Highlands Real Estate

Welcome to the Highlands, a charming and picturesque neighborhood nestled in the heart of Massachusetts. Known for its stunning landscapes and rich history, the Highlands offers a unique blend of suburban tranquility and vibrant community life. With its tree-lined streets and beautiful homes, this area is perfect for families, young professionals, and retirees alike.

One of the Highlands' most appealing features is its proximity to nature. Residents can enjoy an array of outdoor activities, from hiking and biking along scenic trails to picnicking in lush parks. The region is home to several green spaces, including the enchanting Highland Park, where families gather for weekend outings and children play freely in the open fields.

Culturally rich, the Highlands is also a hub for arts and entertainment. Local galleries, theaters, and music venues showcase the talents of both emerging and established artists, providing a vibrant atmosphere for creativity and inspiration. The community hosts various events throughout the year, fostering a strong sense of belonging among residents.

Conveniently located near major highways and public transportation, the Highlands makes commuting to nearby cities a breeze. This accessibility opens up a world of opportunities for work and leisure, allowing residents to enjoy the best of both worlds.

With its blend of natural beauty, community spirit, and convenient amenities, the Highlands stands out as an inviting place to call home. Whether you're looking to buy your first home, invest in a property, or simply explore the area, the Highlands is ready to welcome you with open arms. Discover the charm and warmth of this delightful Massachusetts neighborhood today!

Newest Listings in Highlands

$295,000

5 Beds ⋅ 2 Baths ⋅ 73597195 MLS

Looking for a good, realistically priced and affordable Two-Family investment opportunity? This one may be for you and well worth looking at! Built about 1880 but totally gutted and refurbished in early to mid 1990s (apo) to also be lead paint compliant and very well maintained mechanically & structurally ever since with updated plumbing, separate electric & efficient natural gas heating facilities, modern kitchens & baths, interior cosmetics and exterior components like all replacement windows and vinyl siding. New roof (stripped & re-plywood) installed 2023. 1st floor has a 4 rm/2 bdrm unit and 2nd is a 6 rm/3 bdrm Townhouse Style including 2 heated tandem rooms in the 3rd level finished attic area. Also enclosed common front entrance porch, double width paved driveway and big open flat partially fenced back yard. Desirable & very convenient Highlands location to all local amenities and main city streets with easy access to all surrounding communities and major routes & highways including 141, 202, 391, 91 & 90/Mass Pike. Both apartments are currently rented to long standing tenants for immediate income at closing if allowed to remain. Check it out & see!

412-414 Pleasant, Holyoke

Listing courtesy of Listing Agent: Charles Davignon from Listing Office: Charles J Davignon Real Estate Agency.

$649,900

6 Beds ⋅ 3 Baths ⋅ 73589768 MLS

A remarkable piece of Holyoke history with the scale, character, and amenities to fit modern life. Built for one of Holyoke's leading industrialists and cherished by the same family for generations, this substantial property offers craftsmanship and architectural details that are increasingly rare. A substantial Dutch door makes a memorable first impression, opening into a gracious foyer with original woodwork, hardwood floors, custom built-ins, and distinctive details throughout. The elegant living room features a dramatic wood-burning fireplace and original Steuben Glass fixtures. Large windows in the living and dining rooms frame views of the flower gardens and magnificent copper beech tree. The renovated kitchen blends classic details with modern convenience and connects to an original pantry with sink and large pantry closet for additional storage. Granite countertops, a gas range, breakfast bar, cathedral ceilings, and new refrigerator and dishwasher (2026) make the space both beautiful and functional. A side entrance leads to a practical mudroom and two-car garage. The bright, light-filled sunroom/family room offers additional living space with direct access to the backyard. Upstairs, six spacious bedrooms provide exceptional versatility, with two currently serving as craft spaces. Recent improvements include a new roof (2026), refinished hardwood floors in three of the four second-level bedrooms (2023), a new bathroom floor on the third level (2026), and a new brick front walkway (2023). The outdoor setting is equally inviting, with flower gardens, an established yard, and swimming pool creating a natural gathering place for entertaining and seasonal enjoyment. A full-size basement provides additional dry storage, while gas heat and mini-split air conditioning offer year-round comfort. Some active knob-and-tube wiring remains (APO). A distinctive Holyoke home where historic character, exceptional craftsmanship, and everyday living come together - all complemented by the affordability of Holyoke Gas & Electric for heating and cooling.

