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$445,000
3 Beds 1 Baths 1037619 MLS
Welcome home to this clean and well-maintained one-level 3-bedroom, 1-bath ranch offering comfortable and convenient living. This home features a practical layout with all living space on one floor, making it easy to enjoy and maintain. The home offers three nicely sized bedrooms, one full bath, and a bright, inviting living area with plenty of potential to make it your own. Whether you are a first-time homebuyer, downsizing, or looking for a home with simple one-level living, this property is a great opportunity. Offered at $445,000 with annual property taxes of approximately $6,486. Low-down-payment financing options may be available to qualified buyers. Move-in ready, clean, comfortable, and ready for its next owner. Schedule your private showing today!

69 Mastic Boulevard, Mastic

$939,000
3 Beds 4 Baths 997034 MLS
Location!Location!Location! Some homes are beautiful, others are truly one of a kind. 595 Greenfields Lane is both! Set on nearly 1 acre of meticulously landscaped property on a quiet dead end street, this exceptional custom built home is located just moments away from the historic village of Southold and the very best of the North Fork! Just a mile from the beach and steps away from Long Island's renowned wineries & Farmstands. Built by the homeowner with an uncompromising commitment to quality and craftsmanship, this 3 bedroom, 3.5 bathroom residence offers approximately 2,950 square feet of thoughtfully designed living space. Soaring cathedral ceilings, skylights, custom crown molding, solid wood doors and gleaming hardwood floors are just some of the details that distinguish this home. A stunning chef's kitchen was designed with custom cabinetry, granite counters and new stainless steel appliances, flowing naturally into spacious living and entertaining areas. The luxurious primary suite features a vaulted ceiling and spa inspired new bathroom creating a serene atmosphere to unwind at the end of the day. Adding versatility is a fully finished basement with a separate entrance and spacious living quarters ideal for extended family or those seeking additional flexibility. Outside, the property truly comes alive. Lush landscaping surrounds sitting areas, a vibrant vegetable garden, in-ground sprinklers and a charming permitted cottage. A wood-burning pizza oven creates a natural gathering place for entertaining, while multiple matching sheds, a 2-car garage and an expansive driveway accommodating up to 10 vehicles provide remarkable functionality. Every aspect of this property reflects thoughtful design and pride of ownership, from it's superior construction to it's beautifully maintained grounds. With acclaimed farm stands, wineries, beaches, restaurants and timeless character of Southold Village and the North Fork all close by, this is more than a home, it's an opportunity to embrace the lifestyle that makes this area so desirable. A rare combination of craftmanship, privacy, flexibility and location.....595 Greenfields Lane is a property that truly deserves to be experienced. Come see for yourself what makes this Southold home so special!

595 Greenfields Lane, Southold

$449,990
2 Beds 1 Baths 1035541 MLS
Don't miss this move-in ready 2-bedroom ranch in desirable Lake Grove! Renovated in 2018, this home features an open floor plan, an updated kitchen with stainless steel appliances, recessed lighting, and central air conditioning (2024). Additional updates include a newer dryer (2024) and washer (2026). Set on a spacious lot, this property offers endless possibilities for expansion, creating the perfect opportunity to customize and grow with your needs. Outside, enjoy a 5-zone in-ground sprinkler system, a 10-foot-wide backyard access gate, and a large Shed (less than a year old). Conveniently located near shopping, dining, and major roadways, including Smith Haven Mall, this home combines comfort, convenience, and future potential in one exceptional package. True Taxes: $4,050.46 PLUS Lake Grove Village Tax: $710.91 Excluded from Sale: Ring Cameras

