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46 Middlesburough Park, Chili
$430,000
4 Beds ⋅ 3 Baths ⋅ R1675827 MLS
One-owner home and meticulously maintained!! Stunning flowering trees and professional landscaping welcome you as you drive up the newly paved driveway and enter on the new walkway! Two-story entry opens up the foyer! Great room runs front to back with gas log fireplace and lots of windows! Formal dining room with new flooring. Large eat-in kitchen to the back. Slider opens to large deck with bench (2025) and completely fenced yard. Kitchen has Oak cabinetry with island and large pantry. Half bath and an oversized laundry room are located off the back hallway coming in from the garage. 4 bedrooms total upstairs, all with great closet space! Primary bedroom runs front to back with large bathroom and walk-in closet. Finished basement with drop ceiling, three panel doors, new paint, and tons of room to play! Central A/C! Bedroom windows new, roof 2017, hot water heater 2019. Window treatments and all appliances remain. Come see this well-kept home! Showings delayed until Thursday, 5/7 at 3:30pm. Offers due Tuesday, 5/12 at 4:00pm.

46 Middlesburough Park, Chili
18 Wills Road, Chili
$270,000
4 Beds ⋅ 2 Baths ⋅ R1688283 MLS
Come take a look at this Move-In Ready Ranch! Featuring: Eat-In Kitchen w/Pantry, New Luxury Vinyl Flooring Throughout, The Original Kitchen was Transformed into a Terrific First Floor Laundry, the In-Law was added in 1989 w/Cathedral Ceilings & Access to the Stamped Patio, there are 4 Nice Size Bedrooms, 2 Full Baths (one was recently updated), Front Living Room, Large Family Room, Full Basement Just Waiting to be Finished, Tankless Hot Water Heater, Vinyl Siding, Attached 1.5 Car Garage, Custom Pond and a Newer Shed. Close to Wegman’s, 490, Black Creek Park, Shopping and many Restaurants. Delayed Negotiations Until 6/17/2026 at 10:00AM.

18 Wills Road, Chili
4 Woodbriar Lane, Chili
$525,000
6 Beds ⋅ 3 Baths ⋅ R1681585 MLS
Stunning cape built by Pride Mark Homes offering exceptional space, style, and amenities throughout. Home has been updated throughout the years and tastefully decorated and immaculate throughout. The front curb appeal leads you to a relaxing front porch, and inviting entry way. The large foyer is enhanced with a turned staircase with wrought iron spindles and oak stairs. Enter the step down formal living room with beveled glass French doors, a fireplace with brink surround and wood bin. Enjoy the family gatherings in the formal dining room accented with hardwood floors. The remodeled kitchen has white cabinets, an L shaped breakfast bar, solid surface counter tops, tile back splash and a ceramic tile floor. All the appliances stay. The spacious open concept over looks the family room with large windows with transoms making this room bight and airy. Enjoy the cozy corner gas fireplace and final touches of ship lap walls, all over looking the inviting back yard patio and inground pool. 1st floor has an office or 1st floor bedroom with an attached full bath which could also make for an in-law possibility. Mud room/laundry room leads to the 2.5 car garage with an epoxy floor. Upper level has true 5 bedrooms all spacious. The main suite bedroom offers a large bath with tiled shower, double sinks and a walk-in closet. The bonus for upstairs is a large sitting area with built-in desk area. Basement rec room with an egress window, office/flex room and a large unfinished area with a slop sink. Enjoy the stacation back yard with a large stone patio, gazebo, and a heated Gunite built-in pool with a diving board, auto vacuum 2 years old and wading area surrounded with a cement walkway. There is a back shed or could be a changing room off the pool area. The best for last is the tree house so unique and every kids dream with the built-in bunk beds and play area. You will fall in love with this home. Pride of ownership and love throughout it all. Home has Andersen windows, driveway was a tear out 2 years ago, All the mechanics have been maintained. You will be amazed with the attention to detail throughout. Delayed negotiations on Monday June 8, 2026@1:00 p.m.

4 Woodbriar Lane, Chili
49 Brian Drive, Chili
$250,000
4 Beds ⋅ 2 Baths ⋅ R1682526 MLS
This charming 4-bedroom, 2-bathroom home is ready for immediate move-in. Inside, you will find large, sunlit rooms featuring newly stained original hardwood floors and a fresh, neutral paint job throughout. The expansive layout offers maximum versatility, highlighted by a unique second kitchen located right off the garage. Situated on a large lot, the property boasts a private, peaceful backyard retreat featuring an empty in-ground pool that is just waiting to be filled and brought back to life for the summer. With its incredible space, fresh updates, and outdoor potential, this Chili gem is ready for you to move right in and make it your own! DELAYED NEGOTIATIONS MONDAY JUNE 1ST @ NOON. OPEN HOUSE: SATURDAY MAY 30 FROM 12-2:00 & SUNDAY MAY 31ST FROM 12-2:00.

