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Homes for sale under $5 million in Chester, NC

ChesterUp to $5MHomeCondominiumTownhomeDuplex

Homes for Sale in Chester

2374 Brooks Road, Chester, SC 29706$949,900Active

2374 Brooks Road, Chester, SC 29706

3 Bed · 2 Bath · 1,838 Sqft

Single Family Residence · Built 2005 · 2-Car Garage

MLS# CAR4388940

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2744 Pinewood Road, Chester, SC 29706$759,900Active

2744 Pinewood Road, Chester, SC 29706

5 Bed · 4 Bath · 3,367 Sqft

Single Family Residence · Built 2002 · 3-Car Garage

MLS# CAR4394276

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2520 Wooten Road, Chester, SC 29706$750,000Active Under Contract

2520 Wooten Road, Chester, SC 29706

4 Bed · 3 Bath · 2,889 Sqft

Single Family Residence · Built 1977

MLS# CAR4384506

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2231 Wooten Road, Chester, SC 29706$735,000Coming Soon

2231 Wooten Road, Chester, SC 29706

3 Bed · 3 Bath · 2,408 Sqft

Single Family Residence · Built 2025 · 2-Car Garage

MLS# CAR4415404

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128 End Street, Chester, SC 29706$599,000Active

128 End Street, Chester, SC 29706

7 Bed · 5 Bath · 4,946 Sqft

Single Family Residence · Built 1911 · 2-Car Garage

MLS# CAR4374253

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1134 Oakwood Drive, Chester, SC 29706$575,000Active

1134 Oakwood Drive, Chester, SC 29706

4 Bed · 3 Bath · 3,140 Sqft

Single Family Residence · Built 2012 · 2-Car Garage

MLS# CAR4414941

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2352 Brooks Road, Chester, SC 29706$525,000Active Under Contract

2352 Brooks Road, Chester, SC 29706

3 Bed · 2 Bath · 1,717 Sqft

Single Family Residence · Built 2005 · 2-Car Garage

MLS# CAR4411438

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2843 Lakeshore Drive, Chester, SC 29706$489,000Active

2843 Lakeshore Drive, Chester, SC 29706

4 Bed · 3 Bath · 2,660 Sqft

Single Family Residence · Built 2008 · 2-Car Garage

MLS# CAR4372789

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2913 Saluda Road, Chester, SC 29706$475,000Active Under Contract

2913 Saluda Road, Chester, SC 29706

3 Bed · 2 Bath · 1,667 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4383752

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2553 Mt Prospect Road, Chester, SC 29706$459,900Active

2553 Mt Prospect Road, Chester, SC 29706

4 Bed · 3 Bath · 1,828 Sqft

Single Family Residence · Built 2026

MLS# CAR4413897

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143 End Street, Chester, SC 29706$450,000Active Under Contract

143 End Street, Chester, SC 29706

4 Bed · 3 Bath · 2,921 Sqft

Single Family Residence · Built 1925 · 2-Car Garage

MLS# CAR4402952

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2902 Peden Bridge Road, Chester, SC 29729$449,900Active

2902 Peden Bridge Road, Chester, SC 29729

3 Bed · 3 Bath · 1,864 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4404992

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1003 Slick Rock Road, Chester, SC 29706$430,000Active

1003 Slick Rock Road, Chester, SC 29706

4 Bed · 3 Bath · 1,776 Sqft

Single Family Residence · Built 1991

MLS# CAR4407880

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3448 Center Road, Chester, SC 29706$415,000Active

3448 Center Road, Chester, SC 29706

2 Bed · 2 Bath · 1,363 Sqft

Single Family Residence · Built 2004 · 2-Car Garage

MLS# CAR4403921

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2605 Mt Prospect Road, Chester, SC 29706$409,900Active

2605 Mt Prospect Road, Chester, SC 29706

3 Bed · 2 Bath · 1,537 Sqft

Single Family Residence · Built 2025

MLS# CAR4301856

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1162 JA Cochran ByPass, Chester, SC 29706$389,900Active

1162 JA Cochran ByPass, Chester, SC 29706

4 Bed · 3 Bath · 2,240 Sqft

Single Family Residence · Built 1976 · 7-Car Garage

MLS# CAR4401548

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912 Redwood Lane, Chester, SC 29706$385,000Active

