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

70 Buckingham St, Springfield
$314,999
3 Beds ⋅ 2 Baths ⋅ 73596799 MLS
Classic charm meets modern updates at 70 Buckingham Street! This distinctive Springfield Victorian welcomes you with decorative trim, a spacious covered front porch, and a paved driveway with off-street parking. Inside, tall ceilings, oversized windows, hardwood floors, and detailed woodwork create a bright, inviting atmosphere. The updated kitchen features white shaker-style cabinetry, stainless steel appliances, a tile backsplash, recessed lighting, and generous cabinet space. A separate dining room makes entertaining easy, while the living room’s fireplace adds architectural character. The flexible first-floor layout offers space for a home office, den, or guest room, with additional bedrooms upstairs. The updated full bathroom features a tiled tub/shower surround and built-in storage. A finished third-floor bonus room with vaulted ceilings and exposed brick provides even more room for hobbies, recreation, or a creative retreat. Outside, enjoy a spacious backyard with mature trees and room to garden, gather, or unwind. Distinctive character, modern touches, and space to make your own.

70 Buckingham St, Springfield
32 East St, Southampton
$595,000
4 Beds ⋅ 2 Baths ⋅ 73596733 MLS
Full of character and charm, this spacious Colonial has been meticulously cared for and offers a distinctive layout, inviting living spaces, and beautifully manicured grounds. The home features four bedrooms, one and a half bath. The first floor includes kitchen, half bath, living room, dining room, and two sunrooms, each with its own unique appeal. The kitchen is filled with natural light, creating a bright and welcoming atmosphere, while built-in hallway storage adds character and functionality. A cozy sunroom provides a peaceful retreat, while the living room opens into a larger sunroom with exterior access, creating a wonderful flow for entertaining and enjoying the outdoors.Upstairs, the primary bedroom features a private staircase leading to an additional third-floor room, ideal for a home office, hobby space, or extra storage. Three additional bedrooms offer flexibility for family, guests, or other needs. The partially finished basement provides even more space for recreation, hobbies, or storage.Outside, enjoy the beautifully landscaped grounds and inviting in-ground pool. Recent pool upgrades include a brand-new liner, newer filter, and pump. A backyard shed provides additional storage, while the oversized three-car garage offers an impressive layout with abundant space for vehicles, a workshop, and hobbies. Additional highlights include Holyoke Gas heating, central air conditioning, and a brand-new 4-bedroom septic system. Conveniently located near Conant Park and Edwards Public Library, this distinctive property combines timeless Colonial charm, generous living spaces, and exceptional outdoor amenities. Come discover all this special home has to offer!

32 East St, Southampton
54 Agnes St, Springfield
$359,000
4 Beds ⋅ 1 Baths ⋅ 73596662 MLS
Beautifully updated four-bedroom Colonial featuring a spacious interior and a fenced backyard! The main level features hardwood floors throughout the living room and kitchen. The kitchen offers white cabinetry, stainless steel appliances, granite countertops, a center island, and an adjoining dining area with multiple windows and direct access to the deck. The spacious living room provides plenty of room for seating and entertaining. A full bathroom completes the first floor. Upstairs, you’ll find four bedrooms and an additional full bathroom featuring a double-sink vanity. The interior features neutral finishes and plenty of natural light throughout. Additional highlights include a roof approximately 10 years old and mechanical systems approximately 6 years old. Outside, the covered front porch adds to the home’s curb appeal, while the fenced backyard offers space for outdoor gatherings, recreation, or gardening. The rear deck overlooks the backyard, and the attached garage and paved driveway provide additional parking. Move right in and enjoy all this home has to offer!

54 Agnes St, Springfield
26-28 Saint James Cir, Springfield
$379,000
6 Beds ⋅ 2 Baths ⋅ 73596495 MLS
Spacious Deleaded Two-Family Home with Excellent Income Potential! occupants and investors take note! This well-maintained two-family home offers generous living space, featuring 3 bedrooms and 1 bathroom in each unit, along with fresh paint and beautifully refinished floors throughout. An unfinished walk-up attic provides excellent storage or future expansion possibilities.The property is move-in ready and includes separate utilities, a detached garage with additional storage, new roof shingles, new plumbing and low-maintenance vinyl siding. Enjoy plenty of both on-street and off-street parking.The first-floor unit is currently leased, while the second-floor unit is occupied on a month-to-month basis and is expected to be vacant in December, providing flexibility for owner occupancy or market-rate rental income.Adding to the property's appeal, there is the potential for additional income from a separate in-law unit, making this an attractive opportunity for buyers seeking multiple income streams. The home's functional layout and versatile living arrangements offer endless possibilities for both homeowners and investors alike.

