Sleepy Hollow Real Estate Search

Sleepy Hollow Single Family Properties for Sale

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Newest Sleepy Hollow Single Family Homes for Sale

$1,599,000
5 Beds 3 Baths 1046193 MLS
Location, location, location! Expanded colonial in the heart of Dix Hills. This is a beautiful home that is professionally landscaped on .87 acres. Of course there is a porch! The center hall offers a double coat closet. The large livinig room has new wood flooring and picture window. The designer dining room also features new wood flooring and a picture window. The family room is large and features a brick, woodburning fireplace. It flows into the kitchen for easy entertaining. The kitchen features wood cabinets and a fabulous center island with granite counters. The appliances are stainless steel. The guest quarters features a bedroom and a separate full bathroom. The laundry is in this area as well. The garage is a 1.5 car and has room for storage. The primary bedroom was expanded and has cathedral ceilings. There is a sitting area that can also be an office. The room is big and has two walk-in-closets and an ensuite bathroom. The other 3 bedrooms are all nice sizes and the bathroom is oversized. There is a full basement that is half finished and half for storage. The finished half is very nice with a den and a bedroom with an egress window. The utilities are in the unfinished area. The backyard has a beautiful paver patio and an in-ground pool. The yard is fully fenced and the pool is fenced separately. The pool has a brand new liner and is a 20 x 40 chlorine pool with a diving board and a slide. The filter is 8 years old. There is a pool house for storage. There is plenty of lawn for activities. Sprinklers in back and front with 5 zones. Roof 19 years, Cesspool 18 years with overflow and pumped 2 years ago. Boiler 20 years and 4 zones, HWH 6 years, NATURAL GAS HOUSE! French drain around house. no water issues. CAC 15 years and 1 Zone. Chandelier in the dining room is excluded.

14 Tree Hollow Lane, Dix Hills

$1,995,000
3 Beds 3 Baths 1046466 MLS
9 Lewis Road is the most charming country compound in Pound Ridge. Tucked behind a white gate this completely fenced stone -and-shingle home is privately set on nearly three beautifully landscaped acres and offers a rare combination of character, privacy, and move-in-ready appeal. This jewel-box property welcomes you through a lovely foyer into a spacious living room with oversized windows and views of the gardens and pool—an inviting setting for entertaining. At the heart of the home, the country kitchen, breakfast area, and family room flow seamlessly together, creating a warm and comfortable gathering space. The family room features a wood burning fireplace and high ceilings with beams. The homes kitchen is thoughtfully appointed with a classic blue AGA stove, adding both character and functionality. Rich wood floors, sun-filled rooms, and lots of windows off the family room offer lovely views of the green, private property and create an effortless connection between the interior and surrounding grounds. The main level also features a spacious primary bedroom with high ceilings, new custom California closets and french doors opening to a private terrace. Attached is a beautiful primary bath with a soaking tub, spa like shower and heated floors. An additional room is ideally suited for a home office or nursery. The finished lower level includes a cozy sitting room, two comfortable guest suites and a newly renovated shared bath, offering family and guests a private retreat. The outdoor spaces are equally impressive, with stone terraces, bluestone patios, a beautiful pool, mature landscaping, and ample room for gardens, all set against a backdrop of peaceful wooded privacy. A recently renovated, separate two-bedroom cottage provides exceptional accommodations for guests, extended family or rental income. With a tenant in place till August 2027 providing immediate rental income. When the the current tenancy ends, continue it as an income producing rental or imagine what you might want this special little bungalow to become for your own life. Private, picturesque, and full of character, this special property captures everything buyers love about life in Northern Westchester. Perfect for full-time living, or as a quiet escape from NYC, it offers a wonderful sense of privacy and ease. From the moment you arrive through the front gate, it feels like home. *Listing imagery (interior & exterior) includes digitally curated design enhancements.

