Homes for Sale in Middlesex County MA with 5-Bedrooms

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  /36

  $2,000,000

  • 6 Beds
  • 5 Baths
  • 3,403 Sq Ft

  6 Ivy Cir, Winchester, MA 01890

  Set back on a tranquil cul-de-sac, this totally gut-renovated Colonial blends high-end modern design with warm organic textures. The heart of the home is a vaulted family room anchored by authentic barn board detailing. This space creates a seamless transition to the oversized private deck for effortless outdoor entertaining. Inside, a designer kitchen featuring a massive gathering island serves

  Valerie Post Engel & Volkers Boston

  6 Ivy Cir, Winchester, MA 01890
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  /39

  $31,500,000

  $7M PRICE DROP

  • 6 Beds
  • 12 Baths
  • 21,000 Sq Ft

  180 Ash St, Weston, MA 02493

  This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

  Maggie Gold Seelig MGS Group Real Estate LTD

  180 Ash St, Weston, MA 02493
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  /11

  $1,270,000

  $80K PRICE DROP

  • 8 Beds
  • 3 Baths
  • 3,212 Sq Ft

  33 Beacon St, Somerville, MA 02143

  33 Beacon Street is a two family building located in Somerville walking distance to Inman Square adjacent to the Whole Foods. This oversized two family property consists of (1) 3 Bedroom/1 Bathroom unit and (1) Five Bedroom/2 Bathroom unit. All units are individually metered for Gas Heat and Electricity The building is currently 100% occupied and leased through the fall of 2026. This commuter

  Evan Griffith Marcus & Millichap Real Estate Investment Services

  33 Beacon St, Somerville, MA 02143
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  /41

  $2,595,000

  $54K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 5,757 Sq Ft

  377 Walnut St Unit 1, Newtonville, MA 02460

  This gorgeous reimagined Colonial Revival was gut-renovated 6 years ago. The first floor offers open-concept living, i a stunning double-island kitchen with dark walnut and white cabinetry, Wolf and SubZero appliances, quartz countertops, and marble backsplash. A large adjacent family room with modern linear fireplace, formal dining room, home office and full bath complete the floor. The second

  Diane Hughes Valente Keller Williams Realty

  377 Walnut St Unit 1, Newtonville, MA 02460
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  /42

  $1,900,000

  • 6 Beds
  • 4 Baths
  • 4,247 Sq Ft

  241 Highland Ave, Somerville, MA 02143

  Solid mixed-use investment opportunity in the heart of Somerville. 241 Highland Ave features three fully occupied 2-bed/1-bath residential units all on current leases, plus a vacant 2,000 sq. ft. commercial space ready to be built out. The commercial space features high ceiling heights and an unfinished basement offering plenty of additional storage ideal for a range of business uses. The

  The Boston ONE Team Serhant

  241 Highland Ave, Somerville, MA 02143
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  /41

  $1,399,900

  • 10 Beds
  • 4 Baths
  • 4,445 Sq Ft

  708 Central St, Lowell, MA 01852

  Exceptional value and Rare investment opportunity in Lowell! This rare offering features two, 2-family homes on one parcel, totaling four income-producing units with strong rental potential. A key highlight is the additional land included with the property, offering the possibility to build another 2-unit building while still maintaining ample parking for all units (buyer to perform due

  Joe Freitas Coldwell Banker Realty - Andovers/Readings Regional

  708 Central St, Lowell, MA 01852
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  /42

  $749,000

  $41K PRICE DROP

  • 10 Beds
  • 4 Baths
  • 4,164 Sq Ft

  23 18th St, Lowell, MA 01850

  Rare opportunity to own a spacious multi-family in Lowell’s Centralville neighborhood. Offering over 4,000 sq ft of living space, this property presents strong income potential with room to add value. Unit 2 is well maintained and leased at $3,200/month through August, providing immediate rental income. Unit 1 is vacant and ready for renovation — ideal for investors or owner-occupants looking to

  Michelle Delossantos 117 Realty

  23 18th St, Lowell, MA 01850
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  /2

  $6,700,000

  • 13 Beds
  • 12 Baths
  • 8,785 Sq Ft

  379 Somerville Ave, Somerville, MA 02143

  David Goodhue Colliers International

  379 Somerville Ave, Somerville, MA 02143
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  /42

  $2,298,000

  • 6 Beds
  • 7 Baths
  • 3,912 Sq Ft

  8 Purvis St, Watertown, MA 02472

  Rare opportunity to own a FULLY RENOVATED two-family offering exceptional versatility for INVESTORS, MULTIGENERATIONAL LIVING, OR OWNER-OCCUPANTS seeking income potential. Thoughtfully designed with high-end finishes throughout, each residence features expansive open-concept living, custom kitchens with premium appliances and cabinetry, fireplaces, in-unit laundry, private outdoor space, and

  Suzanna Krmzian Lamacchia Realty, Inc.

