Cherry Valley Homes under $500,000

Charming Colonial Farmhouse on 10+ Acres with Guest Cottage and Two-Car Garage! Welcome to 35 Maiden Lane in Cherry Valley, NY! Situated on 10+ acres, this charming 3-bedroom, 1.5-bath Colonial-style farmhouse offers timeless character, country charm, and plenty of possibilities. Featuring three fireplaces, hardwood floors, and classic architectural details, the home offers a wonderful opportunity to preserve its original character while adding your personal touches. The inviting two-story layout provides comfortable living spaces, while the three fireplaces add warmth and charm throughout. A covered porch offers the perfect spot to relax and take in the peaceful country setting. Adding to the property’s appeal is a two-car garage and a separate cottage, offering exciting possibilities for an artist’s studio, creative workspace, guest accommodations, or potential rental income with some improvements and appropriate approvals. The 10+acre setting provides room for gardening, recreation, and enjoying the privacy of country living. Whether you’re searching for a full-time residence, weekend retreat, or property with additional income potential, this unique offering has plenty to explore. Conveniently located near the historic Village of Cherry Valley and a short drive to Cooperstown. A wonderful opportunity to own a classic country property with acreage, additional buildings, and endless potential!

35 Maiden Lane, Cherry Valley

Listing courtesy of Keller Williams Upstate NY Properties. Contact: (607) 435-0014

$250,000

4 Beds ⋅ 2 Baths ⋅ S1719527 MLS

Enjoy the charm and history of Cherry Valley, with the renowned attractions of Cooperstown close enough for day trips. From the National Baseball Hall of Fame and Museum and Fenimore Art Museum to Otsego Lake, Glimmerglass State Park, local shops, and historic village streets, the area offers a wonderful blend of culture, history, and outdoor recreation. Some homes offer more than meets the eye, and this one is a perfect example. At only 38 years young, this Willowbrook by Ritz-Craft double-wide modular home is truly a home on steroids! While the home is beginning to show its age and could benefit from some updating, it has wonderful potential to shine again with a little imagination, personal touches, and vision. Set back from the road along a stone driveway, the home offers space, privacy, and plenty of possibilities. Inside are four generously sized bedrooms, an eat-in kitchen with skylights, a spacious living room with cathedral ceilings, and a primary bedroom with a private bathroom and double closets. A second bathroom serves the main living area. What sets this property apart is the attention to detail beyond what the eye can see. The ceilings feature fiberglass insulation, roof trusses are spaced 16 inches on center rather than the typical 24 inches, and the fourth bedroom was created through an addition with a new roof. Additional features include a 1,000-gallon concrete septic tank, a drilled well approximately 98 feet deep, a new well pump, and a furnace approximately three years old. The owners report good water with no sulfur odor. Huge attached two-car garage features poured concrete walls reinforced with 10-inch tied-in rebar, and a huge cellar. Huge barn has 200-amp electrical service and water, offering possibilities for hobbies, equipment, or a workshop. Set on a little over an acre, the property offers privacy and room to breathe—a wonderful setting to create your own peaceful home retreat. Enjoy the front porch, back deck, and outdoor space, with plenty of room to relax, entertain, and enjoy the surroundings.

916 Middlefield Road, Cherry Valley

Listing courtesy of Coldwell Banker Sexton Real Estate. Contact: 315-853-3535

$119,000

3 Beds ⋅ R1715783 MLS

19th-Century Greek Revival Village Classic – Blank Canvas Ready for Your Vision. Bring your restoration or renovation talents to life with this historic 19th-century Greek Revival home, perfectly set on a spacious, private village lot with long country views. The heavy lifting has already been completed: the structure has been fully gutted down to the studs, offering a seamless head start for a custom historic renovation or modern-farmhouse transformation. A renovated family home or a rental investment with loads of character and a nice village location. Property Highlights & Recent Upgrades: • Exterior & Envelope: Brand-new roof, new siding, and a large, newly constructed two-story addition that significantly expands the interior footprint and provides the space for a large eat in kitchen downstairs and giant primary bedroom upstairs. New engineered septic and leech field installed 2025. • Flexible Layout: Framed and ready for a customized floor plan with potential for 3 bedrooms and 2 to 2.5 bathrooms. • Main Level Vision: Designed for a light-filled, large eat-in kitchen featuring patio doors that step directly onto the sprawling, private backyard. Open plan living dining space in the historic section of the home. • Included Fixtures: Kitchen appliances, cabinets and a kitchen sink are included in the sale, ready for installation. • Detached Outbuilding: A solid, classic two-story barn offering secure two-car parking on the main level plus a dedicated workshop space and upper-level storage above. • Setting: Enjoy the quiet charm of village living paired with an expansive, serene backyard framed by pastoral views. This property combines authentic architectural roots with structural upgrades, eliminating the most labor-intensive demo phase. Simply bring your builder and your interior vision to complete the finishings and create a village family home. Contact us today to schedule a walkthrough and review the existing structure and included materials.

