Middletown, located in Montgomery County, Missouri, is a quaint rural town known for its serene environment and strong community spirit. The town features picturesque landscapes, friendly neighbors, and a variety of recreational opportunities. This article outlines the best residential areas in Middletown, detailing their characteristics, housing options, and average prices to help potential residents find their perfect home.
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Downtown Middletown

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Downtown Middletown serves as the cultural heart of the town. With charming historic buildings and local shops, it captures the essence of small-town life.
Characteristics of the Downtown Middletown
* Culture: Local art galleries, theaters, and restaurants reflecting regional fare.
* Transportation: Walking-friendly; limited public transport available.
* Services: Nearby grocery stores, parks, and community centers.
* Environment: Vibrant yet relaxed, with a close-knit community feel.
Housing Options in the Downtown Middletown
Historic homes, townhouses, and apartments.
Average Home Prices in the Downtown Middletown
* Buying: $120,000 – $180,000
* Renting: $900 – $1,300/month
Middletown Estates

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Middletown Estates offers a suburban feel with newer homes and well-maintained neighborhoods, making it ideal for families and retirees alike.
Characteristics of the Middletown Estates
* Culture: Family-friendly atmosphere with playgrounds and recreational areas.
* Transportation: Car essential; some public transport options.
* Services: Schools, shopping centers, and medical facilities nearby.
* Environment: Quiet, safe, and community-oriented.
Housing Options in the Middletown Estates
Single-family homes, duplexes.
Average Home Prices in the Middletown Estates
* Buying: $150,000 – $250,000
* Renting: $1,200 – $1,700/month
Middletown Additions

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This area features a variety of housing styles, suitable for first-time homebuyers and those seeking a cozy and affordable living space.
Characteristics of the Middletown Additions
* Culture: Diverse community with block parties and local events.
* Transportation: Mostly car-dependent; few bus services.
* Services: Convenient access to basic amenities and community services.
* Environment: Friendly, welcoming, and perfect for newcomers.
Housing Options in the Middletown Additions
Ranch-style homes, starter homes.
Average Home Prices in the Middletown Additions
* Buying: $100,000 – $160,000
* Renting: $750 – $1,100/month
Greenwood Heights

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Nestled near a river, Greenwood Heights provides a tranquil retreat with beautiful natural scenery, making it perfect for nature enthusiasts.
Characteristics of the Greenwood Heights
* Culture: Access to nature trails and local wildlife; community gardening.
* Transportation: Car required; little public transport.
* Services: Basic small shops; good access to larger stores a short drive away.
* Environment: Peaceful, scenic, and ideal for outdoor activities.
Housing Options in the Greenwood Heights
Eco-friendly homes, log cabins.
Average Home Prices in the Greenwood Heights
* Buying: $130,000 – $200,000
* Renting: $1,000 – $1,500/month
Fairview Avenue

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Fairview Avenue is known for its tree-lined streets and spacious lots, making it a desirable area for families looking for a suburban lifestyle.
Characteristics of the Fairview Avenue
* Culture: Community events, family-oriented activities.
* Transportation: Good access to car routes; limited public transport.
* Services: Close to schools, parks, and local eateries.
* Environment: Safe, friendly, and family-centric.
Housing Options in the Fairview Avenue
Large single-family homes, split-level homes.
Average Home Prices in the Fairview Avenue
* Buying: $160,000 – $280,000
* Renting: $1,300 – $1,800/month
River Bend

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River Bend is a small community that offers attractive riverside properties and easy access to water activities, making it a serene choice for homebuyers.
Characteristics of the River Bend
* Culture: Strong emphasis on outdoor recreation and nature appreciation.
* Transportation: Car required; few public transport services.
* Services: Essential amenities available; shopping a short drive away.
* Environment: Relaxed and nature-focused.
Housing Options in the River Bend
Cottages, contemporary homes with river views.
Average Home Prices in the River Bend
* Buying: $140,000 – $230,000
* Renting: $1,000 – $1,400/month
Frequently Asked Questions About the Best Residential Areas in Middletown:
Some of the best residential areas in Middletown include Downtown Middletown, Middletown Estates, Middletown Additions, Greenwood Heights, Fairview Avenue, and River Bend.
Middletown Estates and Fairview Avenue are highly recommended for families due to their proximity to schools and parks.
The average home prices in Middletown range from $100,000 to $280,000 depending on the neighborhood and type of housing.
Yes, Middletown has several reputable schools, particularly around Middletown Estates and Fairview Avenue.
Public transport options are limited in Middletown, making car ownership advisable for residents.
Middletown has a friendly and welcoming community, with various events that emphasize local culture.
Middletown Additions offers some of the most affordable housing options in the area, suitable for first-time buyers.
Residents can enjoy local parks, community events, and outdoor activities along the river in Greenwood Heights and River Bend.
Yes, areas like Middletown Estates and Greenwood Heights provide peaceful settings with community-oriented amenities suitable for retirees.
Middletown offers a diverse range of homes, including historic houses, single-family homes, and modern cabins.
Conclusion on the Best Residential Areas in Middletown:
Middletown presents an inviting blend of small-town charm and community spirit, making it an excellent choice for potential residents. With diverse neighborhoods like Downtown Middletown, Middletown Estates, and Greenwood Heights, there are ample housing options suited for families, retirees, and individuals alike. Each area offers unique features from recreational activities to peaceful environments, allowing newcomers to choose a perfect match for their lifestyle needs. The friendly atmosphere, coupled with access to local amenities and nature, makes Middletown a delightful place to call home.
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.