10 streets, ZIP 32707/32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2004 (117 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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