Realestatelongisland.com Search Results

$775,000

WHERE TIMELESS CHARM MEETS EXCEPTIONAL OPPORTUNITY. Discover the warmth, character, and enduring appeal of this beautifully maintained Colonial, ideally situated in one of Smithtown’s most desirable neighborhoods. Rich hardwood floors, an inviting fireplace, and flowing floor plan create an atmosphere that feels instantly like home. Offering three spacious bedrooms and one-and-a-half baths, this residence features a gracious living room with fireplace, Dining room, and eat-in Kitchen. The partially finished basement provides abundant storage while offering potential for additional living space. Step outside and experience a setting that feels straight from the pages of a storybook. Meandering stone pathways weave through mature landscaped gardens, leading to an expansive fenced backyard that invites summer gatherings, outdoor celebrations, or simply peaceful evenings surrounded by nature. Perfectly positioned on a quiet residential street, this exceptional home offers the tranquility buyers seek while remaining just minutes from the Long Island Expressway, Northern State Parkway, shopping, dining, and all that the Town of Smithtown has to offer—including its renowned parks, beaches, and recreational amenities. Whether you’re searching for your forever home or a rare opportunity in one of Long Island’s most sought-after communities, this residence offers the perfect blend of charm, comfort, location, and future potential.

3 Beds ⋅ 2 Baths ⋅ 1031716 MLS

WHERE TIMELESS CHARM MEETS EXCEPTIONAL OPPORTUNITY. Discover the warmth, character, and enduring appeal of this beautifully maintained Colonial, ideally situated in one of Smithtown’s most desirable neighborhoods. Rich hardwood floors, an inviting fireplace, and flowing floor plan create an atmosphere that feels instantly like home. Offering three spacious bedrooms and one-and-a-half baths, this residence features a gracious living room with fireplace, Dining room, and eat-in Kitchen. The partially finished basement provides abundant storage while offering potential for additional living space. Step outside and experience a setting that feels straight from the pages of a storybook. Meandering stone pathways weave through mature landscaped gardens, leading to an expansive fenced backyard that invites summer gatherings, outdoor celebrations, or simply peaceful evenings surrounded by nature. Perfectly positioned on a quiet residential street, this exceptional home offers the tranquility buyers seek while remaining just minutes from the Long Island Expressway, Northern State Parkway, shopping, dining, and all that the Town of Smithtown has to offer—including its renowned parks, beaches, and recreational amenities. Whether you’re searching for your forever home or a rare opportunity in one of Long Island’s most sought-after communities, this residence offers the perfect blend of charm, comfort, location, and future potential.

20 Brook Lane, Smithtown

$725,000

Welcome to this beautifully expanded Cape nestled in a lovely neighborhood in Nesconset within the highly desirable Smithtown School District! Thoughtfully designed for both everyday living and entertaining, this home offers an abundance of space and timeless charm. The heart of the home is the expansive, open-concept first floor featuring a stunning 5 year old kitchen with granite countertops, , double ovens-one with built-in air fryer, stainless steel appliances, a farmhouse sink, gas cooking, pendant lighting, breakfast bar seating, and an abundance of cabinetry. The kitchen flows seamlessly into the dining area, where a gorgeous wood burning stone fireplace creates a warm and inviting atmosphere for family meals and gatherings. A spacious living room where you can also enjoy the cozy fireplace offers the perfect place to relax year-round. The first floor also includes a versatile bedroom that can easily serve as a home office or guest room, along with sliding glass doors that lead to a large deck overlooking the backyard—ideal for outdoor entertaining. Upstairs, the spacious primary bedroom is complemented by a beautifully updated full bath featuring a walk-in shower. Two additional generously sized bedrooms and a hall bathroom with a tub provide plenty of room for family and guests. Car enthusiasts, hobbyists, or those needing extra workspace will appreciate the detached two-car garage, complete with electric and air conditioning. An expanded driveway offers ample parking for multiple vehicles and guests. Additional highlights include a formal dining room for hosting holiday celebrations and special occasions. Home has 4 heat zones, 200 amp electric and Luxury vinyl planking, along with a prime location close to shopping, restaurants, and everyday conveniences Enjoy all the wonderful amenities the Town of Smithtown has to offer, including beautiful parks, recreational facilities, and exclusive access to the Town's private North Shore beaches. This exceptional home combines space, comfort, and location—making it the perfect place to call home.

4 Beds ⋅ 3 Baths ⋅ 1031693 MLS

Welcome to this beautifully expanded Cape nestled in a lovely neighborhood in Nesconset within the highly desirable Smithtown School District! Thoughtfully designed for both everyday living and entertaining, this home offers an abundance of space and timeless charm. The heart of the home is the expansive, open-concept first floor featuring a stunning 5 year old kitchen with granite countertops, , double ovens-one with built-in air fryer, stainless steel appliances, a farmhouse sink, gas cooking, pendant lighting, breakfast bar seating, and an abundance of cabinetry. The kitchen flows seamlessly into the dining area, where a gorgeous wood burning stone fireplace creates a warm and inviting atmosphere for family meals and gatherings. A spacious living room where you can also enjoy the cozy fireplace offers the perfect place to relax year-round. The first floor also includes a versatile bedroom that can easily serve as a home office or guest room, along with sliding glass doors that lead to a large deck overlooking the backyard—ideal for outdoor entertaining. Upstairs, the spacious primary bedroom is complemented by a beautifully updated full bath featuring a walk-in shower. Two additional generously sized bedrooms and a hall bathroom with a tub provide plenty of room for family and guests. Car enthusiasts, hobbyists, or those needing extra workspace will appreciate the detached two-car garage, complete with electric and air conditioning. An expanded driveway offers ample parking for multiple vehicles and guests. Additional highlights include a formal dining room for hosting holiday celebrations and special occasions. Home has 4 heat zones, 200 amp electric and Luxury vinyl planking, along with a prime location close to shopping, restaurants, and everyday conveniences Enjoy all the wonderful amenities the Town of Smithtown has to offer, including beautiful parks, recreational facilities, and exclusive access to the Town's private North Shore beaches. This exceptional home combines space, comfort, and location—making it the perfect place to call home.

