Last Sold Price
4 beds3,253 sqft$830/sqft
5805 Main Bayview Rd, Southold, NY 11971

Description

Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both relaxation and entertaining, the home features an open-concept layout with seamless indoor-outdoor flow....Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both relaxation and entertaining, the home features an open-concept layout with seamless indoor-outdoor flow. The gourmet kitchen is a chef's dream, equipped with twin Bosch refrigerators, a Bosch dishwasher, ice maker, warming oven, and a Bertazzoni 6-burner stove/grill. Custom mission-style cabinets by Legacy and elegant white quartz countertops elevate the space. The bathrooms have been tastefully updated with designer finishes, while the interior boasts clean lines and sophisticated design throughout. Step outside to enjoy your brand-new heated saltwater pool, surrounded by bluestone pathways and lush, professionally designed landscaping. Over 170 mature Green Giants, holly hedges, and crape myrtles provide both beauty and privacy. Water fountains placed throughout the grounds offer a tranquil, Zen-like atmosphere. Additional features include new decking with water views, enclosed outdoor shower with copper shower system and new fencing for added privacy. This is more than a home-it's a lifestyle sanctuary, combining natural beauty, modern comfort, and high-end design in a breathtaking waterfront setting. Enjoy benefits of living on the water without being in a flood zone!
LISTING CLOSED: 01/12/2026 12:00 AM

  1. Listed by Kristy B. Naddell • Douglas Elliman Real Estate
    P: (631) 354-8100 C: (631) 905-8584 kristy.naddell@elliman.com

Property Details for 5805 Main Bayview Road

Status
MLS #
895635
Days on Market
65
Taxes
$16,016 / year
HOA Fees
$200 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1989
Lot Size
4.44 AC / 193,406 SF
City/Township
Southold
View
Panoramic, Water
Architectural Style
Craftsman
Garage Spaces
2
Waterfront
Yes
Section Area
Smith Drive North

Recent comparable sales

Median sold price

$2,050,000

Avg days on market

80

Sale-to-list ratio

96.4%

Southold, NY

9 comparable properties found

$2,252,500 | 450 Sterling Woods Lane, Southold, NY 11971
1

$2,252,500

Sold 08/19/26

4
Bedrooms
3,769
Square Feet
0.97
Acres
a aerial view of a house with a garden and lake view
2

$2,750,000

Sold 10/15/25

4
Bedrooms
2,800
Square Feet
0.47
Acres
$1,800,000 | 8355 Main Bayview Road, Southold, NY 11971
3

$1,800,000

Sold 02/27/25

4
Bedrooms
2,662
Square Feet
1.25
Acres
$1,125,000 | 1400 Calves Neck Road, Southold, NY 11971
4

$1,125,000

Sold 05/15/26

4
Bedrooms
2,900
Square Feet
0.5
Acres
$2,300,000 | 1745 North Parish Drive, Southold, NY 11971
5

$2,300,000

Sold 11/21/24

4
Bedrooms
2,250
Square Feet
0.62
Acres
a view of a swimming pool with an outdoor seating
6

$2,300,000

Sold 09/19/25

4
Bedrooms
3,500
Square Feet
0.53
Acres
$2,050,000 | 800 Corey Creek Lane, Southold, NY 11971
7

$2,050,000

Sold 07/01/26

4
Bedrooms
3,025
Square Feet
0.55
Acres
a front of a house with a garden
8

$999,999

Sold 12/30/24

4
Bedrooms
3,233
Square Feet
0.6
Acres
a front view of a house with a garden
9

$1,250,000

Sold 02/09/26

4
Bedrooms
3,226
Square Feet
Unavailable
Acres

Location

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

Sold By Douglas Elliman Real Estate, Kristy B. Naddell

Add your commute

Building Information for 5805 Main Bayview Road

Stories-Year Built1989Building Size-Lot Size4.44 AC / 193,406 SF

Payment Calculator

$15,075 per month

30 year fixed, 6.55% Interest

Principal and Interest

$13,724

Property Taxes

$1,335

HOA Dues

$17

The Payment Calculator is for illustrative purposes only.

