Isla Bentley-Micallef

Licensed in MA
714 Bliss Road,
Longmeadow, MA 01106

Isla has a deep appreciation for the communities and character that make Western Massachusetts such a special place to call home. Having lived throughout Hampshire and Hampden County, her journey has also taken her far beyond New England — she spent many years living in Hawaii, where she developed a strong connection to diverse cultures and the importance of finding a space that truly feels like your own.

Isla earned both her bachelor’s and master’s degrees in Occupational Therapy from Bay Path University, a background that shaped her ability to apply empathy, understand individual needs, and advocate for others. Before transitioning into real estate, she spent 15 years working in the restaurant industry, where she built a reputation for reliability, attention to detail, and exceptional customer service. This experience strengthened her ability to work in fast-paced environments, anticipate clients’ needs, and deliver a high level of care — skills that naturally translate into real estate.

As a real estate professional, Isla is committed to making the buying or selling process as smooth and rewarding as possible. She takes the time to understand each client’s goals, whether that means helping first-time buyers navigate the market with confidence, finding the perfect home that fits a unique lifestyle, or assisting sellers in positioning their property to achieve the best possible outcome. She is also a strong and strategic negotiator, dedicated to advocating for her clients’ best interests and securing the most favorable terms possible. Her approach is rooted in clear communication, thoughtful guidance, and a genuine dedication to client success. Her ultimate goal is to ensure that one of the most significant purchases of a client’s life feels seamless, well-supported, and stress-free from start to finish.

Outside of work, Isla loves traveling the world, spending time at the beach, and making memories with friends, family, and her dog. These experiences continue to inspire her passion for helping others find not just a house, but a place they truly feel at home.

Whether a client is buying their first home, upgrading to their next, or preparing to sell, Isla provides personalized support every step of the way!

 

Call Isla Today!

 

You'll Be Glad You DID! 

Featured Western MA Properties

1502 Bay St, Springfield
$335,900
3 Beds ⋅ 2 Baths ⋅ 73596231 MLS
Looking for extra space and flexibility? This move-in-ready three-bedroom home offers a functional layout with features designed for everyday living, including a full bathroom on the first floor and an additional full bathroom in the finished basement. Fresh paint and hardwood floors throughout create a clean, refreshed feel, while the spacious upstairs bedroom with its large closet offers added versatility. A built-in cabinet in the dining area adds character and convenient storage. The finished basement expands the living space with a bonus room featuring a built-in vanity and ample closet space, a separate utility room, and a dedicated laundry area complete with a washer and dryer and a convenient workbench. Outside, enjoy the backyard deck, perfect for relaxing or entertaining. Don't miss the opportunity to make this versatile home your own!

1502 Bay St, Springfield
307-309 Wilbraham Rd, Springfield
$399,900
8 Beds ⋅ 3 Baths ⋅ 73596179 MLS
Great Investment Opportunity in Springfield’s Historic Old Hill Neighborhood! Bring your vision and unlock the potential of this spacious multifamily property! Offering a wonderful opportunity for investors or owner-occupants looking to start or expand their real estate portfolio. This property features generous living space, classic character, and plenty of possibilities for those wanting to put their own touches on their new home. The first-floor unit offers 3 bedrooms, 1 full bath, a kitchen, living room, and dining room. The second unit spans the second and third floors, including the attic space, and features 5 bedrooms, a kitchen, and 2 bathrooms (2nd & 3rd floor), providing additional room and flexibility. Additional features include oil heat, an enclosed front porch, side porches on the first and second floors, a detached two-car garage, and a driveway with parking for up to 4 vehicles. Conveniently located near shopping, restaurants, houses of worship, American International College, and other area amenities, this property offers an excellent opportunity to invest in a well-established Springfield neighborhood. Whether you’re an experienced investor seeking your next project or an owner-occupant looking to build wealth through real estate, this multifamily property is ready for its next chapter. Bring your ideas, explore the possibilities, and make this Old Hill property your next investment success!

