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1 Rutgers Street, Smithtown
$699,999
3 Beds ⋅ 2 Baths ⋅ 1048457 MLS
Welcome to this beautifully maintained split-ranch home nestled in the highly sought-after East Hills Estates of Smithtown. This 3 bedroom, 2 bath, 1 car garage on 0.3 acres home (currently set up as two bedrooms, can be easily put back to three bedrooms) is filled with natural light and is move-in-ready! This residence offers the perfect blend of comfort, style, and functionality. The inviting main level features a bright and airy living room with soaring cathedral ceilings, a cozy gas fireplace, and an open flow into the eat-in kitchen featuring gas range, refrigerator, microwave, dishwasher (2023) and granite countertops, ideal for both everyday living and entertaining. Upstairs, you'll find a spacious primary bedroom with side-by-side double closets, a generously sized second bedroom, and full hall bath. The lower level offers a sun-filled den with abundant natural light, a full bathroom, laundry room and a convenient outside entrance, providing flexible living space perfect for guests, or a home office. 200-amp electric, Andersen windows, a cesspool with overflow (2021), vinyl fencing, separate hot water heater. and whole-house Generac generator. Situated on a tranquil .34-acre level lot, the private backyard is surrounded by mature specimen trees and lush landscaping and pond. With its mint condition, desirable location, and features, this exceptional home offers everything you are looking for.

1 Rutgers Street, Smithtown

704 Fenway Road, Saint James
$519,000
2 Beds ⋅ 2 Baths ⋅ 1047751 MLS
A true two bedroom, two full bath residence offers 1,292 square feet of spacious, thoughtfully designed living space in diamond condition. True hardwood floors flow through the main living areas and bedrooms, while eat in kitchen features granite countertops, and Fridgidaire Gallery stainless steel appliances. The generous L-shaped living and dining room is filled with natural light from its southern exposure, with sliding glass door opening to a private covered terrace. The primary bedroom includes a walk-in closet and an on-suite bathroom with a walk in shower and two pedestal sinks. The guest bathroom features a jacuzzi tub. Additional conveniences include a brand new HVAC system installed June 2026, New Water Heater September 2026 and a full size LG washer and dryer 2023. Beautifully maintained and truly move-in ready. This home is ready for its next owner. Fairfield at St James is an established, gated 55+ community centrally located near major shopping, restaurants, theaters, beaches, boating and golf. Community amenities include a newly updated pickleball and tennis courts, bocce, outdoor shuffle board, gardening, outdoor pools, indoor pools, fitness room. Don't miss the chance to enjoy an active, connected lifestyle-or simply relax and appreciate everything this community has to offer.

704 Fenway Road, Saint James

107 Deer Valley Drive, Nesconset
$699,999
2 Beds ⋅ 2 Baths ⋅ 1047297 MLS
Welcome to Country Pointe! This is a private, gated community in Nesconset. The community offers many amenities including a heated salt-water pool, 2 tennis courts, Bocce, a playground and gym. This townhouse is truly beautiful and has a lovely porch. It was completely renovated with a new kitchen put in 2 years ago. It is an elegant and classic design. The open space and natural light in the home is very inviting. The kitchen has nice appliances and offers gas cooking. There is a table with a window for dining. There is also a dining room area for larger parties. This space is open to the living room for easy entertaining. The living room has sliders going out to the fenced deck. It is a very nice location in the community. The primary bedroom features walk-in-closets and an ensuite bathroom that is so pretty. The 2nd bedroom is also very nice and the hallway bathroom is updated. The laundry is in the common hallway. This home features a added bonus with the full finished basement. There is a den area, a recreation area and a spare room. The ulilties are also here in the storage area. CAC 15 years, Stove brand new, Dishwasher 2 years, Bathrooms 5 years, There is a roof assessment that has been fully paid for.

107 Deer Valley Drive, Nesconset

230 Pond View Lane, Smithtown
$779,000
2 Beds ⋅ 3 Baths ⋅ 1044752 MLS
Recently renovated from bottom to top, this beautiful townhouse offers a prime location overlooking the pond in the desirable gated Hidden Ponds community of Smithtown. The bright and inviting open floor plan features high ceilings, plenty of natural light, a fireplace, formal dining room, and sliding doors opening to a private patio with peaceful pond views. Thoughtfully updated throughout with a brand-new kitchen and appliances, three beautifully renovated bathrooms, all-new windows and doors, new flooring and stairs, a new patio door, fresh paint, elegant crown molding, and new bedroom closets. The spacious primary suite offers large windows and a walk-in closet. A private laundry room and attached garage add everyday convenience. Enjoy resort-style amenities including a heated saltwater pool, fitness center, tennis, pickleball, basketball, bocce, shuffleboard, dog run, ping pong, and a renovated clubhouse with a fireplace and kitchen, also available for private gatherings. HOA $391/month. Beautifully updated, move-in ready, and a wonderful opportunity to enjoy the Hidden Ponds lifestyle.

