Rental Registration #: 0929 Welcome to 1355 Watersedge Way, a delightful Bayfront home offering breathtaking water and sunset views in Southold. Nestled next to a nature preserve with 300 feet of private beach, this home provides both serenity and direct water access.Inside, the spacious living room features a smart TV and a wall of sliding glass doors that open to a waterside deck, perfect for enjoying the bay breeze. The eat-in kitchen, two bedrooms, and one full bath complete the main level.The lower level offers even more space to relax and entertain, with a family room, wet bar, third bedroom, full bath, and washer/dryer, plus easy access to the outdoor shower and beautiful backyard.Whether you're looking for a peaceful retreat or a waterfront getaway, this home is a rare find. Don't miss the opportunity to experience the best of Bayfront living! 2026 Rates: MD TO LD $50,000; June $12,000; July $19,500; August $19,500; Sept $8,000; October $7,000. WINTER RATES $4,500 per month November through April. RP# 0929
House for rent
$19,500/mo
Fees may apply
1355 Watersedge Way, Southold, NY 11971
3beds
--sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Attached garage parking
What's special
Beautiful backyardWaterside deckWet barEat-in kitchenFamily room
- 461 days |
- -- |
- -- |
Zillow last checked:
Listing updated:
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Laundry Room
Features
- View
Property
Parking
- Parking features: Attached, Other
- Has attached garage: Yes
- Details: Contact manager
Features
- Stories: 2
- Exterior features: Architecture Style: beach-house, Broker Exclusive
- Has view: Yes
- View description: Water View
- Has water view: Yes
- Water view: Waterfront
Details
- Parcel number: 1000088000500069000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Condition
- Year built: 1960
Community & HOA
Location
- Region: Southold
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 7/21/2025 | Price change | $19,500+62.5% |
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| 5/10/2025 | Price change | $12,000-47.8% |
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| 1/4/2025 | Listed for rent | $23,000 |
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| 12/21/2024 | Listing removed | $23,000 |
Source: Zillow Rentals Report a problem | ||
| 12/3/2024 | Listed for rent | $23,000 |
Source: Zillow Rentals Report a problem | ||
| 11/7/2024 | Listing removed | $23,000 |
Source: Zillow Rentals Report a problem | ||
| 3/19/2024 | Price change | $23,000+25.5% |
Source: Zillow Rentals Report a problem | ||
| 2/16/2024 | Price change | $18,333+161.9% |
Source: Zillow Rentals Report a problem | ||
| 9/5/2023 | Price change | $7,000-72% |
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| 8/17/2023 | Listed for rent | $25,000+13.6% |
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| 9/7/2022 | Listing removed | -- |
Source: | ||
| 7/15/2022 | Price change | $22,000-12% |
Source: | ||
| 6/30/2022 | Listed for rent | $25,000 |
Source: | ||
| 7/28/2021 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 6/27/2021 | Price change | $25,000+150% |
Source: Zillow Rental Manager Report a problem | ||
| 3/28/2021 | Listed for rent | $10,000 |
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| 2/3/2021 | Listing removed | -- |
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| 12/5/2020 | Listed for rent | $10,000+81.8% |
Source: Owner Report a problem | ||
| 12/1/2018 | Listing removed | $5,500 |
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| 1/22/2018 | Price change | $5,500-65.6% |
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| 11/7/2017 | Price change | $16,000+190.9% |
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| 8/30/2017 | Price change | $5,500-65.6% |
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| 5/3/2017 | Listed for rent | $16,000 |
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| 5/28/2016 | Listing removed | $16,000 |
Source: Douglas Elliman Real Estate #2834757 Report a problem | ||
| 3/19/2016 | Listed for rent | $16,000 |
Source: Douglas Elliman Real Estate #2834757 Report a problem | ||
Neighborhood: 11971
Nearby schools
GreatSchools rating
- 6/10Southold Elementary SchoolGrades: K-6Distance: 2 mi
- 6/10Southold Junior Senior High SchoolGrades: 7-12Distance: 2 mi