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Property Information for 5805 Main Bayview Road

Summary
Location and General Information
  • Senior Community YN: No
  • Directions: Route 25 to Main Bayview, house the left...
  • Year Built Effective: 2023
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Southold
  • Elementary School District: Southold
  • Elementary School: Southold Elementary School
  • Middle Or Junior School District: Southold
  • Middle Or Junior School: Southold Junior-Senior High School
  • High School District: Southold
  • High School: Southold Junior-Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-078-00-07-00-005-005
  • Tax Assessed Value: $9,600.00
  • Additional Fees: No
  • Association Amenities: Boat Dock
  • Association Fee: $200.00
  • Association Fee Includes: Other
  • Association Fee Frequency: Annually
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: Yes
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Beach Access, Bedroom, Blinds, Boat Dock, Ceiling Fan(s), Chandelier, Chefs Kitchen, Craftsman, Creek, Deck, Double Pane Windows, Double Vanity, Eat in Kitchen, First Floor Full Bath, Formal Dining, Gas Grill, Hardwood Floors As Seen, In Ground, Insulated Windows, Living Room, Mailbox, Panoramic, Primary Bathroom, Public, Salt Water, Screens, Security Gate, Water Access, Water View, Waterfront, Well, Wood Burning
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Chandelier, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Formal Dining, Primary Bathroom, 1st Fl Master Bedroom
  • Appliances: Convection Oven, Dishwasher, Dryer, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), Washer
  • Number Of Kitchens: 1
  • Total Rooms: 8
  • Primary on Main: Yes
  • Basement: Full, Unfinished
  • Attic Description: Full,Unfinished
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Fireplace Features: Bedroom, Living Room, Wood Burning
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, 1st Fl Master Bedroom, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Formal Dining Room, Deck, In Ground Pool, Open View, Water View, Water Access, Double Paned Windows
  • Security Features: Security Gate
  • Spa: No
  • Window Features: Blinds, Double Pane Windows, Insulated Windows, Screens
  • Flooring: Hardwood
  • Living Area: 3253
  • Basement: Yes
Exterior Features
  • Exterior Features: Gas Grill, Mailbox
  • Exterior Property Features: Gas Grill, Mailbox, In Ground, Salt Water, Deck, Attached, Driveway, Private, Blinds, Double Pane Windows, Insulated Windows, Screens
  • Elevation Certificate: No
  • Patio And Porch Features: Deck
  • Construction Materials: Cedar, Frame, Shake Siding
  • Road Responsibility: Public Maintained Road
  • Waterfront Features: Beach Access, Creek, Water Access, Waterfront
  • Horse: No
  • Pool Private: Yes
  • Pool Features: In Ground, Salt Water
  • Pool Details: In Ground,Salt Water
Lot Information
  • Additional Parcel: No
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Private
  • Parking Total: 2.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Electric, Forced Air, Oil
  • Heat Fuel Type: Baseboard, Electric, Forced Air, Oil
  • Number Of Heating Zones: 4
  • Sewer: Septic Tank
  • Water Source: Well, Public
  • Utilities: Electricity Connected
Green Features
  • Green Features: Blinds, Double Pane Windows, Insulated Windows, Screens, Convection Oven, Dishwasher, Dryer, Electric Water Heater, Refrigerator, Stainless Steel Appliance(s), Washer, Baseboard, Electric, Forced Air, Oil, Gas Grill, Mailbox, In Ground, Salt Water
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 5805 Main Bayview Road

DateEvent & SourcePriceAppreciation
Jan 12, 2026

Sold (Public Record)

Public Record #1943447735

$2,700,000

+19.1% / yr

Jan 12, 2026

Sold

ONEKEY #895635

$2,700,000
Oct 9, 2025

Pending

ONEKEY #895635

DateEvent & SourcePrice
01/12/2026

Sold (Public Record)

Public Record #1943447735

$2,700,000

+19.1% / yr

01/12/2026

Sold

ONEKEY #895635

$2,700,000
10/09/2025

Pending

ONEKEY #895635

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5805 Main Bayview Road

Taxable ValueLand$1,900Additions$7,700Total$9,600
Tax Record2024$12,898 ($1,075 / month)
Home Facts
Beds0Lot Size193,406 SqFtStyleSingle Family ResidenceZoningR-40CountySUFFOLKAPN1000-078.00-07.00-005.005

Schools near 5805 Main Bayview Road

This home is within Southold Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Southold Elementary School
PublicK to 6

Southold Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5805 Main Bayview Road, Southold, NY 11971
$2,700,000
4
3,253
193,406
$245,000
2
831
15,246
16,117
$439,000
3
1,300
14,810
$1,153,750
3
2,096
102,366
$73,500
32,670

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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

Based on information submitted to the MLS GRID as of 01/13/2026 08:16 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.