Chester | Luxury Homes for Sale & Real Estate

Home Office, Interior, Recessed Lighting

Dining room, Interior, Recessed Lighting

$28,000,000

25 Oakland Ave, Chester, NY

270,000 sf

Listing Courtesy of EREALTY ADVISORS, INC, JOEL WEISER - 845-204-8063

$8,000,000

7 Black Meadow Rd, Chester, NY

13,060 sf

virtual tour

Listing Courtesy of KELLER WILLIAMS REALTY, CHRIS SCIBELLI - 845-494-3749

Attached, Exterior, Facade, Brick Facade, Ranch

$1,750,000

42 Brookside Ave, Chester, NY

4,020 sf

Listing Courtesy of KELLER WILLIAMS REALTY, CLAUDE Y BRISCHOUX - 845-629-4997

price reduced

Attached, Exterior, Facade, Queen Anne Victorian

Backyard, Exterior, Facade, Queen Anne Victorian

Backyard, Exterior, Facade, Brick Facade, Farmhouse

Chandelier, Fireplace, Interior, Wood Texture Flooring

Chandelier, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Chandelier, Empty room, Fireplace, Interior, Wood Texture Flooring

Chandelier, Empty room, Interior, Wood Texture Flooring

Chandelier, Empty room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Dining room, Interior, Kitchen, Stone Walls

Interior, Kitchen, Stone Walls, Wooden Beams

Interior, Kitchen, Wooden Beams, Wood Texture Flooring

Chandelier, Interior, Wood Texture Flooring

Empty room, Interior, Wood Texture Flooring

$1,500,000

206 Greycourt Rd 190, Chester, NY

Listing Courtesy of EXP REALTY, SUSAN MCMULLEN - 917-733-5609

price reduced

$1,500,000

206 Greycourt Rd 190, Chester, NY

3,000 sf

Listing Courtesy of EXP REALTY, SUSAN MCMULLEN - 917-733-5609

Dining room, Interior, Pendant Lights, Wooden Beams, Wood Texture Flooring

Dining room, Interior, Wooden Beams, Wooden Ceilings, Wood Texture Flooring

Dining room, Interior, Wood Texture Flooring

Dining room, Interior, Stone Walls, Wooden Beams, Wood Texture Flooring

Interior, Wood Texture Flooring, Wooden Walls

Home Office, Interior, Stone Walls, Wine Storage, Wooden Beams, Wood Texture Flooring

Interior, Kitchen, Stainless Steel Appliances

$1,499,999

37-39 Main St, Chester, NY

4 br4 ba7,308 sf

Listing Courtesy of EXP REALTY, JAMES FELDHAUS - 845-248-8008

Interior, Pendant Lights, Wood Texture Flooring

Fireplace, Interior, Wood Texture Flooring

Empty room, Fireplace, Interior, Wood Texture Flooring

Interior, Kitchen, Wood Texture Flooring

Interior, Kitchen, Stone Walls, Tile Countertops, Wood Texture Flooring

Interior, Kitchen, Stainless Steel Appliances, Tile Countertops, Wood Texture Flooring

Dining room, Interior, Kitchen, Stone Walls, Wood Texture Flooring

Empty room, Interior, Stone Walls, Wood Texture Flooring

$1,300,000

90 Main St, Chester, NY

4 br2 ba, 1 half ba3,955 sf

Listing Courtesy of SERHANT LLC, STEVEN WROBEL JR - 845-489-1544

price reduced

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Bathroom, Empty room, Interior, Recessed Lighting

Interior, Living room, Recessed Lighting

Bedroom, Interior, Wood Texture Flooring

Dining room, Interior, Kitchen, Recessed Lighting

Interior, Wooden Beams, Wooden Ceilings, Wood Texture Flooring

Empty room, Interior, Recessed Lighting, Wood Texture Flooring

Interior, Stone Walls, Wooden Beams, Wooden Ceilings, Wood Texture Flooring

$949,000

1 Winkler Pl, Chester, NY

7,493 sf

Listing Courtesy of KELLER WILLIAMS REALTY, DEAN DILTZ - 845-325-0214

contract signed

$799,900

40 Mountainside Dr, Chester, NY

4 br2 ba, 1 half ba2,500 sf

Listing Courtesy of OUR HOUSE REAL ESTATE GROUP, KAREN GAUVIN - 845-705-8093

$799,000

148 Brookside Ave, Chester, NY

Listing Courtesy of KELLER WILLIAMS REALTY, JOSEPH DISTELBURGER - 845-344-7170

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Dining room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Chandelier, Dining room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Interior, Living room, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Wood Texture Flooring