17 Connelly Drive, Lake Grove

$950,000
2 Beds 2 Baths 1035706 MLS
Orient By The Sea —North Fork living at Its Best- Located in the sought-after Orient By-The-Sea community, this charming two-bedroom, two-bath expanded ranch offers the ease of one-level living on a private, level, shy-acre property. With a deeded association beach and park just around the corner, this is a wonderful opportunity for both year-round and vacation living. The spacious, light-filled great room is the center of the home, with doors opening to an expansive patio with a retractable electric awning. Designed for outdoor living and entertaining, this inviting space overlooks the landscaped, park-like grounds and offers ample room for a swimming pool. The interior features two bedrooms and two full baths, including one with a generously sized walk-in shower. Additional living spaces include a welcoming dining room, comfortable living room, updated kitchen with a breakfast nook, and convenient laundry access. The home’s easy layout and abundance of natural light create a warm and inviting atmosphere throughout. The 1-car garage offers space for storage or future expansion. Enjoy all that Orient and the North Fork have to offer, with the Cross Sound Ferry, Orient State Park, and Duryea’s Restaurant just minutes away. The beautifully maintained association sound beach is a neighborhood treasure, featuring a stone path and picnic area, perfect for relaxing by the water, gathering with friends and family, and enjoying spectacular North Fork sunsets. A special opportunity to live, relax, and enjoy the North Fork lifestyle in one of Orient’s most desirable communities.

395 Uhl Lane, Orient

$865,000
5 Beds 4 Baths 1037743 MLS
Welcome to this beautiful and well-maintained Colonial, offering timeless charm, spacious living areas, and generously sized bedrooms. This inviting home provides plenty of room for comfortable everyday living and entertaining. The thoughtfully designed layout features bright and welcoming spaces, spacious bedrooms with ample closet space, and a warm, comfortable atmosphere throughout. The home has been lovingly cared for and is ready for its new owners to make it their own. With its classic Colonial style, desirable room sizes, and well-kept condition, this property is a wonderful opportunity for buyers looking for space, comfort, and character. A must-see home that combines classic charm with comfortable modern living! Photos have been enhanced.

41 Apple Tree Drive, Hauppauge

$799,999
5 Beds 4 Baths 1037663 MLS
Welcome to 52 Manhattan Avenue, a spacious Expanded Colonial offering an exceptionally versatile layout in the heart of West Babylon. Set on a large 10,000 sq ft corner lot, this beautifully maintained home features bright living spaces, hardwood floors, a generous number of bedrooms and bathrooms, two kitchens, and a legal accessory apartment. What truly sets this home apart is its outstanding potential for multigenerational living. With multiple living areas and separate bedroom and bath accommodations, the layout offers the perfect balance of togetherness, privacy, and flexibility for extended household members or long-term guests. Additional basement space provides even more versatility for recreation, storage, laundry, and utilities. Outside, enjoy a private backyard retreat complete with an 18' x 36' in-ground pool, expansive patio, fenced yard, in-ground sprinklers, and beautifully landscaped grounds. Offering space, versatility and a truly unique multigenerational layout, 52 Manhattan Avenue is a rare opportunity to create a home that works for today and for years to come.

52 Manhattan Avenue, West Babylon

$999,999
3 Beds 3 Baths 1027659 MLS
Welcome to this stunning Contemporary Colonial set on over two beautiful acres, offering the perfect blend of privacy, elegance, and modern comfort. This spacious 8-room home has been tastefully updated throughout and features three bedrooms with the potential for a fourth. The primary suite with a spa-inspired bath featuring a step-in shower, whirlpool tub. and double vanity. Enjoy generous living spaces, a two-car garage, and an inviting layout ideal for everyday living and entertaining. Step outside to your own private oasis featuring a salt water heated in-ground pool with waterfall, expansive patio, and beautifully maintained park like grounds. A rare opportunity to own an exceptional property offering space, style, and resort-like living. Riverhead the Gateway to the North Fork! Conveniently located near Long Island Sound beaches and just minutes to the North Fork’s wineries, farm stands, and dining

