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Today's Newest Real Estate Listings in Middlesex County, MA

All Roads Lead to Boston - But The One To Take You Home is Here in Billerica! Introducing 29 Boston Road - a stunning, new construction Colonial offering the space, style & flexibility today's buyers are looking for. Boasting nearly 3,000 square feet of finished living space, this 4/5 bedroom, 3 bathroom home delivers an impressive blend of modern design & everyday functionality. The open concept floor plan includes a 1st floor flex bedroom/living area perfect for extended family or guests. An elevated living area steals the show with vibrant vaulted ceilings and a cozy gas fireplace - creating the ideal space to unwind or entertain. Hardwood flooring throughout adds warmth & elegance. Top Level living includes four sizable bedrooms including a Primary Suite with full bathroom & walk-in closet. Additional highlights include a two-car garage, irrigation system and big deck (composite) energy. This home provides exceptional convenience to local amenities, shopping, dining, major commuter routes & public transportation. If space is still an issue - the expansive basement and walk-up attic offer tremendous potential for future expansion. If you're looking for all the benefits of brand-new construction - this property checks all the boxes. Your next chapter starts here - Book your showings today!

29 Boston Road, Billerica

Listing courtesy of Listing Agent: Bryan Duby from Listing Office: RE/MAX Triumph Realty.

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 73600554 MLS

Discover luxury living in this stunning, renovated 4-bedroom, 4-full bath duplex condo offering 2,140 sq. ft. of beautifully designed living space in desirable East Arlington. Featuring ceiling heights of over 8 feet on both levels, this exceptional home offers a bright, airy feel and an impressive sense of space throughout. The open-concept main level boasts a spacious wood fire place, living room, dining area, and chef-inspired kitchen with an oversized island, Samsung stainless steel appliances, smart refrigerator, pot filler, and farmhouse sink with touch faucet. Three ensuite bedrooms offer exceptional comfort and flexibility. The expansive lower level features a second living room with wet bar and wine fridge, perfect for entertaining or relaxing. Thoughtful upgrades include enhanced insulation and soundproofing, French drain, sump pump. Enjoy a shared backyard and patio, garage parking plus additional driveway spaces. Ideally located less than ¼ mile from Spy Pond and the Minuteman Bike Path, with convenient access to Alewife, Arlington Center, Capitol Theatre, Route 2, and I-95. In-unit laundry hookups, abundant closets, and generous storage complete this exceptional home!

5-7 Adams St Unit 5, Arlington

Listing courtesy of Listing Agent: Peter Bouchie from Listing Office: Coldwell Banker Realty - Belmont.

$3,499,000

6 Beds ⋅ 6 Baths ⋅ 73600361 MLS

Prepare to be impressed by this extraordinary new construction residence on Canterbury Road, one of Winchester’s most sought-after and beloved neighborhoods. Beautifully designed with an exceptional sense of scale and luxurious appointments throughout, this remarkable home offers an unparalleled combination of elegance, comfort, and convenience, all just a short stroll from downtown Winchester, the commuter rail, shops, restaurants, and more. A spectacular first floor makes an immediate impression with soaring ceilings that carry throughout the home, creating an incredible sense of openness and grandeur. The beautifully proportioned formal living and dining rooms set the tone for the refined interiors. At the heart of the home, the showstopping chef’s kitchen features premium Sub-Zero and Wolf appliances, an oversized statement island, and an expansive eat-in area crowned by a skylight, opening seamlessly to a stunning family room with custom built-ins and a fireplace. A first-floor bedroom with en-suite bath offers wonderful flexibility as a private guest suite or sophisticated home office. Just beyond, an oversized deck extends the living space outdoors, overlooking a beautiful, private wooded backyard. The second level is equally impressive, with soaring ceilings continuing throughout and offering two generously sized bedrooms connected by a shared Jack-and-Jill bathroom, a spacious junior suite, and a spectacular primary retreat. The primary suite is a true escape, featuring a spa-inspired bath, two walk-in closets, and its own private deck overlooking the peaceful backyard. The finished lower level offers an entirely new dimension of living, complete with an additional bedroom and full bath, dedicated home theater, private gym, and expansive recreation room with endless possibilities for entertaining, relaxing, and recreation. An exceptional offering where sophisticated new construction, impressive living spaces, and an unbeatable walk-to-everything Winchester location come together to create a truly special place to make your own.

