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$949,000
3 Beds 2 Baths 1050019 MLS
Welcome to 38 Tyler Drive, an exceptional residence in the sought-after Estates at Old Vine, where sophisticated living meets the beauty of the Vineyard Golf Course. Set against sweeping golf course views, this beautifully maintained 3-bedroom, 2-full-bath home delivers a rare combination of elegance, comfort, and privacy. From the moment you enter, expansive golf course views unfold from both the living and dining areas, creating a stunning backdrop for everyday living and entertaining. The spacious layout offers both formal and informal dining spaces, providing flexibility for intimate dinners or larger gatherings. At the heart of the home, the expansive kitchen offers plenty of space for cooking, gathering, and entertaining. A convenient first-floor laundry adds functionality to the beautifully appointed main level. The primary suite is designed as a private retreat, featuring a master en-suite bath with a Kohler soaking tub, while two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Professionally designed, meticulously manicured landscaping surrounds the property, creating a private, resort-like setting. A fully fenced yard, oversized patio, and Azek decking provide exceptional spaces for outdoor entertainment, relaxing, and enjoying the peaceful golf course setting. The upgrades continue throughout the property, including Hardie Board siding, an HVAC system replaced in 2025, water heater replaced in 2022, and a gas fireplace upgraded in 2024. A whole-house surge protector, backup generator, alarm system, and garage door openers replaced in 2024 provide additional comfort, convenience, and peace of mind. The full basement features 8-foot ceilings, offering tremendous potential for storage, recreation, a workshop, or future finished living space. A two-car garage provides ample parking and additional storage.

38 Tyler Drive, Riverhead

$599,000
3 Beds 2 Baths 1047424 MLS
An OPPORTUNITY AWAITS at this 2 story, 3-Bedroom, 1.5 Bathroom Traditional Home on OVER a Full Acre of WATERFRONT PROPERTY with its own Inground Swimming Pool and Patio Area, as well as its own PRIVATE DOCK in place. You want Privacy? This is it! Very lovely rear yard you have to see to believe how gorgeous and tranquil it is. This traditional Main Street home is conveniently located right near downtown with proximity to shopping, public transportation, doctors and professional offices and nearby eateries as well! The separate eat-in-kitchen and both baths were renovated in the early 2000's in this classic Main Street home. A large Open Main room with hardwood floors accommodates a combined Living Room/Formal Dining Area. Bedroom and a separate laundry area is conveniently located on the first floor. A wrap- around front/side porch add to usable space for gathering or storage. 2nd Floor offers 2 more bedrooms and one full bath! Yard has its own gated entrance from the street, but plenty of room for outside gatherings and entertaining with exceptional backyard privacy overlooking the Saw Mill Creek. Your views across the creek are mainly protected from future development and provide nature's backdrop for exceptional scenic views in this location. The property is also located within the Hamlet Center (HC) Zoning Use District with several non-residential uses that may be permitted. The tranquil yard will get you hooked. See to believe. Come SEE the location that creates a place for your dreams to unfold!

970 E Main Street, Riverhead

$280,000
2 Beds 2 Baths 1051859 MLS
Step into a beautifully transformed mobile home where quality craftsmanship, sophisticated design and high-end finishes come together. Completely renovated throughout exposing tons of natural light. This stunning two-bedroom, two-bathroom residence offers the feel and elegance of a custom-designed home, with thoughtful attention to every detail. The kitchen showcases a beautiful glass subway tile backsplash, Quartz counter tops, while elegant wainscoting throughout adds timeless character and refined charm. The primary bathroom features a custom walk-in shower finished with subway tile and accent tile detailing. The guest bathroom offers a full tub with coordinating subway and accent tiles, creating a polished, spa-inspired retreat. Additional upgrades include central air conditioning, a new roof installed in July 2026, an updated ADT alarm panel with sensors on all windows, an 8 × 9 shed, and a two-car driveway. This exceptional home is truly move-in ready, offering modern comfort, elevated finishes, and the pride of ownership that comes with a complete renovation.

37-28 Hubbard Avenue, Riverhead

$625,000
3 Beds 1 Baths 1051494 MLS
Craftsman style 2 story home on corner lot, could be doctor's office with excellent parking. Beautifully maintained original architectural elements from the 1930's intact. 3 bedrooms, one bath, formal living room with hardwood floors throughout. Formal dining room, sunroom and office space. Kitchen with large pantry. Two detached out buildings, with building permit in place to have a legal accessory apartment. Fenced yard, landscaped property. Ideally located to shopping, stores, and the ever-evolving Peconic Bay Medical Center. Close to public transportation makes this a perfect investment to live in! Experience all the North Fork offers, visiting wineries, craft breweries, farm to table restaurants, and the Tanger mall, golf courses, and the areas many beaches and marinas.