49 Brian Drive, Chili
29 Cassandra Circle, Chili
$405,000
5 Beds ⋅ 3 Baths ⋅ R1669977 MLS
Looking for a home that is both aesthetically pleasing AND SUPER functional? It even has a great office/workspace in the basement and garage! This OVER 2600 SQ FT, 1993 build has new BLOWN IN INSULATION in the attic- a new (2021) AO SMITH water heater and LENNOX (2025) forced air gas furnace! There’s a SHED and the 2+ car garage even has WATER- ELECTRIC - 18 FT BRAND NEW (Bluetooth) garage door and a WINCH in the workshop area! The 200 AMP service can handle a HOT TUB and a POOL! Inside the home you’ll find a wonderful kitchen space with a HUGE BREAKFAST BAR and a DOUBLE OVEN- FIRST FLOOR laundry- updated flooring that flows through the entire first floor -dining area tray ceiling- updated bathrooms both up and down and more! The spacious LIVING/DINING area at the rear of the home is a wonderful space to entertain! Prepare your favorite meals while enjoying your holiday company all in this large space! Prefer a FORMAL DINING area to entertain? It has that too! Or transform this space to a library or sitting room if you’d prefer! The FRONT LIVING ROOM has OVERSIZED windows for beautiful views of the EXPERTLY manicured front yard! The entryway is absolutely STUNNING! A sweeping view of the upstairs space that has a HUGE PRIMARY SUITE with its own FULL BATH! (SOAKING TUB and STALL SHOWER!) There are 4 bedrooms (another possible bedroom on the FIRST FLOOR!) and 2.5 baths in this roomy (again, over 2600 SQ FT) home! With room for plenty of privacy! All this in a coveted neighborhood in the CHURCHVILLE CHILI district! Close to shopping, entertainment, medical, worship and more!

29 Cassandra Circle, Chili
118 Wickens Road, Chili
$313,901
3 Beds ⋅ 3 Baths ⋅ R1684002 MLS
5 ACRES! HUGE BARN! Welcome to 118 Wickens Rd, a 1,636 SF Split-Level built in 1983 and set on 5 scenic acres with a huge barn featuring 2 stalls, electric & water connected. The acreage and barn are the true highlights here, offering space, flexibility & hard-to-find possibilities. Inside, a foyer/mudroom w/ closet welcomes you in. The main level features an open-concept living room/dining room, kitchen w/ gas stove, dishwasher & refrigerator included as-is, plus a convenient 1st-floor half bath. The 1st-floor laundry includes a sink, washer/dryer hookups & built-in shelving. Upstairs there are 3 bedrooms & 2 full baths, each w/ linen closet access. The lower level offers additional flex space for a rec room or family room, along w/ a walkout to the yard. Additional features include Central A/C, HWT (’20), furnace (’18), 200-amp electric, generator, roof (’22), shed, 2-car attached garage, double-wide driveway w/ turnaround, garage door opener ’25 & garage workbench. Acreage, barn space & hard-to-find flexibility are all here! Delayed Negotiations Wednesday, June 3rd @ 10AM.

118 Wickens Road, Chili
23 Scott Lane, Chili
$273,500
3 Beds ⋅ 2 Baths ⋅ R1688946 MLS
Great home ready for new owners! 1700sf. Lots of open space to entertain. 2 living rooms, 3 bedrooms and 1.5 baths. Beautiful and updated eat in Kitchen. With second possible formal dining area. Relaxing and peaceful back patio. Nice spacious yard with some shade and sun. Hardwood floors. All Appliances are Included. Lots of parking with newer driveway. Tear off roof 2009. The 4th bedroom was converted to a dining room/office area. It can be converted back to a 4th bedroom if desired. New High Eff. furnace 2024. Central Air. Partially finished basement. Ready to move in! Delayed negotiations: Showings begin Wed. @ 10:00am. Offers are due Monday the 15th, @ 6:00pm. Public Open house Saturday 6-13-26 @ 11:00am - 12:30pm. Thank you!

23 Scott Lane, Chili
26 Hillary Dr, Chili
$327,750
3 Beds ⋅ 2 Baths ⋅ R1684971 MLS
Expect to be impressed by this charming and affordable three-bedroom ranch located in the highly desirable Churchville-Chili School District. A freshly manicured front yard and welcoming walkway lead into a spacious living room filled with natural light. The bright kitchen features attractive cabinetry, solid-surface countertops, and coordinating fixtures, offering both style and functionality. A cozy family room with a wood-burning fireplace provides the perfect gathering space and includes a sliding glass door that opens to a private, fully fenced backyard. Enjoy outdoor living with a generous deck and patio area, ideal for entertaining, along with a fire pit for relaxing evenings. The formal dining room offers additional space for hosting guests. The home’s layout provides privacy, highlighted by a spacious primary bedroom with its own full en-suite bath. Additional updates include a high-efficiency furnace (2019), central air (2020), hot water tank (2025), and a complete tear-off architectural roof (2015). Conveniently located just minutes from shopping, restaurants, Black Creek Park, and Chili Center, this home offers both comfort and accessibility. Delayed negotiations begin June 2 at 8:00 PM.