25 Canterbury Road, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.

$1,088,000

3 Beds ⋅ 2 Baths ⋅ 73600357 MLS

Welcome to 8 Sunnyfield, a beautifully renovated and impeccably maintained expanded Cape nestled in one of Bedford’s most beloved neighborhoods. This home perfectly balances secluded charm with incredible convenience, situated just moments from the Lexington line and offering easy access to Routes 3 and 128 for a seamless commute. Step inside to a large, welcoming foyer with a double closet that sets the tone for the thoughtful layout ahead. The heart of the home is the custom-designed kitchen, where rich maple cabinets and sleek granite countertops meet gleaming hardwood floors. It flows effortlessly into a nice dining area. Enjoy a sizable, sun-filled living room for evening gatherings by the fireplace. The standout feature is the stunning addition: an expansive great room boasting soaring lofted ceilings and a cozy window seat that invites you to curl up with a good book. With three comfortable bedrooms, including a primary featuring a spacious walk-in closet, there is plenty of room to retreat and relax. Both full bathrooms have been newly remodeled with modern finishes, ensuring the home is truly move-in ready. For even more flexibility, the finished basement offers the perfect bonus space for a home office or gym. The exterior is just as enchanting as the interior. The professionally landscaped backyard is a private oasis, complete with a classic white picket fence (2026), a high-end mahogany deck for summer dining, a dedicated play area, and a matching shed for extra storage. Whether you’re enjoying the peace of your own backyard or taking a quick trip into town for local shops and dining, this home offers a lifestyle of ease and beauty. Numerous updates throughout, including a new roof (2025), new fence (2026), hot water heater (2026) mini-split AC system (2024) with five units that also provide heat, and sprinkler system (2022).

8 Sunnyfield Road, Bedford

Listing courtesy of Listing Agent: Team Suzanne and Company from Listing Office: Compass.

$1,599,000

3 Beds ⋅ 3 Baths ⋅ 73599800 MLS

A complete renovation brings fresh style & modern comfort to this 3 bed, 2.5 bath home, offering an inviting layout designed for the way we live today. The main level features a welcoming living room, spacious family room with fireplace, sun-filled dining room, & beautifully appointed kitchen that connects seamlessly to the surrounding spaces. A dedicated home office offers flexibility for working from home, while a convenient mudroom adds everyday practicality. Upstairs, the primary suite provides a private retreat, complemented by two additional bedrooms, a full bath, & second-floor laundry room. The oversized one-car garage offers additional storage space and potential for modification to accommodate two vehicles. Tucked away on a dead-end street, this home enjoys a convenient location near downtown Winchester's shops & restaurants, commuter rail, Lynch Elementary, Horn Pond, scenic trails, & easy access to Routes 93 & 95. Currently under construction with anticipated completion in Spring 2027. Renderings are for illustrative purposes; final details may vary. Plans available upon request.

9 Watson Pl, Winchester

Listing courtesy of Listing Agent: Pirani & Wile Group from Listing Office: Gibson Sotheby's International Realty.