153 Madison Ave, Holyoke

Listing courtesy of Listing Agent: Team ROVI from Listing Office: Real Broker MA, LLC.

$385,000

5 Beds ⋅ 2 Baths ⋅ 73589402 MLS

WELCOME HOME to this LARGE 2-FAMILY home situated in the lovely Holyoke HIGHLANDS. Nestled in the Historic area of Fairfield Ave and Nonotuck St you'll find this gem thats just waiting for it's new Owner. Total 5 bedrooms, 2 baths, 2369 sq ft.1st floor apt features: 3 bedrooms, 1 bath, large open living room & dining room with fireplace and hardwood floors. 1st floor uses the large basement for laundry & storage. 1st floor has a beautiful front entry way with enclosed porch. 2nd floor apt offers: 2 bedrooms,1 bath. Beautiful french doors separate the living room & dining room area. Just off the living room is an adorable 3 season enclosed porch. Galley kitchen with laundry room. 2nd floor uses the unfinished 3rd floor walk up attic space for storage. 3rd floor could easily be used for additional living space. There is a bedroom on the 3rd floor that would make an excellent studio or work shop. Great Opportunity for Owner/Occupant. Showings start immediately for vacant 1st floor apt. 2nd floor showings need advance notice. pets on premises

80-82 Nonotuck St, Holyoke

Listing courtesy of Listing Agent: Michelle Stegall from Listing Office: REMAX Connections - Easthampton.

$649,900

8 Beds ⋅ 2 Baths ⋅ 73587368 MLS

Well-maintained two-family in Lowell’s Highlands, ideal for an owner-occupant or investor! Unit 1 offers 3 bedrooms, 1 full bath, and approximately 1,100 sq ft and is tenant-occupied on a month-to-month basis at $2,000/month. Unit 2 spans the second and third floors with 5 bedrooms, 1 full bath, and approximately 1,700 sq ft, featuring fresh paint throughout, new second-floor carpeting, and ceiling fans in most second-floor rooms. Both units offer kitchens with granite counters, stainless steel appliances, vented range hoods, in-unit laundry, and separate walk-out exterior access. Most rooms feature 9-foot ceilings. Optional basement storage. Enjoy a spacious backyard with a new fence (2026), fire pit, 10 x 12 shed, and 6 x 8 greenhouse. Updates include approximately 2-year-old gas water heaters in both units, Nest programmable thermostats, and windows and electrical updated in 2015. Separately metered utilities; tenants pay heat, hot water, and electricity. Lead paint compliant. Potential for A/C. On-street parking. First-floor washer and dryer belong to the tenant. Convenient to shopping, dining, parks, downtown Lowell, commuter rail, the Lowell Connector, Route 3, and I-495.

161 Smith St, Lowell

Listing courtesy of Listing Agent: Jennifer Mason from Listing Office: Coldwell Banker Realty - Andovers/Readings Regional.

$539,900

73584640 MLS

Rare opportunity to own a fully equipped and established ASE certified auto repair facility, including the real estate and business with a loyal customer base. Conveniently located in the heart of Lowell, this turnkey operation has been successfully serving the community for over 23 years.The approximately 1,800 sq ft facility features two deep service bays, two lifts including a 12,000 pound truck lift, and over $180,000 in equipment, tools, fixtures, and inventory. The shop is equipped to service gas, diesel, hybrid, and electric vehicles, offering everything from routine maintenance to advanced diagnostics and repairs.Recent building improvements include updates to drainage, insulation, electrical systems, doors, and lighting. The second floor offers a furnished office, bathroom & storage space. Complete with real estate, equipment, inventory & an established customer base, this turnkey property offers an exceptional opportunity to step into a successful business.