21 Wilson Avenue, Nesconset

$399,000

Welcome to 1203 Cabot Court, the greatest opportunity in one of Long Island’s most sought-after 55+ developments located in the heart in historic Saint James. This condo features 1 bedroom and 1 full bath. Design your own open layout to your personal taste. Plan where to locate your in-unit laundry & central air vents! Sliding glass doors lead to a private patio plus attached garage with storage & shared driveway with one space. The Fairfield at Saint James community provides resort-style amenities including a clubhouse, fitness center, basketball, tennis & new pickleball courts. Enjoy swimming no matter the season! The indoor pool is open during the winter season & two outdoor pools are open during the summer season. Residents enjoy a vibrant social calendar, there are beautifully manicured grounds, well maintained blacktop trails and benches run throughout this lush community affording residents ability to take in the lake views and water features throughout this secure gated community. The Fairfield which has 675 units built from the early 1970's throughout the 1990's offers low common charges, low taxes and is close proximity to Smith Haven Mall shopping, top dining, golf, Award Winning Stonybrook Hospital 4.7 miles away, beautiful North Shore beaches & major highways. Only 2.1 miles to Saint James LIRR Station for an easy commute to Manhattan. One can experience a comfortable lifestyle within a 30 minute drive to vineyards, farmstands & seasonal resorts throughout the coveted North Fork of Long Island. This opportunity of a lifetime will not last long!

1 Beds ⋅ 1 Baths ⋅ 1030363 MLS

Welcome to 1203 Cabot Court, the greatest opportunity in one of Long Island’s most sought-after 55+ developments located in the heart in historic Saint James. This condo features 1 bedroom and 1 full bath. Design your own open layout to your personal taste. Plan where to locate your in-unit laundry & central air vents! Sliding glass doors lead to a private patio plus attached garage with storage & shared driveway with one space. The Fairfield at Saint James community provides resort-style amenities including a clubhouse, fitness center, basketball, tennis & new pickleball courts. Enjoy swimming no matter the season! The indoor pool is open during the winter season & two outdoor pools are open during the summer season. Residents enjoy a vibrant social calendar, there are beautifully manicured grounds, well maintained blacktop trails and benches run throughout this lush community affording residents ability to take in the lake views and water features throughout this secure gated community. The Fairfield which has 675 units built from the early 1970's throughout the 1990's offers low common charges, low taxes and is close proximity to Smith Haven Mall shopping, top dining, golf, Award Winning Stonybrook Hospital 4.7 miles away, beautiful North Shore beaches & major highways. Only 2.1 miles to Saint James LIRR Station for an easy commute to Manhattan. One can experience a comfortable lifestyle within a 30 minute drive to vineyards, farmstands & seasonal resorts throughout the coveted North Fork of Long Island. This opportunity of a lifetime will not last long!

1203 Cabot Court, Saint James

$499,000

Welcome to Fairfield at St. James, a desirable 55+ gated community! This spacious first-floor corner condo offers 2 bedrooms and 2 full baths with no one above. Enter into a foyer with large coat closet from your covered front porch. Enjoy an eat-in kitchen with stone countertops, dishwasher and electric oven with Microwave hood. A formal dining room comfortably fits a large table to seat 6+ and hutch. Spacious living room with sliders to a private patio. This unit has an in-unit washer and dryer, central air and electric heat. The patio features an awning and a charming garden area. Ideally located directly across from the clubhouse, pool and tennis courts!

2 Beds ⋅ 2 Baths ⋅ 1031076 MLS

Welcome to Fairfield at St. James, a desirable 55+ gated community! This spacious first-floor corner condo offers 2 bedrooms and 2 full baths with no one above. Enter into a foyer with large coat closet from your covered front porch. Enjoy an eat-in kitchen with stone countertops, dishwasher and electric oven with Microwave hood. A formal dining room comfortably fits a large table to seat 6+ and hutch. Spacious living room with sliders to a private patio. This unit has an in-unit washer and dryer, central air and electric heat. The patio features an awning and a charming garden area. Ideally located directly across from the clubhouse, pool and tennis courts!

