Cypress Fairway Condominium
Homes for Sale in Orlando, FL

Community in Orlando · Orange County
Median sale $179K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsUpdated twice daily
Live · Cypress Fairway Condominium Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$179K
Median sold · 12 mo
$182/sf
Sold $/sqft · 12 mo
peak $182 in 2026
86.5%
Sale vs ask
Orange median: 96.0%
Tempo
100days
Median DOM · closed
10 days at the 2017 low
5
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
40%
Cash buyers · Cypress Fairway Condominium
2 of 5 sales, 12 mo ending June 2026
Track record · 11 years of records
1
Failed listings · 2026
peaked at 2 in 2006
1,043sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cypress Fairway is a condominium community in Orlando, and the pricing here reads exactly like a condo market: the median sits at $179,000, or roughly $182 per square foot, which tells you condition and interior updates drive most of the spread between one unit and the next. When you're comparing two listings at similar square footage, the deltas come from renovations, floor level, and view — not from lot or land.

The market posture is slow. Median days on market is 100 days, and the closing volume in the current window is thin. For a buyer, that means time to inspect, negotiate, and read the condo association's financials without pressure. For a seller, it means realistic pricing and clean presentation matter — units that sit tend to be the ones chasing the market down rather than meeting it.

The 60-Second Overview

Cypress Fairway Condominium market snapshot (as of July 15, 2026): the median sale price is about $179K ($182 per sq ft over the trailing 12 months of closed sales), and a median 100 days on market for closed sales.

Cypress Fairway is an entry-priced condo community in Orange County where the median trades around the mid-$100s and units move slowly enough that buyers hold real leverage.

Best for

  • First-time buyers targeting the mid-$100s who want a low entry point in Orange County
  • Investors underwriting a condo hold who will scrutinize association reserves and carrying costs
  • Patient buyers willing to wait out a 100-day market to negotiate on condition

Probably not for

  • Buyers who need to close and move on a compressed timeline
  • Owners who may need to resell quickly and want strong short-term liquidity
  • Buyers wanting a detached home with land rather than a condo interior

Windows contain 0 to 5 sales each (5 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.

Homes sold per 12-mo window
024201620182020202220242026
0 to 5 a year; 5 in the current window.
Sellers who gave up · failed listings per year
0122006201820202026
Canceled, expired, or withdrawn. 2 quit in 2006; 1 so far in 2026. The clearest stress gauge a community has.

If we were buying in Cypress Fairway Condominium 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 Cypress Fairway Condominium.

Best Buy
Buyers seeking an entry-priced Orlando condo who can move at the market's unhurried pace.
Biggest Risk
A 100-day median means limited liquidity if you need to resell quickly.
Sweet Spot
A well-updated unit bought near or below the median after reviewing association finances.
Avoid If
You need a fast purchase or a quick, guaranteed exit.

A condition-driven condo market

At roughly $182 per square foot against a $179,000 median, this is a market where the interior does the talking. Updated kitchens and baths, flooring, and overall condition explain why comparable floor plans close at different numbers. Before you anchor on any single unit's price, look at what's actually been done to it.

The 100-day median days on market is the number to respect. At this pace, listings are not clearing quickly, so the negotiating clock favors patience. Just as important in any condo purchase: review the association's budget, reserves, and any pending assessments, because those carry costs shape the true price of ownership as much as the sticker.

The location and the amenities are priced into every listing in Cypress Fairway Condominium. 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 slow condo market with a thin closing window, the value we add is reading the individual unit against the median and pricing the condition premium or discount correctly. We'll pull the association documents, weigh days-on-market against your timeline, and keep you from overpaying for cosmetics or underestimating a deferred-maintenance situation.

Cypress Fairway Condominium in 15 seconds.

Best forBuyers seeking an entry-priced Orlando condo who can move at the market's unhurried pace.
Biggest advantageA slow market and thin volume hand negotiating leverage to patient buyers.
Biggest riskA 100-day median means limited liquidity if you need to resell quickly.
Sweet spotA well-updated unit bought near or below the median after reviewing association finances.
Avoid ifYou need a fast purchase or a quick, guaranteed exit.

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 Cypress Fairway Condominium sales matched to your home.

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Frequently Asked Questions

What is the median home price in Cypress Fairway Condominium?
The median sale price in Cypress Fairway Condominium was $179K over the 12 months ending July 15, 2026 (5 closed sales, Stellar MLS).
How long do homes in Cypress Fairway Condominium take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 100 days on market (5 sales, Stellar MLS).
Do cash buyers compete in Cypress Fairway Condominium?
Cash buyers took 40% of Cypress Fairway Condominium sales in the 12 months ending June 2026 (2 of 5 closings, Stellar MLS).
Who is the best real estate agent for Cypress Fairway Condominium?
The best agent for Cypress Fairway Condominium is one who actively works Orlando 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 Cypress Fairway Condominium.
How do I find a top Orlando real estate agent who knows Cypress Fairway Condominium?
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 Cypress Fairway Condominium and the wider Orlando area.
Can Momentum Realty connect me with an agent for Cypress Fairway Condominium?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cypress Fairway Condominium purchase or sale - no call center and no pressure.
First-time buyers targeting the mid-$100s who want a low entry point in Orange CountyExcellent fit
Investors underwriting a condo hold who will scrutinize association reserves and carrying costsExcellent fit
Patient buyers willing to wait out a 100-day market to negotiate on conditionExcellent fit
Buyers who need to close and move on a compressed timelineProbably not
Owners who may need to resell quickly and want strong short-term liquidityProbably not
Buyers wanting a detached home with land rather than a condo interiorProbably 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 2015 (13 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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More Orlando & 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.

Thinking of selling in CYPRESS FAIRWAY CONDOMINIUM? 4 recorded closings; median 84 days on market (window ending 2026-08-02). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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