Sugar Loaf NY Real Estate & Homes for Sale

Welcome to a unique opportunity to own an exceptional property in the charming artisan Hamlet of Sugar Loaf, New York. Sugar Loaf is nestled in the picturesque Hudson Valley and just one hour of NYC. Become a part of the close-knit Sugar Loaf community, where local artisans, eclectic shops, and a vibrant cultural scene await. Engage in community events, markets, and festivals that celebrate the lively artist of this hamlet. Whether you're seeking a personal haven or considering an investment opportunity, this property offers the potential for financial growth in a region that continues to attract attention and investment. Step back in time as you enter this impeccably maintained 1850's farmhouse, where original details such as hardwood flooring, molding, trim, and bespoke built-ins with woodworking accents designed by the owner create a tale of dedication to artistry and authenticity. The main residence boasts of three spacious bedrooms, an office, formal living, parlor, and dining rooms. The spacious kitchen provides the perfect canvas for modern living infused with historic character. As a bonus, the property features a one-bedroom auxiliary apartment adjacent to the main house, offering flexibility for guests or in-laws. Explore the endless possibilities with two additional outbuildings on the property. Previously served as an art gallery, this ideal space can showcase your artistic endeavors, host community events or be utilized as your own personal office. The two-story barn, currently used as a woodworking shop, provides ample room for creative pursuits, storage, car hobbyists or conversion to suit your vision.

Welcome to 40 Deer Trail Road, an exquisite and unique country retreat. This custom Colonial-style home is nestled on 9.9 acres of meticulously maintained and sub-dividable property. As you enter through the two-story entranceway, you'll immediately appreciate the attention to detail and tasteful design, including crown molding throughout the home. The main level of the house exudes elegance and functionality. A formal dining room sets the stage for memorable gatherings, while French doors open to a private den. The chef's kitchen features stainless steel appliances, granite countertops, and an expansive center island. It seamlessly flows into a spacious family room adorned with a custom stone fireplace. One of the highlights of this property is the three-season room, a true sanctuary. Complete with a custom-built bar and a wall of windows, this room overlooks a private oasis, offering breathtaking views of the surrounding beauty. Just a few steps off the main level a bonus room awaits, boasting vaulted ceilings, plenty of natural light, a full bathroom, and a private entrance with a porch. On the second floor, you'll find three well-appointed bedrooms, a full bathroom, and a generously sized primary bedroom. The primary bedroom features a walk-in closet and a stunning ensuite bathroom, adorned with granite countertops and detailed custom cabinetry. On the lower level you'll find a full bathroom, an office/den, radiant heat and a walkout to a private patio with picturesque views. The outdoor amenities of this property are truly exceptional, evoking a resort-like lifestyle. Step outside to discover a 20x40 in-ground heated pool with a natural stone waterfall, surrounded by an expansive paver patio. A wood burning fireplace and a hot tub add to the ambiance, while lush gardens enhance the tranquil atmosphere. A natural spring-fed Koi Pond, a driving range, and a nine-stall horse barn with a tack room and loft cater to the horse enthusiast, providing ample space for equestrian pursuits. Completing the outdoor amenities are an outdoor riding ring, a round pen, two paddocks and a wide open field perfect for an afternoon gallop. Practical features of the property include a new roof, a new well, a new pool liner, and a 3-zone heating and AC system. An in-ground sprinkler system ensures the lush landscaping remains vibrant and well-maintained. This property offers an extraordinary lifestyle, combining luxury, comfort, and natural beauty. Whether you seek a private retreat, an entertainer's paradise, or a haven for equestrian pursuits, this property is sure to exceed your expectations and is located just 60 miles from Manhattan.

