Upper Hill, MA homes for sale & real estate

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108 Wellington St, Springfield, MA 01109
108 Wellington St, Springfield, MA 01109
108 Wellington St, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Amazing original woodwork! Great location, close access to shopping, dining, colleges, highway, and bus line! This four-bedroom home looks like new inside, move in ready! New lighting fixtures, kitchen cabinets, flooring, bathroom upgrades! Thermal pane windows, fenced yard, and two car garage!

$319,900

4 beds1.5 baths1,779 sq ft

108 Wellington St, Springfield, MA 01109

4,221 sq ft lot • 2 garage spots • Somewhat walkable

OPEN TODAY, 11AM TO 12:30PM

64 Westford Ave, Springfield, MA 01109
64 Westford Ave, Springfield, MA 01109
64 Westford Ave, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Welcome to 64 Westford Ave! This is the home that brings the space, style, and flexibility you’ve been looking for! From the moment you walk in, you'll be greeted by high ceilings, wood floors, and great natural light that fills every corner. With two living rooms, you’ll have the perfect setup for both entertaining and everyday comfort. The kitchen stands out with stainless steel appliances and easy flow into the dining room, perfect for hosting. A full bath on the first floor also adds convenience for guests and busy mornings. Head upstairs to find 4 large bedrooms and a second full bath, giving everyone the space they need. Need even more room? The third floor has 2 additiona

$289,900

4 beds2 baths2,565 sq ft

64 Westford Ave, Springfield, MA 01109

6,913 sq ft lot • Garage • Pool

42-44 Suffolk St, Springfield, MA 01109
42-44 Suffolk St, Springfield, MA 01109
42-44 Suffolk St, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
NOTE: All offers due Tues. , 6/10 by 5:00pm. Attention Investors & Owner-Occupants! Discover a rare opportunity in this spacious 2-family home. Featuring natural woodwork throughout—perfect for those who appreciate classic craftsmanship. Each unit offers a generous layout with two additional bedrooms on the 3rd floor for each unit, ideal for growing households, home offices, or extra income potential. Whether you're looking to live in one unit and collect rent from the other, or build out your investment portfolio, this property is a must-see! Both units will be delivered vacant at closing—a golden opportunity for immediate rental income or full customization to your taste

$345,000

8 beds2 baths2,894 sq ft

42-44 Suffolk St, Springfield, MA 01109

5,105 sq ft lot • 2 garage spots • Somewhat walkable

8 Marlborough St, Springfield, MA 01109
8 Marlborough St, Springfield, MA 01109
8 Marlborough St, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Welcome to this beautifully maintained 4-bedroom, 1.5-bath home that offers the perfect blend of classic character and modern updates. Nestled on a tree lined street convenient to AIC and Springfield College, this property boasts a spacious layout and a private backyard oasis ideal for entertaining. Inside, you’ll find hardwood floors throughout, a sun-filled living room with a cozy fireplace, and a formal dining room with built-in cabinetry. The recently updated kitchen features upgraded countertops and cabinets, stainless steel appliances, ample cabinet space and a Samsung Smart fridge! A convenient half bath completes the first floor. Upstairs, you'll find four generous bedrooms an

$273,000

4 beds1.5 baths1,329 sq ft

8 Marlborough St, Springfield, MA 01109

3,720 sq ft lot • Garage • Very walkable

OPEN TODAY, 10AM TO 12:30PM

746-748 Alden St, Springfield, MA 01109
746-748 Alden St, Springfield, MA 01109
746-748 Alden St, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
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, offering comfortable, functional layouts. Set on a slab with a small, easy-to-maintain yard and newer heating systems, this hassle-free property is ideal for investors seeking low-maintenance ownership. Both units are currently occupied by great tenants with leases in place through the end of the year, providing immediate income and stability. Whether you're starting or expanding your portfolio, this is a smart investment opportu

$339,900

4 beds2 baths1,820 sq ft

746-748 Alden St, Springfield, MA 01109

7,401 sq ft lot • Car-dependent

Property at 80 Rochelle St, Springfield, MA 01109, 3 beds, 1.5 baths

$265,000

3 beds1.5 baths1,664 sq ft

80 Rochelle St, Springfield, MA 01109

Property at 90 Rochelle St, Springfield, MA 01109, 4 beds, 2 baths

$239,900

4 beds2 baths1,664 sq ft

90 Rochelle St, Springfield, MA 01109

Property at 56 Colonial Ave, Springfield, MA 01109, 4 beds, 2 baths

$310,000

4 beds2 baths2,000 sq ft

56 Colonial Ave, Springfield, MA 01109

Property at 153 Bristol St, Springfield, MA 01109, 4 beds, 1.5 baths

$299,900

4 beds1.5 baths1,639 sq ft

153 Bristol St, Springfield, MA 01109

Property at 124-126 Westford Cir, Springfield, MA 01109, 8 beds, 3 baths

$399,900

8 beds3 baths3,320 sq ft

124-126 Westford Cir, Springfield, MA 01109

Property at 93 Bristol St, Springfield, MA 01109, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths1,138 sq ft

93 Bristol St, Springfield, MA 01109

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Nearby homes that match your criteria

OPEN TODAY, 12PM TO 2PM

147 Quaker St, Springfield, MA 01118
147 Quaker St, Springfield, MA 01118
147 Quaker St, Springfield, MA 01118
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
This inviting Cape offers 4 bedrooms, hardwood floors, and a fenced-in yard ready for outdoor enjoyment. The first floor features an eat-in kitchen with generous cabinet space, backsplash, new flooring, and a window over the sink that brings in natural light. The living room highlights a picture window and hardwood floors. Primary first floor bedroom with ample closet space and a second bedroom ideal for guests, home office or workout room with an updated tiled bathroom completes the main level living area. A side entry off the kitchen leads to a bright mudroom or small sunroom. The second floor features two additional bedrooms with expanded closet space. With a roof and major mechanicals u

$315,000

4 beds1 bath1,008 sq ft

147 Quaker St, Springfield, MA 01118

5,227 sq ft lot • Car-dependent

166 King, Springfield, MA 01109
166 King, Springfield, MA 01109
166 King, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Great opportunity for investors or owner-occupants looking to add to their portfolio. This multi-family property is located on a residential street in Springfield and offers solid rental potential. With multiple units and a traditional layout, it presents a strong foundation for generating consistent cash flow.

$275,000

5 beds2 baths2,264 sq ft

166 King, Springfield, MA 01109

Very walkable

OPEN TODAY, 11AM TO 1PM

254 Island Pond Rd, Springfield, MA 01118
254 Island Pond Rd, Springfield, MA 01118
254 Island Pond Rd, Springfield, MA 01118

$389,900

3 beds2 baths1,695 sq ft

254 Island Pond Rd, Springfield, MA 01118

0.33 acre lot • 2 garage spots • Somewhat walkable

52 Burr St, Springfield, MA 01109
52 Burr St, Springfield, MA 01109
52 Burr St, Springfield, MA 01109
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Amazing Opportunity to own this Charming 2 Bedroom 1 Full Bath Cape. Features include: Open Floor Plan, Front to back Living/Dining Room, Fully Applianced Kitchen packed with Cabinets, LVP on 1st Floor, Off street Parking, Nice Backyard area, New Roof and New Decks. This is a Comfortable sized Home with the added benefit of a full basement which is perfect for extra storage!!

$199,900

2 beds1 bath945 sq ft

52 Burr St, Springfield, MA 01109

3,263 sq ft lot • Very walkable

OPEN SUN, 11:30AM TO 1PM

63 Grandview St, Springfield, MA 01118
63 Grandview St, Springfield, MA 01118
63 Grandview St, Springfield, MA 01118
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Beautifully renovated Cape located in the highly desirable East Forest Park neighborhood of Springfield! This spacious 6-bedroom home features a brand-new kitchen with granite countertops, stainless steel appliances, upgraded cabinets, and a dining area perfect for everyday meals or entertaining. The full bathroom has been tastefully remodeled with modern tile, fixtures, and finishes. Freshly painted interior, gleaming hardwood floors, and a finished basement offering two additional bedrooms and a large family room provide flexible living space. Additional highlights include gas heat, a fenced yard, enclosed porch, detached garage, and off-street parking. Convenient to parks, shopping, scho

$349,900

6 beds1 bath1,581 sq ft

63 Grandview St, Springfield, MA 01118

5,001 sq ft lot • Garage • Car-dependent

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27 Overlook Dr, Springfield, MA 01118
27 Overlook Dr, Springfield, MA 01118
27 Overlook Dr, Springfield, MA 01118
ABOUT THIS HOME
Upper Hill, MA Homes for Sale
Nestled in a quiet neighborhood, this spacious split-level contemporary home offers comfort, style, and functionality throughout. Step into the inviting living room featuring vaulted ceilings, a cozy fireplace, and expansive picture windows offering serene views of both the front and a small garden area in the backyard. The dedicated dining room is perfect for hosting formal dinners or intimate gatherings. A versatile bonus room provides the ideal space for three-season entertaining or peaceful relaxation. Recent updates include improved insulation, five new windows (LR, DR, and one in each bedroom), a brand-new bathroom-completely overhauled with new tub/shower, vanity, sink and faucet, a

$425,000

4 beds1.5 baths1,985 sq ft

27 Overlook Dr, Springfield, MA 01118

0.47 acre lot • 2 garage spots • Car-dependent

Property at 129 Eastern Ave, Springfield, MA 01109, 3 beds, 1 bath

$199,999

3 beds1 bath1,070 sq ft

129 Eastern Ave, Springfield, MA 01109

Property at 91 Andrew St, Springfield, MA 01109, 4 beds, 1.5 baths

$275,000

4 beds1.5 baths1,508 sq ft

91 Andrew St, Springfield, MA 01109

Property at 23 Mary St, Springfield, MA 01118, 4 beds, 2 baths

$345,000

4 beds2 baths1,308 sq ft

23 Mary St, Springfield, MA 01118

Property at 31-33 Hunt St, Springfield, MA 01108, 4 beds, 2 baths

$359,000

4 beds2 baths2,446 sq ft

31-33 Hunt St, Springfield, MA 01108

Property at 237 College St, Springfield, MA 01109, 6 beds, 3 baths

$399,900

6 beds3 baths3,693 sq ft

237 College St, Springfield, MA 01109

Property at 75 Oak Grove Ave, Springfield, MA 01109, 4 beds, 2 baths

$250,000

4 beds2 baths1,804 sq ft

75 Oak Grove Ave, Springfield, MA 01109

Property at 288 Quincy St, Springfield, MA 01109, 3 beds, 1 bath

$233,000

3 beds1 bath900 sq ft

288 Quincy St, Springfield, MA 01109

Property at 95 Montrose, Springfield, MA 01109, 4 beds, 1.5 baths

$250,000

4 beds1.5 baths1,585 sq ft

95 Montrose, Springfield, MA 01109

Property at 0 Allen St (ss), Springfield, MA 01118

$1,050,000

— beds— baths— sq ft

0 Allen St (ss), Springfield, MA 01118

Average home prices near Upper Hill, MA

Cities

Neighborhoods

Pine Point homes for sale
$334,900
Liberty Heights homes for sale
$329,900
Forest Park homes for sale
$345,000
Bay homes for sale
$287,500
West Springfield homes for sale
$359,900
Sixteen Acres homes for sale
$349,900
Indian Orchard homes for sale
$342,450
East Longmeadow homes for sale
$489,500
East Springfield homes for sale
$331,200
East Forest Park homes for sale
$324,950

Upper Hill, MA real estate trends

All Home Types trends in Upper Hill, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$302,500

-13.6% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

Upper Hill, MA

$302,500

-13.6%

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