699 BEAR PAW COURT, Winter Springs, FL 32708 - Seminole County

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.

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 a beer tap and 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

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