2242 Wintermere Pointe Dr, photo 1
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Overview

5 bd4 ba3,381 sqft3 car garageSingle Family
TypeSingle Family
HOA$269/qtr
Built1999
Lot13,190 sqft
Living area3,381 sqft
Price / sqft$234
Garage3 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Eat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboPrimarybedroom UpstairsStone CountersWalk-in Closet(s)Window Treatments

2242 Wintermere Pointe Dr is a 1999-built home in Wintermere Pointe, Winter Garden. Inside you'll find 5 bedrooms, 4 bathrooms, and 3,381 square feet of living space. Listed at $790,000 (about $234/sqft), 30 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $269 quarterly.

From the listing

If you’ve been searching for a spacious Winter Garden home with a private pool, peaceful conservation views and room for everyone, this former model may be exactly what you’ve been waiting for! With 5 bedrooms, 4 full bathrooms and the potential for a 6th bedroom, this home combines privacy, flexibility and Florida indoor-outdoor living in a way that’s increasingly difficult to find. Situated on a peaceful wooded conservation lot, the home has been thoughtfully updated with a renovated kitchen, LVP flooring throughout the first floor, and new carpet and paint upstairs. Generous living and dining areas provide plenty of room for everyday living and entertaining, while the family room features easy access to the screened pool and deck. The spacious primary suite includes a private sitting area and built-in shelving, creating a comfortable retreat. Upstairs, the oversized bonus room with its own adjoining full bathroom offers exceptional flexibility and could serve as a second primary suite, private guest quarters, media room or game room. Need even more space? The downstairs office could potentially be converted into a 6th bedroom, making this floor plan adaptable to a variety of needs. Step outside to one of the home's most appealing features—the screened-in pool and deck overlooking the wooded conservation area. With no immediate rear neighbor, it's a private setting for morning coffee, afternoons by the pool, entertaining friends or simply relaxing at the end of the day. Located in the beautiful gated Wintermere Pointe community, this home brings together the space, privacy and flexibility along with a private pool and conservation setting that can be difficult to find. Call and schedule your private showing today!

The essentials

Built
1999
Price / sqft
$234
On market
30 days
Annual tax
$4,227
HOA
$269/qtr
Flood zone
X · Low risk
Lot
13,190 sqft
Type
Single Family Residence

At a glance

Single family
Built 1999
Private pool
In Ground
3 car garage
0.30 acres
Lot size
3,381 sqft
Living area

Payment

Est. monthly payment
$4,957/mo
Down payment (20%)
$158,000
Property taxes
$352/mo
HOA
$269/qtr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1999
Lot
13,190 sqft
Cooling
Central Air
Heating
Electric
Parking
-
Pool
In Ground
Days on Market
30
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Primarybedroom Upstairs
Stone Counters
Walk-in Closet(s)
Window Treatments
Tennis Court(s)
Convection Oven
Dishwasher
Refrigerator
Homestead exemption on file Flood Zone X
Annual Tax (2025)
$4,227
Parcel #
02-23-27-8456-00-790

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Wintermere Pointe
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
13,190 sqft
HOA
$269/qtr
Extreme Management Team

Price history

Date
Event
Price
9/14/2026
Listed for sale
Source: Stellar MLS #G5117774
$790,000
$234/sqft

Neighborhood

2242 Wintermere Pointe Dr
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $790,000
$785,000 – $790,000
99.5% – 100% of listTops out right at the list price
80% of listList price
222 of the last 443 home closings in 34787 landed at this number or higher (50%). The median one sat 22 days before it went under contract, and this one is on day 30.

Sample: 443 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$4,957/mo
Principal & interest$4,120
Property taxes$352
Insurance$395
HOA$90
Down payment20% · $158,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$790,000

$234 per sq ft

Beds and baths

5 beds, 4 baths

Size

3,381 sq ft

Time on market

30 days

Year built

1999

Monthly payment

About $4,957/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $4,227 annual tax bill, insurance, and the $269/qtr HOA fee.

HOA fee

$269/qtr

Managed by Extreme Management Team.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

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Brokered byNEXTHOME BEST RESULTS REAL ESTATEListing agent: Jim Middleton, Jr.Listing data from Stellar MLS, MLS# G5117774.

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