Greenville Real Estate

Welcome to Greenville, New York—a hidden gem nestled in the heart of the picturesque Catskill Mountains. With its charming small-town vibe, Greenville offers a perfect blend of natural beauty and community spirit, making it an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Greenville is renowned for its stunning landscapes, featuring rolling hills, lush forests, and serene lakes. Outdoor enthusiasts will find endless opportunities for adventure, from hiking and biking in the nearby Kaaterskill Wild Forest to fishing and kayaking on the pristine waters of the Hudson River. In the winter months, the region transforms into a winter wonderland, offering skiing and snowboarding just a short drive away.

The town itself boasts a rich history, with charming architecture and a close-knit community. Local shops, farmers' markets, and cozy cafes line the main street, providing residents with a vibrant atmosphere and a sense of belonging. Greenville is also home to excellent schools and community programs, making it a fantastic place for families to thrive.

Cultural experiences abound in Greenville, with various events and festivals throughout the year celebrating the town's heritage and local talent. Whether you’re attending the annual Greenville Day or enjoying live music at a local venue, there’s always something happening.

With its stunning natural surroundings, friendly community, and rich history, Greenville, NY, is not just a place to live—it's a place to call home. Come and discover the charm of Greenville, where every day feels like a breath of fresh air!

Newest Listings in Greenville

$55,000

1032489 MLS

Opportunity awaits with this 4.61-acre wooded parcel offering ample space to bring your vision to life. Situated on a main road, this unimproved lot provides convenient year-round access and excellent visibility while still featuring a mature wooded setting. Whether you're looking to build a home, create a recreational getaway, or invest in land for the future, this versatile property offers plenty of potential. Enjoy the beauty of the natural landscape with easy access to nearby shopping, dining, schools, and outdoor recreation. Bring your plans and explore the possibilities this parcel has to offer!

L-15 State Route 32, Greenville

$399,900

3 Beds ⋅ 2 Baths ⋅ 1028624 MLS

Enjoy magnificent views and your own private in-ground pool at this three-bedroom, two-full-bath home, situated on 1.7 level acres--perfect for gardening and outdoor enjoyment. Large picture windows showcase the beautiful scenery, allowing you to enjoy the views from nearly every room. Inside, hardwood floors add warmth and character, while a wood-stove insert creates a cozy and welcoming living room. The home offers plenty of potential for updating and personalization. An attached two-car garage provides everyday convenience, and an additional detached garage offers valuable space for vehicles, equipment, storage, or a workshop. With its stunning setting, inviting pool, and property, this home is a wonderful opportunity to create the escape you've been envisioning. 2.5 hours from NYC, 40 minutes to Albany and mere minutes to Greenville.

121 North, Greenville

$1,395,000

1028555 MLS

Seize a once-in-a-lifetime opportunity to own a true piece of history in the heart of Greenville, New York. The Westerner is far more than a commercial property -- it's an iconic landmark that has woven itself into the fabric of this charming community for generations. This extraordinary offering features a striking 2,700-square-foot commercial building with a additional 2,000 square-foot studio commercial space, ideal for a wide range of business ventures. Whether you envision a retail storefront, think florist or bakery, a creative studio, a restaurant, gym or professional office, these versatile spaces provide the perfect canvas to bring all your entrepreneurial dreams to life; all supported by parking for 20 cars. But the opportunity doesn't stop there. The property also includes a 3,100-square-foot fully renovated, 2-unit building boasting 4-bedrooms and 2-bathrooms plus a two-car garage with an additional 867 square-foot 2-bedroom, 1-bathroom rental unit, all of which deliver reliable rental income. This built-in revenue stream makes the investment even more attractive, offsetting liabilities while your business takes root and flourishes. Here's your chance to bring back the store that everyone misses! Be guided by your imagination and come see this truly one-of-a-kind space and make it your own!

