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$2,900,000
4 Beds ⋅ 5 Baths ⋅ 864609 MLS
Imagine your own private oasis on the North Fork. This one-of-a-kind custom 4,500 sq ft Sound front home offers sweeping water views and sits on 2.4 acres of lush with an in-ground pool & spa surrounded by lush landscaping. A long, private driveway welcomes you, enhanced by the serene sound of a waterfall at the entrance. Step inside this meticulously maintained home to discover an open floor plan designed for grand entertaining. The waterside living room boasts a vaulted coffered ceiling and a cozy fireplace, while the huge kitchen is a chef's dream with its Sub-Zero refrigerator, Wolf range, and waterside breakfast area. A butler's pantry/wet bar connects the great room and dining room, making hosting effortless. Experience seamless indoor-outdoor living as waterside rooms open to an expansive deck that gracefully transitions into stone patios and seating areas near the pool. Closer to the water, you'll find an outdoor cooking area, bar, and fire pit, perfect for enjoying the breathtaking surroundings. This home offers ultimate comfort with a first-floor master bedroom suite and an additional one on the second floor. All bedrooms are en-suite, ensuring privacy and luxury for everyone. A convenient attached 3-car garage is also included. Beyond your private retreat, miles of sandy Sound beach stretch as far as the eye can see. All of this is nestled within the bucolic North Fork Wine Country, offering easy access to charming vineyards, farm stands, and renowned restaurants. Don't forget the sunset views every evening. Need we say more? If you want it all, this house has it.

321 Sandpiper Drive, Riverhead
$2,450,000
3 Beds ⋅ 3 Baths ⋅ 895100 MLS
Exceptional Waterfront Retreat – Smart Luxury Meets Modern Comfort. Welcome to this meticulously renovated waterfront home that blends timeless elegance with cutting-edge technology and high-end finishes throughout. Perfectly positioned to capture uninterrupted water views and mesmerizing sunsets, this home offers a front-row seat to nature’s beauty—day after day. Perched high above the water, this stunning residence offers both serenity and sophistication, with every detail thoughtfully curated for modern living. Experience luxury living in this exquisitely renovated waterfront home featuring a gourmet custom kitchen with Thermador & KitchenAid appliances, fully renovated bathrooms with radiant floors, and refinished hardwood floors throughout. Located on over 110 feet of premium waterfront, the property offers panoramic vistas from multiple rooms and outdoor spaces, with expansive TimberTech decks. The outdoor experience is elevated by a hot oil and stone driveway, a motorized awning for BBQ dining, and an Amish-built 12’ x 8’ shed for stylish and practical storage. New cement board siding with Azek trim, a new roof with custom linear soffit vents, and premium Marvin and Andersen windows/sliders ensure long-lasting style and durability. Inside, the home is flooded with natural light and scenic water views. Bonus features include a conditioned 800+ bottle wine cellar, custom closets, whole-house central vacuum, remote- controlled gas fireplace, and solid-core doors with luxury hardware throughout. Enjoy top-tier systems: Bosch high-efficiency boiler, tankless hot water, full PEX plumbing with manifold, Daikin systems, and Generac transfer switch ready for a whole-house generator. Smart features include custom Lutron lighting & shades, Crestron automation and whole-house audio. Everything has been upgraded—new roof, siding, insulation, and more. Included in the sale is the adjoining .51 acre vacant lot, offering an exceptional opportunity to expand, build, or simply enjoy enhanced privacy and added value. This additional parcel not only increases the overall footprint and investment potential of the property, but also ensures a rare sense of space and seclusion—preserving your personal waterfront retreat from future development and maximizing your enjoyment of the tranquil surroundings. This is more than a home—it’s a fully automated luxury waterfront sanctuary, where every sunset becomes your private masterpiece. Just move in and enjoy the best of smart living, elevated design, and peaceful waterfront beauty.

1 Dolphin Way, Riverhead
$2,300,000
L3592725 MLS
Formerly known as The Kubby Farm. This is a great opportunity to have multiple revenue streams or live/work. Over 24 acres with rural corridor use and Rb-80 zoning. There are multiple buildings on the property in need of TLC, including retail and a 1700's Farmhouse. Surrounded by development rights sold land yet close proximity to many amenities! Some uses include agricultural production, single family dwelling units with a cluster attached subdivision, schools, single & 2 family homes, and multiple special permit uses including bistros and B&B. This is an opportunity not to be missed!