9 Lewis Road, Pound Ridge

$1,999,000
3 Beds 5 Baths 1044320 MLS
Situated on 2.23 pristine acres near New Canaan, Pound Ridge, and Ridgefield, 6 Briscoe Road is a 4,482-square-foot turnkey Colonial - that lives like a 4 bedroom home - masterfully pairing timeless architectural integrity with modern mechanical excellence. Quality construction and refined finishes define the interior, with 10-foot ceilings, extensive millwork, raised paneling, crown molding, custom cabinetry and oversized true-divided-light windows. The gourmet kitchen is equipped with a 6-burner Viking range, Sub-Zero refrigerator, dual Bosch convection oven, custom cabinetry, and a walk-in pantry. The primary suite offers a serene retreat featuring corner windows, detailed moldings, and a spa-caliber marble bath with a soaking tub and walk-in shower. Two upper levels host flexible living, including a dedicated media room/gym, and a private third-floor guest suite with a full marble bath and lounge. Outdoor living centers on a heated Gunite saltwater pool with a brand-new electric cover, refreshed bluestone patio, and lush level lawn with split rail fence with deer-fence extension. Complete peace of mind is ensured with all-new electrical panels, new windows, a whole-house Generac generator, four-zone AC, a Level 2 EV charger in the oversized 3-car garage and enhanced security. Approximately 10 minutes from the New Canaan train station. Convenient to premier shopping, dining, schools, hiking and entertainment. A true oasis of privacy, craftsmanship, and resort-style living, this remarkable turnkey property is ready to be enjoyed from day one!

6 Briscoe Road, South Salem

$525,000
3 Beds 2 Baths 1046543 MLS
Charming Cape Cod Retreat on Nearly 6 Acres in Pine Plains. Tucked away on a quiet country road just outside the village of Pine Plains, this charming three-bedroom, two-bath Cape Cod offers the perfect blend of country tranquility, comfortable living, and endless possibilities on nearly six beautiful acres. Welcoming you home with its cheerful yellow exterior, the spacious main level features a comfortable living room, dining area, kitchen, and convenient three-quarter bath. Upstairs, you’ll find three bedrooms and a second full bath, providing plenty of room for family and guests. The walkout basement offers excellent potential and could easily become a creative studio, workshop, hobby space, home gym, or additional living area. A one-car garage with storage below adds even more practicality and space. Step outside onto the generous rear deck and take in the peaceful surroundings. The home is privately set back from the road among mature trees and a shady lawn, while the wooded portion of the property offers something truly special: two streams that converge on the property, creating a picturesque natural setting. Behind the house is a large, sunny open area with plenty of room for gardening, outdoor games, entertaining, or simply enjoying the beauty and privacy of your own country retreat. The location is equally appealing. You’re close to local farms, restaurants, galleries, and music venues, with numerous hiking, biking, and outdoor recreation opportunities within an easy drive. Nearby Millerton, Rhinebeck, and other Hudson Valley destinations offer even more shopping, dining, and entertainment. Located less than a two-hour drive from Manhattan and a short 20 minute drive to the nearest Metro north train station, this property is ideally suited as a peaceful weekend getaway, vacation retreat, or full-time country home. With nearly six acres, beautiful natural features, flexible living space, and a wonderful Hudson Valley location, this is a rare opportunity to create your own private escape in Pine Plains.