307-309 Wilbraham Rd, Springfield
28 Marengo Park, Springfield
$385,000
6 Beds ⋅ 3 Baths ⋅ 73596054 MLS
Historic charm meets fresh updates at 28 Marengo Park! This six-bedroom Colonial offers three floors of character-filled living space, including beautiful built-ins, custom molding, rich wood trim, and hardwood floors. A welcoming foyer with a striking open staircase sets the tone, while spacious living with a fireplace, dining room with built-in custom storage create an inviting setting for gatherings and everyday living, plus a half bath. Enter an updated kitchen with SS appliances, a center island, eat-in area and custom cabinets that extend to an enclosed rear porch. Freshly painted and updated, this home blends timeless craftsmanship with a refreshed feel. With six bedrooms and two half baths on the second and third floors, there’s room to spread out and make it your own. Enclosed 3-season porch on the 2nd floor. Full basement with washer and dryer hookups. A spacious fenced yard and two-car powered garage complete this charming Springfield property. Furnace 2024,

28 Marengo Park, Springfield
181 Patterson, East Longmeadow
$339,000
4 Beds ⋅ 1 Baths ⋅ 73595819 MLS
Don't miss out on this charming 7 room, 4 bedroom, vinyl sided cape with great curb appeal, nicely situated on a corner lot. Be delighted with the good sized living room with bow window and an updated eat in kitchen with a nice ceramic tile back splash and stainless steel appliances, all opening onto a sunken vaulted family room with French doors leading out to an enclosed porch w/ pellet stove and exterior access to a flat backyard with nice sized shed for extra storage. Brand new carpeting in partially finished basement, just installed... completes all this property has to offer. This one won't last...make your appointment today! Easy to show... OPEN HOUSE SUNDAY NOVEMBER 1st 12 to 2.

181 Patterson, East Longmeadow
52-54 Draper St, Springfield
$450,000
6 Beds ⋅ 2 Baths ⋅ 73595804 MLS
Newly renovated and ready for its next chapter! Welcome to 52–54 Draper Street, a spacious two-family home in Springfield’s Forest Park neighborhood offering six bedrooms, and two full baths. Each unit features three bedrooms and one full bath, creating an appealing opportunity for an owner-occupant seeking rental income or an investor expanding their portfolio. Updated kitchens and baths, fresh paint, and new flooring give the interiors a refreshed, inviting feel, while generous room sizes provide comfortable everyday living. Enjoy your morning coffee on the welcoming front porch, which adds a classic charm. Make the most of the fenced private backyard, and appreciate the convenience of a detached two-car garage and driveway parking. Need extra storage? The unfinished walk-up attic delivers, with potential for future expansion subject to required approvals. With fresh updates, substantial space, new electrical and plumbing, separate utilities and the versatility of two units, this property deserves a spot on your must-see list. Schedule your private showing today!

52-54 Draper St, Springfield
19 Agnes St, Springfield
$314,900
3 Beds ⋅ 2 Baths ⋅ 73595671 MLS
Welcome to this move-in-ready 3-bedroom, 1.5-bath home in Springfield, featuring bright living spaces and beautiful hardwood flooring throughout. Abundant natural light enhances the interior, while the tiled kitchen offers a distinct touch and a practical space for everyday living. The sizable lot provides plenty of room for outdoor gatherings, entertaining, or simply enjoying the fresh air. A garage adds convenience and storage, while the spacious basement offers even more room for storage, hobbies, or future possibilities. With its appealing finishes, comfortable layout, and generous outdoor space, this home is ready for its next chapter. E-Staged/Edited marketing photos have been used to showcase the property.

19 Agnes St, Springfield
612-614 Armory St, Springfield
$399,900
6 Beds ⋅ 2 Baths ⋅ 73595665 MLS
Excellent opportunity to own an oversized, well-maintained Two-Family property located directly across the street from Van Horn Park! This spacious property offers tremendous potential for both owner-occupants and investors seeking a wonderful income-producing opportunity. Improvements include a NEW ROOF, replacement windows, SEPERATE Electric & Gas, and beautiful hardwood floors throughout. The property also features a detached TWO-CAR GARAGE, a driveway in great condition, and a Concrete Rear Patio—perfect for outdoor entertaining and relaxing. Enjoy the convenience of having Van Horn Park right across the street, with shopping, schools, major highways, and medical facilities all nearby. With its generous size, desirable location, and valuable updates, this property offers an excellent combination of comfort, convenience, and investment potential. The property will be DELIVERED VACANT, providing flexibility for an owner-occupant or investor to establish their own rental strategy. Don't miss this outstanding opportunity! Photos are digitally-enhanced and virtually-staged.