1117 Main Road, Riverhead
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 913983 MLS
Here is your chance to own a meaningful piece of Long Island’s North fork East End, once home to Spirits Promise Equine Rescue, perfect for anyone who believes in compassion, community and connection with nature. A rare opportunity you don’t want to miss. From the moment you arrive, the rustic red barns, open pastures, and gentle breeze off the Sound invite you to slow down and imagine what’s possible. Nestled on 4.5 level acres, this remarkable equestrian property is ideal for horse enthusiasts, trainers, or anyone seeking a lifestyle that combines home, work, and the joy of caring for animals. The property's equestrian facilities include a round pen with a conference office, main barn (40x80) perfect blends classic rustic design such as tin ceiling, 1800’s wide wooden plank floors and sliding barn doors. At its heart lies a 20-stall barn, thoughtfully laid out to ensure every detail supports both horse and handler. Wide aisles, ample ventilation, tack and feed rooms, and easy access to outdoor riding areas make it a dream setup for boarding, training, or private use. Just outside, a professionally designed round pen provides the perfect space for groundwork, lessons, or gentle rehabilitation. Offering everything you need for raising animals or running a business from home. There’s ample storage for equipment, trailers, and sheds, thoughtfully designed to support the needs of an equestrian facility. Every corner reflects its heritage of care and compassion for horses, making it ideal for anyone who wishes to continue that legacy or create their own equestrian haven. Located close to shopping centers, restaurants, award, winning vineyards, the aquarium, golf courses, farm stands, beaches, The Hamptons and 90 minutes from New York City, so much more. Riverhead, NY has been voted as one of the Top 50 locations to visit in 2023 by Forbes Magazine.

2746 Sound Avenue, Riverhead
$1,300,000
L3561593 MLS
Calling All Investors, Developers, End-Users & Restauranteurs!!! 5,600+ Sqft. Restaurant/Warehouse With HUGE Parking Lot For Sale!!! The Property Features Excellent Signage, Great Exposure, High 16' Ceilings, 58 Parking Spaces, 223' Of Frontage, Strong RFC Zoning, Outdoor Seating, 4 Skylights, Low Property Taxes, Strategically Placed Curb Cut, 2 Warehouse Bays, Office Area, All New LED Lighting, CAC, +++!!! The Property Is Located In The Heart Of Riverhead Minutes From Tanger Outlets, Riverhead Raceway & Splish Splash!!! The Property Has Been Home To A Successful Restaurant For 23+ Years!!! Neighbors Include Toyota, Nike, Walmart, Costco, The Home Depot, Target, Lowe's Home Improvement, Riverhead Building Supply, CubeSmart Self Storage, Marshalls, HomeGoods, Mattress Firm, IHOP, +++!!! The Entire Property Can Be Delivered Vacant!!! This Property Offers HUGE Upside Potential!!! This Could Be Your Next Investment Property, Development Site Or Home For Your Business!!! Expenses: Insurance: $2,843 Ann. Maintenance & Repairs: $250 Ann. Taxes: $15,662.18 Ann. Total Expenses: $18,755.18 Ann. Net Operating Income: $41,244.82 Ann.

1175 W Main Street, Riverhead
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 972849 MLS
$100,000 Dollar Price Improvement, Now the Best Deal in the Entire Town! An Exceptional Opportunity to Own Great Value, Custom Brand-New Construction with the Certificate of Occupancy Expected to be Issued the First Week of June! Fully Finished and Furnished, this Stunning New Home Delivers Over 3,400 Sq. ft. Across Three Levels, a Two-Car Side-Entry Garage, and is Located on One of the North Fork’s Most Beautiful Ultra-Custom Cul-de-Sacs. Multi-Million Dollar Feel From Westerly Facing Yard Overlooking Wide Open Farm Views As Far as the Eye Can See, Capturing the Magnificent Sunsets the North Fork is Famous For. Delivered with Permit for Pool. Definitely Won’t Last! The Turnkey Residence has Curb Appeal to the Max with its Crisp White Exterior, Designer Black Accents, and is Bursting with Luxury Appointments Throughout: Black Andersen Windows, 6-Inch Wide-Plank White Oak Floors, Imported Italian Tile Baths, and a Bespoke Chef’s Kitchen Showcasing a Cambria Quartz Island, Stacked Tile Backsplash, Wine Fridge, and Custom Cabinetry. The Primary Suite Impresses with Soaring Vaulted Ceilings and a Spa Bath Overlooking Countless Acres of Protected Open Space. The Customizable Lower-Level Features Chic Plank Flooring, Three Egress Windows, and a Private Exterior Entrance to the Expansive Backyard. Set on Approx. One Acre with Full Sod and Irrigation, this Modern New Construction Offering Brings Peace of Mind, Comfort, and Tremendous Cost Savings: Superior Energy Efficiency, Whole-House Fresh Air Ventilation, Smart Home Integration, EV Charging, and a Substantial Builder Warranty! Don’t Miss Out!

