DEER ISLAND PH 02
Homes for Sale in WINTER GARDEN, FL

Community in WINTER GARDEN · Orange County · ZIP 34787
122 homesBuilt 1985–2023Median sale $1.70M
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Live Market Pulse
35/100
Market Heat
Cooler than normal
2015 → 2026 · 71 at the 2022 peak
0 is DEER ISLAND PH 02's coldest market since 2015, 100 its hottest. Today: 35. How it's scored
Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily
Live · DEER ISLAND PH 02 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$1.70M
Median sold · 12 mo
$392/sf
Sold $/sqft · 12 mo
peak $392 in 2026
83.9%
Sale vs ask
Tempo
184days
Median DOM · closed
7 days at the 2022 low
5
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
79%
Owner-occupied · DEER ISLAND PH 02
100 of 127 parcels homesteaded (FL DOR 2025)
21%
Non-owner-occupied · DEER ISLAND PH 02
incl. 9% trust or LLC-held · 100% out-of-state
40%
Cash buyers · DEER ISLAND PH 02
2 of 5 sales, 12 mo ending June 2026
122
Homes in the community
plus 5 vacant residential lots · 127 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1985
Community established
homes built 1985-2023, median 1999 (FL DOR 2025)
0
Failed listings · 2023
peaked at 14 in 2011
3,258sqft
Median sold home size
12-mo windows, closed sales
4.1%/yr
Turnover rate
about 5 of 122 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Deer Island Ph 02 is a small subdivision inside Winter Garden, and with only a two-closing window to work from, this is a thin-data market. What that means in practice: individual sales carry outsized weight, and no single comp should be treated as the market. Price here is driven by the specifics of each home — condition, updates, lot, and how the property shows — far more than by any neighborhood-wide trend you could pin a number to.

For a seller, thin volume cuts both ways: it can protect a well-presented home from being dragged down by weaker comps, but it also means buyers and appraisers have little to anchor to, so preparation and pricing discipline matter more than usual. For a buyer, the takeaway is patience. With few closings to reference, do the work on the individual house rather than assuming the block sets the value.

The 60-Second Overview

DEER ISLAND PH 02 market snapshot (as of August 2, 2026): the median sale price is about $1.70M ($392 per sq ft over the trailing 12 months of closed sales), and a median 184 days on market for closed sales.

DEER ISLAND PH 02 is a community of 122 homes in WINTER GARDEN, Orange County, built between 1985 and 2023 (median 1999), with a median living area of about 3,760 square feet. 79% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Deer Island Ph 02 is a compact pocket of Winter Garden in Orange County. Because so few homes trade here in any given window, it behaves like a boutique market where each listing stands largely on its own merits.

Best for

  • Buyers targeting a particular Winter Garden pocket and willing to wait for the right home to come up
  • Buyers comfortable evaluating a property on its own condition and features rather than a wall of comparable sales
  • Sellers with an updated, show-ready home who want to stand out in a low-inventory setting

Probably not for

  • Buyers who need extensive recent sales data to feel confident on price
  • Buyers on a tight timeline who cannot wait for limited inventory to turn over
  • Sellers hoping a broad neighborhood trend will carry a home that needs work

Windows contain 0 to 7 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 2004 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$1M$1.5M20122014201620182020202220242026
Every sale since 2004 · price vs size
$0$1M$2M2k4k6k
50 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$200$300$40020122014201620182020202220242026
Up from $162 in 2012 to a $392 peak in 2026; $392 now.
Median days on market · closed sales
010020020122014201620182020202220242026
7 days at the 2022 low; 184 now.
Sale price vs original ask · median
85%90%95%20122014201620182020202220242026
83.9% now.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 7 a year; 5 in the current window.
Sellers who gave up · failed listings per year
051015200420082012201620202023
Canceled, expired, or withdrawn. 14 quit in 2011; 0 so far in 2023. The clearest stress gauge a community has.
Market Heat · 0 coldest, 100 hottest in the record
20406080seller-leaningbuyer-leaning2016202220242026
71 at the 2022 peak, 35 in the troughs, 35 now. Same score as the hero card, full history.
How much local inventory is already under contract

28% of homes for sale in ZIP 34787 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).

If we were buying in DEER ISLAND PH 02 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 DEER ISLAND PH 02.

