5-Bedroom Homes for Sale in Middlesex County MA

/42
$3,798,000
- 6 Beds
- 5.5 Baths
- 6,093 Sq Ft
109 Harwich Rd, Chestnut Hill, MA 02467

Just completed Chestnut Hill new construction! 109 Harwich Road offers the perfect blend of luxury and natural serenity. Hosting is a joy with an expansive chef’s kitchen, oversized pantry, and prep kitchen area with grocery door from garage. Enjoy Wolf/Sub-Zero appliances, custom alcove hood, waterfall island, and an eat-in area overlooking the backyard & conservation land. Thoughtful selections

David Corey Stuart St James, Inc.

109 Harwich Rd, Chestnut Hill, MA 02467
/31
$799,900
- 5 Beds
- 2 Baths
- 2,368 Sq Ft
45 Daytona Ave, Framingham, MA 01702

ATTN:Home owners and/or investors. Great Investment opportunity in residential location. Upstairs unit is currently occupied by tenant - one year lease offering the new home owner immediate income. Top unit offers 3 bedrooms, full bath, a spacious living room with fireplace, eat in kitchen and an additional dining room, plus a large 3 season porch. A carport is attached to this unit in addition

Jackie Cueroni Welcome Home Realty, LLC

45 Daytona Ave, Framingham, MA 01702
/28
$889,000
- 5 Beds
- 3 Baths
- 2,125 Sq Ft
65 Pearl St Unit 1, Newton, MA 02458

Move-in ready, this updated 3-story townhouse-style condo in a 2-unit duplex offers worry-free living in highly desirable Newton Corner. Fully renovated in 2018 with major upgrades to HVAC, electrical, and plumbing. In 2025, the entire interior and exterior were professionally repainted, delivering years of low-maintenance ownership. Interiors feature hardwood floors throughout and a rare layout

Kevin Peng KM Realty Group

65 Pearl St Unit 1, Newton, MA 02458
/15
$1,450,000
- 5 Beds
- 2 Baths
- 3,300 Sq Ft
136 Commonwealth Rd, Wayland, MA 01778

Presenting 136 Commonwealth, Wayland, Massachusetts, a multi-family residence positioned on a generous lot in a fantastic location, offering a unique opportunity to own a fully renovated two family home. This property offers a compelling blend of classic charm and modern features. The expansive interior, encompassing 5000 square feet of living area provides ample space for comfortable living. The

John McHugh Coldwell Banker Realty - Wellesley

136 Commonwealth Rd, Wayland, MA 01778
/40
$3,898,000 Open Sun 2PM - 3:30PM
- 7 Beds
- 7.5 Baths
- 6,600 Sq Ft
15 Peachtree Rd, Lexington, MA 02420

OH SUN 12/28 2-3:30PM! Come celebrate the holidays in this exceptional 7-bed, 7.5-bath warm modern home! Offering 4 spectacular finished levels with 6,600 SF of refined living space. Wide-plank white oak flooring and soaring ceilings 10' on main level, 9' on 2nd, 8' on 3rd + LL! Custom white oak cabinetry, exposed wood beams for a warm yet contemporary feel. Enjoy entertaining in this chef’s

The Westview Group Barrett Sotheby's International Realty

15 Peachtree Rd, Lexington, MA 02420
/39
$1,999,900
- 6 Beds
- 4 Baths
- 3,550 Sq Ft
179 Main St, Medford, MA 02155

Amazing and newly renovated two-family gem with vintage details located in a perfect setting. Like new construction. Fantastic opportunity for a homeowner or investor! Extremely high rent area near Tufts University, Medford Sq, area shops, restaurants and Route 93. This property boasts six plus bedrooms, four sparkling full baths, central AC, all new quartz kitchens with center islands and

Chuck Andre RE/MAX Andrew Realty Services

179 Main St, Medford, MA 02155
/13
$784,999
- 5 Beds
- 2.5 Baths
- 2,122 Sq Ft
58 W Central St, Natick, MA 01760

Don’t miss your chance to own this unique income-generating 2-family home in the heart of downtown Natick, just steps from the Common, commuter rail & shops! This property is loaded with potential for investors, owner-occupants, or contractors ready to bring their vision & sweat equity. With its unbeatable location & versatile layout, you can rent both units for solid income or live in one & rent