404 Schultz Hill Road, Pine Plains

$1,525,000
4 Beds 4 Baths 1040656 MLS
Welcome to 6 Marycrest Road, an exceptional custom-built contemporary ranch privately nestled on 1.48 beautifully wooded acres within the coveted Marycrest enclave of Pearl River. Distinguished by its generous scale, sophisticated architecture, and exceptional privacy, this remarkable residence offers a rare opportunity to experience elevated single-level living in one of the area’s most desirable neighborhoods. Custom crafted in 1999 by renowned Rockland County builder, the residence welcomes you with an impressive open-concept design, soaring ceilings, gleaming hardwood floors, oversized Andersen windows welcome in an abundance of natural lighting. The dramatic great room serves as the heart of the home, featuring a striking floor-to-ceiling stacked-stone fireplace, custom built-in wall unit, and elegant tray ceiling. The sophisticated chef’s kitchen is designed equally for intimate gatherings and grand-scale entertaining, featuring custom cabinetry, luxurious granite countertops, double wall ovens, gas cooktop, stainless-steel appliances, a large walk-in pantry, and a beautifully appointed wet bar with built-in wine rack. Formal and informal dining spaces flow effortlessly toward the expansive composite rear deck, creating an exceptional setting for entertaining against a backdrop of tranquil, wooded grounds. The private primary suite is a true retreat, offering two spacious walk-in closets, private deck access, gleaming hardwood floors, and a luxurious en-suite bath with Jacuzzi soaking tub and oversized ceramic tile shower. Three additional generously proportioned bedrooms—including two with elegant tray ceilings—are complemented by three additional full baths, providing exceptional flexibility for family, guests, or private living spaces. A generously sized home office offers an ideal setting for executive work-from-home use, a library, study, or quiet retreat. Exceptional amenities extend throughout the property, including a three-car garage, full unfinished lower level with more than 2,500 square feet of potential additional living space, two separate attics, and abundant storage. The lower level presents an extraordinary opportunity for future customization, whether envisioned as a recreation space, home gym, media room, studio, or additional living area. Notable improvements include a 2023 roof, newer two-zone central air-conditioning systems, 2021 Navien combination heating tankless hot-water system, four-zone baseboard heating, Generac whole-house standby generator, Budd central vacuum, Culligan water softener, whole-house surge protection, and new gutters with LeafFilter protection. A dedicated laundry room with slop sink and convenient side-entry access adds further everyday convenience. Outdoor living is equally compelling. The expansive composite rear deck provides an inviting setting for outdoor dining, entertaining, or simply enjoying the serenity of the surrounding woods. Multiple Andersen doors create a seamless connection between the interior and outdoor living spaces, while the mature wooded landscape provides an exceptional sense of privacy and tranquility. Perfectly positioned in prestigious Marycrest, just off Exit 7 of the Palisades Parkway and approximately 17 miles from the George Washington Bridge, the property offers an enviable balance of privacy and accessibility. Enjoy convenient access to the NYS Thruway, Garden State Parkway, Manhattan Woods Golf Club, shopping, dining, parks, and all that Pearl River and West Nyack have to offer. The home is also ideally situated within the award-winning Pearl River School District. A truly distinctive offering for the discerning buyer—where custom architecture, refined interiors, exceptional craftsmanship, expansive potential, and an enviable location converge to create an extraordinary residence.

6 Marycrest Road, West Nyack

$2,395,000
4 Beds 5 Baths 1045446 MLS
Welcome to Dean House Estates, an exclusive enclave of just 6 private homes nestled at the end of a private cul-de-sac on beautiful LAKE MAHOPAC! This architecturally stunning residence offers the ultimate in privacy, luxury, and year-round enjoyment, set on a perfectly LEVEL 1.5-ACRE PARK-LIKE PARCEL surrounded by lush lawns, mature landscaping, spectacular gardens, and breathtaking lake views. A private beach and boat dock provide direct access to all that Lake Mahopac has to offer, while the gorgeous fenced-in, in-ground swimming pool creates your own private resort right at home. The dramatic two-story entrance foyer welcomes you into an exceptional open floor plan. The spacious walk-through kitchen features a center island, butler’s pantry with a second sink, and a beautiful breakfast area with soaring ceilings and wonderful views of the lake. The expansive living room showcases a water-filled picture window and a massive stone fireplace, creating a spectacular setting for both entertaining and relaxing. A private home office is conveniently located on the main level, along with a powder room and additional living space. Upstairs, the luxurious 40-foot primary suite is truly extraordinary, featuring a comfortable sitting area, gas fireplace, private “Lovers Deck,” and serene lake views. The oversized primary bath offers a Jacuzzi, separate shower, bidet, double vanity, and huge walk-in closet/dressing room. Three additional bedrooms and multiple beautifully appointed baths provide plenty of space for family and guests. The walk-out lower level, opening directly toward the lake, is designed for entertaining and relaxation. It features a spacious family room with stone fireplace, bar area, and full bath—the perfect gathering space after a day on the water or poolside. Outside, this magnificent property truly comes alive. The perfectly level 1.5 acres provide an ideal setting for outdoor activities, while the beautifully landscaped grounds, pool, private beach, boat dock, and expansive lawns create an extraordinary sense of privacy and tranquility. And then there is LAKE MAHOPAC—a beautiful, motorboat-friendly lake offering boating, swimming, fishing, kayaking, paddleboarding, and endless summer fun. Located just 50 miles from New York City, this exceptional property combines the peaceful seclusion of a private country estate with convenient access to the city. Residents can enjoy a 50-mile bike path, fine dining, two local golf courses, multiple tennis courts, parks, and a roller rink, along with countless recreational opportunities throughout the area. A magnificent country estate in a spectacular park-like setting—private, peaceful, luxurious, and surrounded by breathtaking lake views. This is truly a rare Lake Mahopac opportunity!

