# 5 Woodcliff Trail, Baiting Hollow, NY 11933 > **TL;DR:** 6bd/3ba multi-family, $399,990, built 1955. > View, A/C, 1-car garage. Est. $2,140/mo. Listed 84 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $399,990 | | Bedrooms | 6 | | Bathrooms | 3 full | | Year Built | 1955 | | Lot Size | 5,227 sqft (0.12 acres) | | Garage | 1-car | | Property Type | Multi-Family (Duplex) | | Status | Active | | Days on Market | 84 | ## Why This Home Stands Out - **Views** - Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,023 | | Estimated Insurance | $117 | | **Total** | **$2,140** | ## Nearby Schools - **Elementary:** Riley Avenue School - **Middle:** Riverhead Middle School - **High:** Riverhead Senior High School ## Key Amenities - View - A/C - 1-car garage ## Property Highlights - Built in 1955 - 0.12 acre lot ## Description ### Agent Description SEASONAL ONLY COMMUNITY OPEN APRIL 15-OCTOBER 15. Picture waking to shimmering water views, coffee in hand, on a covered deck perched inside the beachfront community of Woodcliff Park. This six-bedroom, three-bath duplex delivers rare flexibility, comfort, and a genuinely smart financial angle all in one breezy North Fork package. Land lease for 2026 is $9,578.77 The clever layout features three bedrooms and a full bath upstairs, plus three more bedrooms and another full bath below. Two complete kitchens one of which comes with Viking appliances mean everyone gets their own space, while soaring vaulted ceilings add drama overhead. A built-in fish tank brings unexpected personality, and a Viking grill turns backyard cooking into a proper event. Here's the part your accountant will love: renting the lower level covers all annual expenses. Translation? Your upper retreat essentially pays for itself, making this an ideal snowbird escape or carefree vacation getaway. Outdoor living shines with a wraparound blend of covered deck, open deck, and welcoming porch, plus a handy garage for beach gear and toys. Adventure sits right outside the community. Sip local pours at Baiting Hollow Farm Vineyard, dine at the charming Cooperage Inn, splash the day away at Splish Splash Water Park, or chase bargains at Tanger Outlets Riverhead. Please note: land is leased and this is a cash-only opportunity. Ready to trade ordinary summers for something unforgettable? Schedule your private showing before the season slips away. ## Location - **Address:** 5 Woodcliff Trail, Baiting Hollow, NY 11933 - **County:** Suffolk County - **Coordinates:** 40.966611, -72.752782 - **Google Maps:** https://www.google.com/maps?q=40.966611,-72.752782 ## Listing Agent - **Name:** Michele N. Sanchez CBR - **Brokerage:** Signature Premier Properties - **Broker Phone:** (631) 673-3700 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5-Woodcliff-Trl_Baiting-Hollow_NY_11933_M33558-04250?f=listhub&s=MLSLINY&m=1037783&c=propsimple) ## Photos ![5 Woodcliff Trail - Photo 1](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f675310991r.jpg) ![5 Woodcliff Trail - Photo 2](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2479823019r.jpg) ![5 Woodcliff Trail - Photo 3](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2846958528r.jpg) ![5 Woodcliff Trail - Photo 4](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3735208447r.jpg) ![5 Woodcliff Trail - Photo 5](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f66352118r.jpg) ![5 Woodcliff Trail - Photo 6](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f557756870r.jpg) ![5 Woodcliff Trail - Photo 7](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3015977822r.jpg) ![5 Woodcliff Trail - Photo 8](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3226260597r.jpg) ![5 Woodcliff Trail - Photo 9](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2600114188r.jpg) ![5 Woodcliff Trail - Photo 10](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3644489015r.jpg) ![5 Woodcliff Trail - Photo 11](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f441993800r.jpg) ![5 Woodcliff Trail - Photo 12](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f697398054r.jpg) ![5 Woodcliff Trail - Photo 13](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1265149614r.jpg) ![5 Woodcliff Trail - Photo 14](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f254513204r.jpg) ![5 Woodcliff Trail - Photo 15](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f940868546r.jpg) ![5 Woodcliff Trail - Photo 16](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f658048260r.jpg) ![5 Woodcliff Trail - Photo 17](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3051754731r.jpg) ![5 Woodcliff Trail - Photo 18](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f949644102r.jpg) ![5 Woodcliff Trail - Photo 19](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f11068097r.jpg) ![5 