Greenport Homes with Pool

Welcome to Greenport, a charming village nestled in the heart of Suffolk County, New York, where coastal beauty meets small-town allure. Known for its rich maritime history and vibrant arts scene, Greenport offers a unique blend of picturesque scenery and a welcoming community atmosphere. Whether you’re strolling along the scenic waterfront, exploring boutique shops, or indulging in fresh seafood at local eateries, this enchanting village promises a lifestyle filled with leisure and adventure.

One of Greenport’s standout features is its stunning array of homes, many of which boast private pools. Imagine basking in the sun by your own serene oasis, surrounded by lush landscaping and the gentle sounds of nature. These homes with pools offer the perfect retreat after a day of exploring the nearby beaches or sailing on the bay. With a variety of architectural styles—from charming cottages to modern masterpieces—there’s something to suit every taste and lifestyle.

The neighborhood is not just about beautiful homes; it’s also about community. Residents enjoy access to top-rated schools, parks, and recreational activities, making it an ideal place for families and individuals alike. The local farmers' market and seasonal festivals bring everyone together, fostering a strong sense of belonging.

In Greenport, you’re not just buying a home; you’re investing in a lifestyle. Whether you’re looking to make a permanent move or a seasonal escape, this delightful village offers the perfect backdrop for your next chapter. Come experience the magic of Greenport, where every day feels like a vacation!

Newest Greenport Homes with Pool

$1,175,000

4 Beds ⋅ 2 Baths ⋅ 985147 MLS

Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort . Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun., Additional information: Appearance:very good

130 Tasker Lane, Greenport

$1,149,900

3 Beds ⋅ 2 Baths ⋅ 921412 MLS

Welcome to this beautifully appointed single-family residence ideally situated just minutes from the charming village of Greenport. Blending modern amenities with classic coastal charm, this property offers not only an exceptional retreat in one of Long Island’s most sought-after locations—but also a compelling opportunity as a fully functional or potential income-producing short-term rental. Whether you’re seeking a weekend escape, a second home that offsets its own costs, or a turnkey investment in the thriving North Fork vacation market, this home delivers versatility and value. INTERIOR FEATURES: The home showcases a thoughtfully designed open-concept layout. The gourmet kitchen features white cabinetry, granite countertops, subway tile backsplash, and premium stainless steel appliances. The spacious living area is anchored by a cozy fireplace, while hardwood floors flow throughout. Multiple bedrooms offer comfort and privacy, complemented by updated bathrooms featuring glass-enclosed showers, stone tile walls, and granite countertops—ideal for both personal use and guest accommodations. OUTDOOR LIVING: Set on over half an acre, the expansive property is designed for relaxation and entertainment. A stunning rectangular swimming pool, stone-paved deck, and extensive patio space create a resort-like atmosphere highly desirable for short-term guests and homeowners alike. Mature landscaping and privacy fencing provide a serene and secluded outdoor setting. ADDITIONAL AMENITIES: Unfinished basement offering excellent potential for recreation space or added value Dedicated laundry room Ceiling fans throughout Attached garage with paved parking INCOME & INVESTMENT POTENTIAL: Located in one of the North Fork’s most in-demand vacation destinations, this property is well-positioned for short-term rental use. With strong seasonal demand driven by wineries, beaches, and year-round tourism, buyers have the opportunity to generate income while enjoying personal use. Ideal for those looking to own a lifestyle property that can also serve as a revenue-generating asset. LOCATION & LIFESTYLE: Just a short drive from historic Greenport Village, this home offers easy access to boutique shopping, acclaimed restaurants, and waterfront activities. Enjoy proximity to award-winning wineries, pristine beaches, marinas, and a vibrant calendar of community events including the Maritime Festival and Winter Wonderland. The North Fork’s renowned farm-to-table dining, farmers markets, art galleries, and cultural venues are all within reach, along with convenient access to the Hampton Jitney and LIRR. This property offers more than just a home—it’s an opportunity to experience the best of the North Fork lifestyle while capitalizing on one of the region’s most desirable and in-demand markets. Whether for personal enjoyment, investment, or both, this is a rare offering in Greenport.

380 Homestead Way, Greenport

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.