Sleepy Hollow Real Estate Search

Sleepy Hollow Properties between $500,000 and $600,000 for Sale

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Newest Sleepy Hollow Properties between $500,000 and $600,000 for Sale

$555,803
3 Beds 2 Baths 1010446 MLS
Welcome to Patchogue Village! This beautifully maintained historic Colonial, built in 1910, is set on a picturesque .51-acre lot and offers the perfect blend of timeless charm and modern comfort. Featuring 3 bedrooms, 1.5 bathrooms, and over 1,100 square feet of living space, this home showcases original hardwood floors, custom millwork, built-in storage, and a spacious living room centered around a cozy fireplace. The inviting wraparound covered porch is the perfect place to relax and enjoy the peaceful surroundings, while the eat-in kitchen provides everyday convenience. A full basement offers abundant storage and additional possibilities. A detached garage is complemented by a separate detached studio equipped with its ductless HVAC, making it ideal for a home office, artist's studio, fitness room, workshop, or creative space. Additional features include central air conditioning, natural gas heating, a two-zone heating system, brick foundation, and numerous updates completed by the current owner, who has lovingly maintained the home since 1997. Steeped in local history as the former home of Thomas W. Mulford, this unique property offers a rare opportunity to own a piece of Patchogue's past while enjoying all the conveniences of village living. Located just minutes from vibrant Main Street, you'll be close to award-winning restaurants, shopping, parks, marinas, beaches, the Patchogue Theatre, and the LIRR, providing easy access to New York City. Don't miss this rare opportunity to own a truly special home that combines historic character, flexible living space, and an unbeatable Patchogue Village location. True taxes 6,706.10 and an additional village tax are 2,911.07

115 Cedar Avenue, Patchogue

$570,000
3 Beds 2 Baths 1030691 MLS
--Welcome home to this beautifully renovated farmhouse, where timeless character meets modern comfort. Every detail of this 3-bedroom, 1.5-bath home has been thoughtfully updated, creating a truly move-in-ready property that offers many of the benefits of new construction while preserving the warmth and charm of a classic farmhouse.-- -Quality craftsmanship can be found throughout, including beautifully preserved hardwood floors on the second level, an original exposed brick chimney, and stylish finishes that complement the home’s farmhouse appeal. Major improvements include a new roof, brand-new windows throughout, central heating and cooling, spray foam insulation, and high-efficiency systems designed to provide year-round comfort while keeping utility costs to a minimum.- --The spacious kitchen opens directly to an oversized rear deck, creating the perfect setting for entertaining family and friends, summer barbecues, or peaceful evenings outdoors. The classic covered front porch offers a welcoming place to relax with your morning coffee and enjoy the tranquility of country living.-- --The detached barn-style garage with a full loft is a rare bonus, offering room for multiple vehicles, a workshop, recreational equipment, hobbies, storage, or endless possibilities to fit your lifestyle.-- --Conveniently located in Orange County, New York, the home provides easy access to shopping, dining, schools, and commuter routes while still offering the privacy and peaceful surroundings of country living.-- --With extensive renovations, energy-efficient upgrades, low property taxes, and features comparable to new construction, this home offers exceptional value without sacrificing charm, comfort, or character. If you have been searching for the perfect combination of farmhouse appeal, modern efficiency, and outstanding bonus space, your search ends here--

