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$999,000
4 Beds ⋅ 3 Baths ⋅ 1026993 MLS
Circa 1921, this charming and thoughtfully updated 4-bedroom, 2.5-bath residence beautifully blends historic character with modern comfort. Lovingly maintained and improved throughout, this exceptional home offers a spacious and versatile layout designed for today's lifestyle. Inside, you'll find a warm and inviting floor plan featuring a stunning wood-burning stone fireplace, original pine floors throughout much of the home that add warmth and timeless character, an updated kitchen with granite countertops and newer appliances, beautifully renovated bathrooms, a convenient first-floor laundry/mud room, and an oversized Andersen sliding glass door overlooking the expansive backyard. A second staircase provides easy access to the primary bedroom while adding to the home's unique character and functionality. Numerous updates and improvements provide peace of mind, including a newer boiler, updated mechanicals, 200-amp electric service, smart thermostats, a central vacuum system, and thoughtful upgrades throughout. The basement and generous attic space offer additional storage and flexibility. Outside, enjoy a beautifully landscaped property designed for entertaining and relaxation. The backyard features a saltwater in-ground pool with new coping and a new filter, a new paver patio, in-ground sprinklers with a private well water irrigation system, and plenty of room for gatherings, recreation, and outdoor enjoyment. A huge detached two-car garage with new windows, equipped with an electric car charging station, provides ample parking and storage, along with a newly finished climate-controlled bonus room-perfect for a hobby space, studio, gym, workshop, home office, or private retreat. Combining timeless charm, modern updates, and exceptional outdoor living, this rare property offers the opportunity to own a piece of history with all the conveniences of today. Perfectly situated in the heart of Riverhead, this home offers the best of East End living. Enjoy easy access to downtown waterfront, local dining, shops, entertainment, and year-round events, while being just minutes from farms, vineyards, beaches, golf courses, and everything the East End has to offer.

312 Riverside Drive, Riverhead
$825,000
3 Beds ⋅ 3 Baths ⋅ 1020411 MLS
Beautifully renovated, beautifully landscaped, and ready to impress. Welcome to 138 Hallock Street, Riverhead, where classic charm meets modern comfort. Renovated in 2019, this spacious home offers 3 oversized bedrooms, 3 full baths, and a first-floor bonus room that can easily serve as a 4th bedroom, home office, or guest space. The inviting interior features a gas fireplace, natural gas heat, and a layout designed for both everyday living and entertaining. An enclosed front porch provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outside, the beautifully landscaped corner property creates a private setting for summer enjoyment. The inground pool is ready for relaxing afternoons and entertaining family and friends, while the detached two-car garage with an unfinished loft offers outstanding potential for additional living space, a studio, gym, or abundant storage. This is a home that offers space, flexibility, and room to grow, all in a convenient location.

138 Hallock Street, Riverhead
$875,000
4 Beds ⋅ 3 Baths ⋅ 1019957 MLS
Tucked away in the sought after Soundview Meadows Development with private deeded beach rights is where you will find this beautifully maintained 4-bedroom, 2.5-bath Colonial. This home is ideally situated on a spacious .71-acre lot offering plenty of privacy and room for a pool. Offering over 2,200 square feet of thoughtfully designed living space, this home combines timeless style, modern comforts, and the best of the North Fork lifestyle. A welcoming front porch invites you inside, where hardwood floors flow throughout the home. The spacious layout features a sun-filled living room, formal dining room, and an inviting family room centered around a wood-burning fireplace. The eat-in kitchen offers generous cabinetry, abundant workspace, and overlooks the expansive backyard, making it ideal for both everyday living and entertaining. Upstairs, the primary suite offers a private full bath, while three additional generously sized bedrooms provide ample space for additional sleeping quarters or home office. The full basement features high ceilings and an outside entrance (OSE), presenting outstanding storage and future finishing potential. The oversized backyard offers plenty of room for a pool, creating the perfect setting to design your own private outdoor retreat. Additional amenities include natural gas heating, central air conditioning, an in-ground sprinkler system, and an attached two-car garage. Located on a quiet cul-de-sac, residents of Soundview Meadows have access to their own private community beach, as well as several Bay and Sound Private Resident Beaches. It's ideal location is minutes to major highways yet a stone's throw from all the amazing amenities the North Fork has to offer; renowned wineries, local farm stands, golf courses, country clubs, marinas, waterfront dining, shopping, and picturesque beaches. End each day relaxing on the front porch while taking in the spectacular sunsets Mother Nature awards the North Fork residents.