11305 State Route 32, Greenville

$1,795,000

4 Beds ⋅ 6 Baths ⋅ DENC2107480 MLS

Welcome to an exceptional Greenville residence where timeless elegance meets modern luxury. Perfectly positioned on a professionally landscaped two-acre cul-de-sac lot, this impeccably maintained 5-bedroom, 4 full and 2 half bath home offers the perfect balance of refined living, everyday comfort, and unparalleled privacy. From the moment you arrive, the home's exceptional curb appeal is enhanced by premium Hardie® Plank siding, installed in conjunction with all new windows and many new doors. The thoughtful renovations will provide lasting beauty, energy efficiency, and peace of mind. Inside, newly revinished hardwood floors span the entire first level, complemented by numerous custom finishes throughout. The kitchen has been thoughtfully enhanced with new countertops, tile backsplash, along with new high-end Bosch appliances including wall oven, microwave and refrigerator which creates a sophisticated space equally suited for everyday living and effortless entertaining. A breakfast area leads to the large family room with stone fireplace and paladian windows. Both formal and informal powder rooms, laundry room and access to the 3-car garage complete the main level. Head upstairs to the newly carpeted seeconf floor and find the luxurious primary suite providing a peaceful escape with an elegant tray ceiling, two spacious walk-in closets with shelving systems, and a spa-inspired bath with soaring cathedral ceilings, soaking tub and walk-in shower. A guest bedroom enjoys attached bonus room with built-in shelving along with semi-private bath, new luxury vinyl flooring and barn door. Two additional bedrooms also with new LVP complete the second level. The fully finished lower level dramatically expands the home's living space, offering a full bathroom, dedicated game room, movie room, and extensive flex space ideal for a home gym, office, guest suite, or additional recreation. A walk-out entrance enhances convenience. Designed to impress both indoors and out, the backyard is a true private retreat. Surrounded by mature landscaping and backing to serene, uninterrupted privacy, the outdoor living spaces feature a stunning DiSabatino pool and spa, inviting fire pit and patio, and beautifully tiered yard—creating a resort-style oasis for relaxing, entertaining, and enjoying every season. Impeccably maintained and truly move-in ready, this exceptional property offers luxurious finishes, thoughtful updates, outstanding indoor and outdoor living spaces, and an extraordinary private setting that is rarely available.

7 Does Ln, Greenville

$1,450,000

4 Beds ⋅ 4 Baths ⋅ DENC2107414 MLS

Welcome to 102 Haywood Road, an exceptional custom colonial nestled on a premier 1-acre cul-de-sac lot in Cherrington—Greenville’s highly sought-after enclave of all-custom homes. Built in 1981 and proudly offered by its original owner, this residence showcases pristine, timeless care across an approximate 4,875 total finished square feet of elegant living space. The heart of the home is the spectacular, light-filled great room. This expansive space boasts soaring vaulted ceilings punctuated by multiple bright skylights, rich hardwood flooring, an oversized picture window, and a commanding floor-to-ceiling brick fireplace. The main level also features a wonderful, cozy family room anchored by the home's second wood fireplace. Nestled perfectly between the sunny breakfast nook and the sunroom, this space creates a seamless, open-concept flow for everyday living and entertaining right off the kitchen. The chef's kitchen itself is beautifully appointed with custom, warm wood cabinetry, a center island, a built-in wine rack, and a generous breakfast bar. For those who work from home, the executive home office is a showstopper, featuring its own vaulted ceiling and a gorgeous wall of custom, built-in wood bookshelves. Elegant occasions are perfectly hosted in the formal dining and living rooms. Accents like the distinctive arched double doors opening to the grand foyer and classic chair railing elevate these spaces. To enjoy the serene, wooded views of the secluded property, escape to the sunroom, which features beautiful wood-paneled walls and ceilings and panoramic windows. The main floor also includes a convenient powder room, a dedicated laundry room, and access to the 2-car side-entry garage. The upper level features 4 generously-sized bedrooms and 2 full bathrooms, including a peaceful primary suite with gleaming hardwoods and an en-suite bath with dual vanities & walk-in shower. The exceptional living space continues in the partially finished lower level, which features the home's third full bathroom, classic brick-paver style flooring, a custom wood bar with seating, a dedicated billiards room, and a generous media lounge plus an outside entrance to the back yard. Outside, the sprawling bluestone patio overlooks a private, tree-lined backyard oasis. Don't miss the rare opportunity to become only the second owner of this landmark Greenville estate. Schedule your private tour today.

