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For sale
  • Price cut: $100K (6/22)
    $2,150,000

    14640 Whistling Oak Dr, Montgomery, TX 77356

    4beds
    4,641sqft
    : 
    $14,549/mo
    Get pre-qualified
    Single Family Residence
    Built in 2006
    0.27 Acres Lot
    $2,052,500 Zestimate®
    $463/sqft
    $100/mo HOA

    What's special

    Private dockElectric boat liftExpansive terracesInfinity-edge poolFire featuresSpa-style bathReliable boating access
    Deep Water | Unobstructed Views | Rare Lake Conroe Opportunity Luxury waterfront home with elevated positioning capturing panoramic 180° open-water views, private dock, electric boat lift, and infinity-edge pool (2025). Positioned on a steel-reinforced shoreline with strong water depth and reliable boating access, this property also offers direct views of the Walden Lighthouse. Designed for seamless indoor-outdoor living, walls of windows frame the lake, while the infinity-edge pool, fire features, turf, and expansive terraces create a true resort-style setting for entertaining or relaxing at sunset. The primary suite opens to the backyard with a spa-style bath, plus a secondary en-suite bedroom on the main level. Upstairs includes two en-suite bedrooms, a game room with balcony overlooking the water (pool table conveys), and a media room with system and furnishings included.
    187 days
    |
    395
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Barbee Harris TREC #0813308 barbee@realtexasproperties.com,

    Texas Legacy Group

    Source: HAR,MLS#: 20053416MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 5
      Rooms
      • Room types: Family Room, Media Room, Utility Room
      Primary bathroom
      • Features: Full Secondary Bathroom Down, Primary Bath: Double Sinks, Primary Bath: Jetted Tub, Primary Bath: Separate Shower, Secondary Bath(s): Shower Only, Secondary Bath(s): Tub/Shower Combo, Vanity Area
      Kitchen
      • Features: Breakfast Bar, Island w/ Cooktop, Kitchen open to Family Room, Pantry, Walk-in Pantry
      Heating
      • Electric, Natural Gas
      Cooling
      • Ceiling Fan(s), Electric
      Appliances
      • Included: Disposal, Refrigerator, Wine Refrigerator, Convection Oven, Double Oven, Microwave, Electric Cooktop, Electric Range, Dishwasher
      • Laundry: Electric Dryer Hookup, Washer Hookup
      Features
      • Balcony, Crown Molding, High Ceilings, Prewired for Alarm System, Wet Bar, Wired for Sound, 2 Bedrooms Down, 2 Bedrooms Up, 2 Primary Bedrooms, En-Suite Bath, Split Plan, Walk-In Closet(s)
      • Flooring: Carpet, Tile, Travertine, Wood
      • Number of fireplaces: 2
      • Fireplace features: Gas, Gas Log
      Interior area
      • Total structure area: 4,641
      • Total interior livable area: 4,641 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Electric Gate, Attached, Oversized, Additional Parking, Garage Door Opener, Double-Wide Driveway
      • Attached garage spaces: 3
      Features
      • Stories: 2
      • Patio & porch: Covered, Patio/Deck
      • Exterior features: Back Green Space, Balcony, Outdoor Kitchen, Side Yard, Sprinkler System, Boat Lift
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Has spa: Yes
      • Fencing: Back Yard
      • Has view: Yes
      • View description: Canal, Lake, Water
      • Has water view: Yes
      • Water view: Canal,Lake,Water
      • Waterfront features: Bulkhead, Canal Front, Lake Front, Metal Bulkhead
      Lot
      • Size: 0.27 Acres
      • Features: Back Yard, Subdivided, Waterfront, 0 Up To 1/4 Acre
      Details
      • Parcel number: 295027

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Mediterranean
      • Property subtype: Single Family Residence
      Materials
      • Batts Insulation, Stone, Stucco
      • Foundation: Slab on Builders Pier
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2006

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      Green energy
      • Energy efficient items: Thermostat, HVAC, HVAC>13 SEER, HVAC>15 SEER, Exposure/Shade

      Community & HOA

      Community
      • Security: Prewired for Alarm System
      • Subdivision: Water Oak 01
      HOA
      • Has HOA: Yes
      • Amenities included: Controlled Access
      • HOA fee: $100 monthly
      Location
      • Region: Montgomery

      Financial & listing details

      • Price per square foot: $463/sqft
      • Tax assessed value: $1,900,992
      • Annual tax amount: $37,543
      • Date on market: 2/11/2026
      • Listing terms: Cash,Conventional,Investor
      • Exclusions: Art/Pictures, Furnishings, Washer, Dryer And Personal Belowngings.
      • Ownership: Full Ownership
      • Road surface type: Concrete, Curbs, Gutters

        Estimated market value

        $2,052,500

        $1.95M - $2.16M

        $5,284/mo

        Price history

        DateEventPrice
        6/22/2026Price change$2,150,000-4.4%$463/sqft
        Source: HAR #20053416 Report a problem
        5/9/2026Price change$2,250,000-1.3%$485/sqft
        Source: HAR #20053416 Report a problem
        3/20/2026Price change$2,280,000-0.9%$491/sqft
        Source: HAR #20053416 Report a problem
        2/11/2026Listed for sale$2,300,000+67.3%$496/sqft
        Source: HAR #20053416 Report a problem
        4/23/2021Listing removed--
        Source: HAR #12960651 Report a problem
        4/12/2021Pending sale$1,375,000$296/sqft
        Source: HAR #12960651 Report a problem
        4/6/2021Price change$1,375,000+10%$296/sqft
        Source: HAR #35834744 Report a problem
        3/14/2021Pending sale$1,250,000$269/sqft
        Source: HAR #35834744 Report a problem
        3/10/2021Listed for sale$1,250,000$269/sqft
        Source: HAR #35834744 Report a problem
        7/29/2014Sold--
        Source: Agent Provided Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$33,483 +0.8%$1,794,000 +4.5%
        2024$33,234 +15.3%$1,716,000 +20%
        2023$28,819 $1,430,000 +10.4%
        2022-- $1,294,820 +50.3%
        2021$18,287 -9%$861,770 -7.2%
        2020$20,090 -1.3%$928,410 +0.5%
        2019$20,350 -3.6%$924,060 -1.5%
        2018$21,112 +0.5%$938,380 +0.7%
        2017$21,005 +5.2%$931,590 +10%
        2016$19,968 +11.7%$846,900 -3%
        2015$17,884 $872,910 +14.1%
        2014$17,884 $764,770 +9.4%
        2013-- $699,060
        2012-- $699,060
        2011-- $699,060 +4.4%
        2010-- $669,460 -23.7%
        2009-- $877,370
        2008-- $877,370 -1.4%
        2007-- $890,000 +394.4%
        2006-- $180,000 +172.7%
        2005-- $66,000 +76%
        2004-- $37,500
        2003-- $37,500
        2002-- $37,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 77356

        Getting around

        3 / 100
        Car-Dependent
        20 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Stewart Creek Elementary School
        • Middle: Oak Hill Junior High School
        • High: Lake Creek High School

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

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