18 Clara Lane, Mahopac

$799,990
4 Beds 3 Baths 1043870 MLS
Classic Character Meets Endless Potential in Farmingdale Step inside 94 Fallwood Parkway, where timeless craftsmanship meets modern versatility. Frame-worthy curb appeal—highlighted by Belgium-block accents, a brick stoop, and classic window shutters—welcomes you into nearly 2,000 square feet of sun-drenched, high-ceilinged living space (plus a full finished basement!). Warm hardwood floors run throughout, paired with rich crown moldings, oversized baseboards, and charming vintage glass door knobs. At the heart of the home, the updated eat-in kitchen features solid wood cabinetry, tumbled marble, sleek stainless steel appliances, and a sunlit bay window. Up a grand staircase, you’ll find generous bedrooms and a large ceramic-tile full bath, but the real surprise lies on the third floor: a high-ceilinged, insulated walk-up attic already equipped with electric and plumbing lines, ready to become your dream primary suite, home studio, or play area. Key Highlights Bonus Space: Full finished basement with a private outside entrance, entertaining area, full bath, laundry, and separate office space. Turnkey Upkeep: Updated roof, oversized tilt-in windows, 3-zone oil heat, separate gas water heater, and a newer Roth oil tank. Outdoor Oasis: Fully fenced (6-ft PVC) private backyard complete with a cement patio and underground sprinklers. Prime Location: Minutes from top-rated Woodward Parkway Elementary, downtown shopping, and convenient commuter transit. Bonus: The property taxes have never been grieved, leaving incredible upside potential for the next owner. Schedule your private tour today to see the craftsmanship and space for yourself!

94 Fallwood Parkway, Farmingdale

$1,599,999
5 Beds 6 Baths 1045914 MLS
Magnificent Custom Luxury Estate Introducing an exceptional new construction offering approximately 5,200 sq. ft. of meticulously crafted living space, designed to embody modern luxury and refined elegance. This stunning residence features 5 spacious bedrooms and 6 full bathrooms, including three lavish bedroom suites ideal for ultimate comfort and privacy. A fully finished basement with a private side entrance and full bath provides endless possibilities—perfect for entertaining, extended living, or flexible lifestyle needs. Step through the grand double-door entry into a breathtaking two-story foyer, setting the stage for the home’s sophisticated architectural design. The expansive open-concept layout showcases coffered ceilings, rich hardwood flooring, custom millwork, and an abundance of natural light throughout. The gourmet chef’s kitchen is a true centerpiece, featuring custom cabinetry, premium appliances, and high-end designer finishes, seamlessly flowing into elegant living and dining spaces—perfect for both everyday living and upscale entertaining. The primary suite is a private retreat, thoughtfully designed by a renowned designer, the perfect place to enjoy your morning coffee in tranquility. Every detail has been carefully curated, from the luxuriously appointed bathrooms to the superior craftsmanship and materials used throughout the home. The exterior makes a striking impression with exceptional curb appeal, highlighted by architectural pillars, Anderson windows, and a modern luxury aesthetic. Ideally situated in a prime location, this is a rare opportunity to own a truly extraordinary home.

19 coachman Lane, Levittown

$1,088,000
4 Beds 3 Baths 1041686 MLS
Stunning | Everything New | Fully Transformed Suburban Oasis. Welcome to an exceptional, turnkey residence that effortlessly marries classic architectural charm with state-of-the-art modern upgrades. Step inside to an airy, open-concept floor plan saturated with natural light and accented by premium finishes throughout. A chef's delight boasting crisp white shaker cabinetry, custom geometric tile backsplashes, a large central island, and high-end stainless steel appliances. The formal entry foyer opens up to beautiful hardwood flooring that leads you into a sprawling living room centered around a cozy fireplace and a dedicated formal dining area. The sleeping quarters offer massive layouts, neutral color palettes, overhead recessed lighting, and substantial closet space. Masterfully upgraded bathrooms feature modern wood vanities, sleek matte black hardware, dual sinks, custom marble-tiled walk-in showers, and contemporary glass finishes. An expansive, fully finished basement provides endless versatility for a media room, home gym, play space, or private home office. An absolute highlight of the property is the deep, fully cleared green backyard enveloped by mature trees, presenting the ultimate canvas for outdoor dining, gardening, or a future pool. Includes a pristine, freshly painted 2-car attached garage with direct interior access, alongside a dedicated main-level laundry room complete with side-by-side washer and dryer units. Outfitted with an upgraded, high-efficiency heating and water filtration system situated in a clean utility area. This masterfully updated home is a rare combination of space, high-end design, and neighborhood tranquility.

