Chili Homes under $400,000

Chili Homes under $400,000

Welcome to Chili, New York—a charming town nestled in Monroe County that perfectly blends suburban tranquility with easy access to urban amenities. Known for its friendly community atmosphere and beautiful landscapes, Chili offers residents a delightful place to call home. With a rich history and a commitment to preserving its natural beauty, this town is ideal for families, young professionals, and retirees alike.

One of the most appealing aspects of Chili is its affordability. For those searching for their dream home, the market offers a variety of options under $400,000. Whether you're a first-time buyer or looking to downsize, you’ll find an array of charming single-family homes, cozy townhouses, and spacious split-levels that cater to diverse tastes and budgets. Many of these homes feature modern amenities, generous yards, and proximity to local parks and schools, making them perfect for family life.

Chili's location is another major draw. Just a short drive from Rochester, residents enjoy the best of both worlds—small-town charm with the convenience of city life. Explore the nearby parks, including the scenic Chili Nature Center, where outdoor enthusiasts can hike, bike, and enjoy the beauty of nature year-round.

With a strong sense of community, excellent schools, and a variety of recreational activities, Chili is not just a place to live; it's a place to thrive. Discover the welcoming spirit of Chili and find your perfect home today!

Newest Chili Homes under $400,000

48 Red Bud Road, Chili
$199,900
5 Beds ⋅ 2 Baths ⋅ R1721524 MLS
Delayed negotiations begin Tuesday 11/3/26 at noon, Spacious home and yard on the Cul De Sac! 5 bedrooms 2 full baths, Paul Rd Elementary School located at end street. Hardwood floors, rear deck overlooks fenced yard. A few updates will provide instant equity. Open Sunday 11/1/26 11-1pm

48 Red Bud Road, Chili
11 Hartom Road, Chili
$259,900
4 Beds ⋅ 2 Baths ⋅ R1724985 MLS
A MUST SEE! 1824 Square foot home, with a PRIMARY SUITE ON THE 1ST FLOOR WITH A FULL BATH! Move in ready, and a back yard you’ll love. This home has great natural light in the family room addition, with access to the lovely patio and a convenient pass through window that connects to the fully remodeled kitchen, complete with a WALK-IN-PANTRY! You will also find on the 1st floor, TWO more bedrooms, another FULL BATHROOM and a living room with a beautiful picture window. The upper level offers a large bedroom, desk/office space area, and a huge walk-in closet. This home features hardwood floors, plenty of cabinet and closet space, all new windows, 2008 tear off roof, 2023 primary bath shower, 2016 furnace, updated electrical panel and wired for a generator. Also, includes a welcoming front paver patio, attached garage, storage shed and private yard with a fire pit already stacked. Delayed negotiations, offers due Wednesday, November 4, 11:00 AM, delayed showings start Wednesday, October 28, 11:00 AM. OPEN HOUSES, THURSDAY, OCTOBER 29TH, 4:30-6:00 PM AND SUNDAY, NOVEMBER 1ST, 11:30 AM - 1:00 PM

11 Hartom Road, Chili
28 Bucky Drive, Chili
$209,777
3 Beds ⋅ 1 Baths ⋅ R1725218 MLS
CHURCHVILLE-CHILI SCHOOLS! This home was just fully remodeled inside and out! Close to shopping, parks and expressways for your convenience. Brand New driveway, roof and siding invite you HOME! Living room flows perfectly into the kitchen with center island featuring quartz counters, stainless steel appliances and new cabinetry! New carpets in all 3 bedrooms and vinyl flooring throughout the home! Fully remodeled bathroom with tile shower surround. Sliding glass doors access the back deck and overlooks the large back yard. Attached 2 car garage! JUST UNPACK! Offers will be reviewed on Monday 11/2/2026 @ 5:00pm.

28 Bucky Drive, Chili
363 Chestnut Ridge Road, Chili
$334,900
3 Beds ⋅ 4 Baths ⋅ R1724281 MLS
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.

363 Chestnut Ridge Road, Chili
39 Wilelen 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
5 W Canon Drive, 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
104 Hubbard 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!

104 Hubbard Drive, Chili
2885 Chili Avenue, Chili
$230,000
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!

2885 Chili Avenue, Chili
45 Solmar Drive, 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
12 Spicewood Lane, 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
33 Sand Pebble Drive, Chili
$199,900
3 Beds ⋅ 2 Baths ⋅ R1721234 MLS
Ranch tucked away on a quiet street with private back yard to woods. Above ground pool with deck and patio. sunroom over looking private back yard. 3 bedroom 2 full baths and finished basement. All appliances stay, as-is -condition. DELAYED NEGOTIATIONS MONDAY OCTOBER 26th @1:00pm.

33 Sand Pebble Drive, Chili
19 Colonist Lane, Chili
$289,900
4 Beds ⋅ 3 Baths ⋅ R1719368 MLS
Welcome to 19 Colonist Lane, a spacious four-bedroom home set on a generous corner lot with a large side yard and plenty of room to enjoy both inside and out. Lovingly maintained by its original owner and enjoyed as a smoke-free home, this property offers a comfortable and functional layout throughout. A covered front porch adds a welcoming first impression, while inside, the main level features a bright living room and formal dining room along with an inviting eat-in kitchen. Sliding glass doors open from the kitchen to a large deck, creating an easy extension of the living space for outdoor dining, entertaining, or relaxing. Just off the kitchen, the family room is centered around a classic wood-burning fireplace, offering a warm and comfortable gathering space. A convenient half bathroom completes the first floor. Upstairs, four well-proportioned bedrooms and two full bathrooms provide plenty of space, including a spacious primary suite with vaulted ceilings, a walk-in closet, and its own full bathroom. Outside, the expansive side yard offers plenty of room to enjoy, while the large deck provides a great setting for outdoor gatherings. A two-car garage adds everyday convenience and additional storage. With its comfortable layout, inviting living spaces, and generous corner-lot setting, 19 Colonist Lane offers a wonderful combination of space and functionality.

19 Colonist Lane, Chili
Start Your Search

How much is your home worth?

Get instant property value now!