  8 Purvis St, Watertown, MA 02472
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  /14

  $1,875,000

  $75K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 3,973 Sq Ft

  30 Clarendon Ave, Somerville, MA 02144

  Exceptional 3-family investment on a quiet one-way street in prime Teele Square. Fully leased through August 2026 with all leases transferring to buyer - immediate cash flow from day one. Strong rental history and upside for more income. Solid construction and well-maintained, with many upgrades. Large attic and basement for storage or more. 3 back porches overlook a private and flat backyard.

  David Hunter Gibson Sotheby's International Realty

  30 Clarendon Ave, Somerville, MA 02144
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  /17

  $689,000

  $60K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 3,468 Sq Ft

  168 South St, Marlborough, MA 01752

  Spacious and well-maintained single-family home w/ an in-law offering exceptional flexibility for multi-generational living or investment potential. The main level features a bright living room with high ceilings and a fireplace, formal dining room, and a generously sized eat-in kitchen ideal for everyday living and entertaining. A first-floor bedroom and full bath provide added convenience for

  Connor Gillen Keller Williams Realty

  168 South St, Marlborough, MA 01752
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  /35

  $1,899,000

  Open Fri 12PM - 1PM

  • 5 Beds
  • 2.5 Baths
  • 3,278 Sq Ft

  105 Thornberry Rd, Winchester, MA 01890

  Perfectly situated on Winchester’s sought-after Westside, this beautifully updated Colonial offers 5 bedrooms, 2.5 baths, and exceptional indoor-outdoor living. A recent renovation transformed and expanded the first floor, featuring an updated kitchen with oversized mahogany topped center island, family room, dining room, mudroom, and half bath. The kitchen opens seamlessly to a spacious family

  Monte Marrocco Coldwell Banker Realty - Lexington

  105 Thornberry Rd, Winchester, MA 01890
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  /38

  $3,280,000

  $20K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  89 Parker Ave, Newton Highlands, MA 02461

  Stunning new construction Modern Tudor in Newton South offering 6 bedrooms, 5.5 baths, and a 2-car garage. This thoughtfully designed home blends timeless character with elevated luxury finishes throughout. The walnut kitchen anchors the open-concept layout and features a premium Thermador appliance package, while herringbone floors flow seamlessly across the main living spaces. The living room

  O & C Homes Team William Raveis R.E. & Home Services

  89 Parker Ave, Newton Highlands, MA 02461
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  /6

  $1,400,000

  • 7 Beds
  • 5 Baths
  • 5,507 Sq Ft

  187 Varnum Ave, Lowell, MA 01854

  Contractor/Investor Special- 5,500 sq ft Victorian with river views. Gutted to the studs and approved for a 3 family with an attached ADU. This stately property offers the opportunity to blend historic character with modern redevelopment. Brand new roof, new HVAC, and updated framing already completed. Approved layouts include a one bedroom, two bedroom, and three bedroom unit, plus an ADU

  Adam Dowling Doherty Properties

  187 Varnum Ave, Lowell, MA 01854
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  /42

  $849,000

  • 5 Beds
  • 2 Baths
  • 4,404 Sq Ft

  969 Chandler St, Tewksbury, MA 01876

  Make this ranch with an in-law/ADU your new home. The in-law has 3 bedrooms, 1 bath, living room/dining room combination, galley kitchen. The main house has 2 bedrooms, 1 bath, living room/dining room combination and fireplace. There's a sliding door leading out to deck with a level fenced in yard. Perfect for an extended family. The basement is partially finished with a bulkhead, plenty of room

