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$3,750,000
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Property Description
SOUTHAMPTON VILLAGE CHARM - IDEAL LOCATION, TIMELESS APPEAL Nestled in the heart of Southampton Village, this recently renovated colonial home seamlessly blends historic charm with modern convenience. Beyond being a stunning residence, this home offers a proven rental history, making it a compelling investment opportunity. Just minutes from the vibrant village center, this property captures the essence of Southampton living. With 6 bedrooms, 7 bathrooms, and a thoughtful layout, this residence is perfectly suited for luxurious living and entertaining. The main level features an inviting open floor plan, highlighted by multiple sunlit living spaces, a cozy fireplace, and a formal dining room. The fully-equipped chef's kitchen is a standout, boasting quartz countertops, a large center island, stainless steel appliances, and a commercial-grade gas stove. Adjacent to the kitchen, a serene sun-room surrounded by lush greenery offers an ideal space for an office or sitting area. The main-floor primary suite is a private retreat, featuring a separate sitting room, en-suite bathroom, and exclusive access to a charming patio adorned with bistro lights. Upstairs, five spacious bedrooms, each with updated en-suite baths, offer comfort and elegance for family and guests. Step outside to your backyard oasis, where relaxation awaits. A pergola-covered deck, stone patio, and sparkling in-ground pool are surrounded by mature landscaping, a picturesque English garden, and sculptural accents. Evenings can be spent gathered around the fire pit or enjoying outdoor activities in this thoughtfully designed space. A true turn-key village home with easy access to the Southampton train and Jitney. The driveway can accommodate up to 10 cars, with extra street parking available.
Full Property Details
Full Property Details for 244 N Main St
General
- Price: $3,750,000
- Taxes: $10,575
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1035855
- Updated: 8/10/2026
- Added to Site: 18 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Chefs Kitchen, High Speed Internet, Kitchen Island, Primary Bathroom, Master Downstairs, Sauna, Walk-In Closet(s)
- Fireplace: Yes
- Appliances: Cooktop, Dishwasher, Microwave, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 7
Bedrooms
- Total Bedrooms: 6
Additional Information
- Pool: Yes
- Private Pool: Yes
Parking
- Parking Features: Driveway
Location
- County: Suffolk County
School Information
- High School District: Southampton
- Elementary School: Southampton Elementary School
- Middle School: Southampton Intermediate School
- High School: Southampton High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Electric, Natural Gas
Utilities
- Sewer: Septic Tank
- Water: Other
- Utility Description: Natural Gas Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Cedar
- Basement: Yes
- Basement Desc.: Unfinished
- Building Size: 4046
- Square Feet: 4,046
- Sq. Ft. Source: Other
- Year Built: 1999
Lot Features
- Lot Size (Acres): 0.76
- Lot Size (Sq. Ft.): 33,106
Financial Considerations
- Tax Amount: $10,575
Disclosures and Reports
- Special Conditions: None
- Property ID: 0904-009-00-02-00-008-000
Listed by Privy Realty Group LLC
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Schools
Schools serving 244 N Main St
School District:Southampton Union Free School District
| Name | Grades | Distance |
|---|---|---|
Southampton Elementary School 30 Pine Street, Southampton, NY 11968 | PK-4 | 0.6 mi |
Southampton Intermediate School 70 Leland Lane, Southampton, NY 11968 | 5-8 | 0.8 mi |
Southampton High School 141 Narrow Lane, Southampton, NY 11968 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 244 N Main St
Date
Details
Price
Change
Source
8/10/2026
Listed
$3,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 244 N Main St
Year
Property Taxes
Change
Tax Assessment
Change
2020
$28,165
350%
$2,549,600
—
2016
$6,261
-36%
$2,549,600
—
2020
$9,726
1%
$2,549,600
7%
2018
$9,611
36%
$2,374,500
—
2017
$7,056
92%
$2,374,500
98%
2016
$3,671
-4%
$1,201,600
—
2015
$3,808
-3%
$1,201,600
—
2015
$3,912
—
$1,201,600
—
2014
$3,915
1%
$1,201,600
—
2013
$3,871
—
$1,201,600
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 244 N Main St
244 N Main Street, Southampton, NY 11968 (MLS# 1035855) is a Single Family property with 6 bedrooms and 7 full bathrooms. 244 N Main Street is currently listed for $3,750,000 and was received on August 10, 2026. Want to learn more about 244 N Main Street? Do you have questions about finding other Single Family real estate for sale in Southampton? You can browse all Southampton real estate or contact a Coldwell Banker agent to request more information.
