6799 Helmsley Cir, Windermere, FL 34786
SOLD
JUN 16, 2026

6799 Helmsley Cir
Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,615 sqft

$645,000

Last Sold: Jun 16, 2026
2% below list $658K
$247/sqft
Est. Refi. Payment $4,522/mo*
Refinance Your Home

$645,000

Last Sold: Jun 16, 2026
2% below list $658K
$247/sqft
Est. Refi. Payment $4,522/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,615 sqft

Local Information

  • Map ViewExplore the area around 6799 Helmsley Cir.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2011
Living Area
2,615 sqft
Price/Sqft
$247/sqft
Parking
2 Car Garage
HOA
$129/Monthly

About this House

Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.
6799 Helmsley Cir, Windermere, FL 34786 is a 4 bedroom, 4 bathroom, 2,615 sqft single-family home built in 2011. It last sold for $645,000 on Jun 16, 2026 (2% below the $658,000 asking price). More recently, it was listed as a rental in April 2025 with an asking price of $4,500 per month. That rental listing was removed on May 27, 2025. It is currently off market. The Trulia Estimate is $645,100, with a rent estimate of $3,761/month.

Home Details for 6799 Helmsley Cir

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 3, Bathroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2615 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Water ConnectedAppliances: Dishwasher, Disposal, Microwave, RangeDishwasherDisposalLaundry: Laundry RoomMicrowave
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Carpet, Vinyl
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Vinyl
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Balcony, Irrigation System, Lighting, Private Mailbox, SidewalkFoundation: SlabNo 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, PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 144

Property Information

Year Built
Year Built: 2011
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 252327622600330

Price & Status

Price
List Price: $658,000Price Per Sqft: $247/sqft
Status Change & Dates
Off Market Date: Fri Apr 17 2026

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: 3980 Square Feet

Community

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

HOA

HOA Name: Jedi ManagementHOA Phone: 689-204-2057Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $129/Monthly

Lot Information

Lot Area: 5782 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA

Business

Business Information
Ownership: Fee Simple

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: O6361417Back On Market Date: Mon Mar 16 2026Showing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-252327622600330-R-N

Additional Information

HOA Amenities: Basketball Court,Playground,Pool
Last check for updates: about 20 hours ago
Listed by Maqueli Gewehr, (863) 258-5656
WRA BUSINESS & REAL ESTATE, (407) 512-1008
Bought with: Fernanda Pizzamiglio, (508) 364-4606, WRA BUSINESS & REAL ESTATE, (407) 512-1008
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6361417
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 6799 Helmsley Cir

DatePriceEventSource
06/16/2026$645,000Sold
Stellar MLS #O6361417
04/20/2026$658,000PendingStellar MLS #O6361417
04/08/2026$658,000PriceChange
Stellar MLS #O6361417
02/25/2026$670,000PriceChange
Stellar MLS #O6361417
02/13/2026$689,000PriceChange
Stellar MLS #O6361417
01/06/2026$691,000PriceChange
Stellar MLS #O6361417
11/17/2025$699,000Listed For SaleStellar MLS #O6361417
09/13/2025$729,000ListingRemovedStellar MLS #O6290972
07/22/2025$729,000PriceChange
Stellar MLS #O6290972
06/27/2025$748,000PriceChange
Stellar MLS #O6290972
06/19/2025$760,000PriceChange
Stellar MLS #O6290972
06/04/2025$774,000PriceChange
Stellar MLS #O6290972
05/27/2025$4,500ListingRemovedStellar MLS #O6297855
05/18/2025$784,000PriceChange
Stellar MLS #O6290972
05/04/2025$794,000PriceChange
Stellar MLS #O6290972
04/11/2025$4,500Listed For RentStellar MLS #O6297855
03/22/2025$799,000Listed For SaleStellar MLS #O6290972
02/18/2015$325,000Sold
Stellar MLS #O5304357
10/16/2014$358,000PriceChange
Agent Provided
07/02/2014$379,900Listed For SaleAgent Provided
01/20/2012$280,990ListingRemovedAgent Provided
10/17/2011$276,000Sold
N/A
06/03/2011$280,990PriceChange
Agent Provided
05/04/2011$279,990Listed For SaleAgent Provided

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$9,339
Assessment$539,344
Home facts updated by county records

Comparable Sales for 6799 Helmsley Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6840 Helmsley Cir, Windermere, FL
0.06
Single-Family Home
$620,000
06/16/26
4
4
2,847
6841 Helmsley Cir, Windermere, FL
0.10
Single-Family Home
$625,000
03/20/26
4
3
2,371
6573 Helmsley Cir, Windermere, FL
0.21
Single-Family Home
$631,900
04/30/26
4
3.5
2,664
11578 Ashlin Park Blvd, Windermere, FL
0.21
Single-Family Home
$600,000
05/08/26
5
3.5
2,396
6846 Helmsley Cir, Windermere, FL
0.08
Single-Family Home
$620,000
04/24/26
5
3
2,555
6615 Helmsley Cir, Windermere, FL
0.23
Single-Family Home
$705,000
06/12/26
5
3.5
3,390
12524 Aldershot Ln, Windermere, FL
0.39
Single-Family Home
$615,000
07/30/25
4
2.5
2,460

Nearby homes

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Assigned Schools

These are the assigned schools for 6799 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
    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
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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. "
    0
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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
    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
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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
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • 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
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  • 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
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  • 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
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  • 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 - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Homes for sale near 6799 Helmsley Cir

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Off Market Homes Near 6799 Helmsley Cir

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