Raymond Powell Raymond Douglas Living

58 W Central St, Natick, MA 01760
/42
$2,200,000
- 5 Beds
- 4.5 Baths
- 2,602 Sq Ft
30 2nd St Unit 2, Cambridge, MA 02141

Welcome to the ultimate urban living experience w/ flexibility to suit your personal needs. This beautifully modernized 1840s brick townhouse combines historic details w/ flexibility to suit a variety of lifestyles. Spanning 4 levels, it features 5 spacious bedrooms, 4 full baths, a half-bath, 2 kitchens, and 4 dedicated off-street parking spaces. The two units offer versatility as a

Lisa Drapkin Compass

30 2nd St Unit 2, Cambridge, MA 02141
/42
$34,000,000
- 6 Beds
- 8 Baths
- 12,714 Sq Ft
4 Willow Rd, Weston, MA 02493

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

Mizner+ Montero Gibson Sotheby's International Realty

4 Willow Rd, Weston, MA 02493
/21
$2,400,000
- 17 Beds
- 6 Baths
- 7,764 Sq Ft
180-182 Walnut St, Watertown, MA 02472

180-182 Walnut Street is a 10,406 square foot 6-unit property located in the highly desirable East Watertown neighborhood within walking distance to the transformative Arsenal Yards master development. The property is comprised of (5) three-bedroom / 1-bath units and (1) two-bedroom + office unit. The property is improved by a paved parking lot which accommodates up to 8 vehicles. The asset has

Tony Pepdjonovic Marcus & Millichap Real Estate Investment Services

180-182 Walnut St, Watertown, MA 02472
/42
$2,495,000 Open Sat 1PM - 2:30PM
- 5 Beds
- 5.5 Baths
- 5,756 Sq Ft
2 Stephanie St, Burlington, MA 01803

Come see this extraordinary new construction home that blends luxury, modern design, and timeless traditional flair. The heart of the home features a stunning white oak kitchen island, Thermador appliances, and a walk-in pantry. The family room impresses with wood beams, a sleek fireplace flanked by arched built-ins and flows seamlessly into the kitchen. The dining room is perfect for milestone

Top Home Team Coldwell Banker Realty

2 Stephanie St, Burlington, MA 01803
/42
$2,399,000
- 5 Beds
- 5.5 Baths
- 5,357 Sq Ft
1 Emerald Dr, Hopkinton, MA 01748

Welcome to 1 Emerald Drive, an exceptional new luxury home on Hopkinton’s premier cul-de-sac of eight custom residences. Thoughtfully designed and impeccably crafted, this home blends timeless elegance with modern functionality. The open, light-filled layout showcases white oak floors, exquisite millwork and designer lighting throughout. The gourmet kitchen impresses with Thermador appliances,

Kathleen McBride REMAX Executive Realty

1 Emerald Dr, Hopkinton, MA 01748
/42
$1,650,000
- 5 Beds
- 2 Baths
- 2,644 Sq Ft
3 Seagrave Rd, Cambridge, MA 02140

A rare North Cambridge offering combining strong in-place income with verified redevelopment potential. This fully leased two-family (both tenants through 7/31/26) produces a solid 4.22% CAP rate, making it a reliable investment from day one. Even more compelling, a formal zoning analysis by Context Workshop Architects confirms the ability to demolish the existing structure and construct up to

James Riel JR Associates

3 Seagrave Rd, Cambridge, MA 02140
/12
$1,058,909
- 6 Beds
- 3 Baths
- 3,030 Sq Ft
307-309 Clifton St, Malden, MA 02148

Rare opportunity to own an oversized standard two-family home with a two-car garage and ample off-street parking in one of Malden’s most desirable locations. The first-floor unit offers 8 rooms, including 4 bedrooms and 2 full bathrooms. The second-floor unit features 2–3 bedrooms and 1 bathroom. Both units boast spacious rooms, high ceilings, hardwood flooring, eat-in kitchens, formal dining