612-614 Armory St, Springfield
173 Albemarle, Springfield
$319,900
4 Beds ⋅ 2 Baths ⋅ 73595504 MLS
Spacious cape, situated on a picturesque tree lined street, offers a comfortable design with living room, dinning room, kitchen, den/office space, large main bedroom with double closets and in-suite bathroom, all located on the first level. Three additional good size bedrooms and a second full bath, are located on the second level. The fenced, leveled back yard, is perfect for outdoor activities and entertainment. Located close to Springfield College, Springfield plaza, parks and recreational areas.

173 Albemarle, Springfield
575 Bridge Rd Unit 13-2, Northampton
$319,000
2 Beds ⋅ 2 Baths ⋅ 73595354 MLS ⋅ ['The Gables'] BLDG.
Sunlight, space, and the opportunity to call a place your own! This beautiful, move-in-ready two-bedroom, one-and-a-half-bath townhouse is flooded with natural light and offers comfort, convenience, and room to grow. Why pay high rent when you can invest in a home of your own? The full, partially finished basement provides plenty of storage or the potential for additional rooms to suit your needs. Conveniently located close to major highways, shopping, and everyday amenities, this home offers the perfect blend of practicality and value. Whether you’re a first-time buyer, downsizing, or ready to stop renting, this inviting home is full of possibilities!

575 Bridge Rd Unit 13-2, Northampton
99 Moser St, Northampton
$595,000
2 Beds ⋅ 2 Baths ⋅ 73595270 MLS
Welcome to Village Hill! Built in 2015, this two-bedroom, two-full-bath Colonial offers an inviting open layout with hardwood floors and a kitchen featuring granite counters and a center island. A first-floor full bath with a walk-in shower adds flexibility, while two upstairs bedrooms, a second full bath, and second-floor laundry provide everyday convenience. Gas forced-air heat and central air ensure year-round comfort. The full unfinished basement offers generous storage and future possibilities. Outside, the yard has been transformed into a pollinator garden, bringing seasonal beauty and habitat for bees and butterflies. Enjoy nearby conservation land, walking trails, community gardens, dog park, and Village Hill’s connection to the Manhan Rail Trail. Close to Smith College and downtown Northampton’s restaurants, cafés, shops, and cultural attractions, this home offers a wonderful blend of neighborhood living and access to the outdoors.

99 Moser St, Northampton
21 Glenwood Avenue, Northampton
$325,000
2 Beds ⋅ 2 Baths ⋅ 73595259 MLS
This adorable ranch style home at the end of a dead-end street and close to town is move in ready. Vinyl sided with a compact but private fenced in backyard and covered patio makes for a great place to hang out in the warmer months. Hardwood floors in living room and both bedrooms, replacement windows throughout, updated systems, brand new gas water heater and refrigerator. The 1-car garage will keep your car safely covered all winter. Ceiling fans in bedrooms and the mostly finished basement with egress window works as a playroom, home office or guest room with its own full bath that features a free-standing soaking tub. Easy access to I-91 or into downtown Northampton, close to the bike path, fairgrounds and schools. This home makes a great starter home or for someone looking to downsize and live on one floor.

21 Glenwood Avenue, Northampton
5 Donamor Lane, East Longmeadow
$374,900
3 Beds ⋅ 1 Baths ⋅ 73595239 MLS
Charming, updated Cape in a desirable East Longmeadow neighborhood! Ideally situated in the heart of town, this inviting home offers easy access to schools, shopping, dining, and nearby bike trails. The refreshed kitchen features butcher block countertops, an apron-front sink, natural slate backsplash, solid wood cabinetry, and a new stainless steel dishwasher. Step from the kitchen into the charming three-season porch or unwind in the sun-filled living room. The renovated first-floor bath showcases granite flooring, and classic subway tile. The generously sized primary bedroom offers private access to the backyard, creating a peaceful retreat. Two additional bedrooms are located on the second floor, including one with a walk-in closet and bamboo flooring. Enjoy a beautifully landscaped yard, attached garage with opener, and peace of mind with the sprinkler system, furnace, central air, and hot water tank all updated in 2018. A wonderful blend of character, thoughtful updates, and a convenient location—this East Longmeadow gem is ready to welcome you home! **Showings begin at the Open House on Sunday, 11/1 from 11am to 1pm**

