A good reason to jump in to the market! - Chester
Stunning Open floorplan with tons of natural light - Chester
Come explore 2744 W Pinewood RD - Chester
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$775,000

Chester, SC 29706
Listed by Karin Hull · RE/MAX Executive
Bedrooms
5
Bathrooms
4
Living area
3,367 sqft
Year built
2002

About this home

Every once in a while, a truly exceptional property comes along. Nestled on a secluded 1.5-acre lot in Chester, this magnificent brick executive home offers the perfect blend of privacy and luxury. Inside, site-finished hardwood floors welcome you into a stunning two-story foyer, highlighted by a graceful staircase with wrought-iron balusters. The entry is flanked by a formal dining room and double French doors leading to a private home office. A main-floor full bath adds incredible flexibility for guests or multi-generational living. The foyer flows effortlessly into a breathtaking two-story great room, where soaring, south-facing windows frame a cozy gas fireplace. Tucked to the side is a quiet study with custom built-in shelving—ideal for a reading nook or secondary workspace. The open-concept layout is an entertainer’s dream, centering around a premium kitchen equipped with a new GE Profile built-in stainless steel refrigerator, Thermador electric cooktop, and a built-in microwave/oven combination. Step from the kitchen into the enclosed sun porch, which overlooks your private backyard oasis: a heated, salt-water inground Gunite pool. Upstairs, the impressive primary suite serves as a true retreat, featuring a decorative tray ceiling, a massive walk-in closet with custom shelving, and a spa-like luxury bath with a deep Jacuzzi tub and an oversized step-in shower. For ultimate convenience, the laundry room is located just steps away. The secondary bedrooms are equally impressive: one features a private en-suite bath and walk-in closet, while the third and fourth bedrooms share a spacious Jack-and-Jill bath. Spend your summers lounging by the pool or exploring the expansive, wooded grounds bordered by a tranquil creek. This is more than a home—it’s a lifestyle.

Highlights

Private poolFireplace

Property details

MLS #
CAR4394276
Property type
Single Family Residence
Subdivision
Cherry Hills
Status
Active
Days on market
1
On market date
June 27, 2026
Stories
N/A
Total bathrooms
4
Garage spaces
3
Parking spaces
N/A
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Lewisville Elementary
3.92 mi away · Grades -1-4
Zoned school (attendance boundary, 2015-16 data)
2.6
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Below Average (2025)
Enrollment
476
Student:teacher ratio
13.2:1
District
Chester 01
Middle
Lewisville Middle
2.79 mi away · Grades 5-8
Zoned school (attendance boundary, 2015-16 data)
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
444
Student:teacher ratio
15.9:1
District
Chester 01
High
Lewisville High
3.71 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
399
Student:teacher ratio
13.8:1
District
Chester 01

Walkability

Blended score for Chester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

24
Car-dependent
out of 100
EPA National Walkability Index
4.8 / 20 -- Least walkable

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$4,817/mo
$155,000 down
$620,000 loan
Principal & interest$4,021
Property tax (est.)$646
Home insurance (est.)$150

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Data source: Listing information provided by Canopy MLS (carolina) via Trestle/CoreLogic. Last updated June 29, 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.