Riverhead Classified Ad Listings

588 Pleasure Dr. Essence of a Hamptons Summer Past a gated entry with a long private drive, this serene retreat offers the perfect blend of open-concept living, natural beauty, and coveted seclusion. Sited on 2.09 acres with 2,225? +/- sq. ft. of living space, 4 bedrooms, 4 baths, and a pool, the home is ideally located just minutes from Westhampton Beach, Quogue, East Quogue, and Hampton Bays,...

39 Saint Andrews Rd. Mid-Century Spacious Ranch. 4 Bedrooms. 3 Bathroom. 2200 ft

7 Happy Ln. Experience the perfect blend of luxury and functionality in this brand new, professionally designed residence. The home features six bedrooms and five and a half bathrooms, including a spacious primary suite on the main level. Furnished exquisitely, the home can accommodate up to 17 guests, and offers well-appointed sleeping arrangements with 5 twin beds, 4 queen beds, and 2 king be...

1754 Majors Path. 5-Acre Gated Estate w 60' Pool, Gym, Theater. 6 Bedrooms. 7 Bathroom. 10000 ft

88 Peconic Hills Dr. $175,000 Year round $25,000 Short term $15,000 October 1-31st $15,000 November 1-30th $10,000 December 1-31st Open and Airy Private Contemporary with Heated Pool and All Weather Tennis recipe for the Perfect Compound ! Master En Suite Located on Main Floor along with 3 additional Bedrooms all with TV's. Additional Bedroom in Lower Level and Bathroom. Extensive Blue Stone De...

259 Dune Rd Apt 137. Back again for Summer 2027! Spend all or a portion of the season in one of the best oceanfront units available at Yardarm. Stepping through the front door you are immediately greeted by expansive ocean views. Floor to ceilings sliding doors allow the living/ dining area to be drenched with sunlight with a spacious deck perfect for al fresco dining or enjoying the view from ...

76 Great Plains Rd. Southampton Village Estate section three (3) bedroom rental. This rarely available home is a 1/2 mile to Cryder Beach in SH Village. Down a long driveway, the home is two floors and features 3 beds, 3.5 baths, a large lawn, outside deck, multiple fireplaces, top of the line kitchen appliances, outside shower, washer and dryer, and a private screened-in porch ideal for a home...

3 Oakhurst Rd Unit 6. This beautifully renovated coastal residence offers an elevated Hamptons escape with effortless year-round appeal. Whether you're seeking a serene summer retreat or year round getaway, this inviting home delivers privacy, space, and relaxed sophistication in equal measure. Renovated in 2026, the home offers 5 bedrooms, 4.5 baths, and 2,437 +/- SF of living space on 2 level...

1A Gerald Ln. Welcome to 1A Gerald Lane, a delightful summer rental nestled in the heart of Hampton Bays, NY. This recently renovated home boasts 3 spacious bedrooms and 3 modern bathrooms, offering plenty of space for comfort and relaxation. Immerse yourself in the tasteful interior design, which perfectly encapsulates the quintessential Hamptons and beach style. Whether you're unwinding after...

46 Little Neck Rd. 4 Bedrooms and 4 Baths with this Enchanted Water Front that offers Spectacular Views of the Water with all of the Wildlife that the Hamptons has to offer. Great room with Fireplace, Full Kitchen with Granite Counters all with wide open views of the Water. Master Bedroom En Suite on the Main Level and Guest Bedroom En Suite on the Main level along with additional Guest Bedroom...

48 Maple Rd. Beautiful three bedroom cottage located in the north shore community of Rocky Point has been cleaned, freshly painted and waiting for the next great tenant. Included is a recently updated kitchen and bath, hardwood floors, a full unfinished basement, access through outside entrance only, providing extra storage. The basement also includes all utilities, oil tank and laundry room. E...

6 Rolling Hill Rd. OFFERED AS SEASONAL RENTAL (NOT YEAR ROUND) - Welcome to 6 Rolling Hill Rd, Hampton Bays! This beautifully appointed single story ranch offering 1,697 sqft of stylish living space encompasses three bedrooms, three full baths and office with hardwood floors throughout thoughtfully arranged in a split floor plan ideal for those who appreciate their own conditions. In the expand...

1065 Majors Path. This 3 bedroom, 2 bath home is located in the Woods of Southampton. Featuring a pool this is a perfect summer escape.. 3 Bedrooms. 2 Bathroom. 2000 ft

55 Edge Of Woods Rd. Located down a long private driveway just minutes from Southampton Village, this recently renovated four-bedroom traditional is available for summer 2027. The main level features a huge, open-concept gourmet kitchen, sunken casual seating with a vaulted ceiling and fireplace, half bath, formal living room and a dining room with french doors leading out to the deck and heate...

15 Parrish Pond Ln. [Discover unparalleled luxury in this newly renovated 7,500-square-foot estate on 1.5 acres, nestled within the exclusive Parrish Pond community-a secluded enclave of 24 estate homes situated south of the highway. This prime location offers proximity to Southampton Village, the pristine sands of Coopers Beach, and world-renowned PGA golf courses, including the illustrious Sh...

1750 W Main St Apt C08. **Ask About Our Rent Specials*. $99 Sec.Dep Special*. Restrictions Apply** Beautiful Courtyard Setting for a Deluxe Bedrooms White Shakerel Kitchen Cabinetry. Heat, Hot Water and Cooking Gas Included. Some With Terraces. Detached Garages Available. Minutes To the L.I.E. Exit 72 And Local Transportation. Prices/policies subject to change without notice.. 1 Bedroom. 1 Bath...

104 Squiretown Rd. Rental Registration #: RP251948 This newly built, designer-furnished home is perfect for your summer escape, offering the best in style, comfort, and convenience. Just awarded Dwell Magazines Bright Ideas Stand Out Project, this home is both stunning and uniqueFeatures:5 Bedrooms with ample natural light and serene garden views.Vaulted Ceilings and 30 ft. windows create a spa...

25 Halsey St. 25 Halsey Street. 3 Bedrooms. 3 Bathroom. 2000 ft

57 Big Fresh Pond Rd. ON GOLDEN POND After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with firepla...

104 Saint Andrews Cir. 104 Saint Andrews Circle. 2 Bedrooms. 2 Bathroom