277 Toylsome Ln
Southampton, NY 11968
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Bedrooms
4
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Bathrooms
5
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Square Feet
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Available
Available Now
About This Home
This classic center-hall traditional home is situated on a beautifully landscaped half-acre property that features mature hedges and expansive green lawns. It is conveniently located within a short distance of beautiful beaches and the Southampton Village Center. The home boasts fine architectural features both inside and out, including nine-foot ceilings, and has been lovingly refreshed in 2023 with every room redecorated with beautiful, and comfortable furnishings that are perfect for easy Hamptons living. The main level includes a large foyer, a living room with a fireplace, a formal dining room, a library with a fireplace, a sunroom, a powder room, a large eat-in gourmet kitchen equipped with commercial-grade appliances, and a pantry/laundry/mud room. A covered porch on the east side of the house provides access to the den/study and overlooks a private, lush lawn. A stone patio spans the rear of the house and connects the central hall, living room, sunroom, and kitchen to the pool area. The second floor features a gracious landing leading to four bedrooms, including a large master suite with a fireplace, two baths, and two dressing rooms that open onto a covered porch. There are three additional bedrooms, each with its own bath. This special home also includes a 38-foot-long gunite heated pool with a pool house and changing rooms. This rental property is perfect for all seasons and is sure to go quickly. Rental Terms: August - Labor Day: $135,000 June: $75,000
277 Toylsome Ln is a house located in Suffolk County and the 11968 ZIP Code. This area is served by the Southampton Union Free School District attendance zone.
House Features
- Air Conditioning
- Hardwood Floors
- Tile Floors
- Package Service
- Laundry Facilities
- Controlled Access
Contact
- Listed by Pat J Petrillo
- Phone Number
- Contact
Southampton, NY sits at the edge of the Atlantic on Long Island's South Fork, where salt air and crashing waves define this storied Hamptons village that has drawn New Yorkers east for generations. Founded in 1640 by settlers from Lynn, Massachusetts—making it one of New York State's oldest English settlements—Southampton balances lively Main Street lined with art galleries, boutique shops, and coffeehouses with stretches of open shoreline and quieter residential neighborhoods. While beaches draw summer crowds, the village maintains an intentional, relaxed pace year-round, with preserved architecture reflecting its deep community roots. The rental market favors cottage-style homes and smaller apartment communities over high-rises, preserving the town's low-density character. Whether seeking a studio or multi-bedroom rental, options move quickly given Southampton's enduring appeal as a place where downtown energy meets coastal tranquility.
Learn more about living in Southampton- Air Conditioning
- Hardwood Floors
- Tile Floors
- Package Service
- Laundry Facilities
- Controlled Access
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 37 min | 21.5 mi | |
| Drive: | 56 min | 37.2 mi | |
| Drive: | 179 min | 70.1 mi |
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
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