85 Roanoke Court, Riverhead
$1,185,000
5 Beds ⋅ 5 Baths ⋅ 986143 MLS
Nestled within the exclusive beach community of Jamesport, this renovated six-bedroom, five-bath residence offers approximately 3,300 square feet of thoughtfully designed living space, embodying coastal living at its best. An open, seamless floor plan is enhanced by expansive windows and sliding glass doors that flood the interiors with natural light. The well-appointed kitchen features a Bosch dishwasher, Bertazzoni stove, and GE Cafe refrigerator, while both first- and second-floor primary suites provide flexibility and comfort alongside generously sized guest bedrooms. Sited on a picturesque half-acre, the property offers exceptional outdoor living with multiple decks, lush landscaping for privacy, and ample room for entertaining, as well as space for a potential pool. Additional highlights include a two-car detached garage with a storage loft above and a charming red barn, ideal for hosting or creative use, all just a short distance from the beach.

59 Lockitt Drive, Riverhead
$1,100,000
959824 MLS
Seize the opportunity to create your agricultural enterprise on the North Fork - 22.07 acres of development rights sold agricultural land. An expansive lavender field, sunflowers, Italian chestnut trees and a collection of over 650 fruit bearing trees including Asian pear, pomegranate, fig, peaches, and 8 different apple varietals, newly planted pumpkin, watermelon, and European butternut squash. Plenty of room to expand inventory. No pesticides used. Great road frontage and visibility at the intersection of Roanoke and Sound Avenue. Please call for a private appointment. Make your mark on the North Fork!

3360 Sound Avenue, Riverhead
$1,050,000
974744 MLS ⋅ Solutions Professional Building BLDG.
Completely renovated in 2017, this professional office building is located in Riverhead’s historic, walkable district near Main Street. The energy-efficient property features sound-proofed private offices, a flexible layout, and modern building systems, ideal for a wide range of professional, medical, and administrative uses as well as owner-users or investors. The building includes 12 private offices across two floors with multiple waiting areas, a conference room, kitchen facilities, and ADA-compliant restrooms. There is also a free standing office in the rear of the property. Office suites range from approximately 120–190 square feet and are pre-wired for CAT-5 and Wi-Fi with electronic key-lock access throughout. Upgrades include a 200-amp electrical system, new plumbing, solar panels, a high-efficiency boiler, insulated interior walls, and access to a standing insulated walk-up attic of approximately 650 square feet. The first floor is fully handicap accessible, while the second floor provides abundant natural light and a private entrance. Ample parking surrounds the property. The property provides a calm, contemporary professional setting suitable for medical practices, wellness providers, legal or consulting offices, creative studios, or other professional and service-oriented uses seeking a primary location or satellite office.

21 E Second Street, Riverhead
$1,050,000
899299 MLS
This prime mixed-use retail and residential property consists of a two-story, 4,843-square-foot building on a 3,920-square-foot lot, strategically positioned at the gateway to Downtown Riverhead. Current ownership has secured architectural plans allowing a future owner to reposition the ground-floor retail space and to finish the apartments on the second floor. Located in an opportunity zone, the property offers direct access to public utilities, including sewer, water, gas, and electricity. The building currently features a 3,800-square-foot retail suite on the ground floor, previously occupied by a restaurant, along with two framed out, ready to finish apartments on the second floor. Recent upgrades include a modern glass storefront, new second-floor windows, and a new roof. Zoned Downtown Center 1: Main Street (DC-1), the property sits at property sits at the heart of the Main Street district, where more than 500 residential units are proposed or currently under construction. Ample parking in large rear Municipal lot for 200 + Vehicles. Boasting a prominent location across from the Peconic River, and directly next door to the infamous Digger's Pub, 54 W Main Street is ideally positioned within Riverhead’s growing downtown, benefitting from ongoing revitalization efforts that continue to attract businesses and spur residential growth. Its central location between the North and South Forks provides convenient access to the Hamptons, North Fork wineries, picturesque farms, and the vibrant retail hub along Old Country Road, offering a unique blend of commerce and community. Additionally, the property is minutes away from key attractions such as the Long Island National Golf Club, The Riverhead Aquarium, Tanger Outlet Center, and Briermere Farms.