Welcome to your dream home nestled in the serene beauty of the Hudson Valley! This custom built 5 bedroom, 3 1/2 -bathroom colonial offers a perfect blend of privacy & convenience. Situated on a private road, you'll enjoy peaceful surroundings just a short drive to shopping, schools & transportation. Step inside to discover spacious rooms adorned with hardwood floors and abundant natural light throughout. The heart of the home is the spacious kitchen, complete with an island and eat -in nook. Entertain guests in the expansive indoor living areas, or retreat to the finished basement for movie nights or fitness fun. Outside, your own private oasis awaits, with an oversized pool and breathtaking views of surrounding nature. There is even a convenient hookup fit for an electric car. With brand new HVAC ensuring year-round comfort, this home is a true haven for relaxation and enjoyment. Seize this opportunity to make this exceptional property yours today! MW schools/Town of Chester

"WOODSIDE" - a legacy property for the ages. This expansive colonial farmhouse sits on 10 acres of sweeping emerald lawns backed up to forested lands. This cherished offering is a recently created parcel carved from one of the largest land preservation projects executed in the region, the intended preservation of iconic Sugar Loaf Mountain and some of its surrounding acreage. The home features many 19thc. & 20thc. period details including hardwood floors in the gorgeous front parlor rooms. Across its approx. 6,600 sq. ft. are 6 bedrooms and 3.2 bathrooms, including the spacious, contemporary c.1960's addition that creates a desirable, open twist on this antique beauty. Here, vaulted, beamed wood ceilings, walls of windows, and fireplaces punctuate two large living / recreation rooms on the 1st and 2nd level. The in-ground swimming pool, just off the back is complemented by a pool shed, and in the house - a locker/dressing room area. Across the large, paved driveway is "Woodside 1871", the prominent red barn of approximately 8,000 sf with 5 bay garage; imagine the possibilities! Up a gentle rolling drive on the lawn is structure #3, the "lodge", a fine post and steel shed building with an insulated room previously used as a hunting lodge. This building sits high where one can capture medium-distance scenic views over central Orange County as well as Woodside's breathtaking expanse. Prior to its current acquisition Woodside was lovingly cared for by one owner for many decades. Woodside is perhaps one of the most inspiring real estate offerings to come available in recent times and is well-suited for connecting with nature, entertaining, pursuing hobbies and many imaginative uses with its abundant indoor / outdoor space and amenities. The property is highly centralized to the hamlets/villages of Sugar Loaf, Chester, Monroe and Warwick and major Orange County attractions/destinations such as orchards/vineyards, Sugar Loaf PAC, LegoLand, Woodbury Common, West Point, Goshen Historic Track and more! All just about 75 minutes to NYC in NY's coveted Lower Hudson Valley.

Welcome home to this TURN KEY 4 bedroom 2 and a half bath colonial with newly finished hardwood floors, updated eat-in island kitchen with stainless steel appliances and quartz counter-tops. The master bedroom features a walk-in closet and master bathroom. This home's lovely family room and dining room are perfect for gatherings with plenty of space to spare. Enjoy the GREAT views from the beautiful 3 season room or deck overlooking the 5.7 acre property. Walk-out basement for easy access to the above ground pool. This home is both a private location but also provides easy access to highways. Don't miss your opportunity to make 322 Black Meadow Road your next Home Sweet Home!

Majestic turn-key Georgian estate lovingly restored to perfection by current owners. Long sweeping driveway brings you to the formal entrance of this brick beauty sited between Sugar Loaf Mountain and Glenmere Lake with panoramic views. Formal in its grandeur yet lending comfort in perfectly proportioned rooms. Grand center hall foyer leads to a formal dining room, expansive sitting room with doors leading out to veranda enclosed by sparkling white railing with balusters. The den is a showpiece with a priceless series of original murals painted by John Ferguson Weir, the former director of fine arts at Yale. In the late 1800s, he was a frequent visitor to the estate. These one-of-a-kind paintings depict scenes of the natural surrounding land, the essence of beauty found in the Hudson Valley. This house has amazing flow for entertaining on a small scale or large gatherings. Outside walk up the hill to an outbuilding and large enclosed garden for cutting flower beds or a victory garden. Expansive slate patio and separate fireplace beckons for evenings spent under the stars.

