Winter Park Pines Villas in Winter Park

Winter Park Pines Villas
Homes for Sale in Winter Park, FL

All 337 homes for sale in Winter Park, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale

Community in Winter Park · Orange County · ZIP 32792
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Photo via Stellar MLS

Built fromLive Stellar MLS data1 years of closingsUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Winter Park Pines Villas in Winter Park, FL, the most recent in November 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,660 ($6,990 with the full homestead exemption).

Live · Winter Park Pines Villas Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Winter Park Pines Villas is a small, attached-home product inside a Winter Park address, and that combination is really the whole story on pricing here. Villas trade on condition, lot position, and how much has been updated since original construction far more than on any amenity package, because current MLS activity does not show a clubhouse, pool, or other shared facility tied to the community.

With no amenity data attached to listings, buyers should treat this as a straightforward real estate decision rather than a lifestyle-community purchase: what you are paying for is the villa itself, its maintenance history, and the Winter Park location, not a bundle of shared perks. That keeps the market here narrower and more dependent on individual home condition than on community-wide comparables.

Nearby homes for sale

No active listings inside Winter Park Pines 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.

724 MONMOUTH WAY
$798K · 0.1 mi away
5 bd · 3.5 ba · 2,832 sqft
724 MONMOUTH WAY
Listed by CENTRAL TOWER PROPERTIES
722 S RANGER BOULEVARD
$779K · 0.2 mi away
4 bd · 3 ba · 2,164 sqft
722 S RANGER BOULEVARD
Listed by CHARLES RUTENBERG REALTY ORLANDO
623 GRENADINE COURT #623
$200K · 0.2 mi away
2 bd · 2 ba · 1,037 sqft
623 GRENADINE COURT #623
Listed by COLDWELL BANKER REALTY
715 S RANGER BOULEVARD
$695K · 0.2 mi away
4 bd · 3 ba · 2,312 sqft
715 S RANGER BOULEVARD
Listed by DAHLIA REALTY GROUP
311 SCOTTSDALE SQUARE #311
$109K · 0.3 mi away
1 bd · 1 ba · 785 sqft
311 SCOTTSDALE SQUARE #311
Listed by EMPIRE NETWORK REALTY
943 FAIRWAY DRIVE
$690K · 0.3 mi away
4 bd · 3 ba · 2,067 sqft
943 FAIRWAY DRIVE
Listed by KELLER WILLIAMS WINTER PARK

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Winter Park Pines Villas sits in Orange County within Winter Park, offering an attached-villa format with no community amenities currently identified from MLS listings, so value here tracks the individual home rather than a shared amenity package.

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

  • A buyer who wants an attached, lower-maintenance home inside Winter Park and does not need a bundled amenity package to justify the purchase.
  • A buyer focused on the Orange County/Winter Park location itself rather than on-site recreational facilities.
  • A buyer comfortable evaluating each villa largely on its individual condition and HOA terms rather than a community-wide amenity comparison.

Probably not for

  • A buyer whose priority list starts with a clubhouse, pool, or other shared amenity, since none is currently identified here.
  • A buyer who wants a large detached home with significant private yard space rather than a villa footprint.
  • A buyer who prefers to lean on published community comparables rather than unit-by-unit due diligence.

The market around Winter Park Pines Villas

Winter Park Pines Villas is too small for its own price trend, so here is the market around it.

In ZIP 32792, 137 homes are on the market and 21% are under contract — a steady corner of Winter Park.

Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).

In ZIP 32792 (Winter Park), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.

ZIP and county figures describe the wider market, not Winter Park Pines Villas specifically. Momentum Research analysis of MLS records.

If we were buying in Winter Park Pines Villas 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 Winter Park Pines Villas.

Best Buy
Buyers who want a lower-maintenance, attached-home footprint inside a Winter Park address without expecting a bundled amenity package.
Biggest Risk
With no amenity or price-range data attached to the community, buyers must evaluate each unit largely on its own condition and disclosures.
Sweet Spot
A buyer prioritizing location and a simpler, smaller-footprint home over community-wide perks.
Avoid If
You are specifically shopping for a clubhouse, pool, or other resident amenity package, which is not reflected in current listings here.

A villa market, not an amenity market

The name signals a patio-home or villa layout, typically smaller-footprint, attached or semi-attached construction aimed at lower-maintenance living. That product type tends to draw a different kind of shopper than a detached single-family subdivision: someone weighing square footage and upkeep against location rather than shopping for a pool or a fitness center.

Because no community amenities show up in current listings, buyers evaluating this address should confirm directly what, if anything, an HOA covers versus what is purely cosmetic marketing language in a listing description. Absent that shared infrastructure, the case for buying here rests on the Winter Park location and on the individual unit's condition and layout.

The location and the amenities are priced into every listing in Winter Park Pines Villas. 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 small villa community with no amenity data to lean on, the details that matter are unit-specific: HOA obligations, what has and has not been updated, and how a given villa's condition stacks up against recent activity in the same building or row. We walk that ground with you rather than pointing to a marketing package that does not exist here.

Winter Park Pines Villas in 15 seconds.

Best forBuyers who want a lower-maintenance, attached-home footprint inside a Winter Park address without expecting a bundled amenity package.
Biggest advantageThe villa format and location do the work; there is no shared-amenity overhead baked into the value equation.
Biggest riskWith no amenity or price-range data attached to the community, buyers must evaluate each unit largely on its own condition and disclosures.
Sweet spotA buyer prioritizing location and a simpler, smaller-footprint home over community-wide perks.
Avoid ifYou are specifically shopping for a clubhouse, pool, or other resident amenity package, which is not reflected in current listings here.

HOA, CDD & Fees

In short
  • HOA dues reported around $82/month (about $984/yr) · median of 3 MLS listings, most billed monthly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $82 per month ($984 a year) — the median AssociationFee across 3 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.

The takeaway

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

What is your Winter Park Pines Villas home worth?

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Real comps, not an automated estimate.
A buyer who wants an attached, lower-maintenance home inside Winter Park and does not need a bundled amenity package to justify the purchase.Excellent fit
A buyer focused on the Orange County/Winter Park location itself rather than on-site recreational facilities.Excellent fit
A buyer comfortable evaluating each villa largely on its individual condition and HOA terms rather than a community-wide amenity comparison.Excellent fit
A buyer whose priority list starts with a clubhouse, pool, or other shared amenity, since none is currently identified here.Probably not
A buyer who wants a large detached home with significant private yard space rather than a villa footprint.Probably not
A buyer who prefers to lean on published community comparables rather than unit-by-unit due diligence.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2025 (1 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 local comps.

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Common questions about Winter Park Pines Villas

Where is Winter Park Pines Villas?

Winter Park Pines Villas is a community in Winter Park, Orange County, Florida, ZIP 32792.

Are there homes for sale in Winter Park Pines Villas right now?

No active listings inside Winter Park Pines 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 Winter Park Pines Villas have an HOA or CDD?

No HOA is on record for Winter Park Pines 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 Winter Park Pines Villas with Momentum Realty’s local guides.

WPWinter Park Pines Patio Homes0.1 mi away · median $312K, 6 sales/12 moWPWinter Park Villas Condo0.2 mi awayWPWinter Park Woods Condo0.2 mi away · median $78K, 13 sales/12 moParkview Village0.4 mi away · median $155K, 8 sales/12 mo

Browse all neighborhood guides →

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Winter Park Pines Villas Market Scorecard

No active listings

Winter Park Pines Villas is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$330,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 32792 ZIP is $398,663, about 20.6% 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.