1,594

Upper Hill Homes

Section Image
  • /22

    $310,000

    $40K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    746-748 Alden St, Springfield, MA 01109

    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,

    We Close Deals Team Lamacchia Realty, Inc.

    746-748 Alden St, Springfield, MA 01109
  • /12

    $1,475

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    112 Dunmoreland St Unit 112 Dunmoreland Street, Springfield, MA 01109

    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

    112 Dunmoreland St Unit 112 Dunmoreland Street, Springfield, MA 01109
  • /24

    $335,000

    Sold Apr 21, 2026

    34 Elsie St, Springfield, MA 01109

    • 4 Beds
    • 1.5 Baths
    • 1,244 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Above List Price
    • $269/SF
    • 8 Days On Market

    Current Estimated Value $328,030

    Last Listing Agent Ryan Brown Naples Realty Group

    34 Elsie St, Springfield, MA 01109
    • /41

      Est $300,958

      Not Listed For Sale

      56 Colonial Ave, Springfield, MA 01109

      • 4 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1914
      56 Colonial Ave, Springfield, MA 01109

      Last Sold Summary

      • 119 Days On Market

      Last Listing Agent JR Rodriguez Lock and Key Realty Inc.

  • /31

    $329,000

    Pending
    • 6 Beds
    • 2 Baths
    • 2,904 Sq Ft

    119-121 Middlesex St, Springfield, MA 01109

    Positioned just steps from Springfield College, this well-maintained up-and-down two-family at 119–121 Middlesex St offers a prime opportunity for both owner-occupants and investors. Each unit provides comfortable living space with strong rental potential, all in a highly desirable, walkable location.The property features a spacious basement ideal for storage, an oversized garage for added

    Marc Riccitelli Rydon Realty, LLC

    119-121 Middlesex St, Springfield, MA 01109
  • /9

    $3,600

    Total Monthly Price

    • 6 Beds
    • 2.5 Baths
    • 2,423 Sq Ft
    • House for Rent

    210 Albemarle St, Springfield, MA 01109

    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

    210 Albemarle St, Springfield, MA 01109
  • /3

    $215,000

    Sold Feb 06, 2026

    140 Northampton Ave, Springfield, MA 01109

    • 6 Beds
    • 3 Baths
    • 2,976 Sq Ft
    • Built 1908

    Last Sold Summary

    • 8% Below List Price
    • $72/SF
    • 5 Days On Market

    Current Estimated Value $222,414

    Last Listing Agent Suzanne Moore Berkshire Hathaway HomeServices Realty Professionals

    140 Northampton Ave, Springfield, MA 01109
    • /28

      Est $329,599

      Not Listed For Sale

      144 Bristol St, Springfield, MA 01109

      • 4 Beds
      • 3 Baths
      • 2,194 Sq Ft
      • Built 1951
      144 Bristol St, Springfield, MA 01109

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Armando Olivares Coldwell Banker Realty - Western MA

  • /42

    $379,000

    Open Sat 11AM - 1PM
    • 6 Beds
    • 2.5 Baths
    • 3,342 Sq Ft

    43 Wellington St, Springfield, MA 01109

    Multi-family residence spanning 3342 sqft, 6bd 3ba an inviting home ready for immediate occupancy. This property offers a unique opportunity to embrace a vibrant lifestyle in a thoughtfully maintained space. The six bedrooms provide ample personal retreats, each offering comfort and privacy within this expansive home.3 full baths, One of the full bathrooms features a walk-in shower, designed for

    Donna Miller HomeSmart First Class Realty

    43 Wellington St, Springfield, MA 01109
  • /2

    $3,000

    Total Monthly Price

    • 6 Beds
    • 2 Baths
    • 42-44 Dearborn Street

    42-44-44 Dearborn St Unit 2nd Floor, Springfield, MA 01109

    42-44-44 Dearborn St Unit 2nd Floor, Springfield, MA 01109
  • /37

    $310,000

    Sold Jun 12, 2026

    153 Bristol St, Springfield, MA 01109

    • 4 Beds
    • 1.5 Baths
    • 1,639 Sq Ft
    • Built 1926

    Last Sold Summary

    • $189/SF
    • 29 Days On Market

    Current Estimated Value $303,048

    Last Listing Agent Omar Argueta Berkshire Hathaway HomeServices Realty Professionals

