Chili Homes for Sale

Welcome to Chili, New York – a charming town nestled in Monroe County, where suburban tranquility meets vibrant community spirit. With its picturesque landscapes and friendly neighborhoods, Chili offers a perfect blend of rural charm and modern convenience, making it an ideal place to call home.

Chili boasts an array of outdoor recreational opportunities, with numerous parks, trails, and green spaces for residents to enjoy. The town's commitment to preserving its natural beauty is evident in the stunning parks like the Chili Recreation Center and the scenic Black Creek Park. Families will appreciate the excellent school district, which prioritizes education and fosters a nurturing environment for children.

When it comes to homes for sale, Chili has something for everyone. Whether you’re seeking a cozy starter home, a spacious family residence, or a charming historic property, the real estate market here is diverse and inviting. Many of the homes feature beautiful yards, modern amenities, and easy access to local shops and dining options. The community is known for its friendly neighbors and strong sense of belonging, making it easy to settle in and feel at home.

Living in Chili means enjoying the best of both worlds – a peaceful suburban lifestyle with quick access to the bustling city of Rochester, just a short drive away. Explore the vibrant arts scene, delectable dining, and shopping options that Rochester has to offer, all while returning to the serene comfort of your Chili home.

Discover your dream home in Chili today, and experience the warmth and charm of this delightful community!

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

$259,900

4 Beds ⋅ 3 Baths ⋅ R1713234 MLS

Welcome to this charming and well-maintained home in Chili with great curb appeal! You are immediately greeted by a bright living room with vaulted ceilings, floor-to-ceiling windows, as well as a brick wood-burning fireplace. The beautiful kitchen and dining room combo offer an open feel with sliding glass doors leading out to a three-tiered deck overlooking the backyard. Three generously sized bedrooms upstairs, including a primary bedroom with an en-suite bathroom. Another full hall bath upstairs — both featuring newer rainfall shower-heads. Downstairs offers another living room with a fourth bedroom and half bath. Additional updates include a new hot water tank (2024), a total roof replacement on the backyard shed (2026), and a recently re-stained deck. This move-in ready home offers abundant space, beautiful classic features, and is waiting for its next owner! Delayed negotiations 9/16 at 12:00 PM.

3 Colonist Lane, Chili

$299,900

4 Beds ⋅ 2 Baths ⋅ R1713637 MLS

YES, Fresh Offering That CHECKS THE BOXES! With Curb appeal so INVITING and Mature landscaping, STAMPED CONCRETE WALKWAY Fresh to the Market! INVITING Curb Appeal, Mature landscape, STAMPED CONCRETE WALKWAY. Enter to the Bright interior, beautiful HARDWOOD FLOORS that include ALL BEDROOMS! Eat-In Kitchen with APLIANCES! AMAZING MORNING ROOM, plus Bonus DEN including Fireplace! Enjoy all your back yard fun in the private rear lot with additional storage and portable pool! Many more recent mechanical updates and fresh modern interior make this home a must see today! Delayed Negotiations September 16th @ 4:00pm and Double Wide CONCETE DRIVEWAY!

58 Bellmawr 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

$279,900

3 Beds ⋅ 2 Baths ⋅ R1707697 MLS

If you're looking for a home that provides modern functionality with comfortable everyday living, look no further than 36 Weatherwood Ln. ~ This updated ranch, located in the highly desirable Churchville-Chili School District, checks all the boxes ~ Exceptional indoor and outdoor entertaining spaces provide the perfect setting for intimate, to larger, celebrations ~ Tear-off roof in 2024 ~ Brand new A/C unit in June 2026 ~ Vinyl windows throughout ~ Updated eat-in kitchen boasts granite counters, soft-close cabinets, and stainless-steel appliances ~ All appliances included in sale of property ~ Oversized driveway recently sealed in June 2026 ~ Inviting front porch is a great spot for your morning coffee, or for reading your favorite book ~ Sliding glass door in kitchen leads you to a backyard oasis, featuring an expansive stamped concrete patio, perfect for your outdoor gatherings with friends and family ~ A beautifully and tastefully finished basement, complete with a half-bath for modern convenience, is designed for welcoming guests, and hours of relaxation ~ Glass block windows throughout basement ~ Greenlight WIFI ~ **Delayed negotiations until Thursday September 17 @ 2:00pm**

36 Weatherwood Lane, 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

$149,900

3 Beds ⋅ 1 Baths ⋅ R1713186 MLS

BRING YOUR VISION & MAKE IT SHINE! A little attention and some elbow grease can bring this 3-bedroom, 1-bath Classic Cape in Chili back to its shining glory! The bones are here—just waiting for the right buyer to bring them back to life. Featuring hardwood floors, an eat-in kitchen, and an attached 2-car garage. The lower level offers an opportunity for additional finished living space, and the backyard backs to Yolanda Park. Perfect for the do-it-yourselfer, investor, or buyer with imagination looking to create some beautiful spaces and build equity along the way. Bring your ideas and unlock the possibilities! Property is being sold “AS IS.” Offers will be reviewed on Tuesday 9/15.

14 Scott Lane, Chili

$275,000

2 Beds ⋅ 3 Baths ⋅ R1711338 MLS

Stunning 2 bed, 2.5 bath, tri-level home meticulously maintained and nestled in the highly desirable Chestnut Ridge neighborhood. Owner has to relocate for work and improved everything before she knew she was leaving! (See list in attachments). Walk into the foyer and view the lovely great room with cathedral ceiling and large windows for plenty of natural light and open floor plan for entertaining. Dining room offers views to the kitchen and deck. Gas fireplace, powder room and attached garage complete the first level. Upstairs you will find two large bedrooms, two full baths with ensuite to master, and large walk-in closet. The second-floor laundry room will make you smile! The finished 12 course basement creates another full floor play/recreation area with granite wet bar and mini frig. Luxury vinyl plank flooring on all 3 floors. Landscaping has been completely redone including large berm in backyard that will boast beautiful perennials next Spring. Trex deck in backyard and front porch for outdoor living. Only $300 annual HOA fee for community trails and pond maintenance. This home checks all the boxes, just move in and enjoy. Walking trails, pond, close proximity to Davis Park, Chili-Paul Plaza and Paul Road Wegmans. Wonderful opportunity to own in this great location No delayed negotiations!

5 Foxe Commons, Chili

$469,900

3 Beds ⋅ 3 Baths ⋅ R1711247 MLS

This charming colonial home is move-in ready and absolutely immaculate, inside and out. The current owner’s pride of ownership shines through in every detail. The yard boasts a well-kept vinyl fence, mature trees, and a shed, all set within a beautifully landscaped space. A lovely concrete patio offers the perfect spot to relax and take in the scenery. Roof is a year-old complete tear off garage floor was done with epoxy coating. Carpets only a few years old, bathroom exhaust fans were replaced, Furnace and 3 ton central air unit was added in 2025. Hot water heater 1 year old. Owner did all the heavy lifting and took care of all the big-ticket items. PLEASE REMOVE SHOES ! THANK YOU ELAYED SHOWINGS AND NEGOTIATIONS SHOWINGS BEGIN 9-1-2026 1OAM ALL OFFERS WILL BE REVIEWED 9-7-2026 10AM PLEASE MAKE SURE SHOES ARE OFF BEFORE ENTERING HOME.

15 Aston Villa, 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

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.