723 Doctors Path Estates, Riverhead

$2,300,000
2 Beds 2 Baths 1036630 MLS
South of the Highway Montauk Beach House Perched high in the treetops of Hither Woods, this secluded modern retreat offers a rare sense of privacy and tranquility, surrounded by the natural beauty of the landscape. Designed as an upside-down house to maximize light, views, and connection to nature, the home feels like a private sanctuary floating above the trees but so close to the ocean. Inside, the two-bedroom, two-bathroom residence seamlessly blends modern architecture with eclectic interior design, creating a warm yet sophisticated atmosphere. Thoughtfully curated spaces, abundant natural light, and elevated living areas make the home equally suited for quiet weekends or stylish entertaining. Outside, the property is a true oasis, spanning over an acre with multiple decks and balconies, an outdoor shower, and an expansive sense of space and serenity. There is also room for expansion, including the possibility of adding a pool. Perfectly situated less than a half-mile from Gurney's Montauk Resort & Seawater Spa, enjoy world-class dining, rejuvenating spa experiences, and breathtaking ocean views just minutes from your doorstep. Nearby Hither Hills State Park offers a more relaxed escape, with pristine beaches, nature trails, and endless opportunities to enjoy Montauk's natural beauty. A unique Montauk hideaway where contemporary design meets coastal woodland serenity.

15 Elm Lane, Montauk

$239,990
3 Beds 1 Baths 1037498 MLS
Imagine trading everyday stress for lazy summer mornings in a completely renovated three-bedroom cottage that brings genuine Hamptons flair to the North Shore. This turnkey charmer proves that vacation living doesn't have to be complicated. Every inch has been thoughtfully reimagined. Wide plank wood-like laminate floors flow beneath recessed lighting, all controlled by dimmers and motorized shades for the perfect ambiance. White cedar impression siding and Anderson black windows deliver crisp curb appeal, while insulated walls and a mini split keep things comfortable in any weather. The kitchen shines with quartz counters and a five-burner gas stove, and the oversize shower dazzles with shiplap-accented walls and sleek black fixtures. New plumbing throughout means worry-free stays. Best of all, it arrives fully furnished with quality pieces, so you can simply unpack and relax. Outside Enjoy a brand-new front sitting area anchored by a fire pit, plus an outdoor shower for rinsing off after beach adventures. A pebble driveway, electric vehicle charger, washer, dryer, and a handy basement round out the practical perks. Set in a coveted beachfront seasonal community open April fifteenth through October fifteenth, this spot puts vineyards, farm stands, outlet shopping, Splish Splash Water Park, the Long Island Aquarium, and horseback riding all within easy reach. Please note: land is leased and this is a cash-only purchase. Whether you crave a snowbird escape or a summer getaway, seize this rare opportunity and schedule your private tour today. Land lease is $8,335.34 for 2026...

25 Cottage Road, Baiting Hollow

$799,000
2 Beds 1 Baths 1035656 MLS
A rare opportunity to own an early 20th-century Adirondack-style cottage in Greenport, ideally situated just 0.12 miles from a beautiful Sound beach and only one mile from the heart of Greenport Village. This charming cottage showcases many of the home’s original details starting with a screened-in front porch spanning the full width of the façade, creating a welcoming indoor/outdoor retreat. Inside, the open floor plan includes a living/dining room with a wood-burning stove, an eat-in kitchen, full bath, laundry, and access to a rear deck. The second floor offers a cozy loft-style bedroom. Two additional accessory structures — each equipped with electricity and water, and one including a bedroom — offer flexible space for guests, a home office, studio, or creative workspace. Surrounded by trees creating privacy and offering open vineyard views, this distinctive cottage compound captures the relaxed character and timeless appeal of the North Fork.

44 (1180) Sound Road, Greenport

$799,990
6 Beds 3 Baths 1037399 MLS
Fully detached, tastefully updated residence set on a generous lot in a quiet, well-kept neighborhood. Offering a great balance of indoor comfort and outdoor potential, this property is ready for its next chapter. Main Level – Bright & Contemporary The first floor features a welcoming living room area Upper Level: The second floor offers two well-proportioned bedrooms along with a nicely finished full bathroom featuring a column-style shower and contemporary touches Lower Level – Versatile Bonus Space: The finished lower level expands your living options with Two separate rooms, Additional living area, Laundry hookups Exterior & Additional Features: Two-and-a-half-car garage with upper-level storage or workspace potential, Large driveway with ample parking, Spacious lot offering room to enjoy outdoor living, gardening, or future possibilities 100 Amp electrical service. Key Notes: Fully detached property, Updated and floors throughout. The property was previously utilized by an independent self-employed medical doctor in connection with his professional practice, offering additional flexibility for a variety of potential uses, subject to applicable zoning and approvals.