302 Bentley Court W, Saint James

$699,999

Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

3 Beds ⋅ 1 Baths ⋅ 1030650 MLS

Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

42 Pineacre Drive, Smithtown

$860,000

You must see the amazing layout of this sprawling 4 bedroom, 2 1/2 bath ranch with a separate office, nestled on a beautiful .52-acre property in the desirable Smithtown School District. With the bedrooms just a few steps up from the main living area, it has all the great features of a ranch while providing privacy from the main floor. From the moment you step through the front door, the beautiful foyer sets the tone for the spacious, welcoming feel found throughout. The main level offers wonderful one-floor living, with a formal living room, formal dining room, an expansive den, and a dedicated home office. The eat-in kitchen features granite countertops and stainless appliances with direct access to the deck, backyard and pool area. Just a few steps up, you'll find four comfortable bedrooms and two full baths, including a large primary suite complete with a sunken tub and walk-in closets — a true retreat at the end of the day. A full, partially finished basement adds even more flexible living and storage space. Outside, the backyard is made for entertaining and relaxing alike. Take a dip in the gunite inground pool with a waterfall feature, unwind on the back deck, and enjoy the ease of an inground sprinkler system keeping the grounds lush. A 3-car attached garage and circular driveway offer plenty of room for parking and storage. Gas heat, central air conditioning, and public sewer round out the home's practical comforts. Homes with this much space, on a lot this size, in this location, don't come along often.

4 Beds ⋅ 3 Baths ⋅ 1030391 MLS

You must see the amazing layout of this sprawling 4 bedroom, 2 1/2 bath ranch with a separate office, nestled on a beautiful .52-acre property in the desirable Smithtown School District. With the bedrooms just a few steps up from the main living area, it has all the great features of a ranch while providing privacy from the main floor. From the moment you step through the front door, the beautiful foyer sets the tone for the spacious, welcoming feel found throughout. The main level offers wonderful one-floor living, with a formal living room, formal dining room, an expansive den, and a dedicated home office. The eat-in kitchen features granite countertops and stainless appliances with direct access to the deck, backyard and pool area. Just a few steps up, you'll find four comfortable bedrooms and two full baths, including a large primary suite complete with a sunken tub and walk-in closets — a true retreat at the end of the day. A full, partially finished basement adds even more flexible living and storage space. Outside, the backyard is made for entertaining and relaxing alike. Take a dip in the gunite inground pool with a waterfall feature, unwind on the back deck, and enjoy the ease of an inground sprinkler system keeping the grounds lush. A 3-car attached garage and circular driveway offer plenty of room for parking and storage. Gas heat, central air conditioning, and public sewer round out the home's practical comforts. Homes with this much space, on a lot this size, in this location, don't come along often.

29 Ivy Hill Drive, Hauppauge

$948,000

Exceptional owner-user opportunity in the heart of Smithtown! This well-maintained 1,683 SF professional office building is situated on a 10,890 SF lot with NB (Neighborhood Business) zoning. The first floor is ideal for an owner-occupant, while the income-producing lower-level tenant provides immediate rental income to help offset ownership costs. Conveniently located on Terry Road with easy access to major roadways, shopping, restaurants, and the Smithtown business district. A great opportunity for professional, medical, or service-related businesses seeking to own rather than lease, while benefiting from an existing income stream.

1029963 MLS

Exceptional owner-user opportunity in the heart of Smithtown! This well-maintained 1,683 SF professional office building is situated on a 10,890 SF lot with NB (Neighborhood Business) zoning. The first floor is ideal for an owner-occupant, while the income-producing lower-level tenant provides immediate rental income to help offset ownership costs. Conveniently located on Terry Road with easy access to major roadways, shopping, restaurants, and the Smithtown business district. A great opportunity for professional, medical, or service-related businesses seeking to own rather than lease, while benefiting from an existing income stream.

198 Terry Road, Smithtown

$990,000

Set on a beautifully landscaped 0.80-acre corner property, this custom Farm Ranch offers space, comfort, and exceptional versatility. A welcoming entry foyer opens to a recently renovated eat-in kitchen featuring a striking double-sided fireplace. The bright and airy den is surrounded by walls of windows, while the formal dining room provides easy access to the deck through sliding glass doors. The main level also includes a spacious living room with a custom window seat and a convenient powder room. The first-floor primary suite is designed as a private retreat, complete with a sitting area or home office, a walk-in closet, and an oversized bath featuring a soaking tub and separate walk-in shower. Three additional bedrooms and a full hall bath provide plenty of room for family or guests. The full, partially finished basement offers an outside entrance, laundry area, utilities, and abundant storage or expansion potential. Additional highlights include radiant heat, hardwood flooring, central air conditioning, in-ground sprinklers, Andersen windows, a 150-amp electrical service, generator hookup, updated paver walkways, a roof replaced in 2021, burner installed in 2020, and a hot water heater replaced in 2021. Ideally located near town beaches, Landing Avenue Golf Course, the LIRR, shopping, and dining. This spacious home offers endless possibilities and is much larger than it appears.

4 Beds ⋅ 3 Baths ⋅ 1029417 MLS

Set on a beautifully landscaped 0.80-acre corner property, this custom Farm Ranch offers space, comfort, and exceptional versatility. A welcoming entry foyer opens to a recently renovated eat-in kitchen featuring a striking double-sided fireplace. The bright and airy den is surrounded by walls of windows, while the formal dining room provides easy access to the deck through sliding glass doors. The main level also includes a spacious living room with a custom window seat and a convenient powder room. The first-floor primary suite is designed as a private retreat, complete with a sitting area or home office, a walk-in closet, and an oversized bath featuring a soaking tub and separate walk-in shower. Three additional bedrooms and a full hall bath provide plenty of room for family or guests. The full, partially finished basement offers an outside entrance, laundry area, utilities, and abundant storage or expansion potential. Additional highlights include radiant heat, hardwood flooring, central air conditioning, in-ground sprinklers, Andersen windows, a 150-amp electrical service, generator hookup, updated paver walkways, a roof replaced in 2021, burner installed in 2020, and a hot water heater replaced in 2021. Ideally located near town beaches, Landing Avenue Golf Course, the LIRR, shopping, and dining. This spacious home offers endless possibilities and is much larger than it appears.

