Jacksonville, located in Windham County, Vermont, is a charming small town that offers residents a picturesque rural setting with beautiful landscapes and a strong sense of community. The area is popular for its outdoor recreational activities, including hiking, fishing, and skiing, making it ideal for nature lovers. Alongside its scenic environment, Jacksonville also boasts a friendly and welcoming atmosphere, making it a perfect spot for families and individuals alike. This article provides a deep dive into the best residential areas in Jacksonville Windham, highlighting their unique characteristics, housing options, and average prices.
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Downtown Jacksonville

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Downtown Jacksonville is the vibrant heart of the community, featuring local shops, restaurants, and community events. This area is perfect for those who appreciate a lively atmosphere with easy access to amenities.
Characteristics of the Downtown Jacksonville
* Culture: Strong community feel with local festivals and events
* Transportation: Easily walkable with access to local bus services
* Services: Variety of shops, cafes, and essential services
* Environment: Lively and friendly
Housing Options in the Downtown Jacksonville
Historic homes, Townhouses, Apartments
Average Home Prices in the Downtown Jacksonville
* Buying: $250,000 – $400,000
* Renting: $1,200 – $2,000/month
Wilmington Road Area

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The Wilmington Road area is characterized by its spacious properties and proximity to nature reserves. This neighborhood is ideal for families looking for a larger home with a backyard.
Characteristics of the Wilmington Road Area
* Culture: Community-oriented with family events
* Transportation: Best accessed by car, with nearby bike trails
* Services: Grocery stores, schools, parks
* Environment: Family-friendly and spacious
Housing Options in the Wilmington Road Area
Single-family homes, New constructions
Average Home Prices in the Wilmington Road Area
* Buying: $300,000 – $500,000
* Renting: $1,500 – $2,500/month
Lake Sadawga Area

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Offering serene lakeside living, the Lake Sadawga area is perfect for those who enjoy water activities or simply wish to relax by the water. Properties here offer stunning views and a peaceful environment.
Characteristics of the Lake Sadawga Area
* Culture: Outdoor recreation, boating, and fishing
* Transportation: Car is essential, limited public transportation
* Services: Limited local amenities; better suited for self-sufficient living
* Environment: Tranquil and scenic
Housing Options in the Lake Sadawga Area
Lakefront cabins, Cottages, Single-family homes
Average Home Prices in the Lake Sadawga Area
* Buying: $350,000 – $600,000
* Renting: $1,200 – $1,800/month
Dutton Pines

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This neighborhood is known for its scenic wooded lots and proximity to hiking trails. It attracts nature enthusiasts and those seeking a quiet retreat.
Characteristics of the Dutton Pines
* Culture: Nature-centric, focus on outdoor activities
* Transportation: Car required; local paths for walking and biking
* Services: Nearby grocery stores and recreational parks
* Environment: Peaceful and secluded
Housing Options in the Dutton Pines
Custom-built homes, Log cabins
Average Home Prices in the Dutton Pines
* Buying: $280,000 – $450,000
* Renting: $1,000 – $1,600/month
Grout Brook Area

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A rural community that offers spacious plots of land and a strong sense of community, Grout Brook is perfect for those looking for a quiet life outside the hustle and bustle.
Characteristics of the Grout Brook Area
* Culture: Rural living with community activities
* Transportation: Car essential; minimal public transport
* Services: Local markets and basic amenities
* Environment: Rural and community-focused
Housing Options in the Grout Brook Area
Farmhouses, Large single-family homes
Average Home Prices in the Grout Brook Area
* Buying: $250,000 – $400,000
* Renting: $900 – $1,300/month
West River Area

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This area offers a picturesque view of the West River and is popular among outdoor enthusiasts. It's an ideal location for those who enjoy kayaking and fishing.
Characteristics of the West River Area
* Culture: Outdoor recreation and adventure
* Transportation: Mostly car-dependent with scenic roads
* Services: Limited; larger amenities found in nearby towns
* Environment: Active and nature-centric
Housing Options in the West River Area
Riverside homes, Cozy cabins
Average Home Prices in the West River Area
* Buying: $300,000 – $500,000
* Renting: $1,100 – $1,700/month
Frequently Asked Questions About the Best Residential Areas in Jacksonville Windham:
The best residential areas include Downtown Jacksonville, Wilmington Road Area, Lake Sadawga Area, Dutton Pines, Grout Brook Area, and West River Area.
The Lake Sadawga Area is known for its tranquility and lakeside views, making it perfect for relaxation.
Wilmington Road Area features many new constructions and spacious properties suitable for families.
Downtown Jacksonville is the most centrally located, providing ample amenities and services.
The Grout Brook Area tends to have the most affordable housing options compared to others.
Wilmington Road Area is highly recommended due to its spacious homes and community activities for families.
Dutton Pines and Lake Sadawga offer beautiful natural surroundings and ample outdoor space.
Downtown Jacksonville boasts the highest concentration of services, shops, and community facilities.
The Lake Sadawga Area is considered exclusive due to its lakeside properties and stunning views.
While public transport is limited, Downtown Jacksonville has the best access to local routes.
Conclusion on the Best Residential Areas in Jacksonville Windham:
Jacksonville Windham, VT, offers a multitude of residential areas catering to various lifestyles, whether you're drawn to the lively atmosphere of Downtown, the family-friendly environment of Wilmington Road, or the serene lakeside living at Lake Sadawga. Each neighborhood encapsulates the charm and natural beauty of rural Vermont, allowing residents to enjoy a fulfilling lifestyle enriched by community, nature, and history. Whether you're looking for spacious homes, tranquil retreats, or vibrant community interaction, Jacksonville has something to offer everyone.
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.