Highlands, MA homes for sale & real estate

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OPEN SUN, 11AM TO 12:30PM

1114 Hampden St, Holyoke, MA 01040
1114 Hampden St, Holyoke, MA 01040
1114 Hampden St, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Victorian * Corner Lot * Prime Location. This beautiful corner-lot Victorian home sits in one of the area’s most desirable historic neighborhoods. Featuring an open-concept layout, the home boasts gleaming hardwood floors, newer windows, first floor laundry and a finished attic that could serve as a spacious primary suite with a walk-in closet, a playroom, or an in-law space. . Enjoy year-round relaxation with an enclosed porch, a wrap-around porch, and a backyard gazebo. Conveniently located just minutes from major routes — 8 minutes to Northampton, 2 minutes to Easthampton, and 10 minutes to Springfield — with easy access to I-91 and the Mass Pike. A beautiful neigh

$299,900

4 beds1.5 baths2,040 sq ft

1114 Hampden St, Holyoke, MA 01040

9,187 sq ft lot • Garage • Somewhat walkable

526 Pleasant St Unit F, Holyoke, MA 01040
526 Pleasant St Unit F, Holyoke, MA 01040
526 Pleasant St Unit F, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Why rent when you can own for less? Welcome to this beautifully remodeled 2-bedroom condo offering comfort and convenience, at an unbeatable price! Step into the stylish kitchen featuring sleek Quartz countertops and updated finishes throughout. In addition to the two spacious bedrooms, you'll find a versatile third room—perfect for a home office, guest bedroom, or creative space. Enjoy easy living with an affordably priced home where the Heat, Water, Sewer, Master Insurance, Laundry Facilities, Exterior Maintenance, Landscaping, Snow Removal are included—making budgeting a breeze. With its fresh updates, functional layout, and affordable price, this move-in ready condo is a fan

$164,900

2 beds1 bath990 sq ft

526 Pleasant St Unit F, Holyoke, MA 01040

$350 HOA • Very walkable

OPEN SAT, 11AM TO 1PM

15-17 Oconnor Ave, Holyoke, MA 01040
15-17 Oconnor Ave, Holyoke, MA 01040
15-17 Oconnor Ave, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Welcome to this beautifully maintained two-family home in the heart of Holyoke! Full of original charm, it’s ideal for multi-generational living or a smart investment. The first-floor unit offers an updated kitchen, hardwood floors, two large bedrooms, and a full bath, all enhanced by classic details like crown molding and decorative casings. The second-floor unit is move-in ready with two bedrooms, one bath, and an expansive third-floor bonus space featuring a half bath, perfect for an office, guest suite, or more bedrooms. With its flexible layout, distinctive architectural touches, and income potential, this home is a rare find. This home also features a two car detached garage. Do

$425,900

5 beds2.5 baths2,799 sq ft

15-17 Oconnor Ave, Holyoke, MA 01040

5,811 sq ft lot • 2 garage spots • Very walkable

391 Pleasant St, Holyoke, MA 01040
391 Pleasant St, Holyoke, MA 01040
391 Pleasant St, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Fantastic owner-occupied or investment opportunity in the heart of Holyoke! This expansive 2-family home spans 3 levels, offering flexibility and strong rental potential. The vacant first-floor unit features 4 spacious bedrooms, a living room, kitchen, and in-unit laundry hookups. The second unit includes 4 bedrooms on the second floor plus 3 additional bedrooms in the finished attic—ideal for large households or maximizing rental income. Both units feature hardwood floors, updated gas furnaces, and newer hot water tanks. A clean, full-size basement offers extra storage or creative space. Situated on a double lot, the property provides ample off-street parking and includes a large gar

$449,000

11 beds2 baths2,712 sq ft

391 Pleasant St, Holyoke, MA 01040

7,362 sq ft lot • 2 garage spots • Somewhat walkable

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OPEN SUN, 1:30PM TO 3:30PM

16 Meadowview Rd, Holyoke, MA 01040
16 Meadowview Rd, Holyoke, MA 01040
16 Meadowview Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Discover the potential in this 3-bedroom, 1.5 bath split level home, ready for your personal touch and creative vision. Nestled in a quiet neighborhood, this home offers a nice layout and solid bones. Large living room with wood floors. Kitchen with stainless steel appliances. Enclosed porch . This property is perfect for buyers that are looking for a house that just needs some updating and customization. Great yard offers space for gardens, play or pets. This property presents a fantastic opportunity to build equity and create a space tailored to your style. Great side street location with easy access to major routes. Come see it at the Open House on Sunday, August 17th, from 1:30-3:30!

$299,000

3 beds1.5 baths1,588 sq ft

16 Meadowview Rd, Holyoke, MA 01040

0.27 acre lot • Garage • Car-dependent

102 W Meadowview Rd, Holyoke, MA 01040
102 W Meadowview Rd, Holyoke, MA 01040
102 W Meadowview Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, 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!

$409,900

3 beds2 baths2,136 sq ft

102 W Meadowview Rd, Holyoke, MA 01040

0.4 acre lot • 2 garage spots • Car-dependent

146 Beech St, Holyoke, MA 01040
146 Beech St, Holyoke, MA 01040
146 Beech St, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
The Suffolk is a 3 story, 2 unit property a short walk from downtown Holyoke Massachusetts. It was built in 1879 on a corner lot in a unique architectural style that includes a turret. It features original exterior bracketing, a wood staircase between the 1st and 2nd floors, open exterior porches, native trees and shrubs in the yard, a 3 car driveway and refinished wood floors.

$303,000

5 beds2 baths2,062 sq ft

146 Beech St, Holyoke, MA 01040

3,189 sq ft lot • Very walkable

55 Longfellow Rd, Holyoke, MA 01040
55 Longfellow Rd, Holyoke, MA 01040
55 Longfellow Rd, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, 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

996 Dwight St, Holyoke, MA 01040
996 Dwight St, Holyoke, MA 01040
996 Dwight St, Holyoke, MA 01040
ABOUT THIS HOME
Highlands, MA Homes for Sale
Welcome to this well-maintained, charming single-family home in Holyoke, conveniently located near a variety of local amenities. This spacious property boasts 4 bedrooms, 2 full-baths and 2 half-baths, with the convenience of a large first floor bedroom and an expansive main bathroom. Step into a grand entryway that leads to a generous living room and dining room area perfect for entertaining family and guests. Enjoy the added comfort of updated windows throughout and an efficient gas heating system. Recent improvements include a new roof installed in 2023 (APO) and a new gas water heater installed in 2024 (APO), ensuring peace of mind for years to come. Additional highlights include two en

$264,900

4 beds3 baths1,973 sq ft

996 Dwight St, Holyoke, MA 01040

5,149 sq ft lot • 2 garage spots • Very walkable

Average home prices near Highlands, MA

Cities

Neighborhoods

Willimansett homes for sale
$330,000
Jarvis Avenue homes for sale
$409,900
Downtown Holyoke homes for sale
$364,000
Easthampton homes for sale
$459,900
North Chicopee homes for sale
$337,400
Elmwood homes for sale
$407,000
Homestead Avenue homes for sale
$199,900
South Holyoke homes for sale
$232,500
Smith Highlands homes for sale
$299,900

Highlands, MA real estate trends

All Home Types trends in Highlands, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$368,750

+17.1% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

Highlands, MA

$368,750

+17.1%

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