Gillespie, located in Macoupin County, Illinois, is a charming small town known for its friendly community and rich historical backdrop. Nestled amid scenic countryside, Gillespie offers a peaceful lifestyle with access to local parks, schools, and recreational opportunities. This article explores the best residential areas in Gillespie, highlighting their characteristics, housing options, and average prices.
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Downtown Gillespie

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Downtown Gillespie serves as the commercial and cultural hub of the city, where residents can enjoy a variety of local shops, restaurants, and community events. This area is perfect for those who appreciate a vibrant community atmosphere.
Characteristics of the Downtown Gillespie
* Culture: Rich history with local festivals and events
* Transportation: Walking-friendly with access to bus services
* Services: Convenience stores, pharmacies, and eateries
* Environment: Lively and community-oriented
Housing Options in the Downtown Gillespie
Historic single-family homes, Apartments
Average Home Prices in the Downtown Gillespie
* Buying: $120,000 – $180,000
* Renting: $900 – $1,300/month
Gillespie Heights

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Gillespie Heights is a residential neighborhood known for its family-friendly environment and spacious lots. This area is ideal for families looking for a mix of suburban peace and accessibility to urban amenities.
Characteristics of the Gillespie Heights
* Culture: Community gardens and family activities
* Transportation: Relatively easy access to main roads; car recommended
* Services: Nearby schools, parks, and recreational facilities
* Environment: Quiet, with a strong sense of community
Housing Options in the Gillespie Heights
Single-family homes, Duplexes
Average Home Prices in the Gillespie Heights
* Buying: $150,000 – $220,000
* Renting: $1,000 – $1,500/month
Cedar Grove

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Cedar Grove offers spacious homes surrounded by nature, making it ideal for outdoor enthusiasts and families who want more green space. The friendly neighborhood is noted for its welcoming residents and community feel.
Characteristics of the Cedar Grove
* Culture: Outdoor lifestyle with parks and walking trails
* Transportation: Car essential, some public transport options
* Services: Grocery stores within a short drive
* Environment: Relaxed and family-oriented
Housing Options in the Cedar Grove
Single-family homes, Townhouses
Average Home Prices in the Cedar Grove
* Buying: $130,000 – $200,000
* Renting: $950 – $1,400/month
Maplewood Lane

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Maplewood Lane features modern homes in a well-planned community. This area provides easy access to schools and shopping, making it perfect for busy professionals and families.
Characteristics of the Maplewood Lane
* Culture: Contemporary living with a focus on convenience
* Transportation: Easy access to highways; car preferred
* Services: Major retail stores and restaurants nearby
* Environment: Active and modern
Housing Options in the Maplewood Lane
Single-family homes, New construction
Average Home Prices in the Maplewood Lane
* Buying: $160,000 – $250,000
* Renting: $1,100 – $1,600/month
Oak Ridge

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Oak Ridge is a charming residential area characterized by beautiful trees and well-maintained homes. The peaceful surroundings make it suitable for retirees and those looking to escape the hustle and bustle.
Characteristics of the Oak Ridge
* Culture: Nature appreciation with local wildlife
* Transportation: Car necessary; limited public transport
* Services: Close to essential services and parks
* Environment: Serene and nature-oriented
Housing Options in the Oak Ridge
Single-family homes, Ranch-style houses
Average Home Prices in the Oak Ridge
* Buying: $140,000 – $210,000
* Renting: $900 – $1,250/month
Greenfield Estates

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Greenfield Estates is a thriving neighborhood featuring a mix of classic and contemporary homes. Families and young professionals enjoy the local amenities and community spirit.
Characteristics of the Greenfield Estates
* Culture: Diverse community with events and activities
* Transportation: Convenient access to public transport and major roads
* Services: Proximity to schools, parks, and health services
* Environment: Vibrant and inclusive
Housing Options in the Greenfield Estates
Single-family homes, Condominiums
Average Home Prices in the Greenfield Estates
* Buying: $175,000 – $250,000
* Renting: $1,100 – $1,700/month
Frequently Asked Questions About the Best Residential Areas in Gillespie:
The best residential areas in Gillespie include Downtown Gillespie, Gillespie Heights, Cedar Grove, Maplewood Lane, Oak Ridge, and Greenfield Estates.
Gillespie Heights and Cedar Grove are particularly family-friendly, with good schools and parks nearby.
Cedar Grove and Oak Ridge typically offer some of the more affordable housing options in Gillespie.
Downtown Gillespie has the best access to amenities like shops, restaurants, and community services.
Home prices in Gillespie typically range from $120,000 to $250,000 depending on the area and type of home.
Gillespie Heights and Cedar Grove offer the best parks and recreational facilities for families.
Oak Ridge and Cedar Grove are popular among retirees due to their peaceful ambiance and community feel.
Maplewood Lane and Greenfield Estates feature newer homes and developments.
Limited public transport options are available, but having a car is preferred for easy navigation.
Gillespie boasts a friendly and welcoming community, often coming together for local events and festivals.
Conclusion on the Best Residential Areas in Gillespie:
Gillespie, Illinois, presents a variety of residential neighborhoods, each with distinct characteristics catering to different needs and lifestyles. Whether you desire the vibrancy of Downtown Gillespie, the family-oriented environment of Gillespie Heights, or the tranquility of Oak Ridge, there are ample choices for everyone. The real estate market in Gillespie offers diverse options from historic homes to modern new builds, making it an attractive destination for families, retirees, and young professionals alike. Ultimately, the right choice will depend on personal preferences regarding convenience, community, and lifestyle.
About the Author

Published by:Eribert De Oliveira
Mechatronics Engineer and founder of Mi Inmueble Online, with a background in real estate. I combine technology and analysis to help you find the best areas to live.