Step into the epitome of modern luxury with this custom-built stone and stucco residence, situated on a peaceful 5-acre lot, ready for immediate move-in. The home greets you with a grand two-story foyer and an impressive central staircase, setting the stage for elegance and contemporary style. Flooded with natural light, the interior features polished hardwood floors and exquisite modern millwork, including detailed crown, base, and window moldings. The living room boasts high ceilings, a warm fireplace, and large windows that offer breathtaking mountain views and access to a private deck, perfect for unwinding. The chef's kitchen is outfitted with granite countertops, elegant cabinetry, high-end appliances, and dual islands, making it ideal for culinary creativity and entertaining. Adjacent to the kitchen, the spacious dining area is set for festive occasions. The main floor includes a lavish owner's suite with a sitting area, fireplace, and a luxurious en-suite bathroom equipped with a jetted tub and steam shower, providing a private oasis. The home also features a three-car garage and a dedicated laundry room for utmost convenience. Upstairs, a loft-like space leads to the primary suite, two additional bedrooms, a full bathroom, and a versatile bonus room. The large walk-out basement opens to a secluded patio, perfect for summer gatherings. Located in the prestigious Warwick School District, this remarkable home offers a unique opportunity to indulge in a sophisticated, modern lifestyle

A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This will truly be a mini-estate with near full privacy plus wonderful mountain views! This modern farm house features over 2,720 sq ft. and is completely CUSTOM ... build this home, or bring your own dream plans/ideas! This ONE LEVEL living floor-plan features 2 primary bedroom suites with full baths and walk-in closets; wonderful Kitchen/Great-Room open floor plan and walk-in pantry; formal dining room with a tray ceiling; THREE CAR GARAGE; Fabulous front and real front porches and more! Buyer-Financed CONSTRUCTION TO PERM FINANCING OR CASH ONLY. Very commutable plus minutes from the vibrant town of Sugar Loaf and Chester, NY!... TO BE BUILT, may have additions/subtractions to price for customization, the taxes are not known at this time, and the attached photos may be computer-generated images and are depictions of what the property may look like.

Beautiful TURN-KEY Arts & Crafts-style FARMHOUSE TO BE BUILT! CUSTOMIZE this 4-bdrm, 3 1/2 bath, 2,500 sq. ft home with plenty of main level living to enjoy! TWO LARGE MAIN FLOOR BEDROOMS with ENSUITE BATHS & WALK-IN CLOSETS! Upstairs offers 2 additional large bdrms (or office space) both with walk-in closets & a large full bath. GREAT ROOM with large fireplace, loads of windows with VIEWS & sliders out to the covered porch & patio! Two-car garage with storage & entrance to the mud-room & laundry/utility. Lovely front porch! OPEN FLOOR PLAN kitchen, dining and great room with a large walk-in pantry! Paved driveway, concrete walkway, landscape package, cultured stone veneer allowance, & more..ALL INCLUDED! CASH OR CONSTRUCTION-TO-PERMANENT LOAN ONLY. Come tour the lot & meet the builder in the Warwick Showroom! This will be a fantastic home with all high end finishes, standard! Lovely 1-Acre level lot w/MOUNTAIN VIEWS ... VERY COMMUTABLE!

Welcome to your dream home nestled in the charming town of Chester, NY. This stunning 5-bedroom, 3.5 bathroom residence offers an expansive 3835 square feet of luxurious living space, promising comfort, style and a 32x16 inground pool with a new jacuzzi to bring the family together for some summer fun and relaxation, conveniently right in your backyard.

In Kings Estates, 2 bedroom, 3.5 bath townhome, has vaulted ceilings wood burning fireplace, skylights, a loft, hard wood floors, walkout basement with full bath nestled in a mountain-view setting is indeed enticing. The Patio overlooks scenic Mt Peter. Being minutes away from villages of Chester and Warwick, known for their charm and community events like Applefest and Farmers Markets, adds to the appeal of the location. Close to Sugarloaf PAC and Legoland. Plus, the convenience of being 60 minutes from museum mile in NYC while enjoying the tranquility of country living makes it an attractive option, especially for commuters seeking a balance between city and Rural life.

A/O with multiple back ups. This one is ready to go and is a nice house on a nice property. Perfect for a rehaber. Lots of possibilities in this oversized raised ranch built for an extended family. House close to beautiful stream behind the house. All cash buyers for this "AS IS" sale. Third party short sale negotiator gets additional fees from buyer.

This well maintained Townhouse style home is ready for you. End Unit 3 bedrooms, 2.5 bathrooms home with a full finished basement. lots of windows makes this home bright, airy, and with an open floor plan with lots of possibilities. The home has a great flow to it. Large living room with fireplace. Formal dining room. Spacious kitchen with lots of cupboards and storage. Bedrooms are good size with lots of closets. Wood floors in the home. Lower level in the basement is finished with an extra room. Porch. Move in and make this gem your home. A terrific start on your homeownership journey. No HOA. Easily accessible to shopping, parks and recreation, schools, transportation and many more. Call today!

