2140 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
OFF MARKET

$733,700

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,159 sqft (on 0.27 acres)

2140 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787

Est. Refi. Payment $5,278/mo*
Refinance Your Home
Currently Off Market - Sold May 27, 2025 for $750,000

Home Value

Trulia Estimate
$734K
Since last month
Decreased$4K (-0.6%)
Since last year
Decreased$13K (-1.7%)
Since last sale
Decreased$17K (-2.3%)
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 +93% in the last 10 years
MonthEstimated value
2026
September 2026$733K
August 2026$737K
July 2026$744K
June 2026$746K
May 2026$740K
April 2026$736K
March 2026$728K
February 2026$733K
January 2026$736K
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
0.04
Single-Family Home
$858,000
06/12/26
5
3
3,282
2006 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.24
Single-Family Home
$740,000
08/17/26
5
4
3,011
2049 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.17
Single-Family Home
$580,000
12/17/25
5
3
2,892
13044 LAKESHORE GROVE DRIVE, Winter Garden, FL
0.12
Single-Family Home
$800,000
10/30/25
6
4.5
3,775
2025 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.23
Single-Family Home
$715,000
08/28/26
5
4
2,655
2258 RICKOVER PLACE, Winter Garden, FL
0.40
Single-Family Home
$789,999
01/20/26
5
4
3,081
2425 PRAIRIE VIEW DRIVE, Winter Garden, FL
0.29
Single-Family Home
$641,000
04/30/26
5
3
3,524
2320 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.39
Single-Family Home
$880,000
01/29/26
5
3
3,290
2019 WINTERMERE POINTE DRIVE, Winter Garden, FL
0.24
Single-Family Home
$539,900
10/17/25
4
3
2,455
2640 GROVE VIEW DRIVE, Winter Garden, FL
0.49
Single-Family Home
$765,000
08/05/26
5
3
3,738

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
2157 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.06
$795,000
5
3.5
3,197
For Sale
2163 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.07
$459,600
4
3
2,622
Off Market
2131 TALL OAK DRIVE, Winter Garden, FL 34787
0.04
$858,000
5
3
3,282
Recently Sold
2110 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.07
$680,700
4
2.5
2,505
Off Market
2102 GREEN ASH COURT, Winter Garden, FL 34787
0.08
$749,000
5
3
3,766
For Sale
2103 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.10
$709,300
5
4
3,026
Off Market
13524 LAKE LUNTZ DRIVE, Winter Garden, FL 34787
0.16
$925,600
5
2.5
2,755
Off Market
13044 LAKESHORE GROVE DRIVE, Winter Garden, FL 34787
0.12
$789,200
6
4.5
3,775
Off Market
2236 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.18
$820,200
5
4
3,080
Off Market
2237 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.19
$490,000
4
2
1,950
Recently Sold
2242 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787
0.19
$790,000
5
4
3,381
For Sale

Local Information

  • Map ViewExplore the area around 2140 WINTERMERE POINTE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
0.27 acre lot
3,159 sqft
$232/sqft
3 Car Garage
HOA $90/mo

About this House

What's unique:Heated saltwater poolBreakfast barLush gardensGranite counter spaceFamily roomWater features
Look no further, as this is the Winter Garden home you’ve been searching for! Located in the highly sought-after gated community of Wintermere Pointe. Just minutes from Winter Garden Village, and the Historic Downtown Winter Garden. This home features 5 bedrooms and 4 bathrooms, plus your own getaway with the HUGE 2nd floor BONUS room with Wet Bar. Upon entering, you instantly notice how open and inviting the home is. With lots of natural light guiding you to the formal Dining room and Living room with a pool view. The split floor plan is embraced with 10' high ceilings. The Primary Bedroom is your own retreat with tray ceiling, sliding doors to the pool, and ensuite Primary Bathroom featuring two separate vanities, a Jacuzzi Tub, and two walk-in closets. The Kitchen is a chef’s dream with lots of granite counter space, pantry, breakfast bar, and breakfast nook. It’s open to the Family room, which provides the perfect gathering space. Step outside to your own paradise with a heated saltwater Pool and 2 Spas. Take a tranquil walk along the lush gardens that surround, with water features, artificial turf and fenced for privacy! This community offers a Tennis court, Pickleball and Playground area. New Roof in 2017. From 2020-2025 Repairs/Upgrades include: New, more efficient AC/Heat Pump, installed new Zone Panel and 4 new energy saving thermostats so each zone can run separately. Installed new Puronics Water Conditioner and Water Softener units. Installed more efficient and quieter pool filter. Rescreened lanai and so much more! Pre-existing furnishings and items may convey with the purchase. You can move in with comfort with a 1-year Home Warranty and sellers are also including 1 year of landscaping services. Your paradise awaits, so don’t let it slip away!
2140 WINTERMERE POINTE DRIVE, Winter Garden, FL 34787 is a 5 bedroom, 4 bathroom, 3,159 sqft single-family home built in 1999. It last sold for the $750,000 asking price on May 27, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $733,700, with a rent estimate of $3,913/month.
Last check for updates: about 1 hour ago
Listed by Penny Craig, (407) 506-4017
PREFERRED REAL ESTATE BROKERS, (407) 440-4900
Bought with: Keith Brauman, (407) 421-8611, WEICHERT REALTORS HALLMARK PROPERTIES, (407) 644-5385
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6298566
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