4 Pheasant Court, Riverhead
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 1010933 MLS
Located within Baiting Hollow Estates on Long Island's North Fork, this beautifully maintained 3-bedroom, 3-bath Colonial offers the perfect blend of comfort, privacy, and coastal living. Set on 1.11 private acres with a wooded backyard, this inviting home features a spacious layout designed for both everyday living and entertaining. A grand foyer welcomes you into the home, where you'll find a formal dining room, a first-floor office or potential fourth bedroom, and a spacious family room with a gas fireplace. The updated eat-in kitchen is the heart of the home, showcasing stainless steel appliances, a large center island, updated cabinetry, backsplash, and skylights that fill the space with natural light. Additional skylights can also be found in the living area and guest bath. The second level features a generous primary suite with a tray ceiling, walk-in closet, and large en-suite bath, along with two additional bedrooms and full bath. Wood floors run throughout the home, complemented by plantation shutters in the bedrooms and office. Additional amenities include a large laundry room, central vacuum, central air conditioning, two-zone heating and cooling, oil heat with a new burner and water heater, situated on a corner lot with tons of privacy and beautifully landscaped, a full unfinished walk-out basement, and an oversized two-plus-car garage with pull-down attic access. Outdoor living is equally impressive with an oversized rear deck, wraparound front porch, charming gazebo, in-ground sprinklers, and plenty of room to enjoy the peaceful surroundings. Baiting Hollow Estates is comprised of 15 homes that share a gated and maintained staircase to 150 feet of a private beach. HOA dues are just $750 per year and include beach access, gate and lock maintenance, and upkeep of the community landscape circles. Close proximity to the North Fork, Hamptons, golf, boating, vineyards, and so much more.

216 Landing Lane, Baiting Hollow
$1,298,000
5 Beds ⋅ 7 Baths ⋅ 1010804 MLS
Welcome to 66 Canterbury Drive, a magnificent custom residence that perfectly blends elegance, comfort, and exceptional living space. A welcoming front porch sets the tone, offering the perfect place to relax and enjoy peaceful surroundings. Designed for both everyday living and grand-scale entertaining, this impressive home features an oversized gourmet kitchen, a spacious formal living room, elegant dining room, cozy den with a fireplace, bright sunroom, and a convenient powder room on the main level. A beautiful double staircase adds both style and functionality within the home. The luxurious second-floor primary suite is a private retreat, complete with a sitting area and fireplace, en-suite bathroom, and two generous walk-in closets. This level also features two additional en-suite bedrooms, a fourth bedroom, and a fourth full bath. The additional upper level offers a private fifth bedroom with a full bath, ideal for guests, extended family, or an au pair suite. The expansive finished walkout basement provides an abundance of additional living space, featuring a full bath and multiple bonus rooms perfect for a recreation area, home theater, fitness room, office, or playroom. Situated on a sprawling property, the fully enclosed backyard offers endless possibilities to create your own outdoor oasis, perfect for entertaining, relaxing, and enjoying the outdoors. This extraordinary home showcases timeless design, impressive proportions, and unmatched versatility, making it a rare opportunity not to be missed.

66 Canterbury Drive, Wading River
$855,000
4 Beds ⋅ 3 Baths ⋅ 1008371 MLS
Welcome to this stunning 4-bedroom home, nestled on a professionally landscaped 0.94-acre lot in a serene cul-de-sac. The airy, open-concept floor plan is perfect for effortless living. The chef’s kitchen boasts Corian countertops, a dedicated wine cooler, and a spacious pantry, making meal prep a joy. A central vacuum system with an automatic sweep-in dustpan adds modern convenience. Upstairs, the primary suite offers a private retreat with an en-suite bath, alongside three generously sized bedrooms. The full basement provides endless options for entertainment, storage, or extra living space, complete with an electric transfer switch for easy generator hookup. Step outside to discover the magnificent Mahogany deck, featuring a custom gazebo with electricity and a ceiling fan—ideal for entertaining. The fully fenced yard is an outdoor paradise, complete with custom paver walkways, enchanting inground lighting, a 13-zone sprinkler system, and plenty of room for a future pool. Additional features include a 2-car garage with a utility sink and pull-down attic storage. This exceptional gem is just moments from world-class wineries, local farms, pristine beaches, shopping, and golf courses. Don’t miss your chance to own this remarkable home! With its stunning features and prime location, it offers the perfect blend of comfort and style. Act fast to secure this incredible opportunity before it's gone! Your dream home awaits!