54 W Main Street, Riverhead
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 935605 MLS
Experience coastal living at its finest in this fully renovated three bedroom, two bathroom waterfront home, perfectly positioned to capture sweeping, unobstructed views of the Long Island Sound. With 145 feet of private waterfront, this property offers an unmatched sense of peace, privacy, and connection to the shoreline. Inside, the home features an inviting open-concept layout flooded with natural light through an entire wall of oversized windows framing the water. The expansive living area flows effortlessly into the dining space and out to a wraparound deck—the perfect setting for sunrise coffee, sunset dinners, or simply taking in the endless horizon. The kitchen has been thoughtfully updated with white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island, creating a clean, modern space ideal for cooking and entertaining. Throughout the home, refinished hardwood floors and fresh, contemporary finishes add warmth and sophistication. Both bathrooms have been stylishly renovated, featuring modern tilework, black matte fixtures, and crisp, minimalist design. The lower level includes bright, flexible living space ideal for a guest area, home office, or recreation room, complete with its own private entry. Step outside and the property truly becomes a retreat. The expansive deck offers commanding water views, while private access leads you directly to the beach below. Whether you are relaxing, hosting, or simply unwinding, every vantage point showcases the beauty of the Sound. Completely renovated and move-in ready, this home offers the perfect blend of modern design, comfortable living, and breathtaking natural surroundings. A rare opportunity to own a stylish, turnkey waterfront home where every day ends with a sunset over the water.

2 Dolphin Way, Riverhead
$1,020,000
4 Beds ⋅ 3 Baths ⋅ 902759 MLS
Welcome to 210 Tyler Court, a cherished gem nestled in The Estates at Olde Vine. This property is a breath of fresh air, situated on a generous .26-acre lot, surrounded by lush greenery and a world-class golf course. This expansive home features four bedrooms and three bathrooms, boasting a classic extended ranch design. With impressive 18’ ceilings and an open floor plan, the home invites a sense of spaciousness and ease. The moment you open the door, you're greeted by a warm ambience radiating from the hardwood floors, large windows, and the inviting dining area. The great room, complete with an adjoining garden room, leads to a rear patio that offers serene views, bringing a slice of nature right to your doorstep. The spacious primary bedroom features an en-suite bath, plentiful closets, and is adorned with marble and tile, complete with a soaking tub and a large shower. An additional bedroom offers a private bathroom, perfect for accommodating guests. Two more bedrooms complete the package, one of which can serve as a versatile space, such as a home office. The kitchen is a chef’s dream, equipped with hardwood cabinets, an eat-in island, a water purification system, and high-end appliances. Additional features include a security system, a generator for those unexpected moments, a welcoming front porch and rear deck, a gas fireplace, central air-conditioning, a central vac, an in-ground sprinkler system, and an oversized two-car garage, all tucked away in a beautiful cul-de-sac location. The Vineyards Golf Club, by membership, is a stone's throw away, offering world-class golf, tennis, pickleball, and a resort-style pool. The North Fork's finest wineries, exquisite dining options, sandy beaches, and shopping destinations are all within reach. This property is making its debut on the market, boasting no HOA fees. Your dream home awaits at 210 Tyler Court!

210 Tyler Court, Riverhead
$999,000
5 Beds ⋅ 3 Baths ⋅ 950463 MLS
Stunning Colonial located in the desirable Riverhead Community of Rolling Woods, on the North Fork! This incredible home features a bright, open floor plan with dramatic 2 story entry hall, soaring 18' ceiling in the Living Rm/Great Room area and 9' ceilings thru-out the first floor. Large formal Dining Room is fabulous for entertaining! Gourmet Eat-in Kitchen features top of the line appliance, center island with Granite countertop, gas cooking, double sliding door to deck with views, plus more. The Great Room boasts a Gas Fireplace, gleaming, hard floors. There is a 1st floor Office or Guest Bedroom and powder room. The 2nd floor features gorgeous, oversized Primary Bedroom Ensuite with soaring tray ceiling, 2 walk-in closets and Full Bath W/ Double Sinks, tub and separate large shower. There are 3 additional spacious bedrooms and Full Bathroom plus a convenient 2nd floor laundry Area. The Walk-Out Basement is massive with 10' ceilings, lots of storage and possibilities, can be finished to suit! Fabulous, lush, green Acre property, that is professionally landscaped. Large deck and plenty of room for a Pool! Near the Beach! Additional Amenities include Hardwood floors, Generac Generator, Inground Sprinklers, Central Air Conditioning, Gas Heat, Town Water, plus much more!