624 Townline Road, Hauppauge

$389,000
3 Beds 1 Baths 1037450 MLS
Are You a First Time Home Buyer, Looking to Downsize or an Investor? Don’t Miss Out on this 3 Bedroom, 1 Bathroom Ranch – Priced Well with Low Taxes and with Some TLC and Updating, this Could Be the Perfect Home to Start Your Next Chapter In. Additional Home Features and Updates Include: Living Room, Dining Room, Eat-in Kitchen, Three Season Room, Brand New 100 Amp Electrical Service, New Oil Tank, Fenced Backyard and Multi-Car Driveway. Desirably Located - Just Minutes from Local Beaches, Marina, Parks, Preserves, Shopping, Restaurants and Roughly 20 Minutes from the Hamptons and 60 Minutes to New York City. Award Winning William Floyd School District. Call Today to Schedule Your Private Showing. Located in a Flood Zone - No Damage from Sandy.

92 Lombardy Drive, Shirley

$325,000
2 Beds 2 Baths 1037492 MLS
Welcome to 454 Kindlingwood - The Home Sits Ranch Style and Has a Nice Size Lot with A Sprinkler System, Nicely Landscaped, Large Shed, Carport, Patio Area, Covered Deck & Florida Room. This Updated Home Features 2 Bedrooms and 2 Bathrooms - An Oversized Living Room with Tons of Possibilities, Dining Room with Built-Ins, A Kitchen with Breakfast Bar and New Appliances. -The Laundry Area is Conveniently Located In The Hallway with A Linen Closet - New Laminate Flooring, 4 New Mini-split Units for Heat and Air. Bedrooms and Hallway have New Carpet, 49 Year Land Lease includes $800 Monthly Maintenance, water, garbage pick up, cesspools, curbside mail delivery, use of Clubhouse with Gym, Outdoor Park & Pool!

1661 Old Country Road Unit #454, Riverhead

$274,990
2 Beds 2 Baths 1037418 MLS
Come Vacation On Long Islands North Shore of Baiting Hollow in Desirable Seasonal Beachfront Community of Woodcliff Park open April 15-October 15. Land Lease is approx $9,737.77/2026. Breathtaking Waterviews Exude from numerous locations throughout this home. living Room Accented with Wood ceiling panels charm this home, oversized slider to screened in deck with FULL UNOBSTRUCTED VIEWS, The Kitchen has white cabinetry, You will enjoy doing dishes for the first time as you stare out at the water from your picture window purposely positioned above the sink, Primary & guest bedroom are nice size and both have closets, The second bathroom is just 6 Years Young & offers a Jetted Tub that is also nestled below another picture window, Laundry, Attic storage Flagstone outdoor patio area add to this homes features. Street has only handful of homes on it so it is more private than other locations in park. ONLY home with View on market!! Numerous Local Attractions:Splish Splash water park, Golfing, Farm Stands, Atlantis Aquarium, Beaches, Horseback Riding, Outlet Shopping, & Wine Country. Land is leased and Not included in sale. Cottage comes furnished. Cash Only Sales, Additional information: Appearance:Mint

10 Acorn Path, Baiting Hollow

$925,000
4 Beds 2 Baths 1037377 MLS
Discover the ease and enjoyment of North Fork living in this inviting four-bedroom, two-bath ranch, perfectly positioned on a full acre in Laurel. Designed for effortless one-floor living, the home offers a comfortable, practical layout highlighted by vaulted ceilings in the kitchen, living and dining rooms, creating an open and airy atmosphere. A wood-burning stove adds warmth, character and a cozy gathering place to the living room. Outdoors, the expansive property provides wonderful space for entertaining, gardening, recreation, or simply relaxing amid peaceful natural surroundings—with adjacent preserved land creating a beautiful and private backdrop. Whether you are seeking a welcoming year-round residence or an easy weekend escape, this property places you close to everything that makes the North Fork so special. Located within the popular Mattituck-Cutchogue School District, it is convenient to Love Lane, shopping, restaurants, farm stands and celebrated local wineries, while nearly equidistant from Breakwater and Bailie’s beaches on Long Island Sound and Veterans Memorial Park Beach on Peconic Bay. Space, privacy, convenience and possibility—all in one appealing Laurel location. Some images presented feature ai generated staging.