19 Eckernkamp Drive, Smithtown

$899,999

Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 10 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

4 Beds ⋅ 2 Baths ⋅ 1028706 MLS

Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 10 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown

$799,000

Welcome Home To This Legal Mother Daughter & Beautifully Constructed Nesconset Colonial Nestled On An Expanded Corner Lot In The Award Winning Smithtown School District Featuring 4 or 5 Bedrooms, 2 Full Bathrooms, Welcoming Entry Foyer, Eat-In Kitchen w/ 3 Skylights, Granite Countertops & Double Sliders Leading Out To Back Deck, Hardwood Floors Throughout, Central AC, Full Basement w/ Tons Of Storage, New Roof, One Car Attached Garage, In-Ground Sprinklers & A Private Resort-Like Backyard w/ Oversized In-Ground Pool Perfect For Entertaining And/Or Relaxing, Plus Much, Much More! You Do Not Want To Miss This One!

4 Beds ⋅ 2 Baths ⋅ 1029526 MLS

Welcome Home To This Legal Mother Daughter & Beautifully Constructed Nesconset Colonial Nestled On An Expanded Corner Lot In The Award Winning Smithtown School District Featuring 4 or 5 Bedrooms, 2 Full Bathrooms, Welcoming Entry Foyer, Eat-In Kitchen w/ 3 Skylights, Granite Countertops & Double Sliders Leading Out To Back Deck, Hardwood Floors Throughout, Central AC, Full Basement w/ Tons Of Storage, New Roof, One Car Attached Garage, In-Ground Sprinklers & A Private Resort-Like Backyard w/ Oversized In-Ground Pool Perfect For Entertaining And/Or Relaxing, Plus Much, Much More! You Do Not Want To Miss This One!

26 Heritage Place S, Nesconset

$1,489,999

Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor plan create a warm yet elegant atmosphere throughout. The updated kitchen is appointed with granite countertops, abundant cabinetry, and flows seamlessly into the main living areas, making it ideal for both entertaining and everyday living. A fireside sitting area offers the perfect place to gather, while a dedicated home office provides the flexibility to function as a fifth bedroom, guest suite, or private study. One of the home’s most desirable features is its private deeded access to the pristine Long Island Sound, where scenic water views and shoreline access offer an exceptional coastal lifestyle. Additional highlights include an oversized two-car garage with attic storage, a newer Peerless boiler with a Riello burner, and an indirect hot water system for added efficiency. Surrounded by mature trees and lush landscaping, yet just minutes from the Nissequogue Golf Club, scenic nature preserves, and the charming village of St. James, this exceptional property offers a rare opportunity to enjoy privacy, recreation, and coastal living in one of Long Island’s most distinguished waterfront communities.

4 Beds ⋅ 4 Baths ⋅ 1027742 MLS

Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor plan create a warm yet elegant atmosphere throughout. The updated kitchen is appointed with granite countertops, abundant cabinetry, and flows seamlessly into the main living areas, making it ideal for both entertaining and everyday living. A fireside sitting area offers the perfect place to gather, while a dedicated home office provides the flexibility to function as a fifth bedroom, guest suite, or private study. One of the home’s most desirable features is its private deeded access to the pristine Long Island Sound, where scenic water views and shoreline access offer an exceptional coastal lifestyle. Additional highlights include an oversized two-car garage with attic storage, a newer Peerless boiler with a Riello burner, and an indirect hot water system for added efficiency. Surrounded by mature trees and lush landscaping, yet just minutes from the Nissequogue Golf Club, scenic nature preserves, and the charming village of St. James, this exceptional property offers a rare opportunity to enjoy privacy, recreation, and coastal living in one of Long Island’s most distinguished waterfront communities.

21 Wilderness Road, Nissequogue

$649,000

Charming 3-bedroom, 2-full-bath ranch in the heart of Nesconset! Lovingly maintained and ready for its next chapter, this home offers a functional layout, a private backyard, and endless potential to make it your own. Conveniently located near shopping, restaurants, parks, and major roadways. Don’t miss this wonderful opportunity!

3 Beds ⋅ 2 Baths ⋅ 1028618 MLS

Charming 3-bedroom, 2-full-bath ranch in the heart of Nesconset! Lovingly maintained and ready for its next chapter, this home offers a functional layout, a private backyard, and endless potential to make it your own. Conveniently located near shopping, restaurants, parks, and major roadways. Don’t miss this wonderful opportunity!