    153 Bristol St, Springfield, MA 01109
    • /5

      Not Listed For Sale

      118-120 Westford Cir, Springfield, MA 01109

      • 6 Beds
      • 2 Baths
      • 2,673 Sq Ft
      • Built 1926
      118-120 Westford Cir, Springfield, MA 01109

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Tanya Harvey Keller Williams Realty

  • /27

    $429,900

    • 9 Beds
    • 2.5 Baths
    • 3,236 Sq Ft

    42-44 Dearborn St, Springfield, MA 01109

    First Open House this Saturday from 2:00 PM–4:00 PM! Welcome to 42-44 Dearborn Street, a unique and versatile multi-family property in Springfield’s Hill/McKnight neighborhood, offering an excellent opportunity for both owner-occupants and investors. The property features a spacious 5-bedroom owner’s unit spanning the second and third floors, providing plenty of room for comfortable living,

    Manuel Del Hoyo Castro Naples Realty Group

    42-44 Dearborn St, Springfield, MA 01109
  • /39

    $458,000

    Sold Apr 24, 2026

    48-50 Dresden St, Springfield, MA 01109

    • 9 Beds
    • 3 Baths
    • 3,484 Sq Ft
    • Built 1912

    Last Sold Summary

    • 2% Above List Price
    • $131/SF
    • 45 Days On Market

    Last Listing Agent Johnny Long PRIVI Realty LLC

    48-50 Dresden St, Springfield, MA 01109
    • /12

      Est $385,092

      Not Listed For Sale

      121 Wilbraham Rd, Springfield, MA 01109

      • 9 Beds
      • 2 Baths
      • 3,407 Sq Ft
      • Built 1907
      121 Wilbraham Rd, Springfield, MA 01109

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Juvil Medina Naples Realty Group

  • /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
  • /2

    $225,000

    Sold Sep 05, 2025

    90 Rochelle St, Springfield, MA 01109

    • 4 Beds
    • 2 Baths
    • 664 Sq Ft
    • Built 1917

    Last Sold Summary

    • $339/SF
    • 83 Days On Market

    Current Estimated Value $237,355

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    90 Rochelle St, Springfield, MA 01109
    • /23

      Est $303,514

      Not Listed For Sale

      477 Wilbraham Rd, Springfield, MA 01109

      • 4 Beds
      • 2.5 Baths
      • 2,056 Sq Ft
      • Built 1927
      477 Wilbraham Rd, Springfield, MA 01109

      Last Sold Summary

      • 89 Days On Market

      Last Listing Agent New Homes Realty Group Gallagher Real Estate

  • /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
  • /2

    $130,000

    Sold Oct 31, 2025

    67 Villa Pkwy, Springfield, MA 01109

    • 3 Beds
    • 1 Bath
    • 1,231 Sq Ft
    • Built 1919

    Last Sold Summary

    • 13% Below List Price
    • $106/SF
    • 1 Day On Market

    Current Estimated Value $256,737

    Last Listing Agent HRA Realty Group Executive Real Estate, Inc.

    67 Villa Pkwy, Springfield, MA 01109
    • /38

      Est $403,400

      Not Listed For Sale

      342 Wilbraham Rd, Springfield, MA 01109

      • 7 Beds
      • 3 Baths
      • 2,801 Sq Ft
      • Built 1910
      342 Wilbraham Rd, Springfield, MA 01109

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Alice Kempf Kempf-Vanderburgh Realty Consultants, Inc.