102 Haywood Rd, Greenville

$849,900

4 Beds ⋅ 4 Baths ⋅ DENC2107284 MLS

Located in the prestigious community of Stonewold in Greenville, Delaware, this elegant contemporary-style home offers modern design and everyday comfort. The stucco exterior opens to a welcoming open floor plan with hardwood floors throughout the first level, a gas fireplace, and generous natural light. The chef’s kitchen features a butler’s pantry, premium appliances, and an inviting breakfast room that opens to a spacious deck—perfect for morning coffee or evening entertaining—with a beautiful paver patio below for expanded outdoor living. Upstairs, you’ll find four large bedrooms, including a luxurious primary suite with a private bath and walk-in closet. A finished basement provides additional flexible living space ideal for recreation, fitness, or a home office. Set within one of Greenville’s most desirable neighborhoods, this Stonewold gem combines elegant style, modern amenities, and timeless comfort. Come make this house your home.

12 Kentshire Ct, Greenville

$755,000

3 Beds ⋅ 3 Baths ⋅ DENC2106428 MLS

Welcome to 901 Barley Drive, in the delightful community of Barley Mill Courts. This caringly maintained Cape Cod projects character and warmth and sits on a private and peaceful property amidst mature trees and a very well-landscaped yard. Highlights of this home include a first-floor primary suite, lovely sunroom, 2 wood-burning fireplaces, oak hardwood floors throughout most of this home (under carpet), quartz vanities in all bathrooms, considerable closet space, large bay windows, pleasing details like plantation shutters, exposed brick and beams, and an ideal Greenville location. Step inside to a slate foyer and you will find the formal living room and dining room on either side. The spacious living room features crown molding, an expansive bay window, and wood-burning fireplace with elegant wood mantle. On the other side of the foyer is the formal dining room with crown and chair moldings and another large bay window for wonderful natural lighting. From the dining room, flow into the kitchen with recessed lighting, granite countertops and roll-out drawers, stenciled tile backsplash, pantry, and plenty of cabinet and counter space. The adjoining dining area with exposed brick wall and plantation shutters is the ideal spot to enjoy breakfast or coffee. Another wood-burning fireplace is the focal point of the spacious family room with exposed beams and built-in shelving. From there, step out to the sunroom addition, where you may just spend all of your time relaxing and enjoying the view outdoors. The main-level primary suite features dual closets, a linen closet, and an en-suite bath with quartz vanity. Completing the first level is a powder room for guests and a large laundry/mud room with a sink and plenty of space to hang your things as you enter from the garage. Upstairs, you will find 2 large bedrooms with 6 closets amongst them, and a full bath with quartz vanity and a walk-in linen closet. The lower level of this home features a full, walk-out basement with good potential for extra living space in the future, should your needs require, in addition to storage. Situated ideally in the heart of Greenville, this home offers convenient access to everything this area has to offer including parks, schools, restaurants, shopping, and nightlife, in addition to its proximity to Philadelphia International Airport, downtown Wilmington, and Newark, and within the Red Clay School District.