150 Shenandoah Boulevard N, Nesconset

$990,000

Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family room with a wood-burning fireplace flanked by custom built-ins, making it the perfect gathering space. The spacious primary suite offers a walk-in closet and a private ensuite bath, while a conveniently located first-floor laundry/mudroom with a new front-load washer and dryer adds everyday functionality. Set on a landscaped .43-acre property in the heart of St. James, the private, fenced backyard is an entertainer's dream, featuring an expansive paver patio with a built-in firepit plus a separately fenced saltwater inground pool with waterfall. Pool updates include new filter, heat pump, and Loop-Loc cover, as well as new pavers surround the pool area, while the gazebo provides the perfect place to relax. Thoughtfully updated for today's modern lifestyle, the home features a Smart Home system allowing you to control lights, doors, and central air from your smartphone, along with a security system with cameras for added peace of mind. Additional improvements include a 2020 roof, a 2024 natural gas heating system, CAC with the second-floor compressor replaced in 2023, a separate gas hot water heater, 200-amp electric service with a dedicated panel for an EV charger, and owned solar panels installed in 2020, providing lower electric costs and valuable property tax exemptions. (Note: Taxes being professionally grieved with an estimated $3,300 reduction; grievance is transferable to the Buyer.) Ideally located on a cul-de-sac and just a short walk to Lake Avenue's shops and restaurants, including the new Galiano Wine Bar. This home also offers beach rights to multiple Town of Smithtown beaches, proximity to parks, hiking trails, and nature preserves, and is situated within the highly regarded Smithtown Central School District.

4 Beds ⋅ 3 Baths ⋅ 1028829 MLS

Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family room with a wood-burning fireplace flanked by custom built-ins, making it the perfect gathering space. The spacious primary suite offers a walk-in closet and a private ensuite bath, while a conveniently located first-floor laundry/mudroom with a new front-load washer and dryer adds everyday functionality. Set on a landscaped .43-acre property in the heart of St. James, the private, fenced backyard is an entertainer's dream, featuring an expansive paver patio with a built-in firepit plus a separately fenced saltwater inground pool with waterfall. Pool updates include new filter, heat pump, and Loop-Loc cover, as well as new pavers surround the pool area, while the gazebo provides the perfect place to relax. Thoughtfully updated for today's modern lifestyle, the home features a Smart Home system allowing you to control lights, doors, and central air from your smartphone, along with a security system with cameras for added peace of mind. Additional improvements include a 2020 roof, a 2024 natural gas heating system, CAC with the second-floor compressor replaced in 2023, a separate gas hot water heater, 200-amp electric service with a dedicated panel for an EV charger, and owned solar panels installed in 2020, providing lower electric costs and valuable property tax exemptions. (Note: Taxes being professionally grieved with an estimated $3,300 reduction; grievance is transferable to the Buyer.) Ideally located on a cul-de-sac and just a short walk to Lake Avenue's shops and restaurants, including the new Galiano Wine Bar. This home also offers beach rights to multiple Town of Smithtown beaches, proximity to parks, hiking trails, and nature preserves, and is situated within the highly regarded Smithtown Central School District.

4 Patricks Way, Saint James

$739,000

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Convenient distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with vented hood. A bar area with beverage center and secondary workstation sink. Original hardwood floors run throughout the home. The fully enclosed, heated and air-conditioned front porch offers year-round enjoyment. The main level also features a formal living room, a full bathroom, recessed lighting, and efficient 4-zone heating and 3-zone cooling for personalized comfort. Upstairs, you'll find the three bedrooms, and another full bathroom, served by 3-zone heating and 2-zone cooling. The partially finished basement was completed in 2024 and provides additional living space. It has its own dedicated heating and cooling zone, along with a front-loading washer and gas dryer. A new high-efficiency Laars wall-mounted gas boiler was installed in 2025. In 2026, the home was fully insulated and finished with maintenance-free Cedar Impressions vinyl siding. The oversized detached two-car garage is equipped with a 60-amp subpanel, multiple 20-amp outlets, and hot and cold water with waste plumbing—ideal for a workshop or hobby space. The property also features a beautifully designed paver patio complete with a wet bar (2024)—perfect for entertaining, ample driveway parking, RV parking, hot and cold exterior water spigots. Additional highlights include Andersen® Thermopane windows, newer architectural roof, new exterior doors, 200-amp electrical service with generator hookup, wifi smart thermostats & porch lights, and eight surveillance cameras. Ideally located a short walk to Lake Avenues shop and restaurants. This home also offers beach rights to multiple Smithtown beaches, close proximity to parks, hiking trails and nature preserves. Situated in the highly regarded Smithtown Central School District.

3 Beds ⋅ 2 Baths ⋅ 1028816 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Convenient distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with vented hood. A bar area with beverage center and secondary workstation sink. Original hardwood floors run throughout the home. The fully enclosed, heated and air-conditioned front porch offers year-round enjoyment. The main level also features a formal living room, a full bathroom, recessed lighting, and efficient 4-zone heating and 3-zone cooling for personalized comfort. Upstairs, you'll find the three bedrooms, and another full bathroom, served by 3-zone heating and 2-zone cooling. The partially finished basement was completed in 2024 and provides additional living space. It has its own dedicated heating and cooling zone, along with a front-loading washer and gas dryer. A new high-efficiency Laars wall-mounted gas boiler was installed in 2025. In 2026, the home was fully insulated and finished with maintenance-free Cedar Impressions vinyl siding. The oversized detached two-car garage is equipped with a 60-amp subpanel, multiple 20-amp outlets, and hot and cold water with waste plumbing—ideal for a workshop or hobby space. The property also features a beautifully designed paver patio complete with a wet bar (2024)—perfect for entertaining, ample driveway parking, RV parking, hot and cold exterior water spigots. Additional highlights include Andersen® Thermopane windows, newer architectural roof, new exterior doors, 200-amp electrical service with generator hookup, wifi smart thermostats & porch lights, and eight surveillance cameras. Ideally located a short walk to Lake Avenues shop and restaurants. This home also offers beach rights to multiple Smithtown beaches, close proximity to parks, hiking trails and nature preserves. Situated in the highly regarded Smithtown Central School District.