8 Genesee Street, Cherry Valley

Listing courtesy of Cooperstown Brokers, LLC. Contact:

$275,000

4 Beds ⋅ 2 Baths ⋅ S1707789 MLS

Say hello to 27 Maple Avenue, where architectural character, generous living spaces, flexible rooms, and exceptional storage come together in the historic Village of Cherry Valley. Upon entering, you will notice the home’s inviting layout and impressive staircase, which creates a beautiful focal point while leading to the second floor and its large bedrooms. The spacious kitchen offers plenty of room to gather, while separate living and family rooms provide flexibility for entertaining, relaxing, or creating a dedicated home office. The first floor also features a convenient washer and dryer setup and the beginnings of a half bath; a sink must be installed before the space can function as a complete half bath. The sunroom, featuring a hot tub that conveys with the property, offers a wonderful place to unwind throughout the seasons. Outside, the large lot provides room for gardening, recreation, and entertaining. The oversized garage is a standout feature, complete with designated workbenches, an attached equipment shed, and a loft offering additional storage or the potential for a fun hangout space. Located in the Cherry Valley-Springfield Central School District, the property is approximately 1.5 miles from the district’s Pre-K–12 campus. Enjoy convenient access to Route 20, Cooperstown, Sharon Springs, Bassett healthcare facilities, and Cherry Valley State Forest. While a home’s aesthetics can always be updated, its location cannot—and this property offers a wonderful opportunity to personalize a spacious home in a charming and historically rich community. A few thoughtful cosmetic updates could make a significant difference, allowing the next owner to highlight the home’s character and create a space that truly reflects their style. With an appealing layout, room to spread out, and storage that is difficult to find, 27 Maple Avenue is ready to welcome its new owners.

27 Maple Avenue, Cherry Valley

Listing courtesy of Coldwell Banker Sexton Real Estate. Contact: 315-853-3535

$349,000

1 Beds ⋅ 2 Baths ⋅ R1704554 MLS

A rare opportunity to own one of the region's most recognized and beloved destination restaurants! The Rose & Kettle has earned a stellar reputation for exceptional dining, warm hospitality, and a loyal following, attracting both local patrons and visitors to the Cooperstown and Cherry Valley area for years. Located in the heart of the historic Village of Cherry Valley, this turnkey offering includes an approximately 2,600-square-foot restaurant situated on a 0.35-acre lot with off-street parking, seating for approximately 50 guests indoors, plus an additional 16-seat outdoor patio, building is ADA compliant. The property also features comfortable owner's living quarters on the second floor, creating an ideal owner-operator opportunity or additional income potential. This is a fully operational, turnkey restaurant, simply bring your suitcase, step into the kitchen, and continue a successful business from day one. The business is being offered fully furnished and equipped, allowing for immediate operation. Current health permits are in place, and the restaurant operates under an active New York State liquor license (subject to buyer application and approval), providing buyers confidence in its established operational compliance. With approximately $320,000+ in consistent annual gross sales in recent years, The Rose & Kettle offers a proven operating history of over 40 years, established goodwill, strong name recognition, and a loyal customer base. Whether you choose to continue its celebrated legacy or introduce your own culinary vision, this is an exceptional opportunity to own a thriving hospitality business in one of Central New York's most charming historic villages. Turnkey restaurant opportunities with this level of reputation, history, and character rarely become available.

4 Lancaster Street, Cherry Valley

Listing courtesy of Keller Williams Upstate NY Properties. Contact: (607) 435-0014