12 Carlton Street, Lowell

Listing courtesy of Listing Agent: The Espinola Group from Listing Office: Keller Williams Realty-Merrimack.

$364,900

2 Beds ⋅ 2 Baths ⋅ 73582068 MLS

Absolute move in condition Townhouse! Remodeled in the last 8 years, this 3 level townhouse is the perfect place to make your home! Convenience is key! Close to downtown Lowell, shopping, dining, public transportation and the MBTA Commuter Rail, with easy access to the Lowell Connector, Route 3 and I-495. Everything you need—from everyday errands to your daily commute—is within easy reach. Enter in to the unit starting with the garage and a mud room. Walk up to the open and large kitchen area with white cabinets and stainless appliances. Gather around the kitchen area on the peninsula that accommodates stools or in the eating area that can seat up to 8-10!! A 6 foot slider leads you to the exterior deck where you can relax after a days work. The large living room with hardwood floors allows space for Sunday Football with your friends. The bedrooms are a generous with double closets in each. Natural light is abundant in the unit. This winter - you won't have to worry about finding parking, shoveling, or wiping the snow off your car! Simple lifestyle at home to take buy back your time!

80 Smith Street Unit 3A, Lowell

Listing courtesy of Listing Agent: Jodi Fitzgerald from Listing Office: Fitzgerald & Associates.

$499,999

3 Beds ⋅ 1 Baths ⋅ 73579388 MLS

The perfect blend of peaceful living and premium neighborhood perks with this sun-drenched Colonial offering plenty of extra space, and convenience. The main level boasts an open concept flow with new flooring throughout, a spacious living room, and a seamless dining/family room complete with a cozy pellet stove. Eat-in kitchen, with an expansive pantry for effortless storage. Upstairs, discover three generous bedrooms featuring freshly installed carpets, excellent closet space. This home offers a cozy sunroom with addition storage, fenced in yard, featuring a newly paved patio resting under the gazebo—perfect for outdoor entertaining—plus a custom-built storage shed. Bring your vision to life and unlock the footprint of this home in the, walk-out lower level. The unfinished lower level is offering incredible potential to dramatically increase the home's square footage, it offers a seamless indoor-outdoor flow just waiting for a new transformation. Customize your dream layout with a game room, or home theater and instantly build equity. Freshly seal-coated driveway with parking for 4 vehicles. Located just minutes from downtown Lowell’s vibrant dining, markets, shopping, and major commuter routes.

37 Barclay Street, Lowell

Listing courtesy of Listing Agent: Debra Thibeault from Listing Office: Keller Williams Realty.

$390,900

3 Beds ⋅ 3 Baths ⋅ 73579309 MLS ⋅ ['Forest Park Estates'] BLDG.

**NEW PRICE**A rare find in Lowell’s desirable Upper Highlands with a low condo fee! This spacious four-level condo offers hardwood floors throughout and an impressive amount of living space. The main level features a welcoming living room with a charming window seat and built-in storage, a kitchen with granite countertops, a convenient half bath, and access to a private deck. The second level features two comfortable bedrooms and a full bath, while the skylit top-floor loft adds 200+ sq. ft. of versatile bonus living space, perfect for an office, lounge, guest space, or creative retreat. The partially finished lower level adds a third bedroom with a closet and full bath, offering privacy and even more room to spread out. Major association improvements within the last 10 years add to the appeal. Offering 3 bedrooms, 2.5 baths, and four distinct levels of living in the beautiful Upper Highlands, this is far from your typical condo, combining space, character, and a residential neighborhood feel with easy access to shopping, dining, public transit, and major commuter routes! *Please park on the street for Open houses and showings*

97 Forest Unit 2, Lowell

Listing courtesy of Listing Agent: Touchstone Partners Team from Listing Office: Keller Williams Realty-Merrimack.

