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$699,000
4 Beds 2 Baths 1032883 MLS
SPECTACULARLY REDONE EXPANDED CAPE – JUST DROP YOUR BAGS & MOVE RIGHT IN! Welcome home to this stunning, fully renovated Expanded Cape, perfectly situated on a quiet dead-end street with Sachem School District. Boasting nearly 2,400 square feet of beautifully finished living space, this exceptional home offers the perfect blend of style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring a gorgeous fireplace, designer finishes, and a layout that’s perfect for everyday living and entertaining. The spacious kitchen showcases beautiful granite countertops and flows effortlessly into the main living areas. The oversized primary suite is a true retreat with sliding glass doors leading directly to your private backyard oasis. With the flexibility of up to 5 bedrooms, this home is ideal for a large family, multigenerational living, or a mother-daughter setup with proper permits. Outside, you’ll find an entertainer’s dream! The backyard is made for unforgettable gatherings with a built-in barbecue area, plenty of space to relax, and beautifully maintained landscaping. Additional highlights include in-ground sprinklers, leaf guards on the gutters, and a detached one-car garage. This is the complete package—location, space, and upgrades all wrapped into one incredible home. Too many updates and extras to list! Homes like this are rare, so don’t miss your opportunity to make it yours!

5 Horseshoe Drive, Holbrook

$529,998
3 Beds 2 Baths 1032249 MLS
Welcome to this beautifully updated 3-bedroom, 1.5-bath condominium in desirable Woodgate Village. This move-in-ready home features Brazilian hardwood flooring throughout the upper level and large white ceramic tile flooring on the main level. The renovated kitchen includes brand-new stainless steel appliances, and the home also offers a new heat pump and hot water heater, both installed in 2025. The bright interior provides comfortable living spaces with numerous updates throughout. Enjoy the added privacy of a courtyard location, offering a peaceful setting for outdoor relaxation. Woodgate Village offers a variety of community amenities, including an in-ground swimming pool, pickleball and tennis courts, a clubhouse, playground, and sidewalks throughout the community. Conveniently located near shopping, dining, parks, major roadways, and public transportation, this home is ready for its next owner.

236 Springmeadow Drive Unit #B, Holbrook

$699,000
3 Beds 1 Baths 1031860 MLS
Welcome to this spacious and updated Ranch home offering modern features and a open layout. Accessory apartment housing for extended family with proper permit. This property boasts 3 bedrooms and 3 full bathrooms, a bright kitchen with a custom island, perfect for everyday living. The home includes a full finished basement with a private entrance, providing excellent potential for additional living space or storage. Enjoy beautiful tile flooring throughout, gas cooking and oil heating. The driveway is less than one year old, adding great value and curb appeal. Additional highlights include a fully fenced yard and brand new inground pool perfect for entertaining. Conveniently located near all shopping, schools and public transportation, making commuting and daily living easy. A fantastic opportunity to own a move-in ready home with space, upgrades, and income potential, don’t miss it!

308 Hancock Street, Brentwood

$775,000
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
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 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 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

$849,999
5 Beds 4 Baths 1028993 MLS
Welcome to this beautifully maintained Splanch in the heart of Nesconset! This spacious home offers 5 generously sized bedrooms and 3.5 bathrooms, including a private primary suite with its own full bath and walk-in closet. The home features hardwood floors throughout, a bright and inviting living room with high ceilings, and an updated kitchen perfect for everyday living and entertaining. Enjoy year-round comfort with 2-zone central air conditioning and the added efficiency of owned solar panels. Additional updates include Andersen windows and a 6-year-old gas boiler. Step outside to a fully PVC-fenced backyard with a covered deck, providing the perfect space for outdoor gatherings, relaxation, and entertaining. Ideally located close to shopping, restaurants, parks, and major roadways, this exceptional home offers comfort, efficiency, and style. Don’t miss the opportunity to make this Nesconset gem your own!

11 Empress Pines Drive, Nesconset

$699,000
3 Beds 2 Baths 1029224 MLS
Some homes simply feel welcoming the moment you walk through the door…and this is one of them! Beautifully maintained and filled with natural light, this 3-bedroom, 2-bath expanded ranch offers comfortable living inside and an exceptional outdoor space to enjoy all season long. The kitchen blends style and function with stainless steel appliances, farmhouse sink, island seating, solid surface countertops, and warm finishes that make it the natural gathering place. The adjoining living room is bright, open, and perfect for entertaining, while the heated sunroom lets you soak in the sunshine no matter the season. Step outside to discover your own private retreat, complete with a sparkling inground pool, backing a greenbelt, expansive concrete patio, gazebo, and a fully fenced yard that feels like a destination rather than simply a backyard. Upstairs, the private primary suite offers its own peaceful retreat complete with ensuite and sitting area. Rarely does a home combine this level of care, warmth, and functionality so effortlessly. Every detail has been considered, every space feels complete, and all that’s left to do is turn the key -and start your next chapter.

