$300,423Average Value$192Average Price per Sq Ft3Homes For Sale
Birthplace of basketball
Most neighborhoods in America can't claim they invented one of the world's most popular sports, but Upper Hill can. Just a couple of miles east of downtown Springfield, this small community is the birthplace of basketball, first introduced at Springfield College in the 1800s. Locals are just a short drive from Springfield's most iconic attractions, including nationally regarded museums and the over 700-acre Forest Park. Ties are strong here as families have lived in Upper Hill for generations. The impact individuals have made in their community is clear through parks that have been named in their honor.
Dr. James Naismith statue near the entrance of the Basketball Hall of Fame.
A visitor checks his wing span compared to a NBA player at The Basketball Hall of Fame.
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Springfield Museums and Naismith Memorial Basketball Hall of Fame
Living in Upper Hill, locals can watch as NBA players are inducted into the Hall of Fame. Tickets always sell out. Though this ceremony used to take place locally at Springfield College, it's still held just 2 miles from home at the Naismith Memorial Basketball Hall of Fame on Hall of Fame Avenue. At the entrance, locals and tourists are greeted by a statue of basketball's first coach, instructor James Naismith of Springfield College. Springfield Museums on Edwards Street is the same distance from Upper Hill. Its cluster of five museums includes the fully bilingual museum dedicated to Dr. Seuss in Spanish and English.
A woman views a sculpture at George Walter Vincent Smith Art Museum in Springfield.
These sculptures are outside of the Dr. Seuss National Memorial Sculpture Garden in Springfield.
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Upper Hill homes were built in the 1920s
"Upper Hill is urban but has a small city feeling. Housing prices are better here than in other areas. You can still buy a home for under $300,000 here," says Nina Sable, a realtor who specializes in Springfield and works for William Ravis. The town has a densely built layout with an average of 17 people per acre, and the average home value is around $260,000. Though homes skew older, they are well maintained, according to Sable. "Because the top market price is lower here, people have more discretionary cash, so the interiors are better." The area offers a mix of historic properties, mostly built in the early to mid-1900s, including colonials, Cape Cods and bungalows. Sable describes the market as "very active" and says houses sell quickly.
a lovely cape cod in the Upper Hill section of Springfield.
An aerial view of the streets and homes in the Upper Hill section of Springfield.
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Basketball is always on the mind of kids at Bolden Park in Springfield.
Samuel A. Bolden Park is a living memory
South Branch Mill River runs along Alden Street, where Springfield College is. Some locals stand along the sliver of grass between the road and water to fish. Gunn Square has a tot-friendly playground for kids ages 2 to 5. Samuel A. Bolden Park on Wilbraham Avenue is more than just a place to play Basketball; it's also a living memory, named after a beloved community that has always lent a helping hand in support of families. Forest Park's over 700 acres off Sumner Avenue, just 2 miles away, offer winding trails along ponds and lakes. Among its many attractions is an indoor ice-skating rink and America's first public swimming pool, established in 1889.
Forest Park hosts "Bright Nights"
Springfield College hosts Upper Hill's annual block party — a tradition since 2004, held at either William N. DeBerry Elementary School or Samuel A. Bolden Park. A thousand residents show up each year for face painting, live music, free food, music and more. During the holidays, Forest Park also hosts "Bright Nights" — a 2-mile drive through festive lights. The farmers' market has also been open for business in Forest Park nearly year-round since 1998.
Forest Park is a 735-acre Forest Park located in Springfield.
Ladies take a stroll in Forest Park in Springfield.
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Everyday needs are at Five Town Plaza
Talk of the Town on Wilbraham Road is famous for its jerk chicken. Just a short walk from this restaurant on the same road, locals also enjoy Jamaican cuisine at Sweet Spice. Five Town Plaza, 3 miles away via South Branch Parkway, is there for everyday needs with its Pet Supplies Plus, Big Lots, Big Y World Class Market for groceries and more.
Crispy's is your place to go for wings, burgers and anything fried in the Upper Hill Section.
The signs greet shoppers to Five Star Plaza in Springfield.
This Big Y store is at Star Plaza in Springfield.
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John J Duggan Middle School gives the kids an educational walk into the school
Springfield Public Schools
Springfield Public Schools serves Upper Hill. Nearby schools include William N. DeBerry Elementary School and John J Duggan Academy for grades 6 through 12; both earn a C minus rating from Niche. Springfield Central High School, which scores a B, has over 2,000 students, making it one of the largest in Western Massachusetts.
School children visit the Springfield Museums.