230 Pond View Lane, Smithtown

29 Avery Court, Nesconset
$710,000
2 Beds ⋅ 3 Baths ⋅ 1044542 MLS
A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

29 Avery Court, Nesconset

23 Dale Lane, Smithtown
$759,000
4 Beds ⋅ 4 Baths ⋅ 1042725 MLS
Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown

49 McKinley Street, Saint James
$759,900
4 Beds ⋅ 3 Baths ⋅ 1043024 MLS
Welcome to this spacious 4 bedroom with 2.5 baths Raised Ranch offering plenty of room to enjoy. This home boasts beautiful hardwood floors and a wood burning fireplace creating a warm and inviting atmosphere. The home features year-round comfort with gas heating and central A/C. The lower level has additional living space for entertainment with an outside entrance. The garage was converted to additional versatile living space. Step outside to your own backyard retreat featuring a deck and above ground pool which is perfect for relaxing on summer days. Ideally located in close proximity to Gaynor Park, schools, Lake Ave shopping and the train station for your convenience. This is a true dream to call home!

49 McKinley Street, Saint James

51 Deer Valley Drive, Nesconset
$649,999
2 Beds ⋅ 2 Baths ⋅ 1043012 MLS
Welcome to 51 Deer Valley Drive, a stunning home in the highly sought-after Country Pointe gated Community in Nesconset. This beautifully maintained Belmont Ranch offers the perfect balance of comfort, style, and an open, inviting floorplan ideal for everyday living and entertaining. This desirable first-floor end unit features a seamless flow throughout, highlighted by high ceilings and elegant chandeliers that truly enhance the home's beauty and character. Recent improvements include new flooring, LED lighting, newer central air conditioning, refrigerator, fresh paint and much more. Located within the Smithtown Central school district, this 24 hour gated community is surrounded by professionally manicured grounds and plenty of amenities including two tennis courts, a heated saltwater pool, bocce, pickleball and a playground. Move-in ready and meticulously maintained, this exceptional home offers the opportunity to live close to all shopping, restaurants and transportation while enjoying Country Pointe Lifestyle. Home may be conveyed fully furnished or unfurnished, subject to seller approval.

51 Deer Valley Drive, Nesconset

4 Sunny Road, Saint James
$749,990
3 Beds ⋅ 1 Baths ⋅ 1041719 MLS
Situated on a dead end street, nearly an acre of property in the heart of St. James, this unique 3-bedroom ranch offers space, versatility, and an incredible opportunity for horse lovers! The property is zoned for up to two horses and features a fully functional 12' x 26' barn with electricity—a standout feature! The property also includes an oversized 18' x 23' garage, providing plenty of additional space for vehicles, storage, a workshop, hobbies, or equipment. Inside, you'll find a charming and inviting home featuring a renovated kitchen, beautiful hardwood floors, and a stunning floor-to-ceiling indoor/outdoor fireplace that brings warmth and character to the living space. Enjoy the privacy and possibilities that come with having nearly an acre of land, all while being conveniently located in the heart of St. James. Whether you're an equestrian, need room for your hobbies and toys, or simply dream of having more property, this is a rare opportunity you won't want to miss!

4 Sunny Road, Saint James

23 Riviera Drive, Smithtown
$674,999
3 Beds ⋅ 2 Baths ⋅ 1040470 MLS
Location! Location! Location! Welcome to this beautifully refreshed split-level home, where style, comfort, and versatility comes together in one Smithtown offering. From the moment you arrive, the new driveway, 3 year old hot water heater and freshly painted interiors with the cathedral ceiling sets the tone for a home that feels polished, inviting, and ready to enjoy. The home opens to a bright and thoughtfully designed layout offering 3 bedrooms and 2 full baths, with comfortable living spaces that transition effortlessly from everyday moments to entertaining family and friends. What truly sets this home apart is its versatile lower level with a separate entrance, creating exciting possibilities for extended living, a private home office, guest space, recreation area, or whatever best complements your lifestyle. Recent improvements add even more value and peace of mind, including a new gas burner and hot water heater, new dishwasher, and new washing machine. Go outside and enter the generous corner plot that provides the perfect backdrop for alfresco dining, summer gatherings, gardening, or simply unwinding at the end of the day. Thoughtfully updated, and filled with possibilities, this home delivers the space and flexibility today’s buyers are looking for, wrapped in a warm and beautifully presented home. With the top-rated Smithtown schools, and a neighborhood close to shopping, dining, highways and close to the train station, this is a special opportunity in Smithtown that deserves to be experienced in person.