33 County Highway 17, Thompson Ridge

$599,999
3 Beds 3 Baths 1030667 MLS
Located in Orange County, Town of Crawford, just 10 minutes to Middletown and Pine Bush, this exceptional space is filled with natural light from large windows and offers endless possibilities as a home office, media room, playroom, fitness studio, or guest retreat. Welcome to this impressive 2,600+ square-foot colonial situated on a beautifully maintained 0.82-acre corner lot on a quiet cul-de-sac within the Pine Bush School District. From the moment you arrive, you'll appreciate the home's striking curb appeal, featuring high-quality stucco construction, a stamped concrete walkway and patio, with meticulous landscaping. Freshly painted inside and out, this residence is truly move-in ready and maintained in immaculate condition. Step inside to discover soaring 9-foot ceilings, recessed lighting throughout, a lovely balcony, stunning 5-inch white oak flooring, and a breathtaking two-story foyer illuminated by an imported grand crystal chandelier. The formal living room provides an elegant space for entertaining and everyday living. The heart of the home is a spectacular chef's kitchen featuring premium Cafe appliances, an oversized 7-foot, 7-inch center island, granite countertops, abundant cabinetry, under-cabinet uplighting, and luxurious Cerrara marble finishes that extend throughout the kitchen and bathrooms. Upstairs, you'll find an exceptionally spacious second-floor layout highlighted by hallways measuring over 7 feet wide throughout, creating an open and airy feel rarely found in today's homes. A private balcony accented by elegant granite columns can be accessed directly from both the primary suite and the main hallway, offering a unique architectural feature and an inviting outdoor space to enjoy. Retreat to the spacious primary suite, featuring a generous 14' x 20' bedroom, an enormous walk-in closet, and a spa-inspired bath complete with imported ceramic tile and an oversized rainfall shower designed for ultimate relaxation. Additional highlights include Anderson windows, Anderson sliding glass door, custom levolor blinds, imported ceramic tile, recessed lighting throughout the entire home, and exceptional craftsmanship. Every detail has been thoughtfully designed and impeccably maintained. Conveniently located in the town of Crawford, just minutes to Middletown, Pine Bush, Circleville, Montgomery, and Route 17. You'll enjoy easy access to shopping, restaurants, parks, schools, entertainment, and all the incredible amenities the Hudson Valley has to offer. A rare combination of luxury, functionality, and location. This stunning home is truly a must-see.

8 Darmstadter Road, Bloomingburg

$549,999
3 Beds 1 Baths 1030152 MLS
Move right into this meticulously maintained, low-maintenance home that has been lovingly cared for throughout the years. Situated on a large property with the potential for subdivision (subject to approvals), this quality-built modular home offers exceptional construction with 2x6 and 2x12 framing for added strength and efficiency. The updated eat-in kitchen (2018) features beautiful shaker-style cabinetry with convenient pull-out drawers, granite countertops, a brand-new refrigerator, new dishwasher, and a stove exhaust vented directly to the outside. The home also offers the convenience of washer and dryer hookups on both the main level and in the basement, along with a new washer and dryer. Major improvements include brand-new siding, a 2009 roof, premium-quality Anderson windows and exterior doors that are only three years old, Two split air conditioning units (3 yrs old), a new oil tank, 200-amp electric service with new circuits, and a chimney with a stainless steel liner. An attic fan provides additional comfort and energy efficiency. The full basement features high ceilings and is exceptionally clean and dry. It is equipped with below-grade cesspools, offering the potential to add a future basement bathroom. Outside, you'll find a detached garage/workshop and a storage shed, providing plenty of room for hobbies, projects, and extra storage. This is truly a move-in-ready home that combines quality construction, thoughtful updates, and outstanding pride of ownership. All this on just shy of 1/2 acre of well manicured property and in the desirable Rocky Point SD.