8 Cynthia Lane, Northport

$2,600,000
4 Beds 4 Baths 1043577 MLS
This is the Quogue residence you've been waiting for! Open and airy floor plan brings indoors and outdoors together with a wall of glass. Brand new Chef's kitchen with marble countertops and backsplash, Subzero frig +2 drawer undercounter, Wolf induction stove with pot water filler, Wolf undercounter drawer microwave, Bosch dishwasher, recessed lighting and wood floors. Entry foyer leading you to the wide open dining room with coffered ceiling Beautiful great room with woodburning fireplace and gorgeous arched window bringing in the sunshine and sliders to deck and pool. Continue onto the primary suite, with spa tub, shower and sliders to deck and gunite pool. Off of the entry foyer, with coat closet, there is an office with a full bath. Upper level let's you enjoy the quiet in the spacious sitting area overlooking the living room below. Two bedrooms and full bath with skylight complete the upper level. The lower level offers a recreation area with full bath, playroom with egress window, laundry room, utility and storage areas, cedar closet and bilco doors. BRAND NEW HEATING SYSTEM! Ready to enjoy the outdoors? You will with the 16X32 heated gunite pool surrounded by decking, ouddoor kitchen with gas grill and tennis court. 2.5 car garage and plenty of parking complete the residence. Quogue Beach and Quogue School is at your disposal as are the shopping strip, pond, gazebo and Village Green. Low taxes 1.5 hrs from NYC, close to everything the Hamptons has to offered in a quiet atmosphere. A must see, call today.

26 Pheasant Run, Quogue

$579,999
3 Beds 2 Baths 1043228 MLS
Welcome to 70 Mohawk Drive, North Babylon, a beautifully maintained 3-bedroom, 2-bath ranch offering comfortable one-level living, a fully finished basement, and a fantastic backyard perfect for entertaining. From the moment you arrive, the home's well-kept exterior, manicured lawn, and detached garage create a welcoming first impression. Inside, the bright and inviting living and dining area features hardwood floors, recessed lighting, crown molding, and plenty of natural light. The kitchen offers abundant cabinetry, stainless steel appliances, gas cooking, and ample counter space. All three bedrooms are comfortably sized, including a spacious primary bedroom highlighted by a distinctive tray ceiling. Two full bathrooms provide convenience for everyday living. The full finished basement with outside entrance adds tremendous additional living and recreational space, making it ideal for a family room, home office, gym, playroom, or entertaining area, while still providing plenty of storage. Outside is where this home really shines. The backyard offers a large patio with a pergola-covered entertaining area, plenty of lawn space, mature landscaping, and room to relax, barbecue, and gather with friends and family. A detached one and a half car garage provides additional parking and storage. With its combination of comfortable living space, finished basement, inviting outdoor area, and convenient North Babylon location, 70 Mohawk Drive is a wonderful opportunity to simply move in and make it your own.

