Spectacular renovated bayfront home at 380 Midway Road, Southold embracing the prevailing southwesterly breezes & sweeping views over the Peconic Bay to the South Fork. Expansive waterside deck destined for entertaining & cocktails at sunset. Updated kitchen, formal DR, LR w/flp, sunroom, all with waterview's. 2nd floor guest wing includes a guest ensuite with updated bath, 2 additional bedrooms w/ full updated bath. On the East side of the house is a private master wing, LR w/flp , 2nd flr master suite w/ waterview terrace & full bath. Great natural light throughout. North Fork living at its best., Additional information: Appearance:excellent,Interior Features:Guest Quarters,Separate Hotwater Heater:y
Single-familyProperty Type
1900Year Built
0.62 acresLot Size
$735Est. Price/Sq.Ft.
Listing by Jean Marie Bay• Town And Country Real Estate
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.62 Acres
Year renovated
—
Sq. Ft.
—
Year built
—
Style
Single Family Residential
County
Suffolk County
APN
1000090000200004000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 31, 2026.
Property details
Parking
Parking Information
Parking Features: Driveway, Private
Interior
Virtual Tour Information
Fireplace Information
Has Fireplace
Fireplaces Total: 2
Heating & Cooling
Cooling: Wall/Window Unit(s)
Heating: Baseboard, Oil
Interior Features
Interior Features: Eat-in Kitchen,Entrance Foyer,Formal Dining,Primary Bathroom,Wet Bar
Window Features: Screens
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Oil Water Heater
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Deck, Porch
Room Information
Room Description: formal||private master wing||main Living room||Eat in Kitchen||Sunroom||powder room||private master wing en-bedroom with private waterside deck||en- suite guest room||guest room||guest room||guest bath
Basement YN: No
Attic: Partial
Rooms Total: 12
Basement: Partial
Additional Rooms: Library/Den
Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1
Exterior
Exterior Features
Exterior Features: Balcony, Roof Deck
Construction Materials: Frame, Vinyl Siding
Other Structures: Outbuilding
Lot Information
Additional Parcels YN: No
Lot Features: Level
Property Information
Living Area Source: Other
Property Sub Type: Single Family Residence
Financial
Tax Information
Tax Section: 90
Tax Annual Amount: $15,462
Financial Information
Buyer Financing: Other
Utilities
Utility Information
Sewer: Cesspool, Septic Tank
Utilities: Trash Collection Private
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: Route 25 East To Mainbayview Rd.(Right Turn). Mainbayview To Cedar Beach Rd. (Right Turn) To Cedar Point W. (Right Turn) To Midway(Left Turn)
County Or Parish: Suffolk County
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.62 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Suffolk County
APN: 1000090000200004000
Home facts updated by county records on Aug 31, 2026
Around this home
Schools
Southold Elementary School
Public K-6 • Assigned • 2.6mi
6/10
Southold Junior Senior High School
Public 7-12 • Assigned • 2.6mi
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
2 unhealthy days expected this year, 3 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
$2.38M – $2.88M
Reach more buyers when you sell with Redfin. Save up to $25,005 in fees.3 minutes to get started.