$1,399,900

4 Beds ⋅ 3 Baths ⋅ 73576081 MLS

Great opportunity knock on this amazing, highly visible real estate property located in one of the desirable Highlands area. Perhaps you could establish Store front/Office/Retail business or may be reverted back to residential. This dwelling has good exposure to incoming and outgoing motor vehicle/foot traffic with excellent traffic count. This nice property is next door to other retail businesses and offices on the street. This beautiful three family building use MDL-94 consist of as follows: First floor, currently occupied by seller family have been operating retail business for many years. Second floor is vacant. Third floor tenant leased due to expired in 07/30/27. First floor has AC condenser installed in 2024. Second floor has FUJISU-Airstage mini split heat & cool installed in 2024. Third floor run on electric and has GEE-Inverter mini split heat & cool installed in 2026. Finished walk-out basement was nicely done about 2 years ago. Property to be conveyed with Third floor tenants. First floor unit will be vacant on or before closing date.

1535 Middlesex Street, Lowell

Listing courtesy of Listing Agent: Borath L. Men from Listing Office: Homeplace Realty, Inc..

$574,900

4 Beds ⋅ 2 Baths ⋅ 73570261 MLS

Have you been looking for a home quite some time now or just start looking. Look no further. Take a look at this beautiful Colonial Home in the Highlands area that could possibly be suitable for you and your family. This large single family home offering 4-6 Bedrooms, Two Full Bathrooms with standup shower, Living room, Dining room, Eat-in Kitchen, Granite Kitchen Counter Top, Kitchen Wall Backsplash Tile, Walkup Attic, Extra rooms on first floor that could be utilized as Bedrooms/Play rooms/Offices/Storages, Nearby Abraham Lincoln Elementary School, etc. Flooring hardwood, Pergo and Ceramic tile floor in bathroom. Outdoor wood seats in backyard will stayed with property. There could be a few more cars parking in fenced-in backyard.

49 Liberty Street, Lowell

Listing courtesy of Listing Agent: Borath L. Men from Listing Office: Homeplace Realty, Inc..

$419,900

3 Beds ⋅ 3 Baths ⋅ 73566253 MLS

SOME OPPORTUNITIES DON’T KNOCK TWICE. THIS ONE JUST DID.Not all homes are created equal. Set on one of Holyoke’s most established residential streets, this distinctive 2,062-square-foot home offers a blend of character, craftsmanship, and enduring architectural appeal that is increasingly difficult to find. Framed by manicured landscaping and mature surroundings, this meticulously maintained property reflects an exceptional level of pride of ownership and an era when quality construction and timeless design were standard. Ideally situated in the desirable Highlands section of Holyoke, you’ll enjoy convenient access to colleges, cultural attractions, shopping, dining, and major travel routes, while remaining just minutes from Northampton, Amherst, and the many amenities of the Pioneer Valley. Offering exceptional value in a premier location, this home combines generous living space, architectural character, and an established setting with substance, style, and lasting appeal.

24 Lindbergh Ave, Holyoke

Listing courtesy of Listing Agent: Alan Tabin from Listing Office: B & B Real Estate.

$719,900

6 Beds ⋅ 2 Baths ⋅ 73561504 MLS

OPEN HOUSE CANCELLED. Great opportunity for investors or home seekers to own this beautiful two family home situated in a nice Highlands area. Conveniently located nearby Lowell Connector, Route 3 & 495, Convenience Stores, Restaurants, UMass Lowell - South Campus, MBTA Bus Stop, etc. This home offered each unit has 3 Bedrooms, 1 Full Bathroom, Living Room, Dinning Room, Eat-in Kitchen, Porch, Basement access, Separated front and rear entrance, 5+ cars off-street tandem parking, Separated gas & electric. This is a good opportunity to own or invest in this very nice two family home. Property being sold "AS IS" condition.

332-334 Stevens Street, Lowell

Listing courtesy of Listing Agent: Borath L. Men from Listing Office: Homeplace Realty, Inc..

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Highlands Real Estate

Newest Listings in Highlands

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