6689 Helmsley Cir, Windermere, FL 34786
Property image
Property image
OFF MARKET

$473,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 1,980 sqft

6689 Helmsley Cir, Windermere, FL 34786

Est. Refi. Payment $3,438/mo*
Refinance Your Home
Currently Off Market - Sold Apr 25, 2016 for $263,000

Home Value

Trulia Estimate
$473K
Since last month
Decreased$7K (-1.4%)
Since last year
Increased$20K (+4.4%)
Since last sale
Increased$207K (+78.6%)
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 +76% in the last 10 years
MonthEstimated value
2026
September 2026$470K
August 2026$473K
July 2026$477K
June 2026$476K
May 2026$476K
April 2026$478K
March 2026$475K
February 2026$473K
January 2026$463K
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
6828 HELMSLEY CIRCLE, Windermere, FL
0.14
Single-Family Home
$390,000
06/04/26
4
3
2,064
6573 HELMSLEY CIRCLE, Windermere, FL
0.09
Single-Family Home
$631,900
04/30/26
4
3.5
2,664
6841 HELMSLEY CIRCLE, Windermere, FL
0.20
Single-Family Home
$625,000
03/20/26
4
3
2,371
6897 NORTHWICH DRIVE, Windermere, FL
0.30
Single-Family Home
$565,000
06/30/26
4
3
2,229
6799 HELMSLEY CIRCLE, Windermere, FL
0.16
Single-Family Home
$645,000
06/16/26
4
3.5
2,615
11468 MISTY OAK ALLEY, Windermere, FL
0.34
Single-Family Home
$558,900
09/10/26
3
2.5
2,014
11486 MISTY OAK ALLEY, Windermere, FL
0.36
Single-Family Home
$535,000
06/18/26
3
2.5
1,950
6864 HELMSLEY CIRCLE, Windermere, FL
0.15
Single-Family Home
$470,000
11/03/25
3
2
1,609
6840 HELMSLEY CIRCLE, Windermere, FL
0.16
Single-Family Home
$620,000
06/16/26
4
4
2,847
6615 HELMSLEY CIRCLE, Windermere, FL
0.08
Single-Family Home
$705,000
06/12/26
5
3.5
3,390

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
6701 HELMSLEY CIRCLE, Windermere, FL 34786
0.02
$367,300
2
2.5
1,436
Off Market
6717 HELMSLEY CIRCLE, Windermere, FL 34786
0.04
$363,100
2
2.5
1,436
Off Market
11353 EVESHAM DRIVE, Windermere, FL 34786
0.04
$386,900
2
2.5
1,736
Off Market
6558 HELMSLEY CIRCLE, Windermere, FL 34786
0.09
$617,000
4
3
2,575
Off Market
6552 HELMSLEY CIRCLE, Windermere, FL 34786
0.09
$455,000
4
3
1,980
Recently Sold
11401 EVESHAM DRIVE, Windermere, FL 34786
0.10
$425,000
3
2.5
1,847
Recently Sold
7114 VENTNOR DRIVE, Windermere, FL 34786
0.10
$476,600
4
3
2,105
Off Market
6573 HELMSLEY CIRCLE, Windermere, FL 34786
0.09
$631,900
4
3.5
2,664
Recently Sold
6615 HELMSLEY CIRCLE, Windermere, FL 34786
0.08
$705,000
5
3.5
3,390
Recently Sold
7044 VENTNOR DRIVE, Windermere, FL 34786
0.12
$456,800
4
3
1,980
Off Market
7028 VENTNOR DRIVE, Windermere, FL 34786
0.12
$470,000
4
3
1,980
Recently Sold
7060 VENTNOR DRIVE, Windermere, FL 34786
0.13
$444,900
3
2.5
1,642
For Sale

Local Information

  • Map ViewExplore the area around 6689 Helmsley Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2008
1,980 sqft
$239/sqft
Garage

About this House

Beautiful Two-Story Windermere Townhome. This spacious end unit townhome has nearly 2,000 sq. feet of living space and is loaded with upgrades galore and lots of natural light throughout. Special features include crown molding, upgraded tile and granite counters tops, cabinets and upgraded carpet, The Master Bedroom features a tray ceiling, as well as the balcony overlooking the park, and a huge walk in closet with shelving. The large master bath features a rain shower with body sprays, and a garden tub. Also included are security cameras, surround sound, upgraded ceiling fans and lighting package. The wood cabinets in the kitchen feature roll out shelving for your convenience. The private brick courtyard is sure to please. The home has been impeccably maintained. The lovely Preston Square community is conveniently located near shopping, schools and Disney.
6689 Helmsley Cir, Windermere, FL 34786 is a 4 bedroom, 3 bathroom, 1,980 sqft single-family home built in 2008. It last sold for $263,000 on Apr 25, 2016. More recently, it was listed as a rental in February 2024 with an asking price of $2,995 per month. That rental listing was removed on March 30, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $473,000, with a rent estimate of $3,190/month.

Home Details for 6689 Helmsley Cir

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet
Interior Details
AtticNumber of Rooms: 7Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Security
Security System

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Stucco, Cement ConcretePatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Carport, Garage Attached

Property Information

Year Built
Year Built: 2008Year Updated: 2008
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3613 sqft

Building

Fitness & Sports
Basketball Court

Price and Tax history

DateEventPrice
Mar 30, 2024
Source: Stellar MLS #O6178808
ListingRemoved
Mar 11, 2024
Source: Stellar MLS #O6178808
PriceChange
$2,795
Price decreased by 7%
Feb 13, 2024
Source: Stellar MLS #O6178808
Listed For Rent
$2,995
Apr 25, 2016
Source: Stellar MLS #O5418359
Sold
$263,000
Mar 18, 2016
Source: Agent Provided
Pending
$280,000

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
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  • 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 6689 Helmsley Cir

  • What is 6689 Helmsley Cir estimated to be worth?
    Trulia's estimated value for 6689 Helmsley Cir in Windermere, FL is $473,000.
  • What is the price history for 6689 Helmsley Cir?
    6689 Helmsley Cir in Windermere, FL last sold for $263,000 in April 2016.
  • 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 6689 Helmsley Cir have air conditioning?
    Yes, 6689 Helmsley Cir in Windermere, FL has air conditioning.
  • Does 6689 Helmsley Cir have a pool?
    Yes, 6689 Helmsley Cir in Windermere, FL has a pool.

Explore by feature - Pet Friendly

56 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

69 rentals with a garage in Windermere, FL

Explore by feature - Air Conditioning

87 rentals with air conditioning in Windermere, FL

Explore by feature - Pool

90 rentals with a pool in Windermere, FL

Explore by feature - Washer/dryer

90 rentals with a washer/dryer in Windermere, FL

Explore by feature - Outdoor Space

18 rentals with an outdoor space in Windermere, FL

Apartments for Rent

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Off Market Homes Near 6689 Helmsley Cir

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