Villas Of Casselberry Ph 1
Homes for Sale in Winter Park, FL

Community in Winter Park · Seminole County
67 homesBuilt 1981–1988
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Built fromLive Stellar MLS data14 years of closingsFL DOR public recordsUpdated twice daily
Live · Villas Of Casselberry Ph 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
52%
Owner-occupied · Villas Of Casselberry Ph 1
35 of 67 parcels homesteaded (FL DOR 2025)
48%
Non-owner-occupied · Villas Of Casselberry Ph 1
incl. 10% trust or LLC-held · 13% out-of-state
0%
Cash buyers · Villas Of Casselberry Ph 1
0 of 3 sales, 12 mo ending June 2022
67
Homes in the community
67 residential parcels (FL DOR 2025)
Track record · 14 years of records
Est. 1981
Community established
homes built 1981-1988, median 1981 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2015
3.0%/yr
Turnover rate
about 2 of 67 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is driven far more by condition than by size. These are villa-scale homes built in the 1980s, with a median around 1,080 square feet, so the spread you see in sold prices reflects what has been updated inside a given unit, not square footage or lot premiums. A renovated interior and a smart floor plan will pull to the top of the range; deferred maintenance drags the other way.

With only 67 homes in the community and closings measured over a narrow window, this is a thin market. That cuts both ways: sellers benefit from limited competing inventory, but a single stale listing can set the tone. Buyers should move on the right unit rather than wait for a wide selection, because the pool of comparable villas turning over at any moment is small.

Best for

  • Buyers seeking a compact, low-maintenance home and willing to price on condition and updates
  • Down-sizers who want a smaller footprint without moving out of the Winter Park area
  • Investors comfortable underwriting a modest-size 1980s villa in a thin resale market

Probably not for

  • Buyers who need substantially more than roughly 1,080 square feet of living space
  • Anyone wanting new construction or a large lot
  • Buyers who need broad inventory and many comparable options to choose from at once

The market around Villas Of Casselberry Ph 1

Villas Of Casselberry Ph 1 is a small community — 12 recorded sales on file, most recently in 2025 — 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).

The housing mix here is 72% townhouse, 23% villa, 3% single family residence.

ZIP and county figures describe the wider market, not Villas Of Casselberry Ph 1 specifically. Momentum Research analysis of MLS records.

If we were buying in Villas Of Casselberry Ph 1 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 Villas Of Casselberry Ph 1.

Best Buy
Buyers who want a low-maintenance, right-sized villa in the Winter Park area.
Biggest Risk
A thin resale market means comparable sales are limited and can swing on one listing.
Sweet Spot
An updated unit bought on condition rather than on square footage.
Avoid If
You need space or a large lot beyond a compact villa footprint.

A single-vintage villa pocket

Everything here was built between 1981 and 1988, with a median year built of 1981, so the housing stock is consistent in age and scale. That uniformity makes pricing more legible than in mixed-era neighborhoods — the questions that move value are roofs, HVAC, kitchens, and baths, not whether one home is a decade newer than its neighbor. Expect to underwrite on condition and updates rather than on structural variety.

At a median of 1,080 living square feet, these are efficient floor plans suited to buyers who want less to maintain. The homestead share sits just above half at 52.2%, which tells you this is a mix of owner-occupied and non-homestead units — a signal that the community sees both long-term owners and investor or seasonal ownership. That balance matters for anyone weighing resale liquidity or the character of the immediate street.

The location and the amenities are priced into every listing in Villas Of Casselberry Ph 1. 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 67-home community with few closings to reference, comparable sales are scarce and easy to misread. We track this specific pocket closely enough to tell you whether a given asking price reflects genuine updates or just optimism, and to price a listing so it does not sit and reset the tone for the whole community.

Villas Of Casselberry Ph 1 in 15 seconds.

Best forBuyers who want a low-maintenance, right-sized villa in the Winter Park area.
Biggest advantageA consistent single-vintage stock makes condition-based pricing straightforward.
Biggest riskA thin resale market means comparable sales are limited and can swing on one listing.
Sweet spotAn updated unit bought on condition rather than on square footage.
Avoid ifYou need space or a large lot beyond a compact villa 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 Villas Of Casselberry Ph 1 sales matched to your home.

What is your Villas Of Casselberry Ph 1 home worth?

Get a no-obligation home value based on real comparable sales in Villas Of Casselberry Ph 1, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Villas Of Casselberry Ph 1?
The Florida DOR 2025 assessment roll shows 67 homes in Villas Of Casselberry Ph 1 (public records).
What share of Villas Of Casselberry Ph 1 is owner-occupied?
52% of Villas Of Casselberry Ph 1 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Villas Of Casselberry Ph 1 built?
Homes in Villas Of Casselberry Ph 1 were built between 1981 and 1988, with a median year built of 1981 (FL DOR 2025 roll).
Do cash buyers compete in Villas Of Casselberry Ph 1?
Cash buyers took 0% of Villas Of Casselberry Ph 1 sales in the 12 months ending June 2022 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Villas Of Casselberry Ph 1?
The best agent for Villas Of Casselberry Ph 1 is one who actively works Winter Park 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 Villas Of Casselberry Ph 1.
How do I find a top Winter Park real estate agent who knows Villas Of Casselberry Ph 1?
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 Villas Of Casselberry Ph 1 and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Villas Of Casselberry Ph 1?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Villas Of Casselberry Ph 1 purchase or sale - no call center and no pressure.
Buyers seeking a compact, low-maintenance home and willing to price on condition and updatesExcellent fit
Down-sizers who want a smaller footprint without moving out of the Winter Park areaExcellent fit
Investors comfortable underwriting a modest-size 1980s villa in a thin resale marketExcellent fit
Buyers who need substantially more than roughly 1,080 square feet of living spaceProbably not
Anyone wanting new construction or a large lotProbably not
Buyers who need broad inventory and many comparable options to choose from at onceProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 32792))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2012 (16 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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