Best Buy
Buyers who want a specific home in Winter Garden and will judge it on its own condition and merits.
Biggest Risk
Thin closing data leaves buyers, sellers, and appraisers with few anchors for value.
Sweet Spot
A well-presented home priced off honest, house-by-house comparison rather than broad averages.
Avoid If
You need deep comp support or a fast, data-rich read before committing.

Reading a thin market

The single most important thing to understand about Deer Island Ph 02 right now is scale. This is a limited-inventory community, and the closing activity we can verify is small. That is not a knock on the neighborhood — it is simply the reality of a smaller subdivision — but it changes how you should read every data point you encounter. One updated home or one dated home can swing the apparent picture, so we weight condition and features over headline averages.

Practically, that argues for a comp-by-comp approach rather than a market-wide narrative. We look at what has actually closed, how those homes presented, and how they compare feature-for-feature to the property in front of you. Winter Garden's broader location and amenities give this pocket its underlying appeal; the pricing work happens house by house.

The location and the amenities are priced into every listing in DEER ISLAND PH 02. 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 low-volume community like Deer Island Ph 02, the value we add is judgment where the data runs out. We do not lean on a formula or an automated estimate; we build the case for a specific home from the closings that exist, adjust for condition and features, and tell you plainly where the number is soft. Whether you are buying or selling, that discipline matters most exactly when there are few comps to hide behind.

DEER ISLAND PH 02 in 15 seconds.

Best forBuyers who want a specific home in Winter Garden and will judge it on its own condition and merits.
Biggest advantageLow turnover means a well-prepared listing faces limited direct competition.
Biggest riskThin closing data leaves buyers, sellers, and appraisers with few anchors for value.
Sweet spotA well-presented home priced off honest, house-by-house comparison rather than broad averages.
Avoid ifYou need deep comp support or a fast, data-rich read before committing.

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 DEER ISLAND PH 02 sales matched to your home.

What is your DEER ISLAND PH 02 home worth?

Get a no-obligation home value based on real comparable sales in DEER ISLAND PH 02, 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

What is the median home price in DEER ISLAND PH 02?
The median sale price in DEER ISLAND PH 02 was $1.70M over the 12 months ending August 2, 2026 (5 closed sales, Stellar MLS).
How long do homes in DEER ISLAND PH 02 take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 184 days on market (5 sales, Stellar MLS).
How many homes are in DEER ISLAND PH 02?
The Florida DOR 2025 assessment roll shows 122 homes plus 5 vacant residential lots in DEER ISLAND PH 02 (public records).
What share of DEER ISLAND PH 02 is owner-occupied?
79% of DEER ISLAND PH 02 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in DEER ISLAND PH 02 built?
Homes in DEER ISLAND PH 02 were built between 1985 and 2023, with a median year built of 1999 (FL DOR 2025 roll).
Do cash buyers compete in DEER ISLAND PH 02?
Cash buyers took 40% of DEER ISLAND PH 02 sales in the 12 months ending June 2026 (2 of 5 closings, Stellar MLS).
Who is the best real estate agent for DEER ISLAND PH 02?
The best agent for DEER ISLAND PH 02 is one who actively works WINTER GARDEN 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 DEER ISLAND PH 02.
How do I find a top WINTER GARDEN real estate agent who knows DEER ISLAND PH 02?
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 DEER ISLAND PH 02 and the wider WINTER GARDEN area.
Can Momentum Realty connect me with an agent for DEER ISLAND PH 02?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your DEER ISLAND PH 02 purchase or sale - no call center and no pressure.
Buyers targeting a particular Winter Garden pocket and willing to wait for the right home to come upExcellent fit
Buyers comfortable evaluating a property on its own condition and features rather than a wall of comparable salesExcellent fit
Sellers with an updated, show-ready home who want to stand out in a low-inventory settingExcellent fit
Buyers who need extensive recent sales data to feel confident on priceProbably not
Buyers on a tight timeline who cannot wait for limited inventory to turn overProbably not
Sellers hoping a broad neighborhood trend will carry a home that needs workProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending August 2, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2004 (50 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.

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CallFree valuation →
Thinking of selling in DEER ISLAND PH 02? 5 recorded closings; median 184 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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