# 263 DEER ISLE Drive, Winter Garden, FL 34787 > **TL;DR:** 3bd/3ba single family, $1,495,000 ($547/sqft), built 1988, 2,735 sqft. > Pool, Spa, Fireplace, Waterfront. Est. $7,996/mo. Listed 48 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,495,000 | | Price/sqft | $547 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,735 | | Year Built | 1988 | | Lot Size | 41,818 sqft (0.96 acres) | | Stories | 1 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active Under Contract | | Days on Market | 48 | ## Why This Home Stands Out - **Pool** - Patio, Porch - **Waterfront** - Waterfront location listed - **Views** - Lake, Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $7,560 | | Estimated Insurance | $436 | | **Total** | **$7,996** | ## Nearby Schools - **Elementary:** Tildenville Elem - **Middle:** Lakeview Middle - **High:** West Orange High ## Key Amenities - Pool - Spa - Fireplace - Waterfront - View - A/C - 2-car garage ## Property Highlights - Built in 1988 - 0.96 acre lot - Private pool - Fireplace - Waterfront ## Description ### Agent Description Under contract-accepting backup offers. Welcome home! This turnkey, exquisite custom home enables you to wake up to shimmering water views of Johns Lake and step into the lakefront lifestyle you've been dreaming of. On an acre in a gated community, sellers spared no expense on a complete renovation- exterior to interior and down to the studs. New windows, high end finishes, and designer details in every room rival new construction. Upon entering, you'll be captivated by an abundance of natural light, soaring ceilings and panoramic water views. The foyer leads to the spacious living/office/flex space and dining room with stunning dry bar and 180+ bottle wine fridge. The large family room with fireplace feature wall and bay window adjoins the true gourmet kitchen for open concept living, overlooking the lake and community pond with lighted fountain. A chef's kitchen features tall kitchen cabinets for extra storage, massive center island, large sink, Fisher and Paykel double-drawer dishwasher, Scotsman pellet icemaker. The all Viking appliance pkg includes a 36" refrigerator with 30" freezer, dbl ovens, warming drawer, 6 burner induction stove top. A plumbed, built-in Miele espresso machine provides your favorite morning coffee, hot water, and more. A reverse osmosis water filtration system feeds the kitchen sink, icemakers, coffee machine. The sunroom boasts two walls of new Pella hurricane rated slider doors that flood the home with natural light and frame the stunning waterfront scenery and provides a seamless connection between indoor and outdoor living opening onto the sandstone lanai with oversized resort style sparkling saltwater pool, spa and waterfall. The lanai roof structure is unique in that the vaulted roof and screening provides all weather protection to the pool, built in bar and overflow patio area allowing for entertaining in any weather or watching the Disney fireworks or rocket launches. The lanai is outfitted with 3 large DC ceiling fans and integrated watering system. Spacious primary bedroom with lanai access overlooks the lake and boasts a spa-like bathroom with dual vanities, frameless zero entry shower, free-standing tub and large walk-in closet. The split bedroom plan allows for maximum privacy. Secondary bedrooms are spacious with oversized closets. The exterior, with its professional landscape design and lighting, is designed for play, relaxation and beauty. Enjoy direct access to Johns Lake and spend your days boating, jet skiing, kayaking, paddle boarding, fishing or simply relaxing. A paver walkway from the house leads to the expansive back yard, beachfront, and large fire pit area, perfect for play and entertaining. Private dock with remote boat lift and double jet ski lift allows for lake enjoyment with effortless access. Dock is equipped with running water, lights and no/low maintenance composite decking and handrails. The deep garage is oversized with storage racks and an additional air-conditioned bonus space to be used as a craft/exercise room/home office or air-conditioned storage. Neighborhood amenities include community dock, boat ramp, tennis/pickleball court, basketball court, cable/internet. Conveniently and centrally located with easy access to the Turnpike, 429, 408, downtown Winter Garden and Orlando, the airport, Disney, Universal and area attractions. Minutes to restaurants, shops, hospitals, West Orange Trail. ## Location - **Address:** 263 DEER ISLE Drive, Winter Garden, FL 34787 - **County:** Orange - **Neighborhood:** DEER ISLAND - **Coordinates:** 28.544626, -81.650716 - **Google Maps:** https://www.google.com/maps?q=28.544626,-81.650716 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/O6440044 ## Listing Agent - **Name:** Ronald Haywood - **Brokerage:** Berkshire Hathaway