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45 Summit Drive, Smithtown
$399,000
4 Beds ⋅ 2 Baths ⋅ 1053453 MLS
NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

45 Summit Drive, Smithtown
24 Spruce Street, Smithtown
$789,900
3 Beds ⋅ 2 Baths ⋅ 1049318 MLS
Welcome to this inviting 3 bedroom, 1.5 bath Ranch in Smithtown, ideally located less than a mile from Smithtown Landing Golf Course. Designed for comfortable living and effortless entertaining, this home features an in-ground pool surrounded by ample outdoor space, including a patio and deck. Inside, the formal dining room is conveniently situated off the kitchen and flows into both the formal living room and cozy den, creating a comfortable layout for everyday living and entertaining. Three bedrooms provide plenty of space for family, guests, or a home office. A two car garage and generous driveway offer abundant parking. Full basement provides plenty of storage. With it's welcoming interior, spacious yard, pool and prime location, this Smithtown Ranch offers a wonderful setting to enjoy both a home and outdoor living.

24 Spruce Street, Smithtown
9 Mulberry Drive, Smithtown
$849,000
4 Beds ⋅ 2 Baths ⋅ 1051155 MLS
Welcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch in Royal Oaks, Smithtown, offering comfortable living, flexible space, and an impressive backyard retreat. A charming front sunroom welcomes you inside, while the second sunroom features a natural gas fireplace and French doors leading to the upper deck overlooking the backyard. The home offers two full kitchens with appliances included, along with a lower level featuring a one-bedroom apartment. The home is a legal mother-daughter, with the required permits included with the property, offering added flexibility for its next owner. The recently renovated upstairs bathroom features ambient flooring, a heated towel rack, and a jacuzzi bathtub, adding comfort and convenience to the space. Step outside to enjoy a heated, gas-heated saltwater in-ground pool, hot tub, cedar sauna, gazebo, mature landscaping, and in-ground sprinklers. The property also features a full surveillance system for added peace of mind. Additional updates include newly insulated exterior walls and attic, a whole-house water filtration system, and a brand-new cesspool. Thoughtfully maintained and offering a versatile layout with extensive indoor and outdoor amenities, this Smithtown home is ready for its next owner. Come see everything it has to offer and schedule your private tour today!

9 Mulberry Drive, Smithtown
143 Paddington Circle, Smithtown
$719,000
3 Beds ⋅ 3 Baths ⋅ 1051895 MLS
Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

143 Paddington Circle, Smithtown
1101 Cabot Court N, Saint James
$495,000
1 Beds ⋅ 2 Baths ⋅ 1051285 MLS
Completely renovated and truly turnkey: a one-bedroom, one-and-a-half-bath condo with a one-of-a-kind view of the tree-lined Cabot Path in Fairfield at St. James, Saint James's premier gated 55+ community. Every major system in this home is new. A brand-new Bosch HVAC system with all-new ductwork, new hot water heater, and new attic insulation mean efficiency and peace of mind from day one. The brand-new kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a shelved pantry closet, and in-unit laundry. Both designer baths are new, including a beautifully appointed primary en suite. Finishing touches throughout include new hi-hat lighting, new ceiling fans, and custom chair rail moulding. A shelved storage shed adds everyday convenience. Life here feels like your own private mini city. Residents enjoy tennis and pickleball courts, two outdoor pools plus a heated indoor pool, a fitness center, sauna, billiards room, craft room, and clubhouse — all behind the gates on beautifully maintained grounds. The value is just as compelling: low taxes with a school tax refund, and a $313 monthly maintenance that includes water, internet and basic cable, snow removal, grounds maintenance, gutter cleaning, and dryer vent cleaning every two years. Nothing to do but unpack. Homes with this level of renovation and this view rarely come to market.

