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For sale
  • Price cut: $149K (6/23)
    $2,250,000

    26 Valentine Lane, Highlands, NC 28741

    6beds
    --sqft
    : 
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    Single Family Residence
    Built in 1998
    1.65 Acres Lot
    $2,260,200 Zestimate®
    $--/sqft
    $-- HOA

    What's special

    Fenced yardCascading waterfallsFlowing streamWood-burning fireplaceLarge eat-in kitchenCircular drivewayWarm mountain character
    Just minutes from Main Street in Highlands, yet tucked just outside the town limits, this fully furnished mountain retreat offers the rare balance of convenience, privacy, and unforgettable mountain charm. Whether you’re searching for a personal getaway, full-time residence, or income-producing investment, this property is ready to enjoy from day one and currently operates as a successful vacation rental with an excellent rental history. Set on 1.65 picturesque acres, the property feels like your own private mountain sanctuary. A peaceful pond, cascading waterfalls, flowing stream, and cozy firepit create the perfect backdrop for relaxing evenings under the stars. Surrounded by native landscaping, flowering gardens, and mature trees, every corner of the property invites you to slow down and take in the beauty of the mountains. A circular driveway welcomes you home and provides easy access and additional parking, while the spacious 3-car garage includes a charming 1-bedroom, 1-bath guest house above, making it ideal for hosting family and friends in comfort and privacy. Inside, warm mountain character meets spacious, functional living. The large eat-in kitchen serves as the heart of the home, anchored by a wood-burning fireplace that creates the perfect gathering space after a day spent exploring Highlands. With a total of three fireplaces throughout the home, inviting spaces for gathering and relaxing can be found on every level. The expansive primary suite offers a private office, large walk-in closet, and a relaxing ensuite bath designed for unwinding at the end of the day. A second bedroom on the main level, along with two additional upstairs bedrooms, provides plenty of room for overnight guests. The terrace level adds even more flexibility with a spacious family room, sleeping area, full bath, and direct access to the backyard oasis. A fenced yard offers the perfect place for pets to roam or for enjoying cool mountain mornings surrounded by nature. The expansive back deck is made for mountain living and perfect for summer cookouts, morning coffee, or simply relaxing to the soothing sounds of the stream and waterfalls below. Additional features, including an encapsulated crawl space and whole-home generator, provide comfort and peace of mind year-round. Less than 3 miles from downtown Highlands, you’ll enjoy easy access to boutique shopping, fine dining, and entertainment while still feeling worlds away.
    38 days
    |
    597
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Sarah Strawn,

    Keller Williams Great Smokies,

    Nicole Ernst,

    Keller Williams Great Smokies

    Source: HCMLS,MLS#: 1003209Originating MLS: Highlands Cashiers Board of Realtors

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Main
      Bedroom 2
      • Level: Main
      Bedroom 3
      • Level: Upper
      Bedroom 4
      • Level: Main
      Primary bathroom
      • Level: Main
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Office
      • Level: Main
      Heating
      • Central, Gas
      Cooling
      • Central Air, Ceiling Fan(s), Electric
      Appliances
      • Included: Built-In Oven, Double Oven, Dryer, Dishwasher, Gas Cooktop, Microwave, Refrigerator, Tankless Water Heater, Wine Cooler, Washer
      • Laundry: Washer Hookup, Dryer Hookup, Inside, In Kitchen, Main Level
      Features
      • Wet Bar, Breakfast Bar, Built-in Features, Ceiling Fan(s), Separate/Formal Dining Room, Eat-in Kitchen, Jetted Tub, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Workshop
      • Flooring: Carpet, Tile, Wood
      • Basement: Crawl Space,Encapsulated,Interior Entry
      • Number of fireplaces: 3
      • Fireplace features: Den, Gas Starter, Kitchen, Living Room, Stone, Wood Burning
      • Furnished: Yes
      Interior area
      • Living area range: 4001-4500 Square Feet