77 N Woods Road, Baiting Hollow
$719,000
4 Beds ⋅ 3 Baths ⋅ 1009113 MLS
Built in 1997 discover the Northfork at its finest with this thoughtfully and lovingly maintained, beautiful 4 bedroom, 2.5 bath Colonial with updated flooring, is h is nestled in the heart of Baiting Hollow. This home features the perfect blend of comfort, convenience, and character. The main levvel boasts a sun drenched, open and airy layout which offers a large Foyer, .5 bath, spacioue EIK which flows seamlessly into the living room, formal dining room and den. On the second level you'll find an expansive Primary bedroom w/ensuite and vaulted ceiling, WIC, 3 additional bedrooms and full bath in the hall, lots of closets and an attic for added storage space. While the basement houses the utilites it also provides an unfinished versatile space for an extra room, office or home gym, the possibilities are endless. 1 car garage w/storage space above, 100 AMP electrical service, roof is 7 years young and burner is 4. 4 zone underground sprinklers. Step out into your private backyard oasis which is the ultimate and tranquil setting for relaxing or hosting bbq's, with loved ones and friends. Located close to Long Island sound, beaches, vineyards, parks Greenbelt trails, farmstands, shopping, restaurants and golf. Don't let this hidden gem pass you by.

125 Northgate Circle, Baiting Hollow
$749,999
4 Beds ⋅ 3 Baths ⋅ 993678 MLS
Built in 2004 and thoughtfully updated, this stunning 4-bedroom colonial is nestled in the exclusive Oak Hills private community - offering the perfect blend of timeless charm and modern convenience just steps from the shoreline. Inside, enjoy a formal living room with a cozy wood-burning fireplace and gleaming hardwood floors throughout. The renovated kitchen features new cabinetry, granite counter tops, and stainless steel appliances. Three beautifully updated bathrooms provide comfort and style while a full finished basement adds valuable living space for a family room, home office, or guest suite. The professionally landscaped yard is an entertainer's dream, complete with two new Trex decks, a charming gazebo, and a brand-new sprinkler system. Additional exterior upgrades include a new driveway, a 1-car garage, a new outdoor shed, and new fencing - wood along the back and side yards and decorative metal in the front for added curb appeal. A new hot water heater and 2 new mini split A/C and heat system ensures modern efficiency and peace of mind. With exclusive access to Oak Hills private beach, this move-in-ready home offers a rare opportunity to enjoy coastal living at its finest. Schedule your private showing today!

64 Glen Road, Baiting Hollow
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 986406 MLS
Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents a rare blend of privacy, thoughtful design, and resort-inspired living on the North Fork. Positioned on a beautifully maintained and three quarter acre property, this residence is surrounded by mature landscaping that creates a peaceful, secluded setting while remaining close to the area’s celebrated beaches, farm stands, vineyards, and dining destinations. A residents-only beach nearby, and public beach with four wheel drive access, enhances the coastal lifestyle, offering easy access to the shoreline and the natural beauty that defines this region. The home’s interior unfolds with a sense of openness and warmth architectural details complement light-filled living spaces designed for both everyday comfort and effortless entertaining. Hardwood floors extend throughout, guiding you through generously sized rooms that balance sophistication with livability. The kitchen is well appointed with quality finishes, ample cabinetry, and stainless steel appliances, creating a functional and inviting space that connects seamlessly to the main living and dining areas. A flexible layout includes four bedrooms and 3.5 bathrooms, along with a finished lower level featuring a bath and wet bar, offering additional space for recreation, relaxation, or extended living. Outdoor living is equally compelling, anchored by a striking L-shaped heated saltwater pool with a multi-speed pump and an expansive patio that invites long afternoons of sun, quiet evenings, and gatherings under the open sky. The grounds are enhanced by a sauna, and hot tub, creating a private retreat designed for year-round enjoyment. Additional highlights include a two-car attached garage with an electric vehicle charger, solar panels for energy efficiency, updated systems including heating, windows, and furnace, and the convenience of an elevator that adds ease of access throughout the home. This property captures the essence of North Fork living, where natural beauty, comfort, and thoughtful amenities come together in a setting that feels both tranquil and connected.

59 Linda Lane W, Riverhead
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 980299 MLS
A rare and remarkable opportunity to own 22 sprawling acres on highly sought-after Sound Avenue in Riverhead. This unique property features a historic homestead dating back to the 1800s, offering timeless character and endless potential. Surrounded by the natural beauty of the North Fork, the expansive land which extends to Sound Shore Road, provides the perfect setting for agricultural use, or an opportunity to own your own farm/winery. The existing home showcases classic charm with original details, ready to be restored, expanded, or reimagined to suit your vision. With wide open fields and prime frontage along Sound Avenue, this property delivers both privacy and convenience—just moments from local farms, wineries, beaches, and all that Riverhead and the North Fork have to offer. Whether you’re looking to create a legacy property, invest in land, or embrace the North Fork lifestyle, this is a truly exceptional offering with limitless possibilities.