$1,449,000

4 Beds ⋅ 3 Baths ⋅ 73599772 MLS

Welcome to 15 Madison Avenue West, a classic 1924 Colonial on a 6,338-square-foot lot in Winchester’s Wedgemere neighborhood, just a short stroll from the Wedgemere commuter rail station and the shops and restaurants of Winchester Center. Wood shingle siding and a graceful hip roof offer timeless curb appeal. Inside, eleven rooms, four bedrooms, and 2.5 baths span approximately 2,855 square feet of living space, with hardwood floors and a fireplace for cozy New England evenings. The main level includes a living room, dining room, kitchen, and a den overlooking the picturesque backyard, while all four bedrooms and a full bath are upstairs. The partially finished lower level, included in the total living area, offers 735 square feet of flexible space, a second full bath, and a rare bomb shelter. Steam heat, central air, and a long driveway with ample off-street parking complete the home, all within the Lincoln Elementary School district. Offer deadline: Tuesday, November 17, 12 pm.

15 Madison Ave W, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.

$1,950,000

5 Beds ⋅ 5 Baths ⋅ 73599642 MLS

This stunning Victorian, ideally situated near Robbins Farm Park and its breathtaking views of the Boston skyline, is a remarkable blend of timeless architectural character and beautifully updated modern living. Thoughtfully remodeled throughout, this exceptional home offers the craftsmanship, quality, and amenities today’s buyers appreciate.The chef’s kitchen is a true centerpiece, featuring granite countertops, a professional 48-inch Thermador gas range with top griddle and an abundance of cabinetry and storage. Soaring 10-foot-6-inch ceilings create an extraordinary sense of volume and elegance throughout the first floor, which offers an impressive collection of living spaces, including a formal dining room, spacious family room, and private library with a custom built-in fireplace and half bath. A convenient mudroom and first-floor laundry complete this level. Front and back staircases lead to the second and third floors, where five to six generously proportioned bedrooms provide exceptional flexibility. The beautifully appointed primary suite is a luxurious retreat, featuring custom walk-in closets and a stunning bath with a soaking tub, distinctive double vanity, and radiant-heated granite floors. Additional highlights include newer mechanical systems, a charming and welcoming front porch, and a rear deck perfect for outdoor entertaining. An oversized garden provides plenty of room to relax and enjoy the outdoors, while the finished lower level offers additional versatile living space with a full bath. Central A/C and a new roof are just a few of the home's updates. A truly special offering, this magnificent Arlington Victorian combines grand-scale living, architectural distinction, and thoughtful modern improvements in a wonderful location.

299 Park Ave, Arlington

Listing courtesy of Listing Agent: Kim Baccari from Listing Office: Gibson Sotheby's International Realty.

421 Washington Street Unit 421, Winchester

$649,000

3 Beds ⋅ 1 Baths ⋅ 73599605 MLS ⋅ ['419-421 Washington Street'] BLDG.

Turnkey living meets Winchester convenience in this beautifully refreshed three-bedroom, one-bath condominium. Abundant windows fill the rooms with natural light, highlighting refinished hardwood floors and freshly painted interiors. Central heating and air conditioning, separate utilities, and in-unit laundry provide everyday comfort, while a newly paved driveway offers ample parking. Recent building improvements include a brand-new roof and fresh exterior paint, further enhancing the property’s appeal. Ideally situated near vibrant Winchester Center, enjoy convenient access to local dining, boutique shopping, and commuter rail service to Boston. Nearby Winchester Hospital, Middlesex Fells Reservation, I-93, and Route 128/I-95 complement this desirable location. Beautifully presented and move-in ready, this inviting home offers an exceptional opportunity to enjoy all that Winchester has to offer.

421 Washington Street Unit 421, Winchester

Listing courtesy of Listing Agent: The Marrocco Group from Listing Office: Coldwell Banker Realty - Lexington.

419 Washington Street Unit 419, Winchester

$675,000

3 Beds ⋅ 1 Baths ⋅ 73599604 MLS ⋅ ['419-421 Washington Street'] BLDG.

Turnkey living meets Winchester convenience in this beautifully refreshed three-bedroom, one-bath condominium. Abundant windows fill the rooms with natural light, highlighting refinished hardwood floors and freshly painted interiors. A sun-drenched sunroom offers an inviting retreat, while the unit’s own private deck provides a lovely setting for morning coffee or relaxing outdoors. Central heating and air conditioning, separate utilities, and in-unit laundry provide everyday comfort, complemented by a newly paved driveway with ample parking. Recent building improvements include a brand-new roof and fresh exterior paint. Ideally situated near vibrant Winchester Center, enjoy local dining, boutique shopping, and commuter rail service to Boston, with convenient access to Winchester Hospital, Middlesex Fells Reservation, I-93, and Route 128/I-95. Beautifully presented and move-in ready, this inviting home offers an exceptional opportunity to enjoy all that Winchester has to offer.