John Bulman Brad Hutchinson Real Estate

307-309 Clifton St, Malden, MA 02148
/42
$10,890,000
- 6 Beds
- 9 Baths
- 10,395 Sq Ft
495 Hugh Cargill Rd, Concord, MA 01742

SEE VIDEO VISUALLY DESCRIBING GROUNDS AND HOME DURING THE DAY AND AT NIGHT. Georgian Revival architectural masterpiece is sited on 23.5 acres less than 3 miles from the center of Concord and its many renowned public and private schools. Acres of level manicured gardens feature specimen plantings, lawns, waterfall and a koi pond, granite terraces, and walkways of stone and antique bricks. The

Jonathan Radford Coldwell Banker Realty - Boston

495 Hugh Cargill Rd, Concord, MA 01742
/42
$925,000
- 5 Beds
- 2 Baths
- 2,063 Sq Ft
16 Munroe Ave, Reading, MA 01867

Minutes to Barrows Elementary School. In February, 2023, during a severe cold snap water pipes froze, thawed and flooded the kitchen. Sellers removed and replaced the sheetrock/insulation in the kitchen and dining room and updated electrical in those rooms to modern standards. New breaker box and upgraded the electrical service to 200 amps. The seller decided not to reinstall a kitchen to allow

Derek Greene The Greene Realty Group

16 Munroe Ave, Reading, MA 01867
/17
$859,000
- 6 Beds
- 2 Baths
- 2,264 Sq Ft
30A Summer, Somerville, MA 02145

Location, location, conveniently located two-family in the heart of Union Square! Right off Highland Ave., close to Cambridge, Davis Sq., Porter Sq. The property requires renovation, no back yard. The home is located in the rear. Separate utilities. Walking distance to MBTA Greenline at Gilman Square, buses, restaurants, shops, library, YMCA, health centers, Tufts University, public schools. Both

Rosemary Galindo MP Realty Group

30A Summer, Somerville, MA 02145
/42
$1,649,000
- 6 Beds
- 3 Baths
- 5,677 Sq Ft
409 Haverhill St, Reading, MA 01867

Discover a rare blend of sophistication, comfort, and versatility in this beautifully expanded Reading residence designed for today’s multi-generational lifestyle. Featuring a main residence, a private in-law apartment, and a guest suite with kitchenette and separate entrance, this home offers exceptional flexibility for extended family, live-in support, or long-term guests, all under one elegant

Susan Gormady Classified Realty Group

409 Haverhill St, Reading, MA 01867
/39
$1,164,900
- 5 Beds
- 3.5 Baths
- 5,340 Sq Ft
44 Connolly Rd, Billerica, MA 01821

This expansive custom-built home offers an exceptional amount of living space and flexibility. A grand foyer leads to the sprawling main level complete with a skylit living room and oversized family room both featuring vaulted ceilings. Formal dinning area and spacious eat-in kitchen with glazed cabinetry, granite countertops, working island and convection wall oven are perfect for a large family

Tom DeCarlo Real Broker MA, LLC

44 Connolly Rd, Billerica, MA 01821
/41
$2,495,000
- 5 Beds
- 3.5 Baths
- 4,588 Sq Ft
106 Elm St, Concord, MA 01742

Breathtaking panaramic water views! Set on 1 acre w/500' of river frontage, is this wonderful 13 room home. It masterfullly blends historic architectural details, period millwork & craftsmanship w the convenience of modern systems. Tall ceilings, exposed brick walls, warm hdwd floors, wide hallways & 7' windows are just a few of the features you will find inside. A 2 story addition that has walls

Barrett & Comeau Group Barrett Sotheby's International Realty

106 Elm St, Concord, MA 01742
/32
$1,988,000 Open Sat 1:30PM - 2:30PM
- 5 Beds
- 3.5 Baths
- 4,515 Sq Ft
41 Juniper Ln, Newton Center, MA 02459