912 Redwood Lane, Chester, SC 29706

3 Bed · 2 Bath · 1,858 Sqft

Single Family Residence · Built 1986 · 3-Car Garage

MLS# CAR4295225

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679 Fairforest Road, Chester, SC 29706$380,000Active

679 Fairforest Road, Chester, SC 29706

5 Bed · 4 Bath · 2,322 Sqft

Single Family Residence · Built 1970 · 2-Car Garage

MLS# CAR4373763

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880 Columbia Road, Chester, SC 29706$374,900Active

880 Columbia Road, Chester, SC 29706

3 Bed · 3 Bath · 2,981 Sqft

Single Family Residence · Built 2002 · 1-Car Garage

MLS# CAR4404382

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569 Great Falls Highway, Chester, SC 29706$369,900Active

569 Great Falls Highway, Chester, SC 29706

3 Bed · 2 Bath · 2,440 Sqft

Single Family Residence · Built 1952

MLS# CAR4289287

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159 Lacy Street, Chester, SC 29706$369,000Active

159 Lacy Street, Chester, SC 29706

4 Bed · 3 Bath · 3,012 Sqft

Single Family Residence · Built 1854

MLS# CAR4401942

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616 Pineview Lakes Road, Chester, SC 29706$365,000Active

616 Pineview Lakes Road, Chester, SC 29706

3 Bed · 2 Bath · 1,869 Sqft

Single Family Residence · Built 1960 · 2-Car Garage

MLS# CAR4403010

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112 Crestwood Circle, Chester, SC 29706$360,000Active

112 Crestwood Circle, Chester, SC 29706

2 Bed · 2 Bath · 2,671 Sqft

Single Family Residence · Built 1960

MLS# CAR4397080

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2360 Baton Rouge Road, Chester, SC 29706$349,900Active

2360 Baton Rouge Road, Chester, SC 29706

3 Bed · 2 Bath · 1,716 Sqft

Single Family Residence · Built 9999

MLS# CAR4384244

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3116 Pilgrim Road, Chester, SC 29706$349,000Active

3116 Pilgrim Road, Chester, SC 29706

3 Bed · 2 Bath · 1,303 Sqft

Single Family Residence · Built 1973 · 1-Car Garage

MLS# CAR4410227

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2541 Rocky Creek Road, Chester, SC 29706$348,999Active

2541 Rocky Creek Road, Chester, SC 29706

5 Bed · 3 Bath · 2,279 Sqft

Single Family Residence · Built 2024

MLS# CAR4395237

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157 Walnut Street, Chester, SC 29706$340,000Active

157 Walnut Street, Chester, SC 29706

5 Bed · 3 Bath · 2,512 Sqft

Single Family Residence · Built 1930

MLS# CAR4414752

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111 Hemphill Avenue, Chester, SC 29706$339,900Active

111 Hemphill Avenue, Chester, SC 29706

4 Bed · 4 Bath · 1,798 Sqft

Single Family Residence · Built 1900

MLS# CAR4403805

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1532 Pinckney Road, Chester, SC 29706$325,000Active Under Contract

1532 Pinckney Road, Chester, SC 29706

3 Bed · 2 Bath · 1,723 Sqft

Single Family Residence · Built 1952

MLS# CAR4409791

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122 Crestwood Drive, Chester, SC 29706$325,000Active

122 Crestwood Drive, Chester, SC 29706

5 Bed · 3 Bath · 2,300 Sqft

Single Family Residence · Built 1950

MLS# CAR4367764

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756 Old Richburg Road, Chester, SC 29706$320,000Active

756 Old Richburg Road, Chester, SC 29706

3 Bed · 2 Bath · 1,648 Sqft

Single Family Residence · Built 1972

MLS# CAR4403019

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107 Pine Street, Chester, SC 29706$319,900Active

107 Pine Street, Chester, SC 29706

5 Bed · 4 Bath · 3,549 Sqft

Single Family Residence · Built 1921

MLS# CAR4353000

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94 White Oak Street, Chester, SC 29706$319,000Active Under Contract

94 White Oak Street, Chester, SC 29706

4 Bed · 4 Bath · 1,736 Sqft

Duplex · Built 2026

MLS# CAR4376324

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2221 New Hope Church Road, Chester, SC 29706$309,000Active Under Contract