102 Inverness Road, Holbrook

$849,999
4 Beds 3 Baths 1031043 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial, ideally situated on a spacious .47-acre corner lot on a quiet cul-de-sac. This inviting home offers a classic layout with generous living spaces designed for both everyday living and entertaining. Located just minutes from the Ronkonkoma Long Island Rail Road Station, this home offers the perfect combination of suburban living and commuter convenience. The first floor features a welcoming living room, formal dining room, convenient half bath, and a warm family room centered around a cozy fireplace. The eat-in kitchen boasts granite countertops, stainless steel appliances, and ample space for casual dining. A Sliding glass doors lead to an expansive backyard oasis complete with a patio, an in-ground swimming pool, and plenty of room for outdoor gatherings and recreation. Upstairs, the impressive primary suite offers a peaceful retreat with a cathedral ceiling, his-and-her walk-in closets, and a luxurious en-suite bath featuring double vanities, a Jacuzzi tub, and a separate walk-in shower. Three additional generously sized bedrooms and a full hallway bath provide comfortable accommodations for all. The finished basement expands the living space with a second family room featuring a bar, a bonus room ideal for a home office, gym, or playroom, a dedicated laundry area, and an oversized walk-in pantry offering exceptional storage. Additional highlights include central air conditioning, an attached two-car garage, an in-ground sprinkler system, abundant indoor and outdoor living space, and an exceptional location on a quiet cul-de-sac. This beautiful Colonial combines comfort, functionality, and resort-style outdoor amenities, all within close proximity to parks, shopping, restaurants, major roadways, and the Ronkonkoma LIRR Station, Must See!!.

108 Michaels Way, Holbrook

$1,299,000
4 Beds 3 Baths 1030904 MLS
This Pristine Dream Home, Nestled on a Meandering Wooded Street in the Pines, is Ensconced in a Peaceful, Perennial Paradise! The Lushly Landscaped & Lovingly Tended Property, as Meticulous Outside as the Home is Inside, Compels you to Linger on the Covered Porch, just to drink in the View! Inside, a Grand Foyer Shines with its Soaring Ceiling, Stunning Imported Crystal Chandelier & Exquisite Custom Millwork, here & throughout the Home. Attention to Detail is Evident in each room, from the Elegant Formal Dining Room with Custom Window Seat to the Chef's Kitchen with new Stainless Appliances and Family Room w/ Garden Views for Summer & Fireplace for cozy Winters. The Radiant Heated Floors on this Floor Welcome the Colder Seasons! Ascend the Open Staircase to the Bedroom floor where sweet dreams are made in Lovely, Spacious Rooms. You begin and end each day gloriously, when your Primary Bedroom is your personal Suite Escape. The New, Custom Designed EnSuite is Resplendent in Marble with Tasteful Accents that Highlight the Soaking Tub & Glass Enclosed Shower in the Most Beautiful Way! This Home's Beauty is not only Seen, it's Felt...from the minute it beckons you in, you know you'll want to stay. If you Need More Practical Reasons to stay, here they are: The "Forever Slate" Metal Roof w/ Transferable Warranty (home & shed), All New Andersen Windows (20 Yr Transferable Warranty), Whole House Generator, Whole House Water Filter System, 2 Zone Lennox Elite Central Air, Bosch High Efficiency Boiler & Tankless Water Heater, Electric Car Charger, Owned Solar Panels, Central Vacuum. Move-In Ready! The Season is Ideal to Enjoy All this Home has to Offer. Relax in the Garden, Entertain on the Patio, before the Autumn Colors & Snowfall Holidays begin. It's Time to Stop Dreaming and Start Living the Dream! Your Best Long Island Life Awaits!

