6615 Helmsley Circle, FL
Stellar MLS

$690,000

6615 Helmsley Circle

Windermere, FL 34786

Pending
5
Beds
4
Baths
3,390
Sq Ft
0.14
Acres
2011
Built
$204/sqft
Single Family Residence

Property type

2011

Year built

6,165 sqft

Lot size

$204

Price / sq ft

$99/mo

HOA dues

12

Days on market

2

Garage spaces

X

Flood zone

About this home

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.

Estimated monthly payment

Principal & interest$3,489
Property taxes$50
Home insurance (est.)$316
HOA dues$99

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history12 days on market

  1. Status: Pending
    May 27, 2026
  2. Listed$690,000
    May 14, 2026
  3. Price increased$690,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Pending
Days on market
12
Cumulative DOM
172
Subdivision
Preston Square
County
Orange
Year built
2011
Living area
3,390 sq ft
Price/sq ft
$204
Building area
4,480 sq ft (Public Records)
Lot size
6,165 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0385F)
Garage
2 spaces
Annual taxes
$605 (2025)
Parcel #
25-23-27-6226-00-200
Zoning
P-D
MLS #
O6406997

Ask about this home

Have a question? Ask the broker directly.

Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.

Your question is private and goes only to Ryan — it is never published on this page.

Interior Details

Bedrooms
5
Full bathrooms
3
Half bathrooms
1
Flooring
Ceramic Tile, Luxury Vinyl, Tile
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
South

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Covered, Driveway, Ground Level

HOA & Financial

HOA fee
$99 / Monthly
Monthly HOA
$99/mo
Total monthly fees
$99/mo
Total annual fees
$1,193
HOA name
Jedi Management
CDD
No
Homestead exemption
Yes
Min lease term
No Minimum
Listing terms
Cash, Conventional, FHA
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer is responsible for verifying with HOA, city and/or county ordinances regarding all leasing restrictions.

Exterior & Construction

Exterior features
Balcony, French Doors, Lighting, Private Mailbox, Sidewalk
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected

Community

Pets allowed
Yes

Schools

ElementaryASunset Park ElemGreatSchools ↗
MiddleAHorizon West Middle SchoolGreatSchools ↗
High SchoolAWindermere High SchoolGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
OfficeFirst10x13
Living RoomFirst17x12
KitchenFirst9x18
Dining RoomFirst12x12
Family RoomFirst11x18
DinetteFirst10x8
LoftSecond10x7
Bonus RoomSecond17x19
Primary BedroomSecond13x25
Primary BathroomSecond11x9
Bedroom 2Second15x11
Bathroom 2Second4x8
Bedroom 3Second14x11
Bathroom 3Second9x14
Bedroom 4Second13x15

Listing Details

Listing date
2026-05-14
On market date
2026-05-14
Original list price
$690,000
Occupant type
Vacant
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-05-27
Tax legal description
PRESTON SQUARE 71/19 LOT 20

Flood risk

Minimal riskFEMA Zone XPanel 12095C0385F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

From Chase Rd, make a Left on 535 SR, Right to Overstreet, Left to Preston Square, first community on your left side, make a Left on Helmsley, house will be on the cul-de-sac.

More homes like this

MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 3, 2026 at 5:22 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA