Cottage Hill First Add
Homes for Sale in Orlando, FL

Community in Orlando · Orange County
43 homesBuilt 1926–2014
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Built fromLive Stellar MLS data3 years of closingsFL DOR public recordsUpdated twice daily
Live · Cottage Hill First Add Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
41%
Owner-occupied · Cottage Hill First Add
19 of 46 parcels homesteaded (FL DOR 2025)
59%
Non-owner-occupied · Cottage Hill First Add
incl. 30% trust or LLC-held · 100% out-of-state
0%
Cash buyers · Cottage Hill First Add
0 of 3 sales, 12 mo ending June 2019
43
Homes in the community
plus 3 vacant residential lots · 46 residential parcels (FL DOR 2025)
Track record · 3 years of records
Est. 1926
Community established
homes built 1926-2014, median 1952 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2022
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Cottage Hill First Add is a small pocket of just 43 homes, and that alone shapes how it trades. With so few properties, a single sale or a single listing can swing the read on the neighborhood for months. What actually drives value here is age and condition, not floor plan variety: the median build year is 1952, but the range runs all the way to 2014, so buyers are choosing between an original mid-century structure, a renovated version of one, or a newer infill build sitting on the same street.

The homestead share sits at 41.3%, meaning less than half of the homes carry an owner-occupied exemption. That points to a meaningful share of non-homesteaded ownership — investment holds, second properties, or homes recently transacted and not yet re-filed. For a buyer, that mix means more turnover potential and more variability in how a given house has been maintained. For a seller, it means your competition may include long-held, dated inventory sitting next to a recently updated home, so pricing has to be anchored to your home's actual condition, not the block average.

Best for

  • Buyers comfortable evaluating age and condition home-by-home rather than relying on a uniform housing stock.
  • Investors or renovators interested in a small, mixed-vintage pocket with a meaningful share of non-homesteaded ownership.
  • Buyers prioritizing an individual lot and structure over packaged community amenities.

Probably not for

  • Buyers who want on-site community amenities, since none are identified from current listings.
  • Buyers who need a large, active pool of comparable listings to benchmark price with confidence.
  • Buyers seeking a consistent, single-era build style rather than a mix spanning nearly a century.

The market around Cottage Hill First Add

Cottage Hill First Add is a small community — 6 recorded sales on file, most recently in 2025 — 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 Cottage Hill First Add specifically. Momentum Research analysis of MLS records.

If we were buying in Cottage Hill First Add 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 Cottage Hill First Add.

Best Buy
Buyers looking for an individually-owned, older Orlando lot rather than a packaged, amenity-driven community.
Biggest Risk
With only 43 homes, comparable sales are scarce and any one listing can distort the read on value.
Sweet Spot
A buyer or renovator comfortable evaluating a home on its own condition rather than leaning on neighborhood-wide amenities or standardized floor plans.
Avoid If
You want a community with organized amenities or a consistent, single-era housing stock — neither is present here.

A Small, Vintage-Mixed Pocket

At 43 homes, this is one of the smaller named communities we track, and the practical effect is a thin, slow-moving resale pool. Buyers should not expect a steady drip of comparable listings; inventory here moves in small batches, and timing a purchase or sale around active competition takes more patience than in a larger subdivision.

The build-year spread — 1926 on one end, 2014 on the other, with a median of 1952 — tells you this street was assembled over nearly a century, not built out in one phase. Median living area of 1,296 square feet confirms the core housing stock leans compact, consistent with the era of the median build. Any newer or renovated homes in the mix will read larger or more updated relative to that baseline, so square footage and vintage need to be checked property by property rather than assumed from the neighborhood average.

The location and the amenities are priced into every listing in Cottage Hill First Add. 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 43-home community with no listed amenities and a wide construction-era spread, generic comps do not hold up — we pull condition, age, and homestead status property by property before we talk price with a client, whether you are buying into a 1926 original or a 2014 infill.

Cottage Hill First Add in 15 seconds.

Best forBuyers looking for an individually-owned, older Orlando lot rather than a packaged, amenity-driven community.
Biggest advantageThe vintage mix means a patient buyer can find either an original structure or a newer build on the same small street.
Biggest riskWith only 43 homes, comparable sales are scarce and any one listing can distort the read on value.
Sweet spotA buyer or renovator comfortable evaluating a home on its own condition rather than leaning on neighborhood-wide amenities or standardized floor plans.
Avoid ifYou want a community with organized amenities or a consistent, single-era housing stock — neither is present here.

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 Cottage Hill First Add sales matched to your home.

What is your Cottage Hill First Add home worth?

Get a no-obligation home value based on real comparable sales in Cottage Hill First Add, 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 Cottage Hill First Add?
The Florida DOR 2025 assessment roll shows 43 homes plus 3 vacant residential lots in Cottage Hill First Add (public records).
What share of Cottage Hill First Add is owner-occupied?
41% of Cottage Hill First Add parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Cottage Hill First Add built?
Homes in Cottage Hill First Add were built between 1926 and 2014, with a median year built of 1952 (FL DOR 2025 roll).
Do cash buyers compete in Cottage Hill First Add?
Cash buyers took 0% of Cottage Hill First Add sales in the 12 months ending June 2019 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Cottage Hill First Add?
The best agent for Cottage Hill First Add 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 Cottage Hill First Add.
How do I find a top Orlando real estate agent who knows Cottage Hill First Add?
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 Cottage Hill First Add and the wider Orlando area.
Can Momentum Realty connect me with an agent for Cottage Hill First Add?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cottage Hill First Add purchase or sale - no call center and no pressure.
Buyers comfortable evaluating age and condition home-by-home rather than relying on a uniform housing stock.Excellent fit
Investors or renovators interested in a small, mixed-vintage pocket with a meaningful share of non-homesteaded ownership.Excellent fit
Buyers prioritizing an individual lot and structure over packaged community amenities.Excellent fit
Buyers who want on-site community amenities, since none are identified from current listings.Probably not
Buyers who need a large, active pool of comparable listings to benchmark price with confidence.Probably not
Buyers seeking a consistent, single-era build style rather than a mix spanning nearly a century.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32805))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2023 (2 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?

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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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