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9257 Outlook Rock Trl, Windermere, FL 34786

$940,000

Beautiful two-story home with a three-car garage, landscaped yard, and paver driveway at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedrooms

    5

  • Baths

    5

  • Sq. Feet

    3615

  • Year Built

    2017

  • Days On Market

    2

  • $/SqFt

    $260

100 Photos

  • Beautiful two-story home with a three-car garage, landscaped yard, and paver driveway at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Close-up of the mailbox in front of the house at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Three car garage of home with pavers at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Three car garage of home with pavers at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Exterior view of home with front porch and three car garage at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Dining room features large table, decorative lighting, and stylish decor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Office space with modern desk and large window offering natural light at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Office space with modern desk and large window offering natural light at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Dining room features large table, decorative lighting, and stylish decor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Dining room features large table, decorative lighting, and stylish decor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant dining room with statement lighting, wood beam ceiling, and accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant dining room with statement lighting, wood beam ceiling, and accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant dining room featuring a modern chandelier and stylish accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant dining room featuring a modern chandelier and stylish accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Close up on accent wall and cabinet at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Open-concept dining area featuring designer lighting, decor, and easy access to the kitchen and living spaces at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Open-concept dining area featuring designer lighting, decor, and easy access to the kitchen and living spaces at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Cozy breakfast nook with modern lighting and access to outdoor patio at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Cozy breakfast nook with modern lighting and access to outdoor patio at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Breakfast nook with table, art and patio access at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright, open kitchen with a granite island, stainless steel appliances, pendant lighting, and a breakfast nook at 9257 Outlook Rock Trl, Windermere, FL 34786
More Photos \/
  • Bright, open kitchen with granite island, stainless steel appliances, pendant lighting, and adjacent breakfast nook at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright open kitchen with an island, modern pendant lighting, white cabinets, and stainless steel appliances at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Modern kitchen features white cabinets, granite countertops, a stainless steel range hood, and herringbone backsplash at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Modern kitchen features white cabinets, granite countertops, stainless steel range hood, and herringbone backsplash at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Modern kitchen features white cabinets, granite countertops, a stainless steel range hood, and herringbone backsplash at 9257 Outlook Rock Trl, Windermere, FL 34786
  • This kitchen features stainless steel appliances, custom cabinets, granite countertops, wine storage, and a beverage refrigerator at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Kitchen features custom wine storage, granite countertops, stainless steel appliances, and a beverage refrigerator at 9257 Outlook Rock Trl, Windermere, FL 34786
  • This kitchen boasts custom wine storage, granite countertops, stainless steel appliances, and a beverage refrigerator at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Modern kitchen with stainless steel appliances, granite countertops, white cabinets, and herringbone backsplash at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright living room featuring stylish sofas, decorative pillows, and elegant chandelier lighting at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Cozy living area featuring an electric fireplace with decorative mantel and accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Well-lit kitchen boasting granite countertops, stainless steel appliances, and white cabinetry at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Inviting foyer featuring a staircase with wood railing, decorative mirrors, and neutral tones at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Stylish powder room showcasing modern fixtures, a vessel sink, and decorative gold accents at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Stylish powder room showcasing modern fixtures, a vessel sink, and decorative gold accents at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Stylish powder room showcasing modern fixtures, a vessel sink, and decorative gold accents at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Minimalist bonus room features sleek sectional sofa and bright lighting at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Small office space features a desk and chair at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Well-lit bonus room with a large TV, comfortable seating, and minimalist decor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom features a new vanity with an illuminated mirror, contrasted by a gray accent wall and marble flooring at 9257 Outlook Rock Trl, Windermere, FL 34786
  • This bathroom displays a glass enclosed shower with marble tiling, complemented by modern fixtures and a sleek toilet at 9257 Outlook Rock Trl, Windermere, FL 34786
  • An elegant glass shower enclosure shows marble tile, modern fixtures and features convenient shelving at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A functional mudroom entryway, complete with a bench, coat hooks, and custom shelving at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Backyard shows a spacious patio area for outdoor dining and entertaining, surrounded by lush green lawn at 9257 Outlook Rock Trl, Windermere, FL 34786
  • The covered patio features outdoor dining and seating areas, complete with ceiling fans at 9257 Outlook Rock Trl, Windermere, FL 34786
  • The patio includes an outdoor dining area, seating arrangement, and ceiling fans for comfort and shade at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Large fenced backyard includes a trampoline and offers plenty of space for recreation at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Covered patio shows outdoor seating, a fire table, and ceiling fans, creating a relaxed backyard space at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Ornate staircase with wood steps and an iron railing, set against contemporary wall designs at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautiful staircase is central to this home's design with custom wood and an elegant wrought iron railing at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Looking up the wood staircase featuring wrought iron railing detail at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Staged sitting area featuring dark wood floors and mirrored cabinets at 9257 Outlook Rock Trl, Windermere, FL 34786
  • A beautifully staged primary bedroom showcases a tray ceiling, wood floors, a chandelier, and large windows at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Close up of a beautifully staged primary bedroom showcasing a tray ceiling and upholstered headboard at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant bedroom features a tufted headboard, wood floors, and a mirrored dresser at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright hallway with wood floors leading to bathroom with tub at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Organized walk-in closet with shelves and racks for ample storage at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Spacious walk-in closet with ample storage and organization at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Well-organized walk-in closet with shelving, and hanging storage at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Open walk-in closet with shelving and ample storage space at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Luxurious bathroom with double vanity sinks and a soaking tub at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright bathroom featuring a large soaking tub and dual vanities at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom featuring soaking tub, vanity with countertop, and granite sink at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Cozy powder room with tiled floors, toilet and open door at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Tiled shower with glass door, rainfall shower head and built-in shelves at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Tiled shower with glass door and bench seating at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Tiled shower with glass door and built-in shelves at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Spacious living room featuring a white sectional sofa, area rug, and natural light at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant living room with wood accent wall and recessed lighting at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant living room with wood accent wall and recessed lighting at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Spacious living room featuring a white sectional sofa, area rug, and natural light at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Elegant living room with wood accent wall and recessed lighting at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Upstairs hallway with wood flooring and decorative railing at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Upstairs hallway with wood flooring and decorative furnishings at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Stylish bedroom features a modern ceiling fan, wood floors, and an accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Cozy bedroom showcasing wood floors, a ceiling fan, and a decorative accent wall at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedroom featuring wood floors, a modern ceiling fan, and a large television at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedroom features a wood bed frame, a ceiling fan, and a wood floor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedroom features a wood bed frame, a ceiling fan, and a wood floor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedroom showcasing a wood bed frame, a ceiling fan, and a wood floor at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom features a modern vanity, a tile floor, and a shower and tub at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom featuring a modern vanity, tile flooring, and a shower and tub at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom view into bedroom, showing modern vanity, tile flooring, and a tub at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bathroom features a dual sink vanity, tile floors, and a large mirror at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Stylish bedroom featuring a velvet headboard, chandelier, and fresh light-pink paint at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bedroom featuring a velvet headboard, modern chandelier and nice-looking flooring at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Well-lit laundry room with granite countertops, grey cabinets, modern backsplash and modern appliances at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Laundry area with a wood countertop, grey cabinets, modern appliances and a modern backsplash at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Laundry area with grey cabinets, modern appliances and framed images of laundry symbols at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright dining room with modern chandelier, decorative art, and a neutral-colored rug at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Modern office with a glass desk, decorative wall paneling, and a stylish light fixture at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Office with an accent wall, french doors, a glass desk, and a stylish light fixture at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Bright dining room with modern chandelier, decorative wall art, and a large rug at 9257 Outlook Rock Trl, Windermere, FL 34786
  • Dining room with chandelier, modern chairs, wooden table and decorative wall art at 9257 Outlook Rock Trl, Windermere, FL 34786
Less Photos /\

