2157 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
Property image
Property image
FOR SALE
3D VIEW
0.29 ACRES

$795,000

  • 5 Beds
  • 3.5 Baths
  • 3,197 sqft (on 0.29 acres)

2157 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787

Est. Mortgage $5,674/mo*
Get Pre-Qualified
We estimate this home will sell faster than 97% nearby.

Home Highlights

Single-Family Home
Built in 1999
0.29 acre lot
$249/sqft
2 Car Garage
HOA $92/mo

Local Information

  • Map ViewExplore the area around 2157 WINTERMERE POINTE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this beautifully renovated residence offering an additional den, approximately 3,197 square feet of comfortable living space, and a two-car garage. Set on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this home blends generous living areas with thoughtful, contemporary upgrades. Inside, you’re greeted by a bright, open layout finished with fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The floor plan provides multiple spaces for entertaining, dining, working from home, or simply relaxing. The completely redesigned kitchen serves as the heart of the home, featuring:Extensive shaker-style cabinetry, Dramatic stone countertops, Classic subway-tile backsplash, Under-cabinet lighting, Stainless-steel appliances, Double wall ovens, Contemporary range hood, Oversized waterfall island with abundant workspace and storage, built-in window seat with additional cabinetry, Separate beverage area with wine storage and beverage refrigerators. The kitchen opens naturally to the expansive living and dining areas, creating an inviting atmosphere for everyday living and gatherings. Large windows and sliding glass doors bring in natural light and offer easy access to the outdoor living space and spacious backyard. The first-floor den provides a versatile area that can serve as a home office, study, media room, or guest retreat. With five bedrooms and four bathrooms, the home offers comfortable accommodations and a layout designed for both privacy and flexibility. The upstairs layout includes a spacious bonus area that can easily be converted into a movie theater room. With existing built-in cabinetry and space for a refrigerator or beverage center, it’s an ideal setup for a private entertainment space, gaming room, or family media lounge. This home is located in one of Winter Garden’s highly regarded school zones, serving: Lake Whitney Elementary School, SunRidge Middle School, West Orange High School. Families appreciate the strong academic reputation and convenient proximity to these schools. This area is Prime Winter Garden Location. Just minutes from Winter Garden Village, shopping, dining, entertainment, and major roadways—including SR 429, Florida’s Turnpike, and SR 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule Your Private Showing Come experience the comfort, upgrades, and welcoming atmosphere of this beautifully updated Winter Garden home.
Last check for updates: about 6 hours ago
Listing Provided by: Ting Li, (321) 316-9346
SOUTH EARTH REALTY LLC, (813) 418-0030
Originating MLS: Suncoast Tampa
Source: Stellar MLS, MLS#TB8532509
Also Listed on Stellar MLS.
IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
We estimate this home will sell faster than 97% nearby.

Home Details for 2157 WINTERMERE POINTE DRIVE

Interior Features

Interior Details
Number of Rooms: 12Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3197 Square Feet
Appliances & Utilities
Utilities: PublicAppliances: Oven, Cooktop, Dishwasher, Microwave, Range Hood, Refrigerator, Wine RefrigeratorDishwasherLaundry: Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Vinyl
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation System, Private Mailbox, SidewalkFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Surface Type: Asphalt, ConcreteNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 9Days on Market: 16

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 022327845600120

Price & Status

Price
List Price: $795,000Price Per Sqft: $249
Status Change & Dates
Possession Timing: Close Of Escrow, Negotiable

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER GARDENCommunity: WINTERMERE POINTE

Agent Information

Listing Agent
Listing ID: TB8532509

Building

Building Area
Building Area: 3894 Square Feet

Community

Not Senior Community

HOA

HOA Name: Shelby HerculesHOA Phone: 352-366-0234Association for this Listing: Suncoast TampaHas an HOAHOA Fee: $92/Monthly

Lot Information

Lot Area: 0.29 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: TB8532509Showing Requirements: Go Direct, Lockbox - CodedUniversal Property Id: US-12095-N-022327845600120-R-N

Around this home

What Locals Say about Winter Garden

At least 513 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
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  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
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  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
    Flag
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
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  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
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  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
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  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
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  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
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  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
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  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
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  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
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  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
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  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
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  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
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  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
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  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
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  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
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  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
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  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
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  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
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  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
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Market trends in Winter Garden

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$583K
$3.33KMoM
Sale-to-List Price
98.3%
0.2%MoM
Price per sq ft
$254
$3MoM
Available listings
760
4MoM