Home Details for 2140 WINTERMERE POINTE DRIVE

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bonus Room, Dinette, Dining Room, Family Room, Kitchen, Living Room, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3159 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Fiber Optics, Fire Hydrant, Phone Available, Public, Street Lights, Underground Utilities, Water Available, Water ConnectedAppliances: Bar Fridge, Oven, Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Kitchen Reverse Osmosis System, Microwave, Range, Range Hood, Refrigerator, Washer, Water Filtration System, Water Purifier, Water Softener, Whole House R.O. SystemDishwasherDisposalDryerLaundry: Electric Dryer Hookup,Inside,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Exhaust Fan,Heat Pump,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Decorative, Electric, Family Room, Non Wood Burning, VentlessSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Tinted Windows, Window TreatmentsDoor: Sliding DoorsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Tile
View
No View
Security
Security: Gated Community, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Deck, Enclosed, Patio, Rear Porch, ScreenedFencing: Fenced, VinylVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedOther Structures: Shed(s)Exterior: Awning(s), Irrigation System, Private Mailbox, Sidewalk, Sprinkler MeteredFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 20x30No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener,Off Street,Oversized
Pool
Pool: Auto Cleaner, Deck, Gunite, Heated, In Ground, Lighting, Salt Water, Screen Enclosure, TilePool
Frontage
Road Frontage: Private RoadResponsible for Road Maintenance: Private Maintained RoadRoad Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 6

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 022327845600480

Price & Status

Price
List Price: $750,000
Status Change & Dates
Off Market Date: Wed Apr 23 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: WINTERMERE POINTE
School Information
Elementary School: Whispering Oak ElemJr High / Middle School: SunRidge MiddleHigh School: Windermere High School

Building

Building Details
Builder Name: Ryland Homes
Building Area
Building Area: 3881 Square Feet

Community

Community Features: Playground, Sidewalks, Tennis Court(s)Not Senior Community
Other
Playground

HOA

HOA Name: Extreme MgmtHOA Phone: 352-366-0234Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $90/Monthly

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6298566Back On Market Date: Tue Apr 22 2025Showing Considerations: No SignShowing Requirements: Appointment Only, Gate Code RequiredUniversal Property Id: US-12095-N-022327845600480-R-N

Additional Information

HOA Amenities: Tennis Court(s)

Price and Tax history

DateEventPrice
May 27, 2025
Source: Stellar MLS #O6298566
Sold
$750,000
Apr 23, 2025
Source: Stellar MLS #O6298566
Pending
$750,000
Apr 22, 2025
Source: Stellar MLS #O6298566
PendingToActive
$750,000
Apr 15, 2025
Source: Stellar MLS #O6298566
Pending
$750,000
Apr 10, 2025
Source: Stellar MLS #O6298566
Listed For Sale
$750,000

Market trends in Winter Garden

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$585K
$1.67KMoM
Sale-to-List Price
98.1%
0.2%MoM
Price per sq ft
$251
$4MoM
Available listings
742
21MoM

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • 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"
    0
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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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2140 WINTERMERE POINTE DRIVE

  • What is 2140 WINTERMERE POINTE DRIVE estimated to be worth?
    Trulia's estimated value for 2140 WINTERMERE POINTE DRIVE in Winter Garden, FL is $733,700.
  • What is the price history for 2140 WINTERMERE POINTE DRIVE?
    2140 WINTERMERE POINTE DRIVE in Winter Garden, FL last sold for $750,000 in May 2025.
  • Is Winter Garden a buyer's or seller's market?
    Winter Garden is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Garden?
    The median sale price in Winter Garden is $585K. That is up $1.67K from the prior month.
  • Does 2140 WINTERMERE POINTE DRIVE have air conditioning?
    Yes, 2140 WINTERMERE POINTE DRIVE in Winter Garden, FL has air conditioning.
  • Does 2140 WINTERMERE POINTE DRIVE have a pool?
    Yes, 2140 WINTERMERE POINTE DRIVE in Winter Garden, FL has a pool.

Explore by feature - Pet Friendly

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