26 Hillary Dr, Chili
173 Hillary Drive, Chili
$337,888
3 Beds ⋅ 2 Baths ⋅ R1677326 MLS
Welcome to this classic 3-bedroom, 1.5-bath Colonial offering 1,776 square feet of comfortable living space, perfectly set in a peaceful and picturesque setting. Blending timeless character with everyday functionality, this home is ready to welcome its next chapter. Step inside to find a traditional layout featuring a spacious living room filled with natural light, a formal dining area ideal for gatherings, and a well-appointed kitchen with ample cabinetry and workspace and quartz countertops. Colonial-style homes are known for their practical, symmetrical layouts and defined living spaces, making them both functional and enduringly popular. Upstairs, you’ll find three generously sized bedrooms along with a full bath, while a convenient half bath is located on the main level. The home offers a warm and inviting feel throughout, with plenty of room to personalize and make your own. Spacious, sun filled family room addition was added in 1995, while the original family room is ideal for cozy times around the fireplace with a hot cup of coffee, relaxing nap or a good book! Outside, enjoy a great setting that provides both privacy and space for outdoor living—whether relaxing on your spacious deck for cook-outs, entertaining, or gardening. The yard complements the home beautifully, creating a serene backdrop for everyday living. With its solid layout, desirable size, and appealing location, this Colonial presents an excellent opportunity for buyers seeking charm, space, and value. Some additional updates include gutter guards; tankless hot water tank; 'Ringer doorbell; epoxy garage floor, deck w/composition flooring and quartz countertops. There is also additional storage space in the basement crawl space under the family room addition. Delayed negotiations: through May 12 at 1pm. Delayed Showings - showings begin Thurs. May 7th at 9am; TWILIGHT OPEN, 5/7 Thurs. 5-6:30pm and 5/9 Sat. 2-4PM. Offers presentation: 5/12, Tues.at 1pm. Don’t miss your chance to make this home yours.

173 Hillary Drive, Chili
55 Cassandra Circle, Chili
$380,000
4 Beds ⋅ 3 Baths ⋅ R1664461 MLS
Welcome to this beautifully maintained Colonial in Churchville, offering thoughtful design, flexible living space, and exceptional outdoor privacy. A vaulted entry foyer creates an impressive first impression with a clear sightline through the home to the backyard beyond. The main level features an open-concept kitchen and living area ideal for modern living, showcasing crisp white cabinetry with black hardware, subway tile backsplash, pantry storage, and a gas cooktop range. A formal dining room flows seamlessly into the family room, creating inviting space for both everyday living and entertaining. Upstairs, you’ll find four bedrooms and two full bathrooms, including a spacious primary suite with ensuite bath and walk-in closet. The finished lower level adds approximately 400 square feet of additional living space plus a dedicated home gym area for work, recreation, or relaxation. Outdoor living sets this property apart with a walk-out deck off the kitchen, Jacuzzi Brand HOT TUB, a secondary ~200 sq ft deck near the electrified workshop shed, and a large private backyard backing to HOA-owned Everwild land for added green space and privacy. Both the garden and workshop sheds offer electricity, while the garage features an epoxy floor and substantial overhead storage with ladder access. Recent updates include a new furnace (2024) and a roof approximately 10 years old. Located in the Whispering Winds community, this home offers space, versatility, and value in a desirable setting. RESIDENTIAL APPRAISAL PERFORMED IN DECEMBER 2025 ($425,000) - REPORT AVAILABLE UPON REQUEST

55 Cassandra Circle, Chili
22 Trestle Trail, Chili
$435,000
4 Beds ⋅ 4 Baths ⋅ R1686402 MLS
Delightful property - half acre cul-de-sac backs to Town owned land. Short walk to Union Station Park(spray park, playground) and Black Creek Trail. Inviting two story foyer with generous 1st floor den/office. Open concept kitchen with granite countertops, stainless appliances, island/breakfast bar adjoins sunken great room with gas fireplace. Sun drenched morning room opens to immense deck overlooking private backyard. Newer Pergo outlast flooring in family room, dining room and bedrooms. New carpet on stairway and loft being installed next week. Upstairs features a central loft, 3 large bedrooms with double closets and a spacious Primary suite with double door entry. Huge finished basement with half bath, rec room, workshop, storage and flex space for many uses. First floor laundry, central vac, shed. Well maintained spacious home. Seller desires quick close with up to 30 day post possession. Delayed negotiations until Tuesday June 9th.

