Chili Homes for Sale

Chili Homes for Sale

Welcome to Chili, New York – a charming town nestled in the heart of Monroe County, just a stone's throw away from the vibrant city of Rochester. Known for its friendly community spirit and picturesque landscapes, Chili offers a perfect blend of suburban tranquility and urban convenience. With its rich history, beautiful parks, and excellent schools, this town is an ideal place for families, young professionals, and retirees alike.

Chili boasts a diverse array of homes for sale, catering to various tastes and budgets. From cozy single-family homes nestled in quiet neighborhoods to modern townhouses that offer low-maintenance living, there’s something here for everyone. Many properties feature spacious yards, perfect for outdoor gatherings, gardening, or simply enjoying the serene surroundings. The town's well-maintained streets and community parks provide ample opportunities for recreation, whether you enjoy hiking, biking, or leisurely strolls.

Residents of Chili benefit from a strong sense of community, with numerous local events and activities that foster connections among neighbors. The town's proximity to Rochester means that you can easily access a wealth of dining, shopping, and entertainment options, while still enjoying the peace and quiet of suburban life.

If you’re looking for a place that combines the warmth of small-town living with the conveniences of city life, Chili is the perfect choice. Explore the homes for sale in this delightful town, and discover the exceptional lifestyle that awaits you. Your dream home in Chili is just a click away!

Newest Chili Homes for Sale

$369,900
4 Beds ⋅ 3 Baths ⋅ R1710579 MLS
Welcome home to this beautifully landscaped 4-bedroom, 2.5-bath home offering a bright, open, and inviting layout. The entryway opens to the heart of the home with the kitchen and living room. The eat-in kitchen features numerous updates, ample workspace, and a convenient walk-in pantry for exceptional storage which leads directly to the living room for ease of entertainment. Freshly painted throughout, the home feels clean, refreshed, and move-in ready. Enjoy the flexibility of a first-floor office, perfect for working from home or creating a dedicated study or flex space. Large windows fill the home with natural light, creating an airy atmosphere throughout. Outside, beautifully maintained landscaping adds to the home's curb appeal and provides a welcoming setting to enjoy the outdoors. With thoughtful updates, generous space, and a wonderful blend of comfort and functionality, this home is ready to welcome its next owner. Delayed negotiations until September 3rd at 12 PM.

1 Prestwick Lane, Chili
$249,900
3 Beds ⋅ 2 Baths ⋅ R1709784 MLS
Welcome to 77 Archer Rd, where meticulous care, timeless comfort, and everyday convenience come together beautifully. Set in the desirable Gates-Chili School District, this inviting 3-bedroom, 1.5-bath home immediately impresses with its exceptional condition and evident pride of ownership. The spacious, well-designed layout offers comfortable living areas, generously sized bedrooms, and a finished lower level ready to become a family room, home office, recreation space, or guest retreat. An attached garage, central air, and a beautifully maintained .37-acre lot add to the home’s appeal. Thoughtfully cared for from top to bottom, this move-in-ready property offers the rare opportunity to enjoy a home that has been lovingly maintained while still providing room to personalize and make it your own. Conveniently located near shopping, dining, parks, schools, and major roadways, 77 Archer Rd is a standout opportunity in a sought-after location. Delayed negotiations Tuesday 9/1 at 3pm.

77 Archer Road, Chili
$259,900
2 Beds ⋅ 2 Baths ⋅ R1707325 MLS
Welcome! College Green a 55+ community in Chili and located near many favorite amenities. Beautiful open layout offers a bright interior, large vaulted living Room. The kitchen has Ample quality cabinetry with plenty of counter space, All appliances will stay. Yes, First floor laundry is a must! The Two bedrooms are very spacious including the primary bathroom with a large walk-in closet. Step out to the private patio with private views. Check out all the amenities that make this home a Rare find and a special offer so check it out today! Delayed negotiations September 1st @ 4:00PM

123 Freedom Pond, Chili
$209,900
3 Beds ⋅ 2 Baths ⋅ R1710034 MLS
Welcome home to this spacious split-level featuring 3 bedrooms and 1.5 baths with plenty of room to live, relax, and entertain. The main level offers a bright living room, formal dining room, and a comfortable kitchen, while the lower level features a family room and a partially finished basement providing additional living or office space. Enjoy the outdoors in the fully fenced yard, complete with a deck and patio featuring a built-in fire pit—perfect for summer gatherings and relaxing evenings. A great combination of indoor and outdoor living in a convenient split-level layout! Offers are due Tuesday (9/1/26) at 1:00 pm.