992 Roanoke Avenue, Riverhead

$899,999
3 Beds 3 Baths 1048021 MLS
Welcome home to 39 Daly Court in Riverhead! Set on a quiet cul-de-sac, this beautiful, turn-key modern one-story ranch offers the perfect blend of comfort, style and privacy. Bathed in natural light, the spacious living, dining, and kitchen areas feature large windows overlooking lush, mature gardens, creating a bright and inviting atmosphere throughout. The generously sized eat-in kitchen and adjoining dining room provide the perfect setting for everyday living or effortless entertaining. For Collectors, Artists or hobbyists, the well-lit garage (also perfect for Vintage Car Collectors) and additional spaces throughout the property offer inspiring room to create, display and pursue your passions. Step outside to your own private oasis. Mature trees frame the property and continue across the adjoining lots, creating a seamless natural landscape and an exceptional sense of privacy. Whether you're enjoying your morning coffee, entertaining guests, or simply unwinding at the end of the day, the backyard offers a peaceful retreat. Ideally situated to enjoy all the North Fork has to offer, you're just minutes from farm stands, acclaimed restaurants, shopping, town beaches, wineries and more! Experience the relaxed, sophisticated lifestyle of the Hamptons-without having to be in the Hamptons. And when you want to enjoy the South Fork, Southampton is only approximately 30 minutes away. Come discover the charm, privacy, and convenience of 39 Daly Court-your North Fork retreat awaits! **PECONIC TAX APPLIES**

39 Daly Court, Riverhead

$1,049,000
4 Beds 4 Baths 1046037 MLS
Welcome to this stunning 4-bedroom, 4-bathroom home nestled right on the renowned Vineyards Golf & Country Club. This property boasts an idyllic setting with panoramic views of the golf course. As you step inside, you'll be greeted by soaring cathedral ceilings that create a sense of grandeur and space. The open floor plan is perfect for both entertaining and everyday living, providing a seamless flow from room to room. Hardwood flooring throughout enhances the home's elegance and warmth. Two of the four bedrooms feature en-suite bathrooms, offering a level of convenience and privacy that's sure to impress. The other two bedroom are equally spacious and well-appointed on the groundfloor, making this home ideal for those who value comfort and style. Downstairs, you'll find a full, unfinished basement, ready to be transformed into whatever your heart desires - a home gym, a games room, or perhaps a personalized home theater. Beyond the doors of this residence, you'll find a host of amenities to enhance your lifestyle. As a resident, you'll have the option to avail of golfing and non-golfing memberships at The Vineyards Golf & Country Club. This includes access to a fully serviced bar & restaurant, pickleball and tennis courts, and a swimming pool. For golf enthusiasts, the club also offers a golf simulator for use during the colder months. This property is more than just a home; it's a lifestyle. Enjoy the peaceful setting, the vibrant community, and the endless opportunities for leisure and recreation. It's all here waiting for you to make it your own... Reserve your private showing today!

61 Tyler Drive, Riverhead

$749,000
4 Beds 2 Baths 1041164 MLS
Chateau on quiet established cul de sac. This home has European style and flair throughout. English Tudor architecture with arched doors, doorways and beamed ceilings. Lovely living room with fireplace, attached and roof covered open air porch, formal dining room for enjoying get together with the abundant harvest of the north fork. Renovated kitchen with granite countertops, stainless steel appliances and butler's pantry. First floor bedroom and full bath. Upstairs has 3 additional bedrooms, another full bath, and a large walk-in closet or flex space for office. Four bedrooms total. Hardwood floors throughout. Full basement with utilities and storage. The north fork wine will taste even better on your bluestone patio, great for entertaining. Room for a pool in your ultra private backyard. Detached 1+ car garage. Make this your ideal primary or second home. Beautifully landscaped for the gardening enthusiast.