1101 Cabot Court N, Saint James
93 Midwood Avenue, Nesconset
$699,999
4 Beds ⋅ 3 Baths ⋅ 1050390 MLS
Incredible opportunity to own this magnificent sprawling ranch in the Smithtown School District, featuring a full at-grade lower level and an ideal layout for multigenerational living. Perfectly positioned with frontage on Chivalry Lane, this exceptional residence offers outstanding curb appeal with an oversized expanded blacktop driveway featuring a Belgian block border and skirt, providing abundant off-street parking, beautifully landscaped raised planting beds, attractive exterior finishes, and white PVC fencing surrounding much of the property. The spectacular resort-style backyard is an entertainer’s dream, showcasing an in-ground swimming pool surrounded by an expansive paver patio, a multi-level wood deck with multiple entertaining areas, a large grassy yard, and a private blacktop patio with direct access to the lower level. Enter through the covered front porch and into a welcoming foyer featuring hardwood flooring and custom moldings. The heart of the home is the stunning step-up den/great room highlighted by a decorative wood shiplap accent wall, cultured stone wood-burning fireplace, soaring ceilings, skylights, and dramatic floor-to-ceiling windows that flood the space with natural light. The formal living room features recessed lighting and beautiful hardwood floors and flows seamlessly into the formal dining room with custom moldings, hardwood flooring, and sliding glass doors leading directly to the backyard oasis. The spacious chef’s kitchen boasts vaulted ceilings, skylights, tile flooring, an eat-in dining area, abundant cabinet and counter space, a stainless steel dishwasher, white range, and an attractive glass tile backsplash. Adjacent to the kitchen is a convenient mudroom with its own private entrance, washer and dryer, and additional cabinetry for storage. The bedroom wing features a beautifully updated spa-inspired hall bathroom with soaring vaulted ceilings, custom tile flooring, double vanity, Jacuzzi tub, and designer tile accents. The spacious primary suite includes a recently renovated private bathroom featuring a new vanity, toilet, and custom stand-up shower, while the additional bedrooms are generously sized and offer ceiling fans and ample closet space. The full at-grade lower level provides exceptional flexibility with its own private entrance, large windows, recessed lighting, a possible second kitchen area, a full bathroom featuring floor-to-ceiling tile, custom stand-up shower, and rainfall showerhead, along with two additional bonus rooms and unfinished storage space, making it ideal for extended family, guests, home office space, recreation, or other permitted uses. Combining tremendous living space, a versatile floor plan, outstanding multigenerational potential, and a truly spectacular resort-style backyard, this remarkable home presents a rare opportunity to own a one-of-a-kind property.

93 Midwood Avenue, Nesconset
47 Route 25A, Smithtown
$485,000
3 Beds ⋅ 1050824 MLS
18th Century Home in disrepair being sold AS-IS with great potential. Some previous upgrades to foundation and structure. Interesting property with double sided center fireplace and original beams and architectural features. Detached 2 car garage AS-IS with newer concrete flooring. Low taxes ...own a piece of history. No functional bathrooms, kitchen or heating.

47 Route 25A, Smithtown
16 Heritage Place S, Nesconset
$675,000
4 Beds ⋅ 3 Baths ⋅ 1051061 MLS
Bring Your Vision To This Spacious 4 Bedroom, 2 1/2 Bath Colonial Situated On Over A 1/2 Acre Level Property In Nesconset. It Features Plenty Of Living Space Enhanced with an Enclosed Porch, Hardwood Oak Floors, Wood Burning Fireplace, 2 Car Garage And Full Basement. Priced Right And Ready For Your Personal Touch!

16 Heritage Place S, Nesconset
67 Joseph Place, Nesconset
$499,000
1 Beds ⋅ 1 Baths ⋅ 1049686 MLS
Lovely Vinyl sided Ranch Home with Partial Unfinished Basement, Architectural Roof, Eat-in-Kitchen w/White Cabinets & Propane Gas cooking w/ Vaulted Ceiling/ Full Bathroom w/ Skylight & Shower Tub combo. Living Room, One Bedroom & Front Sitting Room. Luxury Vinyl Plank Flooring thru-out, 275 Gallon Oil Tank in Basement & 150-amp Electric. Burham Oil Furnace with Riello Head & Separate HW Tank. Flat Level .30 Acre Property w/ expansion potential on quiet street in Heart of Nesconset. Detached Oversize One Car Garage & Storage Shed. Sold as is. See attached History Letter from Town of Smithtown. No FHA Financing.