22 Trestle Trail, Chili
2999 Chili Avenue, Chili
$240,000
2 Beds ⋅ 1 Baths ⋅ R1674204 MLS
Adorable 2 Bedroom Ranch with NEW Architectural Roof, Cozy, wraparound Porch & Hardwood Floors Welcome to this move-in ready 2 bedroom ranch offering the perfect combination of charm, updates, and easy one-floor living—ideal for first-time buyers, downsizers, or anyone looking for low-maintenance living. Major peace of mind comes with a BRAND NEW architectural roof, giving you long-term durability and added value right from day one. Step onto the inviting wraparound porch and into a bright, welcoming interior featuring gleaming hardwood floors and a spacious great room with gas stove—perfect for cozy nights. Natural light pours in through glass doors and a stunning bay window with built-in bench seating, creating a warm and functional living space. Enjoy everyday convenience with first floor laundry and an updated bathroom featuring a walk-in shower. Outside, the large yard is surrounded by beautiful lilac bushes, offering space, privacy, and the perfect setting for relaxing or entertaining. Offers will be reviewed Weds, 4/22 @ 10am

2999 Chili Avenue, Chili
12 Foxtail Ln, Chili
$340,000
3 Beds ⋅ 3 Baths ⋅ R1683735 MLS
With soaring ceilings, flexible loft space, and serene water views, this stunning 3-bedroom, 2.5-bath Colonial offers a lifestyle that feels like a year-round retreat, with the added bonus of maintenance-free living. Located in a highly desirable HOA-managed community of single-family homes, you can enjoy all the benefits of homeownership without the hassle of lawn mowing, edging, mulching, snowplowing, roofing maintenance, and more. Thoughtfully updated with stylish flooring, abundant kitchen cabinetry, built-in bookshelves, and a vibrant modern color palette, the interior is both warm and inviting. The spacious first-floor primary suite provides comfort and convenience, while first-floor laundry adds everyday ease. The versatile loft area creates the perfect reading nook, office, or additional living space. The dramatic great room is filled with natural light thanks to soaring ceilings and expansive windows that enhance the home’s open feel. Perfect for entertaining, the spacious back deck overlooks the neighborhood pond, creating a peaceful setting for gatherings or quiet evenings at home. Additional highlights include young HVAC equipment for added peace of mind, a 2-car garage, double-wide driveway, and a full basement offering exceptional storage and future finishing potential. Conveniently located near Roberts Wesleyan University, shopping, dining, and everyday amenities, this North Chili gem truly has it all.

12 Foxtail Ln, Chili
287 Chestnut Ridge Road, Chili
$300,000
3 Beds ⋅ 2 Baths ⋅ R1682626 MLS
Welcome home to this beautifully maintained Caldwell & Cook built 3 bedroom, 2 full bath Ranch featuring hardwood floors throughout (except family room) and true move-in-ready condition. The spacious cook’s kitchen is equipped with KraftMaid cabinetry with soft-close drawers and pull-out shelves and all appliances are included. Enjoy the bright open-concept living and dining areas with crown molding and abundant natural light. The cozy family room features a wood-burning fireplace and opens to a large deck overlooking a uniquely landscaped 'Natural Habitat' inspired backyard. The primary bedroom offers a private en-suite ceramic tile bath, while the main bath features a relaxing jetted tub with ceramic tile surround. Convenient first-floor or basement laundry options are available. Additional updates and features include thermal windows, furnace, fully insulated attic and basement for energy efficiency, one year old architectural roof, 150 amp electrical service, attached garage, and fenced backyard. Conveniently located and only minutes away to Wegman's, Aldi, Target, Urgent Care, Dining, Parks, Schools, the Airport and expressways for easy commuting.

287 Chestnut Ridge Road, Chili
10 Da Vinci Drive, Chili
$326,750
3 Beds ⋅ 3 Baths ⋅ R1682189 MLS
Charming ranch in a quiet cul-de-sac with a huge yard! Showings begin on Thursday May 21 @ 9am with negotiations delayed until Wednesday May 27 @ 2pm. The generously sized yard and dual-level back deck create the perfect setting for entertaining and enjoying the outdoors- while the convenient first-floor primary suite with attached full bath offer comfort and peace of mind. Stroll along the stone walkway to the front door and with a covered porch to enjoy your morning coffee. Just inside, enjoy quartz countertops and an island in the bright and airy kitchen. Downstairs, the finished basement with exterior walkout provides approx. 1,300 additional sq/ft of functional living space. Ideal for a rec room, guest space, or home gym! Notice the new glass block windows and additional storage & laundry rooms. You will appreciate the many thoughtful extras throughout- including a large pantry, dedicated home office space, and a cozy gas fireplace that makes the family room feel warm and inviting year-round. And last but not least, all major mechanicals have recently been replaced! The water heater was updated in 2020, A/C in 2022, and furnace in 2024!