30 Merritts Pond Road, Riverhead

$949,000
3 Beds 3 Baths 1036562 MLS
This Home Has It All (And Then Some)! As You Enter In To The Foyer, Your Eyes Are Drawn To The Vaulted Ceiling Of The Living Room, With Lots Of Windows, Allowing For An Abundance Of Natural Sunlight. A Gas Fireplace Provides Coziness On A Snowy Day, Or Additional Light By The Flames. The Open Floor Plan Of Your Fully Renovated Kitchen & Formal Dining Room Offers Both Luxury & Modern. Stainless Steel Appliances, Granite Countertops, Island Seating & Beverage Bar, With Built In Wine Fridge. Formal Dining Room Currently Offers Seating for 8 Plus. Offering A Total Of 3/4 Bedrooms, The Primary Bedroom Is Located On The 1st Floor. The En-Suite Has A Double Vanity, Soaking Tub & Oversized Shower. This Large Bedroom, Overlooks The Yard, And Allows Plenty Of Storage For Your Wears, With Multiple Walk-in Closets. Your 2nd Bedroom or Home Office Is Situated Next To The 2nd Full Bath, On The First Floor As Well. As You Ascend To The 2nd Floor, You Are Welcomed To The Beautiful Landing, With A Window Seat, Beautiful Hardwood Flooring And Loft Style Architecture, This Allows Someone To Overlook The Living Room & Fireplace. 2 Additional Large Bedrooms, and 3rd Full Bathroom Complete This Floor. This Home Continues To Offer Additional Space With The Full Finished Basement Rec Room, And Plenty Of Storage. Highlights On The Outside of The Home: Cul-De-Sac Location, Backyard Overlooking A Pond and Golf Course, While Relaxing On The Pavered Patio. HOA Amenities Include Lawn Care, Snow Removal, Clubhouse With Fitness, Pool, Tennis And Bocce Ball.

537 Hartmanns Farm Road, Riverhead

$899,995
5 Beds 4 Baths 1039943 MLS
Beautifully Renovated Five-Bedroom Home with Finished Basement Welcome to this beautifully updated five-bedroom, three-and-a-half-bath home, offering spacious living areas, modern finishes, and a versatile fully finished basement with a private entrance. Set on a half-acre property, this home features a private backyard that is ready for a pool. The property is completely fenced in with a new fence and includes an irrigation system, mature landscaping and plants, and a large driveway with ample space for multiple cars. Additional features include central air and much more. The main level features a beautifully remodeled kitchen with new appliances, granite countertops, and new flooring. The home offers hardwood floors throughout, a spacious living room with a cozy fireplace, a large dining room, and a convenient laundry area. The main house includes four bedrooms, two full bathrooms, and one half bathroom, providing plenty of space for comfortable living. The fully finished basement adds exceptional versatility, featuring two additional bedrooms and one full bathroom, along with its own private entrance. This space is ideal for extended family, guests, a home office, recreation, or additional living arrangements. Additional features include a one-car garage, generous living spaces, central air, and a well-designed layout that combines comfort and functionality. A great opportunity for those looking for a spacious, updated home with additional private living space, a large fenced-in property, and room to create the backyard of their dreams.

674 Flanders Road, Riverhead

$250,000
2 Beds 2 Baths 1038025 MLS
Welcome to 180 Windwood, This Well-Cared for Home Offers Spacious Living Due to it Larger Size 16x66 and Attached Florida Room. The Living Room Opens to the Large Kitchen with Light Wood Cabinets and Room For Large Family Gatherings At the Table. The Guest Bedroom and Bath are right off the Living Room. The Hall Washer & Dryer Offer Convenience for All. Continuing on to a Private Retreat is the Primary Bedroom & Primary en-suite Bath. Outside You'll be Delighted to see a Shed, Newer CAC, A Free Standing Carport, A Private Deck behind the Florida Room and a Nice Walkway. Come and See What This House Has to Offer! The 49 Year Lease starts at $800 and includes water, cesspool maintenance, Use of Clubhouse, Fitness Center, Outdoor Park & Pool, Curbside Mail Delivery and Street Lighting & Maintenance.

1661 Old Country Road Unit #180, Riverhead

$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

$317,000
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

$320,000
2 Beds 2 Baths 1036345 MLS
NEW LISTING | Glenwood Village 55+ Community Beautifully renovated and move-in ready, this spacious 1,150 sq. ft. home offers 2 bedrooms, 2 full bathrooms, and an open floor plan designed for comfortable living and easy entertaining. The stunning windowed kitchen features a breakfast bar, quality new cabinetry, beautiful wide-plank laminate flooring, and elegant wide moldings throughout. The spacious living room provides plenty of room for both living and dining areas, while the separate dining room offers endless possibilities as a den, library, home office, or hobby room. The living and dining areas open to a large private deck overlooking a peaceful backyard with lush grass and mature trees, creating a quiet and serene setting with exceptional privacy. Whether you're enjoying your morning coffee or entertaining guests, this outdoor space is sure to impress. Located in the highly desirable Glenwood Village 55+ Community, this beautifully updated home is priced to sell at just $320,000. Call immediately to schedule your private viewing. This one won't last!