49 Gateway Road, Chili
$375,000
3 Beds ⋅ 3 Baths ⋅ R1710012 MLS
BUILT IN 2006, THIS BRIGHT, MOVE IN READY COLONIAL OFFERS AMPLE SPACE FOR LIVING, ENJOYMENT AND ENTERTAINMENT. 3 BEDROOMS AND 2.5 BATHS, PARTIALLY FINISHED BASEMENT AND COVERED BACK PATIO TO FULLY FENCED BACKYARD. THE KITCHEN FEATURES WARM WHITE CABINETS AND PANTRY WITH FIRST FLOOR LAUNDRY SPACE. THE ADJOINING GREAT ROOM HAS A COZY GAS FIREPLACE. THE SECOND FLOOR FEATURES A LARGE OWNER'S BEDROOM WITH ENSUITE BATH AND LARGE WALK-IN CLOSET, TWO MORE BEDROOMS WITH ADDITIONAL BATHROOM. THIS HOME IS LOCATED IN THE CHURCHVILLE-CHILI SCHOOL DISTRICT ACROSS THE BLACK CREEK PARK. DELAYED NEGOTIATIONS 09/01/2026 AT 4PM.

12 Tynedale, Chili
$164,900
3 Beds ⋅ 2 Baths ⋅ R1709717 MLS
Bring your ideas and roll up your sleeves - 121 Hillary Drive is ready for its next chapter! Located in the established Hillary Heights neighborhood in the Town of Chili, this home is a great opportunity for the buyer who can see beyond the wallpaper and decorating choices. Yes, it needs a refresh, but with many of the expensive updates already handled, there's a lot here worth working with. Start with the mechanics: a recent furnace with central air conditioning, vinyl windows, vinyl siding and an architectural roof take several major projects off the list. Inside, hardwood floors run through much of the home, including the bright, oversized living room, while a generous dining area and separate dinette provide plenty of flexibility for everyday living and entertaining. The kitchen offers abundant cabinetry, a breakfast bar and an open connection to the main living spaces. Just beyond, the family room is made for gathering, with a woodburning fireplace and sliders leading to an rear deck overlooking the yard. There's even a convenient first-floor laundry - one of those features you'll quickly appreciate. The bedroom wing includes a large primary bedroom with its own private powder room, additional bedrooms and a full bath that has already received a more recent update. What this home really offers is opportunity. Update the cosmetics at your own pace, uncover the potential that's already here and create a home that reflects your style without starting from scratch on the big-ticket items. And then there's the location. Hillary Heights puts you close to everything Chili has to offer, including shopping, restaurants, parks and everyday conveniences, with quick access to I-490, I-390 and Route 531. Downtown Rochester, University of Rochester, URMC/Strong Memorial Hospital, RIT and the Greater Rochester International Airport are all within an easy commute. If you're a savvy buyer looking for space, solid mechanics and the chance to build some sweat equity, 121 Hillary Drive deserves a look. Delayed Negotiations 9/1 at 1PM

121 Hillary Drive, Chili
$849,900
6 Beds ⋅ 4 Baths ⋅ R1709779 MLS
Historic Charm Meets Modern Luxury on 10.56 Acres! Rare opportunity to own an exceptional 6-bedroom, 3.5-bath estate offering approximately 5,465 sq. ft. of beautifully appointed living space, plus three substantial brick outbuildings. Completely reimagined in 2007 by a team of designers, architects, and builders, the home was thoughtfully transformed for modern living while preserving its original historic character and craftsmanship. The result is a truly distinctive residence where timeless craftsmanship, character, and modern functionality come together seamlessly. The spacious primary suite offers a walk-in closet and luxurious bath with soaking tub and walk-in shower. The property has been meticulously maintained with exceptional attention to detail and no expense spared. Recent improvements include a 2-year-old geothermal system providing heating and air conditioning, a 1-year-old water tank, and a 50-year shingle roof installed during the extensive 2007 renovation. In addition, the plumbing, electrical, windows and insulation were updated. Outdoor living is equally impressive with a heated, in-ground Gunite pool and pool house featuring a changing room, bathroom, and pump house with newer heater. Three brick outbuildings, all with newer roofs and gutters, are in excellent condition and feature electric and water, providing endless possibilities for storage, workshops, guest space, or events. With its expansive grounds, historic architecture, pool, and versatile outbuildings, this property offers tremendous potential as a private estate, bed and breakfast, wedding or event venue, family compound, or other unique use. Conveniently located near the airport, RIT campus, hospitals, and local amenities, it offers the perfect combination of privacy, character, and accessibility. Rarely does a property of this caliber become available. Meticulously cared for and truly one-of-a-kind, this is an opportunity not to be missed! Delayed Negotiations: Offers due September 1, 2026 at 5:00 PM.

