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$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

$3,749,500
3 Beds 3 Baths 916216 MLS
Stylish and Secluded Water Mill Sanctuary Discover this elegant Water Mill summer retreat, perfectly situated in the heart of the Hamptons. Surrounded by meticulously landscaped grounds, the residence offers sunlit interiors, refined yet comfortable living spaces, and a thoughtfully designed layout that seamlessly accommodates both everyday living and entertaining. Outdoors, a private pool is framed by lush greenery, creating a tranquil escape ideal for summer relaxation and gatherings. The home's effortless indoor-outdoor flow enhances the experience, whether hosting guests or enjoying quiet moments. Just minutes from pristine beaches, charming village shops, and acclaimed dining, this property offers the quintessential Hamptons lifestyle in a private, stylish setting.

2 Strongs Lane, Water Mill

$3,895,000
3 Beds 3 Baths 909935 MLS
QUOGUE VILLAGE SOUTH. This sun-filled contemporary home situated on a private 1 +/- acre was meticulously renovated in 2021. A thoughtfully designed floor plan provides 3,500 +/- square feet of open living space, 3 bedrooms, 3 baths and a den. The dramatic open-concept layout is highlighted by expansive skylights that fill the home with natural light. The first floor features a living room with fireplace, a stylish dining area, a sleek eat-in kitchen and comfortable family room, all seamlessly integrated. Walls of sliding glass doors connect the interior to an expansive multi-level wood deck surrounding a heated gunite pool, providing a relaxing indoor-outdoor lifestyle. The first floor also includes two separate bedroom wings; a tranquil primary suite and an additional guest suite with a full bath and adjacent den. Upstairs, a private loft-style bedroom suite features its own deck overlooking the pool, offering an ideal retreat for guests. Additional amenities are a full unfinished basement, a two-car garage, and mature landscaping. Enjoy close proximity to Quogue Village shops, dining and beach - making this a perfect year-round residence or weekend escape.

1 Acorn Path, Quogue

$550,000
3 Beds 2 Baths 898009 MLS
Don’t Miss This Prime Investment Opportunity in East Islip! This spacious Colonial-style home offers timeless curb appeal with its classic facade, two-car garage, and a generous front yard set on a quiet, tree-lined street. Enter inside to find a flexible layout featuring 4 bedrooms and 2 full bathrooms, with abundant storage throughout. The home’s interior offers great bones, spacious room sizes, and untapped potential—perfect for investors looking to renovate and add value. The semi-basement behind the home provides even more usable space and functionality. Outside, enjoy a large backyard with plenty of room for entertaining or expansion. The two-door garage adds extra storage and convenience. The property is equipped with both natural gas and oil heating, providing flexibility for future upgrades. Located directly across from a scenic park with a tranquil pond, this home is close to schools, shopping, medical offices, dining, and more. Commuters will appreciate the nearby LIRR station and easy access to major highways. With a little vision and work, This home can become a standout investment in a sought-after location. Bring your contractor and imagination—this one won’t last!

59 Irish Lane, East Islip

$499,000
3 Beds 2 Baths 896888 MLS
This home presents an exceptional opportunity to enjoy suburban charm. Located in a beach community, this property offers the option to join a private beach association for seasonal access and enjoyment. Warm, welcoming, and wonderfully renovated. Nestled in the heart of Rocky Point this charming ranch-style home is the perfect blend of comfort, convenience, and interior curb appeal. Boasting three generously sized bedrooms, this single-story residence is ideal for families or anyone who values the ease of one-level living. A bright, airy living room welcomes you with natural light streaming through the bow window, seamlessly flowing into a well-appointed kitchen that’s ready for both everyday meals and entertaining. Each bedroom provides a nice size closet. Outside, the property sits on a high lot—offering mature shade trees, and Deck perfect for creating an outdoor haven. The finished basement with exit windows adds versatility, whether you're dreaming of a family room, home office, workout area or has possible Accessory apartment with proper permits. Practical amenities include a driveway and new off parking space for 4 cars, Natural wood Chimney, laundry for convenience in the basement. Ideally located near to schools, convenient shopping, and beach. More information at 347-433-2859

