6536 Helmsley Cir, Windermere, FL 34786
OFF MARKET

6536 Helmsley Cir
Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 1,794 sqft

$427,300

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $3,012/mo*
Refinance Your Home

$427,300

Trulia Estimate
as of Jul 15, 2026
Est. Refi. Payment $3,012/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,794 sqft

Local Information

  • Map ViewExplore the area around 6536 Helmsley Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

One or more photo(s) has been virtually staged. Welcome to your dream home in Preston Square! This fabulous END unit townhome offers the perfect blend of style, comfort and an unbeatable location. The Primary Bedroom downstairs and 8ft doors downstairs are just the beginning of the incredible features that await you. Step inside and be greeted by the warmth of Wood Laminate flooring that flows through the main living space. Dual pane windows offer energy efficiency and natural light throughout. The oversized great room is an entertainer's delight complemented by a dream kitchen featuring white 42" cabinets with under cabinet lighting and sparkling Granite countertops. Escape to the downstairs primary retreat where a tray ceiling, walk-in closet and a luxurious bath await. The bath boasts a dual sink vanity, granite counters, an oversized soaking tub as well as a separate shower with upgraded wall tile. The convenience of a downstairs laundry room with washer (2018), dryer, and laundry sink adds to the practicality of the home. Upstairs, a bonus room awaits, perfect for play, office, or library use. The secondary bedrooms are generously sized with one featuring a wall of closets and the other a spacious walk-in closet. The upstairs bath is appointed with a white vanity and upgraded tile tub/shower. Recent upgrades include a NEW Roof in 2023 and HVAC (16 SEER) replacement in 2019, ensuring worry-free living. Cute rear, brick paver courtyard perfect for container gardening, play area or just relaxing. Enjoy a maintenance-free lifestyle where the HOA takes care of maintenance services such as lawn care, mulching, exterior paint, annual pressure washing, termite bond and exterior pest control. Enjoy the community amenities including pool, playground, basketball court and a park area with workout stations. The location is unbeatable with a short walk to the Blueberry farm and Elementary School. Shopping and restaurants are just 5 minutes away. Highly rated area schools make this the perfect family home. Don't miss out on the opportunity to make this exceptional home yours! RUN to see it now, as it will not last! Bedroom Closet Type: Walk-in Closet (Primary Bedroom).
6536 Helmsley Cir, Windermere, FL 34786 is a 3 bedroom, 3 bathroom, 1,794 sqft townhouse built in 2008. It last sold for $435,000 on Mar 6, 2024 (1% above the $430,000 asking price). It is currently off market. The Trulia Estimate is $427,300, with a rent estimate of $2,622/month.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
View
No Info
HOA
$288/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 6536 Helmsley Cir

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Balcony Porch Lanai, Bonus Room, Dining Room, Great Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1794 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Fire Hydrant, Sewer Connected, Street Lights, Underground UtilitiesAppliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Double Pane Windows, Window TreatmentsFlooring: Carpet, Laminate, TileCommon Walls: Corner Unit, End Unit
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Laminate, Tile
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, PatioVegetation: Mature Landscaping, Oak Trees, Trees/LandscapedExterior: Courtyard, Irrigation System, Sidewalk, Sprinkler MeteredFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 19x19No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Alley Access,Driveway,Garage Door Opener,Garage Faces Rear
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 3

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Townhouse
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 252327622600760

Price & Status

Price
List Price: $430,000
Status Change & Dates
Off Market Date: Thu Feb 08 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINDERMERECommunity: PRESTON SQUARE
School Information
Elementary School: Sunset Park ElemJr High / Middle School: Horizon West Middle SchoolHigh School: Windermere High School

Building

Building Area
Building Area: 2326 Square Feet

Community

Community Features: Association Recreation - Owned, Community Mailbox, Deed Restrictions, Irrigation-Reclaimed Water, Park, Playground, Pool, SidewalksNot Senior Community
Other
Playground

HOA

HOA Fee Includes: Community Pool, Maintenance Grounds, Recreational FacilitiesHOA Name: Jedi ManagementHOA Phone: 689-204-2057Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $288/Monthly

Lot Information

Lot Area: 4379 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6176267Showing Considerations: LockboxShowing Requirements: ShowingTimeUniversal Property Id: US-12095-N-252327622600760-R-N

Additional Information

HOA Amenities: Basketball Court,Park,Playground,Pool,Recreation Facilities,Tennis Court(s)
Last check for updates: about 14 hours ago
Listed by Sherri Palmer, (407) 718-0412
EXP REALTY LLC, (888) 883-8509
Bought with: Brynn Allen, (407) 617-8963, CORCORAN PREMIER REALTY, (407) 965-1155
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6176267
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

Price History for 6536 Helmsley Cir

DatePriceEventSource
03/06/2024$435,000Sold
Stellar MLS #O6176267
02/08/2024$430,000PendingStellar MLS #O6176267
02/05/2024$430,000Listed For SaleStellar MLS #O6176267
03/24/2021ListingRemovedN/A
11/04/2015$227,500Sold
N/A
09/02/2015$229,900Listed For SaleN/A
09/26/2008$226,600Sold
Stellar MLS #O4877145

Market trends in Windermere

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$722K
$50KMoM
Sale-to-List Price
97.3%
0.2%MoM
Price per sq ft
$273
$11MoM
Available listings
285
6MoM
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Property Tax and Assessment

Year2024
Tax$6,458
Assessment$363,711
Home facts updated by county records

Comparable Sales for 6536 Helmsley Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6552 Helmsley Cir, Windermere, FL
0.03
Townhouse
$455,000
07/07/26
4
3
1,980
7028 Ventnor Dr, Windermere, FL
0.05
Townhouse
$470,000
03/26/26
4
3
1,980
6528 Helmsley Cir, Windermere, FL
0.01
Townhouse
$350,000
06/12/26
2
2.5
1,411
11692 Water Run Aly, Windermere, FL
0.44
Townhouse
$459,000
01/14/26
3
2.5
1,712
12884 Calderdale Ave, Windermere, FL
0.50
Townhouse
$390,000
08/25/25
3
2.5
1,565
7249 Shadeview Aly, Windermere, FL
0.45
Townhouse
$395,000
07/13/26
3
2.5
1,569
11818 Water Run Aly, Windermere, FL
0.47
Townhouse
$410,000
02/23/26
3
2.5
1,588
12879 Emersondale Ave, Windermere, FL
0.52
Townhouse
$390,000
04/30/26
3
2.5
1,565
11854 Water Run Alley, Windermere, FL
0.48
Townhouse
$400,000
04/30/26
3
2.5
1,588
7482 Bentonshire Ave, Windermere, FL
0.56
Townhouse
$390,000
01/29/26
3
2.5
1,428

Nearby homes

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Assigned Schools

These are the assigned schools for 6536 Helmsley Cir.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windermere

At least 270 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

  • 79 % 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
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  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
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  • 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
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  • 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. "
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  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
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  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
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  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
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  • 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
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  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
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  • 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
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  • 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
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  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
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  • 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
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  • 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
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  • 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
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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Apartments for Rent

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Explore by feature - Pet Friendly

42 pet-friendly rentals in Windermere, FL

Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 6536 Helmsley Cir

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Off Market Homes Near 6536 Helmsley Cir

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