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25052 Whistling Wind
San Antonio TX 78257 US

$1,400,000

Active Listing ID 1996731
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4 bed
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3,080 square feet
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4.00 Bath (3 Full , 1 Half)
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Lot: 2.16 Acres
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Other

$1,400,000

Active Listing ID 1996731
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25052 Whistling Wind 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.

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Property Features

  • Facts
  • Lot Size: 2.16 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Additional Features
  • Fireplace

School Information

  • School
  • Leon Springs(Elementary)
  • Rawlinson(MiddleSchool)
  • Clark(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 1400000
  • unparsedaddress: 25052 Whistling Wind
  • postalcity: San Antonio
  • stateorprovince: TX
  • country: US
  • postalcode: 78257
  • bathroomsfull: 3
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.158
  • lotsizeunits: Acres
  • lotsizearea: 2.158
  • livingarea: 3080
  • livingareaunits: Square Feet
  • latitude: 29.673348
  • longitude: -98.624347
  • listagentfullname: Thomas Fentress
  • listagentemail: dathon@allcityagents.com
  • listagentkey: 3yd-SABORTX-350944
  • listagentmlsid: 350944
  • listagentpreferredphone: (512) 957-9044
  • listagentofficephone: 2106251459
  • listofficekey: 3yd-SABORTX-SCAN0001
  • listofficemlsid: SCAN0001
  • disclaimer: Copyright © 2026 LERA MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: SABORTX
  • yearbuilt: 1997
  • listagenturl: http://www.allcityrealestate.com
  • countyorparish: Bexar
  • elementaryschool: Leon Springs
  • highschool: Clark
  • elementaryschooldistrict: Northside
  • middleorjuniorschooldistrict: Northside
  • highschooldistrict: Northside
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage
  • waterfrontyn: False
  • franchiseaffiliation: None
  • rooms: Bedroom 1, Bathroom 3, Bathroom 4, Bedroom 4, Bedroom 2, Dining Room, Bathroom 1, Family Room, Bedroom 3, Bathroom 2
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -98.624344, 29.673347
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"All City Real Estate, Ltd. Co.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"dathon@allcityagents.com", "ListBrokerageCity":"San Antonio", "ListBrokerageCountry":"US", "ListBrokerageEmail":"dathon@allcityagents.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/SABORTX/63777b315dd411f085de0242ac110004/20250710212621762.png", "ListBrokerageName":"All City Real Estate, Ltd. Co.", "ListBrokeragePhone":"(512) 957-9044", "ListBrokeragePostalCode":"78248", "ListBrokerageStateOrProvince":"TX", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"2722 W. Bitters Road, STE 130", "ListBrokerageWebsiteUrl":"http://www.allcityrealestate.com", "ListOfficeAddress1":"2722 W Bitters Rd., ste. 130 ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"SCAN0001", "ListOfficeCity":"San Antonio", "ListOfficeCountry":"US", "ListOfficeEmail":"mindistangerealty@gmail.com", "ListOfficePostalCode":"78248", "ListOfficeStateOrProvince":"TX", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - San Antonio, TX", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/25052-Whistling-Wind_San-Antonio_TX_78257_M87216-52400?f=listhub&s=SABORTX&m=1996731&c=rexren", "MLSModificationTimestamp":"2026-08-14 18:09:02", "Neighborhoods":[{"Description":null, "Name":"1003"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":25490, "TaxDescription":null, "TaxYear":null}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/15/2026 5:48:11 PM GMT
Source Updated Date: 8/27/2026 12:33:51 PM GMT

Courtesy of: Thomas Fentress, All City Real Estate, dathon@allcityagents.com

Copyright © 2026 LERA MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.