39 Willow Road, Rocky Point

$759,999
3 Beds 3 Baths 888334 MLS
Welcome to this stunning 3 bedroom, 2.5 bath home nestled in the highly sought-after Three Village Green community of South Setauket. This home is the Amherst model, which is the biggest model in the community. The open floor plan seamlessly blends modern design and comfort, connecting the kitchen—complete with stainless steel appliances and quartz countertops—to the dining area and living room. A cozy gas fireplace adds warmth and charm, making this space perfect for entertaining or relaxation. Ascend the custom staircase to discover a luxurious primary suite featuring two walk-in closets and a spacious primary bath. Two additional bedrooms provide ample space for family or guests, while the conveniently located upstairs laundry room adds ease to your daily routine. The full basement, with its impressively high ceilings, offers endless possibilities for expansion or storage. Step outside to a beautifully designed paver patio, ideal for outdoor gatherings or peaceful evenings. The 2 car garage effortlessly meets your parking and storage needs. As part of the vibrant Three Village Green community, you'll enjoy exceptional amenities, including a pool, gym, clubhouse, basketball court, playground, and more. HOA fees cover lawn maintenance, water, garbage and snow removal, and even biannual power washing of the home and driveway sealing. Located in South Setauket, this home offers convenient access to local parks, shopping, schools, and other amenities, making it the perfect choice. Don’t miss the opportunity to make this exceptional property your forever home—schedule a showing today!

33 Sunflower Ridge Road, South Setauket

$3,475,000
3 Beds 2 Baths 887220 MLS
This Southampton Village Cape cod cottage encapsulates the timeless allure and relaxed sophistication of Hamptons living. The homes architecture is seamlessly integrated with modern updates creating an inviting retreat that balances tradition and contemporary comfort. inside the cottage offers three spacious bedrooms and two full baths for a spa like experience. The highlight of the recent renovations is a 16 x 18 four season conservatory extension-a sun drenched space ideal for Year round enjoyment, whether hosting gatherings or savoring quiet mornings. The interiors are enhanced by central air, hardwood floors, ensuring comfort and style throughout. Step outside to discover a GUNITE pool, pool house, outdoor shower and garage.

163 Halsey Street, Southampton

$650,000
3 Beds 2 Baths 885840 MLS
Welcome to this lovely one-family residence located in the desirable Northville area of Riverhead. This cozy home features 3 spacious bedrooms and 2 well-appointed bathrooms, perfect for comfortable living. The inviting interior offers plenty of natural light, with a functional layout that’s ideal for both everyday living and entertaining. The home is situated on a well-maintained lot, providing ample outdoor space for relaxation or gardening. Also it was renovated in 2019. With easy access to local amenities, schools, and nearby attractions, this property offers both convenience and charm. This property is selling as part of a package that includes a farm located at 1117 Cross River Drive, Riverhead NY 11901. The farm is priced separately and must be purchased in order to complete the package deal. Don’t miss the opportunity to make this house your new home! Schedule a showing today.

1553 Northville Turnpike, Riverhead

$1,500,000
3 Beds 4 Baths 884422 MLS
Nestled in the heart of Sag Harbor Village, 352 Main Street offers the rare opportunity to own a timeless 3-bedroom, 3-bath residence just moments from shops, restaurants, and the harbor. The home sits on a 0.17-acre lot and combines classic village charm with untapped potential.The light-filled interior features a cozy living area with fireplace, hardwood floors, and an open-concept layout ideal for entertaining. The eat-in kitchen leads to a spacious backyard with room for outdoor dining or a potential pool. While the home has solid bones, it presents a great opportunity for updates or renovation to match your vision and elevate its value.Located just blocks from the Sag Harbor Whaling Museum, John Jermain Library, and historic marinas, this property is a standout for buyers looking to invest in one of the most desirable and walkable villages in the Hamptons.

352 Main Street, Sag Harbor

$542,000
3 Beds 3 Baths 883231 MLS
To Be Built~Stunning Energy -Efficient Colonial-1,540 Square Feet. Exciting opportunity to own a brand new Colonial-style home thoughtfully designed for modern living. This 3-bedroom, 2.5-bath residence will feature energy-efficient construction, blending timeless architecture with high-quality finishes. Interior highlights include hardwood flooring throughout main level, an open concept layout, and a gourmet kitchen equipped with stone countertops, white cabinetry plus a generous size center island-perfect for cooking and entertaining. Upstairs, enjoy good size bedrooms in addition to well appointed bathrooms. The full basement offers an outside walk out entrance excellent for a home office, recreation room or additional living space. Set on a generous size lot, this home provides both space and efficiency remaining convenient to all local amenities. Ideal for buyers seeking new construction, energy savings, and classic charm in one complete package. Still time to customize! Don't miss this opportunity-schedule your consultation today. Customary New Build Fees Apply. Pictures Show Of Same Model That Just Sold. Construction has started, create your dream home for this summer don't delay!

