Browse All Chili NY Historical Properties for Sale

Discover the timeless charm of this inviting Colonial home with distinctive Tudor details, spacious living areas, and a beautiful park-like one-acre setting. Featuring three bedrooms, three full bathrooms, and a half bath, this home offers a wonderful blend of character, comfort, and versatility. Inside, hardwood floors extend throughout both levels, adding warmth and classic appeal. The generously sized eat-in kitchen provides plenty of space for everyday meals and gathering with family and friends, while the separate formal dining room is ideal for holiday celebrations and special occasions. The family room is a standout feature, offering abundant space to relax and entertain, along with a gas-insert fireplace that creates a warm and welcoming atmosphere. The home's spacious layout and generous storage space provides plenty of room for both comfortable everyday living and hosting guests. Upstairs, the primary bedroom offers a private retreat, complete with an ensuite bathroom and walk-in closet. Two additional bedrooms and a full bath provide flexibility for family members, guests, or a home office. The finished basement expands the home's living space with a recreation room and full bathroom. Step outside to enjoy the picturesque, park-like one-acre lot. The expansive grounds provide room to garden, entertain, and engage in athletic pursuits! A large patio with a fountain water feature creates a peaceful setting for morning coffee, outdoor dining, or relaxing evenings. Adding exceptional versatility is the massive shed, offering generous space for projects, hobbies, storage, and parking additional vehicles. This property offers a wonderful opportunity to enjoy space, charm, and functionality in one special home. Delayed negotiations begin Tuesday, October 27 at 10 AM. OPEN HOUSE SATURDAY, OCT. 24 11:30-1:00!

363 Chestnut Ridge Road, Chili

$349,000

4 Beds ⋅ 2 Baths ⋅ R1724377 MLS

Welcome to 39 Wilelen Road, where timeless charm meets modern comfort! This beautifully presented 4-bedroom, 2-bathroom home offers the perfect blend of style, space, and functionality. From the moment you arrive, you'll be drawn to the classic brick exterior, inviting curb appeal, and spacious front lawn. Step inside to discover a bright, welcoming interior filled with natural light, beautiful flooring, and inviting living spaces designed for both everyday comfort and entertaining. The stunning kitchen is sure to impress, featuring rich wood cabinetry, sleek countertops, brand new stainless steel appliances, stylish pendant lighting, and a spacious peninsula perfect for casual dining or gathering with guests. The adjoining dining area offers a charming setting for everything from intimate dinners to memorable celebrations. With four bedrooms, there's plenty of flexibility for guests, a home office, or whatever suits your lifestyle. Additional highlights include an attached two-car garage, finished basement and a sun-filled enclosed porch, offering the perfect spot to unwind and enjoy views of the outdoors. Enjoy added peace of mind with new flooring through out, a brand-new hot water heater and a freshly serviced furnace with new replacement parts! With its inviting atmosphere, beautiful interior finishes, and versatile living spaces, this home offers so much to love. Don't just imagine yourself living here, come experience it for yourself! DELAYED NEGOTIATIONS due October 29, 2026 at 12PM

39 Wilelen Road, Chili

$249,995

3 Beds ⋅ 2 Baths ⋅ R1724298 MLS

Welcome to 5 W Canon Dr in Chili! This inviting 3-bedroom, 1.5-bath Colonial combines classic charm with thoughtful updates and flexible living space. The updated kitchen features all-wood cabinetry, stainless steel appliances, and solid-surface countertops, while hardwood floors run throughout the home. The first-floor family room offers additional space for relaxing, entertaining, or working from home. Upstairs, the full bath connects to both the primary bedroom and hallway for convenient access. Enjoy the outdoors in the large backyard with mature trees and a patio, perfect for warm-weather gatherings. Additional highlights include a full tear-off roof replacement approximately 10 years ago, newer furnace and water heater, vinyl replacement windows throughout, LeafFilter gutter guards, and a convenient laundry chute from the upstairs hallway to the basement laundry area. With classic charm, practical updates, and comfortable living spaces, this home is ready for its next chapter. Showings begin Friday, October 23rd at 8am. Offers to be reviewed Tuesday, November 3rd at Noon.