35 Pine Ridge Drive, Smithtown

$779,999
4 Beds 3 Baths 1026900 MLS
Incredible Opportunity! Welcome to this magnificent Colonial, perfectly situated on a mid-block location in the highly desirable Brittany Hills section of Lake Grove. This sought-after neighborhood features sidewalks and underground utilities, and the home is nestled on a perfectly flat property with exceptional curb appeal. A blacktop driveway with Belgian block edging, an additional concrete parking area ideal for a boat, RV, or extra vehicles, a classic brick front facade, low-maintenance white vinyl siding, and a two-car attached garage create a stunning first impression. Step into your own private backyard oasis, designed for entertaining with multiple gathering areas, stamped concrete, elegant brick walls with outdoor lighting, a kidney-shaped in-ground swimming pool surrounded by a spacious concrete patio, and endless space to relax or host. Inside, a large welcoming entry foyer leads to an elegant formal dining room featuring a chandelier and a mirrored accent wall, flowing seamlessly into the spacious eat-in chef’s kitchen with white cabinetry, abundant counter and cabinet space, stainless steel appliances, and plenty of room for everyday living and entertaining. Just off the kitchen is a functional mudroom with a front-loading washer and dryer, additional white cabinetry for storage, and a unique first-floor full bathroom featuring an updated vanity, wainscoting, and a glass-enclosed stand-up shower. The heart of the home is the spectacular den/great room with soaring vaulted ceilings, a cozy wood-burning fireplace with a stunning black brick surround, a ceiling fan, and sliding glass doors leading directly to the resort-style backyard. A few steps up, you’ll find a spacious formal living room or bonus entertaining area overlooking the great room below, filled with natural light from a wall of windows overlooking the backyard and featuring vaulted ceilings, a skylight, and recessed lighting. The upper level offers a beautifully appointed hallway bathroom with a maple vanity, granite countertops, and a tub/shower combination, along with generously sized bedrooms. The enormous primary suite features hardwood floors, a ceiling fan, and a private en-suite bathroom complete with a white vanity and a glass-enclosed stand-up shower, while all additional bedrooms are spacious and filled with natural light. Additional highlights include a beautifully finished basement with high ceilings, luxury flooring, recessed lighting, and endless possibilities for additional living space, a home office, a gym, or a recreation room.

22 Cornelia Lane, Lake Grove

$699,990
4 Beds 2 Baths 1030005 MLS
Welcome to this charming and beautifully updated expanded ranch offering approximately 2,000 square feet of living space with four bedrooms and two full bathrooms. It's located on a quiet street with no-through traffic in the desirable Sachem school district. This move-in-ready home features an ideal mix of hardwood flooring, ceramic tile, and cozy carpet throughout. Step inside to find an updated hand crafted woodwork kitchen, cozy living room and dining area, two fully updated baths, including a completely remodeled upstairs bathroom and a refreshed downstairs bath with a brand-new shower. The light-filled interior is complemented by Andersen windows throughout, including two newly installed windows in the spacious family room. Major structural and utility upgrades offer complete peace of mind, featuring new siding and roofs on both the main residence and the oversized detached garage, a new brick chimney with a new wood-burning stove and flue, and two new 6-foot concrete cesspools. Outdoors, enjoy superior outdoor living on the Cambridge paver patio complete with a built-in fire pit and sitting wall, an additional paver patio right off the family room, and a matching paver walkway leading to the detached 600-square-foot garage/workshop, which offers potential to be converted into a cottage with proper local permits. Yard is completely fenced in which is ideal for pets! Hurry won't last!

208 Ford Street, Holbrook

$699,000
3 Beds 3 Baths 1027714 MLS
Welcome to 25 Walter Drive. Beautifully maintained and thoughtfully updated, this move-in ready home offers the perfect blend of comfort, functionality, and location. Nestled on a professionally landscaped property backing directly to Walter S. Commerdinger, Jr. County Park, this home provides exceptional privacy and a peaceful natural setting. The inviting interior features gleaming hardwood floors, recessed lighting throughout, and a bright, open kitchen with tile flooring, breakfast counter seating, and sliding glass doors leading to the rear deck—perfect for indoor/outdoor entertaining. The home offers 1.5 updated baths and a fully finished basement complete with a full bathroom and outside entrance, providing versatile additional living space for a recreation room, home office, or guests. Outside, you’ll appreciate the expanded paver-lined asphalt driveway (resealed in 2025), professionally maintained front paver walkway and stoop, vinyl siding, replacement windows, electric garage door, attached one-car garage, EV charging hookup, and a 5-zone in-ground sprinkler system. Additional updates include oil boiler (refurbished in 2025) and central air conditioning for year-round comfort. Ideally located close to parks, shopping, restaurants, major roadways, and all that Nesconset has to offer, this meticulously cared-for home is a rare opportunity you won’t want to miss.