  • /22

    $329,999

    • 4 Beds
    • 2 Baths
    • 1,679 Sq Ft

    173 Albemarle St, Springfield, MA 01109

    Experience the charm of a bygone era seamlessly blended with modern living at 173 Albemarle Street, Springfield, MA. This delightful 1919 single-family residence, offering 1679 square feet of living space, presents a unique opportunity to own a piece of history. This home provides ample space for comfortable living with four thoughtfully appointed bedrooms. Two full bathrooms ensure convenience

    Pierre Felissaint Keller Williams Realty

    173 Albemarle St, Springfield, MA 01109
  • /24

    $225,000

    Sold Oct 17, 2025

    93 Bristol St, Springfield, MA 01109

    • 3 Beds
    • 1.5 Baths
    • 1,138 Sq Ft
    • Built 1916

    Last Sold Summary

    • 16% Below List Price
    • $198/SF
    • 179 Days On Market

    Current Estimated Value $219,754

    Last Listing Agent Theroux and Comp Team of Real Estate Profe Lock and Key Realty Inc.

    93 Bristol St, Springfield, MA 01109
    • /42

      Est $336,143

      Not Listed For Sale

      59 Wilbraham Ave, Springfield, MA 01109

      • 5 Beds
      • 2 Baths
      • 2,569 Sq Ft
      • Built 1914
      59 Wilbraham Ave, Springfield, MA 01109

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent The Generation Group Coldwell Banker Realty - Western MA

  • /27

    $269,900

    • 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 Coldwell Banker Realty - Western MA

    19 Suffolk St, Springfield, MA 01109
  • /41

    $265,000

    Sold Aug 11, 2026

    26 Byron St, Springfield, MA 01109

    • 3 Beds
    • 1.5 Baths
    • 1,324 Sq Ft
    • Built 1916

    Last Sold Summary

    • 6% Above List Price
    • $200/SF
    • 4 Days On Market

    Current Estimated Value $248,399

    Last Listing Agent Julianne Krutka Park Square Realty

    26 Byron St, Springfield, MA 01109
    • /7

      Est $215,527

      Not Listed For Sale

      143 Wilbraham Ave, Springfield, MA 01109

      • 3 Beds
      • 1.5 Baths
      • 1,864 Sq Ft
      • Built 1896
      143 Wilbraham Ave, Springfield, MA 01109

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Dorenda Taft LPT Realty, LLC

  • /29

    $274,900

    $50K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,592 Sq Ft

    21 Westford Cir, Springfield, MA 01109

    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

    Kevin Moore Executive Real Estate, Inc.

    21 Westford Cir, Springfield, MA 01109
  • /20

    $205,000

    Sold Nov 07, 2025

    11 Ina St, Springfield, MA 01109

    • 2 Beds
    • 1 Bath
    • 1,632 Sq Ft
    • Built 1922

    Last Sold Summary

    • 18% Below List Price
    • $126/SF
    • 65 Days On Market

    Current Estimated Value $278,995

    Last Listing Agent Gold Star Team Landmark, REALTORS®

    11 Ina St, Springfield, MA 01109
    • /28

      Est $268,956

      Not Listed For Sale

      58 Wilbraham Ave, Springfield, MA 01109

      • 4 Beds
      • 1 Bath
      • 1,430 Sq Ft
      • Built 1913
      58 Wilbraham Ave, Springfield, MA 01109

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Drew Rodman Lock and Key Realty Inc.

  • /40

    $415,000

    Pending
    • 7 Beds
    • 3 Baths
    • 3,144 Sq Ft

    181-183 Northampton Ave, Springfield, MA 01109

    Rare opportunity to own a spacious and fully vacant two-family home in a convenient Springfield location! The first-floor unit offers 2 bedrooms and 1 full bath, while the second unit spans the 2nd and 3rd floors with 5 bedrooms and 2 full baths. Beautiful original character remains throughout, including stunning woodwork, hardwood floors, pocket doors, built-ins, and decorative fireplaces.