20 Lynbrook Drive, Sound Beach

$585,000
3 Beds 3 Baths 1030324 MLS
Welcome to Meadow Glen, Monroe's premier gated community, where luxury, comfort, and convenience come together in one exceptional home. This beautifully maintained and extensively upgraded largest-model end unit offers an abundance of natural light through 24 oversized windows, each enhanced with elegant Hunter Douglas Country Wood blinds, creating a bright and inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the spacious open floor plan features a dramatic two-story family room, formal living room, elegant dining room, and a gourmet kitchen equipped with Corian countertops, a breakfast bar, GE Profile stainless steel appliances, 42-inch cabinetry with convenient pull-out drawers, and a classic subway tile backsplash. Upstairs, the luxurious primary suite provides a peaceful retreat with a soaring cathedral ceiling, dual walk-in closets, and a spa-inspired ensuite bath featuring a frameless glass shower, large soaking tub and duel sinks. Two additional generously sized bedrooms, each with double closets, a full hallway bath, and the convenience of a second-floor laundry room complete the upper level. Rich hardwood flooring extends throughout both the first and second floors, adding warmth and timeless elegance. The fully finished walk-out basement significantly expands the living space with full-size windows, a sliding glass door leading to a private patio, a large recreation or media area, and additional storage—perfect for entertaining, working from home, or creating the ultimate family gathering space. Additional highlights include an attached garage with direct first-floor entry (no stairs), a double-wide driveway for ample parking, and a private outdoor setting rarely found in townhouse living. Residents of Meadow Glen enjoy resort-style amenities, beautifully maintained grounds, and a secure gated entrance, all while being conveniently located near shopping, restaurants, parks, major highways, and commuter transportation. This is a rare opportunity to own one of the most desirable homes in one of Monroe's most sought-after communities. Schedule your private showing today and experience the lifestyle you've been waiting for.

116 Barr Lane, Monroe

$549,000
3 Beds 2 Baths 1029543 MLS
It is all in the details with this sophisticated Millbrook retreat. Perched high off the main road, this very private property is dreamy. The entrance wrap around porch welcomes you home immediately. The open living space commands attention with beamed ceilings, crown moldings, V-groove plank paneled walls and doors, and more. There is a wood burning stove, hardwood flooring, paned windows, and Central Air Conditioning. Many are double pane thermal windows. The country kitchen is open to the dining area, leading with glass sliders out to the over-sized screened in porch, providing another great living and entertaining space. There is a full bathroom with shower on this level also. This leads to the gorgeous office/bedroom featuring high coffered/beam ceiling, wood paneled walls, custom built in desks, shelving and closet. This room has access both to the front drive with glass sliders and another door to the backyard. Up the stairs you will find a smart wet bar, complete with sink and refrigerator. The guest room is next which includes 6 over 6 paned thermal windows. The extra- large primary bedroom is a sanctuary, including a sitting area, vaulted ceiling and board and batten wood paneling. The large open rain-shower with tub and double sink bathroom is spa-like and calming. Mature trees and forest provide peace and quiet and privacy. This is just minutes from charming Millbrook Village, and also a short ride to Wassaic Metro North train station. Millbrook and other villages nearby provide full dining and shopping options including numerous farm markets and overall country recreation. This is all just two hours from NYC. Welcome to the Hudson Valley!

766 Route 343, Dover Plains

$599,990
3 Beds 2 Baths 1030369 MLS
Welcome to a rare opportunity to own a sprawling ranch, that has 3 bedrooms and 2 full baths with garage and basement on an acre. It is the only one on long island of its kind, that is financeable under 600k. Located in middle island horse country location, backing a huge preserve with deer trails coming off the lot. Supreme privacy, on a culdesac street. Originally a cottage, that was expanded by the owner, who has maintained this home for the past 45 years. All additions are legal with CO's and owner has all paperwork if needed. Starting from the outside you will find a bold deep blue siding with perfection shingles in the front. The roof is an arch shingle that is fairly new along with all newer windows and doors. Large rocking chair porch allows you to enjoy the breeze you will get from living in horse country. Below the additions you will find a covered patio area that is currently used for storage but can also have many diversified uses. There are two long driveways that can be helpful for camper and boat storage. Interior has an entry parlor, with a classic feel to it. The kitchen has solid wood cabinets and then all upgraded appliances/island/and bullnosed granite throughout. the living room has a propane gas fireplace as well. The bedrooms are the new age split plan so the primary and its own bath separate from secondary bedrooms and their own bath. Flooring is either laminate or engineered wood with tile in baths. there is a large basement with both interior and exterior access and is walk in through the front. hw heater and furnace have recently been replaced along with a 200 amp service. All in all this is a very well cared for home with all reasonable rooms sizes.

