5 Bedroom Homes for Sale in Southold, NY

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1-7 of 7 Homes
5+ beds
an aerial view of a house with a yard and lake view
an aerial view of a house with a yard and lake view
a front view of a house with yard
a view of an entryway with wooden floor and front door
a living room with furniture and a fireplace
a living room with furniture a fireplace and a flat screen tv
a living room with furniture fireplace and a flat screen tv
a view of a dining room with furniture window and outside view
a kitchen with a white cabinets stove and sink
a kitchen with a stove a refrigerator and a view of living room
a view of a dining room with furniture window and wooden floor
a bedroom with furniture and a window
a bedroom with a bed and a window
a bedroom with a large bed and a window
a kitchen with a sink a stove and a mirror
a view of an entryway with wooden floor
a bed sitting in a bedroom next to a window
a living room with furniture and a window
a view of a room that has a bed and a large window
a bedroom with a large bed and a potted plant
a bathroom with a sink vanity and a mirror
a bathroom with a bathtub and a window
a bedroom with a bed and a table
a bedroom with a bed and a table
a bedroom with a bed and a window
a bathroom with a sink and a mirror
a utility room with dryer and washer
a view of a house with pool and sitting area
a view of a patio with a table and chairs
a view of balcony with wooden floor
a view of a balcony with lake view and wooden floor
a bathroom with a sink and mirror
a view of yard with wooden floor and fence
a view of a large white house with a yard covered with snow in front of house
a view of a dry yard with trees in the background
a backyard of a house with barbeque oven and outdoor seating
a view of a lake with a mountain in the background
a view of swimming pool with lake and mountain view
an aerial view of a house with a yard
a view of water heater of snow
a view of river covered by trees
a view of a house with a tree
1/42
Listed By Compass

$3,850,000

6
Bedrooms
4,663
Square Feet
6.5
Acres

105 Waterview Drive, Southold, NY 11971

a front view of a house with garden
a front view of a house with garden
a view of a house with patio
a view of outdoor space yard deck and patio
a living room with furniture a fireplace and a flat screen tv
a living room with furniture fireplace and a flat screen tv
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances a stove top oven a sink a refrigerator white cabinets and chairs
a kitchen with stainless steel appliances a stove a refrigerator and a stove top oven
a dining room with furniture and a potted plant
a bathroom with a sink a toilet and shower
a bedroom with a bed and a window
a bedroom with a bed and flat screen tv
a living room with furniture a flat screen tv and a fireplace
a bedroom with a bed and a potted plant
a bathroom with a sink toilet and shower
a bed room with a bed and a chair
a bedroom with a bed and a window
a bathroom with a sink toilet and shower
a living room with furniture and a flat screen tv
a bedroom with a bed and a dresser
a bathroom with a sink toilet and shower
a living room with furniture and a flat screen tv
a view of a building with sitting area
a view of a house with a yard and wooden fence
a view of a house with large trees and a big yard
a picture of a wall with a white wall and a picture
a picture of a floor plan
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
$1,750,000 | 56861 Private Rd B (main), Southold, NY 11971
1/34

Listing Courtesy of The Agency Northshore NY, Regan Battuello; The Agency Northshore NY, Cheryl V. Schneider RSPS

$1,750,000

6
Bedrooms
2,325
Square Feet
1.1
Acres

56861 Private Rd B (main), Southold, NY 11971

an aerial view of a house with lake view
a view of a house with a swimming pool
a front view of a house with a yard
a living room with furniture and a window
a living room with furniture a rug and a table
a living room with furniture and a fireplace
a view of outdoor space with seating
a view of a swimming pool with a patio and a yard
a view of a dining room with furniture window and outside view
a kitchen with stainless steel appliances granite countertop a sink and dishwasher
a kitchen with a sink stove and cabinets
a kitchen with stainless steel appliances kitchen island granite countertop a stove and white cabinets
a view of a dining room with furniture window and outside view
a kitchen with granite countertop a sink and white cabinets next to a window
a bathroom with a sink and a mirror
a living room with furniture and a window
a living room with furniture and white wooden floor
a bedroom with a bed and glass window
a bathroom with a granite countertop sink and a mirror
a view of entryway with bathroom and hall with wooden floor
a view of a large window with an outdoor view
a bedroom with a bed and painting on the wall
a bedroom with a bed and a large window
a bedroom with a bed and a window
a bathroom with a bathtub sink and mirror
a bathroom with a glass shower door
a view of a house with a window and back yard
a view of outdoor space with seating area
a bedroom with a large bed and a large window
a view of a livingroom with wooden floor and furniture
a view of an empty room with a window and wooden floor
a bathroom with a sink and a bathtub
a bathroom with a shower
an empty room with wooden floor and windows
a view of a building with a swimming pool
a front view of a house with swimming pool
a view of a yard with an outdoor space
a view of a balcony with an outdoor space
a view of lake view and mountain
a view of outdoor space yard and basketball court
an aerial view of a house with a yard
1/41