67 Joseph Place, Nesconset
10 Smithtown Boulevard Unit #6A, Smithtown
$349,999
1 Beds ⋅ 1 Baths ⋅ 1050327 MLS
Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

10 Smithtown Boulevard Unit #6A, Smithtown
14 Morewood Drive, Smithtown
$799,000
4 Beds ⋅ 3 Baths ⋅ 1050209 MLS
Builder’s Model Colonial located in the desirable Morewood Estates of Smithtown, featuring 4 bedrooms with 2.5 baths. The main level offers a entry foyer, formal living room and formal dining room with beautiful hardwood floors, an eat-in kitchen with access to an oversized deck overlooking .44 acres of a beautiful natural backyard setting, and a cozy den with fireplace. Upstairs features all beautiful hardwood flooring throughout the 3 bedrooms. You have the primary bedroom, three additional bedrooms, and two full baths. A bonus area provides additional flexible space to suit your needs. Brand New Hot water heater just installed, newer roof 3 yrs old. Basement NOT finished inside entrance only. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

14 Morewood Drive, Smithtown
4 Salt Hay Way, Smithtown
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 1050030 MLS
Set on one serene, private acre surrounded by beautifully landscaped grounds, this distinctive four-bedroom, two-and-a-half-bath residence blends warmth, character and craftsmanship with modern comfort and efficiency. Rich architectural details include hardwood floors, custom millwork, exposed beams and coffered ceilings. The expansive kitchen features custom cabinetry, granite countertops, a center island, professional-style appliances, propane gas cooking and radiant heated floors. The primary suite offers a sitting room, two walk-in closets and a spa-like bathroom. Significant upgrades include high-efficiency heat pump heating and central air, a hybrid heat-pump water heater, whole-house insulation, water filtration and air-purification systems, extensive LED lighting and a generator. A family room with brick fireplace, two-car garage and partially finished basement with a separate heating zone and ample storage complete the interior. Outside, enjoy an in-ground gunite pool, deck, bluestone walkway, seven-zone WiFi sprinkler system, front porch and mature gardens.

4 Salt Hay Way, Smithtown
17 White Cliff Lane, Nesconset
$899,000
4 Beds ⋅ 3 Baths ⋅ 1048941 MLS
Welcome to 17 White Cliff Lane, a picture-perfect four-bedroom, two-and-a-half-bath splanch offering move-in ready living in desirable Dover Hill Estates. Situated in the Smithtown Central School District, this home boasts tremendous curb appeal with a spacious front yard, mature landscaping, new siding (2024), and updated bedroom windows (2024). Inside, the main living spaces flow together through wide, open doorways. The foyer and formal dining room showcase board-and-batten accent walls, complemented by beautiful wood stair railings. The heart of the home features an inviting eat-in kitchen finished with granite countertops and stainless steel appliances opening to a cozy den with a wood-burning fireplace and views of the backyard garden. Everyday comfort is assured with central air conditioning installed in 2023, along with an updated heating system and oil burner. Practical convenience continues with a partial basement, easy-access attic storage, and a two-car garage. The fully fenced, private quarter-acre backyard is an outdoor sanctuary, complete with an updated irrigation system and an in-ground fiberglass swimming pool featuring a brand-new Loop-Loc cover (2024). With the rear property line bordering a forested recharge basin, the property enjoys added privacy and nature while entertaining or relaxing. Positioned just minutes from the Smith Haven Mall and multiple grocery options, this turnkey home balances peaceful suburban living with everyday convenience.

17 White Cliff Lane, Nesconset
666 Rosevale Avenue, Lake Ronkonkoma
$629,999
3 Beds ⋅ 3 Baths ⋅ 1041427 MLS
Welcome home to this beautifully maintained 3-bedroom, 3-bath home located in the Smithtown School District, offering a versatile layout, modern updates, and plenty of space inside and out. The updated kitchen features stainless steel appliances, quartz countertops, a tile backsplash, and abundant cabinet and counter space. Just off the kitchen, a screened-in porch provides the perfect spot for relaxing, dining, or entertaining. The main level also features a comfortable den, three spacious bedrooms, and two full bathrooms. Downstairs, the basement features an outside entrance, full bathroom, and generous additional living space, offering endless possibilities. Outside, enjoy a large, flat, fully fenced property along with an oversized detached 2.5-car garage, ideal for vehicles, storage, hobbies, or a workshop. Additional highlights include a brand-new cesspool and 200-amp electric service. With its updated interior, flexible living space, expansive property, and convenient location, this home has so much to offer. Come see all the possibilities and make it your own!