901 Barley Dr, Greenville

$2,495,000

4 Beds ⋅ 6 Baths ⋅ DENC2105872 MLS

A masterfully crafted stone colonial, custom built in 2017, this exceptional 4-bedroom, 5.1-bath residence showcases timeless architecture, impeccable craftsmanship, and uncompromising quality in the coveted community of Westover Hills. Thoughtfully designed with elegant proportions and curated finishes throughout, the home offers a seamless blend of sophistication and modern livability. The grand foyer welcomes with a sweeping staircase and introduces the refined interiors beyond. To one side, a richly appointed library features custom built-in cabinetry and a fireplace, creating a distinguished setting for work or relaxation. Opposite, the formal dining room is perfectly suited for entertaining and connects to the kitchen through a beautifully designed butler’s pantry with beverage fridge. At the heart of the home is a spectacular custom kitchen by Waterbury Kitchens, where exquisite craftsmanship meets exceptional function. Anchored by a substantial center island, the space features thoughtfully integrated cabinetry, premium appliances, and an inviting breakfast area overlooking the grounds. The adjacent family room is both elegant and welcoming, highlighted by a coffered ceiling and handsome stone fireplace. French doors lead to a serene enclosed porch, extending the living space and providing a tranquil setting for year-round enjoyment. A spacious walk-in pantry, mudroom with classic brick flooring, private home office, powder room, and attached two-car garage complete the main level. The second floor is centered around a luxurious primary suite designed as a private sanctuary. The bedroom features a vaulted ceiling and is complemented by dual walk-in closets and a beautifully appointed Waterbury-designed bath. Three additional bedroom suites each enjoy their own private bath, providing comfort and privacy for family and guests. A well-positioned laundry room adds convenience to the upper level. The unfinished third floor offers abundant storage and presents an opportunity for future expansion. Designed with entertaining in mind, the finished lower level features a spacious game room with custom bar, exercise room, versatile music room, office, full bath and media area, as well as walk-out access. Outdoors, the level grounds provide a picturesque backdrop for recreation and entertaining, while the slate patio offers an elegant setting for al fresco dining and gatherings. Rarely does a home of this caliber become available—an exceptional offering defined by architectural integrity, bespoke finishes, and enduring elegance in one of the region’s most prestigious neighborhoods. As part of the HOA fee, there is a dedicated New Castle County security presence for the neighborhood.

900 Berkeley Rd, Greenville

$2,999,999

4 Beds ⋅ 4 Baths ⋅ 1008516 MLS

Presenting a freshly constructed modern farmhouse masterpiece set on 13.7 scenic acres in the sought-after Minisink Valley School District, offering 5,919 square feet of exceptional living space. Designed with a sprawling open floor plan, the home’s main living, dining, and kitchen area is crowned by soaring cathedral ceilings and anchored by a breathtaking 26-foot floor-to-ceiling masonry fireplace. An expanse of oversized windows floods the interior with natural light and frames the serene beauty of the surroundings. Wide plank oak and hickory floors flow throughout, while Spanish-imported tile adds elegance to the bathrooms. The chef’s kitchen is a showstopper, appointed with top-of-the-line Bosch smart stainless steel appliances controllable from your phone, Calcutta jade countertops, a massive pantry, and a farmhouse sink overlooking the backyard. The first-floor primary suite serves as a private retreat with a spa-like bathroom, generous walk-in closet, and private study. An additional first-floor ensuite guest bedroom with a walk-in closet ensures comfort for visitors. An oversized heated 4-car garage with 9-foot ceilings and dual EV chargers is an autophile’s dream. A sizable mudroom off the garage leads to a large laundry room complete with a dog wash and half bath. Upstairs, two oversized bedrooms that could be split in half to create 2 additional bedrooms share a beautifully appointed bath with a tile shower and soaking tub, accompanied by a cozy den. A rooftop garden provides a serene perch for relaxation, while the stone paver patio with granite cobblestones—both covered and uncovered—offers multiple venues for outdoor entertaining. The property’s all-electric, high-efficiency heating and cooling systems underscore its commitment to green living, ensuring comfort with minimal environmental impact. The backyard offers a blank canvas for future expansion or enhancements. Located in tranquil Greenville, NY, this property is moments from the charm of Warwick, NY—famed for its wineries, apple orchards, and boutique shopping—historic Goshen, NY with its dining and equestrian events, and Middletown, NY’s extensive retail and entertainment options. Nearby Port Jervis, NY and Milford, PA offer riverfront recreation, antique shopping, access to the MetroNorth Railway and dining, while New York City is within approximately 75 miles for easy access to world-class culture and business. Outdoor enthusiasts will relish the area’s hiking, fishing, skiing, and seasonal festivals, making this extraordinary home not just a residence, but a lifestyle.

