Browse All Chili NY Historical Properties 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

$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

$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

$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

$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

$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

$649,900

R1677809 MLS

Commercial property offering building, land, and business for sale with real estate included at 2771 Scottsville Road. Positioned along a high-visibility corridor with convenient access to major roadways, this established restaurant/bar property is currently operating as an Indian restaurant and includes a fully equipped setup with furnishings, fixtures, equipment, and a full-service bar in place. The building has been maintained and features updates completed in 2016. Interior layout supports full-service dining with a functional kitchen configuration, designated seating areas, bar service area, and efficient service flow. The property sits on 3.61 acres, providing additional land area for potential expansion or alternative permitted uses, subject to local approvals. A full basement offers approximately 2,595 square feet of storage or operational space. The site includes ample on-site parking and strong exposure, with proximity to Scottsville, Rochester Institute of Technology, and Greater Rochester International Airport. Longstanding operation reflects a consistent commercial presence. Opportunity for continued restaurant use or adaptation to other permitted business types. Additional details available upon request.

2771 Scottsville Road, Chili

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