$789,000

48 Brennan Ct, Chester, NY

4 br2 ba, 1 half ba3,063 sf

Listing Courtesy of HUDSON VALLEY GRIFFITH, LINDA A CLARK - 845-283-2122

contract signed

$759,900

27 Grand View Ter, Chester, NY

5 br3 ba, 1 half ba4,490 sf

Listing Courtesy of EXP REALTY, RANDOLPH ROGERS - 646-523-4016

Bathroom, Interior, Wood Texture Flooring

Empty room, Fireplace, Interior, Recessed Lighting

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting

Chandelier, Dining room, Fireplace, Interior, Pendant Lights

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances

Dining room, Fireplace, Interior, Kitchen, Pendant Lights, Recessed Lighting

Bathroom, Dual Sink Vanities, Free Standing Baths, Interior, Marble, Recessed Lighting

Bathroom, Free Standing Baths, Glass Shower, Interior, Marble, Marble Walls, Wooden Walls

Bathroom, Dual Sink Vanities, Interior, Wooden Walls

Backyard, Exterior, Hot Tub, Playground, Solar Panels

$649,000

9 June Rd, Chester, NY

4 br2 ba, 1 half ba2,402 sf

Listing Courtesy of EXP REALTY, JASON J. MADISON - 914-202-0351

Backyard, Exterior, Facade, French Provincial

Chandelier, Dining room, Interior, Wood Texture Flooring

Dining room, Fireplace, Interior, Kitchen, Living room, Recessed Lighting

Chandelier, Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Fireplace, Interior, Living room, Stone Walls, Wood Texture Flooring

$585,000

12 Bianca Blvd, Chester, NY

4 br2 ba, 1 half ba3,200 sf

virtual tour

Listing Courtesy of HOWARD HANNA RAND REALTY, AOIFE T FREEMAN - 917-656-0040

new

Attached, Backyard, Exterior, Facade, Queen Anne Victorian

Fireplace, Interior, Living room, Wood Texture Flooring

Chandelier, Dining room, Interior, Pendant Lights, Wood Texture Flooring

Chandelier, Empty room, Interior, Pendant Lights, Wood Texture Flooring

Fireplace, Interior, Living room, Pendant Lights, Wood Texture Flooring

Bathroom, Empty room, Interior, Wood Texture Flooring, Wooden Walls

Interior, Utility Closets, Washer, Wood Texture Flooring

$525,000

25 High St, Chester, NY

4 br2 ba, 1 half ba2,898 sf

Listing Courtesy of CHRISTIE'S INT. REAL ESTATE, ALICIA S. GOLDMAN - 914-355-1137

contract signed

$515,000

11 Vista Dr, Chester, NY

4 br3 ba2,122 sf

Listing Courtesy of EXP REALTY, JAMES FELDHAUS - 845-248-8008

$500,000

Main St, Chester, NY

Listing Courtesy of KELLER WILLIAMS REALTY, CLAUDE Y BRISCHOUX - 845-629-4997

contract signed

Dining room, Interior, Kitchen, Wood Texture Flooring

Empty room, Interior, Wooden Ceilings, Wood Texture Flooring

$499,000

70 Main St, Chester, NY

5 br4 ba

Listing Courtesy of KELLER WILLIAMS HUDSON VALLEY, KASSANDRA M. MOTT - 845-820-9768

YOUR NEXT HOME IS WAITING

FOR SALE

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Luxury listings for sale in Chester

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SORT BY: DE EXCLUSIVES

25 Oakland Ave, Chester, NY

7 Black Meadow Rd, Chester, NY

42 Brookside Ave, Chester, NY

206 Greycourt Rd 190, Chester, NY

206 Greycourt Rd 190, Chester, NY

37-39 Main St, Chester, NY

90 Main St, Chester, NY

1 Winkler Pl, Chester, NY

40 Mountainside Dr, Chester, NY

148 Brookside Ave, Chester, NY

48 Brennan Ct, Chester, NY

27 Grand View Ter, Chester, NY

9 June Rd, Chester, NY

12 Bianca Blvd, Chester, NY

25 High St, Chester, NY

11 Vista Dr, Chester, NY

Main St, Chester, NY

70 Main St, Chester, NY