25 Walter Drive, Nesconset

$495,000
3 Beds 1 Baths 1030202 MLS
Welcome to this well-maintained 3-bedroom, 1-bath Ranch located in the desirable Sachem School District. Offering comfortable one-level living, this home features three spacious bedrooms, new laminate flooring, updated windows, a newer roof, and an updated oil tank, providing peace of mind for years to come. The open and spacious eat-in kitchen offers plenty of room to prepare meals, gather with family and friends, and enjoy everyday living. A full basement provides endless possibilities and can easily be finished to create additional living space, a home office, gym, or recreation room to suit your needs. Outside, the fenced backyard offers privacy and space for entertaining, gardening, or simply relaxing. Additional highlights include a detached garage, a wide driveway with ample parking, and a convenient location close to parks, shopping, restaurants, major roadways, and the Long Island Rail Road. Whether you're a first-time homebuyer, downsizing, or looking for a home with room to grow, this charming Ranch is one you won't want to miss!

257 Elizabeth Avenue, Holbrook

$969,000
4 Beds 4 Baths 1030092 MLS
Meticulously maintained and thoughtfully updated, this sprawling ranch showcases true pride of ownership at every turn. Filled with natural light, the home offers spacious rooms, quality finishes throughout, and a seamless floor plan equally suited for everyday living and entertaining. There is truly nothing to do but move right in and enjoy. At the center of the home, a beautifully renovated eat-in kitchen is outfitted with premium KitchenAid stainless steel appliances, granite countertops, and custom white cabinetry. Designed for both everyday living and entertaining, the spacious dining area flows effortlessly into the expansive great room, where a gas fireplace anchors the space with warmth and character. The elegant formal living room also features a gas fireplace and soaring 12-foot ceilings, offering a sophisticated setting for entertaining, while the formal dining room impresses with its own dramatic 12-foot ceiling. Nine-foot ceilings throughout the remainder of the home, oversized windows, and sliding glass doors bathe the interior in natural light while creating a seamless transition to the beautifully landscaped backyard. The private primary suite is a true retreat, featuring sliding glass doors to the paver patio, two spacious walk-in closets, and a beautifully renovated spa-inspired bathroom with a double vanity topped with quartzite countertops, a luxurious steam shower with body sprays and a rain shower head, a Kohler air-jet soaking tub, and a wall-mounted towel warmer. Three additional generously sized bedrooms and 2.5 additional updated bathrooms provide plenty of space for guests, a home office, or a variety of lifestyle needs. Every detail has been thoughtfully maintained and enhanced, allowing the next owner to simply unpack and enjoy. Exterior improvements include low-maintenance vinyl siding, maintenance-free Azek trim, an updated roof with a transferable limited warranty, updated gutters with leaf guards and attic exhaust fans (2023), underground utilities, in-ground sprinklers, and professional landscape lighting. Additional highlights include an owned 9.2 kW solar panel system, two-zone gas heat, two-zone central air conditioning (one unit replaced in 2025), an updated gas water heater (2019), a hardwired security system, and countless custom upgrades throughout. The owned solar panel system and efficient gas heat help keep utility costs low while enhancing year-round comfort and efficiency. Set on .84 acres of level, fully fenced park-like property, the grounds are every bit as impressive as the home itself. Beautifully landscaped with lush manicured lawns, mature specimen plantings, colorful gardens, and professional landscape lighting, the property offers an exceptional outdoor setting. An expansive paver patio and charming pergola create inviting spaces for entertaining or relaxing, while the southwest-facing backyard offers abundant room for a future pool while preserving the expansive lawn and open green space. A circular driveway and oversized three-car garage complete this exceptional property. Ideally located in a desirable neighborhood close to Stony Brook University & Hospital, parks, shopping, restaurants, and major transportation, this home offers the perfect combination of thoughtful updates, energy efficiency, outstanding outdoor living spaces, and truly move-in ready condition.

75 Arbor Field Way, Lake Grove

$825,000
4 Beds 2 Baths 1030021 MLS
Welcome Home to Unmatched Space & Craftsmanship in Smithtown! Nestled in the top-rated Commack School District, this meticulously maintained Hi-Ranch has been dramatically transformed by a huge 2-story extension, offering incredible size, flow, and modern luxury. Step inside to find rich hardwood floors and an open, light-filled layout. The expansive upper level culminates in a jaw-dropping Great Room designed for effortless entertaining, leading seamlessly out through double doors to a grand covered deck. Modern essential utilities include Central Air Conditioning and Natural Gas heating and cooking. Lower level offers immense flex space with bedroom, full bath, and family room. Step into a backyard paradise featuring a custom paver patio and built-in fire pit—ideal for cool nights under the stars. Conveniently located near top schools, parks, and major parkways. Turnkey living at its absolute finest!"

20 Hunter Place, Smithtown

$990,000
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
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

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.