New Construction Neighborhood Road, Mastic Beach

$848,000
3 Beds 2 Baths LP1439487 MLS
To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Amenities included are hardwood floors on the first floor with carpet in the bedrooms, granite kitchen countertops, 3 choices of cabinets with dove-tail draws and soft touch close, central air conditioning, colonial base moldings & choice of tile for bathrooms. Some optional features include venting out for stove, a fireplace, tray ceiling in owner's suite, shadow-box molding, a 2 car garage, an outside basement entry, egress basement windows, rough plumbing for 3-piece bathroom, low-line plumbing and more. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Subject To Change., Additional information: Appearance:To Be Buil

Lot 4 Bunker Lane, Middle Island

$848,000
3 Beds 2 Baths LP1439488 MLS
To Be Built. Rendering/Photos Shown Conveys Craftsmanship of Homes Previously Built. Amenities included are hardwood floors on the first floor with carpet in the bedrooms, granite kitchen countertops, 3 choices of cabinets with dove-tail draws and soft touch close, central air conditioning, colonial base moldings & choice of tile for bathrooms. Some optional features include venting out for stove, a fireplace, tray ceiling in owner's suite, shadow-box molding, a 2 car garage, an outside basement entry, egress basement windows, rough plumbing for 3-piece bathroom, low-line plumbing and more. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Subject To Change., Additional information: Appearance:To Be Blt,Separate Hotwater Heater:N

Lot 2 Bunker Lane, Middle Island

$1,249,000
3 Beds 2 Baths L3590177 MLS
Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a spacious living room with a fireplace. The dining room can function as a den and includes pocket doors. The primary floor also offers an eat-in kitchen, a laundry room/pantry, a 3-season room, a full bath, and a back staircase. Upstairs, you will find three large bedrooms and another full bath. The farmhouse retains historic character and details, including original wainscoting, paneled doors, windows, and hardwood floors. Various unique features from a bygone era include a laundry chute, a built-in medicine cabinet, bench seats and cabinets, and a sewing room or nursery that could also serve as a walk-in closet. Additionally, the property includes a two-car garage, a post-and-beam barn (which previously hosted generations of local school dances), a large two-story workshop, and a tool shed, along with the 'tower' of the windmill that once pumped water for the farm. With approximately 200 linear feet of road frontage, this home offers substantial privacy and is ideal for those seeking a true North Fork residence within a village setting with access to Southold Park District amenities including use of the Wharf House. You can have it all at 2055 Boisseau Avenue, with room for a pool or tennis court, horses, or small-scale farming. The barn can accommodate multiple boats or cars. Follow your dreams and explore this incredible opportunity!

2055 Boisseau Avenue, Southold

$2,995,000
3 Beds 2 Baths L3586117 MLS
Discover your dream home at 700 Edge of Woods in Water Mill, now available for sale. This beautifully renovated 3-bedroom, 2-bathroom residence underwent a complete transformation in 2024. The home boasts a modern kitchen with brand-new appliances, two custom-designed bathrooms, and stylish new designs. The lower level has been thoughtfully reimagined to include a custom buildout with a versatile bonus room. The exterior of this 1,700+/- square foot home has also been meticulously upgraded. The decking has been completely redone and freshly painted, ensuring a seamless blend of indoor and outdoor living. This property is ready for you to move right in and start enjoying the Hamptons lifestyle. Set on a sprawling 0.98+/- acre lot, the grounds have been enhanced with a comprehensive landscaping update. This includes a new irrigation system, the planting of 300 Green Giant Arborvitaes, and 100 specimen shrubs, featuring stunning Hydrangeas. The expansive lot size and prime location make this property an excellent candidate for new construction, should you wish to build a custom home tailored to your preferences. Conveniently situated near the charming villages of Southampton, Sag Harbor, Bridgehampton, and Water Mill, this property offers the perfect Hamptons setting. Whether you choose to enjoy the existing home or envision a new custom build, 700 Edge of Woods is your gateway to a luxurious Hamptons paradise., Additional information: Interior Features:Lr/Dr

700 Edge Of Woods Road, Water Mill

$999,999
3 Beds 3 Baths L3578656 MLS
Welcome to this beautiful shy 1 acre Family Compound or Investors dream nestled in the tranquil and highly sought after Eastport community. Massive tree lined corner lot with Privet hedges features a main house with 3 bedrooms, 2 baths, large kitchen and basement. Walk across the well manicured secluded grounds to an immaculate fully updated artists cottage with private yard space and driveway. Property also features a horse barn and a 3 car detached garage as well as a shed. The grounds feature a beautiful deck and outdoor back yard that's perfect for entertaining with plenty of room for a pool. Walkable boat ramp, as well as many stores, all less then a half mile away. Located just minutes from local beaches, wineries, and the Hamptons. Relaxed country living with easy access to shopping, dinning and entertainment.

57 Seatuck Avenue, Eastport

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.