This well maintained Townhouse style home is ready for you. End Unit 3 bedrooms, 2.5 bathrooms home with a full finished basement. lots of windows makes this home bright, airy, and with an open floor plan with lots of possibilities. The home has a great flow to it. Large living room with fireplace. Formal dining room. Spacious kitchen with lots of cupboards and storage. Bedrooms are good size as well. Move in and make this gem your home. A terrific start on your homeownership journey. No HOA.

WOW! ~~Lovingly Maintained to the Hilt" ~~ One level living with Contemporary drama! PERFECT FOR GUESTS! Accessory suite set-up w/separate entrance; **Side by Side** SITS PICTURE PERFECT ON 2.8 Acres with views to live for & backing up to State Parklands consisting of approximately 900 acres with benefits of hiking & horse trails! CUSTOM BUILT to perfection by "ORIGINAL & ONLY OWNERS!! Centrally located to Chester shopping, restaurants + movie theater & just minutes to Sugar Loaf & near Garnet Health, Crysal Run Med Centers. ~MAIN Level 1~ LR w/stone fireplace, formal DR, Eik, 4 seasons room, Sunken Mstr BR, Mstr Bth, BR #2, BR #3 + Apt w/1 BR, LR & full Bath.. LOWER LEVEL of house; Full finished walk-out bsmt / entertainment room w/brick frpl, laundry room, office, wine cellar, full bath, 2 car garage. **Handicap Assessable**... Approx 3/4's of the house is solid brick & stone...220 Elec in shed...

Welcome to the charm of this delightful, raised ranch situated on almost a half-acre, backing up to a stream and Goosepond Mtn State Park. This home boasts crown molding, a new updated bathroom with tile, newer appliances, granite countertops with wooden kitchen cabinetry, fireplace, central air, large back porch for entertaining, shed and 6 heating zones are just a few of the amenities that make this home truly special. The full finished basement has radiant heat throughout plus a jacuzzi tub, pellet stove and open space for entertainment / storage. With its prime location close to shopping, a great commuter location and Monroe Woodbury Schools, this residence offers an exceptional opportunity to embrace a comfortable and fulfilling lifestyle. A must see!

Fantastic Opportunity to own TWO- 3 bedroom 2 bathroom units with garages and municipal water, sewer and gas in one of the most convenient and attractive locations. Live in one and rent out the other! Offering all municipal amenities including water, sewer and gas. The vacant unit was recently renovated and is new and turn-key! The second unit has a solid tenant residing who would like to stay. Can be delivered vacant if necessary. The renovated, vacant unit has the garage attached so that you can walk right from the garage to the home without walking outside. The other unit you must walk outside to leave the garage and enter the house. Each garage is private. Located close to Warwick and Sugar Loaf, this location is thriving and in high-demand. Approx. 15 min to Woodbury Commons...near major shopping and wonderful restaurants and theaters. Easy commute to NYC. Don't miss it. Won't last. Furnishings in photos are staged. renovated Unit is unfurnished.

Spring is a perfect time to enjoy the sunlight in this 3 bedroom, 1 1/2 bath residence. Take in the natural light, warm hardwood floors & living room with a cozy woodburning fireplace. Double glass doors open to a sunroom centered around a wood stove... room that is both practical and functional. Kitchen has plenty of countertops & opens to the dining room allowing for conversation between the spaces. Hardwood floors continue into the bedrooms and there's neutral tiled full bath. Lower level adds a half bath and family room that is ideal for board games and family fun. The yard has a peaceful atmosphere with plenty of room for a garden or integrate some of your landscaping ideas. You can add your personality and textures to achieve your own distinctive look. Enjoy the convenience of being within 5 miles to Route 17 and main arteries. Within minutes to Warwick's historic, library & restaurants. Close to hiking trails, golf, wineries, breweries, boutique shopping and the artistic village of Sugar Loaf. Please note some of the photos were virtually staged. Mutiple offfers are on the property and everyones best and final offer is due 4/15/24 atl12:00 PM. Thank you.