Bus stops are plentiful in Springfield
"It's walkable but not as walkable as a big city. You still need a car to get from place to place," Sable says. In 3 miles, locals can be at the Baystate Medical Center on Chestnut Street — a level 1 trauma center with over 700 beds. Bradley International is 21 miles south along Interstate 91. Bus stops are plentiful, many situated along State Street and Wilbraham Road.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Upper Hill neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Upper Hill
US
Homicide
5
4
Sexual Assault
4
4
Assault with Weapon
5
4
Robbery
5
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
3
4
Crime Score
5
4
Source: WhatIsMyCrimeRisk.com
Upper Hill Demographics and Home Trends
On average, homes in Upper Hill, Springfield sell after 50 days on the market compared to the national average of 58 days. The median sale price for homes in Upper Hill, Springfield over the last 12 months is $276,000, down 1% from the median home sale price over the previous 12 months.
Perfect for investors OR owner occupants!!! Quaint and full of charm, this well-maintained 2-family property offers beautiful water views of the South Branch Mill River and a prime location just minutes from Western New England University and Springfield College. Each unit features 2 bedrooms and 1 bathroom, providing comfortable and functional living spaces. Set on a slab with a small,
This beautifully maintained and move-in-ready home combines classic character with modern updates. Inside, you'll find a bright and spacious layout featuring updated flooring, a stylish kitchen with granite countertops, center island, stainless steel appliances, and ample cabinet space. The inviting living room and formal dining area provide the perfect setting for everyday living and
Don’t be fooled by the bedroom count! Nestled on a generous tree-lined lot, this charming brick ranch boasts significantly more space than it first appears. The main level features a welcoming living room complete with a cozy fireplace, a spacious dining room perfect for entertaining guests, and an efficient kitchen that makes meal prep a breeze. You'll find two inviting bedrooms and a full bath
Discover the perfect blend of investment potential and flexibility at 59-61 Carlisle Street! Located in Springfield’s highly desirable Upper Hill neighborhood, this versatile multi-family home is ideal for savvy investors or multi-generational living. The property features a classic two-family layout: the first and second floors are 3-bed, 1-bath units, complemented by a functional third-floor
Well maintained, this 8 bedroom, two bathroom duplex is ideal for owner occupants or investors. New Roof (April 2026), freshly painted exterior & interior (fall 2025), and lovely architectural details - like coffered ceilings, hardwood floors, bay windows, built-in shelves, and pocket doors - create an inviting home. The downstairs is ready for immediate occupancy. EACH unit has two floors of
Welcome home. This wonderful home has an open and inviting feel throughout. The fenced in yard will keep pets from escaping and makes for a safe yard. The two car garage will keep the elements off the vehicles and is great dry space for extra storage. There are two pave driveways for plenty of off street parking. The first floor will be an entertainers dream. There is a very large eat in Kitchen
Property Id: 2606005Welcome to your new home at 342 Wilbraham Rd in Springfield, MA! This cozy single unit features all utilities included, carpeted floors, and modern amenities like a microwave. Enjoy a smoke-free environment and convenient access to nearby amenities. Don't miss out on this gem - schedule a tour today!
4 Bedroom House just steps from Springfield College campus, available for the 2026-2027 School Year. House located just a block from Springfield College, ~1/2 to AIC, and ~2 miles to WNE University. House has many upgrades including updated kitchens, granite counter tops, newer appliances, washer and dryer. Trash removal, landscaping, and grass-cutting included in the rent. Well-respected
5 bedroom 2 1/2 bathroom house across the street from Springfield College campus, available for 2026-2027 School Year. Also ~1/2 mile from AIC and ~2 miles to WNE University. House has many upgrades, large family room, dining room and kitchen area, washer and dryer. Trash removal, landscaping, and grass-cutting included in the rent. Three bedroom house $2520 per month. Well-respected landlords
Well-maintained 2-bedroom, 1-bath apartment available for on July 1, 2026. This bright and comfortable unit features a spacious living room, dining room, large bedrooms, an updated kitchen with ample cabinet space, and plenty of natural light throughout. Conveniently located near schools, shopping, restaurants, public transportation, and major highways. Off-street parking and laundry hookups may
Welcome to 42 Dearborn Street, Springfield, MA 01109, a spacious and inviting home located in a convenient neighborhood close to shopping, schools, parks, and major highways. This well +maintained property offers comfortable living with bright rooms, a functional layout, and plenty of natural light throughout.Enjoy generous living spaces, an updated kitchen, and comfortable bedrooms designed
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
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