86 Louise Court, Riverhead
$990,000
3 Beds ⋅ 3 Baths ⋅ 1006816 MLS
Set within the quiet Rolling Woods neighborhood on a shy acre at the end of a cul de sac, 72 Jean Court offers a rare North Fork setting where privacy, natural beauty, and coastal living come together seamlessly. Just moments from the Roanoke Landing Association beach and close to both Roanoke Beach with four-wheel drive access and Reeves Beach with town access, lifeguards, restrooms, and outdoor showers, this location places some of the North Fork’s most cherished shoreline experiences within easy reach. Bordering more than five acres of preserved land and tucked into the bluffs of the North Fork, the property creates a peaceful backdrop that feels wonderfully removed from the pace of everyday life. The rear grounds are designed for both relaxation and entertaining, featuring an in-ground swimming pool, expansive decking, and stone terracing surrounded by a serene natural setting. Inside, contemporary design meets warmth and comfort with soaring vaulted ceilings, rich oak floors, and thoughtfully crafted spaces throughout. Offering three bedrooms and two and a half baths, the home creates a comfortable and functional layout designed for both everyday living and hosting guests. The newly renovated primary bath delivers a refined retreat, while the private family room with solarium creates an inviting space filled with natural light. A finished lower level adds flexibility for recreation, workspace, or additional gathering space, and the attached two car garage brings convenience to the overall experience. Above it all, a second story deck captures views of the Long Island Sound, adding another layer of connection to the surrounding landscape. Located just 90 minutes from New York City and close to downtown Riverhead shopping, dining, and everyday conveniences, 72 Jean Court delivers the balance of escape and accessibility that makes the North Fork so special. Experience the privacy, setting, and lifestyle that make this property truly exceptional. Schedule your private showing today and discover a North Fork retreat that feels worlds away while keeping everything within reach.

72 Jean Court, Riverhead
$971,000
3 Beds ⋅ 3 Baths ⋅ 852936 MLS
Discover a breathtaking blend of timeless design and modern sophistication in this newly constructed Modern Farmhouse by Benchmark Construction Management, renowned for their exceptional craftsmanship rooted in the elegance of the Hamptons. From the moment you arrive, this home invites you in with striking curb appeal and intentional design. Inside, soaring ceilings, curated accent walls, and a warm fireplace create a welcoming ambiance. The open-concept kitchen and dining area are ideal for both everyday living and effortless entertainment, offering clean lines, multidimensional textures, and designer finishes throughout. The thoughtfully designed main level features a serene primary suite with a spa-inspired bath and a spacious walk-in closet. Upstairs, two oversized bedrooms and a generous family room open to a covered elevated deck, perfect for morning coffee or evening cocktails while taking in views of working farmland, grazing horses, or an in-ground swimming pool if one chose to add it. Located within the peaceful Vineyards Golf Club community (without the confines of an HOA), this home offers optional access, by membership, to world-class golf, tennis, pickleball, and a resort-style pool. Experience refined country living with the design sensibility of the Hamptons, all within reach of the North Fork's best wineries, dining, and coastal charm. Some images digitally staged and enhanced to showcase potential.

74 Tyler Drive, Riverhead
$940,000
4 Beds ⋅ 3 Baths ⋅ 953043 MLS
Located in the heart of the North Fork, your key-code access to the beach is just the beginning; indulge in local wineries, world-class dining, premier golf, horseback riding and private town beaches, all moments from your door. Indulge in an elevated lifestyle at this four-bedroom post-modern residence, discreetly tucked within Soundview Meadows, a community of well-maintained post-modern homes. Gaze at the stunning sunsets of the Long Island Sound at your own private deeded beach. Or enjoy a visit to Reeves beach or Iron Pier Beach. Convenient location serves as a gateway to both LI forks, facilitating access to the Hamptons. The property’s commanding presence is matched by its exceptional features: 18-foot ceilings in the foyer, flowing hard-wood floors, an eat-in kitchen with center island kitchen. Ascend to the second floor with 4 well appointed bedrooms and a spacious master bedroom with magnificent en-suite bath. And the ultimate accessory structure—a massive, double, detached garage with CO, utilities offering extra space storage, collector needs or additional 2-car parking for a total of 4 garage spots.