5 Cedar Grove Terrace, Middle Island

$549,999
3 Beds 2 Baths 1030077 MLS
Welcome To This Beautifully Updated 3/4 Bedroom, 2 Bath Split Level Home Situated On A .26 Acre Property In Centereach. This Home Offers A Flexible Multi-Level Layout With Spacious Living Areas Designed For Comfortable Everyday Living And Entertaining. The Renovated Eat In Kitchen (2024) Showcases Quartz Countertops, Stainless Steel Appliances, Gas Cooking, White Cabinetry, And An Inviting Breakfast Nook. The Formal Dining Room Flows Seamlessly Into The Main Living Space, While The Expansive Primary Bedroom Provides A Generous Retreat With The Additional Room Adjacent To The Primary Offering Flexible Use As A Nursery, Home Office, Sitting Room, Dressing Room Or 4th Bedroom. Additional Features Include Andersen Windows; Marble Flooring On The 1st Floor, And Hardwood, Tile, And Vinyl Flooring; Central Air Conditioning; Natural Gas Heating; 150 Amp Electric Service; Pull Down Attic Stairs; And A Separate Laundry Room. Major System Updates Include A Gas Heating System/Hot Water Heater (2022), Central Air Conditioning (2022), Along With A New Septic System w/2 Pools (2022) And A Separate Dry Well For The Washer. Enjoy Outdoor Living On The Wood Deck Overlooking The Spacious Backyard, Complete With A Beautiful Fire Pit. Additional Highlights Include Roof Approx. 10 Yrs., Vinyl Siding, In-Ground Sprinklers, A 6+ Car Driveway, And Low Taxes. Conveniently Located Near Shopping, Restaurants, Parks, And Major Roadways.

323 Eastwood Boulevard, Centereach

$525,000
2 Beds 1 Baths 1030044 MLS
Quintessential Catskills Retreat with Panoramic Rondout Reservoir Views and Pond on 17 Private Acres Hidden from the road at the end of a private drive amid refined country properties, this one-owner home offers a rare opportunity to own 17 private acres featuring fields, forests, small streams, a pond and wild blueberry bushes in one of the Catskills' most scenic settings. Overlooking the Rondout Reservoir, the property enjoys breathtaking, unobstructed views from nearly every room on the first floor, as well as from the spacious primary bedroom upstairs. Whether you're enjoying your morning coffee or relaxing at the end of the day, the ever-changing mountain and reservoir views provide an unforgettable backdrop in every season. Bordering protected New York City Department of Environmental Protection (NYC DEP) land along the full length of its rear property line, this exceptional property offers unmatched privacy with permanently preserved open space beyond your backyard. The peaceful setting is home to abundant wildlife, including bald eagles soaring over the reservoir, creating a truly remarkable connection to nature. Lovingly maintained by its original owners, this comfortable three-bedroom layout with one-bath reflects years of pride in ownership. A detached garage provides ample space for vehicles and all of your outdoor gear, including kayaks, canoes, fishing equipment, snowshoes, skis, and snowmobiles, making it easy to enjoy the area's endless four-season recreation. A separate hobby building near the road offers endless possibilities as a workshop, artist's studio, home office, or creative retreat. Minutes from the Rondout Reservoir, Red Hill Fire Tower, Peekamoose Blue Hole, and thousands of acres of protected Catskill Forest Preserve, this property is a paradise for outdoor and nature enthusiasts. Enjoy hiking, fishing, kayaking, hunting, wildlife watching, snowshoeing, and breathtaking fall foliage at your doorstep. Whether your passion is outdoor adventure or creative inspiration, this extraordinary setting provides the perfect canvas for artists, photographers, writers, and nature lovers alike. If you've been dreaming of the quintessential Upstate New York retreat, this is the one.

