65 Chestertown Drive

Off Market

65 Chestertown Drive

Southern Pines NC 28374

5056 sq. ft.

41941 sq. ft.

Single-Family

Last sold for $1,800,000

Leigh Amigo, last sold this property on 30 July 2025 after 918 days on market.

Overview

The moment you enter this masterpiece by Fernando Silva, you'll be blown away by the elevated details throughout. Situated on the 3rd tee of the South Course in Forest Creek, you'll step into a soaring great room finished with wood accent ceilings. A showstopping kitchen boasts custom inset cabinetry, handmade Moroccan tile backsplash, unlaquered brass fixtures, a marble island, and soapstone perimeter tops. Thermador appliances include a 48'' gas range, a column freezer, and a refrigerator. You'll also find a wet bar with an ice maker and a wine fridge, and a color-drenched butler's pantry with natural stone floors. The heart of this home is made to show off. The living room sliders open to achieve a seamless indoor/ outdoor space. The covered back patio is complete with marble pavers, an outdoor kitchen, and a fire pit. A main floor primary retreat welcomes you at the end of every day with a spa-inspired bathroom that leaves nothing to be desired. Enjoy a soaking tub and a zero-entry shower with Kohler brass plumbing fixtures. Dual custom closets flank the primary bathroom. With direct access to the back patio, start your morning with a quiet coffee or enjoy a cocktail at sundown. A dedicated office with built-ins provides a sophisticated space to work from home. Down the hall, your guests will have privacy with an ensuite of their own. The laundry room has ample storage and a porcelain utility sink. Upstairs, find a sitting area, 4 generous bedrooms, and 3 bathrooms. A separate stairwell leads to a massive bonus room with commanding golf views and full bath. But it's what you can't see that makes this home spectacular. It's spray foam insulation, Pella windows, a fully encapsulated crawlspace, 8' solid core doors, epoxy floors in the 3-car garage, a full home Generac generator, and so much more. Life in Forest Creek is a dream. Access to two Tom Fazio golf courses (club membership separate), a pool, fitness facility, clubhouse, and more.

Features

6 bedrooms

7 bathrooms

3 carspaces

3 garage spaces

5056 sq. ft. floor area

41941 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Southern Pines over the last 12 months, the estimated median property value of 65 Chestertown Drive is $2.76m.

Median value

$2.76m

Estimated value range

$2.39m - $3.5m

Median days on market

Estimated value trend

113%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Southern Pines. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 65 Chestertown Drive

2025

Sold

$1,800,000

30 Jul 2025 by Leigh Amigo, of Keller Williams Realty

2022

Sold

$150,000

01 Jun 2022 by Ross Laton, of Pines Sotheby's International Realty

Happy sellers in Southern Pines

76%

76% of sellers in Southern Pines reported that their sale price either exceeded or met their price expectations.

Southern Pines stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 15 reviews in Southern Pines over the last 12 months.

Local market activity for 6 bedroom single-family properties in Southern Pines

In the last 12 months, 3 six-bedroom single-family properties similar to 65 Chestertown Drive, have been sold.

This represents a 63% increase in six-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Southern Pines for a market analysis.

Tammy O Lyne

at KELLER WILLIAMS REALTY (PINEHURST)

(383 reviews)

Get a market analysis

Colleen Schreiber

(18 reviews)

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Cherry Amanatidis

at PREMIER REAL ESTATE OF THE SANDHILLS LLC

(63 reviews)

Get a market analysis

James Hurt

(4 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Southern Pines

Tammy O Lyne

Sellers who recommend Tammy O Lyne have praised them for being local expert, responsive, clear communication, reliable, stress-free process, supportive, and well-prepared

5 (383 reviews)
6 Reviews in Southern Pines
7 Sales in Southern Pines

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Colleen Schreiber

Colleen Schreiber is a recommended agent for Southern Pines. They have 4 local sales and collected 5 local reviews across the last 12 months.

5 (18 reviews)
5 Reviews in Southern Pines
4 Sales in Southern Pines

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Cherry Amanatidis

Sellers who recommend Cherry Amanatidis have praised them for being local expert, responsive, dedicated, clear communication, friendly, supportive, and patient