666 Rosevale Avenue, Lake Ronkonkoma
355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
$280,000
1 Beds ⋅ 1 Baths ⋅ 1049471 MLS
Fantastic Opportunity to Own! Why rent when you can buy in Smithtown's Award winning School District. This Updated Corner Unit Has Hard Oak Flooring, Granite Countertops, Stainless Appliances, New Wall AC units, Laundry on site and Large Rooms with Plenty of Closet Space ..

355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
5 Keystone Court, Smithtown
$1,199,000
5 Beds ⋅ 4 Baths ⋅ 1049096 MLS
Welcome to this beautiful & Spacious 5 Bedroom Colonial, ideally situated on a cul de sac & offering 3301Sq Ft of living space ,not including the full basement. From the moment you enter you will appriciate the generous room sizes, beautiful oak floors and the comfortable flow throughout this impressive home. The granite Kitchen is designed for both everyday living and entertaining featuring a center island,ample cabinetry,and a covienient butlers pantry. A warm inviting wood burning fireplace creates a perfect setting for relaxing evenings at home. Step outside and discover your own private backyard oasis. Enjoy the oversized paver patio, perfect for outdoor dining and entertaining overlooking the beautiful heated saltwater inground pool. The basement provides valuble additional space and features an outside entrance offering endless possibilties. With aprroximately 3301 sq ft of living space, a Cul de sac location, this home offers the space,comfort and lifestyle you have been looking for !

5 Keystone Court, Smithtown
129 Jefferson Avenue, Saint James
$979,000
4 Beds ⋅ 3 Baths ⋅ 1042512 MLS
Welcome to this stunning 4-bedroom, 2.5-bath Colonial, thoughtfully transformed from a Splanch in 2009. Set on a private, meticulously landscaped 1-acre property, this exceptional home offers a perfect blend of classic elegance, modern updates, and resort-style outdoor living. A stone-edged driveway and walkway create a beautiful first impression. Step through the front door into an inviting open foyer, where natural light, rich hardwood floors, and elegant design create an immediate sense of warmth and sophistication. High-hat lighting throughout the home enhances the bright, welcoming atmosphere. The heart of the home is the custom-designed kitchen, featuring quartz countertops and stainless-steel appliances. Conveniently located just off the kitchen are a half bath, laundry area, and an exit leading directly to the spectacular outdoor oasis. The raised formal living room overlooks the den and features a wood-burning fireplace with a removable electric insert, creating a warm and inviting space for relaxing or entertaining. Upstairs, the spacious primary bedroom has been thoughtfully updated and features a luxurious en-suite bathroom, a generous walk-in closet, radiant-heated flooring, and pull-down attic stairs providing convenient storage. The additional three bedrooms offer ample storage, including double closets in each room. Two of the top-floor bedrooms feature beautiful cathedral ceilings. The upstairs hallway includes a walk-in closet and an additional linen closet, providing exceptional storage throughout the home. An updated hall bathroom features quartz countertops, a double vanity, and radiant-heated flooring, combining style and comfort. The fully finished partial basement offers additional living or recreational space, along with enclosed closets for the burner and water tank. During the 2009 renovation, the home was converted to gas-fired hot-water heat. The backyard is truly an entertainer’s and swimmer’s dream, highlighted by a 25-yard official short-course, heated, in-ground saltwater pool, perfect for swimming, relaxing, entertaining, or enjoying your own private resort-like retreat. The beautifully landscaped grounds feature a 13-zone irrigation system and are backed by a private quarter-acre wooded area, creating a peaceful and secluded setting. This exceptional property offers space, style, privacy, abundant storage, and beautifully maintained grounds, along with thoughtful updates throughout. A rare opportunity to enjoy Colonial charm, modern amenities, and an extraordinary outdoor lifestyle all in one.