23 Riviera Drive, Smithtown

36 Fifty Acre Road S, Smithtown
$749,999
4 Beds ⋅ 2 Baths ⋅ 1036685 MLS
Welcome to this newly renovated 4 bedroom, 2 bathroom Expanded Cape home, located on a 0.38 Acre lot, in a desirable area of Smithtown, NY. The main level boasts a beautiful inviting living room with a bay window, designer molding, recessed lighting, new flooring, and sliders to backyard, an open concept kitchen with stainless steel appliances, dining area with sliders for quick access to backyard, 2 first floor bedrooms, an updated full bathroom and a laundry area. The second floor offers a very spacious, sun drenched primary bedroom with ensuite bathroom, high ceilings with skylights, plenty of closets, and a forth bedroom. The HUGE backyard has transformed into an entertainer’s paradise, featuring an in-ground pool with waterfall, an upgraded pool filtration system, in-ground sprinkles, two charming wooden decks, a large garage for storage, two sheds and a spacious workshop space in the back that creates a stunning outdoor space perfect for enjoying the warm summer days. Additional improvements include, a remodeled kitchen, two updated bathrooms, new flooring, recessed lighting and new doors, updated out siding, freshly painted interior walls, tree removals, yard leveling, new landscaping, and new pool filtration system. This property is in a PRIME location of Smithtown. Close to Smithtown LIRR train station, Main Street dining & shopping, Smithtown schools, Blydenburge County park, Caleb Smith State Park, Smithtown library, and many other amenities.

36 Fifty Acre Road S, Smithtown

116 Shenandoah Boulevard N, Nesconset
$779,990
3 Beds ⋅ 2 Baths ⋅ 1037737 MLS
Welcome to this beautifully impeccably styled turnkey 3-Bedroom, 2- bath home on.23 acres professionally landscaped property with a 16x32 inground pool, gazebo and beautiful stonework patio. This home offers the perfect blend of modern style and effortless living. Thoughtfully updated throughout this sun-drenched home features a bright open layout which flows seamlessly from the living room into the open dining room, and kitchen. Three generous sized bedrooms- including a large primary bedroom with ample closet space and a beautifully updated full hall bath complete the main level. Enjoy the partially finished lower level with new carpeting which provides additional living space and a full bath. Whether you envision outdoor entertaining in your 16x32 inground pool or simply enjoy the privacy in your serene fenced in backyard- this is truly your next home!

116 Shenandoah Boulevard N, Nesconset

5 Jeremy Circle, Nesconset
$599,000
2 Beds ⋅ 3 Baths ⋅ 1033652 MLS
Spectacular Townhouse Nestled in a private setting in "The Woods" Development in Blue Ribbon Smithtown School District features tasteful renovations throughout - A Decorators delight! Spacious living area perfect for entertaining. This Bright Chef's Kitchen with all the upgrades and stainless steel appliances is a show stopper. Formal Dining Room leads to oversized deck for additional entertaining space. Head upstairs to a luxury primary suite oasis complete with separate sitting room, balcony, walk in closets and ensuite. Additional second bedroom perfect for a home office or guest quarters. Amenities include Outdoor Pool, Fitness room/Gym, Tennis, Library, Clubhouse and plenty of activities for all ages. Woof/Meow - pets welcome!........ Amended Special Assessment Based on the finalized loan terms, the amended special assessment will be: • $470 per month per homeowner • Effective: September 1, 2026 • First Payment Due: September 1, 2026 • The assessment will remain in effect through August 2036, consistent with the 10-year loan term.

5 Jeremy Circle, Nesconset

42 Pineacre Drive, Smithtown
$699,999
3 Beds ⋅ 1 Baths ⋅ 1030650 MLS
Well-Maintained Cozy Ranch on a Beautiful Tree-Lined Street in Smithtown Welcome to this charming and well-maintained ranch nestled on a picturesque, tree-lined street in Smithtown, set on a generous .63-acre property with a detached garage. This inviting home offers a comfortable and functional layout featuring a formal living room, formal dining room, cozy den, and an eat-in kitchen with propane cooking. The home offers three bedrooms and one full bathroom, providing plenty of space for comfortable living. Anderson windows and beautiful hardwood floors in the living room add warmth and character to the home. Outside, enjoy the expansive property with plenty of room for outdoor activities, entertaining, gardening, or simply relaxing in your own private setting. The detached garage provides additional storage and convenience. A wonderful opportunity to own a lovingly maintained ranch in a desirable Smithtown location.