Beautifully updated & expanded 5 bedroom, 3.5 bathroom colonial set on a generous 12K+ sqft. lot in a desirable South Side neighborhood. This spacious home at the end of a cul-de-sac, features a lovely living room with fireplace & formal dining room. The updated sleek & modern kitchen offers high-end finishes, an oversized island with seating for 6 & a separate eat-in area. Completing this level

Jeff Groper Coldwell Banker Realty - Newton

41 Juniper Ln, Newton Center, MA 02459
/2
$1,400,000
- 13 Beds
- 7 Baths
16 Houghton St, Hudson, MA 01749

ATTENTION All INVESTORS, here is a SUPERB OPPURTUNITY, Two Buildings with 7 Units Downtown of Hudson, Mass. on a Corner lot Waiting for a NEW OWNER, the First Building Offers 3 Units all with 2 Bedrooms each and the Second Building Offers 4 Units with one Bedroom each. The First SHOWING Starts @ the Open House Saturday @ 12:00 Noon to 2:00 PM and or Sunday also 12:00 Noon to 2:00 PM All Offers

Tony Cabral Coldwell Banker Realty - Framingham

16 Houghton St, Hudson, MA 01749
/11
$3,698,000
- 14 Beds
- 6 Baths
- 6,206 Sq Ft
1789 Commonwealth Ave, Boston, MA 02135

Once in a generation chance to own approx ONE HALF ACRE in ultra desirable Cleveland Circle. Prime Covered Land Play! Spacious three family currently rented thru August 2026 at over $190,000 gross rent - dream rental or condo location with the MBTA Green Line at your door and Boston College and Brookline/Boston's best dining and shopping just minutes away. Rare NEARLY 1/2 ACRE lot went through a

Todd Glaskin Coldwell Banker Realty - Newton

1789 Commonwealth Ave, Boston, MA 02135
/39
$1,399,900
- 5 Beds
- 2.5 Baths
- 3,352 Sq Ft
23 Highland Rd, Somerville, MA 02144

Top Location! Highland Rd is one of the most sought after streets & stands out not only for the lge landscaped areas btwn the tree lined street &sidewalk, but also for the gorgeous homes reminiscent of a time gone by. This home has been loved and cherished by the same family for many years and now it's your turn to update and make your own memories here. So much potential for your own

Eileen Doherty Lamacchia Realty, Inc.

23 Highland Rd, Somerville, MA 02144
/32
$1,415,000
- 7 Beds
- 4 Baths
- 2,522 Sq Ft
76 Orchard St, Medford, MA 02155

Welcome to 76-78 Orchard Street – a fully renovated two-family home in the heart of Medford, just minutes from Tufts University! This stunning property features a spacious 3-bedroom, 1-bathroom unit on the first floor, and a 4-bedroom, 3-bathroom duplex unit upstairs – ideal for owner-occupants or investors seeking strong rental income. Each unit has been completely updated with modern kitchens,

Dan Wu Hooli Homes Boston

76 Orchard St, Medford, MA 02155
/35
$1,869,900 New Construction
- 5 Beds
- 4.5 Baths
- 3,800 Sq Ft
3 Colonel Rolls Dr, Westford, MA 01886

LUXURY UPGRADES THROUGHOUT! Welcome Home to Colonel Rolls Drive! Beautiful NEW CONSTRUCTION of 8 Luxury homes in CUL-DE-SAC neighborhood in desired WESTFORD! Located close to TOP RATED SCHOOLS w/easy commutes to 495 & rt3 & minutes to 110 shopping make this an IDEAL LOCATION! This NORTH FACING home boasts 5 Beds, 5 Baths & oversized 3 Car Garage. Well thought out, sun drenched OPEN FLOOR PLAN,

Amy Mora Keller Williams Realty-Merrimack

3 Colonel Rolls Dr, Westford, MA 01886
/42
$2,400,000
- 10 Beds
- 6 Baths
- 5,395 Sq Ft
65-67 Saint James Cir, Newton, MA 02458

This rare renovated Newton two family leaves little to be desired. Lead compliant. Beautifully maintained and updated, this home is set on a quiet Newton Corner cul-de-sac. Both units feature abundant natural light, high ceilings, hardwood floors, and generous room sizes. The first floor offers a classic 4-bed, 2 bath with a California open renovated kitchen layout. The upper duplex lives like a