The house boasts 3900 square feet of living space and sits on over 4 acres of land, offering plenty of space and privacy. The fenced-in inground pool (20x41) is a standout feature, especially with recent upgrades like a new liner and sand filter. The durable pool cover adds to its appeal and practicality. With a relatively young roof (15 years old) and the benefit of leased solar panels (8 years old), the home offers energy efficiency and reduced utility costs. The presence of a whole-house automatic generator ensures uninterrupted power supply during outages, enhancing convenience and peace of mind. The open-concept kitchen with an island flowing into the cathedral ceiling family room is ideal for modern living and entertaining. Two fireplaces add warmth and ambiance. Remodeled kitchen and bathrooms in '22 contribute to the home's contemporary appeal, while a new A/C unit in '23 ensures comfort during warmer months. Regular maintenance such as septic pumping every 3 years and the removal and soil testing of the inground oil tank demonstrate responsible ownership. The spacious 2-car garage (with potential for 4 tandem) and partially finished basement offer ample storage and additional living space options. The primary bedroom with ensuite and a private balcony provides a luxurious retreat within the home. A new driveway installed in '23 enhances curb appeal and provides convenient access to the property.Overall, this home seems to offer a perfect blend of comfort, functionality, and outdoor enjoyment, making it a highly desirable property for potential buyers.

Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe the subject property is a SFR (colonial) built in 1992. It has approx. 2768 sq ft. and has 4 bedrooms and 2.5 bath with full/unfinished Basement and 2-Att garage. The property is on 1.60acre. *** Seller makes no guarantees about property's condition, room count or other physical characteristics nor does seller guarantee accuracy whether property is on public sewer or private septic. ***

Lovely ranch on 2 acres of land, wood fired fireplace, Central air, hardwood floors and lots of room to spread out! Beautiful Granite + oak spacious kitchen with new Stainless appliances! It's open to an eating area with sliders to the deck to enjoy the peace and quiet of the private rear! Also off the kitchen is a bedroom with closet + hardwood floors or it could be a formal dining room with French doors! Living room has a fireplace to enjoy. Master BR with 1/2 bath has an exit out to the rear! In front of the house is a unique balcony where you can keep your BBQ & comfy chairs~enjoy the view! Basement can be your office, workshop or whatever you need! Inground pool being sold as is (needs liner). Nearby is the Capelli Sports Complex! & the Glenmere Mansion! Also, close to Legoland, Castle Fun Center, Historic Goshen Trotters Track & museum, wineries, breweries and so much more! Perfect for commuters, just a couple minutes to Rt 17! House next door will be available soon~complete reno!

Experience Unparalleled Luxury Living in Every Detail. Sitting on an expansive 2.6-acre estate in the Warwick Valley School District, this high-end custom-built home epitomizes luxury living at its finest. Every detail of this exquisite residence has been meticulously crafted using the finest quality materials, creating a masterpiece of architectural design and opulence. As you enter the home, you are greeted by 8-foot mahogany doors that lead into a foyer adorned with mahogany moldings and window sills. The attention to detail continues throughout the home, with all closet and bedroom doors also crafted from 8-foot mahogany, adding a touch of elegance and sophistication to every room. The heart of the home, the gourmet kitchen, where culinary dreams come to life. Adorned with Cherry Cabinets, granite countertops, and backsplash, this kitchen is a chef's paradise. Equipped with top-of-the-line appliances, including a double Wolf range with griddle, Wolf range back guard, Wolf hood and blower, Liebherr refrigerator and freezer with bio fresh vents, and Miele dishwasher, no expense has been spared in creating a culinary oasis with radiant heated floors that provide warmth and comfort throughout the entire upper level. Step outside and be enveloped by the beauty. The patio and walkways are lined with double blue stone, providing a luxurious setting for outdoor entertaining or simply relaxing in the serenity of nature. The brand new wrap-around Trex deck and rails offer the perfect spot to soak in the picturesque views of the surrounding landscape and enjoy a swim in the large above ground pool. Indulge in the ultimate relaxation experience in the main bath, featuring a luxurious lion claw soaking tub. Every element of this space has been carefully curated to create a spa-like atmosphere, where you can unwind and rejuvenate in style.