HomeServices Florida Realty - **Broker Phone:** (888) 534-1116 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/263-Deer-Isle-Dr_Winter-Garden_FL_34787_M61675-83256?f=listhub&s=MFRMLSFL&m=O6440044&c=propsimple) ## Photos ![263 DEER ISLE Drive - Photo 1](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2796539237r.jpg) ![263 DEER ISLE Drive - Photo 2](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1174156403r.jpg) ![263 DEER ISLE Drive - Photo 3](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1761072302r.jpg) ![263 DEER ISLE Drive - Photo 4](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f383392497r.jpg) ![263 DEER ISLE Drive - Photo 5](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f838413976r.jpg) ![263 DEER ISLE Drive - Photo 6](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1299689001r.jpg) ![263 DEER ISLE Drive - Photo 7](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2113679578r.jpg) ![263 DEER ISLE Drive - Photo 8](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1749174840r.jpg) ![263 DEER ISLE Drive - Photo 9](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3580607328r.jpg) ![263 DEER ISLE Drive - Photo 10](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3165140527r.jpg) ![263 DEER ISLE Drive - Photo 11](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f304725794r.jpg) ![263 DEER ISLE Drive - Photo 12](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2979295942r.jpg) ![263 DEER ISLE Drive - Photo 13](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3638270642r.jpg) ![263 DEER ISLE Drive - Photo 14](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f772812057r.jpg) ![263 DEER ISLE Drive - Photo 15](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f996192715r.jpg) ![263 DEER ISLE Drive - Photo 16](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f953517969r.jpg) ![263 DEER ISLE Drive - Photo 17](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2636181728r.jpg) ![263 DEER ISLE Drive - Photo 18](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3632404407r.jpg) ![263 DEER ISLE Drive - Photo 19](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3330299198r.jpg) ![263 DEER ISLE Drive - Photo 20](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1256103494r.jpg) ![263 DEER ISLE Drive - Photo 21](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f970915851r.jpg) ![263 DEER ISLE Drive - Photo 22](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3482578941r.jpg) ![263 DEER ISLE Drive - Photo 23](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2901722851r.jpg) ![263 DEER ISLE Drive - Photo 24](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1743897113r.jpg) ![263 DEER ISLE Drive - Photo 25](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2218966942r.jpg) ![263 DEER ISLE Drive - Photo 26](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1709685357r.jpg) ![263 DEER ISLE Drive - Photo 27](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2484929842r.jpg) ![263 DEER ISLE Drive - Photo 28](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2536913388r.jpg) ![263 DEER ISLE Drive - Photo 29](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2006897854r.jpg) ![263 DEER ISLE Drive - Photo 30](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3316628357r.jpg) ![263 DEER ISLE Drive - Photo 31](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2125963393r.jpg) ![263 DEER ISLE Drive - Photo 32](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2350551887r.jpg) ![263 DEER ISLE Drive - Photo 33](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3020640899r.jpg) ![263 DEER ISLE Drive - Photo 34](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2769224057r.jpg) ![263 DEER ISLE Drive - Photo 35](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3552239190r.jpg) ![263 DEER ISLE Drive - Photo 36](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1431127526r.jpg) ![263 DEER ISLE Drive - Photo 37](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3785338656r.jpg) ![263 DEER ISLE Drive - Photo 38](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f433034561r.jpg) ![263 DEER ISLE Drive - Photo 39](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3826505659r.jpg) ![263 DEER ISLE Drive - Photo 40](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f53270204r.jpg) ![263 DEER ISLE Drive - Photo 41](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1949672983r.jpg) ![263 DEER ISLE Drive - Photo 42](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f276863470r.jpg) ![263 DEER ISLE Drive - Photo 43](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f4040452763r.jpg) ![263 DEER ISLE Drive - Photo 44](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f4218377496r.jpg) ![263 DEER ISLE Drive - Photo 45](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f774943057r.jpg) ![263 