6757 Helmsley Cir, Windermere, FL 34786
Property image
Property image
OFF MARKET

$492,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,772 sqft

6757 Helmsley Cir, Windermere, FL 34786

Est. Refi. Payment $3,576/mo*
Refinance Your Home
Currently Off Market - Sold Feb 10, 2023 for $469,000

Home Value

Trulia Estimate
$493K
Since last month
Decreased$5K (-1%)
Since last year
Decreased$1K (-0.2%)
Since last sale
Increased$18K (+3.8%)
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 +78% in the last 10 years
MonthEstimated value
2026
September 2026$487K
August 2026$492K
July 2026$492K
June 2026$493K
May 2026$492K
April 2026$494K
March 2026$493K
February 2026$490K
January 2026$485K
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
6864 HELMSLEY CIRCLE, Windermere, FL
0.12
Single-Family Home
$470,000
11/03/25
3
2
1,609
6871 HELMSLEY CIRCLE, Windermere, FL
0.15
Single-Family Home
$545,000
04/03/26
3
2
1,772
6828 HELMSLEY CIRCLE, Windermere, FL
0.08
Single-Family Home
$390,000
06/04/26
4
3
2,064
6841 HELMSLEY CIRCLE, Windermere, FL
0.14
Single-Family Home
$625,000
03/20/26
4
3
2,371
11486 MISTY OAK ALLEY, Windermere, FL
0.26
Single-Family Home
$535,000
06/18/26
3
2.5
1,950
11468 Misty Oak Aly, Windermere, FL
0.24
Single-Family Home
$558,900
09/10/26
3
2.5
2,014
12661 CALDERDALE AVENUE, Windermere, FL
0.52
Single-Family Home
$480,000
12/30/25
3
2
1,696
6799 HELMSLEY CIRCLE, Windermere, FL
0.06
Single-Family Home
$645,000
06/16/26
4
3.5
2,615
6840 HELMSLEY CIRCLE, Windermere, FL
0.10
Single-Family Home
$620,000
06/16/26
4
4
2,847
12796 GARRIDAN AVENUE, Windermere, FL
0.61
Single-Family Home
$500,000
10/14/25
3
2
1,696

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
7114 VENTNOR DRIVE, Windermere, FL 34786
0.03
$476,600
4
3
2,105
Off Market
6717 HELMSLEY CIRCLE, Windermere, FL 34786
0.06
$363,100
2
2.5
1,436
Off Market
6701 HELMSLEY CIRCLE, Windermere, FL 34786
0.09
$367,300
2
2.5
1,436
Off Market
6799 HELMSLEY CIRCLE, Windermere, FL 34786
0.06
$645,000
4
3.5
2,615
Recently Sold
6828 HELMSLEY CIRCLE, Windermere, FL 34786
0.08
$575,000
4
3
2,064
For Sale
6811 HELMSLEY CIRCLE, Windermere, FL 34786
0.07
$652,300
4
3
2,485
Off Market
7060 VENTNOR DRIVE, Windermere, FL 34786
0.09
$444,900
3
2.5
1,642
For Sale
11353 EVESHAM DRIVE, Windermere, FL 34786
0.12
$386,900
2
2.5
1,736
Off Market
6840 HELMSLEY CIRCLE, Windermere, FL 34786
0.10
$620,000
4
4
2,847
Recently Sold
7044 VENTNOR DRIVE, Windermere, FL 34786
0.11
$456,800
4
3
1,980
Off Market
11401 EVESHAM DRIVE, Windermere, FL 34786
0.13
$425,000
3
2.5
1,847
Recently Sold
6846 HELMSLEY CIRCLE, Windermere, FL 34786
0.11
$620,000
5
3
2,555
Recently Sold

Local Information

  • Map ViewExplore the area around 6757 Helmsley Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2010
1,772 sqft
$278/sqft
Garage

About this House

Welcome to a beautifully maintained single family home tucked in the back of the highly desirable community of Preston Square. The split floorplan allows for all to enjoy their privacy while the open concept living spaces in the living room, kitchen, and dining room bring everyone together just as well. Notice the fine details of crown molding, tray ceilings, and 42" kitchen cabinets which give this home the utmost character. For outdoor living, this backyard has it all. With a brick paved and screened in patio along with the fenced in yard, everyone (including the pets!) can all be entertained by whatever your favorite outdoor activities may be. The neutral color tones inside make the atmosphere warm and inviting and without having to lift a finger when you move in. Preston Square has a strong sense of community and offers residents outdoor parks, a swimming pool, a gym, a basketball court, and close proximity to shopping centers and the exciting new offerings of Horizon West.
6757 Helmsley Cir, Windermere, FL 34786 is a 3 bedroom, 2 bathroom, 1,772 sqft single-family home built in 2010. It last sold for $469,000 on Feb 10, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $492,600, with a rent estimate of $3,149/month.

Home Details for 6757 Helmsley Cir

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
Types of Rooms: Walk In Closet, Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: StuccoGardenPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2010Year Updated: 2010
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 6952 sqft

Building

Community rooms
Fitness Center

Price and Tax history

DateEventPrice
Feb 10, 2023
Source: N/A
Sold
$469,000
Dec 19, 2022
Source: Stellar MLS #S5073359
Pending
$484,500
Dec 12, 2022
Source: Stellar MLS #S5073359
Listed For Sale
$484,500
Nov 21, 2022
Source: Stellar MLS #S5073359
ListingRemoved
Sep 20, 2022
Source: Stellar MLS #S5073359
PriceChange
$484,500
Price decreased by 2%

Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

Around this home

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
    Flag
  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
    Flag
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
    Flag
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
    Flag
  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
    Flag
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
    Flag
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
    Flag
  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
    Flag
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
    Flag
  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 6757 Helmsley Cir

  • What is 6757 Helmsley Cir estimated to be worth?
    Trulia's estimated value for 6757 Helmsley Cir in Windermere, FL is $492,600.
  • What is the price history for 6757 Helmsley Cir?
    6757 Helmsley Cir in Windermere, FL last sold for $469,000 in February 2023.
  • Is Windermere a buyer's or seller's market?
    Windermere is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Windermere?
    The median sale price in Windermere is $856K. That is up $41.5K from the prior month.
  • Does 6757 Helmsley Cir have air conditioning?
    Yes, 6757 Helmsley Cir in Windermere, FL has air conditioning.
  • How big is the lot at 6757 Helmsley Cir?
    The lot at 6757 Helmsley Cir in Windermere, FL is about 0.16 acres (6,952 sq ft).

Explore by feature - Pet Friendly

57 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

71 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

89 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

91 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

93 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

20 rentals with an outdoor space in Windermere, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 6757 Helmsley Cir

Skip to last item
Skip to first item

Homes for sale near 6757 Helmsley Cir

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item