ML# :3554180 Enjoy the Summer in this bright and airy cottage in Paradise Shores. Fully renovated, central air, vaulted ceilings, open floor plan and tons of natural light, this home is welcoming. Relax on the back deck after a day of fun in the sun. Private bay access one block away. Water views in the backyard. Rental Permit #0199
2350 Paradise Shores Rd, Southold, NY, 11971
ML# :3546388 This is your Zen oasis! Unwind and connect with nature in this lush Zen water view cottage. The perfect getaway from hectic daily life. Lounge poolside or stargaze on the deck overlooking Little Creek. 4 bedrooms, 3.5 baths, including a jacuzzi in the primary bedroom, fabulous outdoor shower, incredible pool house, chef’s kitchen, outdoor BBQ and dining area and a close drive or stroll to the Causeway Beach! Close to North Fork boating, marinas, farmstands, award winning vineyards, renowned restaurants, and great shopping. Permit # 1089
250 Pine Tree Ext, Southold, NY, 11935
ML# :3519950 HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!
1460 Hillcrest Drive, Southold, NY, 11957
ML# :3489027 Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!
3400 Youngs Avenue, Southold, NY, 11971
ML# :3570354 Your North Fork get-away is waiting! This brand new luxury one bedroom cottage nestled among the shady trees offers supreme comfort and award winning amenities including a heated inground pool, pickle ball court, club house, playground, party pavilion, and access to the beautiful local beaches just moments away. Fully equipped with a full size refrigerator, convection cook top, microwave, grill, fire pit, and picnic table. Cable, wi-fi, and utilities are included! A truly unique setting for fun and relaxation just minutes away from Greenport Village, golf, wineries, farms, marinas, and restaurants.
690 Queen Street, Southold, NY, 11944
ML# :3589448 Southold, North Fork - centrally located (no car needed) 1 bedroom apartment in legal 3-family building. Unit is completely separate and independent of other units. Fully furnished. Tenant responsible for utilities, security, etc and is to carry insurance. Pets on individual basis. A perfect pied-a-terre in wine country whether short stay, vacation, or possibly year-round...comfortably furnished and convenient to all. Rental Permit# 170.
475 Youngs Avenue Unit B, Southold, NY, 11971
ML# :3574151 Discover your perfect retreat in this beautifully renovated 4-bedroom home, tucked away in one of the most serene and private corners of the North Fork. Seamlessly blending modern luxury with countryside charm, this home is enveloped by picturesque vineyards and farms, offering an idyllic escape just minutes from vibrant shopping, dining, and local treasures. Inside, sleek modern finishes and tastefully redesigned bathrooms create a refined yet inviting atmosphere. The airy, open-concept living spaces flow effortlessly, making this home equally suited for cozy evenings by the fireplace or lively gatherings with friends. Each bedroom is a peaceful sanctuary bathed in natural light, offering comfort and style in equal measure. Step outside to your private oasis where a spacious, fully fenced backyard invites you to unwind. Take a dip in the heated pool, lounge in one of the outdoor seating areas, or host unforgettable summer soirees. Whether you’re searching for a year-round residence or a seasonal getaway, this North Fork gem promises the perfect blend of relaxation, sophistication, and scenic beauty.
25 Sunflower Court, Riverhead, NY, 11933
ML# :3517331 Southold Town Rental Permit #1016. Cozy Northern White Cedar Log Style Chalet With Heated Saltwater Pool. It is the juxtaposition between the rustic qualities and the elegant essence of this home that makes it so unique! Covered Wrap Around Porch. 2 Car Garage Attached, 1 Detached. Open Floor Plan. Two Spacious Bedrooms, The Primary Is En-Suite. Extra Loft Style Bedroom With Two Single Beds. Two Full Baths. Unique Smoke House. Appointed Details Inside This Home Were Skillfully Created By The Hands Of A Master Craftsman. Tucked Away On An Acre Property With Ample Privacy. The Perfect Home For Those Seeking A Secluded Vacation On The North Fork. Close Proximity To A Private Beach(Cedar Beach), Easy Access To The Water For Kayak Enthusiasts And A Ramp For Launching Small Crafts. Very Close To Goose Creek & Peconic Bay. Be Part Of What The North Fork Has To Offer: Pristine Beaches, Delectable Restaurants, Local Produce & A Burgeoning Wine Country. . May = $4000 per 2 week stay) (June = $5000 per 2 week stay) (July = $7500 per 2 week stay) (August = $10, 000 per 2 week stay) (September = $9000 per 2 weeks) (October Through April = $3500 per 2 week stay)
380 Private Rd, Southold, NY, 11971
ML# :3185487 This classic updated 19th century home in the heart of historic New Suffolk is just 4 blocks to one of the North Fork’s best bay beaches, plus two renowned local restaurants. It offers stylish living spaces -- living room, den, dining room, eat-in kitchen, 3 bedrooms and 2 full baths, central air conditioning. Many antique details and original wood floors add to the charm. The wraparound porch invites lounging, as does the spacious backyard with shade trees. Available after September 2024.
640 Orchard Street, Southold, NY, 11956
ML# :3585738 Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and perennials. An exquisite setting for an idyllic respite in lovely Orient. Nearby to Beaches, Village Lane and the jitney. Minutes to area attractions, fine dining, golf, wineries, Greenport, Ferries to Shelter Island, Sag Harbor and New England. Rental Rates: June $14, 000; July $34, 000; August-LD- $36, 000; Off Season $5, 500 per month; Year Round $6, 500 per month. Rental Permit# 1061
285 Oyster Ponds Lane, Southold, NY, 11957