70 Mohawk Drive, N. Babylon

$795,000
7 Beds 5 Baths 1046500 MLS
The Arlington House Circa 1864. As this nation was making its way out of The CIvil War, tourists began making their way to the Catskill Mountains. The hamlet of Palenville, in the town of Catskill, NY is home to the country's first Art Colony. The Hudson River School of painters helped lead that movement to the magic of Upstate that continues today. The Arlington House has been through a few different iterations over its lifespan, but has consistently operated as a boarding house, hotel and residence since its inception. It is rumoured that Mark Twain and his family spent the night here on the way to their legendary summer vacation right up the road in Onteora Park. The current owner grew up in the house and they enjoyed the contribution of the rental apartments. When he took control, he performed a full gut renovation of the main house in 2011 and the apartment building in 2023. There is all new drywall, insulation, plumbing and electric. As well as a new wrap around porch, roof and box gutters. The house was primarily used as a short term rental after the renovation, hosting small weddings, group gatherings and ski trips. The main house has 5 bedrooms and 3 baths, a large open floor plan and parlour that lend themselves to entertaining large groups. There is also a 3rd floor walk up attic that was originally a living space years ago. That has been gutted with electric and plumbing roughed in as the owner was going to finish that as a private space for himself. The separate apartment building has 3 one bedroom units. Two of them are complete and the third unit is ready for you to finish with brand new kitchen cabinets in the boxes and onsite. There is also another space that has electric and plumbing roughed in. It could be used to join to the other downstairs unit, make a laundry room and storage or create a 5th unit with proper permitting from the town. This amazing historic home looks up at the mountains through the Kaaterskill Clove. Surrounded by skiing, hiking, swimming in the nearby creeks, Kaaterskill Falls and North Lake. Only 10 minutes from the villages of Catskill and Saugerties and 20 minutes to Hudson,Amtrak and Woodstock. Palenville is home to the Rip Van Winkle Golf Course, the Circle W Cafe and General Store and The Griffin House, recently taken over by the previous management of Tavern on the Green. The Griffin house is a great pub with small festivals in their beautiful outdoor space overlooking the creek. A bed and breakfast or inn would be a great addition to the town. The Arlington House lends itself to whatever you envision whether it's a single family home with ADU units or strictly an investment property. It has a proven track record as an earner with financials available Cap rate of 6 with potential for 8 with the completion of the 4th unit. Advance notice needed and agent must accompany. Book your showing today.

3361 Rt-23A, Palenville

$1,299,000
5 Beds 4 Baths 1045938 MLS
Welcome to this impressive 5 bedroom, 3.5 bath Colonial offering a thoughtfully designed living space for both refined entertaining and everyday comfort. From the moment you enter, rich hardwood floors and generously proportioned rooms create an inviting sense of elegance throughout the main level. A sophisticated front sitting room, accented by custom built in shelving, offers an intimate space for conversation or quiet relaxation. The formal dining room is ideally positioned just off the kitchen, creating an effortless flow for hosting family and guests. At the heart of the home is a stunning open concept kitchen featuring a breakfast peninsula, stainless steel appliances, generous cabinetry, and beautiful oversized tile flooring. The kitchen seamlessly opens to the inviting family room, where a gas fireplace creates a warm and sophisticated gathering space. Large windows and sliding glass doors bathe the room in natural light while providing beautiful views and direct connection to the back patio and firepit. The main level continues with a spacious living room showcasing soaring cathedral ceilings and skylights, creating an airy and dramatic atmosphere. A conveniently located laundry room, elegant half bath, and first floor bedroom provide exceptional comfort and flexibility, ideal for guests, a private office, or multigenerational living. Upstairs, the luxurious primary suite offers a private retreat complete with generous walk in closets and a beautifully appointed ensuite bath. Enjoy the spa like feel of dual vanities, a spacious standing shower, and a relaxing soaking tub. Three additional generously sized bedrooms, each offering ample closet space, share a beautifully designed, modern style full bathroom with standing shower. The fully finished basement expands the home's living and entertaining possibilities, offering an expansive flexible space that can be tailored to suit your lifestyle as a second family room, game or recreation room, home gym, office, or playroom. Direct access from the basement to the three car garage provides an exceptional level of functionality, while a dedicated mud area, with abundant closet storage and counter space, offers a stylish and practical transition between the garage and the home. With elegant interiors, generous living spaces, a luxurious primary suite, first floor bedroom, finished lower level, and three car garage, this exceptional Colonial offers an elevated lifestyle with the space, versatility, and comfort today's discerning buyer is looking for.

