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Canopy Oaks Homes for Sale

665 Canopy Estates Drive, Winter Garden
$1,499,900
5 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. EXCEPTIONAL LUXURY IN THE HEART OF WINTER GARDEN! Welcome to this stunning 5-bedroom, 4.5-bathroom pool home nestled within Canopy Oaks, an exclusive, Parade of Homes award-winning gated community featuring just 49 residences. This beautifully upgraded Lockhart II model delivers an exceptional blend of elegance, comfort, and sophistication, featuring TWO luxurious primary suites, one on each floor, a 3-car garage, and private front and rear balconies. Step through the magnificent arched double doors into a breathtaking two-story foyer, where timeless architectural details and modern finishes set the tone. The thoughtfully designed interior showcases a versatile office or flex space, an exquisite wine cellar with authentic Chicago brick flooring, and a gourmet kitchen featuring a 5-burner natural gas cooktop and oversized island. A beautiful wooden staircase with custom forged-iron railings leads upstairs to generously sized bedrooms, a spacious primary suite with an impressive walk-in closet, and a dedicated home theater complete with a movie projector. RECENT UPGRADES includes 2025 A/C system, contemporary light fixtures, updated countertops, fresh interior paint, new downstairs flooring, custom closets, and a beautifully remodeled backyard. Step outside into your private retreat, featuring a sparkling pool and an inviting setting for entertaining or unwinding. LOCATION IS EVERYTHING! Just minutes from Winter Garden Village and Historic Downtown Winter Garden, enjoy convenient access to premier shopping, exceptional dining, and entertainment. With easy connections to Florida’s Turnpike, SR 429, SR 408, and Highway 50, the best of Central Florida is within easy reach. Luxury, exclusivity, and an unbeatable location come together in one extraordinary home. Schedule your private showing today!

665 Canopy Estates Drive, Winter Garden

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Orange County › Winter Garden › Canopy Oaks

Canopy Oaks, Winter Garden

Canopy Oaks is a 2010s neighborhood in south Winter Garden, in the 34787 zip code. Homes are block and stucco. Most homes fall between about 3,600 and 4,700 square feet under air, the median lot is roughly a fifth of an acre, and a three car garage is standard.

Homes here carry an HOA, billed quarterly, typically around $440. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Mostly built in the 2010s, with homes from 2016 to 2020.
  • Construction Block and stucco. Tile roofs are near universal.
  • Style Mediterranean, French Provincial, Other. Predominantly two story.
  • Size Most homes fall between about 3,600 and 4,700 square feet under air.
  • Bedrooms Five bedrooms is the most common plan, then four.
  • Garage A three car garage is standard.
  • Lot The median lot is roughly a fifth of an acre.
  • HOA Billed quarterly, typically around $440. Confirm on a specific parcel before relying on it.

Where Canopy Oaks is

Canopy Oaks, centered at 28.535363, -81.574019. Drag to explore.

Drive times below are measured on the road network from the center of Canopy Oaks, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando25 min16.2
Walt Disney World25 min19.3
Orlando International Airport30 min24.5
Universal Orlando24 min15.1

Public schools nearby

  • West Orange High School 4 min, 0.8 mi
  • Lake Whitney Elementary School 7 min, 2.5 mi
  • Maxey Elementary School 8 min, 2.6 mi
  • SunRidge Elementary School 13 min, 4.7 mi

Private schools nearby

  • Winter Garden Christian Academy 2 min, 0.5 mi
  • ESTEEM Academy 4 min, 1.2 mi
  • StarChild Academy Winter Garden 5 min, 1.6 mi
  • NeuroNest Academy 6 min, 2.1 mi

Parks and recreation

  • North Edge Park 4 min, 1.0 mi
  • West Orange Dog Park 4 min, 1.4 mi
  • Warrior Park 4 min, 1.4 mi
  • West Orange Park 4 min, 1.4 mi

Groceries and errands

  • La Economica Supermarket 6 min, 1.7 mi
  • Target Grocery 7 min, 2.1 mi
  • Bravo Winter Garden 7 min, 2.0 mi
  • Publix Super Market at West Point Commons 6 min, 1.9 mi

Nearest is not the same as zoned. The schools above are the closest ones to Canopy Oaks by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Canopy Oaks actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 8 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

What homes sold for in Canopy Oaks

$1,315,000Median sale price
$334Median per square foot
30 daysMedian days to contract
8Homes sold in 12 months

Sale prices ran from $1,171,000 to $1,499,999.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
3,000 sq ft and up8$1,315,000$33430 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 3 sales, closed at 100% of asking8 days
Reduced at least once 5 sales, closed at 97.8% of the reduced price76 days

Sellers who held their number went under contract in a median 8 days. Sellers who had to reduce took 76 days and still closed at 97.8% of their already reduced price, after a typical cut of $49,000.

Seller concessions

50%Of sales included a seller credit
$12,000Typical credit when there was one
4 of 8Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 5 sales62%
Cash 3 sales38%

Cash was 38% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Canopy Oaks, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Canopy Oaks in Winter Garden, Orange County, covering closed sales from 7 November 2025 through 2 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

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