2200 Aldrich Lane, Laurel

$649,000
3 Beds 3 Baths 1020783 MLS
Imagine coming home to a beautifully updated and expanded ranch where everyday living feels effortless and entertaining comes naturally. Set on a generous half-acre, this inviting 3-bedroom, 2 1/2 bath home offers the space, comfort, and outdoor lifestyle you've been looking for. Step inside and enjoy the bright, open feel of the living room with its vaulted ceiling, flowing naturally into the dining area and beautifully updated kitchen. The former garage has been transformed into a spacious family room, where a wood-burning stove creates a warm and cozy atmosphere on cool evenings—the perfect spot for movie nights, game days, or gathering with family and friends. When it's time to entertain, the finished basement takes things to another level with a wet bar and a unique wine and beer cellar designed to keep your favorite beverages perfectly chilled. Cedar-lined closets throughout the home add a special touch of character and charm while providing excellent storage. Outdoor living is just as inviting. Start your mornings on the composite front porch with a cup of coffee, or head to the backyard where a spacious composite deck and enclosed all-season sitting area create the perfect setting for summer barbecues, quiet evenings, or enjoying the outdoors even when the weather doesn't cooperate. An outdoor shower adds a touch of vacation-style living, while multiple planting beds provide plenty of room to create the garden you've always wanted. The detached garage is a dream for hobbyists, offering electricity, heat, and a window A/C unit—perfect for a workshop, creative space, or additional storage. Ductless A/C units throughout the home provide comfortable cooling, while the updated oil heating system and new oil tank add peace of mind. With two cesspools and two dry wells, extensive updates, generous living spaces, and room to enjoy the outdoors, this is a home designed for living well. Whether you're entertaining a crowd, relaxing by the fire, gardening, enjoying a summer evening outdoors, or simply appreciating the comfort of a home that needs nothing done, this exceptional ranch offers a lifestyle you'll love coming home to.

148 Oak Avenue, Shirley

$674,000
2 Beds 1 Baths 1037378 MLS
This charming Center Moriches ranch features a flexible floor plan with the potential to return to three bedrooms and create a primary ensuite, allowing the home to adapt to your needs. Originally a three-bedroom, it is currently configured as a two-bedroom, one-bath home with a spacious primary bedroom. The eat-in kitchen features cherry wood cabinetry, quartz countertops, and an open flow into a bright and welcoming living room. Hardwood floors, central air, and Andersen windows add to the home's comfort and appeal. An Ipe deck overlooks the private, fully fenced backyard, while a detached, climate-controlled garage provides additional space and versatility. Conveniently located close to a town beach and all that Center Moriches has to offer, this is a wonderful opportunity for easy, comfortable living both inside and out.