Home Value

Trulia Estimate
$783K
Since last month
Increased$147K (+23.1%)
Since last year
Increased$235K (+42.7%)
Since last sale
Increased$249K (+46.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +118% in the last 10 years
MonthEstimated value
2026
August 2026$784K
August 2026$783K
July 2026$637K
June 2026$635K
May 2026$630K
April 2026$628K
March 2026$625K
February 2026$619K
January 2026$623K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2131 TALL OAK DRIVE, Winter Garden, FL
0.10
Single-Family Home
$858,000
06/12/26
5
3
3,282
2049 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.22
Single-Family Home
$580,000
12/17/25
5
3
2,892
2425 PRAIRIE VIEW DRIVE, Winter Garden, FL
0.26
Single-Family Home
$641,000
04/30/26
5
3
3,524
2006 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.30
Single-Family Home
$740,000
08/17/26
5
4
3,011
2019 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.29
Single-Family Home
$539,900
10/17/25
4
3
2,455
13044 LAKESHORE GROVE DRIVE, Winter Garden, FL
0.16
Single-Family Home
$800,000
10/30/25
6
4.5
3,775
2025 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.29
Single-Family Home
$715,000
08/28/26
5
4
2,655
2478 PRAIRIE VIEW DRIVE, Winter Garden, FL
0.41
Single-Family Home
$530,000
06/22/26
4
3
2,766
2320 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.38
Single-Family Home
$880,000
01/29/26
5
3
3,290
2258 RICKOVER PLACE, Winter Garden, FL
0.43
Single-Family Home
$789,999
01/20/26
5
4
3,081

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2140 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.06
$738,700
5
4
3,159
Off Market
2163 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.02
$463,100
4
3
2,622
Off Market
2131 TALL OAK DRIVE, Winter Garden, FL 34787
0.10
$858,000
5
3
3,282
Recently Sold
2110 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.12
$680,700
4
2.5
2,505
Off Market
2103 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.15
$707,000
5
4
3,026
Off Market
13524 LAKE LUNTZ DRIVE, Winter Garden, FL 34787
0.10
$910,100
5
2.5
2,755
Off Market
13044 LAKESHORE GROVE DRIVE, Winter Garden, FL 34787
0.16
$797,400
6
4.5
3,775
Off Market
2236 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.15
$817,500
5
4
3,080
Off Market
2237 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.16
$490,000
4
2
1,950
Recently Sold
13566 BANANA BAY DRIVE, Winter Garden, FL 34787
0.17
$741,300
4
3
2,417
Off Market
2049 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.22
$580,000
5
3
2,892
Recently Sold

Price and Tax history

DateEventPrice
Aug 20, 2026
Source: Stellar MLS #TB8532509
Listed For Sale
$795,000
Feb 6, 2024
Source: Stellar MLS #S5093881
Sold
$535,000
Dec 22, 2023
Source: Stellar MLS #S5093881
Pending
$549,000
Dec 8, 2023
Source: Stellar MLS #S5093881
PriceChange
$549,000
Price decreased by 5%
Nov 27, 2023
Source: Stellar MLS #S5093881
PriceChange
$579,000
Price decreased by 3%

LGBTQ Local Legal Protections

Ting Li, SOUTH EARTH REALTY LLC, (813) 418-0030
Agent Phone: (321) 316-9346

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Frequently asked questions about 2157 WINTERMERE POINTE DRIVE

  • What is the estimated monthly payment for 2157 WINTERMERE POINTE DRIVE?
    Based on a $795,000 list price with 20% down at today's rates, the estimated monthly payment for 2157 WINTERMERE POINTE DRIVE in Winter Garden, FL is approximately $5,674 (about $4,188 principal & interest, $1,411 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 2157 WINTERMERE POINTE DRIVE compare to homes in Winter Garden?
    2157 WINTERMERE POINTE DRIVE in Winter Garden, FL is listed at $795,000, about 36% above the $583K median sale price in Winter Garden.
  • What do residents say about Winter Garden?
    Residents describe Winter Garden, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Winter Garden, FL.
  • What are the closest schools to 2157 WINTERMERE POINTE DRIVE?
    The closest schools to 2157 WINTERMERE POINTE DRIVE in Winter Garden, FL are Lake Whitney Elementary School (Pre-K, rated 10/10), SunRidge Middle School (rated 8/10), West Orange High School (rated 7/10).
  • Does 2157 WINTERMERE POINTE DRIVE have air conditioning?
    Yes, 2157 WINTERMERE POINTE DRIVE in Winter Garden, FL has air conditioning.
  • Does 2157 WINTERMERE POINTE DRIVE have laundry facilities?
    Yes, 2157 WINTERMERE POINTE DRIVE in Winter Garden, FL has laundry facilities.
2157 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787 is a 5 bedroom, 4 bathroom, 3,197 sqft single-family home built in 1999. This property is currently available for sale and was listed by Stellar MLS on Aug 20, 2026. The MLS # for this home is MLS# TB8532509.