Courtesy of Coldwell Banker D'Ann Harper, Courtney Silver , csilver@cbharper.com

2214 Winding View, San Antonio, Texas, 78260

Discover elevated living in this distinctive Mediterranean-style custom home on one of Summerglen's highest points. Offering an exceptional combination of privacy, architectural character, and panoramic skyline views, the residence sits on a .566-acre homesite, nestled among mature native trees and natural landscaping and beautifully secluded from view. A discreet entrance is reached by ascending steps past a charming koi pond, adding an element of discovery to the home's private setting. The home features three living areas, a family room, game room, and observation retreat, plus separate dining, a dedicated study, and a three-car garage with a workshop. At the heart of the residence, an expansive open-concept family room, gourmet kitchen, and breakfast area create a welcoming space for comfortable living and effortless entertaining. Soaring ceilings, abundant natural light, and a striking floor-to-ceiling limestone fireplace anchor the family room, while the kitchen features rich wood cabinetry, granite countertops, stainless steel appliances, and a generous center island with seating. The main-level primary suite offers a serene escape with vaulted ceilings, beautiful natural light, and direct outdoor access. Its generously proportioned bath features separate vanities and a soaking tub. A dedicated study with custom built-ins and a fireplace provides an inviting space for work or quiet reflection. The second-floor game room, complete with a fully equipped entertainment bar, offers additional space for recreation and gathering. Above it, a truly remarkable third-floor observation retreat features windows on three sides for skyline views across the surrounding landscape. Accessible by both a spiral staircase and an elevator serving all four levels, from the garage to the observation retreat, this elevated space is a captivating destination for taking in the scenery. Outdoors, the home embraces its natural surroundings. A beautifully designed freeform pool, raised stone spa, and water feature, complemented by covered patios and an outdoor kitchen, create an inviting setting for entertaining or relaxing in complete privacy. Native plants, mature trees, and thoughtfully preserved natural landscaping provide a lush, secluded backdrop. With its classic barrel tile roof, timeless Mediterranean styling, extraordinary privacy, and unforgettable views, this one-of-a-kind residence offers a rare opportunity to enjoy a distinctive home in a truly special setting.

Active

$1,200,000

Single Family / Detached

3 bds

4 ba

4,404 Sqft

0.57 Acre

MLS

2023717

272.470 per sqft

3+ Stories

Built in 2006

SUMMERGLEN

20154.47 (2025)

Disclaimer: The information contained in this listing has not been verified by Coldwell Banker D'Ann Harper and should be verified by the buyer.

Information provided by LERAMLS

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ADDRESS & DIRECTIONS

  • Street Address: 2214 Winding View
  • City: San Antonio
  • State: Texas
  • County: Bexar
  • Subdivision: SUMMERGLEN
  • Directions:
    Highest homesite between Doral Crest and Callaway

PROPERTY FEATURES

General Information

  • Pool/Spa Features: In Ground Pool,AdjoiningPool/Spa,Pool is Heated,Pools Sweep
  • Lot Decription : County VIew,1/2-1 Acre,Secluded,Xeriscaped

Heating /Cooling Features

  • Heating : Central,Zoned,2 Units
  • Heating Fuel : Electric
  • Air Conditioning : Two Central,Zoned

Rooms Information

  • Primary Bedroom : DownStairs,Outside Access,Walk-In Closet,Ceiling Fan,Full Bath
  • Primary Bathroom : Tub/Shower Separate,Double Vanity,Tub has Whirlpool
  • Family Room Level : Main Level
  • Dining Room Level : Main Level
  • Primary Bedroom Level : Main Level
  • Primary Bathroom Level : Main Level
  • Breakfast Room Level : Main Level
  • Other Rooms : Game Room,Sun Room

Interior Features

  • Interior Features : Three Living Area
  • Kitchen Level : Main Level
  • Kitchen Length : 19
  • Kitchen Width : 15
  • Floor : Carpeting,Stone
  • Window Coverings: All Remain

Parking Features

  • Additional/Other Parking :Open
  • Garage/Carport :Three Car Garage,Attached,Oversized
  • Neighborhood Amenities :Controlled Access,Tennis,Park/Playground,Basketball Court,Guarded Access

Construction Features

  • Construction : Pre-Owned
  • Foundation : Slab

Utility Information

  • Water/Sewer :Water System,Sewer System,City

SCHOOLS NEAR 2214 Winding View

  • Courtesy of Coldwell Banker D'Ann Harper, Courtney Silver
  • Property last updated on LERAMLS : 10/15/2026 5:15:03 PM