DEER ISLE Drive - Photo 46](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3265908037r.jpg) ![263 DEER ISLE Drive - Photo 47](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1996770770r.jpg) ![263 DEER ISLE Drive - Photo 48](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1267784152r.jpg) ![263 DEER ISLE Drive - Photo 49](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3501730464r.jpg) ![263 DEER ISLE Drive - Photo 50](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f319711314r.jpg) ![263 DEER ISLE Drive - Photo 51](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f3880039573r.jpg) ![263 DEER ISLE Drive - Photo 52](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f2771592855r.jpg) ![263 DEER ISLE Drive - Photo 53](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f1004828274r.jpg) ![263 DEER ISLE Drive - Photo 54](http://lh.rdcpix.com/3add8730a0663ba61562ca37c0e4c8dcl-f907813624r.jpg) --- **MLS#:** O6440044 | **Updated:** 2026-10-30 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/263-deer-isle-drive-winter-garden-fl-34787-3ae89f5ea6d54565aac578d5d95b7cde) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/263-deer-isle-drive-winter-garden-fl-34787-3ae89f5ea6d54565aac578d5d95b7cde#listing", "url": "https://www.propertysimple.ai/listing/263-deer-isle-drive-winter-garden-fl-34787-3ae89f5ea6d54565aac578d5d95b7cde", "name": "263 DEER ISLE Drive, Winter Garden, FL 34787", "description": "Under contract-accepting backup offers. Welcome home! This turnkey, exquisite custom home enables you to wake up to shimmering water views of Johns Lake and step into the lakefront lifestyle you've been dreaming of. On an acre in a gated community, sellers spared no expense on a complete renovation- exterior to interior and down to the studs. New windows, high end finishes, and designer details in every room rival new construction. Upon entering, you'll be captivated by an abundance of natural light, soaring ceilings and panoramic water views. The foyer leads to the spacious living/office/flex space and dining room with stunning dry bar and 180+ bottle wine fridge. The large family room with fireplace feature wall and bay window adjoins the true gourmet kitchen for open concept living, overlooking the lake and community pond with lighted fountain. A chef's kitchen features tall kitchen cabinets for extra storage, massive center island, large sink, Fisher and Paykel double-drawer dishwasher, Scotsman pellet icemaker. The all Viking appliance pkg includes a 36\" refrigerator with 30\" freezer, dbl ovens, warming drawer, 6 burner induction stove top. A plumbed, built-in Miele espresso machine provides your favorite morning coffee, hot water, and more. A reverse osmosis water filtration system feeds the kitchen sink, icemakers, coffee machine. The sunroom boasts two walls of new Pella hurricane rated slider doors that flood the home with natural light and frame the stunning waterfront scenery and provides a seamless connection between indoor and outdoor living opening onto the sandstone lanai with oversized resort style sparkling saltwater pool, spa and waterfall. The lanai roof structure is unique in that the vaulted roof and screening provides all weather protection to the pool, built in bar and overflow patio area allowing for entertaining in any weather or watching the Disney fireworks or rocket launches. The lanai is outfitted with 3 large DC ceiling fans and integrated watering system. Spacious primary bedroom with lanai access overlooks the lake and boasts a spa-like bathroom with dual vanities, frameless zero entry shower, free-standing tub and large walk-in closet. The split bedroom plan allows for maximum privacy. Secondary bedrooms are spacious with oversized closets. The exterior, with its professional landscape design and lighting, is designed for play, relaxation and beauty. Enjoy direct access to Johns Lake and spend your days boating, jet skiing, kayaking, paddle boarding, fishing or simply relaxing. A paver walkway from the house leads to the expansive back yard, beachfront, and large fire pit area, perfect for play and entertaining. Private dock with remote boat lift and double jet ski lift allows for lake enjoyment with effortless access. Dock is equipped with running water, lights and no/low maintenance composite decking and handrails. The deep garage is oversized with storage racks and an additional air-conditioned bonus space to be used as a craft/exercise room/home office or air-conditioned storage. Neighborhood amenities include community dock, boat ramp, tennis/pickleball court, basketball court, cable/internet. Conveniently and centrally located with easy access to the Turnpike, 429, 408, downtown Winter Garden and Orlando, the airport, Disney, Universal and area attractions. 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