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.
For sale
Price cut: $149K (6/23)
$2,250,000
26 Valentine Lane, Highlands, NC 28741
6beds
--sqft
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
- 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
Loading...
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
Video & virtual tour
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
| Date | Event | Price |
|---|---|---|
| 6/23/2026 | Price change | $2,250,000-6.2% |
Source: HCMLS #1003209 Report a problem | ||
| 6/11/2026 | Price change | $2,399,000-4% |
Source: HCMLS #1003209 Report a problem | ||
| 5/18/2026 | Listed for sale | $2,499,000 |
Source: HCMLS #1003209 Report a problem | ||
| 5/5/2026 | Listing removed | $2,499,000 |
Source: BHHS broker feed #1003016 Report a problem | ||
| 4/9/2026 | Listed for sale | $2,499,000 |
Source: HCMLS #1003016 Report a problem | ||
| 4/2/2026 | Listing removed | $2,499,000 |
Source: BHHS broker feed #1001671 Report a problem | ||
| 8/19/2025 | Listed for sale | $2,499,000-2% |
Source: HCMLS #1001671 Report a problem | ||
| 8/11/2025 | Listing removed | $2,550,000 |
Source: HCMLS #1000446 Report a problem | ||
| 4/11/2025 | Listed for sale | $2,550,000-14.9% |
Source: HCMLS #1000446 Report a problem | ||
| 3/21/2025 | Listing removed | $2,995,000 |
Source: HCMLS #1000101 Report a problem | ||
| 2/7/2025 | Listed for sale | $2,995,000 |
Source: HCMLS #1000101 Report a problem | ||
| 1/23/2025 | Listing removed | $2,995,000 |
Source: HCMLS #106171 Report a problem | ||
| 10/4/2024 | Listed for sale | $2,995,000+59.3% |
Source: HCMLS #106171 Report a problem | ||
| 10/21/2022 | Sold | $1,880,000-0.8% |
Source: HCMLS #100849 Report a problem | ||
| 9/29/2022 | Pending sale | $1,895,000 |
Source: HCMLS #100849 Report a problem | ||
| 9/23/2022 | Listed for sale | $1,895,000-28.5% |
Source: HCMLS #100849 Report a problem | ||
| 9/9/2022 | Listing removed | -- |
Source: HCMLS Report a problem | ||
| 7/26/2022 | Price change | $2,650,000-7% |
Source: HCMLS #98717 Report a problem | ||
| 4/18/2022 | Listed for sale | $2,850,000+5.8% |
Source: HCMLS #98717 Report a problem | ||
| 1/4/2022 | Listing removed | -- |
Source: HCMLS Report a problem | ||
| 9/24/2021 | Price change | $2,695,000-5.8% |
Source: HCMLS #97542 Report a problem | ||
| 9/15/2021 | Listed for sale | $2,860,000 |
Source: HCMLS #97472 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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 | -- | $1,120,270 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
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.
Climate risks
Neighborhood: 28741
Nearby schools
GreatSchools rating
- 6/10Highlands SchoolGrades: K-12Distance: 1.2 mi
- 6/10Macon Middle SchoolGrades: 7-8Distance: 12.7 mi
- 3/10Mountain View Intermediate SchoolGrades: 5-6Distance: 12.8 mi
A local agent can set up tours, give advice and negotiate with sellers.
- North Carolina
- Macon County
- Highlands
- 28741
- 26 Valentine Lane





