Sunset settles softly as Asheville begins to glow below.
Views from every room and sunsets for every season
Arrive at the entrance
Evening dining and warm breezes
Arriving through winding gardens and a graceful entrance, the glow of the city lights creates an unforgettable welcome each evening.
A 1970s front door embracing a piece of architectural history opens to early morning or late afternoon light from the original skylight that highlights circular staircase
A curved stairway sets the tone the second someone walks in. The curved stairs feel effortless: a smooth sweep, open space, clean lines, and railings that stay out of the way while still feeling substantial.A curved stairway sets the tone the second someone walks in. The best curved stairs feel effortless: a smooth sweep, open space, clean lines, and railings that stay out of the way while still feeling substantial.A curved stairway feels effortless as it connects the lower level to the main level where the open floor plan provides acress to the den, master bedroom and bath, large living space and kitchen with side porch
A large den a gathering space designed for conversation, comfort, and endless views
Windows surround the bedroom, welcoming mountain light from every direction.
The four-poster bed anchors a bedroom designed for rest and elegance.
A peaceful retreat flowing seamlessly into the private bath beyond.
Windows open to the porte cochere
Stone tile floors, double vanities, and refined finishes create a peaceful, timeless bath.
The winding drive rises gently toward the welcoming porte cochere.
Elegant bath retreat just beyond the four-poster bedroom, designed with timeless detail and warmth.
Gracious living surrounded by light, windows, and mountain beauty.
 photo 17
A gracious gathering space centered around a wood-burning fireplace, beautiful artwork, and elegant mountain living.
 photo 19
 photo 20
 photo 21
Views of Asheville seen from the dining area and grand open space with fireplace
The kitchen opens gracefully to porch living and the heart of the home
Casual dining for six surrounded by windows and porch views overlooking the beauty of Asheville below
Entrance to kitchen from side porch and front door entrance protected by porte-cochere
Sweeping stairway connects the main floor to lower level
Surrounded by windows and views from every angle, the staircase connects the beauty of the outdoors with the warmth of the home within.
The private guest suite includes an en suite bath and garden access
Floor-to-ceiling windows bring the beauty of the gardens indoors.
Beautiful tiled floors, a thoughtfully designed shower bring the beauty into this peaceful bath retreat.
A peaceful bedroom retreat where walls of glass connect the indoors with the beauty beyond.
This inviting bedroom features expansive windows, soft natural light, and tranquil views that create a calming escape.
The staircase leads to inviting lower-level living surrounded by gardens and natural light.
A comfortable shared den opens directly onto the porch and patio gardens
Floor-to-ceiling windows surround this serene bedroom, filling the space with natural light and garden views.
A timeless white bathroom with a spacious shower and convenient access to both the bedroom and adjoining den.
Porch living and early evening social
Gardens and winding paths surround the home with beauty in every season.
Private entrance to lower level from garage through gardens
Lower-level porch with walking garden and access from living area
Minutes from downtown Asheville, this timeless mountain home offers privacy, beauty, and breathtaking views
41 photos

$2,925,000

Asheville, NC 28804
Listed by Betsy Gudger · Ivester Jackson Blackstream
Bedrooms
4
Bathrooms
3.1
Living area
4,071 sqft
Year built
1971

About this home

Located on the slopes of Sunset Mountain, 65 Crestwood Road is a rare legacy estate that captures the timeless elegance, architectural integrity, and gracious living that define Asheville’s most treasured homes. Originally constructed by Abbott Construction for the Pearlman family, this exceptional four-bedroom, three-and-a-half-bath residence was thoughtfully designed to embrace both the beauty of the land and the rhythm of everyday living. Approached by a long private drive, the home welcomes guests beneath a stately porte-cochère and into interiors filled with warmth, craftsmanship, and extraordinary natural light. Built with enduring Grandfather Mountain stone from Linville, North Carolina, the residence showcases original hardwood floors, custom wood detailing, expansive windows, dome-shaped skylights, and beautifully proportioned living spaces designed to bring the outdoors in. Positioned to maximize sweeping mountain ridges and sparkling city views, every room opens to the beauty of Asheville’s landscape. Expansive porches and terraces create seamless indoor-outdoor living, offering unforgettable spaces for entertaining, quiet evenings, and year-round enjoyment of sunsets over the city. The main-level primary suite is a private retreat with breathtaking views and direct access to the surrounding outdoor spaces. The lower level offers three additional bedrooms, beautifully connected sitting areas, and walkout access to established perennial gardens, walking paths, and peaceful outdoor living spaces carefully designed to complement the natural setting. Meticulously maintained with no deferred maintenance, this home offers a rare combination of timeless architecture, exceptional craftsmanship, and modern livability. Located just minutes from downtown Asheville, yet privately positioned within one of the city’s most cherished walking neighborhoods without restrictive HOA oversight, 65 Crestwood Road represents a remarkable opportunity to own a true Sunset Mountain legacy property. 4 Bedrooms | 3.5 Bathrooms | Expansive Porches | Mountain & City Views | Minutes to Downtown Asheville | Legacy Property on Sunset Mountain

Highlights

Fireplace

Property details

MLS #
CAR4378966
Property type
Single Family Residence
Subdivision
Sunset Mountain
Status
Active
Days on market
29
On market date
May 8, 2026
Stories
N/A
Garage spaces
2
Lot size
N/A
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Ira B Jones Elementary
1.04 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
389
Student:teacher ratio
13.0:1
District
Asheville City Schools
Middle
Asheville Middle
2.65 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: C (2025)
Enrollment
623
Student:teacher ratio
11.5:1
District
Asheville City Schools
High
Asheville High
3.37 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: B (2025)
Enrollment
1,135
Student:teacher ratio
13.2:1
District
Asheville City Schools

Mortgage calculator

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Est. monthly payment
$17,765/mo
$585,000 down
$2,340,000 loan
Principal & interest$15,177
Property tax (est.)$2,438
Home insurance (est.)$150

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Data source: Listing information provided by Canopy MLS (carolina) via Trestle/CoreLogic. Last updated June 6, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.