Chili Homes for Sale

Chili Homes for Sale

Welcome to Chili, a charming town located in Monroe County, New York. Known for its friendly community, beautiful parks, and top-rated schools, Chili offers a wonderful quality of life for residents of all ages.

If you're considering making Chili your home, you'll be pleased to know that there is a diverse range of homes for sale in the area. From cozy single-family homes perfect for first-time buyers to spacious luxury estates with all the bells and whistles, Chili has something to offer every homebuyer.

Whether you're looking for a quiet suburban retreat or a bustling neighborhood with easy access to amenities, Chili has the perfect home for you. With a range of prices and styles to choose from, finding your dream home in Chili is easier than ever.

Imagine coming home to the peaceful surroundings of Chili, where tree-lined streets and well-manicured lawns welcome you. Spend weekends exploring the local parks and trails, or head into the nearby city for shopping, dining, and entertainment.

Don't miss your chance to make Chili your home. Browse the latest listings of homes for sale in Chili and start your journey to homeownership in this wonderful community today.

Newest Chili Homes for Sale

$199,900
4 Beds 2 Baths R1713135 MLS
Open House this Saturday, 9/12 from 11-1pm & Open House again on Sunday, 9/13 form 11-1pm * PLEASE Come and ENJOY all the WONDERFUL features this Charming & Spacious 2 Story Home at 27 Jensen Drive will provide you and your loved ones EVERY SINGLE DAY! 1,625 SQFT 2 story 7 room plan with 3/4 Bedrooms, 2 Full Bathrooms(ALL CERAMIC TILE), UDATED BIG EAT-IN KITCHEN w/GRANITE COUNTERS & GRANITE BACKSPLASH & ALL WELL EQUIPPED w/NEWER APPLIANCES and CERAMIC TILE FLOOR * H-U-G-E PRIMARY BEDROOM w/PRIVATE FULL BATHROOM(Nice!) * 3 BEDROOMS UPSTAIRS * 4th BEDROOM / OFFICE on the first floor * 4th BEDROOM / OFFICE on the first floor has also been used as a FORMAL DINING ROOM(FLEXIBLE) * Windows replaced w/PELLA WINDOWS(2021) * DINING ROOM-LIVING ROOM COMBINATION IS O - P - E - N w/HARDWOOD FLOORING and RADIATES the most BEAUTIFUL FOCAL POINT OF "ITALIAN WHITE CARRERA MARBLE" HANDCRAFTED LIKE ARTWORK TO A RAISED HEARTH FLOOR TO CEILING GAS FIREPLACE(originally wood-burning) "TRULY A MASTERPIECE" * The CONVENIENCE of an ATTACHED GARAGE * The CONVENIENCE of BREEZEWAY ENTRY LEADING TO: KITCHEN, GARAGE & REAR FENCED YARD!!! You are going to love it here! * Other Updates: YORK 98% High Efficiency Furnace(2021) * Vinyl Siding * NEWER FRONT DOOR * The tree-lined neighborhood street is welcoming to all that arrive and is just a stones throw away to all the conveniences you will appreciate everyday: Schools, Shopping(yes, Wegmans and just about everything else), Places of Worship and Expressways * Do not miss this opportunity * Delayed Negotiations until Tuesday, 9/15 at 2:30pm * Hurry!

27 Jensen Drive, Chili

$299,900
2 Beds 2 Baths R1709412 MLS
Welcome to 33 Freedom Pond Lane, a beautifully maintained ranch in the highly desirable 55+ neighborhood known as College Green. With 1,432sqft of living space, this 2br/1.5ba home is move-in ready, offering a comfortable layout filled with natural light. The bright kitchen features abundant cabinetry and counter space, a charming dining nook surrounded by windows and an open connection to the spacious living and dining area. Just beyond, the Florida room is a standout — wrapped in windows with peaceful views of the backyard and surrounding greenery, it’s an inviting spot to relax throughout the seasons. The primary bedroom is very generously sized, while the secondary bedroom features an adjoining powder room and provides great flexibility for guests, or use as an office or hobby space. First-floor laundry and an attached one-car garage make everyday living especially convenient. Downstairs, the full basement provides an impressive amount of additional storage and plenty of potential for a workshop or space that could be finished to add a rec room or workout area. Outside, enjoy a small front porch and private rear deck overlooking the beautifully kept grounds. Bright, spacious, and exceptionally well cared for, this College Green home offers the ease of ranch living in a really pretty neighborhood. Showings begin on Friday, 9/11 at 9am and offers will be considered beginning Tuesday, 9/15 at 3 pm. This one is really worth a look!

