699 Bear Paw Ct Winter Springs, FL 32708

Under contract-accepting backup offers. Multi-Generational Home | Two Houses | Luxury Resort-Style Living | 7 Bedrooms / 5 Bathrooms Welcome to 699 Bear Paw Ct - a Craftsman-style retreat set among beautifully manicured gardens on over an acre, offering refined, resort-style living with room for everyone to spread out and still feel effortlessly connected. Both homes are thoughtfully designed on a single level with no interior steps, providing ease of living and long-term comfort. **Back on the Mkt, 12.28.2025** Buyer Unable to Purchase. This rare two-dwelling property offers 7 bedrooms and 5 bathrooms total, making it ideal for extended family, long-term guests, or anyone who values space without separation. The main home includes a separate bonus room that works beautifully for movies, hobbies, or a quiet getaway when the house is buzzing - and also serves as the perfect cabana-style space, allowing you to step inside and relax after a swim. *The guest house is a standalone property, featuring 2 bedrooms and an open kitchen, dining, and living area that feel bright and welcoming. The generously sized primary suite includes a roll-in shower, offering both accessibility and comfort. *Both dwellings connect through a breezeway-style pool area with a pavered pool deck and lanai, creating an easy indoor-outdoor flow. Morning coffee outside, afternoon swims, evening gatherings under the covered area - it all just works. Located within the Tuscawilla community, the property offers the charm of Tuscawilla living, known for its tree-lined streets, parks, and proximity to Tuscawilla Country Club, along with golf cart-friendly roads that make getting around the neighborhood easy and enjoyable. *Exterior & Property Systems* New roofs on both the main house and guest house (2023) 22kVA propane generator supporting both homes, with independent control modules 250-gallon in-ground propane tank Four-stage water filtration system with in-line chlorinator Well-fed, Wi-Fi-enabled irrigation system with 10 zones Property-wide drainage flows to the residential lift station serving the guest house Propane-heated spa On-demand propane water heater serving the second guest room in the main house 30×50 parking pad with 50-amp electrical service and water, accessible from the rear driveway - ideal for RV or boat parking Safety, Security & Technology Fire and smoke detectors reporting directly to the fire station via subscription service Main house and guest house wired for Vivint security system Whole-house data, phone, and cable wiring in the main house, terminating in a dedicated data closet in the laundry room 16-camera surveillance system connected to a Wi-Fi-enabled DVR Multiple smart locks MyQ Wi-Fi garage door opener Wi-Fi-enabled stove Comfort & Everyday Living Whole-house speaker system with independent volume controls in most rooms Game room with custom built-in storage cabinets Summer kitchen equipped with an ice machine Five raised, irrigated flower or vegetable beds near the Hong Kong orchid tree. Ten pineapple plants are along the rear of the home. The Arabica coffee tree is located at the southwest corner of the property. Guest House Summary *New roof (2023)* Independent generator module Private residential lift station Connected to property-wide irrigation, drainage, and filtration systems Wired for Vivint security system