15 Kingfish Court, Riverhead
$935,000
4 Beds ⋅ 3 Baths ⋅ 1003409 MLS
1928 Colonial in Riverhead — Tesla Solar Roof, 3-Car Heated Garage Classic Americana, for the modern age. Set on a private, fully fenced .59-acre lot, this beautifully maintained 1928 Colonial delivers rare character and thoughtful upgrades that are genuinely hard to find at this price point. The manicured grounds feature a 100-year-old Copper Beech, a Southern Magnolia, and Crepe Myrtles, with the Copper Beech a true specimen that has anchored this property for generations. Inside, the home's original bones are very much intact. Hardwood floors, custom built-in cabinetry, leaded glass, and a wood-burning stove carry the character of 1928 through every room on the main level. The chef's kitchen is appointed with custom birch cabinetry, a Bertazzoni double oven and range, GE Monogram wine refrigerator, and a breakfast nook, with a mud room just off the kitchen that includes a full bath and laundry. The dining room opens to a screened porch, one of those spaces that makes a home feel complete. All four bedrooms are upstairs, served by two full baths, one with a jetted soaking tub and one with a clawfoot tub. A full-up attic runs the length of the house, and the partially finished basement adds further flexibility. The energy profile is exceptional. A 109-panel Tesla Solar Roof, still under warranty, pairs with a Tesla Powerwall Series 2 battery for an average monthly electric bill of less than $30 a month. Irrigation runs off a private well with no water costs and no municipal restrictions. SpringWell whole-house filtration and a 200-amp panel (updated 2012) complete the thoughtful upgrades. The 3-car detached heated garage with dedicated workroom is a standout feature that rarely comes with a home at this price. Riverhead was named one of Forbes' Top 50 Places to Travel in the world in 2023, and the downtown, home to the Long Island Aquarium, the Suffolk Theater, and a growing restaurant scene along the Peconic waterfront, is only getting better with a $32.6 million revitalization now underway. Positioned at the gateway to the East End, you have easy access to North Fork vineyards and farm stands, the Hamptons and South Fork beaches, and LIRR and LIE connections for the city.

119 Hubbard Avenue, Riverhead
$879,000
4 Beds ⋅ 4 Baths ⋅ 952678 MLS
Beautifully renovated home with pond views and modern design throughout. This residence offers two fully finished levels of living space, thoughtfully laid out for both comfort and functionality. The upper level features an open-concept kitchen and living area with a fireplace and oversized windows capturing scenic North Fork sunsets over Merritt Pond. The primary suite includes an en suite bath and walk-in closet or optional office space. Two additional bedrooms are positioned at the front of the home and share a hall bath, with an additional powder room for guests. The finished lower level with two outside entrances, provides an additional bedroom, living room, full bathroom, laundry room and offers flexible use for guests or extended living. Ideally located with easy access to both the North and South Forks and major highways, this turnkey home combines modern updates and quality craftsmanship. Possible mother-daughter or accessory apartment on lower level with proper permits. Some photos are digitally staged or enhanced. Taxes to be grieved.

911 Ostrander Avenue, Riverhead
$850,000
4 Beds ⋅ 3 Baths ⋅ 968391 MLS
Welcome to 5 Arthur Street in Flanders, New York — a beautifully updated mother-daughter home designed for comfortable multi-generational living. This move-in ready property features a legal accessory apartment on the walk-in level, complete with a private one-bedroom layout that includes a living room, full kitchen, and bathroom. It’s ideal for extended guests, or potential rental income. The owner’s residence is a spacious duplex offering three bedrooms and two and a half bathrooms. The main living area is warm and inviting, highlighted by a charming wood-burning stove that creates the perfect gathering space. The living room also opens to a large deck, creating a seamless indoor-outdoor flow that is perfect for entertaining and enjoying gatherings with friends. The home has been completely updated with modern kitchens and bathrooms, blending contemporary style with everyday functionality. Additional features include a two-car garage, providing convenient parking and extra storage space. Thoughtfully designed for flexibility and comfort, this property offers the perfect opportunity for multi-generational living while maintaining privacy for everyone. Located in Flanders, close to local amenities, beaches, and the best of the East End, 5 Arthur Street offers both convenience and lifestyle in a beautifully updated home.

5 Arthur Street, Riverhead
$850,000
3 Beds ⋅ 2 Baths ⋅ 906995 MLS
Down a long private drive this post modern expanded ranch w/open floor plan is nestled on 1.3 Acres in REEVE's PARK beach community w/deeded beach rights. This custom built 3 bedroom, 2 bath ranch featuring kitchen complete with induction cooktop, wood cabinets, granite breakfast counter, formal dining room, open living room w/fireplace, and laundry room is just waiting for its New Owners! Enjoy the expansive backyard with ample outdoor entertaining space. Host all of your guests on the large rear deck, overlooking the 18' x 36' heated in ground pool. New Roof w/2 solar attic fans, attached 2 car garage, irrigation, duel 275 gallon oil tanks, oversized cesspool, huge attic w/permanent stairs, full high/dry basement w/OSE, possible mother/daughter. An offering such as this doesn't come up often...Truly a must see!

