6528 HELMSLEY CIRCLE, WINDERMERE, Orange, Residential
  • $325,000

Overview

Property ID: O6408661
  • Townhouse
  • Type
  • 2
  • Bedrooms
  • 2.5
  • Bathrooms
  • 2
  • Garages
  • 1411 Square Feet
  • Area Size

Description

One or more photo(s) has been virtually staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE**

Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value.

Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home.

The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day.

Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort.

Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel.

Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of.

Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value.

Schedule a private showing today!

  • Address: HELMSLEY
  • City: WINDERMERE
  • State/county: Orange
  • Zip/Postal Code: 34786
  • Area: PRESTON SQUARE

Details

Updated on May 19, 2026 at 7:59 am
  • Property ID O6408661
  • Price $325,000
  • Property Size 1411 Square Feet
  • Land Area 0.06 Square Feet
  • Bedrooms 2
  • Bathrooms 2.5
  • Garages 2
  • Year Built 2008
  • Type Townhouse
  • Property Status Residential

Additional details

  • AssociationAmenities Basketball Court, Playground, Pool
  • AssociationFee 315
  • AssociationFeeFrequency Monthly
  • AssociationFeeIncludes Community Pool, Maintenance Grounds, Pest Control, Recreational Facilities
  • BathroomsFull 2
  • BathroomsHalf 1
  • BuildingAreaTotal 2169
  • CommunityFeatures Park, Playground, Pool, Sidewalks
  • ConstructionMaterials Block
  • ContractStatusChangeDate 2026-05-18
  • Cooling Central Air
  • CoveredSpaces 2
  • CumulativeDaysOnMarket 0
  • DaysOnMarket 0
  • DirectionFaces North
  • Directions From FL-429, take Exit 19 for CR-535/Winter Garden Vineland Road. Head south on CR-535 toward Windermere for approximately 4 miles. Turn left onto Overstreet Road, then right into the Preston Square community on Helmsley Circle. Continue straight and the property will be on your right at 6528 Helmsley Circle, Windermere, FL 34786.
  • ElementarySchool Sunset Park Elem
  • Flooring Ceramic Tile, Hardwood
  • FoundationDetails Slab
  • Furnished Unfurnished
  • Heating Central
  • HighSchool Windermere High School
  • InternetAddressDisplayYN 1
  • InternetAutomatedValuationDisplayYN 1
  • InternetConsumerCommentYN 1
  • InternetEntireListingDisplayYN 1
  • LaundryFeatures Inside, Laundry Room
  • LeaseConsideredYN 1
  • Levels Two
  • ListAOR Orlando Regional
  • ListAgentAOR Orlando Regional
  • ListAgentEmail daniel@nhrghomes.com
  • ListAgentFullName Daniel Rodriguez
  • ListAgentKey cdc26f6abde40ba7177d11f1f40ada02
  • ListAgentMlsId 261220520
  • ListAgentPreferredPhone 407-934-0305
  • ListOfficeKey a3038ec068a461f90077e83c922603e3
  • ListOfficeMlsId 261025247
  • ListOfficeName NEW HEIGHTS REALTY GROUP
  • ListOfficePhone 407-934-0305
  • ListingContractDate 2026-05-17
  • ListingKey 45405e8bf325f01afd5c8d4cea59bd96
  • ListingTerms Cash, Conventional, FHA, Owner May Carry, VA Loan
  • LivingAreaSource Public Records
  • LotSizeArea 2756
  • LotSizeSquareFeet 2756
  • MLSAreaMajor 34786 - Windermere
  • MiddleOrJuniorSchool Horizon West Middle School
  • MlsStatus Active
  • ModificationTimestamp May 19, 2026 at 05:01am
  • OnMarketDate 2026-05-18
  • OriginalEntryTimestamp May 18, 2026 at 11:41pm
  • OriginalListPrice 325000
  • OriginatingSystemKey stellar
  • OriginatingSystemName Stellar MLS
  • Ownership Fee Simple
  • ParcelNumber 252327622600780
  • PetsAllowed Cats OK, Dogs OK, Yes
  • PhotosChangeTimestamp May 18, 2026 at 11:44pm
  • PhotosCount 40
  • PostalCode 34786
  • PostalCodePlus4 5900
  • RoadSurfaceType Asphalt
  • Roof Shingle
  • RoomsTotal 5
  • Sewer Public Sewer
  • SourceSystemKey 790867378
  • SpecialListingConditions None
  • StateOrProvince FL
  • StatusChangeTimestamp May 18, 2026 at 11:41pm
  • StreetName HELMSLEY
  • StreetNumber 6528
  • StreetNumberNumeric 6528
  • StreetSuffix CIRCLE
  • TaxAnnualAmount 3641
  • TaxBlock 00
  • TaxBookNumber 71-19
  • TaxLegalDescription PRESTON SQUARE 71/19 LOT 78
  • TaxLot 78
  • TaxYear 2025
  • Utilities Cable Available, Electricity Connected
  • WaterSource Public
  • Zoning P-D

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