Roy Schwartz Boston's Best Realty

65-67 Saint James Cir, Newton, MA 02458
/19
$2,019,000
- 5 Beds
- 5.5 Baths
- 4,211 Sq Ft
6 Lady Constance Way Unit 21, Westford, MA 01886

Decorated Move -In Ready New Construction Home with serene views and an exceptional floor plan. The Copley Manchester features an expansive open-concept design that perfectly balances style and functionality. Ready for immediate occupancy, this thoughtfully designed home includes premium options such as a cable rail system, rough plumbing in the basement, multi-gen suite, expanded deck, and a

Kristin Vena Toll Brothers Real Estate

6 Lady Constance Way Unit 21, Westford, MA 01886
/42
$979,000
- 6 Beds
- 3 Baths
- 3,479 Sq Ft
312 Wilder St, Lowell, MA 01851

Updated and well maintained historic colonial w/ 3 units and located steps from u-mass lowell, shopping, public transportation and more. The historic Edward Woodies House was built in 1893 and has been owned by the same family for the last 50 years. The newly remodeled main unit is set on the 2nd and 3rd floor and has 4 beds, 1 bath, laundry, storage and more. The unit offers a functional

Timothy Shanahan Merrimack Realty Group, Chelmsford

312 Wilder St, Lowell, MA 01851
/2
$2,179,000
- 5 Beds
- 5 Baths
- 4,836 Sq Ft
11 N Mill St, Hopkinton, MA 01748

Quality Lobisser built new construction home on private, wooded 1.7 acre lot. A rare find in Hopkinton! The spectacular kitchen was designed for serious cooking and serious entertaining. The spacious kitchen, and family room ( with fireplace) includes a stunning glass surround dining area. There is a paneled first floor office with french doors PLUS a first floor guest bedroom with attached full

My House Partners Team REMAX Executive Realty

11 N Mill St, Hopkinton, MA 01748
/42
$2,749,900
- 5 Beds
- 5.5 Baths
- 6,193 Sq Ft
2 Whisper Way, Hopkinton, MA 01748

Whisper Way’s signature model home! The difference is in the details! Inviting farmer’s porch welcomes you into a stunning foyer adorned w herringbone hardwood floors. Expansive chef’s kitchen, featuring top-of-the-line Wolf & Sub-Zero appliances, seamlessly flows into a sun-drenched family room w stone-clad gas fireplace. Indulge in the lavish 1,250 sq ft primary suite, complete w dual walk-in

Kim Foemmel Foemmel Fine Homes

2 Whisper Way, Hopkinton, MA 01748
/39
$1,399,900
- 5 Beds
- 3 Baths
- 3,024 Sq Ft
28A Downey St, Hopkinton, MA 01748

A true waterfront retreat w SUNSET VIEWS FROM EVERY ROOM, plus a private guest house! A 2-family option! Why go to the cape when you can vacation at home each day? Come experience fully recreational, 215-acre Lake Maspenock! Dock your boat right up to cantilevered deck & enjoy al fresco dining on the water. White kitchen opens to one-of-a-kind stone patio w fireplace/pizza oven. Cozy family room

Kim Foemmel Foemmel Fine Homes

28A Downey St, Hopkinton, MA 01748
/7
$4,750,000
- 6 Beds
- 6.5 Baths
- 6,700 Sq Ft
96 Independence Rd, Concord, MA 01742

Sun-filled Amazing New Home ready for the New Year!!! Luxury finishes, an expansive & flexible floor, fantastic yard, sought-after nbhd. This special home has it all! 1st FLOOR: Custom Kitchen w/oversized island, generous Dining Nook, Wet Bar, Walk-In Pantry, formal Butler's Pantry leading to DR w/crown moldings & wainscoting, FR w/FP and built-ins, privately-sited Study w/French doors, plus a

Victoria Evarts Compass

96 Independence Rd, Concord, MA 01742
/37
$2,299,000 Pre-Foreclosure
- 7 Beds
- 5.5 Baths
- 4,929 Sq Ft
89 Wildwood St, Winchester, MA 01890