5 W Canon Drive, Chili

$274,900

3 Beds ⋅ 2 Baths ⋅ R1721612 MLS

Move-in ready & Charming Cape Cod set on over a half-acre lot, with an especially private backyard! This 3-bedroom, 2-full-bath home blends original architectural character with extensive recent updates. A welcoming arched front entry wood door, with a new custom-made storm door/2023, & a built-in wall doorbell leads inside to the foyer/entry with ceramic tile flooring. The living room with hardwood flooring is anchored by a decorative fireplace (non-functional, decorative only/needs new tile or liner). Updated kitchen offers LG stainless smart appliances/2022, subway tile backsplash, and an eating nook. The first floor includes two bedrooms and a full bathroom. One of these bedrooms was originally a formal dining room and has a sliding glass door that leads out to the rear deck/concrete patio, if a formal dining room is preferred, this would be a two-bedroom home. Upstairs, the private second-floor primary bedroom features a desk/office area, and its own ensuite full bath with a skylight. The partially finished basement provides storage & recreation room space, and a laundry area with laundry tub, washer/dryer included. Natural gas-fired hot water boiler-(liner 2024) baseboard heat, supplemented by a ductless mini-split unit/2025 that also provides air conditioning in the living room and 2nd floor primary bedroom. Natural gas hot water heater-(liner 2024) supplies the home's hot water. Electrical service was updated to a 200-amp circuit box/2024; functional fuse box in the garage. Outside, enjoy the large, concrete back patio/2024, freshly painted front and rear decks/2026, refreshed landscaping/2023, and a storage shed in the backyard that is included. Major improvements include a tear-off roof/2022, new gutters/2022, exterior paint/2022, and a brand-new, expanded blacktop driveway/2025, and sealed/2026. A rare combination of classic charm, including solid wood doors with glass knobs, many thoughtful updates, and lots of outdoor space! Negotiations are delayed and will begin on Tuesday, October 27th, 2026, at 3:00PM. Open houses: Thursday, October 22nd, 4:00PM to 6:00PM, Saturday, October 24th, 12:00PM to 2:00PM and Sunday, October 25th 10:00am to 12:00PM.

104 Hubbard Drive, Chili

$199,900

4 Beds ⋅ 1 Baths ⋅ R1723809 MLS

Amazing 4 bedroom Cape on a large lot! This home has so many recent upgrades including: In June 2024 a 98% High Efficiency Furnace with Central Air, 2025 Tear-off 30 Year Architectectual Roof, 2023 New Hybrid Heat Pump Hot Water Heater, New Quartz countertops in the kitchen with a single deep basin sink September 2026, New Vinyl Replacement Comfort Windows and a Whole Home Water Filter in the Spring of 2025. Also Newer stainless steel Whirlpool appliances adorn the eat-in-kitchen, immaculate hardwood floors through-out, updated bath, updated lighting, newer plank flooring in the 2 bedrooms upstairs with built-in drawer space. A tiled breezeway leads to the over-sized two car garage offers a 100 amp sub-panel, gas line and provisions for welding apparatus. Delayed Negotations until Monday 10-26-26 @ 8 pm

2885 Chili Avenue, Chili

$349,995

5 Beds ⋅ 4 Baths ⋅ R1723631 MLS

Room to grow, space to spread out, and the flexibility to fit your lifestyle! Welcome to 45 Solmar Drive, a 5-bedroom, 3-full-bath home offering the best of single-level living with plenty of additional space for a large family or multigenerational living. The addition features a first-floor bedroom and full bath, ideal for an in-law suite or additional primary suite. Hardwood floors highlight the main living areas. The cozy family room features a gas fireplace. Enjoy the convenience of first-floor laundry, with an additional hookup in the basement. The three-season room offers a relaxing spot to enjoy the outdoors, while the deck overlooks a large, level yard. The attached two-car garage and storage shed provide additional functionality. Located in a quiet neighborhood, this versatile home offers room for everyone! Showings begin Thursday, October 22nd at 10am. Offers to be reviewed Friday, October 30th at 10am.

