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Upper Hill Homes for Sale

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  • 59-61 Carlisle St, Springfield, MA 01109
    59-61 Carlisle St, Springfield, MA 01109
    59-61 Carlisle St, Springfield, MA 01109
    /10

    $375,000

    $25K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,351 Sq Ft

    59-61 Carlisle St, Springfield, MA 01109

    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 third-floor in-law

    Steven Bracero Vanderbilt Properties, LLC

    59-61 Carlisle St, Springfield, MA 01109
  • 162 Northampton Ave, Springfield, MA 01109
    162 Northampton Ave, Springfield, MA 01109
    162 Northampton Ave, Springfield, MA 01109
    /9

    $375,000

    • 6 Beds
    • 2 Baths
    • 2,465 Sq Ft

    162 Northampton Ave, Springfield, MA 01109

    Investors take notice! New families take notice! Large 2 family, with 2 fully occupied unites. This can be an investment property, or it can be a great starter home for a new family. Both unites are at the end of their 1year lease but is willing to stay. The first unit is a 1 level 2bedroom 1bath unite. The 2nd floor is a 2 level 4 bedroom 1bath unite. This property is across the street from a

    moses thuo RE/MAX Synergy

    162 Northampton Ave, Springfield, MA 01109
  • 65 Rochelle St, Springfield, MA 01109
    65 Rochelle St, Springfield, MA 01109
    65 Rochelle St, Springfield, MA 01109
    /36

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    65 Rochelle St, Springfield, MA 01109

    Don’t miss this opportunity! Beautifully updated and move-in ready, this 3-bedroom, 2-full-bath home offers the perfect combination of space, character, and modern improvements. The welcoming foyer opens to a bright living room with hardwood floors and a wood-burning fireplace, flowing into the spacious dining area and renovated open kitchen. The kitchen features white cabinetry, stone-style

    Robert Perez Simple Choice Realty

    65 Rochelle St, Springfield, MA 01109
  • 46-48 Fenwick St, Springfield, MA 01109
    46-48 Fenwick St, Springfield, MA 01109
    46-48 Fenwick St, Springfield, MA 01109
    /18

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft

    46-48 Fenwick St, Springfield, MA 01109

    Opportunity awaits with this well-maintained side-by-side duplex situated on a desirable corner lot in one of Springfield's most convenient and sought-after locations. Just minutes from Western New England University, Springfield College, I-291, and the Massachusetts Turnpike, this property offers an easy commute to Worcester, Boston, and beyond. Each spacious unit features 2 bedrooms, beautiful

    Chester Ardolino Berkshire Hathaway HomeServices Realty Professionals

    46-48 Fenwick St, Springfield, MA 01109
  • 52-54 Reed St, Springfield, MA 01109
    52-54 Reed St, Springfield, MA 01109
    52-54 Reed St, Springfield, MA 01109
    /21

    $449,999

    • 6 Beds
    • 4 Baths
    • 1,920 Sq Ft

    52-54 Reed St, Springfield, MA 01109

    ATTENTION OWNER OCCUPIED & INVESTOR BUYERS! Rare to find, 2006 built duplex with 3 bedrooms in each unit, separate utilities and off street parking. Each unit has a spacious kitchen with dining area, bright living room, and a half bathroom on the first floor; 3 bedrooms with closets and a full bathroom on the second floor; laundry area and plenty of storage in the individual basement. Very well

    Ivan Karamian Berkshire Hathaway HomeServices Realty Professionals

    52-54 Reed St, Springfield, MA 01109
  • 1100 Roosevelt Ave, Springfield, MA 01109
    1100 Roosevelt Ave, Springfield, MA 01109
    1100 Roosevelt Ave, Springfield, MA 01109
    /28

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,313 Sq Ft

    1100 Roosevelt Ave, Springfield, MA 01109

    Fall in love the moment you arrive! Tucked away on a quiet dead-end street, away from the main stretch of Roosevelt Avenue, this charming Cape offers 3 bedrooms, 2 full baths and 1,313 sq. ft. of living space on approximately half an acre. Renovated in 2018, the home features an updated kitchen with granite countertops, stainless steel appliances and recessed lighting, along with updated baths