419 Washington Street Unit 419, Winchester

Listing courtesy of Listing Agent: The Marrocco Group from Listing Office: Coldwell Banker Realty - Lexington.

$925,000

2 Beds ⋅ 1 Baths ⋅ 73599478 MLS

Rare opportunity in one of Arlington's most premier neighborhoods! Perfectly situated on an oversized corner lot abutting beautiful Robbins Park, this 2 bedroom, 1 bath ranch offers endless possibilities in an exceptional location. Whether you're a first-time homebuyer, downsizer seeking the convenience of single level living, investor, or developer looking for your next project, this property presents an exciting opportunity to make your vision a reality. Built on a slab foundation, the home offers a functional one-level layout and awaits your personal touches, updates, and improvements. A wonderful, spacious two-car detached garage provides ample room for parking, storage, and more! Enjoy the generous outdoor space, peaceful surroundings, and the natural beauty of Robbins Park right in your backyard. With its premier Arlington location, oversized lot, and incredible potential, this is a chance to create something truly special. Estate sale. Bring your ideas and imagination!

45 Hawthorne Ave, Arlington

Listing courtesy of Listing Agent: Steve McKenna & The Home Advantage Team from Listing Office: Gibson Sotheby's International Realty.

$875,000

3 Beds ⋅ 4 Baths ⋅ 73599430 MLS

A complete transformation, inside and out. This home, fully rebuilt from the foundation up, offers 3 bedrooms and 3.5 contemporary bathrooms, with a brand-new designer kitchen at its heart. This isn't builder-grade construction. It's designer-grade, with every detail carefully thought out for the way you live. A first-floor bedroom and full bathroom offer flexibility for guests or everyday living, while first-floor laundry adds convenience. Walk-in closets and driveway parking for four cars round out the practical features. Everything is new, including the siding, energy-efficient windows, roof, electrical, plumbing, and a ducted heating and cooling system, new-home quality throughout.

198 Nashua Rd, Billerica

Listing courtesy of Listing Agent: Geraldine Germes from Listing Office: Cameron Real Estate Group.

$779,000

4 Beds ⋅ 1 Baths ⋅ 73599421 MLS

Four-Bedroom Cape in Arlington Heights, Across from the Arlington ReservoirThis four-bedroom, one-bath Cape sits on a 7,579 sq ft lot on Lowell Street in Arlington, MA, directly across from the Arlington Reservoir and its walking trails. The home has hardwood floors on the main level, a full bathroom, and a garage under the house plus driveway parking for two.The layout follows the classic Cape plan, with two bedrooms on the main level and two on the second floor. Four bedrooms leave room for a home office, a guest room, or dedicated hobby space alongside everyday living. The home is in move-in condition.Much of the appeal is the location. The reservoir trails are across the street, and the Minuteman Bike Path and Lexington Community Farm are close by. Arlington Heights shops, restaurants, and MBTA bus service to the Alewife and Harvard Red Line stations are a short trip away. The home is in the Peirce Elementary School district.For anyone who values outdoor access and a straightforward floor plan in an established Arlington Heights setting, this home is worth a closer look.

255 Lowell St, Arlington

Listing courtesy of Listing Agent: David Lenoir from Listing Office: Coldwell Banker Realty - Cambridge.