    Bethany York Rudzik Real Broker MA, LLC

    181-183 Northampton Ave, Springfield, MA 01109
  • /42

    $410,000

    Sold Mar 16, 2026

    62-64 Bristol St, Springfield, MA 01109

    • 8 Beds
    • 3 Baths
    • 3,139 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Above List Price
    • $131/SF
    • 39 Days On Market

    Last Listing Agent Team 413 of Coldwell Banker Realty Coldwell Banker Realty - Western MA

    62-64 Bristol St, Springfield, MA 01109
    • /7

      Est $243,927

      Not Listed For Sale

      71 Westford Cir, Springfield, MA 01109

      • 3 Beds
      • 1.5 Baths
      • 1,333 Sq Ft
      • Built 1919
      71 Westford Cir, Springfield, MA 01109

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Tyler Scaglione Cameron Real Estate Group

  • /30

    $240,000

    Sold May 26, 2026

    283 Wilbraham Rd, Springfield, MA 01109

    • 6 Beds
    • 3 Baths
    • 3,073 Sq Ft
    • Built 1907

    Last Sold Summary

    • 17% Above List Price
    • $78/SF
    • 22 Days On Market

    Current Estimated Value $276,587

    Last Listing Agent john oliveri Property Works New England

    283 Wilbraham Rd, Springfield, MA 01109
    • /31

      Est $307,104

      Not Listed For Sale

      201 Westford Cir, Springfield, MA 01109

      • 4 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1928
      201 Westford Cir, Springfield, MA 01109

      Last Sold Summary

      • 163 Days On Market

      Last Listing Agent Nina Sable William Raveis R.E. & Home Services

  • /39

    $430,000

    Sold Aug 14, 2026

    115-117 Northampton Ave, Springfield, MA 01109

    • 8 Beds
    • 2 Baths
    • 2,902 Sq Ft
    • Built 1909

    Last Sold Summary

    • 1% Above List Price
    • $148/SF
    • 101 Days On Market

    Last Listing Agent Carrie Saldo All The Marbles Realty, LLC

    115-117 Northampton Ave, Springfield, MA 01109
    • /22

      Est $352,096

      Not Listed For Sale

      124 Westford Cir Unit 126, Springfield, MA 01109

      • 8 Beds
      • 3 Baths
      • 3,320 Sq Ft
      • Built 1923
      124 Westford Cir Unit 126, Springfield, MA 01109

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Peter Houser Houser Metro Realty

  • /38

    $276,000

    Sold Jun 16, 2026

    91 Braddock St, Springfield, MA 01109

    • 3 Beds
    • 1.5 Baths
    • 1,142 Sq Ft
    • Built 1927

    Last Sold Summary

    • 2% Above List Price
    • $242/SF
    • 10 Days On Market

    Current Estimated Value $273,271

    Last Listing Agent Tracy Wilkie ERA M Connie Laplante Real Estate

    91 Braddock St, Springfield, MA 01109
    • /41

      Est $401,842

      Not Listed For Sale

      113 Westford Ave Unit 115, Springfield, MA 01109

      • 8 Beds
      • 3 Baths
      • 3,177 Sq Ft
      • Built 1913
      113 Westford Ave Unit 115, Springfield, MA 01109

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Sarah Nelson Chestnut Oak Associates

  • /27

    $310,000

    Sold Aug 28, 2025

    108 Wellington St, Springfield, MA 01109

    • 4 Beds
    • 1.5 Baths
    • 1,779 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $174/SF
    • 47 Days On Market

    Current Estimated Value $307,403

    Last Listing Agent Tina Fiore Fiore Real Estate

    108 Wellington St, Springfield, MA 01109

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$273,000
Median Single Family Sale Price
$273,000
Median 2 Bedroom Sale Price
$242,500
Average Price Per Sq Ft
$195
Number of Homes for Sale
2
Last 12 months Home Sales
26
Months of Supply
0.90
Median List Price
$269,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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