ML# :3567564 2024 Rates: October $10, 000/2025 Rates MDW-LD $80K, June $15K, July $27K, A1-LD $30K, Sept $17K, October $15K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen, a dining room, and a primary en-suite bedroom. The finished basement includes two additional bedrooms, a full bathroom, and a media room, while the second floor features two more bedrooms and another full bathroom. The property’s grounds are beautifully landscaped and elevated, with a mahogany deck, stone patio, outdoor dining area, and stairs leading to a raised platform beach with a pergola, providing easy access to the Bay for a refreshing dip.
930 W Cove Rd, Southold, NY, 11935
ML# :3549425 This spectacular home on Peconic Bay (Broadwater Cove) features phenomenal views of Nassau Point and Robins Island. The spectacular design includes wall-to-wall windows, an open floor plan, and two large entertaining waterfront decks. There are 4 bedrooms, including the master suite with unobstructed water views. The great room, kitchen, and dining area all open out to the dining deck, beach, and waterfront. The guest cottage has heat and central air, floor to ceiling windows, a large additional master suite with full bath, large living area, and an additional half bath. The oversized, 2-car garage has ample room for storage. The 2 private docks and completely private beach make this property a summer haven. Close to Cutchogue and all the north fork has to offer.
150 Mason Drive, Southold, NY, 11935
ML# :3531587 Imagine waking up to waterfront views in this luxurious 5-bedroom estate. Nestled on 1.1 acres along the Mattituck Inlet, the home boasts an open floor plan, perfect for entertaining. Relax by the fireplace in the waterfront living room, or gather for meals in the formal dining area. The eat-in kitchen features granite countertops and flows seamlessly into a sunroom, inviting you to soak in the scenery year-round. For ultimate convenience, the first floor includes a laundry room, pantry, and powder room. All five bedrooms boast en-suite baths, with the primary and a guest suite conveniently located on the main floor. The upper level offers two additional en-suite bedrooms, each with a kitchenette, providing ideal space for guests. The finished lower level boasts a walk-out living room with a kitchenette, wet bar, and a guest bedroom with a bathroom, perfect for entertaining or creating a private retreat
190 Jackson Landing, Southold, NY, 11952
ML# :3530830 Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two en-suite bedrooms and two additional bedrooms and full bath. Large manicured yard with deck and patio landscaped for privacy. Close to beaches, farm stands, Southold Fish Market, wineries and Greenport Village. Spend this summer in Greenport in this wonderful home. July Rented from July 20-August 3. Available June $15, 000/month, June 20-July 20 for $20, 000, August 3-LD $20, 000, 2 or 3 weeks in July or August $7500/week and Off season $5000/week (2 week Minimum) #0744
750 Kerwin Boulevard, Southold, NY, 11944
ML# :3524446 Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay.
530 Stillwater Avenue, Southold, NY, 11935
ML# :3513788 2025 Rates May 23-Sept 1 $65K, May 1-21 $5K, May 1-30, $10K, June 15K, July $23, 500, A1-LD $25K, 9/1-30 $7, 500, October $7, 500: Pristine Mid Century Modern Waterfront with 200’ Of Private Sugar Sand Beach! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High Ceilings, Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And 2.5 Baths.
189 Old Harbor Rd, Southold, NY, 11956
ML# :3494263 Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for. Permit # 0940
2600 Oregon Rd, Southold, NY, 11952
ML# :3470466 Located in a gorgeous Bay beach private community, just a stone’s throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features include walkout deck, a library, sunroom w/gorgeous Bay views, outdoor showerhouse. Super convenient to fine dining, shopping & wineries - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within Southold’s Park District, includes access to Founders’ Landing treasured sandy Bay beach park & playground. Everything you need for a fantastic North Fork vacation. Rental permit #0392; Expiration date 4/18/2025
695 Rogers Rd, Southold, NY, 11971
ML# :3577512 Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957
1545 Pipes Neck Rd, Southold, NY, 11944
ML# :3540781 Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available July $22K, August-LD $25K. Year Round $8, 500/monthly. Rental Permit# 0473
560 Grandview Drive, Southold, NY, 11957