      Property

      Parking
      • Total spaces: 3
      • Parking features: Driveway, Garage, Garage Faces Side
      • Garage spaces: 3
      Features
      • Patio & porch: Rear Porch, Enclosed, Heated, Balcony
      • Exterior features: Balcony, Garden, Breezeway, Propane Tank - Leased, Water Feature
      • Has view: Yes
      • View description: Pond, Trees/Woods
      • Has water view: Yes
      • Water view: Pond
      • Waterfront features: Pond, Stream
      Lot
      • Size: 1.65 Acres
      • Features: Back Yard, Front Yard, Landscaped, Native Plants, Pond on Lot, Wooded, Rolling Slope, Waterfall
      • Topography: Rolling,Sloping
      Details
      • Additional structures: Guest House
      • Parcel number: 7449222793 & 7449223518
      • Zoning description: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1998

      Utilities & green energy

      • Electric: Generator
      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Connected, Propane, Other, See Remarks, Water Connected

      Community & HOA

      Community
      • Features: None
      • Subdivision: Valentine Estates
      HOA
      • Has HOA: No
      Location
      • Region: Highlands

      Financial & listing details

      • Tax assessed value: $1,877,500
      • Annual tax amount: $5,818
      • Date on market: 5/18/2026
      • Cumulative days on market: 416 days
      • Road surface type: Paved

        Estimated market value

        $2,260,200

        $2.15M - $2.37M

        $5,316/mo

        Price history

        DateEventPrice
        6/23/2026Price change$2,250,000-6.2%
        Source: HCMLS #1003209 Report a problem
        6/11/2026Price change$2,399,000-4%
        Source: HCMLS #1003209 Report a problem
        5/18/2026Listed for sale$2,499,000
        Source: HCMLS #1003209 Report a problem
        5/5/2026Listing removed$2,499,000
        Source: BHHS broker feed #1003016 Report a problem
        4/9/2026Listed for sale$2,499,000
        Source: HCMLS #1003016 Report a problem
        4/2/2026Listing removed$2,499,000
        Source: BHHS broker feed #1001671 Report a problem
        8/19/2025Listed for sale$2,499,000-2%
        Source: HCMLS #1001671 Report a problem
        8/11/2025Listing removed$2,550,000
        Source: HCMLS #1000446 Report a problem
        4/11/2025Listed for sale$2,550,000-14.9%
        Source: HCMLS #1000446 Report a problem
        3/21/2025Listing removed$2,995,000
        Source: HCMLS #1000101 Report a problem
        2/7/2025Listed for sale$2,995,000
        Source: HCMLS #1000101 Report a problem
        1/23/2025Listing removed$2,995,000
        Source: HCMLS #106171 Report a problem
        10/4/2024Listed for sale$2,995,000+59.3%
        Source: HCMLS #106171 Report a problem
        10/21/2022Sold$1,880,000-0.8%
        Source: HCMLS #100849 Report a problem
        9/29/2022Pending sale$1,895,000
        Source: HCMLS #100849 Report a problem
        9/23/2022Listed for sale$1,895,000-28.5%
        Source: HCMLS #100849 Report a problem
        9/9/2022Listing removed--
        Source: HCMLS Report a problem
        7/26/2022Price change$2,650,000-7%
        Source: HCMLS #98717 Report a problem
        4/18/2022Listed for sale$2,850,000+5.8%
        Source: HCMLS #98717 Report a problem
        1/4/2022Listing removed--
        Source: HCMLS Report a problem
        9/24/2021Price change$2,695,000-5.8%
        Source: HCMLS #97542 Report a problem
        9/15/2021Listed for sale$2,860,000
        Source: HCMLS #97472 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,548 $1,877,500
        2024$5,548 +0.2%$1,877,500
        2023$5,536 +8.8%$1,877,500 +62.2%
        2022$5,086 $1,157,730
        2021$5,086 +6.1%$1,157,730
        2020$4,793 +0.3%$1,157,730
        2019$4,780 +13.7%$1,157,730 +1.4%
        2018$4,204 $1,142,010
        2017-- $1,142,010
        2016-- $1,142,010
        2015-- $1,142,010 +1.9%
        2014$4,181 $1,120,270
        2013$4,181 $1,120,270
        2012-- $1,120,270
        2011-- $1,120,270
        2010-- $1,120,270

        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.
          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.
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          Climate risks

          Neighborhood: 28741

          Getting around

          0 / 100
          Car-Dependent
          3 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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