1661 Old Country Road Road Unit #466, Riverhead

$369,999
2 Beds 2 Baths 1034893 MLS
Welcome to effortless living in this beautifully renovated home located in the desirable 55+ Glenwood Community. Step outside and discover a breathtaking backyard oasis, professionally landscaped and unlike anything else, offering exceptional size, privacy, and beauty. Lush gardens and thoughtfully designed outdoor spaces create the perfect setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. Inside, this move-in-ready residence has been tastefully updated throughout. Enjoy a spacious den ideal for gatherings with family and friends, a beautifully renovated kitchen with modern finishes, and updated bathrooms designed with both comfort and style in mind. Every detail has been thoughtfully considered, making this home truly turnkey. Offering the perfect blend of indoor comfort and extraordinary outdoor living, this rare Glenwood gem is an opportunity not to be missed. Offered at $389,900. This rare gem won't last! Call today for your private appointment.

1661 Old Country Road Unit #383, Riverhead

$235,000
2 Beds 1 Baths 1030728 MLS
New Listing in Glenwood Village 55+ Community | $235,000 Welcome to this beautifully maintained and updated home in the highly desirable Glenwood Village 55+ Adult Community, offered at $235,000. Thoughtfully updated approximately 10 years ago, this move-in-ready home offers comfort, style, and convenient one-level living. Step inside and be greeted by a bright, sun-filled open floor plan featuring a spacious living and dining area with soaring ceilings and an abundance of natural light. The updated kitchen boasts modern cabinetry and newer appliances, while additional improvements include a newer roof and attractive laminate flooring throughout the home. This charming residence features 2 bedrooms, 1 bathroom, and a large sunroom, providing plenty

1661 Old Country Road Unit #17, Riverhead

$375,000
3 Beds 2 Baths 1033380 MLS
Recently constructed and meticulously maintained, this beautiful 3 bedroom, 2 bath home is located in a desirable 55+ community in the heart of Riverhead. The thoughtfully designed open-concept floor plan features a spacious living and dining area, a well-appointed kitchen, and a separate laundry room. The generous primary suite offers an en-suite bath with shower/soaking tub and walk-in closet, while two comfortably sized guest bedrooms provide plenty of useful space. Additional highlights include central air conditioning, a welcoming rear deck, and a convenient storage shed. Residents enjoy exceptional community amenities, including a clubhouse, fitness center, and swimming pool, all just minutes from shopping, dining, and everyday conveniences.

1661 Old Country Road Unit #377, Riverhead

$849,000
4 Beds 3 Baths 1032681 MLS
New construction! This beautifully designed home overlooks tranquil Merritt Pond, launch your kayak and enjoy sunsets from your backyard. Built with quality and longevity in mind, the home showcases high-end finishes and professional design throughout. Open-concept layout ideal for modern living, highlighted by a spacious eat-in kitchen and living area, complemented by a formal dining room and a den located at the front of the home. Featuring four large bedrooms upstairs, including a primary suite with a spa-inspired bathroom featuring a soaking tub and peaceful water views. Additional highlights include a full basement with walk-out entrance. New from top to bottom, the home is energy efficient with new heat pump technology, connected to municipal water and Riverhead sewer, providing peace of mind. Taxes are actual, some photos are digitally staged and landscape digitally rendered, not actual.

909 Ostrander Avenue, Riverhead

$205,000
2 Beds 2 Baths 1032547 MLS
Welcome to Hometown Glenwood Village, a 55 and over Manufactured Home Community Offering a 43 Year Lease starting at $800 per month - Includes Water, Use of Club House with State of the Art Gym, A Library, a Billiard Pool Room, a Dance Hall, Bathrooms, & Kitchen. From the minute you step into this lovely manufactured home located at 189 Glynwood, you will see the open floorplan with high ceilings, built-in's,, and newer laminate flooring. It features 2 bedrooms, & 2 Baths, each split at opposite ends of home with one being the Primary Bedroom and En-Suite. The Laundry has an Expansive Pantry, Freezer and a Washer & Dryer. The Eat-In Kitchen has a tremendous amount of cabinets for all your dishes, pots & pans and a nice area for a Dining Table. Oil Burner was replaced in 2022 and the Roof was replaced in 2009, Appliances about 11 years old, updated main bath & flooring. New Laminate in the LR, Kitchen, Hallway & Guest Bedroom New hot water heater 2025, New Shower unit in Master bath, CAC. Shed. & Deck

1661 Old Country Road Unit #189, Riverhead

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.