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Home Description

Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails Community This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers exceptional amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. ? Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!

  • Private Pool: False
  • Water Feet: 0
  • Interior Features: Open Floorplan,PrimaryBedroom Upstairs,Stone Counters,Tray Ceiling(s),Walk-In Closet(s)
  • Appliances: Cooktop,Dishwasher,Disposal,Refrigerator
  • Floor Covering: Ceramic Tile,Laminate
  • Exterior Features: Private Mailbox,Sidewalk
  • Exterior Contruction: Stucco
  • Foundation: Slab
  • Front Exposure: North
  • Roof: Shingle
  • Building Sqft: 4840

Available now at $940,000

Approximate Room Sizes / Descriptions

Kitchen15x15FirstCeramic Tile
Living Room20x20FirstCeramic Tile
Family Room20x20FirstCeramic Tile
Primary Bedroom20x20SecondLaminate
Bedroom 213x13SecondLaminate
Bedroom 313x13SecondLaminate
Bedroom 413x13SecondLaminate
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central
  • Utilities: Other
  • Lot Sqft: 7200.00
  • Lot Acres: 0.1700
  • Total Acre: 0 to less than 1/4
  • Lot Num: 213
  • HOA Fees: $87 Monthly
  • HOA Monthly Amount: $87
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Pets Allowed: Breed Restrictions
  • Pet Restrictions: Please communicate to the HOA for any questions

Neighborhood

The average asking price of a 5 bedroom Windermere home in this zip code is $2,556,295 (171.9% more than this home).

This home is priced at $260/sqft, which is 89.3% less than similar homes in the 34786 zip code.

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Financial

  • Approx Payment:$4,573*
  • Taxes:$488

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-5417 and speak with one of our real estate consultants.

Listing Courtesy of ZARIA REALTY GROUP LLC. For information or to schedule a viewing of this property (MLS# O6315160), call: 386 801 5417

9257 Outlook Rock Trl, Windermere FL is a single family home of 3615 sqft and is currently priced at $940,000 . This single family home has 5 bedrooms. A comparable home for sale at 9032 Tavolini Ter in Windermere is listed at $1,595,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Windermere, FL. Glenmuir, Manors At Butler Bay and Reserve At Belmere are nearby neighborhoods. MLS O6315160 has been posted on this site since 6/4/2025 (today).

2025 6/6/2025.

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