116 Railroad Avenue, Saint James

$979,000

Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown! Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout. With the main floor having a Beautiful modern kitchen and a formal dining room. Also a comfy den and half bath, The Second floor will have a very large living room/family room. Beautifully finished wood floors throughout with all new lighting and central air. New windows and crown moldings throughout. * Cover photo is an AI rendering of finalized renovation* On the 3rd floor The primary suite will include a full bath and walk in closet. The 3rd floor will also have a full bath plus 3 very large bedrooms The house also has a large fenced in yard perfect for entertaining! Finally beautiful landscaping finishes throughout will provide privacy and great curb appeal

4 Beds ⋅ 3 Baths ⋅ 1029017 MLS

Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown! Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout. With the main floor having a Beautiful modern kitchen and a formal dining room. Also a comfy den and half bath, The Second floor will have a very large living room/family room. Beautifully finished wood floors throughout with all new lighting and central air. New windows and crown moldings throughout. * Cover photo is an AI rendering of finalized renovation* On the 3rd floor The primary suite will include a full bath and walk in closet. The 3rd floor will also have a full bath plus 3 very large bedrooms The house also has a large fenced in yard perfect for entertaining! Finally beautiful landscaping finishes throughout will provide privacy and great curb appeal

30 Glacier Drive, Smithtown

$775,000

Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

3 Beds ⋅ 2 Baths ⋅ 1027993 MLS

Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

11 Sandalwood Drive, Smithtown

$725,000

Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This end-unit townhouse offers the perfect combination of comfort, style, and convenience with 3 spacious bedrooms, 2.5 bathrooms, and natural gas heating and cooking. The welcoming open-concept main level features a beautifully renovated eat-in kitchen with stainless steel appliances, a massive center island, abundant pantry storage, and seamless flow into the living and dining areas. Hardwood flooring extends throughout the first floor, which also includes a laundry room, powder room, and attached garage. Sliding glass doors lead to a private composite deck overlooking the peaceful greenbelt path, while established flower gardens add charm and privacy. The Upstairs, the expansive primary suite offers a private ensuite bathroom, two walk-in closets, and a versatile office or flex space. Two additional generously sized bedrooms, a full bathroom, and soaring vaulted ceilings complete the second level. Residents of Hidden Ponds enjoy exceptional amenities, including a clubhouse with a kitchen, movie/card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

3 Beds ⋅ 3 Baths ⋅ 1028158 MLS

Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This end-unit townhouse offers the perfect combination of comfort, style, and convenience with 3 spacious bedrooms, 2.5 bathrooms, and natural gas heating and cooking. The welcoming open-concept main level features a beautifully renovated eat-in kitchen with stainless steel appliances, a massive center island, abundant pantry storage, and seamless flow into the living and dining areas. Hardwood flooring extends throughout the first floor, which also includes a laundry room, powder room, and attached garage. Sliding glass doors lead to a private composite deck overlooking the peaceful greenbelt path, while established flower gardens add charm and privacy. The Upstairs, the expansive primary suite offers a private ensuite bathroom, two walk-in closets, and a versatile office or flex space. Two additional generously sized bedrooms, a full bathroom, and soaring vaulted ceilings complete the second level. Residents of Hidden Ponds enjoy exceptional amenities, including a clubhouse with a kitchen, movie/card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

300 Pond View Lane, Smithtown

$2,375,000

Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home provides comfort and style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery across the 2 acre property. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. Note: please see the attached document for a full list of upgrades to this home!

5 Beds ⋅ 4 Baths ⋅ 1027926 MLS

Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home provides comfort and style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery across the 2 acre property. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James

$3,995,000

Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

7 Beds ⋅ 6 Baths ⋅ 1022766 MLS

Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

$849,000

Contemporary 4-bedroom, 2.5-bath home situated on approximately 0.35 acres in the Smithtown School District. Built in 1967, this spacious residence offers approximately 2,745 square feet of living space, a fireplace, and a partial basement. The generous lot provides ample outdoor space for entertaining, gardening, or recreation. Conveniently located near shopping, restaurants, parks, major roadways, and other everyday amenities. A wonderful opportunity to make this home your own.

4 Beds ⋅ 3 Baths ⋅ 1026950 MLS

Contemporary 4-bedroom, 2.5-bath home situated on approximately 0.35 acres in the Smithtown School District. Built in 1967, this spacious residence offers approximately 2,745 square feet of living space, a fireplace, and a partial basement. The generous lot provides ample outdoor space for entertaining, gardening, or recreation. Conveniently located near shopping, restaurants, parks, major roadways, and other everyday amenities. A wonderful opportunity to make this home your own.