Prepare to be charmed by this meticulously maintained custom-built RANCH home, crafted with love and attention to detail by its original owners. As you step inside, you'll be enveloped in a seamless blend of mid-century design and modern comfort, creating an inviting atmosphere that feels like home. Every aspect of this custom residence has been carefully considered, offering an effortless flow that epitomizes one-level living at its finest. Whether you're unwinding in the cozy living room with mountain views, hosting gatherings in the welcoming dining room, or preparing meals in the well-appointed kitchen, you'll feel a sense of belonging from the moment you arrive. This home boasts three spacious bedrooms and two immaculate full bathrooms, complemented by an additional office on the main level and a convenient laundry/mudroom, enhancing its functionality and flow. Outside, the property exudes tranquility, with well-tended grounds featuring an inviting paver walkway leading to dual entrances. The back sliders open to a covered patio that offers a serene retreat for outdoor relaxation and entertainment. An impressive full unfinished basement will simply blow you away with its endless potential, while the heated two-car garage adds practicality to this charming abode. Nestled in a neighborly neighborhood, this village gem offers easy access to nearby amenities and is a commuter's dream, located just one hour from NYC. Don't let this opportunity slip away schedule a showing today and experience the timeless allure of this must-see home in the Cherry Heights neighborhood. It truly embodies the perfect blend of comfort, convenience, and charm that defines village living at it's best in the heart of the Hudson Valley.

This beautiful country home offers everything you may desire, located in a perfect location, only 55 miles from New York City. Built around 1865, this farmhouse is on 66 acres that are currently on agricultural assessment (in PDR). As soon as you walk into the main house you are met with the character and charm of yesterday. The main house includes 4 bedrooms, 3.5 baths, large living room, 3 original fireplaces, a formal dining room, and a country kitchen with a wood-burning stove. This property also includes a separate guest house with an open floor plan, wood burning stove, 1 bedroom, sitting room/office, with 1 full bath. In addition, this property has a summer cottage with 1 room and a wood burning stove. A 4-car detached garage with storage upstairs, which could also service as a workshop. Recently, 2 new roofs were placed on the main house and guest house, as well as 2 new oil tanks were installed in the main house. There was also a new propane hot water heater and furnace installed in the guest house in 2021. This perfect country getaway is awaiting for you!

Nestled on over 20 sprawling acres with serene brook fed, pond frontage, Bonnie Brook Estate is a true sanctuary that promises unparalleled tranquility and luxury. Situated in Monroe-Woodbury School District, this unique estate offers not one, but two distinct residences and a spacious barn, providing endless possibilities for multi-generational living or investment opportunities. House 1: Contemporary Elegance Meets Modern Luxury- Originally built in 1965 and flawlessly renovated with a sizable addition in 2022, the first home boasts a generous 3,500+ sq ft of premium living space. Designed with a flexible layout, the home features two fully-equipped kitchens and two living rooms, seamlessly accommodating a variety of lifestyle needs. The gourmet kitchens are adorned with high-end stainless steel appliances and beautiful quartz countertops. The expansive living areas showcase high ceilings and an open-concept design, filling the space with natural light and fluidity. Five well-appointed bedrooms and 4.5 lavish bathrooms provide ample space for guests. The main bedroom suite is a true retreat, complete with an ensuite bath and walk-in closet. Added comforts include a 2-car attached garage, private laundry room, and central air conditioning, ensuring the home is as functional as it is beautiful. House 2: Vintage Colonial Farmhouse with Untapped Potential- The second residence is a charming 2,700 sq ft, 1900's Colonial farmhouse sitting at the water's edge. Comprising 4 bedrooms and 2 full bathrooms, this home radiates rustic charm and is ripe for restoration. Though in need of some TLC, the solid foundation and timeless design provide an excellent canvas for those looking to make it their own. The Grounds: Your Own Private Oasis- Explore the vast 20-acre landscape, complete with lush greenery and a picturesque pond. The substantial barns offers additional space for storage or a workshop. Embrace the rare opportunity to own a versatile estate that offers both modern luxury and timeless charm, all within a serene and secluded setting. Welcome to 17 Bonnie Brook Rd, where dreams are only limited by your imagination.