45 Solmar Drive, Chili

$269,900

4 Beds ⋅ 2 Baths ⋅ R1722471 MLS

INCREDIBLE VALUE IN CHILI! SPACE, UPDATES & OPPORTUNITY ALL IN ONE! 12 SPICEWOOD LANE — FRESHLY UPDATED, SPACIOUS & READY TO IMPRESS! Discover the perfect blend of modern updates, comfortable living, and exceptional versatility in this inviting 4-bedroom, 2-full-bath home offering 1,718 square feet in the Churchville-Chili School District! Step inside to find freshly painted interiors, beautiful hardwood floors in the bedrooms, and NEW luxury vinyl flooring flowing throughout the living room, family room, and kitchen. With two distinct living areas and four bedrooms, this flexible floor plan provides plenty of options for entertaining, working from home, or simply spreading out and enjoying everyday life. A MAJOR HIGHLIGHT IS THE BEAUTIFULLY COMPLETED FULL BATHROOM RENOVATION, showcasing elegant marble and quartz finishes that bring a fresh, sophisticated touch to the home! The kitchen offers everyday convenience with newer appliances, including a refrigerator and dishwasher installed in 2025. Outside, your own private backyard retreat awaits! Enjoy a generously sized yard with room for summer gatherings, gardening, outdoor recreation, or peaceful relaxation. The spacious 2.5-car garage offers excellent space for vehicles, hobbies, and storage, while the chicken coop adds a delightful touch of country charm. Central air conditioning, numerous interior improvements, and an abundance of functional living space make this property even more appealing. FOUR BEDROOMS! TWO FULL BATHS! TWO LIVING AREAS! BEAUTIFUL UPDATES! A PRIVATE BACKYARD! Whether you're looking for room to spread out, space to entertain, or a home that offers flexibility for your lifestyle, 12 Spicewood Lane delivers! OPEN HOUSE — SATURDAY, OCTOBER 17, 2026, FROM 1:30–3:00 PM! COME SEE ALL THIS HOME HAS TO OFFER!

12 Spicewood Lane, Chili

$399,900

R1716777 MLS

Welcome to 3151 Chili Avenue! This fully functioning salon has been a staple in the Chili community for many years and is ready for its next chapter. The flexible layout offers space for up to six styling stations, a dedicated color area, retail space, reception desk with cash wrap, and more, providing plenty of opportunity to bring your business vision to life. Positioned in a prime, high visibility location at the intersection of Chili Avenue and Paul Road, the property benefits from exposure along a well-traveled commercial corridor. A newly paved parking lot with approximately 20 spaces adds convenience for clients and guests. A newer roof and evidence of well maintained mechanicals are additional standouts. Upstairs, additional rooms provide flexible space for storage, a break room, office, or other business needs. The basement is accessible through Bilco doors and provides even more storage and utility space. Well maintained, highly visible, and ready for its next business...make your appointment to see 3151 Chili Avenue today!

3151 Chili Avenue, Chili

$649,900

R1677809 MLS

Commercial property offering building, land, and business for sale with real estate included at 2771 Scottsville Road. Positioned along a high-visibility corridor with convenient access to major roadways, this established restaurant/bar property is currently operating as an Indian restaurant and includes a fully equipped setup with furnishings, fixtures, equipment, and a full-service bar in place. The building has been maintained and features updates completed in 2016. Interior layout supports full-service dining with a functional kitchen configuration, designated seating areas, bar service area, and efficient service flow. The property sits on 3.61 acres, providing additional land area for potential expansion or alternative permitted uses, subject to local approvals. A full basement offers approximately 2,595 square feet of storage or operational space. The site includes ample on-site parking and strong exposure, with proximity to Scottsville, Rochester Institute of Technology, and Greater Rochester International Airport. Longstanding operation reflects a consistent commercial presence. Opportunity for continued restaurant use or adaptation to other permitted business types. Additional details available upon request.

2771 Scottsville Road, Chili

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Browse All Chili NY Historical Properties for Sale

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