Welcome to 89 Wildwood — Winchester’s best new value, where modern design meets classic New England charm! This new construction home offers a flexible layout with spaces for hosting, relaxing & everyday living. The chef’s kitchen impresses with an oversized island, stylish finishes, ample cabinetry & opens to a designated dining area. Fireplaced family room, bedroom/office with ensuite & half

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

89 Wildwood St, Winchester, MA 01890
/26
$1,080,000 Open Sat 10AM - 12PM
- 7 Beds
- 3.5 Baths
- 3,464 Sq Ft
378 Ferry St, Everett, MA 02149

A rare oversized two-family home set on a premier corner lot just steps from all the amenities of Glendale Square. Ideally located near shopping, restaurants, parks, and public transportation, this property offers exceptional convenience. Both units are generously proportioned, span two levels of living and include dedicated parking spaces. Unit 1 has been tastefully renovated, showcasing a

Fangyan Xu StartPoint Realty

378 Ferry St, Everett, MA 02149
/26
$4,599,000
- 5 Beds
- 5.5 Baths
- 4,848 Sq Ft
18 Sewall St, West Newton, MA 02465

Curated by a well-known New York designer, this unique West Newton Hill offering was meticulously renovated and boasts a classic restored exterior with ultra modern interior. A covered porch and Porte-Cochere provide access to the home with spectacular angles of intrigue where new and old are matched brilliantly. Designed for gracious entertaining, the first floor is perfectly suited for today’s

Jayne Friedberg Coldwell Banker Realty - Brookline

18 Sewall St, West Newton, MA 02465
/41
$969,900
- 5 Beds
- 2 Baths
- 2,481 Sq Ft
55 Evans St, Medford, MA 02155

Vacant 7/5 Two-Family Home Just off of Central Avenue sold in "AS IS" condition — close to Salem Street! Before stepping inside, take note of the four-car off-street driveway — a rare and highly desirable feature in the city. The exterior offers beautiful landscaping and a backyard fully paved with pavers, creating a clean, low-maintenance outdoor space with mature trees and a wonderfully private

Shawn Hansen Century 21 North East

55 Evans St, Medford, MA 02155
/42
$1,300,000
- 8 Beds
- 4.5 Baths
- 7,178 Sq Ft
169 Salem St, Lowell, MA 01854

5 Unit Mixed Use Building near UMASS Lowell and within walking distance to many amenities. The property has been well maintained and updated and has plenty of off street parking. The first floor retail space also has a kitchen area with 2 walk-in coolers, 1 walking freezer, and pizza ovens. Two 3-Bedroom updated apartments are above the commercial space. The adjacent 2 residential units each have

Ray Boutin RE/MAX Innovative Properties

169 Salem St, Lowell, MA 01854
/39
$1,799,000
- 5 Beds
- 4 Baths
- 2,983 Sq Ft
9 Trout Ave, Medford, MA 02155

Presenting this strikingly renovated five-bedroom, four full bath exceptional property. Tremendous rent potential area is just minutes to Tufts University, Route 93, local shops and restaurants, Assembly Row, Station Landing, Encore, and the Green Line. Easy access to Downtown Boston, Cambridge and the Route 128/95 belt. Features include sparkling new stainless-steel kitchens with quartz

Chuck Andre RE/MAX Andrew Realty Services

9 Trout Ave, Medford, MA 02155
/25
$1,275,000
- 5 Beds
- 3.5 Baths
- 2,744 Sq Ft
37 Fountain Rd Unit 2, Arlington, MA 02476

One-of-a-Kind Arlington Heights Condo with Brand New Detached ADU!!! Rare two-for-one opportunity in the heart of Arlington Heights. Beautiful 4-bedroom condo paired with a fully permitted 507 sq. ft. detached ADU offering incredible flexibility and income potential. The main home features 2,237 sq. ft. of bright, open living space with modern finishes, hardwood floors throughout, ample natural

James Kousoulos Shilalis Real Estate

37 Fountain Rd Unit 2, Arlington, MA 02476

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