26-28 Saint James Cir, Springfield
35 Fisher Ave, East Longmeadow
$475,000
4 Beds ⋅ 2 Baths ⋅ 73596478 MLS
Rare opportunity to own a two-family property with a vacant first-floor unit, ideal for an owner-occupant looking to build equity while generating rental income! Situated on a quiet dead-end street, this property features apple trees and a peaceful setting. With businesses on both sides, enjoy added privacy and minimal neighboring activity during evenings and weekends. Business zoning offers potential for additional uses and future upside, subject to municipal approvals. A fantastic opportunity for both owner-occupants and investors!

35 Fisher Ave, East Longmeadow
88-90 Prospect St, East Longmeadow
$475,000
4 Beds ⋅ 2 Baths ⋅ 73596461 MLS
Charming two-family home conveniently located within walking distance of shops, restaurants, and local amenities. This property features a spacious side yard and a two-car garage with a loft offering additional storage space. Both units benefit from updated heating systems, and the first-floor unit features central air conditioning for added comfort. The first floor is vacant, making this an ideal opportunity for an owner-occupant looking to offset mortgage expenses with rental income or an investor seeking a desirable income-producing property. Don’t miss this fantastic opportunity!

88-90 Prospect St, East Longmeadow
207 Overland St, Springfield
$319,000
3 Beds ⋅ 1 Baths ⋅ 73596449 MLS
Discover the perfect blend of comfort, privacy, and easy living in this beautifully renovated and well-maintained ranch in Springfield! Situated in a quiet residential area, this home offers a peaceful setting ideal for putting down roots and creating lasting memories. Whether you're a first-time homebuyer looking for a great starter home or ready to downsize to the convenience of one-level living, this property is sure to impress. Enjoy a thoughtfully updated interior, a welcoming atmosphere, and a layout designed for comfortable everyday living. The spacious, open basement offers exciting potential to expand your living space, whether you envision a recreation room, home gym, office, or additional space to suit your needs. Move-in ready and offering room to grow, this home is a wonderful opportunity to enjoy comfortable living in a desirable Springfield neighborhood. Don't miss your chance to make this home your own!

207 Overland St, Springfield
1970 Allen Street, Springfield
$449,900
3 Beds ⋅ 3 Baths ⋅ 73596438 MLS
A Country Setting is the backdrop for this Exceptional Ranch offering over 2,300 sqft of combined living space that is tucked away off the road, nestled on over an acre of beautifully landscaped grounds, yet conveniently located to all your needs and not far from the East Longmeadow and Hampden Line. This fine home features many recent quality improvements, including a stunning newly renovated kitchen and fresh paint throughout much of the interior. The wide-open floor plan is designed for today with beautiful new LVP flooring that seamlessly brings the space together. You'll instantly fall in love with the gorgeous kitchen featuring brand-new white cabinetry, stainless steel appliances, stylish granite countertops, tile backsplash and a large center island for casual dining. A spacious dining area with backyard views flows into the inviting great room with recessed lighting and a fireplace, perfect for everyday living and entertaining. From the kitchen, you'll discover a spectacular family room where you'll enjoy relaxing by the woodstove on a raised brick hearth. The soaring wood and beamed cathedral ceiling, accented with wood wainscoting, adds warmth and rustic charm. Three comfortable bedrooms, updated baths and a four-season sunroom offer plenty of space to enjoy. The finished lower level provides additional living space with a wood/coal stove in family rm w/1/2 bath & laundry, while the oversized two-car garage offers plenty of storage. Additional highlights include APO: an updated roof (12 years +/- years), updated furnace & central air, newer hot water tank (3-4 years), newer driveway and new septic (1 year +/-). Outside, enjoy the expansive lawn, beautifully wooded surroundings, spacious deck and two storage sheds. Enjoy the peace and privacy of country living with the convenience of nearby amenities. A truly special property you won't want to miss. To truly appreciate the home, the setting, Make your Appointment TODAY!

1970 Allen Street, Springfield
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
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.