Chili NY Single Family Real Estate, Homes for Sale

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

$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.

12 Tynedale, Chili

$949,900

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

$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

$250,000

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

$383,900

3 Beds ⋅ 3 Baths ⋅ R1701608 MLS

This one is beyond a 10! Meticulously maintained by the original owners. This 1997 Built, 3 Bedroom, 2.5 Bath Colonial home is in PRISTINE condition! Some special notes - 9' Ceilings, 2x6 Construction, Crown Moldings, Hardwood Floors, First Floor Laundry, Updated Kitchen and Baths, Spacious Trex Deck, Perfectly Maintained Landscaping with Mature Trees. Tear Off Roof in 2013, New Furnace & Central Air in 2021, New Driveway in 2021, New Insulated Garage Door. All Newer Appliances Stay! Just Move In and Enjoy! Open House Saturday, August 22nd from 1PM - 3PM

12 Shetland Circle, Chili

$249,900

3 Beds ⋅ 2 Baths ⋅ R1698362 MLS

Beautifully maintained split-level on a quiet Cul-de-sac! Features 3 Spacious bedrooms, an updated full bath, bright kitchen cabinets freshly painted week of July 21st with new light fixture and range, dining area, step-down living room, and a large family room with a wood-burning fireplace. Lower level also offers a private office or possible 4th bedroom and a half bath. Major updates include furnace (2014), windows (2022), hot water tank (2025), updated electrical, some updated plumbing and gleaming hardwood floors. Conveniently located near schools, shopping, parks, and everyday amenities. Delayed negotiation7/21/26 at noon.

45 Brasser Drive, Chili

$299,900

3 Beds ⋅ 2 Baths ⋅ R1694479 MLS

Open House Saturday 7/25 11am-1pm. Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch situated on nearly half an acre in the Town of Chili! Offering 1,758 square feet of comfortable living space, this move-in-ready home features a spacious living room filled with natural light, an inviting eat-in kitchen, and a thoughtfully designed layout perfect for everyday living. The spacious primary bedroom includes a private en suite bath with two cedar closets and convenient first-floor laundry, while the second full bath features a relaxing whirlpool tub and separate shower, creating the perfect place to unwind. Step outside to your own backyard oasis featuring an expansive deck and a newer above-ground pool (approximately 3 years old), making it the ideal setting for entertaining or enjoying warm summer days. Recent major updates include a new roof, HVAC system, and central air (all completed around 2022), while the front deck was rebuilt in 2025. Fresh interior paint gives the home a bright, refreshed feel, and the dry-locked basement provides abundant storage with the potential for additional living space. An attached two-car garage, mature landscaping, and a peaceful setting complete this exceptional property. In the event of multiple offers, sellers have the right to set a day/time for best and final offers.

523 Westside Drive, Chili

$499,998

4 Beds ⋅ 4 Baths ⋅ R1692856 MLS

Welcome home to this beautiful 4-bedroom, 4-bathroom single-family home. With an expansion above the garage added at the time of purchase, thoughtfully designed to maximize every inch of its potential. Step inside to an inviting living and dining area filled with natural light, featuring brand new 2026 installed hardwood floors in the kitchen.Full roof replacement (2023) complete tear off and installation, comes with a transferable warranty, giving you peace of mind from day one. First floor features a full bathroom for all your needs. Second floor includes 4 bedrooms and 3 full bathrooms. Step outside to enjoy a nice deck for any type of gatherings, an above-ground pool and a small gardening area. This house is located within the Churchville-Chili School District and close to Chili Square Shopping center, for all your needs. Don't miss this opportunity to make it yours-schedule a private showing today.

73 Christina Drive, Chili

Browse All Chili NY Single Family Properties for Sale

Chili Single Family Real Estate