Luxury Homes for Sale & Real Estate

price reduced

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

Interior, Living room, Wood Texture Flooring

Bedroom, Interior, Wood Texture Flooring

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

Interior, Utility Closets, Washer, Wood Texture Flooring

Bathroom, Interior, Wood Texture Flooring

Bathroom, Bedroom, Dual Sink Vanities, Interior, Wood Texture Flooring

$4,250

/ Month

11 Hammett Ln, Marthas Vineyard, MA

2 br2 ba1,152 sf

douglas elliman exclusive

Interior, Wood Texture Flooring, Living room, Fireplace, Wooden Beams, Wooden Ceilings, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Dining room, Wooden Beams, Wooden Ceilings, Stainless Steel Appliances, Pendant Lights

Interior, Living room, Dining room, Fireplace, Wooden Beams, Wooden Ceilings, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Wooden Beams, Wooden Ceilings, Stainless Steel Appliances, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Wooden Beams, Wooden Ceilings, Stainless Steel Appliances, Ceramic Tile, Pendant Lights

Interior, Bedroom, Wood Texture Flooring, Wooden Beams

Interior, Wood Texture Flooring, Dining room

Interior, Bedroom, Wood Texture Flooring, Wooden Beams, Water

Interior, Bedroom, Wooden Beams, Wooden Ceilings

Interior, Wood Texture Flooring, Recessed Lighting

Interior, Bathroom, Recessed Lighting, Glass Shower, Ceramic Tile, Pendant Lights

Interior, Bathroom, Recessed Lighting, Glass Shower, Tile Countertops, Ceramic Tile

Interior, Bathroom, Ceramic Tile, Dual Sink Vanities

Interior, Bathroom, Recessed Lighting, Glass Shower, Ceramic Tile

Interior, Bedroom, Wood Texture Flooring, Recessed Lighting

Interior, Bathroom, Wood Texture Flooring, Recessed Lighting

Interior, Bathroom, Recessed Lighting, Glass Shower, Ceramic Tile, Dual Sink Vanities

Interior, Wood Texture Flooring, Recessed Lighting, Wooden Beams, Ceramic Tile

Interior, Washer, Recessed Lighting, Tile Countertops, Ceramic Tile

Interior, Recessed Lighting, Ceramic Tile

$110,000

/ Month

17 Round Pond Rd Ch240, Marthas Vineyard, MA

5 br5 ba4,000 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Wood Texture Flooring, Living room

Interior, Wood Texture Flooring, Living room, Dining room

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

Interior, Kitchen, Wood Texture Flooring, Dining room, Chandelier, Stainless Steel Appliances

Interior, Kitchen, Wood Texture Flooring, Dining room, Wooden Beams, Wooden Ceilings, Chandelier, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Dining room, Wooden Ceilings, Stainless Steel Appliances, Pendant Lights

Interior, Bedroom, Wood Texture Flooring

Interior, Bedroom, Wood Texture Flooring, Wooden Ceilings

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

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

$50,700

/ Month

6 Trails End Ch241, Marthas Vineyard, MA

4 br3 ba2,346 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Wooden Beams, Stainless Steel Appliances

Interior, Kitchen, Wooden Beams, Wooden Ceilings, Stainless Steel Appliances, Ceramic Tile, Water

Interior, Kitchen, Wood Texture Flooring, Living room, Dining room, Wooden Beams, Wooden Ceilings, Wooden Walls, Pendant Lights

Interior, Wood Texture Flooring, Living room, Fireplace, Wooden Beams, Wooden Ceilings, Wooden Walls

Interior, Wood Texture Flooring, Living room, Fireplace, Home Office, Wooden Beams, Wooden Walls

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

Interior, Wood Texture Flooring, Living room, Dining room, Fireplace, Wooden Beams, Wooden Ceilings, Water, Stone Walls, Wooden Walls, Pendant Lights

Interior, Wood Texture Flooring, Living room, Dining room, Wooden Beams, Wooden Ceilings, Chandelier, Wooden Walls, Pendant Lights

Interior, Wood Texture Flooring, Living room, Dining room, Fireplace, Wooden Beams, Wooden Ceilings, Stone Walls, Wooden Walls, Pendant Lights

Interior, Wood Texture Flooring, Recessed Lighting, Living room, Fireplace, Home Office, Wooden Beams, Wooden Ceilings, Wooden Walls

