First Time Ever Offered | Original Owner | Corner Lot Pool Home in Cypress Landing! Welcome to a rare opportunity in one of Southwest Orlando's most established and desirable communities—Cypress Landing. Offered for the very first time since it was built, this lovingly maintained, original-owner residence sits on an oversized corner lot beneath a canopy of mature oak trees, offering timeless curb appeal, exceptional privacy, and endless potential. Inside, soaring ceilings, expansive living spaces, and an abundance of natural light create an inviting floor plan designed for comfortable everyday living and effortless entertaining. Formal living and dining rooms welcome guests, while the spacious family room features a beautiful wood-burning fireplace and opens seamlessly to the kitchen and breakfast nook. The thoughtfully designed split-bedroom layout includes a dedicated home office, generously sized secondary bedrooms, and an oversized primary suite complete with dual vanities, garden tub, separate shower, and direct access to the screened pool. Step outside to your private Florida retreat featuring a large screen-enclosed pool, expansive patio, and mature tropical landscaping—perfect for relaxing, entertaining, or enjoying year-round outdoor living. While the interior offers an opportunity for cosmetic updating to match today's design preferences, the home has been exceptionally cared for by its original owner and provides an outstanding foundation for renovation. Several major mechanical components—including the roof, HVAC system, water heater, etc.—have been updated over the years, allowing the next owner to focus on personalizing the home's finishes while benefiting from significant capital improvements already completed. This is the type of home buyers wait for—a solidly built residence with incredible space, outstanding bones, pride of ownership throughout, and the chance to create substantial equity in one of Orlando's most sought-after neighborhoods. Residents of Cypress Landing enjoy beautiful tree-lined streets, tennis and pickleball courts, basketball courts, playgrounds, and a welcoming neighborhood atmosphere. Conveniently located near Windy Ridge K-8, Arnold Palmer's Bay Hill Club & Lodge, Restaurant Row, world-famous attractions, championship golf, shopping, major highways, and Orlando's premier employment centers. Whether you're searching for your forever home or your next luxury renovation opportunity, this is a rare chance to own a home that has been cherished for nearly three decades and is ready for its next chapter.
- Built in 1996
- 2 garage spaces
- $288.61/sqft
- Lot size: 12,253 sqft
- 18 days on market
- Directions: FROM DR. PHILLIPS BLVD AND CONROY WINDERMERE GO WEST, THEN RIGHT INTO CYPRESS LANDING (ON WINDING LAKE CIRCLE), MAKE FIRST RIGHT TO STAY ON WINDING LAKE, CORNER HOUSE ON BELSHIRE.
- County: Orange
- Geo subdivision: CYPRESS LANDING PH 01
Nearby Schools
Windy Ridge Elem
Olympia High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Community Info
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990
- Source: Stellar MLS
- MLS #: O6423936
Listing updated: July 22, 2026 at 10:18PM
Listing provided by: Bobby Baldor, PA, EXP REALTY LLC
Last checked 4 days ago
Listing provided by: Bobby Baldor, PA, EXP REALTY LLC
Last checked 4 days ago
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