12 Kenny Street, Hauppauge

$949,000

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

4 Beds ⋅ 4 Baths ⋅ 1020468 MLS

Stunning updated Colonial located in the Smithtown School District. Bright, Open & Inviting! Exceptional Home Combines Elegance and Modern Updates. Resort-style Backyard with Heated Pool. Every Detail has been Thoughtfully Designed for Comfort and Enjoyment! This could be Your New Home!!

8 Robinhood Court, Nesconset

$700,000

This Hi-Ranch Style Home Features 4 Bedrooms, 2 Full Baths, Formal Dining Room, Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

4 Beds ⋅ 2 Baths ⋅ 1027335 MLS

This Hi-Ranch Style Home Features 4 Bedrooms, 2 Full Baths, Formal Dining Room, Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

47 Cleremont Avenue, Saint James

$1,899,000

Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!

4 Beds ⋅ 4 Baths ⋅ 1023400 MLS

Welcome to 29 Farm Road....nestled in the prestigious Village of Head of the Harbor, where secluded, private & tranquil living awaits! This stunning, beautifully maintained Expanded Ranch features a grand entry foyer, spacious EIK w/ granite countertops, center island, SS appliances, and picturesque views of the surrounding landscape, a warm and inviting Great Room w/ Stone FP and vaulted ceilings w/ 2 skylights and 4 slider doors leading to the wrap around deck, a gorgeous formal dining room, powder room. The 1st floor features 3 spacious bedrooms, including a luxurious Primary Bedroom Ensuite w/ private access to the extensive wrap-around porch, WIC, and primary bath w/ double vanity sink, bathtub, and separate shower. Bedroom 2 features a WIC, chair rail molding, and an ensuite bathroom w/ spa tub. Bedroom 3 offers a private loft space and skylight, and a main floor office space w/ French doors, plus an additional full bath completing the main level. The versatile loft is ideal as a recreation room, home gym, or flex space, with convenient attic access. The lower level offers exceptional flexibility and features a 4th Bedroom (perfect for guests or an in-law suite), a Summer Kitchen w/ quartz countertops, oversized family room, 2 separate gym rooms, full bath, laundry room, ample storage, direct access to the two-car garage, and sliders leading to your own private, resort-like backyard retreat! Additional features include.... CAC (2 zones), Oil Heat (4 zones - burner 2016), 200-amp electric, IGS System (8 zones - redone in 2026), inground saltwater heated pool (Liner - 2025), Whole House Inside & Outside KeyOS wireless app-controlled stereo system, and a portable generator with transfer switch hookup. Surrounded by nature, with an abundance of natural light, oversized windows, and skylights that create a bright, airy, and inviting atmosphere throughout. This exceptional home truly has it all! All this and much more... Set on over 2+ acres of beautiful and secluded property (very private), you do not want to miss this rare opportunity!

29 Farm Road, Head Of Harbor

$869,000

Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

4 Beds ⋅ 3 Baths ⋅ 1026666 MLS

Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

6 Navy Drive, Smithtown

$749,999

Nestled on an expansive 12,195 sq. ft. fully fenced property in the heart of St. James and located within the highly acclaimed Smithtown School District, this beautifully maintained farmhouse style Cape Cod is the perfect place to call home. Offering 3 spacious bedrooms and 2 full bathrooms, this inviting residence blends timeless charm with thoughtful updates throughout. Beautifully refinished hardwood floors, a sun filled living room with recessed lighting, a formal dining room, and an updated kitchen create a warm and welcoming atmosphere that's ideal for both everyday living and entertaining. Main-floor laundry adds everyday convenience. The second-floor features three generously sized bedrooms, a full bathroom, a huge walk-in closet, and a large walk-up attic, providing exceptional storage and flexibility. A full basement offers even more storage space and endless possibilities. Step outside to enjoy your private fully fenced front and backyard, complete with a newly updated patio perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing while enjoying the oversized yard. Ideally located just minutes from the St. James LIRR station, shopping, restaurants, parks, and major roadways, this exceptional home offers the perfect combination of charm, space, convenience, and location. Don't miss the opportunity to own this move-in-ready gem in one of Long Island's most sought-after communities.

3 Beds ⋅ 2 Baths ⋅ 1026215 MLS

Nestled on an expansive 12,195 sq. ft. fully fenced property in the heart of St. James and located within the highly acclaimed Smithtown School District, this beautifully maintained farmhouse style Cape Cod is the perfect place to call home. Offering 3 spacious bedrooms and 2 full bathrooms, this inviting residence blends timeless charm with thoughtful updates throughout. Beautifully refinished hardwood floors, a sun filled living room with recessed lighting, a formal dining room, and an updated kitchen create a warm and welcoming atmosphere that's ideal for both everyday living and entertaining. Main-floor laundry adds everyday convenience. The second-floor features three generously sized bedrooms, a full bathroom, a huge walk-in closet, and a large walk-up attic, providing exceptional storage and flexibility. A full basement offers even more storage space and endless possibilities. Step outside to enjoy your private fully fenced front and backyard, complete with a newly updated patio perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing while enjoying the oversized yard. Ideally located just minutes from the St. James LIRR station, shopping, restaurants, parks, and major roadways, this exceptional home offers the perfect combination of charm, space, convenience, and location. Don't miss the opportunity to own this move-in-ready gem in one of Long Island's most sought-after communities.