155 Messenger Road, Grahamsville

$599,000
1029764 MLS
A once-in-a-generation opportunity to create your dream home in the heart of Woodstock, the coolest small town in America. Nestled on 7 shovel-ready acres just moments from the vibrant village center, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. Steeped in local history, the land is one of the last remaining vacant parcels from an historic Woodstock farm that once stretched from the Saw Kill Creek to the slopes of Meads Mountain. Today, the parcel features a stunning open meadow framed by mountain views and bathed in natural light, providing an extraordinary canvas for your vision. Ready for immediate development, the property is pending approval for a single-family residence with site plan approval, septic design, and municipal water available. Whether you envision a contemporary retreat, a timeless country estate, or a weekend escape, the groundwork has already been laid to bring your dream to life. Rarely does a parcel of this size and character become available so close to the center of Woodstock. Enjoy easy access to the village's renowned restaurants, galleries, music venues, and shops while savoring the peace and tranquility of your own private meadow beneath the iconic backdrop of Meads Mountain. Please note: This parcel has been recently subdivided. Current tax information and parcel identification reflect the parent parcel prior to subdivision. Appointment required.

Lot 2 11 Marions Way, Woodstock

$589,000
3 Beds 1 Baths 1029179 MLS
Welcome to 14 Antler Lane, a beautifully updated 2/3 bed ranch tucked away on a peaceful street in the highly sought-after Three Village School District! Set on a spacious .36-acre property, this move-in ready home has been thoughtfully renovated over the past few years, allowing you to simply unpack and enjoy. The heart of the home is the stunning eat-in kitchen, featuring quartz countertops, stainless steel appliances, gas cooking, abundant cabinetry, a pantry, and a large picture window that fills the space with natural light. The inviting living room offers crown molding and a beautiful bay window. The large primary bedroom has ample closet space, recessed lighting, and crown molding. A full basement provides endless possibilities for storage and additional living space! Step outside to your expansive wraparound deck overlooking the fully fenced backyard with new PVC fencing, two storage sheds, and plenty of room to enjoy outdoor living. Additional highlights include a one-car garage with a new garage door, 8-zone in-ground sprinklers, central air conditioning, newer windows, siding and gutters, updated 200-amp electrical, a hot water heater less than a year old, gas heat, and a new dryer. From the extensive updates to the quiet neighborhood and exceptional location, 14 Antler Lane is the perfect opportunity to enjoy comfortable, low-maintenance living in one of South Setauket's most desirable communities!

14 Antler Lane, South Setauket

$589,998
3 Beds 2 Baths 1029953 MLS
Welcome to this beautifully maintained Expanded Cape nestled in the heart of West Babylon. From the moment you arrive, you'll appreciate, spacious layout, and backyard built for making memories. Inside, you'll find comfortable living space featuring 3 generously sized bedrooms, 2 full bathrooms, and bright, inviting rooms filled with natural light. The updated eat-in kitchen offers quartz countertops, stainless steel appliances, abundant cabinet space, and sliding glass doors that lead directly to the backyard—making everyday living and entertaining effortless. The flexible floor plan provides plenty of room to fit your lifestyle, whether you're looking for additional living space, a home office, playroom, or recreation area. Step outside and enjoy your own private backyard oasis. The expansive fenced yard features a beautiful in-ground pool, spacious patio, and plenty of room for barbecues, gatherings, or simply relaxing all summer long. The oversized property offers endless possibilities while still leaving plenty of green space to enjoy. Conveniently located near parks, shopping, restaurants, schools, major parkways, and the LIRR, this home offers the perfect combination of comfort, space, and convenience. Don't miss this incredible opportunity to make this West Babylon home your own! Property is being sold strictly AS IS. Some photos have been virtually staged and/or virtually enhanced to illustrate the home's potential.

341 12th Street, West Babylon

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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.