14 Lowell Drive, New City

$899,000
4 Beds 2 Baths 1041275 MLS
Welcome to 556 N Windsor Avenue, a gracious 1902 Colonial offering exceptional space, character and versatility in the heart of Brightwaters Village. From the moment you enter the charming entry parlor and continue into the welcoming foyer with its grand staircase, the home immediately draws you in with its warmth, character and inviting sense of space. Designed with entertaining and everyday living in mind, the main level offers beautifully proportioned spaces throughout. The oversized living room provides plenty of room for multiple seating areas and is anchored by a wood-burning fireplace with a beautiful mantel and custom built-ins. Crown and base molding, recessed lighting and architectural details add to the room's character, while multiple openings create an easy connection to the adjoining wraparound den. Filled with windows and natural light, the enclosed wraparound den offers an inviting space to relax and entertain and features built-ins, a bar area with wine refrigerator, an integrated sound system and direct access to the backyard. At the heart of the home is the spacious chef's kitchen with radiant heated floors, rich cherry cabinetry, quartz countertops, stainless steel appliances, a breakfast bar with pendant lighting and a six-burner Viking range with center grill and oversized hood vented to the exterior. The kitchen opens to the large dining room with hardwood floors, a bay window, tray ceiling and sliding glass doors to the deck and yard. Just off the kitchen, a convenient mudroom with radiant-heated tile flooring provides direct backyard access and incorporates a perfectly placed laundry nook with additional storage. Completing the main level is a beautifully updated full bath with a classic clawfoot tub, pedestal sink and timeless tilework, along with a generously sized office with extensive closet storage. Currently used as a home office, this versatile room also offers the flexibility of a possible fifth-bedroom or comfortable guest space. Upstairs are four bedrooms, including a spacious primary bedroom with separate sleeping and sitting areas, generous closet space and a decorative fireplace mantel. An oversized updated full bath with tiled shower completes the second level and pull-down stairs from the hallway provide convenient access to the attic for additional storage. The partial basement provides even more storage and includes a cedar closet and workshop area. Outdoors, the home's inviting living spaces continue with a wood deck, paver patio, large fenced yard and established organic vegetable and flower gardens, creating a wonderful setting for outdoor dining, entertaining, gardening or simply relaxing. A newly repaved Belgian block-lined driveway provides abundant parking and leads to the detached two-car garage. Additional features include central air conditioning, two-zone natural gas heat, public sewers and a multi-room sound system with indoor and outdoor speakers. Offering four bedrooms plus a flexible first-floor office/possible fifth bedroom and two full baths, this move-in-ready home brings together exceptional space, character and the sought-after Brightwaters Village lifestyle. Enjoy close proximity to Wohseepee Park, Village shopping and dining, schools and major roadways, along with resident amenities including the Village beach, canal docking, Brightwaters lakes, tennis, dog park, private garbage collection and snow removal. Just minutes from Downtown Bay Shore, the Fire Island Ferries and Robert Moses State Park, 556 N Windsor Avenue offers the opportunity to enjoy all that Brightwaters and the Great South Bay lifestyle have to offer.

556 N Windsor Avenue, Brightwaters

$725,000
3 Beds 2 Baths 1039488 MLS
Your private Brewster retreat awaits. Set back on more than three picturesque, park-like acres, this spacious contemporary raised ranch offers a rare combination of privacy, space, flexibility, and exceptional outdoor living. With over 2,900 square feet, three bedrooms, and a versatile floor plan that lives like a four-bedroom, there is room here to spread out, entertain, work from home, and simply enjoy life. And then there’s the setting. This is where the property truly shines. Surrounded by mature trees, lush greenery, and beautifully maintained grounds, the property feels like your own private escape. The expansive deck overlooks the serene landscape and inviting pool, creating the perfect backdrop for summer entertaining, lazy afternoons, morning coffee, or evenings under the stars. There is a wonderful sense of space and seclusion here that is increasingly hard to find. At the center of the home, the generous kitchen features granite countertops, stainless steel appliances, and oak hardwood floors, while the spacious living areas offer plenty of room for both everyday living and entertaining. A fireplace in the living room and a wood-burning stove in the family room add warmth and character to the home. The spacious primary bedroom with en-suite bath, along with two additional bedrooms, completes the main level. The lower level adds another dimension of flexibility, offering a potential au pair or in-law setup, additional living space, and tons of storage. Whether you need guest space, a home office, recreation area, or simply more room for everyone and everything, this level offers numerous possibilities. The best part? You get the feeling of being tucked away in your own private oasis without sacrificing convenience. Enjoy easy access to shopping, restaurants, two nearby train stations, and major parkways, making commuting and everyday errands a breeze. Three-plus acres. Over 2,900 square feet. Incredible outdoor living. Endless possibilities. And privacy you can feel the moment you arrive. This is the kind of property that needs to be experienced in person.

