Property photo 1
7 Beds
5 Baths
4,260 sqft

$1,500,000

699 BEAR PAW CT, WINTER SPRINGS FL, 32708

Price per sqft$352.11
Built in1984
Property size4,260 sqft
Property typeResidential
Courtesy of RE/MAX TOWN & COUNTRY REALTY, Laura Leigh Wood  Listing Contact: 407-695-2066

Overview

Sold

Listed Dec 16, 2025

Updated Jun 1

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

Additional information

MLS® ID
O6366892

Interior Features

Bedrooms
7
Bathrooms
5
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
1.11 Acres

Other Property Details

Taxes
$8,654
Tax Frequency
Annually
Association Fee Frequency
Monthly
Garage
Yes
View
Yes
Pool
Yes
55+/Senior Community
No

Listings courtesy of Stellar MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Diane Sterling, P.A. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS. 

Based on information submitted to the MLS GRID as of 9:44 PM UTC on 9/24/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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