Shirley Real Estate

Welcome to Shirley, Massachusetts – a charming town nestled in the heart of Middlesex County. With its rich history and picturesque landscapes, Shirley offers a perfect blend of small-town charm and modern convenience, making it an ideal place for families, retirees, and everyone in between.

Founded in the early 18th century, Shirley boasts a quaint downtown area filled with unique shops, cozy cafes, and local eateries that reflect the town’s warm, inviting spirit. Residents enjoy a strong sense of community, with numerous events throughout the year, including farmers' markets, seasonal festivals, and outdoor concerts that bring neighbors together.

Nature enthusiasts will find plenty to love about Shirley, as the town is surrounded by beautiful parks and scenic trails. The nearby Nashua River provides opportunities for kayaking, fishing, and peaceful walks along its banks. For those who enjoy hiking, the lush landscapes of the nearby Great Blue Hill Reservation offer breathtaking views and endless exploration.

Shirley is also conveniently located just a short drive from major highways, making it easy to access nearby cities like Fitchburg, Leominster, and even Boston. This strategic location ensures that residents can enjoy the tranquility of suburban living while still being close to urban amenities.

With a variety of housing options, from charming historic homes to modern developments, Shirley caters to diverse lifestyles and preferences. If you’re looking for a place that combines community spirit, natural beauty, and convenient access to metropolitan areas, Shirley, MA, might just be the perfect fit for you! Come explore what this delightful town has to offer – you may just find your dream home here.

Newest Listings in Shirley

$340,000

3 Beds ⋅ 2 Baths ⋅ 73557139 MLS ⋅ ['Acorn Park'] BLDG.

Welcome to Acorn Park Condominiums! This beautifully updated end-unit townhouse offers an exceptional blend of indoor-outdoor living and commuter convenience. The main level features a formal dining area, a bright living room anchored by a cozy brick fireplace, and an upgraded kitchen equipped with modern cabinetry and stainless steel appliances, plus a convenient first-floor bedroom and full bathroom. Upstairs, you will find a spacious primary bedroom with a sliding glass door opening to a private outdoor balcony, alongside a second bedroom accented by charming skylights and a shared full bathroom. Enjoy seamless outdoor living with a private rear deck and peaceful views of the surrounding tree-lined green space. Located in a commuter's dream spot with free parking at the nearby train station for direct service into Boston, the community also offers a neighborhood playground, a basketball court, and individual garden plots. Don't miss your opportunity to make this well-cared-for and updated townhouse your home!

172 Ayer Road Unit A, Shirley

Listing courtesy of Listing Agent: Cyndi Deshaies from Listing Office: Lamacchia Realty, Inc..

$320,000

2 Beds ⋅ 2 Baths ⋅ 73554472 MLS ⋅ ['Acorn Park'] BLDG.

Welcome to Acorn Path Townhouses! Commuter's dream... park free at the nearby train station that takes you right into Boston. Quiet, friendly neighborhood on a peaceful tree-lined street. Completely renovated open concept kitchen with tons of storage, white farmhouse sink, stainless appliances, hardwood floors. 1.5 updated bathrooms with great storage. Great living room with beautiful French doors that lead to your large covered, private deck. Second floor boasts a huge master bedroom with private balcony, tons of closet space with built in shelving. Second bedroom has great closet storage and is very bright and welcoming. On the third floor there is a large room with beautiful skylights. This room can be used as a third guest bedroom, Second living room, play room, office or whatever you like. Brand new carpet recently installed (stairs will have the same matching carpet before you move into your new home). The basement has incredible storage, large shelves, laundry and yoga studio flooring make the basement a more comfortable area. The community offers a playground, basketball court and individual garden plots.Don't miss your opportunity to make this well cared for and updated townhouse your home!!

172 Ayer Road Unit F1, Shirley

Listing courtesy of Listing Agent: Joan Denaro from Listing Office: .

