Conway Homesites
Homes for Sale in Orlando, FL

Community in Orlando · Orange County
58 homesBuilt 1925–2023
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Conway Homesites Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
54%
Owner-occupied · Conway Homesites
35 of 65 parcels homesteaded (FL DOR 2025)
46%
Non-owner-occupied · Conway Homesites
incl. 20% trust or LLC-held · 100% out-of-state
33%
Cash buyers · Conway Homesites
1 of 3 sales, 12 mo ending June 2016
58
Homes in the community
plus 7 vacant residential lots · 65 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1925
Community established
homes built 1925-2023, median 1953 (FL DOR 2025)
0
Failed listings · 2019
peaked at 5 in 2013
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Conway Homesites is an older, in-town pocket of Orlando where the housing stock does most of the talking. With a median year built of 1953 against a range that stretches to 2023, this is a mixed vintage market — some homes here are pushing a century old, others were finished in just the last few years. That spread means condition, not location, is usually the swing factor on price. Two homes a block apart can carry very different levels of updating, and buyers need to evaluate each listing on its own merits rather than assume a neighborhood-wide standard.

With 58 homes tracked and just over half (53.8%) carrying a homestead exemption, this reads as a community with a meaningful base of longer-term ownership rather than heavy investor or short-term turnover. No community amenities are identified in current MLS data, so whatever appeal this area holds is tied to the lots, the homes themselves, and the in-town Orlando location — not a clubhouse or shared recreation package.

Best for

  • Buyers prioritizing an established, in-town Orlando location over a planned-community amenity package
  • Buyers comfortable evaluating condition and updates on a home-by-home basis given the wide build-year range
  • Buyers seeking a more modest, efficient living footprint rather than a large-format newer build

Probably not for

  • Buyers who want a community clubhouse, pool, or shared recreation amenities as part of the purchase
  • Buyers who prefer a uniform build era where every home shares a similar age and construction standard
  • Buyers unwilling to budget for potential updating on an older structure without extensive prior renovation history

The market around Conway Homesites

Conway Homesites is a small community — 26 recorded sales on file, most recently in 2019 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Conway Homesites specifically. Momentum Research analysis of MLS records.

If we were buying in Conway Homesites 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 Conway Homesites.

Best Buy
Buyers looking for an in-town Orlando location and willing to evaluate homes individually rather than by neighborhood averages.
Biggest Risk
The wide build-year spread means condition and updating vary sharply from one home to the next.
Sweet Spot
Homes in the median range near 1,663 square feet, where the typical footprint and vintage of the area are best represented.
Avoid If
You want a community amenity package — none is identified here from current MLS data.

A century of construction under one name

The defining fact about Conway Homesites is its build-year range: 1925 to 2023. That is not a typo or an outlier — it reflects a neighborhood that has been quietly infilled and reworked over generations, with older homes sitting alongside recent construction or substantial rebuilds. For buyers, this means due diligence has to be home-specific. A listing's age tells you very little on its own; the real questions are what has been updated, when, and to what standard.

At 1,663 square feet median living area, homes here skew toward a modest, efficient footprint rather than large-format construction, which is consistent with the older core of the build-out. The homestead share of 53.8% suggests a base of owner-occupied homes rather than a market dominated by investor turnover, which can support a steadier, less reactive resale pattern over time — though with only 58 homes in the set, individual sales can still move the read on any given month.

The location and the amenities are priced into every listing in Conway Homesites. 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 market spanning nearly a century of construction, the work is in the details — verifying what's original, what's been replaced, and what a given lot and structure actually support. We walk every comparable with an eye on condition and vintage first, not just square footage and address, because in Conway Homesites that is where the real price story lives.

Conway Homesites in 15 seconds.

Best forBuyers looking for an in-town Orlando location and willing to evaluate homes individually rather than by neighborhood averages.
Biggest advantageA meaningful owner-occupied base, with just over half of homes carrying a homestead exemption.
Biggest riskThe wide build-year spread means condition and updating vary sharply from one home to the next.
Sweet spotHomes in the median range near 1,663 square feet, where the typical footprint and vintage of the area are best represented.
Avoid ifYou want a community amenity package — none is identified here from current MLS data.

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 Conway Homesites sales matched to your home.

What is your Conway Homesites home worth?

Get a no-obligation home value based on real comparable sales in Conway Homesites, 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 Conway Homesites?
The Florida DOR 2025 assessment roll shows 58 homes plus 7 vacant residential lots in Conway Homesites (public records).
What share of Conway Homesites is owner-occupied?
54% of Conway Homesites parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Conway Homesites built?
Homes in Conway Homesites were built between 1925 and 2023, with a median year built of 1953.0 (FL DOR 2025 roll).
Do cash buyers compete in Conway Homesites?
Cash buyers took 33% of Conway Homesites sales in the 12 months ending June 2016 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Conway Homesites?
The best agent for Conway Homesites 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 Conway Homesites.
How do I find a top Orlando real estate agent who knows Conway Homesites?
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 Conway Homesites and the wider Orlando area.
Can Momentum Realty connect me with an agent for Conway Homesites?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Conway Homesites purchase or sale - no call center and no pressure.
Buyers prioritizing an established, in-town Orlando location over a planned-community amenity packageExcellent fit
Buyers comfortable evaluating condition and updates on a home-by-home basis given the wide build-year rangeExcellent fit
Buyers seeking a more modest, efficient living footprint rather than a large-format newer buildExcellent fit
Buyers who want a community clubhouse, pool, or shared recreation amenities as part of the purchaseProbably not
Buyers who prefer a uniform build era where every home shares a similar age and construction standardProbably not
Buyers unwilling to budget for potential updating on an older structure without extensive prior renovation historyProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 32806))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (8 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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