2158 WINTERMERE POINTE DRIVE, WINTER GARDEN, FL, 34787
Active38 days on marketListed Jun 16, 2026MLS #O6417265
About this home
2158 WINTERMERE POINTE DRIVE
Beautiful spacious 4 bedroom, 3 bath pool home located in GATED community of Wintermere Pointe, Winter Garden. This home offers 3,000 square feet of living space. Enjoy the private screened in pool. Large bonus room. Great location! Just minutes from Winter Garden Village, SR 429 and the Florida Turnpike. Pool and Lawn included. Freshly painted. Must see!
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
2,966
Sqft
0.27 ac
Lot size
3
Garage
1999
Year built
Two
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$186 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$186/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Winter Garden actives
$1 vs $262
Days on market
38 vs 31 typical
Where $1/sqft sits among the 400 Winter Garden actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Wintermere Pointe
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
Wintermere Pointe — neighborhood snapshot
Population
300
Median age
31
Median income
$127,292
Median home value
$462,800
Avg household
4
Households w/ children
53%
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$580K → $570K
Winter Garden median sold, yr/yr
97.7%
Sale-to-list ratio (12 mo)
157 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 2158 WINTERMERE POINTE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$580,000
2049 WINTERMERE POINTE DRIVE · same community
5 bd · 3 ba · 2,892 sqft · $201/sqft · 75 DOM
Sold · Jun ’26$858,000
2131 TALL OAK DRIVE · same community
5 bd · 3 ba · 3,282 sqft · $261/sqft · 51 DOM
Sold · Oct ’25$539,900
2019 WINTERMERE POINTE DRIVE · same community
4 bd · 3 ba · 2,455 sqft · $220/sqft · 96 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2158 WINTERMERE POINTE DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2158 WINTERMERE POINTE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
2158 WINTERMERE POINTE DRIVE FAQs
What would the monthly payment be for 2158 WINTERMERE POINTE DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $186/mo — principal and interest, estimated property taxes and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
Are pets allowed at 2158 WINTERMERE POINTE DRIVE?+
The listing reports pets: Dogs OK. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Winter Garden?+
At $3,600, this home is listed about 99% below the Winter Garden median of $589,945. The market section on this page shows how the area is trending.
Which schools are assigned to 2158 WINTERMERE POINTE DRIVE?+
Sunridge Middle (middle), Lake Whitney Elementary (elementary), West Orange High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the WINTER GARDEN 34787 market on paper
$3,600 is 99% below the WINTER GARDEN 34787 median of $530,000, and at $1/sqft it sits under the Winter Garden average of $282.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Sunridge Middle, Lake Whitney Elementary, West Orange High — Sunridge Middle rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of CLASSIC INTERNATIONAL REALTY LLC · Barbara Schafer Holland. MLS #O6417265.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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