10 Da Vinci Drive, Chili
30 Adela Circle, Chili
$253,000
2 Beds ⋅ 1 Baths ⋅ R1681610 MLS
Welcome to 30 Adela Circle. A beautiful 2 bedroom ranch for easy one floor living. Upon entry you will be in a nice sized living room with a huge bay window with loads of natural light and hardwood floors. The eat in kitchen has plenty of space for a large table, coffee bar or rolling island and more. Both bedrooms are generously sized with hardwood floors and large closets. The bathroom has been recently updated with new tub, vanity and paint. Downstairs is a partially finished basement with additional square footage perfect for a rec room, game room or extra living space with plenty of storage and a large laundry room. The yard has the best of both worlds with a fully fenced back yard with privacy as well as a huge front and side yard and storage shed. Delayed negotiations begin Tuesday May 19 at 2pm

30 Adela Circle, Chili
2137 Westside Drive, Chili
$288,000
3 Beds ⋅ 2 Baths ⋅ R1684657 MLS
Lovingly maintained by the same family for many years, this charming 3 bedroom, 1.5 bath ranch offers warmth, space, and timeless comfort throughout. First-floor living with spacious rooms, functional living space, and a convenient location close to everyday amenities. Natural light fills the main living areas, while the beautifully updated full bath and generously sized bedrooms add comfort and functionality throughout. The oversized eat-in kitchen is a standout feature, offering an abundance of cabinetry and counter space, warm wood finishes, recessed lighting, and plenty of room to gather, cook, and entertain. Just off the dining area, a separate door leads into the enclosed three-season room overlooking the backyard, with an additional exterior entrance creating the perfect transition between indoor and outdoor living. Whether enjoying morning coffee or relaxing on a summer evening, this inviting space adds warmth and versatility to everyday life. Outside, the private backyard is surrounded by mature trees and tall evergreens, creating a peaceful natural setting with space to entertain, garden, or simply unwind and enjoy the privacy. Located within the Churchville-Chili School District and just minutes from Wegmans, Roberts Wesleyan University, Chili Paul Plaza, Black Creek Park, restaurants, shopping, and expressway access, including I-490 and Route 531, for an easy commute to downtown Rochester, the airport, and surrounding suburbs. A wonderful opportunity to own a lovingly maintained ranch in one of North Chili’s most convenient locations! DELAYED NEG: 06/02 @ 3PM.

2137 Westside Drive, Chili
14 Summer Pond Way, Chili
$566,000
4 Beds ⋅ 3 Baths ⋅ R1681282 MLS
Immaculate and extensively updated, this 4 BR home delivers the perfect blend of style, comfort and functionality! The open concept layout is ideal for both everyday living and entertaining, highlighted by a beautifully updated kitchen/dinette with abundant white cabinets, granite countertops and an expansive raised breakfast bar with seating. The kitchen flows seamlessly into the family room highlighted by the gas fireplace w/decorative hearth & wood mantle. While Brazilian cherry hardwood floors add warmth and depth throughout the space. A welcoming two-story foyer opens to an inviting living room w/decorative pillars and a spacious formal dining room - perfect for special gatherings. Natural light fills the home, creating a bright and welcoming feel. Upstairs, the primary suite features cathedral ceilings, beautiful windows and a deluxe updated bath, including the custom tiled shower and new vanity. Three additional bedrooms offer flexibility and an upgraded hall bath too. The finished lower level provides additional recreational space, workout area or play area with plenty of additional storage. The outdoor setting is truly exceptional here! This private, staycation-style backdrop overlooks a scenic pond & wooded backdrop. The covered composite deck steps down to a multi-level concrete patio area, leading to the fantastic in-ground pool & creating the perfect setting for summer entertaining! A 10x14 shed/pool house rounds out the area. Major mechanical updates include an architectural roof (2012), furnace and A/C (2021), several updated vinyl windows (2018) and hot water tank (2025), providing peace of mind for years to come. This masterfully cared for home has outstanding curb appeal, landscaping & setting! Located in the desirable Chestnut subdivision, in the Town of Chili, on a quiet cul-de-sac. There's quick access to I-490, Route 390 and the Henrietta retail corridor. Just minutes to RIT, University of Rochester/URMC, downtown Rochester, Rochester International Airport, parks and golf. If you're looking for the ultimate condition, location and value - this home delivers! Delayed Negotiations 5/20/26 @ 2PM

14 Summer Pond Way, Chili
368 Chestnut Ridge Road, Chili
$315,000
4 Beds ⋅ 2 Baths ⋅ R1679251 MLS
Delayed Negotiations till Monday May 11th at 6 PM. Charming historic home offering over 2,500 sq ft of character and space! This spacious property features a large living room, dining room, kitchen and family room—all with 10' high ceilings that enhance the home’s open feel. The family room showcases beautiful wood trim and wood floors, adding warmth and timeless appeal. A convenient first-floor bedroom provides flexibility as a guest room, home office, or study. The living room includes a designated space for a future fireplace if desired, or can easily be finished to suit your style. Upstairs, you’ll find three generously sized bedrooms, including one accessed through the bathroom—ideal as a bonus room, fourth bedroom, or private retreat. Enjoy the outdoors from the enclosed screened porch overlooking the yard, which opens to a deck—perfect for relaxing or entertaining. Convenient 1st floor laundry. Additional highlights include a large 2-car attached garage and numerous updates (see attached list). Conveniently located near parks, shopping, and dining, with just a 15-minute drive to Rochester. Wegmans is only 1 1/2 miles away! As well as Blue Ribbon Florence-Brasser elementary school is only a mile away!