$349,000

11866776 MLS

A rare opportunity to own one of the region's most recognized and beloved destination restaurants! The Rose & Kettle has earned a stellar reputation for exceptional dining, warm hospitality, and a loyal following, attracting both local patrons and visitors to the Cooperstown and Cherry Valley area for years. Located in the heart of the historic Village of Cherry Valley, this turnkey offering includes an approximately 2,600-square-foot restaurant situated on a 0.35-acre lot with off-street parking, seating for approximately 50 guests indoors, plus an additional 16-seat outdoor patio, building is ADA compliant. The property also features comfortable owner's living quarters on the second floor, creating an ideal owner-operator opportunity or additional income potential. This is a fully operational, turnkey restaurant, simply bring your suitcase, step into the kitchen, and continue a successful business from day one. The business is being offered fully furnished and equipped, allowing for immediate operation. Current health permits are in place, and the restaurant operates under an active New York State liquor license (subject to buyer application and approval), providing buyers confidence in its established operational compliance. With approximately $320,000+ in consistent annual gross sales in recent years, The Rose & Kettle offers a proven operating history of over 40 years, established goodwill, strong name recognition, and a loyal customer base. Whether you choose to continue its celebrated legacy or introduce your own culinary vision, this is an exceptional opportunity to own a thriving hospitality business in one of Central New York's most charming historic villages. Turnkey restaurant opportunities with this level of reputation, history, and character rarely become available.

4 Lancaster St, Cherry Valley

Listing courtesy of Linda Flynn with Keller Williams Upstate NY Properties

$235,000

3 Beds ⋅ 1 Baths ⋅ R1688195 MLS

Nestled in the heart of the picturesque village of Cherry Valley, this inviting 3-bedroom, 1-bath home offers warm character, and a lifestyle centered around comfort, community, and natural beauty. Rich natural woodwork, pretty wood floors, and French doors throughout the home create a timeless atmosphere filled with charm and craftsmanship. This sunlit home, illuminates fresh, welcoming interior spaces, highlighting the home's thoughtful details. A delightful sun porch provides a cozy space for a 2nd living room, office, or art studio. The country kitchen serves as the heart of the home, opening naturally to a formal dining room and a comfortable family room anchored by a cozy fireplace. Whether hosting friends or enjoying a quiet evening at home, these spaces create a nice circular flow for easy living. Upstairs, you'll find three generously sized bedrooms and an upgraded full bath, providing comfortable accommodations and peaceful retreats for family and guests. Step outside and discover a truly special backyard sanctuary. Fully fenced and carpeted with beautiful clover, the yard invites barefoot strolls, outdoor gatherings, and peaceful afternoons. A charming pond and thoughtfully designed landscape feature add beauty and tranquility, while a spacious deck surrounded by substantial stonework offers a pleasant setting for dining or entertaining. The welcoming covered front porch further extends the home's living space, offering a wonderful place to relax at day's end, greet neighbors, and enjoy the simple pleasures of village life. Located just a short 15-minute drive from Cooperstown, Cherry Valley is cherished for its quiet culture, historic character, vibrant arts community, and easy pace of living. This is an opportunity to enjoy the best of small-town charm while remaining close to the many attractions and amenities of the surrounding region. A home filled with character, light, and tranquility—perfectly suited for those seeking a wholesome and relaxed village lifestyle.

44 Alden Street, Cherry Valley

Listing courtesy of Cooperstown Brokers, LLC. Contact:

$499,000

4 Beds ⋅ 4 Baths ⋅ 11691880 MLS

Step into Cherry Valley history with this beautifully maintained Victorian-Italianate, currently operating as the John Henry Bed & Breakfast. Formerly the Arcadia Bed & Breakfast, this beloved inn has welcomed guests from near and far to enjoy the charm Cherry Valley is known for. Built post-Civil War, the home features ornate trim, tall windows and a distinctive round-headed stained-glass window above the front door, a nod to Italian design. This turnkey B&B offers an inviting atmosphere, each room uniquely decorated for a personalized stay. The main house has four bedrooms and four full baths, with three guest rooms upstairs featuring private en-suites and custom California closets. The first floor includes formal dining and sitting rooms filled with natural light, including an original bay window and cozy propane fireplace. The kitchen boasts a chef's dream stove, modern appliances and large pantry suited for daily living or catering. Adjacent spaces include a desk for bookings, an enclosed porch and laundry area to streamline guest turnover. The private 700-sq-ft owner's suite, renovated in 2019, offers floor to ceiling windows, luxury vinyl flooring, custom California closets and a double-sided propane fireplace, an elegant retreat or extra guest space. A detached carriage house adds a fully equipped one-bedroom apartment with private balcony, full kitchen, walk-in closet, living room, and Vermont Castings stove, ideal as a long-term rental or innkeeper's quarters. Guests love the location just 12 miles from Cooperstown's National Baseball Hall of Fame, Glimmerglass Opera, Hyde Hall, and Otsego Lake, plus local breweries, wineries, and farm- to-table dining. Outdoor lovers enjoy hiking, cycling and scenic drives. Easy access to the NYS Thruway, Hudson Valley, and NYC draws weekend visitors and long-term travelers alike. Whether continuing as a thriving B&B or creating a stunning private home with income potential, 147 Main Street blends history, hospitality, and opportunity. Call today to book your private showing.