214 1st Street, Saint James

$679,000

Well Maintained Deep Hi Ranch, Hardwood Floors, Updated Windows, Cesspool-6 Years, Oil Tank Above Ground, Spacious Lower Level with 2nd Kitchen, Full Bath and Access to Breathtaking Private Yard- Vacation in Your Own Backyard! Lush Landscape, 16x32 Oval Pool (AG), Built In Barbecue, Stone Patios, Oversized Paver Drive, Paver Walks and Steps; Convenient Location to Everything! Property Taxes with Basic Star $10,096.

3 Beds ⋅ 2 Baths ⋅ 1025884 MLS

Well Maintained Deep Hi Ranch, Hardwood Floors, Updated Windows, Cesspool-6 Years, Oil Tank Above Ground, Spacious Lower Level with 2nd Kitchen, Full Bath and Access to Breathtaking Private Yard- Vacation in Your Own Backyard! Lush Landscape, 16x32 Oval Pool (AG), Built In Barbecue, Stone Patios, Oversized Paver Drive, Paver Walks and Steps; Convenient Location to Everything! Property Taxes with Basic Star $10,096.

82 Sheppard Lane, Nesconset

$999,000

Beautiful Move-in Condition Home in the Highly Rated Smithtown School District! Located on a quiet cul-de-sac and a peaceful neighborhood! Plus convenient access to shopping, restaurants, parks, and everyday amenities. Attached two-car garage

5 Beds ⋅ 3 Baths ⋅ 1025780 MLS

Beautiful Move-in Condition Home in the Highly Rated Smithtown School District! Located on a quiet cul-de-sac and a peaceful neighborhood! Plus convenient access to shopping, restaurants, parks, and everyday amenities. Attached two-car garage

6 Jamor Court, Nesconset

$999,000

When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home! Showings by appointment only.

4 Beds ⋅ 3 Baths ⋅ 1020597 MLS

When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home! Showings by appointment only.

57 Brooksite Drive, Smithtown

$1,589,000

Spectacular 5 BR, 3.5 Bath Post-Modern Colonial in a premier 24hr gated community. This home has been extensively updated with incredible attention to detail. Features include brand-new solid oak hardwood floors throughout the entire house. The spacious kitchen is beautifully updated with a brand-new dishwasher, a high-efficiency exhaust fan, and sleek new countertops with a deep-basin sink. Enjoy a grand open layout, sun-drenched principal rooms, a family room with a fireplace, and a massive primary suite. Pristine 0.41-acre property with a 3-car garage and full basement. Resort-style community amenities include a private clubhouse, sparkling pool, fitness center, and Playground. Smithtown School District. Impeccably maintained with too many updates to list—this turn-key gem feels brand new!

5 Beds ⋅ 4 Baths ⋅ 1024519 MLS

Spectacular 5 BR, 3.5 Bath Post-Modern Colonial in a premier 24hr gated community. This home has been extensively updated with incredible attention to detail. Features include brand-new solid oak hardwood floors throughout the entire house. The spacious kitchen is beautifully updated with a brand-new dishwasher, a high-efficiency exhaust fan, and sleek new countertops with a deep-basin sink. Enjoy a grand open layout, sun-drenched principal rooms, a family room with a fireplace, and a massive primary suite. Pristine 0.41-acre property with a 3-car garage and full basement. Resort-style community amenities include a private clubhouse, sparkling pool, fitness center, and Playground. Smithtown School District. Impeccably maintained with too many updates to list—this turn-key gem feels brand new!

35 Monterrey Drive, Saint James

$849,000

MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE! Welcome to this beautifully renovated Saint James home where no expense has been spared. Every detail has been thoughtfully updated, featuring board and batten siding, Andersen windows, and gorgeous hardwood floors throughout. The designer two tone kitchen showcases vanilla and warm brown shaker wood cabinetry, elegant granite countertops, and stainless steel appliances. Both brand new bathrooms have sleek, modern design. Additional upgrades include In ground sprinklers, brand new central air conditioning, new electrical panels for both the house and pool, and a fully finished basement with outside entrance. Step outside to your private backyard oasis featuring a newly updated in ground pool with brand new liner, pump, filter and beautifully landscaped grounds. Ideally located just minutes from Smith Heaven mall, shopping, dining, parks, and major roadways. This home offers both convenience and an exceptional lifestyle. Situated within the highly regarded Smithtown School District! This truly move in ready home delivers luxury finishes, quality craftsmanship, and incredible value.

4 Beds ⋅ 2 Baths ⋅ 1023804 MLS

MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE! Welcome to this beautifully renovated Saint James home where no expense has been spared. Every detail has been thoughtfully updated, featuring board and batten siding, Andersen windows, and gorgeous hardwood floors throughout. The designer two tone kitchen showcases vanilla and warm brown shaker wood cabinetry, elegant granite countertops, and stainless steel appliances. Both brand new bathrooms have sleek, modern design. Additional upgrades include In ground sprinklers, brand new central air conditioning, new electrical panels for both the house and pool, and a fully finished basement with outside entrance. Step outside to your private backyard oasis featuring a newly updated in ground pool with brand new liner, pump, filter and beautifully landscaped grounds. Ideally located just minutes from Smith Heaven mall, shopping, dining, parks, and major roadways. This home offers both convenience and an exceptional lifestyle. Situated within the highly regarded Smithtown School District! This truly move in ready home delivers luxury finishes, quality craftsmanship, and incredible value.

273 Cambon Avenue, Saint James