368 Chestnut Ridge Road, Chili
1 Audabon Circle, Chili
$325,000
4 Beds ⋅ 2 Baths ⋅ R1676724 MLS
Tucked away on a quiet cul-de-sac in Gates Chili, this 4-bedroom, 1.5-bath split-level offers the kind of space, layout, and setting that’s hard to find. Situated on a large, fully fenced lot with a deck overlooking the backyard, it’s an ideal spot for summer nights, entertaining, or simply unwinding at home.The main living spaces feel open yet defined, giving you the best of both worlds and allowing for easy everyday living.The lower level is a true standout, featuring a spacious second living room anchored by a gorgeous gas fireplace—creating a warm, inviting space to relax or gather. This level also includes a bedroom that can easily double as a home office or flex space, along with a convenient half bath, making it perfect for guests or multi-functional living.Downstairs, the huge basement is clean and ready for whatever you envision, offering loads of potential for storage, a gym, workshop, or future finished space.This home has been lovingly maintained and thoughtfully updated by its current owners, and it shows throughout. Convenient to shopping, dining, parks, and expressways, this location makes everyday living easy while still offering a tucked-away neighborhood feel. With a flexible floor plan and room to make it your own, this home is full of opportunity. Open House on Saturday 5/16 11am-12:30 and Sunday May 17 11:30-1:30. Offers will be reviewed Wednesday, 5/20 at 12pm.

1 Audabon Circle, Chili
42 Cassandra Circle, Chili
$320,000
4 Beds ⋅ 3 Baths ⋅ R1668253 MLS
Another Rockin' Rochester Property ! Welcome to 42 Cassandra Circle in the sought-after Whispering Winds neighborhood! This well-cared-for home offers a bright, open feel with comfortable living spaces perfect for both everyday living and entertaining. The kitchen flows nicely into the main living and dining areas, creating a warm and inviting atmosphere. Spacious bedrooms, great storage, and an attached garage add to the home’s functionality. Step outside to enjoy a private backyard ideal for relaxing, gardening, or hosting summer gatherings. Conveniently located near parks, shopping, and major commuter routes while still tucked away in a quiet community setting. A wonderful opportunity to own in this desirable area—schedule your showing today! Major mechanicals include a newer furnace (approx. 4 years old), a hot water tank (8–9 years), and central air conditioning (approx. 15 years).

42 Cassandra Circle, Chili
12 Lonran Drive, Chili
$305,000
3 Beds ⋅ 1 Baths ⋅ R1677456 MLS
Welcome home to 12 Lonran Drive, a charming 3-bedroom, 1-bath ranch in the heart of Chili that's truly move-in ready and overflowing with updates! Whether you're a first-time buyer, savvy investor looking for a turn-key rental, or simply ready to stop searching and start settling in, this home is the one. From the moment you step inside, the care and pride of ownership are evident. The kitchen shines with updated quartz countertops. contemporary cabinets with crown moulding, a deep farm-style sink, stainless steel appliances, and fresh flooring (2022), while the fully refreshed bathroom (2021) offers a clean, modern feel with a tiled shower with a built-in niche. One of the best parts of a ranch home is the basement space. This one awaits your vision for future expansion. The cozy electric fireplace insert (2022) adds warmth and ambiance to the living space, and the sunroom off the back of the home, featuring new flooring (2020), vintage jealousy windows, covered access to the garage, and a huge fenced-in backyard, is the perfect retreat for morning coffee, a home office, or a playroom. Fresh interior paint throughout (2025) and a brand new sump pump (2025) mean you can simply move in and enjoy. The fully fenced-in yard offers peace of mind, space, and endless possibilities, ideal for pets, entertaining, gardening, or just unwinding after a long day with the recent deck and fire pit. The location is equally impressive. Wegmans and Target on Chili Ave are just 5 minutes away. Frederick Douglass Greater Rochester International Airport is a quick 10-minute drive, making travel a breeze. The University of Rochester and its world-class medical center are approximately 10 minutes away, and vibrant Downtown Rochester is only about 15 minutes down the road. Affordable, updated, and perfectly positioned, 12 Lonran Drive won't last long. Delayed Negotiations until Wednesday, May 6th at 12:00 PM. Showings to begin, Friday, May 1st at 12:00 PM

12 Lonran Drive, Chili
22 Ascot Drive, Chili
$335,000
3 Beds ⋅ 3 Baths ⋅ R1681990 MLS
Welcome home to this amazing 3 bedroom, 2.5 bath beautifully maintained and thoughtfully updated colonial with exceptional curb appeal, mature landscaping, and vibrant gardens. This move-in ready home features gleaming hardwood floors, spacious living areas, an updated eat-in kitchen with stainless steel appliances. Primary bedroom suite with updated bath and large walk-in closet. A formal living room opens to a sunk-in cozy family room with brick fireplace and sliding glass doors leading to a large deck and backyard oasis with storage shed. You will appreciate the attention to detail that this home provides. In addition there are generously sized bedrooms, updated bathrooms with modern finishes, and abundant natural light throughout. Enjoy the charming front porch, rose-covered arbors, and expansive lawn. This is a warm and inviting home that combines timeless character with tasteful updates with pride of ownership throughout. Delayed negotiations until Tue 5/19 at 5:00 pm. Open house Sunday 5/17/26 from 2-3:30pm.

