Searching ...

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!

Highlights

  • Residential
  • Single Family Residence
  • Built in 1999
  • 0.3 Acre Lot
  • $269/qtr HOA
  • 3 Car Garage
  • 59 days on Market

  • Bedrooms
    5
  • Bathrooms
    4
  • Year Built
    1999
  • Stories
    2.0
  • Construction Materials
    Stucco
  • Foundation
    Slab
  • Garage Spaces
    3.0
  • Parking Features
    Attached
  • Living Area
    3381.0
  • Interior Features
    Eat-in Kitchen, Walk-In Closet(s), High Ceilings, Stone Counters
  • Appliances
    Dishwasher, Refrigerator, Convection Oven
  • Flooring
    Tile, Carpet
  • Furnished
    Unfurnished
  • Pool Features
    In Ground, Private
  • Cooling
    Central Air
  • Heating
    Electric

  • Acres
    0.3
  • Water
    None

  • Area
    34787 - Winter Garden/Oakland
  • County
    Orange
  • City
    Winter Garden
  • Neighborhood
    WINTERMERE POINTE
  • Zip Code
    34787

Ask a Question

What's your home worth?

Calculate your current home value within seconds.

Frequently Asked Questions

How do I schedule a tour of 2242 Wintermere Pointe Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 2242 Wintermere Pointe Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 2242 Wintermere Pointe Dr?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 4 bath, listed for $790,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Winter Garden, and can even get you in to see the property quickly.

How do I get a virtual tour of 2242 Wintermere Pointe Dr?

Yes! A virtual tour is available for 2242 Wintermere Pointe Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.

How much is the monthly mortgage payment for 2242 Wintermere Pointe Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 2242 Wintermere Pointe Dr at around $4,848. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 2242 Wintermere Pointe Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Orange County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 2242 Wintermere Pointe Dr?

In most cases, yes. Whether 2242 Wintermere Pointe Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Winter Garden's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 2242 Wintermere Pointe Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Winter Garden and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $790,000 with 3,381 sqft of space—that comes out to approximately $234 per square foot.

How long has this property been on the market?

2242 Wintermere Pointe Dr was listed on September 14, 2026, which means it's been on the market for 59 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1999, making it approximately 27 years old.

What is the lot size of this property?

2242 Wintermere Pointe Dr sits on a 0.3-acre lot, which is 13,068 square feet.

What are the property taxes for 2242 Wintermere Pointe Dr?

The most recent public record shows annual property taxes for 2242 Wintermere Pointe Dr were approximately $4,227. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is there an HOA fee for this property, and what does it cover?

This home has an HOA fee of $269 paid quarterly.

This covers access to community features including: Gated.

Is 2242 Wintermere Pointe Dr still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

Popular Home Searches in Winter Garden, FL


Search Nearby Cities


Search Nearby Counties


Search Nearby Postal Codes

Listing information 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Stellar MLS. All rights reserved.

Last Updated: November 12, 2026 at 05:27AM | Source: Stellar MLS | MLS#: G5117774