41 Park Drive, Riverhead
$845,000
3 Beds ⋅ 2 Baths ⋅ 899552 MLS
Discover a post-and-beam sanctuary in the heart of Rolling Woods, where privacy, design, and nature converge. Set on a gently contoured half-acre, this residence offers rare access to a residents-only North Shore beach, and a free-form heated pool framed by mature landscaping. Rolling Woods itself is a masterclass in intentional community planning, with broad streets, quiet cul de sacs, and a no-outlet design that creates both calm and connection, ideal for those seeking a year-round haven or an inspired weekend retreat. Inside, vaulted ceilings and hewn beams bring warmth and architectural drama to open, light-filled living spaces. The chef’s kitchen blends stone countertops, custom cabinetry, and stainless-steel appliances, making it as functional for quiet evenings as it is for hosting with style. A first-floor bedroom offers convenience and flexibility, while the second-story family room provides a versatile space for gathering, creating, or simply pausing to take in the day. This is more than a home, it is an invitation to live with both ease and intention, rooted in the natural beauty of the North Fork yet designed for a life elevated.

40 Linda Lane, Riverhead
$825,000
6 Beds ⋅ 3 Baths ⋅ 919969 MLS
ATTENTON INVESTORS TWO INCOME PRODUCING HOMES ON THE PECONIC RIVER BEAUTIFUL LOCATION WHERE YOU CAN KAYAK AND CANOE FROM YOUR BACK YARD! FRONT HOME HAS FOUR BEDROOMS A FULL BATH AND PARTIAL BASEMENT THE COTTAGE ON THE PECONIC RIVER HAS TWO BEDROOMS WITH SPECTACULAR RIVERVIEWS FROM INSIDE THE HOME AND ALSO FROM OUTSIDE ON YOUR DECK ENJOYING THE FALL SCENERY, ALSO NEW KITCHEN WITH WHITE CABINETS GRANITE COUNTERTOPS NEW STAINLESS APPLIANCES AND TWO NEW BATHS,ONE BEING IN THE PRIMARY BEDROOM AND ALSO A PARTIAL BASEMENT THE FRONT COTTAGE ON THE RIVER HAS A OUTDOOR SHOWER AND HOMES ALSO HAVE A GENERAC GENERATOR

725 W Main Street, Riverhead
$825,000
4 Beds ⋅ 4 Baths ⋅ 905316 MLS
Unbeatable Offer For This Must See Home!! Welcome to your perfect year-round retreat! This beautifully maintained home offers a blend of comfort, functionality, and charm. Featuring a legal guest cottage, inground pool, an abundance of storage with large closets throughout, making everyday living effortless. Thoughtfully designed with Bilco basement doors, an irrigation system, whole water filtration system and attic space for additional storage. The backyard is ideal for relaxing or entertaining. This property offers incredible versatility — perfect for guests, extended family, or potential rental income. Located with low taxes and perfectly nestled between the North Fork and the Hamptons, you're never far from beaches, wineries, and charming towns. Whether it's summer BBQs, holiday gatherings, or family reunions, this home is made for celebrating and creating lasting memories. A true four-season destination — don’t miss your opportunity to own a piece of the East End lifestyle!

839 Pondview Road, Riverhead
$815,000
4 Beds ⋅ 3 Baths ⋅ 949903 MLS
Recently completed, this home invites you into a space designed for both comfort and connection. With four bedrooms and two and a half baths, the layout blends thoughtful design with everyday functionality. The primary suite is a retreat of its own, featuring a walk-in closet, a private bath with dual vanity, a tile shower enclosure, and a soaker tub that encourages slow, restorative moments. On the main level, an open living concept centers around a gas fireplace framed by built-in bookshelves. With nine-foot ceilings on the main floor and an abundance of windows, light moves easily through this space, creating a natural flow between conversation, dining, and quiet evenings. The kitchen balances beauty with performance. Stainless steel appliances, shaker cabinetry, stone countertops, and a pot filler make this space as practical as it is refined. Whether preparing a meal for family or gathering friends, it is designed to support it all. Additional features include a one-car-attached garage, second floor laundry station, and a full, unfinished basement with outside entry, providing flexibility for storage, a workshop, or future expansion. This home is more than its floor plan. It is a place where mornings begin with ease, where evenings slow into comfort, and where every detail supports the life you want to create.