2221 New Hope Church Road, Chester, SC 29706

3 Bed · 1 Bath · 1,422 Sqft

Single Family Residence · Built 1965

MLS# CAR4387251

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871 Saluda Road, Chester, SC 29706$305,000Active Under Contract

871 Saluda Road, Chester, SC 29706

3 Bed · 2 Bath · 1,620 Sqft

Single Family Residence · Built 1964 · 2-Car Garage

MLS# CAR4356174

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752 Cedar Lane, Chester, SC 29706$299,900Active Under Contract

752 Cedar Lane, Chester, SC 29706

4 Bed · 3 Bath · 2,032 Sqft

Single Family Residence · Built 1967 · 2-Car Garage

MLS# CAR4411545

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126 Sunset Drive, Chester, SC 29706$298,599Active Under Contract

126 Sunset Drive, Chester, SC 29706

4 Bed · 2 Bath · 2,200 Sqft

Single Family Residence · Built 1978

MLS# CAR4290675

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533 McNinch Avenue, Chester, SC 29706$298,000Active

533 McNinch Avenue, Chester, SC 29706

3 Bed · 3 Bath · 1,480 Sqft

Single Family Residence · Built 2026 · 1-Car Garage

MLS# CAR4346000

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170 York Street, Chester, SC 29706$295,000Active

170 York Street, Chester, SC 29706

2 Bed · 2 Bath · 2,421 Sqft

Single Family Residence · Built 1923

MLS# CAR4406696

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519 Birdie Haven Drive #31, Chester, SC 29706$285,000Active Under Contract

519 Birdie Haven Drive #31, Chester, SC 29706

4 Bed · 3 Bath · 2,670 Sqft

Single Family Residence · Built 2005 · 1-Car Garage

MLS# CAR4387286

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113.5 Graham Street, Chester, SC 29706$285,000Active

113.5 Graham Street, Chester, SC 29706

4 Bed · 2 Bath · 1,630 Sqft

Single Family Residence · Built 2026

MLS# CAR4403838

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1023 Horizon Lane, Chester, SC 29706$284,840Active

1023 Horizon Lane, Chester, SC 29706

4 Bed · 3 Bath · 2,174 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4415882

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1021 Horizon Lane, Chester, SC 29706$284,840Active

1021 Horizon Lane, Chester, SC 29706

4 Bed · 3 Bath · 2,174 Sqft

Single Family Residence · Built 2026 · 2-Car Garage

MLS# CAR4391078

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657 Still Street, Chester, SC 29706$280,000Active

657 Still Street, Chester, SC 29706

3 Bed · 2 Bath · 1,279 Sqft

Single Family Residence · Built 2026

MLS# CAR4364429

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191 End Street, Chester, SC 29706$279,900Active

191 End Street, Chester, SC 29706

3 Bed · 2 Bath · 1,940 Sqft

Single Family Residence · Built 1947 · 2-Car Garage

MLS# CAR4388647

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1150 Radcliff Road, Chester, SC 29706$279,900Active

1150 Radcliff Road, Chester, SC 29706

3 Bed · 2 Bath · 1,413 Sqft

Single Family Residence · Built 1973

MLS# CAR4401504

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107 Hinton Street, Chester, SC 29706$274,900Active Under Contract

107 Hinton Street, Chester, SC 29706

4 Bed · 3 Bath · 3,339 Sqft

Single Family Residence · Built 1900

MLS# CAR4380779

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110 Gaston Street, Chester, SC 29706$273,000Active

110 Gaston Street, Chester, SC 29706

3 Bed · 3 Bath · 1,280 Sqft

Single Family Residence · Built 2026 · 1-Car Garage

MLS# CAR4407296

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764 Old York Road, Chester, SC 29706$270,000Active

764 Old York Road, Chester, SC 29706

3 Bed · 2 Bath · 1,500 Sqft

Single Family Residence · Built 2026

MLS# CAR4336938

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974 Old York Road, Chester, SC 29706$269,900Active Under Contract

974 Old York Road, Chester, SC 29706

4 Bed · 2 Bath · 2,128 Sqft

Single Family Residence · Built 2024

MLS# CAR4343137

View Listing

There are currently 103 homes for sale in Chester, NC priced under $5M. Prices range from $45,000 to $949,900 with a median of $269,000.

Listings courtesy of Canopy MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 08/24/2026, 10:45:49 AM. 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.

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