Interior, Wood Texture Flooring, Wooden Walls, Piano

Interior, Bedroom, Wood Texture Flooring, Wooden Ceilings, Wooden Walls

Interior, Bedroom, Wood Texture Flooring, Wooden Ceilings, Water, Wooden Walls

Interior, Wood Texture Flooring, Wooden Ceilings, Water, Wooden Walls

Interior, Bedroom, Wood Texture Flooring, Wooden Beams, Wooden Walls

Interior, Bedroom, Wood Texture Flooring, Wooden Walls

Interior, Wood Texture Flooring, Wooden Walls

Interior, Kitchen, Stainless Steel Appliances, Ceramic Tile, Pendant Lights

Interior, Wood Texture Flooring, Living room, Dining room, Wooden Beams, Wooden Ceilings, Wooden Walls, Pendant Lights

Interior, Bedroom, Wood Texture Flooring, Home Office, Wooden Ceilings, Wooden Walls

$42,000

/ Month

19 Lake Rd Ch220, Marthas Vineyard, MA

5 br2 ba, 1 half ba3,000 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Exterior, Facade, Brick Facade, Backyard, Cape Cod

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

Interior, Kitchen, Wood Texture Flooring, Stainless Steel Appliances

Interior, Bedroom, Wood Texture Flooring, Home Office

Interior, Living room, Home Office, Wooden Walls

Interior, Bedroom, Fireplace, Home Office

Interior, Bedroom, Wood Texture Flooring, Fireplace

$40,000

/ Month

384 Middle Rd Ch222, Marthas Vineyard, MA

6 br4 ba, 2 half ba3,960 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Exterior, Facade, Backyard, Tudor Revival

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Wooden Ceilings, Stainless Steel Appliances, Stone Walls

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Wooden Ceilings, Stainless Steel Appliances, Pendant Lights

Interior, Wood Texture Flooring, Ceramic Tile

Interior, Wood Texture Flooring, Recessed Lighting, Dining room, Wooden Beams, Wooden Ceilings, Chandelier, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Fireplace, Wooden Beams, Wooden Ceilings, Ceramic Tile, Stone Walls, Wooden Walls, Pendant Lights

Interior, Wood Texture Flooring, Recessed Lighting, Living room, Wooden Beams, Wooden Ceilings, Water

Interior, Bathroom, Recessed Lighting, Ceramic Tile

Interior, Bathroom, Glass Shower, Tile Countertops, Ceramic Tile

Interior, Bathroom, Bedroom, Wood Texture Flooring, Recessed Lighting

Interior, Bathroom, Recessed Lighting, Ceramic Tile, Dual Sink Vanities

Interior, Bedroom, Recessed Lighting, Home Office, Ceramic Tile

Interior, Bathroom, Glass Shower, Ceramic Tile

Interior, Washer, Recessed Lighting, Ceramic Tile

Interior, Bathroom, Tile Countertops, Ceramic Tile

$36,000

/ Month

29 Cemetery Rd Ch216, Marthas Vineyard, MA

3 br3 ba, 1 half ba2,600 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting

Interior, Wood Texture Flooring, Recessed Lighting, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Stainless Steel Appliances, Pendant Lights

Interior, Wood Texture Flooring, Wooden Beams, Wooden Ceilings, Pendant Lights

Interior, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Wooden Beams, Wooden Ceilings, Pendant Lights

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

Interior, Wood Texture Flooring, Wooden Beams, Wooden Ceilings

Interior, Wood Texture Flooring, Home Office, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Pendant Lights

Interior, Bathroom, Wood Texture Flooring, Ceramic Tile, Pendant Lights

Interior, Bedroom, Wood Texture Flooring, Water

Interior, Bathroom, Recessed Lighting, Ceramic Tile, Pendant Lights

Exterior, Facade, Brick Facade, Backyard, Farmhouse

$34,000

/ Month

15 Loon Lane Ch203, Marthas Vineyard, MA

4 br2 ba, 1 half ba2,300 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Recessed Lighting, Tile Countertops, Ceramic Tile

Interior, Wood Texture Flooring, Living room, Home Office

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

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

Interior, Wood Texture Flooring, Home Office, Wooden Walls

Interior, Exterior, Wood Texture Flooring, Wooden Ceilings

$24,000

/ Month

44 Flanders Lane Ch237, Marthas Vineyard, MA

4 br2 ba, 2 half ba2,000 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

Interior, Kitchen, Recessed Lighting, Ceramic Tile

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

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

Interior, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Fireplace, Chandelier, Pendant Lights, Piano

Interior, Bedroom, Wood Texture Flooring, Chandelier

Interior, Dining room, Chandelier, Stone Walls

Interior, Wood Texture Flooring, Game Room, Home Office, Wooden Beams

Interior, Wood Texture Flooring, Game Room

$24,000

/ Month

56 Chilmark Rd Ch208, Marthas Vineyard, MA

4 br3 ba, 1 half ba3,637 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

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

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Stainless Steel Appliances, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Stainless Steel Appliances

