29500 Main Rd

1,180 Sq. Ft.
$46 / Sq. Ft.
1,180
Sq. Ft.
$46
per Sq. Ft.

Description

1830'S Horse Barn Sitting Elegantly In The Village Of Cutchogue. Cathedral Ceilings, Hardwood Floors Throughout, Stainless Steel Appliances, 10' Maple Wood Block Center Isle, Soapstone Countertops, Soaking Tub, Mudroom, Views Of The Apple Orchard, And The Closeness Of Nearby Beaches And Village., Additional information: Appearance:Mint,Interior Features:Combo Kitchen1830'S Horse Barn Sitting Elegantly In The Village Of Cutchogue. Cathedral Ceilings, Hardwood Floors Throughout, Stainless Steel Appliances, 10' Maple Wood Block Center Isle, Soapstone Countertops, Soaking Tub, Mudroom, Views Of The Apple Orchard, And The Closeness Of Nearby Beaches And Village., Additional information: Appearance:Mint,Interior Features:Combo Kitchen
  1. Listed by Thomas J. Uhlinger • Douglas Elliman Real Estate
    P: (631)-354-8100 C: (516)-319-0323 tuhlinger@elliman.com
  2. Listed by Kristy B. Naddell • Douglas Elliman Real Estate
    P: (631)-354-8100 C: (631)-905-8584 kristy.naddell@elliman.com

Property Details for 29500 Main Road

City/Township
Southold
View
Panoramic, Park/Greenbelt
Architectural Style
Barndominium
Waterfront
No
Pets Allowed
Call
Section Area
Pequash Road
LISTING UPDATED: 03/22/2026 09:10 AM

Property Details for 29500 Main Road

StatusClosed
MLS #966798
Days on Market16
Rental Incentives-
Costs & Fees-
Available Date03/15/2026
Lease TermLease Length: 12 Months
FurnishedPartially Furnished
Compass TypeSingle Family
MLS TypeSingle Family Residence
Year Built1870
Lot Size2.42 AC / 105,415 SF
CountySuffolk County

Location

Listing Courtesy of Douglas Elliman Real Estate, Thomas J. Uhlinger; Douglas Elliman Real Estate, Kristy B. Naddell
Add your commute

Building Information for 29500 Main Road

Stories1Year Built1870Building Size-Lot Size2.42 AC / 105,415 SF

Property Information for 29500 Main Road

Summary
Location and General Information
  • Hamlet: Cutchogue
  • Senior Community YN: No
  • MLS District Code: 1000
  • Directions: Rt. 25 (Main Rd)East 3rd Driveway On Right Past Depot Lane.
  • Tax Block: 03
  • Tax Lot: 10
  • Property Attached: No
  • Structure Type: false
  • Levels: One
  • Permit Number: #122
  • Permit Required: Yes
  • Permit Expiration Date: 2027-08-13
  • State Or Province: NY
School Information
  • School District: Mattituck-Cutchogue
  • Elementary School District: Mattituck-Cutchogue
  • Elementary School: Mattituck-Cutchogue Elementary Sch
  • Middle Or Junior School District: Mattituck-Cutchogue
  • Middle Or Junior School: Mattituck Junior-Senior High School
  • High School District: Mattituck-Cutchogue
  • High School: Mattituck Junior-Senior High School
Rental
Rental
  • Lease Term: 12 Months
  • RentSpree Y/N: true
Unit Information
Unit Information
  • Building Units Total: 1
Room Information
Room 1 Information
  • Room Level: First
  • Room Type: Living Room
  • RoomDescription 1: Open floor plan, 2 br, 1 bath, laundry, sitting area in barn
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-102-00-03-00-010-000
  • Additional Fees: No
  • Additional Fee Description: Trash & Cable or internet
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Barndominium, Cathedral/Vaulted/High Ceiling, Panoramic, Park/Greenbelt, Public, Wood
  • Furnished: Partially
  • Interior Features: Cathedral Ceiling(s), 1st Fl Master Bedroom, First Floor Bedroom
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Gas Water Heater
  • Total Rooms: 4
  • Primary on Main: Yes
  • Basement: None
  • Attic Description: None
  • Fireplace: No
  • Fireplaces Total: 0
  • Location Amenities: Cathedral/Vaulted/High Ceiling, 1st Fl Master Bedroom, Open View, Park View
  • Spa: No
  • Flooring: Wood
  • Living Area: 1,180.00
  • Basement: No
Exterior Features
  • Exterior Property Features: Driveway, Parking Lot, Private, Level, Part Wooded
  • Elevation Certificate: No
  • Entry Level: 1
  • Construction Materials: Frame, Wood Siding
  • Smoking: No
  • Pool Private: No
  • Stories Total: 1
Lot Information
  • Lot Features: Level, Part Wooded
  • Lot Size Dimensions: 2.42
  • Site Features: Level, Part Wooded
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Parking Lot, Private
  • Garage: No
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Natural Gas, Forced Air
  • Heat Fuel Type: Natural Gas, Forced Air
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Green Features
  • Green Features: Dishwasher, Dryer, Refrigerator, Washer, Gas Water Heater, Natural Gas, Forced Air

Property History for 29500 Main Road

DateEvent & SourcePriceAppreciation
Mar 21, 2026

Rented

ONEKEY #966798

$4,500
Mar 5, 2026

Listed (Active)

ONEKEY #966798

$4,300
Oct 31, 2024

Expired

ONEKEY #3557639

$9,000
Jun 8, 2024

Listed (Active)

ONEKEY #3557639

$16,500
Oct 1, 2023

Expired

ONEKEY #3490190

$7,000
Jul 10, 2023

Listed (Active)

ONEKEY #3490190

$17,000
Jun 24, 2023

Rented

ONEKEY #3474618

$3,500
Jun 24, 2023

Pending

ONEKEY #L3474618

Jun 24, 2023

Contract

ONEKEY #3474618

Apr 30, 2023

Listed (Active)

ONEKEY #3474618

$3,500
Jan 9, 2014

Expired

ONEKEY #2549568

$1,750
Jan 9, 2013

Listed (Active)

ONEKEY #2549568

$1,750
DateEvent & SourcePrice
03/21/2026

Rented

ONEKEY #966798

$4,500
03/05/2026

Listed (Active)

ONEKEY #966798

$4,300
10/31/2024

Expired

ONEKEY #3557639

$9,000
06/08/2024

Listed (Active)

ONEKEY #3557639

$16,500
10/01/2023

Expired

ONEKEY #3490190

$7,000
07/10/2023

Listed (Active)

ONEKEY #3490190

$17,000
06/24/2023

Rented

ONEKEY #3474618

$3,500
06/24/2023

Pending

ONEKEY #L3474618

06/24/2023

Contract

ONEKEY #3474618

04/30/2023

Listed (Active)

ONEKEY #3474618

$3,500
01/09/2014

Expired

ONEKEY #2549568

$1,750
01/09/2013

Listed (Active)

ONEKEY #2549568

$1,750

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

Schools near 29500 Main Road

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

Mattituck Junior Senior High School
Public7 to 12

Our Lady Of Mercy Regional School
PrivatePK to 6

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.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Douglas Elliman Real Estate, Thomas J. Uhlinger; Douglas Elliman Real Estate, Kristy B. Naddell

Based on information submitted to the MLS GRID as of 03/22/2026 09:10 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.