22 Ascot Drive, Chili
3081 Chili Avenue, Chili
$200,000
2 Beds ⋅ 1 Baths ⋅ R1659305 MLS
Welcome to 3081 Chili Ave! A charming Cape Cod that’s big on character and comfort! This 2-bedroom, 1-bath home offers a warm and inviting layout filled with natural light throughout. Vinyl plank (2024) and tile flooring span the first floor, providing both style and easy maintenance, while soaring cathedral ceilings and beautifully placed skylights flood the home with sunlight and showcase its unique architectural charm. The kitchen offers ample cabinet space and stainless-steel appliances. Off the kitchen is a perfect eat-in dining area with sliding glass door access to the spacious patio and fenced portion of the backyard. The first floor also features a convenient laundry room and an updated full bath (2024). Upstairs, you’ll find two generously sized bedrooms with vaulted ceilings, skylights and large closets, creating an airy and comfortable retreat. Off the primary bedroom, enjoy a private balcony overlooking the half-acre lot, the perfect spot to relax with your morning coffee. A detached 1 car garage and shed provide great storage and parking options, while the yard offers plenty of space without overwhelming upkeep. Conveniently located close to shopping, dining, and expressways, this home offers the perfect blend of location, lifestyle, and value! **Delayed negotiations 5/19 at 12 pm**

3081 Chili Avenue, Chili
2457 Westside Drive, Chili
$240,000
2 Beds ⋅ 1 Baths ⋅ R1675474 MLS
Perfect Small Ranch Home on almost an Acre Lot!!! This 950 sq ft Ranch home is amazing for owner occupants, single family rental, or furnished short term rental. You pick it, the opportunities are endless. This 2 bedroom 1 bath home is located west of Union st and just a half of mile from Roberts Wesleyan College. This gem has it all; New Roof (2019), New Gutter Guards (2023), Newly renovated Bathroom (2023), New Water Tank (2024), Refinished stunning Hardwood Floors, New Kitchen Floor and Fresh paint throughout the whole house. New Garage Door Opener (April 2026) New 6 panel solar (2023) with room for 2 more panels to support an EV charger, should you choose to add it.  All this is situated on a park-like yard with a double lot and shed. Don't let this great opportunity pass you by! Property available furnished or unfurnished. Delayed Negotiations till Monday 5/4 @ Noon.

2457 Westside Drive, Chili
24 Everett Drive, Chili
$340,000
3 Beds ⋅ 3 Baths ⋅ R1676768 MLS
Stunning and Spacious Ranch at the end of a cul-de-sac with a large fully finished walkout basement ! Enough room to never have to leave home ! Updates through-out include refinished hardwood floors, recessed lighting through-out, stainless steel kitchen appliances, two updated full bathrooms and a new half bathroom in the basement. Spacious mudroom with custom built-ins to store all your boots, shoes, coats, etc. Large sun-filled family room with bay window. Three spacious bedrooms with plenty of closet and storage space. Primary bedroom suite with private full bathroom and new shower. The finished basement provides double the living space with many options with a half bathroom and laundry area it could be used for nearly anything; playroom, 2nd living room, office space, gym and workout area, additional bedroom, home theatre or more. Walk-out to the large 0.7 acre yard with patio, firepit, mature pine trees and room to run ! Have peace of mind with newer mechanics, central air (2016), furnace, hot water tank, humidifier, air purifier (2020) New driveway (2020) with basketball hoop. A must see house ! Delayed showings till Thursday April 30th at 3pm and delayed negotiations till Wednesday May 6th at 12:00 Noon.

24 Everett Drive, Chili
41 Great Meadow Circle, Chili
$250,333
2 Beds ⋅ 1 Baths ⋅ R1672812 MLS
RARE RANCH END UNIT! Welcome to 41 Great Meadow Circle, a beautifully maintained townhome located in the desirable Riverview HOA community in the Town of Chili. Offering the perfect blend of comfort, convenience, and low-maintenance living. Inside, you’ll find a well-cared-for space filled with natural light and key updates and already completed, including a furnace and central air system (2017) and a hot water tank (2020). First floor bedrooms, bathroom and FIRST FLOOR LAUNDRY! A whole-house generator adds an extra layer of reliability and peace of mind. Step outside to your private patio, an ideal spot to relax, unwind, or enjoy your morning coffee. Living in the Riverview HOA means less time worrying about upkeep and more time enjoying your home. HOA is $270/month. Snow removal and exterior maintenance are handled for you, making day-to-day living simple and stress-free year-round. Located in the Wheatland-Chili Central School District. Just minutes from Tap It Bar & Grill, Genesee Valley Park, Wegmans, South Town Plaza, shopping centers, Home Depot, restaurants galore, and major roadways, plus a short drive to RIT and the Greater Rochester International Airport. Delayed negotiations, offers due Tuesday April 21st at 2pm.

