25052 Whistling Wind, San Antonio, TX 78257

• 4 beds |
• 4 baths |
• 3,080 sqft

Property Description

Rare Opportunity: **Private Two-Residence Estate on Two Acres**. Discover an exceptional opportunity to own a private **two-home estate** on two beautifully landscaped acres. Ideal for **multi-generational living**, extended family, a **guest house**, **in-law residence**, home business, caretaker quarters, or potential rental income, this unique property offers flexibility rarely found in today's market. Located in a gated neighborhood, the property is fully enclosed with elegant wrought iron and stucco fencing surrounding both the front and back yards. Inside the main residence you'll find beautiful travertine and hardwood flooring, a luxurious kitchen featuring premium granite countertops-including stunning leather-finished granite-a copper farmhouse sink, Viking downdraft cooktop, refaced cabinetry, and exceptional craftsmanship throughout. The adjoining wet bar offers a second copper sink and built-in wine storage for effortless entertaining. The spacious primary suite is conveniently located downstairs with soaring ceilings and multiple walk-in closets. Bedroom four is currently configured as a hobby room but easily serves as a bedroom, office, or flex space. Step outside to your own private retreat featuring a spectacular flagstone and Trex deck patio, majestic live oak trees, fire pit, raised garden areas, and peaceful views across the two-acre property. The resort-style pool includes waterfalls and a large tanning shelf, creating an ideal setting for relaxing or entertaining. The detached residence is much more than guest quarters-it could easily function as a **second home** or **casita**. It features a spacious living room with fireplace, surround sound, and dramatic walls of glass overlooking the grounds. Additional spaces include a large exercise room, a private office with separate exterior entrance that could also serve as a wine room, a full bath with an oversized steam shower, and a loft opening onto an extended balcony. There's even a hidden room waiting to be discovered. Car enthusiasts, hobbyists, or those needing additional workspace will appreciate the additional two-car garage with dedicated workshop area. Properties offering **two residences on one property**, **dual living arrangements**, and this level of privacy, quality, and flexibility are extraordinarily rare. Whether you're searching for a family compound, luxury estate, executive retreat, or a property that accommodates multiple generations under one address, this remarkable home delivers possibilities that are difficult to duplicate.

Listing Status:

Active

Date Added:

July 1, 2026

Data Last Updated:

August 29, 2026 at 12:51AM

Listing Office:

All City Real Estate : (210) 625-1459

Listing Agent:

Thomas Fentress : (210) 861-9119

MLS ID:

1996731

Interior

• General: One Living AreaSeparate Dining RoomEat-In KitchenTwo Eating AreasIsland KitchenBreakfast BarWalk-In PantryGame RoomUtility Room InsideHigh CeilingsOpen Floor PlanHigh Speed InternetLaundry Main LevelWalk in Closets
• Flooring: CarpetingCeramic TileWoodOther
• A/C: Three+ Central
• Heating: CentralElectric
• Fireplace: Three+Family RoomWood Burning
• Eco/Green Feature: Programmable ThermostatDouble Pane WindowsCeiling Fans

Exterior

• General: 4 Sides MasonryStuccoPatio SlabCovered PatioDeck/BalconyWrought Iron FenceSprinkler SystemDouble Pane WindowsStorage Building/ShedHas GuttersSpecial Yard LightingMature TreesDetached QuartersAdditional DwellingDog Run KennelStone/Masonry FenceGarage Apartment
• Style: Two Story
• Pool: In Ground PoolAdjoiningPool/SpaPool is HeatedPools Sweep

Construction

• Roofing: Metal
• Windows: All Remain
• General: TwoSlab

Location

• HOA Amenities: Controlled Access600.0Semi-Annually
• School District: Northside
• County: Bexar

Lot

• Zoning: Ncb 16386 Blk 3 Lot 40 (Hidden Springs) 2012- New Per Plat 9163860030400

Utilities

• Water: Water SystemSeptic