Clayton Sitterly
Licensed Associate Real Estate Broker
REALTOR®
Johnstown, NY

5650 North Bayview Road , Southold, NY 11971

New - 15 Hours Ago
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Property Description

Step into a special piece of North Fork history. Originally the Main Bayview Schoolhouse, this distinctive, furnished, Southold property has been thoughtfully converted into a welcoming five-bedroom, two-bath country residence that retains the warmth, charm and character of its past.Offering approximately 2,000 square feet of furnished living space, the home comfortably accommodates up to nine occupants. The inviting living room features a wood-burning stove, while the finished lower level provides flexible additional space for recreation, studying, creative pursuits or a home office. A private fenced yard offers a peaceful setting for enjoying the changing North Fork seasons. Pets are welcome, subject to lease terms.Conveniently situated near Southold Village, Cedar Beach and Goose Creek Beach, the home is also close to North Fork wineries, farm stands, shops and acclaimed local restaurants.Available as an academic-year rental from September 15, 2026 through June 2027 at $4,200 per month, plus utilities and other lease-related charges. An academic rental provides housing during the traditional school-year period without requiring a full 12-month lease-an appealing option for anyone seeking an extended seasonal residence in Southold.Shorter monthly stays are also available during this period, subject to availability, with rates and terms based on the length and dates of occupancy.The property is located within the Southold Union Free School District. Prospective tenants should independently confirm all school-registration and residency requirements directly with the district.Maximum occupancy: nine. Rental Permit No. 0336.

5650 North Bayview Road | MLS# 1038594

This property located at 5650 North Bayview Road , Southold, NY 11971 is currently listed for rent with an asking price of $4,200 / Monthly. North Bayview Road is located within the Southold school district. Search Southold real estate on clayton-sitterly.coldwellbankerprime.com today.

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Property Features

Property Type: Rental - Single Family
Basement: Bilco Door(s), Full, Partial, Walk-Out Access
Basement: Yes
Cooling: Wall/Window Unit(s)
Fireplaces: 1
Heating: Baseboard, Oil
Home Style: Cape Cod, Carriage House, Colonial, Cottage, Craftsman
Lot Size: 0.62 Acres
Stories: 2.0
Year Built: 1925

Amenities

Ceiling Fan(s)
Chandelier
Gas Grill

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, Washer, Oil Water Heater
Attic: Scuttle
Beach Rights: Y
Exterior: Cedar, Frame
Fireplace Features: Wood Burning Stove
Fireplace Y/N: Yes
Lot Dimensions: .465
Lot Features: Level, Part Wooded
On Market Date: 2026-08-13
Other Structures: Shed(s)
Parcel Number: 1000-079-00-02-00-008-000
Parking Features: Driveway, Off Street
Permit Number: 0336
Permit Required Y/N: Yes
Pets Allowed: Call, Number Limit, Size Limit, Yes
Rental Term: Monthly
Rooms Total: 8
Security Features: Security Gate
Sewer: Septic Tank
Water: Well
Waterfront Features: Beach Access
Window Features: Blinds, Drapes, Screens
Wooded: Yes

Local Schools

High School: Southold Junior-Senior High School
Middle School: Southold Junior-Senior High School
Elementary School: Southold Elementary School
School District: Southold

Demographics

Listed By / Shown By

Listing By

Agency Name: William Raveis New York LLC
Agency Phone: 631-298-0600

Shown By

Agent Name: Clayton Sitterly
Agent Phone: (518) 774-6635 Cell
Agency Title: Coldwell Banker Prime Properties

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