817 Pondview Road, Riverhead
$805,000
4 Beds ⋅ 3 Baths ⋅ 980814 MLS
Welcome to 108 Maple Wood Lane, where timeless design meets a peaceful setting on a quiet dead-end street, directly across from a picturesque duck pond. From the moment you arrive, the covered front porch sets the tone for the warmth and comfort this home offers. Built in 2005, this 4-bedroom, 2.5-bath Colonial is thoughtfully designed for both everyday living and effortless entertaining. The main level features rich wood floors, formal living and dining rooms, and a welcoming den with a gas fireplace. The eat-in kitchen opens seamlessly to the backyard through sliding doors, leading to a paver patio, ideal for gatherings or quiet evenings at home. A butler’s pantry, laundry area, and access to the oversized two-car garage complete the first floor. Upstairs, the primary suite offers a private retreat with a newly renovated, beautifully finished full bath and open access closet. Three additional bedrooms and a full bath provide space and flexibility for guests, or a home office. The full partially finished basement with 8-foot ceilings adds even more potential, whether for recreation, storage, or future customization. Recent updates include a new gas burner and water heater, along with 200 amp electric service. This is a home that offers both comfort and setting, with a location that feels tucked away yet close to everything. In this market, homes like this don’t come along often.

108 Maple Wood Lane, Riverhead
$800,000
6 Beds ⋅ 4 Baths ⋅ 995294 MLS
Fully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath Colonial offers the perfect blend of modern design and functionality. Featuring an open-concept layout with a beautifully updated kitchen, expansive living and dining areas, and abundant natural light throughout. The home includes a legal accessory apartment—ideal for extended family or additional income. Set on a large property with a generous backyard, there’s plenty of room for entertaining and for kids to play. A rare opportunity with space, versatility, and turnkey condition all in one!

187 Hallock Street, Riverhead
$799,000
5 Beds ⋅ 3 Baths ⋅ 927108 MLS
Welcome to 484 Brookhaven Ave, nestled in the charming Township of Southampton! This spacious (5) Bedroom, (3) Full Bathroom home offers endless possibilities with tons of bonus space and a layout perfect for comfortable living. The main floor features a cozy living room with a wood-burning stove, a bright dining area, a large kitchen with propane cooking, a full bath, and two bedrooms. Upstairs, you’ll find three additional bedrooms, including a primary suite with its own full bath. Enjoy a full attic with pull-down stairs and a high-ceiling basement with insulation between floors. With a brand new roof and original owners, this property has been properly maintained. The basement features egress windows, Bilco doors, and a separate entrance! Set back on a quiet, secluded lot, this beautiful property offers privacy, comfort, and the perfect blend of space and serenity in Flanders.

484 Brookhaven Avenue, Riverhead
$799,000
4 Beds ⋅ 4 Baths ⋅ 866359 MLS
Space, style & modern luxury come together, Move in ready corner property nestled on a beautiful tree lined street of Riverhead. Featuring a wide private driveway, tons of yard space, double garage and is the perfect opportunity for buyers looking for space. Open the door and enter an expansive sun drenched, modern open concept living/dining area which provides great space for entertaining. The beautiful chefs granite kitchen is equipped with floor to ceiling custom cabinetry, adorned with a full fleet of stainless steel appliances. two spacious bedrooms and full bath on the first floor. Up a flight of stairs four additional spacious bedrooms awaits you, each equipped with ample closet space plus 3 full baths. Down the hall a fully tiled bathroom is adorned with state of the art wall & floor tiles. Renovations include updated electrical, heating and plumbing systems throughout. Short blocks to Flanders Rd, schools, shopping centers, restaurants, cafes, parks and many other vibrant neighborhood amenities.

81 Anchor Street, Riverhead
$790,000
3 Beds ⋅ 3 Baths ⋅ 916652 MLS
Enter this bright, open floor plan that seamlessly blends the kitchen, dining, and living areas, creating a warm and inviting atmosphere. Perfect for entertaining or everyday living, this modern open concept keeps everyone connected while offering plenty of room to relax and enjoy.

24 Rabbit Run, Riverhead
$790,000
4 Beds ⋅ 4 Baths ⋅ 888777 MLS
Take residence in a brand new construction right in the heart of Riverhead! Built with high end materials and finishes, start your home journey with pure relaxation with every thing brand new. Open concept living with a chic kitchen featuring stainless steel appliances and quartz countertops. Three and a half modern, sleek bathrooms. Four spacious bedrooms upstairs with one en-suite and one hall bath. Fully finished basement equipped with a full bathroom, egress window and outside exit off to the side of the house. Central air installed. Natural gas heat and town sewer hooked up! Never have to worry about filling up an oil tank or emptying a cesspool. Make this house yours today.

380 Sweezy Avenue, Riverhead

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