158 Brown Road, Greenville

$450,000

1005747 MLS

A rare historic landmark just two blocks from the town square. This 19th-century Victorian is set on an oversized 1.7-acre village parcel. An exceptional blend of presence, curated spaces, and walkability. Thoughtfully preserved and lovingly restored, the home retains its architectural integrity while benefiting from key modern upgrades, including newer mechanicals, energy-efficient heating, upgraded windows, and spray-foam insulation. The flexible layout easily accommodates elegant single-family living with dual staircases on the north and south sides of the home. Add creative pursuits, or a refined live-work lifestyle, further enhanced by favorable commercial zoning, featuring a separate room with its own entrance offering ideal space for a professional office or studio. Inside, original hardwood floors, soaring ceilings, decorative trim, and abundant natural light create warmth and scale throughout. The formal living room features a propane fireplace, while multiple gathering spaces flow comfortably for entertaining. Outdoors, the grounds provide a peaceful village retreat with room to garden, gather, and enjoy your private above-ground pool, fire pit, pergola, or unwinding on your wrap-around porch. Walkable to the Tasting Lab Brewery/Restaurant, where you'll find one of the best burgers you've ever had, and live relaxing music on Sundays. Just minutes from Story's Nursery in Freehold, ideal for enhancing the property's already lush landscaping. 25 Min. to Albany, to Village of Catskill, and to Ski Windham. Virtual tour available upon request.

4916 State Route 81, Greenville

$1,250,000

3 Beds ⋅ 4 Baths ⋅ DENC2102634 MLS

Back on the market! Previous buyer has represented that they could not obtain financing. Welcome to this stunning single-family residence located on a private cul-de-sac lane in highly desirable Greenville, Delaware. With a spacious and meticulously designed living space, this elegant home offers the perfect blend of sophistication and comfort. Step through the grand foyer and be greeted by the soaring ceilings of the living room and exquisite detail throughout. The spacious formal dining room is ideal for intimate gatherings or entertaining, while the gourmet kitchen boasts granite countertops with a spacious center island and a breakfast nook. Cozy up in the living area by the inviting fireplace or retreat to one of the three generously sized bedrooms, each offering ample space, natural light and beautiful views of the gorgeous yard. The main suite includes incredible dual walk-in closets with built in shelving and spa-like bathroom—perfect for relaxation. The home also features a heated pool that could be put back in use. Or convert the space into additional living space such as a first floor primary bedroom or in-law suite. The landscaped exterior and serene setting further enhance the allure of this exceptional property. This extraordinary residence seamlessly combines timeless elegance with functional living, making it a true gem. Located in close proximity to major attractions such as Longwood Gardens, Winterthur and Hagley as well as dining in Centreville and Kennett Square. Shopping and groceries are also incredibly convenient in nearby Greenville Center.

203 Haystack Ln, Greenville

$239,000

985459 MLS

Welcome to the vibrant heart of Greenville, NY. This charming and versatile three-bedroom, two-bathroom Commercial/residence space is located along State Route 32. It offers great accessibility, remarkable visibility, and endless possibilities for both entrepreneurs and those seeking a sense of home while maybe running a business. With the major intersection of State Routes 32 and 81 right there in the epicenter of Greenville, this property boasts a location that simply cannot be replicated. The address places you right on a well-traveled state route, ensuring high traffic visibility and easy access for clients, customers, or guests. This home has been a proven money maker as a rental outfitted with an efficient Rinnai heating system and is tapped into the Municipal sewer system. Greenville is renowned for its welcoming community, scenic surroundings, and dynamic local businesses. Step outside your front door and discover walkable access to shops, restaurants, parks, and everything the town has to offer. Whether you're searching for a place to launch your next venture or just looking to fulfill the dream homeownership, this property places you at the crossroads of opportunity. A short drive to Albany, Windham, Catskill and just off exit 21 of the NYS Thruway 2.5 hours north of NYC.

11184 State Route 32, Greenville

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