5 Donamor Lane, East Longmeadow
34 Florence St, Springfield
$399,999
4 Beds ⋅ 3 Baths ⋅ 73595159 MLS
Great opportunity to own this spacious two-family home at 34 Florence Street, Springfield, MA! The first-floor unit features 2 bedrooms, a convenient laundry room, 1 full bathroom, and an additional half bathroom. The updated second-floor unit offers 2 bedrooms, plus finished attic living space with the potential to serve as a third bedroom, subject to applicable requirements. A standout feature is the spacious three-car garage, complete with its own dedicated electrical panel, 220V outlets ideal for welding equipment or an air compressor, and a workshop area—perfect for hobbyists, contractors, or additional workspace. An excellent opportunity for owner-occupants or investors looking to generate rental income!

34 Florence St, Springfield
31 Burton Street, Springfield
$359,900
4 Beds ⋅ 2 Baths ⋅ 73595133 MLS
Welcome home to this beautifully renovated and move-in-ready 4-bedroom, 2-full-bath home offering an abundance of living space, modern updates, and timeless character throughout! With numerous recent improvements, including (APO) a NEW ROOF, updated siding, replacement windows, refinished hardwood floors, fresh interior paint, and beautifully renovated kitchen and bathrooms, much of the work has already been done for you! Step inside and immediately appreciate the bright, inviting interior, where freshly refinished hardwood flooring and neutral paint colors create a warm and welcoming atmosphere. The spacious living room offers a comfortable setting for relaxing or entertaining, while the adjoining dining room provides plenty of room for gatherings, holiday celebrations, and everyday meals. The updated kitchen features attractive cabinetry, ceramic tile flooring, stylish backsplash, updated appliances, and ample space for meal preparation and storage. A renovated full bathroom on the main level adds everyday convenience and functionality. Upstairs, you'll find FOUR generously sized bedrooms, each featuring beautiful hardwood flooring, flexible furniture arrangements, and plenty of natural light. Whether you need additional bedrooms, a home office, guest accommodations, or a dedicated hobby space, this floor plan offers excellent versatility to accommodate a variety of needs. A second beautifully renovated full bathroom completes the upper level. Need even more space? The expansive walk-up attic offers tremendous potential for additional finished living area, recreation space, or continued storage. The enclosed porch provides another versatile area to enjoy throughout the seasons or utilize for convenient additional storage. With its combination of traditional charm and recent upgrades, this home offers the perfect opportunity to move right in without the hassle of tackling major renovations. Conveniently located near shopping, restaurants, schools, parks, major highways, and other area amenities, making daily errands and commuting a breeze. If you've been searching for a spacious, updated home with four bedrooms, two full bathrooms, beautiful hardwood floors, and room to grow, this property deserves a closer viewing. Schedule your private showing today and see all that 31 Burton Street has to offer!

31 Burton Street, Springfield
36 Goldenrod, Springfield
$429,999
3 Beds ⋅ 3 Baths ⋅ 73595107 MLS
Brand-new home. Fresh beginnings. Endless possibilities! ?There’s something special about being the very first to call a house home! Welcome to 36 Goldenrod, where beautiful finishes, thoughtful design, and modern comfort come together effortlessly. Gleaming hardwood floors welcome you into a bright, open floor plan designed for everything from quiet nights at home to lively holiday gatherings. The gorgeous kitchen features sparkling granite countertops, stainless steel appliances, and a center island that’s sure to become a favorite gathering spot. Three spacious bedrooms offer room to relax and recharge, including a beautiful primary suite with a private bath and double vanity. Convenient first-floor laundry makes everyday living even easier. And the best part? Everything is brand new! No renovations, no projects, no lengthy to-do list. Just move in, make it yours, and start creating memories. Conveniently located near shopping, dining, and everyday essentials, 36 Goldenrod is ready for its very first owners. Could that be you?

36 Goldenrod, Springfield
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.