Woodcliff Trail - Photo 20](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f29942140r.jpg) ![5 Woodcliff Trail - Photo 21](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f494899419r.jpg) ![5 Woodcliff Trail - Photo 22](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3528743525r.jpg) ![5 Woodcliff Trail - Photo 23](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3012449215r.jpg) ![5 Woodcliff Trail - Photo 24](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3900129424r.jpg) ![5 Woodcliff Trail - Photo 25](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f570840438r.jpg) ![5 Woodcliff Trail - Photo 26](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f70631618r.jpg) ![5 Woodcliff Trail - Photo 27](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1327212106r.jpg) ![5 Woodcliff Trail - Photo 28](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1098169511r.jpg) ![5 Woodcliff Trail - Photo 29](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3679383753r.jpg) ![5 Woodcliff Trail - Photo 30](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1660097012r.jpg) ![5 Woodcliff Trail - Photo 31](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f482113872r.jpg) ![5 Woodcliff Trail - Photo 32](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1784337413r.jpg) ![5 Woodcliff Trail - Photo 33](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3113097238r.jpg) ![5 Woodcliff Trail - Photo 34](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3371675656r.jpg) ![5 Woodcliff Trail - Photo 35](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1144394362r.jpg) ![5 Woodcliff Trail - Photo 36](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f4198081204r.jpg) ![5 Woodcliff Trail - Photo 37](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f269915581r.jpg) ![5 Woodcliff Trail - Photo 38](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f954781490r.jpg) ![5 Woodcliff Trail - Photo 39](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1044952455r.jpg) ![5 Woodcliff Trail - Photo 40](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1110494760r.jpg) ![5 Woodcliff Trail - Photo 41](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f1480624245r.jpg) ![5 Woodcliff Trail - Photo 42](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2794645866r.jpg) ![5 Woodcliff Trail - Photo 43](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3937707436r.jpg) ![5 Woodcliff Trail - Photo 44](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3626818634r.jpg) ![5 Woodcliff Trail - Photo 45](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2357614281r.jpg) ![5 Woodcliff Trail - Photo 46](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3110773203r.jpg) ![5 Woodcliff Trail - Photo 47](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f124363495r.jpg) ![5 Woodcliff Trail - Photo 48](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f3831083393r.jpg) ![5 Woodcliff Trail - Photo 49](http://lh.rdcpix.com/9456e182a674ec46872e6c36acb2d8bdl-f2813756300r.jpg) --- **MLS#:** 1037783 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/5-woodcliff-trail-baiting-hollow-ny-11933-cad000e2788443ff9909af6b5ea0db56) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/5-woodcliff-trail-baiting-hollow-ny-11933-cad000e2788443ff9909af6b5ea0db56#listing", "url": "https://staging.propertysimple.ai/listing/5-woodcliff-trail-baiting-hollow-ny-11933-cad000e2788443ff9909af6b5ea0db56", "name": "5 Woodcliff Trail, Baiting Hollow, NY 11933", "description": "SEASONAL ONLY COMMUNITY OPEN APRIL 15-OCTOBER 15. Picture waking to shimmering water views, coffee in hand, on a covered deck perched inside the beachfront community of Woodcliff Park. This six-bedroom, three-bath duplex delivers rare flexibility, comfort, and a genuinely smart financial angle all in one breezy North Fork package. Land lease for 2026 is $9,578.77 The clever layout features three bedrooms and a full bath upstairs, plus three more bedrooms and another full bath below. Two complete kitchens one of which comes with Viking appliances mean everyone gets their own space, while soaring vaulted ceilings add drama overhead. A built-in fish tank brings unexpected personality, and a Viking grill turns backyard cooking into a proper event. Here's the part your accountant will love: renting the lower level covers all annual expenses. Translation? Your upper retreat essentially pays for itself, making this an ideal snowbird escape or carefree vacation getaway. Outdoor living shines with a wraparound blend of covered deck, open deck, and welcoming porch, plus a handy garage for beach gear and toys. Adventure sits right outside the community. 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