    Daisy Sanchez RE/MAX IGNITE

    1100 Roosevelt Ave, Springfield, MA 01109
  • 19 Suffolk St, Springfield, MA 01109
    19 Suffolk St, Springfield, MA 01109
    19 Suffolk St, Springfield, MA 01109
    /27

    $259,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    19 Suffolk St, Springfield, MA 01109

    Let's Real Estate! This well-maintained home features 3 bedrooms, 2 full bathrooms, plus an additional bonus room on the main level—perfect for a home office, playroom, guest space, or fourth bedroom. Inside, you'll find a spacious living room and formal dining room, offering plenty of room for everyday living and entertaining. Major updates provide peace of mind, with the roof, furnace, and

    Armando Olivares Five Stars Realty LLC

    19 Suffolk St, Springfield, MA 01109
Massachusetts Hampden County Springfield

Real Estate & Homes for Sale in Upper Hill, Springfield

Why Live in Upper Hill
Upper Hill, a neighborhood in Springfield, is renowned as the birthplace of basketball, introduced at Springfield College in the 1800s. Located just a couple of miles east of downtown, Upper Hill offers proximity to Springfield's notable attractions, including the Naismith Memorial Basketball Hall of Fame and the Springfield Museums, both just 2 miles away. The neighborhood is characterized by a densely built layout with an average of 17 people per acre and a mix of historic homes, including colonials, Cape Cods, and bungalows, mostly built in the early to mid-1900s. Residents enjoy a strong sense of community, with parks named after influential locals and annual events like the block party hosted by Springfield College. Forest Park, a 700-acre expanse 2 miles away, features winding trails, an indoor ice-skating rink, and America's first public swimming pool. The park also hosts "Bright Nights," a festive holiday light display, and a nearly year-round farmers market. Dining options include Talk of the Town and Sweet Spice on Wilbraham Road, known for their Jamaican cuisine. While the area is somewhat walkable, a car is often necessary for getting around. Essential services are accessible, with Five Town Plaza 3 miles away and Baystate Medical Center, a level 1 trauma center, also within 3 miles. Bradley International Airport is 21 miles south via Interstate 91. The crime rate in Upper Hill is lower than the national average, contributing to its appeal for families and long-term residents.
Learn more about living in Upper Hill

Upper Hill, Springfield, MA Home Prices vs. Nearby Neighborhoods

Upper Hill Bay Forest Park Old Hill
Median Home Price
$269,939
$307,500
$309,900
$269,900
Median Sale Price
$275,000
-3% YoY
$289,200
+15% YoY
$310,000
+9% YoY
$250,000
+2% YoY
Avg. Price per Square Foot
$195
$215
$200
$205
Median Single Family Price
$275,500
$290,500
$319,500
$255,000
Total Active Listings
7 listings
4 listings
32 listings
3 listings
Market Conditions
2 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market

Frequently Asked Questions

Is Upper Hill a good place to live?
Upper Hill is a good place to live. Upper Hill is considered somewhat walkable and bikeable with some transit options. Upper Hill has 6 parks for recreational activities.It is very dense in population with 19.0 people per acre and a median age of 27. The average household income is $50,844 which is below the national average. College graduates make up 22.3% of residents. A majority of residents in Upper Hill are renters, with 61% of residents renting and 39% of residents owning their home. A local real estate agent serving Upper Hill can help you decide if this neighborhood is the right one for you. Learn more on our Upper Hill neighborhood guide.
How much do you need to make to afford a house in Upper Hill?
The median home price in Upper Hill is $269,939. If you put a 20% down payment of $54,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $1,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Upper Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Upper Hill is $51K.
What are the best public schools in Upper Hill?
The best public schools that serve Upper Hill are:
What are the best private schools in Upper Hill?
The best private schools that serve Upper Hill are:
What are the most popular zip codes in Upper Hill, Springfield, MA?
The most popular zip codes in Upper Hill, Springfield, MA include 01109, 01118, 01108, 01105 and 01103.
What are the most popular neighborhoods near Upper Hill, Springfield, MA?
The most popular neighborhoods near Upper Hill, Springfield, MA are East Forest Park, Old Hill, Bay, Maple-High Six Corners and Forest Park.
Are home prices dropping in Upper Hill?
Yes, home prices in Upper Hill are down 10% in the last 12 months.
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