66 Maple Wood Drive, Brewster

$899,000
5 Beds 4 Baths 1046376 MLS
Welcome to Little Pond Manor! This sun-filled Colonial is nestled in one of the area's most sought-after neighborhoods and offers a versatile mother-daughter layout, along with the convenience of town water, town sewer, and natural gas. Step inside to discover a bright and inviting open floor plan, where an abundance of natural light fills the living spaces. A welcoming entry foyer with hardwood flooring leads into the main living areas, where hardwood floors flow throughout the kitchen, living room, and dining room. Crown molding in the living and dining rooms adds to the home's charm and appeal. The main level showcases a beautifully appointed kitchen with granite countertops, a center island, stainless steel appliances and sliding glass doors leading out to the deck. The first floor also includes a formal dining room, spacious living room, family room/den with a cozy fireplace, and a laundry room complete with newer washer and dryer. Upstairs, the spacious primary suite offers an en-suite bath and walk-in closet. There are three additional generously sized bedrooms and a full hall bath. The spacious area above the garage, 800+ sq. ft. not included in living space, offers endless possibilities and can be tailored to suit your needs, whether as a home office, playroom, fitness area, guest space, media room, or additional living area. The finished walkout lower level features a mother-daughter setup with both interior access and a separate private entrance from the outside. This versatile space offers an open-concept layout with a kitchen, living area, dining area, and bedroom, making it ideal for extended family, or guests. In addition, there is substantial unfinished basement space, perfect for storage or future finishing. This home offers easy access to I84 and I684, shopping, schools, restaurants, and healthcare facilities, making it an excellent choice for commuters and those seeking everyday convenience.

41 Lindy Drive, Carmel

$425,000
2 Beds 3 Baths 1042318 MLS
Welcome to this beautifully maintained townhouse in Highland Mills offering 2 bedrooms, 2.5 baths, and 1,569 square feet of thoughtfully designed living space. Built in 2001, the home features an open-concept main level with hardwood floors, a spacious kitchen with white cabinetry, stainless-steel appliances and dark countertops, and a bright dining area that opens directly to the rear deck. Large windows and distinctive arched windows bring in natural light, while the main living spaces offer a comfortable flow for everyday living and entertaining. Upstairs, two generously sized bedrooms provide flexibility, including a primary bedroom with a large arched window, walk-in closet, and private full bath. The second bedroom also offers generous closet space and convenient access to a full ensuite bathroom. The lower level provides a 2-car attached garage, laundry area, utility/storage space, and additional finished space that can be adapted to suit your needs. Additional features include a roof replaced in 2020, tankless water heater, water softener and filtration system, pull-down attic access, and ample storage. Step outside to the private rear deck, where the wooded backdrop and expansive lawn create an inviting extension of the living space. The deck offers room for outdoor dining, lounging, or entertaining, with direct access from the main level. Conveniently located in Highland Mills with access to I-87 and Route 17, the home is also near Woodbury Common Premium Outlets, Woodbury Town Park, schools, shopping, and Metro-North service in the surrounding area. At $425,000, this home offers the combination of townhouse convenience, attached garage space, updated major components, and outdoor living that buyers searching in Southern Orange County will appreciate.

60 Rockridge Drive, Highland Mills

$1,499,900
4 Beds 6 Baths 1045380 MLS
Located in the Prestigious Belle Terre - Surrounded by rolling wooded Landscapes sits this Extremely impressive 4 bedroom Post Modern Colonial on almost 1 acre. Professionally decorated and redesigned layout this gem was completely renovated only 2 years ago. Upon entering your 2 story entry hall with grand staircase you'll find a living room or private office on your right or your open floor plan living complete with dining room, den with fireplace and eat in chefs kitchen to your left and beyond. Your Kitchen features all new cabinets, quartz countertops across our oversized center island and all top notch appliances including a 8 burner gas stove! A first floor full bath and mud room complete the first floor. Upstairs is all the bedrooms each with their very own full bathrooms. The Primary Bedroom suite includes cathedral ceilings, a Juliet balcony, a walk-in closet and of course a primary bath. The primary Bath has a double vanity with led mirror, multi person/Multi shower head walk-in shower, separate jetted tub and private water closet. Again each of the additional 3 bedrooms has its own beautifully tiled full bathroom. The second floor is also where you'll use your laundry room. Below all this is your full finished walkout basement where you'll entertain in your rec room plus a possible guest room and full bath. This home has a large rear deck overlooking your fully fenced rear yard, Central Air and a 2 car garage.

5 Buena Vista Road, Port Jefferson

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