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Deborah A. Pirro C2EX

$8,200,000

5
Bedrooms
4,627
Square Feet
0.99
Acres

1750 Hobart Road, Southold, NY 11971

an aerial view of a house
front view of a house with a yard
an aerial view of residential houses with outdoor space
an aerial view of multiple house
a front view of a house with a yard
a view of a chairs and tables in patio of a house
a view of entryway and hall with wooden floor
a view of entryway and hall with wooden floor
a view of entryway with wooden floor and windows
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a kitchen with a sink stove and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and cabinets with wooden floor
a kitchen with stainless steel appliances granite countertop wooden cabinets a dining table and chairs
a kitchen with stainless steel appliances granite countertop a refrigerator a sink dishwasher a oven and a dining table with wooden floor
a view of a dining room and livingroom with furniture wooden floor a chandelier
a living room with furniture a fireplace and a dining table with wooden floor
a living room with furniture a fireplace and a chandelier
a living room with furniture and a large window
a living room with furniture and a large window
a spacious bedroom with a large bed and a large window
a bathroom with a bathtub and shower
a bathroom with a granite countertop sink double vanity and a mirror
a bathroom with a sink and a mirror
a utility room with dryer and washer
a bedroom with a bed and wooden floor
a bedroom with furniture and window
a bathroom with a tub sink and mirror
a bed sitting in a spacious bedroom next to a window
a bathroom with a granite countertop sink a toilet and shower
a view of front door
a view of a two chairs on the roof deck
a view of outdoor space and swimming pool
a view of a balcony with wooden floor
a view of a street view
a view of entryway
an aerial view of a city
an aerial view of house with a yard
an aerial view of a house
a front view of a house with garden
a front view of a house with a yard
a front view of a house with a yard
$3,950,000 | 790 North Sea Drive, Southold, NY 11971
$3,950,000 | 790 North Sea Drive, Southold, NY 11971
1/44

Listing Courtesy of Douglas Elliman Real Estate, Kristy B. Naddell; Douglas Elliman Real Estate, Kenneth Cereola

$3,950,000

5
Bedrooms
4,500
Square Feet
0.9
Acres

790 North Sea Drive, Southold, NY 11971

an aerial view of a house
a view of a house with backyard porch and sitting area
a kitchen with a sink window and cabinets
a dining room with furniture and large windows
a kitchen that has a cabinets a sink and appliances
a living room with furniture and a large window with balcony view
a living room with furniture and a flat screen tv
a view of entryway with wooden floor
a bedroom with a large bed and a tv
a bathroom with a toilet a sink and a mirror
a view of a city
a view of a yard with plants and wooden fence
a balcony with wooden floor and outdoor space
a view of city and a lake
an aerial view of a city
1/15

Listing Courtesy of Thomas J McCarthy Real Estate, Thomas J. McCarthy C2EX

$1,699,000

5
Bedrooms
1,688
Square Feet
0.38
Acres

530 Sunset Way, Southold, NY 11971

a front view of a house with a garden
a front view of a house with a yard
a view of a house with yard and garage
a front view of a house with a yard
an aerial view of a house with swimming pool a yard and pool
a view of a house with swimming pool and sitting area
a view of backyard with large trees and wooden floor
a view of a wooden roof deck
a view of a house with a porch
a spacious bedroom with a large bed and a large window
a kitchen with kitchen island a table and chairs
a kitchen with stainless steel appliances kitchen island granite countertop a dining table chairs and sink
a kitchen with stainless steel appliances a stove a sink a refrigerator and cabinets
a bedroom with a large bed and a couch
a bathroom with a bathtub and a sink
a spacious bedroom with a bed and window
a bathroom with a granite countertop sink a toilet and shower
a bedroom with a bed and a window
a view of an empty room with a window
a bathroom with a sink a toilet and shower
a bedroom with a bed and a table in it
a view of a dining room with furniture and wooden floor
a bedroom with furniture and a window
a view of a livingroom with furniture window and wooden floor
a living room with a table tennis table and a couch
1/25

Listing Courtesy of Thomas J McCarthy Real Estate, Thomas J. McCarthy C2EX

$2,999,000

8
Bedrooms
5,600
Square Feet
2.29
Acres

1350 Hortons Lane, Southold, NY 11971

a front view of a house with a yard
a view of entryway with wooden floor
a view of an entryway with wooden floor and windows
a view of an empty room with a window
a kitchen with white cabinets and a window
a view of empty room with wooden floor and windows
a view of empty room with wooden floor and fan
a bathroom with a sink mirror and toilet
a large kitchen with a lot of counter space and a sink
a large kitchen with stainless steel appliances wooden floors and white cabinets
a kitchen with a sink window and cabinets
a kitchen with stainless steel appliances a sink a stove a refrigerator cabinets and a window
a kitchen with kitchen island granite countertop a stove a sink and a chandelier
a large kitchen with kitchen island a stove a sink a center island and wooden floor
a kitchen with stainless steel appliances granite countertop a stove a sink a refrigerator and white cabinets with wooden floor
a kitchen with stainless steel appliances granite countertop a stove and a sink
a view of walk in closet with empty racks
a view of kitchen with furniture and fireplace
a view of an empty room with wooden floor and a window
a view of an empty room with a window
a view of an empty room with wooden floor and a window
a bathroom with a shower
a kitchen with a sink and cabinets
a utility room with dryer and washer
a bathroom with a bathtub and a sink
a bathroom with a shower
a view of an empty room with wooden floor and a window
a view of a hallway with seating area
an empty room with a empty space and windows
a bathroom with a toilet sink and shower
a big room with wooden floor and windows
a view of empty room with wooden floor and fan
a bathroom with a sink a toilet and shower
a bathroom with a shower sink and mirror
a bathroom with a shower
a view of walk in closet with empty racks
a view of an empty room with a window and a kitchen
wooden floor in an empty room with a window
a view of empty room with wooden floor and fan
a bathroom with a window sink and cabinets
a view of a bike garage
a front view of a house with a yard
a front view of a house with a garden and trees
a view of outdoor space with wooden floor and yard
a view of a park
a front view of house with yard and green space
1/46

Listing Courtesy of Corcoran, Jeffrey R. Mead; Corcoran, Sara Matthews

$3,825,000

5
Bedrooms
5,285
Square Feet
1.98
Acres

150 Deer Run, Southold, NY 11971

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