Golfside Villas Condo
Homes for Sale in Winter Park, FL

Community in Winter Park · Orange County
Median sale $123K
Free · No obligation
Talk to a Golfside Villas Condo Expert

True comps, carrying-cost math, and listings before the portals.

Live Market Pulse
22/100
Market Heat
Cooler than normal
2016 → 2026 · 72 at the 2022 peak
0 is Golfside Villas Condo's coldest market since 2016, 100 its hottest. Today: 22. How it's scored
Built fromLive Stellar MLS data15 years of closingsUpdated twice daily
Live · Golfside Villas Condo Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$123K
Median sold · 12 mo
$153/sf
Sold $/sqft · 12 mo
peak $205 in 2023
86.0%
Sale vs ask
Orange median: 96.0%
Tempo
92days
Median DOM · closed
12 days at the 2022 low
6
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
67%
Cash buyers · Golfside Villas Condo
4 of 6 sales, 12 mo ending June 2026
Track record · 15 years of records
3
Failed listings · 2026
peaked at 12 in 2010
1,026sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Golfside Villas is a Winter Park condo community where price is driven far more by condition and interior updates than by any headline number. The median sits at $123,000, or roughly $153 per square foot, and the spread around that figure comes down to what a specific unit has had done to it — turnkey versus dated tells most of the story here.

The posture right now is slow. A median of 92 days on market and a heat score of 22 point to a buyer's market where nothing moves on urgency. For sellers, that means pricing honestly on day one and expecting a longer runway. For buyers, it means time to inspect, compare, and negotiate rather than chase.

The 60-Second Overview

Golfside Villas Condo market snapshot (as of July 15, 2026): the median sale price is about $123K ($153 per sq ft over the trailing 12 months of closed sales), and a median 92 days on market for closed sales.

Golfside Villas is an entry-priced condo option inside Winter Park, where the appeal is location and price point rather than luxury finishes. Expect an older-stock building where each unit's condition matters more than the community average.

Best for

  • First-time or budget-focused buyers targeting the lower price band in Winter Park
  • Investors comfortable underwriting condo fees, reserves, and rental rules
  • Renovation-minded buyers willing to update a dated unit for value

Probably not for

  • Buyers who need move-in-ready, high-end finishes
  • Anyone wanting fast appreciation or a quick, competitive resale
  • Buyers who won't or can't scrutinize association financials and assessments

Windows contain 0 to 8 sales each (6 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 %s through %s. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$100K$200K20122014201620182020202220242026
Every sale since 2011 · price vs size
$0$100K$200K1k1k1k2k
45 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$50$100$150$20020122014201620182020202220242026
Up from $60 in 2012 to a $205 peak in 2023; $153 now.
Median days on market · closed sales
25507510020122014201620182020202220242026
12 days at the 2022 low; 92 now.
Sale price vs original ask · median
85%90%95%100%20122014201620182020202220242026
86.0% now vs Orange 96.0%.
Homes sold per 12-mo window
025820122014201620182020202220242026
0 to 8 a year; 6 in the current window.
Sellers who gave up · failed listings per year
051020102012201420182020202220242026
Canceled, expired, or withdrawn. 12 quit in 2010; 3 so far in 2026. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
72 at the 2022 peak, 22 in the troughs, 22 now. Same score as the hero card, full history.

If we were buying in Golfside Villas Condo 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 Golfside Villas Condo.

Best Buy
Buyers looking for an entry price inside Winter Park who will do the association homework.
Biggest Risk
Thin volume means the medians are noisy and can mislead on value.
Sweet Spot
An updated unit bought below the median with clean association financials.
Avoid If
You need a fast, competitive resale or a turnkey luxury finish.

Reading a thin, slow condo market

With only six closings in the window, this is a low-volume market, so any single sale carries outsized weight in the medians. Treat the $123,000 median and $153 per square foot as directional, not precise — a couple of updated or distressed units can swing the picture. Underwrite the specific unit in front of you, not the community stat.

The 92-day median tells you carrying costs and condo association fees deserve attention. On a longer marketing timeline, holding costs add up, and buyers should read the association's financials, reserves, and any special assessments before committing. In a market this deliberate, the diligence you can do on paper is as valuable as the tour.

The location and the amenities are priced into every listing in Golfside Villas Condo. 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 thin, slow condo market, the average number lies more often than it helps. We price and negotiate off the actual unit — its condition, its association health, its true days-on-market comparison — rather than a six-sale median. That is where the real leverage lives here, on either side of the deal.

Golfside Villas Condo in 15 seconds.

Best forBuyers looking for an entry price inside Winter Park who will do the association homework.
Biggest advantageA clear buyer's market with room to inspect and negotiate.
Biggest riskThin volume means the medians are noisy and can mislead on value.
Sweet spotAn updated unit bought below the median with clean association financials.
Avoid ifYou need a fast, competitive resale or a turnkey luxury finish.

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 Golfside Villas Condo sales matched to your home.

What is your Golfside Villas Condo home worth?

Get a no-obligation home value based on real comparable sales in Golfside Villas Condo, 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 homes for sale in Golfside Villas Condo on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Golfside Villas Condo?
The median sale price in Golfside Villas Condo was $123K over the 12 months ending July 15, 2026 (6 closed sales, Stellar MLS).
How long do homes in Golfside Villas Condo take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 92 days on market (6 sales, Stellar MLS).
Do cash buyers compete in Golfside Villas Condo?
Cash buyers took 67% of Golfside Villas Condo sales in the 12 months ending June 2026 (4 of 6 closings, Stellar MLS).
Who is the best real estate agent for Golfside Villas Condo?
The best agent for Golfside Villas Condo 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 Golfside Villas Condo.
How do I find a top Winter Park real estate agent who knows Golfside Villas Condo?
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 Golfside Villas Condo and the wider Winter Park area.
Can Momentum Realty connect me with an agent for Golfside Villas Condo?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Golfside Villas Condo purchase or sale - no call center and no pressure.
First-time or budget-focused buyers targeting the lower price band in Winter ParkExcellent fit
Investors comfortable underwriting condo fees, reserves, and rental rulesExcellent fit
Renovation-minded buyers willing to update a dated unit for valueExcellent fit
Buyers who need move-in-ready, high-end finishesProbably not
Anyone wanting fast appreciation or a quick, competitive resaleProbably not
Buyers who won't or can't scrutinize association financials and assessmentsProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2011 (45 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 your area comps.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

More Winter Park & Orlando & Orange County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Orlando & Orange County or the full Neighborhood Finder.

Talk to a Local Golfside Villas Condo Expert
Call Get Listings