2744 Pinewood Road, Chester SC

  • 5 Bed
  • 4 Bath
  • 1533 ft2
  • 1.5 ac

For Sale $775,000

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Remarks:

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.

Exterior Features:

In-Ground Irrigation

Interior Features:

Attic Stairs Pulldown, Breakfast Bar, Cable Prewire, Entrance Foyer, Garden Tub, Kitchen Island, Open Floorplan, Pantry, Walk-In Closet(s)

General Information:

List Price: $775,000
Status: For Sale
Bedrooms: 5
Type: Single Family Residence
Approx Sq. Ft.: 1533 sqft
Parking: Driveway, Attached Garage, Garage Door Opener, Garage Faces Side
MLS Number: CAR4394276
Subdivision: Cherry Hills
Style: Transitional
Bathrooms: 4
Lot Description: Creek Front, Creek/Stream, Wooded
Year Built: 2002
Sewer Type: Septic Installed

Assigned Schools:

Elementary: Lewisville
Middle: Lewisville
High: Lewisville

Price & Sales History

Date Event Price $/SQFT
07-07-2026 Listed $775,000 $506
11-10-2025 Price Decrease $774,900-1.29% $506
10-25-2025 Price Decrease $785,000-2.97% $513
09-06-2025 Listed $809,000 $528

Nearby Schools

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Properties For Sale Nearby

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Street Address Distance Status List Price Days on Market
2744 Pinewood Road, Chester SC 0 mi $775,000 days
2894 Lakeshore Drive, Chester SC 0.1 mi $885,000 days
2843 Lakeshore Drive, Chester SC 0.2 mi $499,500 days
2909 Lakeshore Drive, Chester SC 0.2 mi $574,000 days
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Sold Properties Nearby

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  • Down Payment Amount $990,000
    Mortgage Amount $3,960,000
    Monthly Payment (Principal & Interest Only) $19,480

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    Total Monthly Payment $20,941

    Demographic Data For Zip 29706

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    Property Listing Information

    A Courtesy Listing Provided By RE/MAX Executive

    2744 Pinewood Road, Chester SC is a 1533 ft2 on a 1.500 acres lot. This is for $775,000. This has 5 bedrooms, 4 baths, and was built in 2002.

    Based on information submitted to the MLS GRID as of 2026-07-07 10:31:32 EST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Properties displayed may be listed or sold by various participants in the MLS. Click here for more information

    Neither Yates Realty nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing.