Highland Park, MA homes for sale & real estate

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33 Montgomery Ave, Holyoke, MA 01040
33 Montgomery Ave, Holyoke, MA 01040
33 Montgomery Ave, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
Nestled on a quiet street in Highland Park, this stately Holyoke Highlands home blends timeless charm with modern comfort. The 2,000+ sq ft home has 4 bedrooms and 1.5 baths with freshly painted interiors in warm tones, and wallpaper that adds character. Original woodwork, hardwood floors, and French doors speak to the home's heritage, while the fully renovated kitchen (2023) offers quartz countertops, stainless steel appliances, and a large center island perfect for cooking and gathering. The sunny living room has a woodstove, and the formal dining room and oversized primary bedroom provide comfort and style. A new washer and dryer (2023) and whole house water filtration system add conveni

$499,000

4 beds1.5 baths2,088 sq ft

33 Montgomery Ave, Holyoke, MA 01040

0.23 acre lot • 2 garage spots • Car-dependent

1 Stratford Rd, Holyoke, MA 01040
1 Stratford Rd, Holyoke, MA 01040
1 Stratford Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
Price drop! As is. Lots of recent improvements, but more to do. Motivated sellers. Charming 4 bedroom Cape on a large corner lot in a beautiful, quiet neighborhood in the Jones Point section of Holyoke's Highlands neighborhood is much larger than it looks! This sunny home features spacious rooms with multiple windows and hardwood floors. Large living room with fireplace, First floor bedroom plus another first floor room that has been used as a bedroom, Big family or sunroom room off the kitchen offers a second living space with outdoor access to the fully fenced back yard. Full bath and bright kitchen with newer appliances. Upstairs are two more good sized bedrooms. Great floorplan here.

$272,000

4 beds1 bath1,539 sq ft

1 Stratford Rd, Holyoke, MA 01040

8,316 sq ft lot • Car-dependent

77 Central Park Dr, Holyoke, MA 01040
77 Central Park Dr, Holyoke, MA 01040
77 Central Park Dr, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
OPEN HOUSE Sunday, June 1st 12pm-2pm. Nestled in an amazing part of town is this very Unique Contemporary Ranch, the Perfect Oasis awaits you! Property features an Indoor Heated Pool with a built-in hot tub. The entryway foyer area gives way to an open flr plan fireplaced living room w/ Cherry laminate flooring & a modern kitchen w/ quartz counters & center island & SS appliances. The property offers 2 beds & 2 baths, a laundry room area where you would find the electrical panel & all other systems. With the eye of creativity come and reimagine the perfect flow to create a separate hallway to access the main bedroom which has enough room to expand to an ensuite

$310,000

2 beds2 baths1,296 sq ft

77 Central Park Dr, Holyoke, MA 01040

0.51 acre lot • 2 garage spots • Pool

119 Central Park Dr, Holyoke, MA 01040
119 Central Park Dr, Holyoke, MA 01040
119 Central Park Dr, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
Welcome to this beautiful three bedroom home located in one of the cities most prestigious and sought after neighborhoods. This home offers the perfect blend of luxury, comfort & timeless elegance. The large rooms offer the perfect spot for entertaining. The master suite is equipped with a spa like bathroom and walk in closet. Two additional bedrooms for children or guests. This home features a quiet yard with a great deck for your enjoyment. Come take a look for yourself, you will not be disappointed.

$525,000

3 beds2 baths2,844 sq ft

119 Central Park Dr, Holyoke, MA 01040

0.37 acre lot • 2 garage spots • Car-dependent

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102 W Meadowview Rd, Holyoke, MA 01040
102 W Meadowview Rd, Holyoke, MA 01040
102 W Meadowview Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
Charming Cape Cod-style home nestled at the end of a cul-de-sac in a highly sought-after neighborhood. This inviting residence features hardwood floors, a spacious two-car garage, and a brand-new roof for peace of mind. You will also enjoy a fully finished basement with a bar, perfect for entertaining. An additional side lot conveys with the property, offering extra space and potential. A rare opportunity to own a well-maintained home with added value in a prime location!

$424,900

3 beds2 baths2,136 sq ft

102 W Meadowview Rd, Holyoke, MA 01040

0.4 acre lot • 2 garage spots • Car-dependent

55 Longfellow Rd, Holyoke, MA 01040
55 Longfellow Rd, Holyoke, MA 01040
55 Longfellow Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highland Park, MA Homes for Sale
Bright and sunny Colonial perched on a double lot in beautiful Woodmar Glen! This thoughtfully designed home has been lovingly maintained and boasts many improvements including roof, in-ground sprinklers, central vacuum and brand new central air. Large living room with fireplace, eat-in kitchen with double ovens, gas cooktop, granite countertops and convenient dining area with built in bench. The formal dining room flows off the kitchen, perfect for larger gatherings. A cozy den has warm, wood paneling, bookcases, lots of storage and opens onto a screened porch, overlooking the back yard. The second floor has four bedrooms, including a main bedroom with a wall of closets (one cedar) and pri

$495,000

4 beds3 baths2,298 sq ft

55 Longfellow Rd, Holyoke, MA 01040

0.74 acre lot • 2 garage spots • Car-dependent

Average home prices near Highland Park, MA

Cities

Neighborhoods

Jarvis Avenue homes for sale
$460,000
Downtown Holyoke homes for sale
$264,900
Easthampton homes for sale
$459,900
Elmwood homes for sale
$399,000
Homestead Avenue homes for sale
$249,900
South Holyoke homes for sale
$232,500
Smith Highlands homes for sale
$299,000

Highland Park, MA real estate trends

All Home Types trends in Highland Park, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$357,000

-7.9% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Highland Park, MA

$357,000

-7.9%

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