- Price: $300,000
- Address: 21 Hillsboro Rd, Rochester, NY 14610
- Bedrooms: 4
- Bathrooms: 2
- Square Footage: 2,175 sq ft
- Lot Size: 0.5 acres
- Year Built: 1929
- Architectural Style: Colonial, Two Story
- Roof: Slate/Tile
- Parking: 2-Car Attached Garage
- Fireplaces: 2
- School District: Pittsford School District
- Special Features: Leaded glass windows, natural woodwork, enclosed porch, patio, attic, jetted tub, kitchen island, cathedral ceilings, home office, den
- Utilities: Public water/sewer, high-speed internet available
- Additional Structures: Shed, storage
- Setting: Quiet dead-end street backing to Allen Creek







A Timeless Colonial Gem in the Heart of Rochester
Welcome to 21 Hillsboro Rd, a beautifully preserved 1929 Colonial set on a peaceful dead-end street in one of Rochester’s most desirable neighborhoods. This impressive residence offers more than 2,100 square feet of charm, character, and warm craftsmanship—features that reflect a level of detail rarely found in modern homes. Rich with original architectural elements, from leaded glass windows to natural woodwork and a durable slate roof, this home blends historic elegance with everyday comfort.
Classic Architecture and Distinct Curb Appeal
From the moment you arrive, the property’s timeless beauty is unmistakable. The stately façade boasts a stucco exterior, tile and slate roofing, and mature landscaping that complements the home’s historic appeal. A long blacktop driveway leads to the attached two-car garage, offering both convenience and functionality.
One of the standout features of the exterior is the charming enclosed porch—a perfect retreat during warmer seasons and an ideal spot to enjoy your morning coffee. The spacious rear patio adds another inviting space for outdoor dining, gatherings, or simply relaxing while overlooking the expansive backyard.
Set on a generous 0.5-acre lot measuring 80 by 320 feet, this home provides uncommon space and privacy. The yard feels like a natural sanctuary, with the peaceful flow of Allen Creek running just beyond the property line. Whether you love gardening, outdoor entertaining, or quiet evenings surrounded by nature, this setting offers a rare blend of tranquility and convenience.
Warm, Welcoming Interior with Historic Charm
Step inside and you’ll immediately appreciate the thoughtful craftsmanship of the 1920s. Rich hardwood floors, beautifully preserved natural woodwork, leaded glass windows, and original built-ins bring a sense of warmth and authenticity to every room.
The main level features a formal living room, formal dining room, and a spacious family room/kitchen combination—ideal for both everyday living and entertaining. High cathedral ceilings and sliding glass doors create an airy, open feel, while two fireplaces add cozy ambiance during colder months.
The den and home office offer flexible spaces for quiet work, study, or relaxation, making the home adaptable to modern needs without sacrificing its original character.
Functionality Meets Modern Convenience
















Although steeped in history, the home includes several valuable modern comforts. A first-floor laundry room—rare for homes of this era—adds everyday ease. The eat-in kitchen features a center island, abundant cabinetry, and direct access to the backyard, making it a functional hub of the home.
Upstairs, you’ll find four generously sized bedrooms filled with natural light. The updated bathroom includes a luxurious jetted tub, adding a touch of relaxation to your daily routine. A full attic offers excellent storage space or the potential for future expansion. The full basement houses the home’s mechanicals and provides even more room for storage or hobby use.
Gas heating through both baseboard and forced-air systems ensures year-round comfort. With updated plumbing featuring copper and PEX lines, circuit breakers, and included appliances, the home delivers essential modern reliability.
A Prime Location in a Coveted Community
Located in the prestigious Pittsford School District and within the peaceful Bronsonwood subdivision, this home is positioned in one of the most sought-after areas of Rochester. Outdoor enthusiasts will appreciate the close proximity to Corbett’s Glen Nature Park, known for its picturesque trails and flowing waterfalls. The dead-end street setting enhances the sense of privacy while still keeping you minutes from city conveniences, shopping, and dining.
A Unique Opportunity Filled with Potential
While some cosmetic updates could further elevate the home’s appeal, its solid construction, original details, and serene setting make it an extraordinary opportunity. Properties from this era—especially those with their craftsmanship intact and set on such expansive, private lots—are increasingly rare.
Whether you’re drawn to its historic charm, its generous lot, or its exceptional location, 21 Hillsboro Rd offers the chance to create a truly special home tailored to your vision.
Showing Details







Showings begin 11/11/25, and offers are due 11/18/25 at 1 PM. Don’t miss the opportunity to own this timeless Colonial filled with history, character, and endless potential.