129 Jefferson Avenue, Saint James
22 Sheryl Crescent, Smithtown
$855,000
4 Beds ⋅ 3 Baths ⋅ 1047477 MLS
Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

22 Sheryl Crescent, Smithtown
5 Kenny Street, Smithtown
$749,990
3 Beds ⋅ 2 Baths ⋅ 1047017 MLS
Welcome to 5 Kenny Street, a charming ranch-style home nestled in the heart of Smithtown. This delightful residence boasts three comfortable bedrooms and two full bathrooms, ensuring ample space for all. Upon arrival, you are greeted by the home's impressive curb appeal, set on a generous .34-acre flat parcel. Inside, discover the hidden treasure of hardwood floors beneath the carpeting, preserved for years and ready to shine. The home is equipped with central air conditioning, an updated heating system, and a modern hot water heater for your comfort. Recessed lighting is throughout the house. The spacious living room invites relaxation, while the separate den, enhanced with a cozy gas fireplace, provides an intimate retreat. The kitchen shines with updated stainless steel appliances, a vaulted ceiling with a skylight, and a convenient formal dining room stands ready for your meals and gatherings. The primary bedroom offers the luxury of an ensuite bathroom. The second full bathroom has a skylit vaulted ceiling. This beautiful home has a two-car garage with electric openers, a partially finished large basement with ample storage, and a laundry area adds to the home's practical appeal. Outside, a low-maintenance Trex deck overlooks the picturesque backyard, an ideal spot for outdoor enjoyment. There is an in ground sprinkler system in the front and back yard. The backyard is very private. This home's location is a gem, with easy access to major highways, public transportation, and shopping venues. Welcome to your future home, where convenience meets charm in Smithtown and within the Smithtown School District.

5 Kenny Street, Smithtown
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
6 North Avenue, Smithtown
$725,000
4 Beds ⋅ 2 Baths ⋅ 1044596 MLS
Super Clean Home that Features 4 Bedrooms, 1.5 Baths, Hardwood Floors, Anderson Windows thru-out, 2025 New Burner, Whole House water filtration system, Roof 2011, Granite EIK around 2018, Fireplace in Family Room, Pull Down-stairs for attic storage, 200 AMPS Electric, Expanded Driveway plus 2-Car Garage, Natural Gas in street already if you want to convert, Fenced Yard with Deck, Patio, Gardens, Shed for storage, and Low Maintenance yard to maintain. Taxes $12k per year, Need Smithtown Schools, then view this home located close to town.

6 North Avenue, Smithtown
31 Dehan Street, Smithtown
$899,000
4 Beds ⋅ 2 Baths ⋅ 1047231 MLS
Welcome to 31 Dehan Street! A lovingly maintained three-bedroom, two-bathroom home with the flexibility for a fourth bedroom, inviting spaces designed for everyday comfort and located in one of the best school districts in town. Inside, hardwood floors flow through warm living areas featuring a wood-burning fireplace, formal dining room, granite countertops, Sub-Zero appliances, central air, and a partially finished basement. Step outside and discover the true showstopper: a beautifully level half-acre surrounded by mature, lush landscaping. Thoughtfully designed for relaxing and entertaining, the backyard offers generous lawn space, an awning, a wide sliding door, and utility connections for a motor home, hot tub, sauna, or Jacuzzi. A two-car attached garage and driveways from both Dehan and Leonard Streets provide exceptional convenience. With Andersen windows, updated mechanicals, and numerous thoughtful improvements, this is a home where comfort, beauty, and possibility come together.

31 Dehan 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
21 Sailer Street, Saint James
$799,000
3 Beds ⋅ 3 Baths ⋅ 1026187 MLS
Magnificent Colonial features Entry foyer, Living rm, formal Dining rm currently used as a den, Eat in kitchen with Stainless steel appliances & plenty of cabinets, Laundry area with bonus closet space, 1st floor full bathroom. Bonus area on 1st floor currently used as a 4th bedrrom. 2nd floor features Large primary bedroom suite with a full bathroom & 2 additional s pacious bedrooms and 3rd updated Full baths. A Partial full basement with 2 crawl areas also. Backyard with mature trees for privacy.

21 Sailer Street, Saint James
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
14 Format Lane, Smithtown
$850,000
4 Beds ⋅ 3 Baths ⋅ 1044068 MLS
Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format Lane, Smithtown
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

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