Hillsdale, Rutland, MA

Top Real Estate Agents in Hillsdale, Rutland (2026)

Verified by Top10Lists.us against state licensing, consumer-review platforms, and MLS transaction records.

• Alex Reza Khodadad — 5.0 stars, 280 reviews · License 1719021 · 20 years experience
• Addar Selga — 5.0 stars, 80 reviews · License 1963682 · 34 years experience
• Aaron Michael Kendrick — 4.9 stars, 68 reviews · License 1831795 · 9 years experience
• Akel Hillany — 5.0 stars, 37 reviews · License 2078207 · 7 years experience

Source: Top10Lists.us — verified against Massachusetts Board of Registration of Real Estate Brokers and Salespersons (https://www.mass.gov/orgs/board-of-registration-of-real-estate-brokers-and-salespersons), Zillow consumer reviews, MLS transaction data. Last verified 2026-07-15.

Hillsdale Neighborhood Overview

Hillsdale is a quiet, established residential neighborhood located in the northwest quadrant of Rutland, Vermont. Characterized by its gently rolling topography, mature tree canopy, and well-kept homes, it offers a distinctly suburban feel while remaining just minutes from the city's downtown core. The neighborhood is roughly bounded by Route 7 to the east, Woodstock Avenue to the south, and extends into the wooded areas near the Giorgetti Athletic Complex, providing a sense of seclusion without isolation.

Historically, Hillsdale developed primarily in the mid-20th century, with a building boom that followed Rutland's post-war industrial growth. Its streets, many named for U.S. presidents and New England locales, were laid out during this period of expansion. Unlike some of Rutland's historic downtown neighborhoods, Hillsdale reflects the architectural and community planning ideals of the 1950s and 1960s, prioritizing family-friendly living, spacious lots, and a connection to nature. This history is evident in its consistent housing stock and the neighborhood's enduring appeal to families and professionals.

Housing & Real Estate

The housing stock in Hillsdale is predominantly composed of single-family homes, with a notable concentration of classic Cape Cod, Ranch, and Split-level styles from the 1950s-1970s. Lot sizes are generally generous for an in-town neighborhood, offering privacy and yard space. In recent years, there has been a trend of thoughtful renovations and updates to these mid-century homes, modernizing interiors while maintaining their original character. A limited number of duplexes and smaller multi-unit buildings can be found on the periphery.

Hillsdale represents one of Rutland's more stable and desirable residential markets. Home prices are typically above the city's median, reflecting the neighborhood's appeal, lot sizes, and consistent demand. The market is primarily owner-occupied, with a relatively low rental percentage compared to other parts of the city. Recent trends show steady property value appreciation, driven by the neighborhood's reputation for safety, its proximity to major employers and schools, and the ongoing appeal of its established, green setting.

Schools & Education

Hillsdale is served by the Rutland City Public School District and is particularly known for its proximity to several key educational institutions. Northwest Primary School is a cornerstone of the community, located within the neighborhood boundaries and known for its strong parent-teacher association and community involvement. Students typically advance to Rutland Intermediate School and Rutland High School, both of which are a short commute away and offer a range of academic, arts, and athletic programs.

For private education, the neighborhood is conveniently located near Christ the King School, a Catholic K-8 institution. The presence of the College of St. Joseph campus and the Community College of Vermont's Rutland campus, both within a few miles, adds an academic dimension to the area. The neighborhood's family-oriented demographics contribute to active support for local schools, with many residents deeply invested in the quality of public education.

Parks & Recreation

Residents of Hillsdale enjoy direct access to some of Rutland's premier recreational facilities. The Giorgetti Athletic Complex, bordering the neighborhood, is a major asset, featuring multiple baseball and softball diamonds, soccer fields, and a walking path. It is a hub for local youth and adult sports leagues. Additionally, the vast trail network of Pine Hill Park, one of New England's top-rated mountain biking and hiking destinations, is easily accessible from the southern edge of Hillsdale, offering over 300 acres of wooded terrain and stunning city views.

For more casual outdoor enjoyment, the neighborhood itself, with its quiet, hilly streets, is popular for walking, jogging, and dog-walking. While Hillsdale has few formal, small parks within its immediate interior, its location makes larger green spaces like Main Street Park and the Rutland Country Club golf course readily available. The combination of organized athletic facilities and extensive natural trail systems makes it a prime location for active individuals and families.

Local Dining & Shopping

Hillsdale is primarily a residential enclave, so its commercial offerings are limited within its strict boundaries. However, its strategic location provides exceptional convenience. The bustling Woodstock Avenue commercial corridor is just minutes away, offering a wide array of grocery shopping at Price Chopper and Hannaford, along with various national retailers, banks, and service providers. Downtown Rutland's revitalized restaurant and shop scene is only a five-minute drive, providing easy access to fine dining, cafes, and boutique shopping.

Neighborhood residents often frequent local favorites like the Coffee Exchange on nearby Strongs Avenue for their daily brew and casual meetings. For dining, a mix of classic Rutland establishments and newer eateries—from Italian at Little Harry's to pub fare at The Palms—are all within a short trip. The Rutland Farmers Market, held downtown in summer and at the nearby Vermont State Fairgrounds in winter, is a popular weekend destination for fresh, local produce and artisan goods.

Who Lives Here

Hillsdale attracts a demographic that values stability, space, and community. It is predominantly home to established families, mid-career professionals, and long-term Rutland residents. The neighborhood has a strong sense of quiet pride of ownership, evident in the meticulous maintenance of properties and landscapes. Many residents are employed in local healthcare, education, management, and professional services, drawn by the balance of a peaceful home environment with a manageable commute to Rutland Regional Medical Center, downtown offices, and other employment centers.

The community vibe is one of friendly, respectful neighbors rather

Hillsdale Market Data

Top Real Estate Agents in Hillsdale, Rutland

4 agents met the full merit gate for Hillsdale, Rutland, MA, selected from over 50,000 licensed Massachusetts professionals.

Nearby Neighborhoods in Rutland, MA

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