2175 Scottsville Road, Chili
$389,900
4 Beds ⋅ 3 Baths ⋅ R1709058 MLS
Welcome to 8 Da Vinci Dr in Chili! This beautifully maintained 4-bedroom, 2.5-bath home offers an incredible combination of flexible living space, privacy, and a true backyard retreat. Inside, numerous updates include a remodeled first-floor kitchen and living areas with new flooring and a new half bath (2020), fireplace with tile (2019), updated primary bath (2025), and freshly painted second floor (2025). The laundry area was updated in 2026, while the deck was painted in 2026 and railings updated in 2022. Located on the back/side of the main home is a 1-bedroom, 1-bath in-law suite, complete with its own full kitchen, living/dining area, with separate entrance and separate exit to backyard space. Connected to the main home through the laundry area behind the garage, this space is perfect for extended family, guests, or anyone looking for additional private living accommodations.Step outside and discover your own staycation paradise! Enjoy a heated pool with a new liner and cement base (2021), plus a hot tub with a canopy area added in 2024 that will remain with the home. The backyard is exceptionally private, backing to forever-wild space and creating a peaceful, park-like setting that is hard to find. Whether you’re entertaining, relaxing poolside, or enjoying the hot tub, this outdoor space is designed to be enjoyed year-round.Offers will be reviewed Tuesday, September 1st at 12:00 PM.

8 Da Vinci Drive, Chili
$340,000
5 Beds ⋅ 3 Baths ⋅ R1707948 MLS
The one you have been waiting for! Need more space? You’ll find plenty of it at 9 Chiswick Circle! Tucked away on a cul-de-sac in the heart of Chili, this 5 BEDROOM 2 1/2 BATH home offers ALMOST 3,000 SQFT of space with a flexible floor plan and room for just about everything you can think of. The open kitchen and dining area creates an easy flow for everyday living and entertaining. The primary suite offers even more room to unwind with a wood-burning stove, ensuite bath with dual vanities, and a walk-in closet. Tons of natural light throughout. And the space doesn’t stop inside! Step out to a fenced-in backyard on a 0.4-acre lot with a patio. There’s room to entertain, play, garden, relax, or create the backyard setup you’ve been dreaming about. Plus, some of the big-ticket updates are already done with furnace and central air (2025), roof (2025), and hot water tank (2021). CHURCHVILLE-CHILI SCHOOL DISTRICT! Just minutes away from all Chili Center has to offer- Wegmans, Target, Davis Park, Town Hall & plenty of shopping. Come see it for yourselves! **OPEN HOUSE SUNDAY 8/23 10AM-11:30pm!!!** Delayed negotiations- Offers due Tuesday 8/25 at 12pm (noon).

9 Chiswick Circle, Chili
$274,900
3 Beds ⋅ 2 Baths ⋅ R1707065 MLS
Welcome home to this beautifully maintained Colonial offering a bright, inviting layout. From the welcoming foyer, the open floor plan flows seamlessly into the spacious eat-in kitchen and fireplaced family room—perfect for everyday living and entertaining, along with a first floor half bath! Upstairs, the generously sized primary suite features a walk-in closet and direct access to the NEWLY UPDATED (2025) full bath with 2nd floor laundry. Full basement with plenty of room for a hangout & storage etc. Step outside to enjoy the deck overlooking the peaceful, wooded backyard, with lots of nature to enjoy, or unwind on the front patio. Additional peace of mind comes with the full-home Generac generator, installed in 2022. Nestled in a quiet neighborhood, this charming home is ready for its next owners. Don't miss the opportunity to make it yours!

86 Stover Road, Chili
$649,900
6 Beds ⋅ 3 Baths ⋅ R1705017 MLS
Welcome to 36 Orange Tree Circle, an impressive 6-bedroom, 2.1-bath Colonial offering 3,135 square feet of expansive living space on a landscaped 0.49-acre lot in Chili. The main level highlights a dramatic entry, formal dining room, light-filled eat-in kitchen, first-floor laundry, and a versatile first-floor bedroom perfect for a home office or guest space. Upstairs features generous bedroom sizes, including a primary suite with a full bath. Outside, enjoy a spacious backyard and attached garage. Full block basement provides exceptional storage and future expansion potential. Conveniently located near local amenities, parks, and major commuter routes. Offers will be reviewed as received.

36 Orange Tree Circle, Chili
$265,000
4 Beds ⋅ 2 Baths ⋅ R1704809 MLS
Welcome to 101 Hubbard Dr! This charming Cape Cod offers the perfect blend of space, functionality, and outdoor living. Featuring 4 bedrooms plus a flexible bonus room that can be used as a home office, playroom, or recreation space, this home adapts to a variety of lifestyles.The inviting living room flows into a spacious eat-in kitchen with direct access to the backyard deck, making indoor and outdoor entertaining a breeze. Step outside to enjoy the expansive backyard, complete with mature trees offering privacy, an above-ground pool with surrounding deck, plenty of green space for games or gatherings, and room to garden or relax.Additional highlights include an attached garage, ample driveway parking, and a layout that offers both comfort and versatility. Conveniently located near shopping, restaurants, parks, and expressways while enjoying the feel of a quiet neighborhood. Delayed negotiations until 8/10/2026 with offers due at 4:00PM.

101 Hubbard Drive, Chili
Start Your Search