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Living room, Fireplace, Pendant Lights

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

Interior, Wood Texture Flooring, Living room, Fireplace

Interior, Wood Texture Flooring, Recessed Lighting, Dining room

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

$22,000

/ Month

36 Henry Hough Lane Ch206, Marthas Vineyard, MA

4 br2 ba2,290 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Fireplace, Chandelier, Pendant Lights

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Dining room, Chandelier, Stone Walls, Pendant Lights

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

Interior, Kitchen, Wood Texture Flooring, Recessed Lighting, Dining room, Chandelier, Stainless Steel Appliances, Pendant Lights

Interior, Wood Texture Flooring, Recessed Lighting, Living room, Dining room, Fireplace, Chandelier, Pendant Lights

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

Interior, Wood Texture Flooring, Chandelier

Exterior, Wood Texture Flooring, Backyard

$22,000

/ Month

2 Strikers Way Ch211, Marthas Vineyard, MA

3 br2 ba, 1 half ba2,800 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

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

Interior, Wood Texture Flooring, Dining room, Pendant Lights

Interior, Wood Texture Flooring, Home Office

Interior, Wood Texture Flooring, Living room, Wooden Ceilings, Wooden Walls

$16,800

/ Month

31 South Ridge Rd Ch218, Marthas Vineyard, MA

3 br2 ba1,638 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Wood Texture Flooring

Bathroom, Bedroom, Glass Shower, Interior, Marble, Recessed Lighting, Wood Texture Flooring

$16,000

/ Month

5 Wauompauque Trl 1 CH213, Marthas Vineyard, MA

7 br3 ba, 1 half ba4,000 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Wood Texture Flooring, Dining room, Chandelier

Interior, Kitchen, Wood Texture Flooring, Tile Countertops

Interior, Wood Texture Flooring, Stone Walls

$14,000

/ Month

73 Quenames Rd, Ch205, Marthas Vineyard, MA

3 br2 ba1,800.05 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

$13,200

/ Month

224 North Rd Ch248, Marthas Vineyard, MA

2 br2 ba1,344 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Exterior, Facade, Brick Facade, Backyard, Ranch

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

$12,500

/ Month

138 South Rd, Ch228, Marthas Vineyard, MA

3 br2 ba1,800.05 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

Interior, Bathroom, Bedroom, Wood Texture Flooring

Interior, Bedroom, Wood Texture Flooring, Pendant Lights

Interior, Recessed Lighting, Home Office, Ceramic Tile

$10,800

/ Month

141 North Rd. Ch202, Marthas Vineyard, MA

4 br2 ba702.02 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

price reduced

Interior, Bedroom, Wood Texture Flooring, Living room

Interior, Wood Texture Flooring, Living room, Fireplace, Piano

$7,900

/ Month

2 Paddock Circle Ch210, Marthas Vineyard, MA

3 br2 ba, 1 half ba2,107 sf

Listing Courtesy of KAREN M. OVERTOOM R.E., KAREN M. OVERTOOM - 508-693-7832

FIND YOUR FAVORITE PLACE TO BE

FOR RENT

VIEW: MAP AND LIST

Luxury listings for rent in Chilmark

FEATURED IMAGE: DEFAULT

SORT BY: DE EXCLUSIVES

11 Hammett Ln, Marthas Vineyard, MA

17 Round Pond Rd Ch240, Marthas Vineyard, MA

6 Trails End Ch241, Marthas Vineyard, MA

19 Lake Rd Ch220, Marthas Vineyard, MA

384 Middle Rd Ch222, Marthas Vineyard, MA

29 Cemetery Rd Ch216, Marthas Vineyard, MA

15 Loon Lane Ch203, Marthas Vineyard, MA

44 Flanders Lane Ch237, Marthas Vineyard, MA

56 Chilmark Rd Ch208, Marthas Vineyard, MA

36 Henry Hough Lane Ch206, Marthas Vineyard, MA

2 Strikers Way Ch211, Marthas Vineyard, MA

31 South Ridge Rd Ch218, Marthas Vineyard, MA

5 Wauompauque Trl 1 CH213, Marthas Vineyard, MA

73 Quenames Rd, Ch205, Marthas Vineyard, MA

224 North Rd Ch248, Marthas Vineyard, MA

138 South Rd, Ch228, Marthas Vineyard, MA

141 North Rd. Ch202, Marthas Vineyard, MA

2 Paddock Circle Ch210, Marthas Vineyard, MA