$449,900

2 Beds ⋅ 2 Baths ⋅ 73554054 MLS ⋅ ['The Village At Shirley Station'] BLDG.

Welcome to The Village at Shirley Station—Shirley's premier new construction community offering 48 two and three-bedroom thoughtfully designed townhomes, each with a full basement, energy-efficient construction, and much more! You’ll love the tranquil neighborhood setting of this new community, which is just seconds from the MBTA commuter rail with service to Boston and Benjamin Hill Park, which offers seasonal swimming and outdoor recreation. These new homes feature many upscale premium finishes and options to customize your new home. Experience the perfect balance of suburban tranquility and urban accessibility at The Village at Shirley Station. Whether you are a first-time homebuyer, downsizing, or seeking a modern lifestyle, this community offers an exceptional opportunity to own a brand-new townhome in a desirable location at prices you won’t find anywhere! Qualifying firest time homebuyers can take advantage of $25k in down payment assistance! USE 42 BENJAMIN RD IN GPS.

16 Ambrose Way Unit 16, Shirley

Listing courtesy of Listing Agent: Michael Page from Listing Office: LAER Realty Partners.

$164,900

2 Beds ⋅ 2 Baths ⋅ 73554035 MLS

*OPEN HOUSE CANCELED* Welcome to low-maintenance living in the highly desirable Wayside Active Adult 55+ Community! This bright and comfortable home features newer vinyl flooring throughout the spacious living room and bathrooms. The sunlit kitchen is equipped with newer appliances, a gas range, generous counter space, and abundant cabinetry, leading right into a bright dining area. Relax in two cozy bedrooms, one featuring newer plush carpeting—including a primary bedroom with ample closet space—complemented by two full bathrooms with tub/shower setups. Enjoy the convenience of a dedicated laundry room. Outside, you’ll find a level yard, paved parking, and a handy outdoor storage shed. Low Monthly Fee: $500/month covers real estate taxes, water, trash removal, recycling, street snow removal, and landscaping. An updated, turn-key home ready for easy living!

83 Clark Road Unit 22, Shirley

Listing courtesy of Listing Agent: Sarah Schouler from Listing Office: Lamacchia Realty, Inc..

$485,000

3 Beds ⋅ 2 Baths ⋅ 73553734 MLS

Move right in and start enjoying this bright and inviting 3-bedroom, 2-bath home! The open-concept living and dining area is perfect for entertaining, with hardwood floors throughout the main level and plenty of natural light. The fully finished lower level offers an entire additional living space, complete with one of the home’s bedrooms, a full bath, spacious living area and built-in bar—perfect for guests, movie nights or game-day gatherings. Outside, enjoy a back deck and spacious yard made for grilling, relaxing and summer fun. A detached one-car garage and two driveways provide plenty of parking and extra convenience. Located near Route 2, the Shirley commuter rail and local amenities, this move-in-ready home offers the perfect combination of space, comfort and convenience. Nothing to do but unpack and enjoy!

14 Valley View Way, Shirley

Listing courtesy of Listing Agent: Allison Murray from Listing Office: Chinatti Realty Group, Inc..

$514,900

5 Beds ⋅ 2 Baths ⋅ 73553552 MLS

19 Main St, Shirley

Listing courtesy of Listing Agent: Jackie Esielionis from Listing Office: LAER Realty Partners.

$599,000

3 Beds ⋅ 2 Baths ⋅ 73552341 MLS

Welcome to this beautifully maintained, move-in-ready home featuring a new roof in 2025, a fully renovated upstairs bathroom in 2026, and a remodeled finished basement in 2025. The inviting living room is anchored by a cozy Vermont Castings wood-burning stove insert, perfect for New England winters. The open-concept main level includes an eat-in kitchen overlooking the backyard and deck, creating an ideal setting for everyday living and entertaining. A flexible bonus room currently used as a home office can easily serve as a formal dining room, playroom, or additional living space. Upstairs, the spacious front-to-back primary bedroom offers a walk-in closet and custom built-in shelving. Two additional generously sized bedrooms and the beautifully updated full bathroom complete the second floor. The finished lower level provides valuable additional space with endless possibilities for a media room, home gym, office, or recreation area. Don’t miss this opportunity! Showings begin at OH!

111 Lawton Road, Shirley

Listing courtesy of Listing Agent: Victoria Jeffrey from Listing Office: Real Estate Exchange.