147 Main St, Cherry Valley

Listing courtesy of Linda Flynn with Keller Williams Upstate NY Properties

$499,000

4 Beds ⋅ 4 Baths ⋅ R1673379 MLS

Step into Cherry Valley history with this beautifully maintained Victorian-Italianate, currently operating as the John Henry Bed & Breakfast. Formerly the Arcadia Bed & Breakfast, this beloved inn has welcomed guests from near and far to enjoy the charm Cherry Valley is known for. Built post-Civil War, the home features ornate trim, tall windows and a distinctive round-headed stained-glass window above the front door, a nod to Italian design. This turnkey B&B offers an inviting atmosphere, each room uniquely decorated for a personalized stay. The main house has four bedrooms and four full baths, with three guest rooms upstairs featuring private en-suites and custom California closets. The first floor includes formal dining and sitting rooms filled with natural light, including an original bay window and cozy propane fireplace. The kitchen boasts a chef's dream stove, modern appliances and large pantry suited for daily living or catering. Adjacent spaces include a desk for bookings, an enclosed porch and laundry area to streamline guest turnover. The private 700-sq-ft owner’s suite, renovated in 2019, offers floor to ceiling windows, luxury vinyl flooring, custom California closets and a double-sided propane fireplace, an elegant retreat or extra guest space. A detached carriage house adds a fully equipped one-bedroom apartment with private balcony, full kitchen, walk-in closet, living room, and Vermont Castings stove, ideal as a long-term rental or innkeeper’s quarters. Guests love the location just 12 miles from Cooperstown’s National Baseball Hall of Fame, Glimmerglass Opera, Hyde Hall, and Otsego Lake, plus local breweries, wineries, and farm- to-table dining. Outdoor lovers enjoy hiking, cycling and scenic drives. Easy access to the NYS Thruway, Hudson Valley, and NYC draws weekend visitors and long-term travelers alike. Whether continuing as a thriving B&B or creating a stunning private home with income potential, 147 Main Street blends history, hospitality, and opportunity. Call today to book your private showing.

147 Main Street, Cherry Valley

Listing courtesy of Keller Williams Upstate NY Properties. Contact: (607) 435-0014

$99,000

5 Beds ⋅ 1 Baths ⋅ 11598670 MLS

Many updates have been done. Electric service is installed and water is on. Back side of the house has new clapboard siding. Historic Farmhouse with Privacy, Farmland Views & Prime Commercial Exposure - 7715 Route 20, Cherry Valley NY Minutes to Cooperstown and 3 hours to NYC. Own a rare piece of American craftsmanship - a historic farmhouse (circa 1900) built with heavy wood flooring, high ceilings on every floor, and oversized timber framing that stands the test of time. Set along the iconic Route 20 and surrounded by open farmland, this property offers the perfect balance of privacy, rural beauty, and high-visibility commercial opportunity. Property Highlights • Historic Construction (circa 1900): Built with enduring materials, featuring oversized beams and solid framing that exemplify old-world quality. • Spacious Layout: 5 rooms upstairs, 3 rooms downstairs - perfect for living, working, or mixed-use development • Heavy Wood Flooring: Authentic, thick planks throughout every level - strong, beautiful, and full of character. • High Ceilings Everywhere: From the main floor to the attic, tall ceilings enhance openness and light. • Expansive Walk-Up Attic: Full-height, walkable attic ideal for storage, a studio, or future renovation. • Partial Basement: Requires a simple update - a horizontal drain or sump pump. • Solid Timber Construction: Oversized timbers throughout the structure ensure long-lasting strength. Condition and Air Quality A previous leak has been addressed. Setting & Location Set directly on Route 20, this property enjoys maximum exposure to steady highway traffic while maintaining total privacy - there are no immediate neighbors, only peaceful open farmland in every direction. This combination makes it ideal for both living and business - a truly prime advertising location where your sign or business will be seen by countless travelers every day. ️ Commercial & Creative Potential Few properties offer this much versatility. Perfect for: • A restaurant or roadside café • A shop, equipment repair, sales, or storage business • A workshop, studio, or showroom • A high-visibility advertising site - prime exposure right on a major U.S. route Privacy. Farmland views. Commercial exposure. As they say: Location. Location. Location. And this property has it all - history, structure, visibility, and potential. Motivated seller. Updates being done and electric being installed.

7715 US Highway 20, Cherry Valley

Listing courtesy of Tammy Silvestri-Putnam with BETTER SPACES REALTY

Cherry Valley Homes under $500,000

Newest Cherry Valley Homes under $500,000