42 Pineacre Drive, Smithtown

29 Ivy Hill Drive, Smithtown
$800,000
4 Beds ⋅ 3 Baths ⋅ 1030391 MLS
Sprawling Smithtown Ranch on .52 Acre with Gunite Pool & 3-Car Garage! Space, flexibility and a backyard built for summer living come together in this distinctive 4-bedroom, 2.5-bath home set on a beautiful .52-acre property in the desirable Smithtown School District. Offering the ease and open feel of ranch-style living with a thoughtfully designed split-level bedroom wing, this home provides an exceptional layout for both everyday living and entertaining. A welcoming foyer opens to generously sized living spaces, including a formal living room, formal dining room, expansive den and a separate home office—ideal for working from home or creating a quiet flex space. The eat-in kitchen features granite countertops, stainless steel appliances and direct access to the deck, backyard and pool, making indoor-outdoor entertaining easy. Just a few steps above the main living area are four bedrooms and two full baths, creating separation and privacy without sacrificing the convenience of a ranch-style layout. The spacious primary suite features walk-in closets and a private bath with a sunken tub. The partially finished basement provides additional flexible space along with plenty of storage. Outside is where this property truly shines. Enjoy more than half an acre with a gunite inground pool and waterfall feature, a spacious deck for outdoor dining and entertaining, and an inground sprinkler system. A circular driveway and rare 3-car attached garage provide abundant parking and storage. Gas heat, central air conditioning and public sewer add to the home's everyday comfort and convenience. If you've been searching for generous living space, a private backyard retreat and an exceptionally versatile layout in the Smithtown School District, 29 Ivy Hill Drive deserves a closer look.

29 Ivy Hill Drive, Smithtown

12 Kenny Street, Hauppauge
$790,000
4 Beds ⋅ 3 Baths ⋅ 1026950 MLS
Spacious 4-bedroom, 3 bath Center Hall Colonial offering approximately 2,745 square feet of living space set on approximately .35 acre in sought-after Hauppauge neighborhood within the Smithtown School District. A welcoming layout offers a formal living room and dining room along with a comfortable den/family off the kitchen providing plenty of space for both everyday living and entertaining. A fireplace adds warmth and character, while the spacious sunroom extends the living space and overlooks the property. Unique additional features include a greenhouse and sauna, offering even more possibilities. Four generously sized bedrooms provide plenty of room to spread out. The property offers ample outdoor space for entertaining, gardening, and recreation. Well maintained and ready for it's next owner to bring thier own style and vision. Conveniently located near shopping, restaurants, parks, and major roadways.

12 Kenny Street, Hauppauge

10 Curlin Lane, Saint James
$799,000
4 Beds ⋅ 2 Baths ⋅ 1013005 MLS
Welcome To 10 Curlin Lane, A Completely Gut-Renovated 4 Bedroom 2 Full Bathroom Colonial Offering The Perfect Blend Of Modern Design, Comfort, And Convenience In The Heart Of St. James. This Stunning Home Has Been Thoughtfully Redesigned From Top To Bottom With Today’s Buyer In Mind. The Brand-New Kitchen Showcases Elegant White Maple Cabinetry With Crown Moulding And Custom Lighting, Sleek Quartz Countertops, A Custom Tile Backsplash, And Stainless Steel Appliances—Creating A Clean, Sophisticated Space Ideal For Both Everyday Living And Entertaining. Throughout The Home, You’ll Find A Seamless Combination Of Large-Format Tile And Rich Hardwood Flooring, Complemented By Recessed LED Lighting That Enhances The Bright, Open Feel. Both Full Bathrooms Have Been Beautifully Customized With Custom Tile And Quartz Finishes, Delivering A Spa-Like Experience. Major Upgrades Provide Peace Of Mind, Including A New Roof, Cedar Shake Vinyl Siding, Windows, 200 Amp Electric Service And New Heating And Cooling HVAC Systems. Additional Conveniences Include A Stackable Washer/Dryer And Flexible First-Floor Bedroom With Generous Closet Space—Perfect For Guests, Home Office Use, Or Multi-Generational Living, And A Finished Lower Level For Playroom, Media Room, Or Creative Space. Step Outside Through Sliding Doors Off The Dining Area To A Convenient Patio And Fully Fenced Quarter-Acre Backyard With Shed, Offering Ample Space For Outdoor Gatherings, Recreation, Or Future Enhancements. A Single-Car Garage Completes The Package. Ideally Located Less Than A Mile From The St. James LIRR Station And Just Minutes From Shopping, Top Tier Dining, And All The Amenities Of The Smith Haven Mall, This Home Delivers Both Lifestyle And Location. A True Turnkey Opportunity—Simply Unpack And Enjoy.

10 Curlin Lane, Saint James

20 Veronica Court, Smithtown
$699,000
5 Beds ⋅ 3 Baths ⋅ 984398 MLS
Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, Smithtown

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.