5528 Sound Avenue, Riverhead
$728,000
4 Beds ⋅ 3 Baths ⋅ 972718 MLS
Welcome home to this inviting Colonial-style 4-bedroom oasis in the Town of Riverhead, set on an exceptional 155x260 lot that offers space, privacy, and beautiful curb appeal. Inside, the home feels warm, neat, and thoughtfully cared for, with natural light and an easy flow that makes everyday living comfortable. The first floor features a spacious formal dining room and an open eat-in kitchen with access to the deck and electric awning — perfect for effortless indoor-outdoor living. The family room adds even more comfort with a mini-split system, a wood-burning stove, a fireplace, and high-hat lighting. Two large bedrooms and a full bath with abundant storage complete the main level. Upstairs, you’ll find two additional oversized bedrooms and a generous bathroom with dual sinks, a shower stall, a large jacuzzi tub, and a separate toilet/sink area designed for convenience. Parking is simple with a detached 2-car garage and an expansive private driveway. The full basement offers endless possibilities — a media room, playroom, office, gym, or anything you imagine — and stays dry thanks to the home’s solid poured concrete foundation and French drain system. Additional updates include stainless steel appliances and two heating zones. This home is clean, move-in ready, and filled with potential. Enjoy exclusive access to Town of Riverhead beaches, the natural beauty of Wildwood State Park, local farm stands, vineyards, restaurants, and shopping, all with easy access to both the North and South Forks. This property delivers space, comfort, and value in one of Wading River’s most desirable settings.

43 Farm Road N, Wading River
$1,225,000
5 Beds ⋅ 2 Baths ⋅ 970683 MLS
Soak up days on the Peconic Bay! Deeded boat slip and bay beach included! Tucked away in the coastal enclave of BayWoods in Aquebogue, on Long Island's North Fork this home is all about easy coastal living. Set on a peaceful, saltwater tidal pond, it's the serene setting boasting 5 spacious bedrooms, 2 of which are on the main floor. Formal dining room, sun room/den all with prime southern exposure brimming with natural light. The property includes a deeded boat slip and private bay beach access, so days on the water and sunset beach walks are a part of everyday life. Located in close proximity to North Fork wineries, restaurants, local farm stands, and charming villages. This is a welcoming retreat where nature, boating, and beach life come together perfectly. Updates: Propane heating system (2023); On-demand hot water (2019); CAC Condensers (2025); Interior of home painted (2026)

55 Leafy Way, Aquebogue
$1,199,000
8 Beds ⋅ 4 Baths ⋅ 958586 MLS
PRIME LOCATION FOR OPPORTUNITY Positioned along scenic Main Road in Riverhead, this rare investment opportunity combines size, style, and location on an impressive 1.24-acre parcel. This stately Colonial-style duplex offers 3,900 square feet of living space across two spacious rental units- currently generating income, with a possible 3rd that is unfinished. Inside, you'll find a total of 8 bedrooms and 4 bathrooms, offering incredible flexibility for multigenerational living, rental expansion, or creative reconfiguration. A generously sized parking lot ensures ample off-street parking for residents and guests alike. Surrounded by the charm of Long Island's North Fork, this property is moments from local farms and acclaimed vineyards, with easy access to the area’s best dining, recreation, and coastal attractions. Whether you’re looking to expand your rental portfolio or explore new development potential, 250 Main Road delivers both immediate value and long-term upside in one of Riverhead’s most desirable spots.

250 Main Road, Riverhead
$800,000
4 Beds ⋅ 3 Baths ⋅ 943323 MLS
Amazing opportunity for a growing family! This roomy 4-bedroom, 3 bath home is perfectly situated in the center of town, offering unbeatable convenience to shopping, gas stations, schools, and more. Featuring granite countertops and beautiful first-floor hardwood flooring, this home is ready to impress!

61 Fairway Avenue, Riverhead
$880,000
4 Beds ⋅ 3 Baths ⋅ 941812 MLS
Discover an incredible opportunity in Riverhead! Situated on over half an acre (0.53 acres), this spacious home offers room to grow, entertain, and create your ideal lifestyle. Featuring 4–5 bedrooms, 3 full bathrooms, and a flex room perfect for a home office, guest suite, den, or playroom — the layout adapts to your needs with ease. Enjoy a formal dining room for privacy during gatherings, an eat-in kitchen, and a large living room with views of the expansive backyard. Whether you dream of a pool and spa, outdoor sports area, or lush gardens — you have the space to make it happen! This is the perfect multi-generational home, blending comfort and practicality. Located in a private, secure, and peaceful neighborhood, yet conveniently less than a mile to grocery stores, medical care, banks, gas stations, restaurants, and all essentials.

94 Kings Drive, Riverhead
$799,998
5 Beds ⋅ 3 Baths ⋅ 937438 MLS
Calling all Investors! 2 Family Home with great rental income. Close to everything, schools, shopping center, gas station, main street. etc. Tenants in place, need advance notice to show. Rental Income 5500 a month.

418 Lincoln Street, 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.