41 Great Meadow Circle, Chili
9 White Oak Bend, Chili
$385,000
3 Beds ⋅ 3 Baths ⋅ R1675619 MLS
OPEN Saturday 4/25/26 from 11:30 am to 1 pm. Get ready…this is the one you’ve been waiting for! Move-in ready and tucked into the highly sought-after Wellington neighborhood in Chili—and it’s one you won’t want to miss! Offering 3 spacious bedrooms and 2½ baths, this home delivers the perfect blend of comfort and functionality. The sun-filled living room features vaulted ceilings and large windows that flood the space with natural light—ideal for everyday living and effortless entertaining. The kitchen is ready for action with abundant granite counter space, stylish cabinetry, and plenty of room to cook, gather, and enjoy. From the dining area extend your warm weather entertainment to the generous size deck perfect for chilling, grilling and sunning. The HUGE primary suite is a true retreat, complete with a walk-in closet and private bath. Need extra space? You’ve got it. The partially finished basement with new vinyl plank flooring offers a great rec-room—perfect for movie nights, workouts, or a home office. There is plenty of storage too! Half bath and laundry are conveniently located near the garage for easy clean up when working in the garage or yard. Step outside to your deck, overlooking the well-maintained yard with plenty of room to relax, garden, or play. And the Wellington neighborhood? Friendly, welcoming, and just right for evening walks and getting to know your neighbors. Remote workers will appreciate the availability of Greenlight or Frontier Fiber High Speed Internet. Conveniently located near shopping, restaurants, parks, and more—this is easy living at its best. Welcome Home! Offers will be reviewed on Monday 4/27 at 4 PM. Please allow 24 hours for life of offer. Seller is requesting 3 days post possession.

9 White Oak Bend, Chili
252 Golden Rd, Chili
$357,750
3 Beds ⋅ 2 Baths ⋅ R1674140 MLS
Welcome to this beautifully maintained 3-bedroom ranch offering comfort, style, and great entertaining space throughout. Step inside to find stunning vaulted ceilings that elevate the living room, family room and kitchen creating a bright open feel. The spacious family room features elegant French doors leading to the Trex deck with an awning and above ground Esther Williams heated pool-perfect for summer gatherings and outdoor relaxation. The kitchen is thoughtfully designed with raised panel maple cabinets and solid surface counter tops accented with ceramic back splash. All the appliances are included. a charming dinette with a bay window adds additional space and great for gatherings. Main bathroom offers double sinks with solid surface counters, tiled tub/shower unit. Enjoy the finished lower level which expands your living space(not included in square footage),with attractive wainscoting, Berber carpet, and a convenient powder room. Washer and dryer will stay. Roof is approx. 10-15 years old, Gas furnace 2024, hot water tank 2019.Stamped concrete front walkway. Home is located in the desirable Churchville-Chili Schools. Delayed negotiations till Wednesday April 22 @10:00 A.M.

252 Golden Rd, Chili
3504 Chili Avenue, Chili
$458,000
4 Beds ⋅ 3 Baths ⋅ R1681312 MLS
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath ranch, where thoughtful design meets effortless everyday living. Built in 2001 and featuring soaring high ceilings throughout, this home delivers the open, airy feel today’s buyers are searching for, all on one convenient level. The heart of the home is a gorgeous open kitchen boasting beautiful, plentiful cabinetry and a sunny eat-in area perfect for casual mornings. A generous adjacent dining space offers incredible flexibility — use it as a formal dining room, a second living area, or a quiet home study. The expansive living room anchors the main living area with a cozy gas fireplace, ideal for gatherings large and small. Retreat to a truly impressive primary suite complete with a walk-in closet and a spa-inspired bath featuring a double vanity, large soaking tub, and an extra-large shower. Three additional nicely sized bedrooms offer comfort and versatility for family, guests, or a home office. First-floor laundry adds the finishing touch of everyday convenience. Downstairs, a massive walkout basement — already framed out with daylight windows and double exterior doors — presents an extraordinary opportunity to expand your living space exactly as you envision it. Step outside to professionally landscaped grounds, an oversized deck overlooking the backyard, and a driveway with turnaround for effortless arrivals and departures. All of this, less than 2 miles from major shopping and with quick, easy access to Route 490. Homes like this don’t last. Delayed Negotiations Wednesday, May 20, 2026 at 10am.

3504 Chili Avenue, Chili

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