SOUTHOLD WATERFRON - Step back in time and connect with nature at the historic Allen Tobey Carriage House. Constructed in 1910, this charming residence was relocated to the verdant expanse of Jockey Estates in the 1950s, becoming a part of the "Red Road" community. Today, the house is nestled within private, mature grounds, featuring 300-year-old trees. The expansive lawn rolls down to a creek, offering kayak and canoe access. The residence boasts a formal living room with a fireplace, a library, a spacious sunroom, a kitchen, a light-filled dining room, a first-floor master suite, a powder room, and a large recreation room with an endless pool, hot tub and shower. Pool room can be converted into playroom, additional bedroom(s), or artist's studio. Bad weather? Generator included in sale. Additionally, the property includes a sizeable two-car garage with an attached screened porch and a shed. A boat launch is conveniently located at the end of the street, and there's a community beach in close proximity. Come, let yourself relax and simply drink in the natural beauty all around., Additional information: Appearance:Very Good,Separate Hotwater Heater:yes
Single-familyProperty Type
1910Year Built
0.84 acresLot Size
$523Est. Price/Sq.Ft.
Listing by Linda Statam• Corcoran
Bought with Edward Taraskewich• Howard Hanna Rand Realty
Appliances: Gas Water Heater, Dishwasher, Dryer, Refrigerator, Washer
Levels: Two
Patio And Porch Features: Porch
Room Information
Room Description: Fireplace||Den with built in book shelves||first floor master suite||Full bath||Island||Open flow to kitchen||Powder room||Indoor room with pool||guest room|| guest room||full bath||Enclosed sunporch
Basement YN: No
Attic: Unfinished
Rooms Total: 9
Basement: Partial, Unfinished
Additional Rooms: Library/Den
Bathroom Information
Bathrooms Full: 2
Bathrooms Half: 1
Exterior
Exterior Features
Construction Materials: Frame
Other Structures: Outbuilding, Shed(s)
Lot Information
Additional Parcels YN: No
Lot Features: Historic District
Property Information
Living Area Source: Public Records
Property Sub Type: Single Family Residence
Financial
Tax Information
Tax Section: 70
Tax Annual Amount: $12,988.49
Financial Information
Buyer Financing: Other
Utilities
Utility Information
Sewer: Cesspool
Location
School Information
Elementary School: Southold Elementary School
Middle Or Junior School: Southold Junior-Senior High School
High School: Southold Junior-Senior High School
High School District: Southold
Location Information
Directions: When you reach red and white houses on left, go past 3 to "Jockey Creek Estates". Make left and follow private road to last house. Circular stone driveway.
County Or Parish: Suffolk County
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.84 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Suffolk County
APN: 1000070000600020000
Home facts updated by county records on Aug 31, 2026
Around this home
Schools
Southold Elementary School
Public K-6 • Assigned • 0.6mi
6/10
Southold Junior Senior High School
Public 7-12 • Assigned • 0.6mi
6/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 90° expected this year, 19 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Southold, NY • 11971
Average low and high temperatures (°F)
35
26
37
26
50
36
59
44
68
53
79
63
83
69
79
63
74
60
65
52
54
43
42
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9 hours in
June and 4.6 hours in December, which is comparable to the
U.S. average for solar exposure.
9 hrs
4.6 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.48M – $1.79M
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