11 Bay Street, Center Moriches

$2,649,000
4 Beds 5 Baths 1036409 MLS
Welcome to 8 Jackson Avenue, a beautifully appointed 4-bedroom, 4.5-bath residence with a 264 sq foot Cabana Pool House is located south of Montauk Highway in East Quogue, just moments from the bay. Set on a quiet street with only five homes and no through traffic, this property combines privacy, custom craftsmanship and the relaxed elegance of East End living. The residence features 9-foot ceilings, 8-foot solid wood doors, oversized Andersen windows with transoms, random-width solid maple flooring and extensive custom millwork throughout. The custom kitchen is complemented by quartz and granite countertops, a marble French floral backsplash and a butler's pantry with additional cabinetry, copper sink, beverage refrigerator drawers and laundry. The living room features a wood-burning fireplace, custom built-ins and access to a covered porch overlooking the grounds. The second level has been thoughtfully designed to provide a sense of space and privacy, with two generously proportioned en-suite bedrooms, each featuring its own full private bathroom and private balcony. The primary suite offers a peaceful retreat with abundant natural light, a spacious private bath and direct access to its balcony—an inviting place to begin or end the day surrounded by the beauty and privacy of the property. The guest en-suite is equally well appointed, with its own full bath and private balcony overlooking the mature gardens and lush landscape below. These elevated outdoor spaces create a wonderful connection to the home's natural surroundings and bring a distinctive resort-like quality to the second floor. The finished lower level adds another dimension to the home, offering generous additional space for recreation, a home office, fitness area or other lifestyle needs. A full bathroom adds convenience, while a custom 5' x 12' cedar closet, dedicated storage room, utility room and additional storage provide exceptional functionality. A walk-out with sliding doors offers direct access to the outdoors and brings natural light into the lower level, creating a comfortable extension of the home's living space. Outdoors, mature specimen landscaping, perennial gardens and established rose gardens create a private setting surrounding the heated in-ground pool, brick patio, outdoor shower and saltwater spa. A legal pool cabana with soaring 12-foot ceilings, French doors and full bath creates an inviting extension of the outdoor living and entertaining space. Additional features include central vacuum, security system, irrigation, landscape lighting, copper gutters, dual-zone HVAC, propane service to the range, BBQ, dryer and pool heater, and abundant storage. Approximately one block from Bay Avenue Park and marina, the home is ideally positioned to enjoy the best of East Quogue and the surrounding Hamptons. Walk to the village and Hampton Jitney, enjoy convenient access to ocean beaches, marinas and dining, and experience the continued evolution of East Quogue with the new Supermodel Cafe; by Bethenny Frankel and nearby The Hills, Discovery Land Company’s private luxury residential and golf community. A distinctive Hamptons property where exceptional craftsmanship, thoughtfully designed living spaces, extraordinary gardens and private resort-style amenities come together in a coveted East End setting—offering a home equally suited for relaxed everyday living, entertaining and enjoying all that the Hamptons lifestyle has to offer.

8 Jackson Avenue, E. Quogue

$2,795,000
4 Beds 5 Baths 1036799 MLS
The Laurel Collection by MarrCon is an exclusive enclave of eight newly constructed luxury homes ideally located in the heart of Southold. With only 3 residences remaining, this limited offering presents a rare opportunity to enjoy exceptional new construction in one of the North Fork’s most desirable locations. 1475 Laurel Avenue showcases The Laurel Model, the largest model within the collection, offering approximately 4,375 square feet of beautifully designed living space set on .80 acres. The property is complete with a 20' x 40' heated saltwater gunite pool with an automatic cover, surrounded by an expansive Napa Stone marble patio. There is also ample room to create a pool house or outdoor kitchen. Backing to preserved land that can never be developed, the property offers lasting privacy and a peaceful, serene setting. Inside, nine-foot ceilings span both the first and second floors, complemented by vaulted and coffered ceiling details and 8½-inch white oak flooring throughout. The first floor features two bedrooms, including a luxurious primary suite with a generous walk-in closet and private access to the masonry patio, backyard, pool and gardens. The dramatic great room is anchored by a 46-inch linear gas fireplace and flows seamlessly into the beautifully appointed chef’s kitchen, featuring custom inset cabinetry, marble countertops, high-end GE Monogram appliances and a wet bar. The first floor also includes an office or flexible-use space complete with a wall of windows, built-in shelving and a wine refrigerator. Upstairs, two additional ensuite bedrooms feature beautifully finished baths with large-format tile and custom vanities. A spacious family room and oversized laundry room with custom cabinetry and a sink complete the second level, along with an additional stackable washer and dryer for added convenience. The lower level offers tremendous potential for additional living and entertaining space and can be finished to suit, with nine-foot ceilings, an egress window and walkout access already in place. Perfectly positioned to enjoy everything the North Fork has to offer, The Laurel Collection is just moments from beautiful beaches, wineries, farm stands and the charming villages of Southold and Greenport.

1475 Laurel Avenue, Southold

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.