$1,365,000

3 Beds ⋅ 3 Baths ⋅ 73599398 MLS

This pristine 3BD/2.5BA East Arlington penthouse at 35 B Lafayette St seamlessly combines European elegance with sunlit modern living across two beautifully crafted levels. Completely gutted and modernized in 2023, the light-flooded open floor plan features two automatic shades across the living room & kitchen, and centered around a sleek linear gas fireplace, effortlessly connecting living and dining spaces to an ultra-modern chef’s kitchen showcasing custom cabinetry, premium quartz countertops, integrated paneled appliances, and a convenient second refrigerator. The main level also hosts two generous bedrooms, 1.5 baths with laundry, a dedicated home office, and direct access to an oversized private deck perfect for alfresco hosting. The lofted top floor is entirely devoted to a lavish 600-square-foot primary sanctuary featuring a large walk-in closet and a spa-inspired bath equipped with radiant heated floors, a deep soaking tub, and a tiled shower. Finished with one deeded off-street parking space—plus driveway parking options and a shared bike shed—this turn-key residence offers effortless access to Alewife Station, Fresh Pond, Capital Square, local dining, and major commuter routes.

35 Lafayette St Unit B, Arlington

Listing courtesy of Listing Agent: Elynn Chen from Listing Office: Redfin Corp..

$729,900

3 Beds ⋅ 2 Baths ⋅ 73599376 MLS

Enjoy a blend of classic character and comfort in this beautiful neighborhood near Wilmington Center! This Cape Cod-style home has been lovingly maintained and honors its historic charm while providing a welcoming space for modern living. The heart of the home is the large open living room: beneath an elegant coffered ceiling, warm wood flooring stretches across the room to a traditional fireplace, while built-in shelves in one wall evoke a vintage sensibility. The adjacent sun room offers a haven filled with sunlight, suitable for play and relaxation. Wood floors in the dining room and kitchen add to the charm, while newer molding in the dining room enhances its beauty. The kitchen cabinetry was handmade by a carpenter who previously owned the home, and offers an opportunity to upgrade or leave as is. Set to the back of the home, the first-floor bedroom affords a private space which can be used as an office if you wish. The home provides a versatile layout featuring three bedrooms, with a full bathroom on the first floor and a convenient half bathroom upstairs to accommodate your daily routines. The full basement includes a waterproofing system installed by the previous owner. The home heating system was converted to natural gas in 2017, with a tankless combination boiler and hot water heater for on-demand hot water. The electric system has been upgraded to 200 Amps with a 100 Amps subpanel in the garage, and the two-car garage offers additional space with a large storage loft above. Relax outside in the spacious lot with fenced backyard. The siding was painted just last year (garage, too!), and the built-in irrigation system makes everything easier to tend. Centrally located, you have ready access to Route 93, and the MBTA Commuter rail on Main Street is only 1.4 miles away. This inviting property offers a special opportunity to secure a charming piece of Wilmington history tailored for contemporary living.

65 Glen Road, Wilmington

Listing courtesy of Listing Agent: Scott Lutz from Listing Office: Keller Williams Realty.

$3,999,900

73599331 MLS

Introducing an ideal 28,063 sq ft residential development site on Summer St in Arlington, positioned for a friendly 40B. The site is split into two lots (14,504 and 13,559 sq ft) and sits above Summer St with views toward the Boston skyline, moments to Arlington High School, Mass Ave, and Route 2. A building permit is in place for two 2-family residences: four units total, each unit with 4 bedrooms, 3.5 baths, about 3,200 sq ft of finished square footage, and a garage. Site work is done; the two existing 2-family homes have been razed and the lot has been cleared. Driveway has been prepped. As of November 2026, Arlington has not reached the affordable housing threshold or safe harbor under Chapter 40B, opening a path to further development and permitting. Few sites in Arlington combine this much land, a site ready to build, and direct frontage on a main road. Buyer to perform own due diligence on 40B feasibility.

285-289 Summer St, Arlington

Listing courtesy of Listing Agent: Doug Walters from Listing Office: Larkin & Larkin Real Estate.

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