$375,000

5 Beds ⋅ 2 Baths ⋅ 73550171 MLS

Rare opportunity to own a well-maintained two-family home under $400,000! Whether you're looking for an owner-occupied property to offset your mortgage or a turnkey investment with excellent rental potential, this versatile property delivers. Each unit offers separate utilities, providing convenience and independence for both owner and tenants. The spacious first-floor unit features 3 bedrooms, a large living room, an eat-in kitchen, and separate laundry. The second-floor unit offers a comfortable 1-2 BR layout with a spacious living room, kitchen, and full bath also with w/d hook up. Rich in history and dating back to circa 1799, the home retains original character while being thoughtfully maintained over the years. Set on a beautiful level one-acre lot with abundant green space, there's plenty of room to enjoy the outdoors, garden, or entertain. A large barn/storage building provides exceptional space for hobbies, equipment, or additional storage. A wonderful place to call home!

124 Hazen Rd, Shirley

Listing courtesy of Listing Agent: Jenepher Spencer from Listing Office: Coldwell Banker Realty - Westford.

$789,000

5 Beds ⋅ 4 Baths ⋅ 73549586 MLS

Tucked away at the end of a peaceful dead-end street, this gorgeous 4397 sq. ft. Colonial offers exceptional privacy on 1.72 acres in Apple Orchard Estates. A welcoming foyer with a sweeping staircase, arched window, and chandelier opens to gracious formal living and dining rooms, an oversized fireplaced family room, a flexible office or first-floor bedroom, and an upgraded kitchen with granite countertops, a large island, and a sun-filled breakfast nook. A composite deck and paved patio create a private setting for outdoor entertaining. The newly finished lower level offers a game room, home theater, and full bath. Upstairs, the luxurious primary suite features a sitting area, oversized custom walk-in closet, and spa-inspired bath with dual vanities, glass shower, and jetted tub. Five bedrooms, four full baths, and versatile living spaces make this home ideal for raising a family, entertaining, hosting guests, and multigenerational living.

9 Brandywine Lane, Shirley

Listing courtesy of Listing Agent: Vera Lucia Dias from Listing Office: Evolve Realty.

$1,100,000

6 Beds ⋅ 5 Baths ⋅ 73547145 MLS

Step back in time with this exquisite antique home, built in 1797 in the heart of historic Shirley Center. This beautifully maintained residence has been lovingly preserved, showcasing its original detail and charm. As you enter, you'll be greeted by stunning period details, including original woodwork, wide-plank flooring, and inviting living spaces that exude warmth and history. The spacious rooms filled with natural light are perfect for entertaining. The rear portion can be informally separated to accommodate extended family living, with its own kitchen, bathroom, and two bedrooms. In addition, the Carriage House offers a versatile accessory two-bedroom dwelling for intergenerational living or rental income. The gorgeous grounds are a true highlight, with an in-ground pool perfect for summer relaxation, mature plantings and trees, and the original brick smokehouse. A large barn offers ample storage for equipment, tools, and seasonal items. 2-car gar with car charger.

194 Center Rd, Shirley

Listing courtesy of Listing Agent: Knox Real Estate Group from Listing Office: William Raveis R.E. & Home Services.

$689,900

4 Beds ⋅ 3 Baths ⋅ 73540614 MLS

You will LOVE this beautiful, YOUNG home with lots of bells & whistles! The front porch brings you into the spacious foyer, then the dining room with a large box window & lovely chandelier. Next stop - the open kitchen with lots of cabinets, a huge island with seating for 6, S/S appliances, & gorgeous stone countertops. The open sightlines showcase the living room with a gas fireplace, recessed lights & slider to the deck. A convenient mudroom with entry to garage has custom cubbies, room for storage, & magnetic chalk wall! Upstairs, 3 terrific guest rooms, a hall bath with a large double vanity & tub/shower combo. The vaulted primary suite has a walk-in & 2nd closet, a private bath with double vanity, linen closet, & shower with glass surround. Your private yard is partially fenced & looks out on beautiful woods/nature & a babbling creek. A walk-out basement is waiting for you to finish! All this close to the commuter rail, Rte 2, parks, shopping, & the beauty of Shirley MA!

3 Catacunemaug Rd, Shirley

Listing courtesy of Listing Agent: Carla Horn from Listing Office: .

$459,900

2 Beds ⋅ 2 Baths ⋅ 73540317 MLS ⋅ ['The Village At Shirley Station'] BLDG.

37 Ambrose Way Unit 37, Shirley

Listing courtesy of Listing Agent: Michael Page from Listing Office: LAER Realty Partners.

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