$795,000
- 2
- beds
- 3 full · 1 half
- baths
- 3,079
- sqft
- 1988
- year built
- 2
- beds
- 3 full · 1 half
- baths
- 3,079
- sqft
- 1988
- year built
- Status:
- Under Contract-Show
- MLS #:
- 4418480
- Listed By:
- Mary Cade Mainwaring - Unique: A Real Estate Collective
- Agent Phone:
- (828) 712-5796
- Agent Email:
- marycade@uniquecollective.us
Set on one of Kenmure's most desirable streets, where golf course views meet the quiet of mature landscaping, 155 Winding Meadows Dr doesn't try to impress — it simply does. Soaring ceilings, a gas fireplace, and 100-year-old white oak floors set the tone. Heated inlaid brick and slate floors run through the main living spaces — a detail that separates this villa from every other on the street. The kitchen is built for someone who actually cooks: a six-burner gas stove, hammered copper sinks, a leathered granite island, and custom cabinetry throughout. The primary suite is a retreat — spa bath with heated slate floors, double vanity, frameless glass shower. An upper-level guest suite and flexible office, plus a finished lower level with additional guest rooms, a den, and a full bath, give this home a livability that stretches well beyond its square footage across three thoughtfully designed levels. Step through the panoramic doors and out to the expansive rear deck and the golf course is your backyard. And then there's Kenmure — gated, with 24-hour security. A Joe Lee-designed 18-hole championship golf course. Six tennis courts, dedicated pickleball and bocce courts. An indoor saline pool and heated outdoor pool. A state-of-the-art fitness center. A clubhouse set in a restored antebellum mansion with themed dinners, wine tastings, and a full calendar of social events. A Charter Golf Membership, valued at $20,000 is included with this property. Minutes to downtown Hendersonville. A short drive to Asheville. Private tours by appointment.
-
- Bedrooms
- 2
-
- Bathrooms
- 3 full · 1 half
-
- Year Built
- 1988
-
- Garage Spaces
- 2.0
-
- Parking Features
- Driveway
-
- Living Area
- 3079.0
-
- Interior Features
- Walk-In Closet(s), Kitchen Island, Storage, Breakfast Bar, Open Floorplan, Entrance Foyer, Built-in Features
-
- Appliances
- Dryer, Dishwasher, Refrigerator, Washer, Gas Range, Gas Oven, Washer/Dryer
-
- Flooring
- Tile, Wood, Brick
-
- Patio And Porch
- Deck
-
- Cooling
- Central Air
-
- Heating
- Natural Gas
-
- Basement
- Finished, Walk-Out Access, Daylight, Interior Entry, Exterior Entry
-
- Lot Features
- On Golf Course
-
- View
- Mountain(s), Golf Course
-
- Utilities
- Natural Gas Available, Electricity Connected, Underground Utilities
-
- Water
- Public
-
- County
- Henderson
-
- City
- Flat Rock
-
- Neighborhood
- Kenmure
-
- Zip Code
- 28731
-
- High School
- East Henderson
-
- Middle School
- Flat Rock
-
- Elementary School
- Hillandale
-
Nearby Schools
-
52out of 100
-
52out of 100
-
48out of 100
-
54out of 100
-
52out of 100
-
54out of 100
-
53out of 100
-
74out of 100
-
55out of 100
-
49out of 100
Disclaimer: ez Home Search School Ratings are on a scale of 1-100 and represent our evaluation of school quality based on academic performance, school resources, community feedback, and demographic factors. School attendance boundaries are for reference only. Contact the school directly to verify enrollment eligibility.
-
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Estimated Value
$926,094
$889,050 - $963,137
Source: Constellation Data Labs
Price History
| 08/30/2018 | Sold | $385,000 |
| Source: Canopy MLS #3370715 | ||
| 06/07/2018 | Price Changed | $399,000 |
| Source: Canopy MLS #3370715 | ||
| Listed | $449,000 | |
| Source: Canopy MLS #3370715 | ||
| 09/29/2026 | Price Changed | $795,000 |
| Source: Canopy MLS #4418480 | ||
| 09/02/2026 | Listed | $849,500 |
| Source: Canopy MLS #4418480 | ||
| 02/26/2026 | Off Market | — |
| Source: Canopy MLS #4350986 | ||
| 03/26/2025 | Off Market | — |
| Source: Canopy MLS #4238602 | ||
Source: MLS Data
Deed History
| 10/30/2020 | Warranty Deed | $510,000 |
| 08/30/2018 | Warranty Deed | $385,000 |
Source: Public records via Constellation Data Labs
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There are currently 2 properties available in Flat Rock, with 1 under contract to close soon. Properties in the city have an average sale price of $189,950 and typically spend 129 days on the market before being sold.
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Source: ez Home Search, MLS Data
Frequently Asked Questions
How do I schedule a tour of 155 Winding Meadows Dr?
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How do I get more information about 155 Winding Meadows Dr?
Click Ask a Question to talk with our team. You already know it is a 2 bed, 3 bath, listed for $795,000. We can talk through recent upgrades, potential seller motivation, how this condominium compares to others in Flat Rock, and can even get you in to see the property quickly.
How do I get a virtual tour of 155 Winding Meadows Dr?
Yes! A virtual tour is available for 155 Winding Meadows Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.
How much is the monthly mortgage payment for 155 Winding Meadows Dr?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 155 Winding Meadows Dr at around $4,524. This includes estimated property taxes and insurance.
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Can I negotiate the asking price for 155 Winding Meadows Dr?
In most cases, yes. Whether 155 Winding Meadows Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Flat Rock's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 155 Winding Meadows Dr?
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You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $795,000 with 3,079 sqft of space—that comes out to approximately $258 per square foot.
How long has this property been on the market?
155 Winding Meadows Dr was listed on September 02, 2026, which means it's been on the market for 74 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 1988, making it approximately 38 years old.
What schools are assigned to this property?
Based on MLS info, this home is zoned for:
- Elementary: Hillandale
- Middle: Flat Rock
- High: East Henderson
Want to see how these schools compare? Check out our Henderson County School Guide to see ratings, reviews, and more for the schools in the area.
Is there an HOA fee for this property, and what does it cover?
This home has an HOA fee of $1,783 paid annually.
Is 155 Winding Meadows Dr still available for sale?
This home is under contract, but may still accept backup offers. Click ♥ to track updates or connect with our local expert to see if it's still worth pursuing.
Source: ez Home Search, MLS Data
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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, Canopy MLS. All rights reserved.
Last Updated: November 15, 2026 at 12:35AM | Source: Canopy MLS | MLS#: 4418480
