699 BEAR PAW COURT, WINTER SPRINGS, FL 32708

$1,500,000

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… Read More 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 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 Read Less

Courtesy of RE/MAX TOWN & COUNTRY REALTY 407-695-2066

Listing Snapshot

Days Online

Last Updated

Dec 30, 2025

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

4,260

Lot Size

1.11 Acres

Year Built

1984

MLS Number

O6366892

Additional Details

Property Access

Road Surface: Asphalt

Appliances & Equipment

Dryer, Electric Water Heater, Gas Water Heater, Microwave, Range, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Other equipment: Fire Pit, Irrigation Equipment, Private Entrance, Private Yard, RV Hookup, Fuel Tank(s), Generator

Building

Built in 1984, Living area: 4260, Living area units: Square Feet, Building faces East, 1 storey, Levels: One, Construction Materials: Block, Stucco, Frame

Cooling

Central Air

Exterior Features

Patio/Porch Features: Covered, Patio, Screened, Fire Pit, French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Private Yard, Rain Barrel/Cistern(s), RV Hookup, Sidewalk, Sliding Doors

Fireplaces

Wood Burning

Floors

Ceramic Tile, Tile, Wood

Foundation

Slab

Garage

3 spaces

Heating

Electric

Interior Features

Built-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments

Laundry

Laundry Room

Lot

1.11 acres, City Limits, Landscaped, Near Golf Course, Oversized Lot, Sidewalk, Mature Landscaping, Oak Trees, Trees/Landscaped

Parking

1 carport space, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, RV Access/Parking

Pool

Child Safety Fence, Screen Enclosure

Property

Other structures: Additional Single Family Home, Finished RV Port, Outdoor Kitchen, Garden, Pool

Roof

Shingle

Security Features

Smoke Detector(s)

Sewer

Public Sewer

Taxes

Additional parcels description:, Parcel Number: 05-21-31-5FZ-0000-0330, Public Survey Range: 31, Public Survey Section: 05, Annual Amount: $8,654.04, Tax Block: 0000, Tax Book Number: 26-53, Legal Description: LOT 33 TUSCAWILLA UNIT 11A PB 26 PGS 53 & 54, Lot: 33, Year: 2024, Zoning: PUD

Utilities

Cable Available, Electricity Connected, Natural Gas Connected

Windows

Blinds, Double Pane Windows, Drapes, Shutters, Window Treatments

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