33 Freedom Pond Lane, Chili

$324,900
3 Beds 3 Baths R1712458 MLS
This spacious and impeccably maintained 3-bedroom, 2.5-bathroom colonial is situated in a convenient location yet surrounded by green space. Pride of ownership is evident throughout this well-cared-for home, both inside and out. The inviting first floor offers a comfortable living room and a bright spacious eat-in kitchen with plenty of room for everyday meals and entertaining. Just off the kitchen, the family room provides a cozy gathering space.  A convenient half bathroom is located near the kitchen, along with a first-floor laundry and attached 2-car garage. Upstairs, three generously sized bedrooms provide flexibility for family, guests, or a home office. The basement adds valuable additional flex space, along with plenty of storage. Step outside to enjoy the spacious backyard, complete with a spacious patio—an ideal setting for outdoor dining, entertaining, or relaxing. This home was built in 2019 so everything from top to bottom is seven years young. Enjoy the convenience of the Gates location with nearby parks and recreation, including Westgate Park and Wegman Road Park. Shopping, dining, and everyday amenities are easily accessible along Paul Road and surrounding areas. Meticulously maintained and move-in ready, this classic colonial offers the space, comfort, and convenience you've been looking for. Delayed NEGOTIATIONS: Offers will be accepted on Monday, September 14 at 6 p.m. Please allow 24 hours for review of all offers.

11 Carriage House Lane, Chili

$469,995
3 Beds 3 Baths R1713044 MLS
Welcome to this custom Perna-built transitional Colonial/contemporary home, thoughtfully crafted and enhanced by a lifelong woodworking craftsman. Throughout the home, you’ll find exceptional custom trim, built-ins, cabinetry, doors and special details, all reflecting the quality and care of its craftsmanship. Set on 1.55 private acres surrounded by nature and abundant wildlife, this 3-bedroom, 2-full and 1-half bath home offers approximately 2,100 square feet of beautifully finished living space. Tucked away from the commotion, the setting feels like a world away, yet you’re conveniently located just off Marshall Rd with easy access to everyday amenities. The heart of the home is the updated kitchen, featuring custom hard maple flooring, granite countertops, a stove top pot filler, two large pantries and custom-built cabinetry. The dining room features oak flooring, a dramatic custom arched Andersen window and beautiful woodwork with exterior door leading to side porch with gazebo. What is presently set up as a game room is the living room. The spacious family room showcases aged natural cherry flooring, a vaulted ceiling, new skylights, custom oak built-ins, new Andersen French doors and a wood burning insert surrounded by stacked stone, creating a warm and inviting gathering space. Additional custom touches include crown molding, wood trim throughout, a solid hardwood front door and new six-panel solid pine interior doors. The finished walk-out basement adds valuable living space with a custom bar. The primary suite offers a walk-in closet and built-in dressing table with mirror. A first-floor laundry, newer heating and air conditioning, security system, heated garage and heated shop add everyday convenience. Outside in the rear, enjoy a 15x30 heated above-ground 3yr old pool, double-level deck with cedar trim, retractable French Door Screens, storage shed, pillar driveway lighting and walking/riding trails. A truly special home where craftsmanship, privacy and comfortable living come together. Showings begin Thursday, September 10th, at 2pm. Offers to be reviewed on Friday, September 18th, at 9am.

3 Heather Trail, Chili

$199,900
3 Beds 1 Baths R1709274 MLS
The Perfect Ranch: Starter Home or Downsize in Style. This beautifully maintained 1,121 square foot ranch is the perfect fit whether you're buying your first home or looking to downsize without compromise. With 3 bedrooms, 1 renovated bathroom, an attached 1-car garage, and thoughtful updates throughout, this single-level layout offers comfortable, easy living from the moment you walk in. The galley-style kitchen was remodeled just 5 years ago and features new cabinetry with soft-close doors and drawers, updated countertops, and a tile backsplash. A pantry with pull-out shelving adds smart, functional storage. The kitchen flows directly into the dining area, complete with an island offering additional seating — ideal for casual meals or entertaining. Both spaces are finished with durable, low-maintenance LVP flooring. Rich hardwood floors run through the hallway and all three bedrooms, adding warmth and character. The living room centers around a classic wood-burning fireplace, perfect for cozy evenings. The original breezeway has been converted into a small family room, creating flexible additional living space, and sliders lead out from this room to a deck topped with a charming cupola — a wonderful spot for morning coffee or evening relaxation. The bathroom has been recently redone, offering a fresh, updated feel. Step outside to a fully fenced backyard built for both relaxing and storage. In addition to a standard shed, you'll find an impressive 15' x 24' covered storage structure — ideal for a boat, camper, or all of your outdoor equipment. A large circular driveway provides ample parking and easy access, complementing the attached 1-car garage. Updates & Mechanicals • Windows: 2006 • Roof: approximately 10 years old • Furnace: approximately 15 years old • Hot Water Heater: 1 year old Delayed negotiations Tuesday, September 15, 2026 at Noon. Open House on Saturday, September 12 from 2-3:30pm.

1093 Westside Drive, Chili

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