Skip main navigation
For sale
    • Price cut: $3K (7/9)
    $429,500

    21114 Chestnut Cove, San Antonio, TX 78266

    4beds
    2,360sqft
    : 
    $2,993/mo
    Get pre-qualified
    Single Family Residence
    Built in 2021
    6,621 Square Feet Lot
    $424,700 Zestimate®
    $182/sqft
    $69/mo HOA

    What's special

    Versatile loftDesigner finishesGas cookingLuxury vinyl flooringStainless steel appliancesPrivate primary suite downstairsQuartz countertops
    Located in the gated community of Winding Oaks, this stunning stone and stucco home exudes modern elegance from the moment you arrive. Its refined exterior and designer finishes set the tone for the beautifully appointed interior, where soaring ceilings and luxury vinyl flooring create a bright, open atmosphere. At the heart of the home, the chef's kitchen showcases striking two-tone cabinetry, quartz countertops, stainless steel appliances, gas cooking, and a statement herringbone backsplash, all flowing seamlessly into the dining and living areas for effortless entertaining. The private downstairs primary suite offers a spa-inspired shower and a spacious walk-in closet. Upstairs, a versatile loft, secondary bedrooms, and flex space provide room to live, work, and unwind. Step outside to a covered patio and enjoy the privacy of a premium corner lot with no rear neighbors. Residents of Winding Oaks enjoy the security of gated living along with outstanding neighborhood amenities, including a community pool, park, playground, and walking trails. Located within the highly acclaimed NEISD and just minutes from premier shopping, dining, and major highways, this exceptional home offers the perfect blend of luxury, comfort, community, and convenience.
    99 days
    |
    130
    |
    7
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Ivan Terrazas TREC #530052 (210) 473-8059,

    Keller Williams City-View

    Source: LERA MLS,MLS#: 1963096MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Split, Walk-In Closet(s), Ceiling Fan(s), Full Bath
      • Area: 210
      • Dimensions: 15 x 14
      Bedroom 2
      • Area: 143
      • Dimensions: 13 x 11
      Bedroom 3
      • Area: 144
      • Dimensions: 12 x 12
      Bedroom 4
      • Area: 144
      • Dimensions: 12 x 12
      Primary bathroom
      • Features: Shower Only, Double Vanity
      • Area: 112
      • Dimensions: 14 x 8
      Dining room
      • Area: 112
      • Dimensions: 14 x 8
      Family room
      • Area: 255
      • Dimensions: 17 x 15
      Kitchen
      • Area: 176
      • Dimensions: 16 x 11
      Heating
      • Central, Natural Gas
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Microwave, Range, Gas Cooktop, Disposal, Dishwasher, Gas Water Heater
      • Laundry: Main Level, Washer Hookup, Dryer Connection
      Features
      • Two Living Area, Liv/Din Combo, Eat-in Kitchen, Kitchen Island, Loft, Utility Room Inside, Open Floorplan, Walk-In Closet(s), Master Downstairs, Ceiling Fan(s), Programmable Thermostat
      • Flooring: Carpet, Ceramic Tile, Vinyl
      • Windows: Double Pane Windows
      • Has basement: No
      • Has fireplace: No
      • Fireplace features: Not Applicable
      Interior area
      • Total interior livable area: 2,360 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Two Car Garage, Garage Door Opener
      • Garage spaces: 2
      Accessibility
      • Accessibility features: Level Lot, First Floor Bath, Full Bath/Bed on 1st Flr, Stall Shower
      Features
      • Levels: Two
      • Stories: 2
      • Pool features: None, Community
      Lot
      • Size: 6,621 Square Feet
      • Features: Corner Lot, Curbs
      Details
      • Parcel number: 165840030010

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Stone, Stucco, Fiber Cement, Radiant Barrier
      • Foundation: Slab
      • Roof: Composition
      Condition
      • Pre-Owned
      • New construction: No
      • Year built: 2021
      Details
      • Builder name: Chesmar

      Utilities & green energy

      • Electric: Cps
      • Gas: CPS
      • Sewer: SAWS, Sewer System
      • Water: SAWS, Water System
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Features: Playground
      • Security: Smoke Detector(s), Prewired, Controlled Access
      • Subdivision: Winding Oaks
      HOA
      • Has HOA: Yes
      • HOA fee: $207 quarterly
      • HOA name: WINDING OAKS HOA
      Location
      • Region: San Antonio

      Financial & listing details

      • Price per square foot: $182/sqft
      • Tax assessed value: $439,430
      • Annual tax amount: $9,229
      • Price range: $429.5K - $429.5K
      • Date on market: 5/1/2026
      • Cumulative days on market: 100 days
      • Listing terms: Conventional,FHA,VA Loan,TX Vet,Cash
      • Road surface type: Paved

        Estimated market value

        $424,700

        $403,000 - $446,000

        $2,631/mo

        Price history

        DateEventPrice
        7/9/2026Price change$429,500-0.7%$182/sqft
        Source: LERA MLS #1963096 Report a problem
        5/29/2026Price change$432,500-0.6%$183/sqft
        Source: LERA MLS #1963096 Report a problem
        5/1/2026Listed for sale$435,000-2.2%$184/sqft
        Source: LERA MLS #1963096 Report a problem
        6/16/2025Listing removed$445,000$189/sqft
        Source: LERA MLS #1848861 Report a problem
        3/11/2025Listed for sale$445,000-4%$189/sqft
        Source: LERA MLS #1848861 Report a problem
        8/31/2024Listing removed$463,500$196/sqft
        Source: LERA MLS #1771769 Report a problem
        7/24/2024Price change$463,500-0.3%$196/sqft
        Source: LERA MLS #1771769 Report a problem
        6/12/2024Price change$465,000-2.1%$197/sqft
        Source: LERA MLS #1771769 Report a problem
        5/2/2024Listed for sale$475,000$201/sqft
        Source: LERA MLS #1771769 Report a problem
        12/30/2023Listing removed--
        Source: Zillow Rentals Report a problem
        12/13/2023Listed for rent$3,100$1/sqft
        Source: Zillow Rentals Report a problem
        12/12/2023Listing removed--
        Source: Zillow Rentals Report a problem
        11/30/2023Price change$3,100-1.6%$1/sqft
        Source: Zillow Rentals Report a problem
        11/24/2023Price change$3,150-4.5%$1/sqft
        Source: Zillow Rentals Report a problem
        11/21/2023Listed for rent$3,300$1/sqft
        Source: Zillow Rentals Report a problem
        12/22/2022Listing removed--
        Source: LERA MLS #1653093 Report a problem
        11/26/2022Listed for sale$475,000$201/sqft
        Source: LERA MLS #1653093 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,414 +6.2%$387,321 +10%
        2024$6,039 -41.5%$352,110 -21.7%
        2023$10,316 +43.7%$449,420 +40.8%
        2022$7,181 +619.6%$319,240 +698.1%
        2021$998 $40,000 +2%
        2020$998 -2.1%$39,200 -0.3%
        2019$1,019 $39,300 -0.5%
        2018$1,019 $39,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 78266

        Getting around

        8 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Roan Forest
        • Middle: Tex Hill
        • High: Johnson
        • District: North East I.S.D.

        Source: LERA MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other San Antonio Topics

                Search
                Updates
                Favorites
                Plan
                Inbox