  Jan Pierce Barry Realty Group

  969 Chandler St, Tewksbury, MA 01876
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  /42

  $724,900

  • 6 Beds
  • 2 Baths
  • 1,897 Sq Ft

  28 Beach St, Marlborough, MA 01752

  Set on a quiet street yet very close to the shops and restaurants of downtown Marlborough, this updated two-family is an investor's or owner/occupier's DREAM PROPERTY. There is plenty of off-street parking with enough room for 4-6 vehicles. Very nice floors, fixtures, and appliances throughout. The siding, windows, and roof are all in very good condition. Both hot water tanks were replaced in

  Richard Wilcox Distinctly New England

  28 Beach St, Marlborough, MA 01752
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  /39

  $1,885,000

  • 5 Beds
  • 3 Baths
  • 3,485 Sq Ft

  14 October Ln, Weston, MA 02493

  Situated at 14 October Ln in Weston, MA, this single-family residence, constructed in 1960, offers 3485 square feet of meticulously maintained living space. This attractive property, in great condition, presents an exceptional opportunity for refined living within a distinguished community. The kitchen serves as a central gathering space, distinguished by its high ceiling, elegant stone counters,

  Steven In RE/MAX Culture

  14 October Ln, Weston, MA 02493
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  /7

  $1,425,000

  • 6 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  16-20 Winter St, Newton, MA 02464

  Rare value-add opportunity in Newton with full architectural plans and permit set in place for redevelopment. Existing two-family situated on a 11,500+ SF lot in MR1 zoning, with plans designed to expand total living area from approx. 4,600 SF to over 7,300 SF . Proposed layout includes three units with optimized floor plans and increased density potential. Ideal for investors, builders, or

  Schyler Oliveira Centre Realty Group

  16-20 Winter St, Newton, MA 02464
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  /42

  $1,995,000

  • 6 Beds
  • 4.5 Baths
  • 3,011 Sq Ft

  458 Woodward St, Waban, MA 02468

  Wonderfully maintained Newton home in the heart of Waban Village. Spacious and light-filled with six bedrooms and four and a half bathrooms across three floors. The expansive foyer opens up to a renovated kitchen and sunroom with a slider to the backyard. The dining room and living room round out the first floor. The second floor includes three bedrooms and two full baths including a primary

  Lisa Keshet Engel & Volkers Newton

  458 Woodward St, Waban, MA 02468
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  /24

  $1,199,000

  $79K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,280 Sq Ft

  69 Clinton St, Newton, MA 02458

  WOW! Fantastic 5-bedroom, 2-bath single-family home located in a desirable Newton neighborhood. The main level offers a sun-filled living room, formal dining room with sliders to a Trex deck, and a large eat-in kitchen with cherry cabinets and granite countertops, along with a full bath and laundry. The second floor features three generously sized bedrooms, a home office, and a full bath. The

  Demeo Realty Group Coldwell Banker Realty - Newton

  69 Clinton St, Newton, MA 02458
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  /42

  $999,999

  • 7 Beds
  • 4 Baths
  • 3,591 Sq Ft

  33 Woodward Ave, Lowell, MA 01854

  Lovingly owner-occupied and well maintained for the past 20 years, this two-family property is located in the highly desirable Pawtucketville neighborhood of Lowell, directly across from Father Maguire Park and conveniently close to shopping, restaurants, hospitals, and other major amenities. Each unit features 3 bedrooms, 1 full bath, and fully equipped kitchens with all appliances to remain.

  Geovanna Ramos Casablanca Realty Group

  33 Woodward Ave, Lowell, MA 01854
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  /32

  $720,000

  • 5 Beds
  • 2.5 Baths
  • 3,497 Sq Ft

  103 Dalton St, Lowell, MA 01850

  Auction has been cancelled, no quick timeline. Seller is now open to all offers and seeking market value. Flexible closing terms. Massive two-family property offering approximately 3,500 square feet of living space in a highly convenient location near UMass Lowell and the scenic Merrimack River. One unit features bi-level living with 3 bedrooms and 1.5 baths, while the second unit offers 2

  Eclipse Group Cameron Real Estate Group

  103 Dalton St, Lowell, MA 01850
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  /39

  $3,295,000

  • 5 Beds
  • 8 Baths
  • 5,818 Sq Ft

  20 Larchmont Ln, Lexington, MA 02420

  Let’s go straight to the wow — the kitchen is the true showstopper. An oversized island anchors the space, complemented by a walk-in pantry and sliders leading to an expansive backyard with a large patio perfect for entertaining, summer dinners, or simply relaxing. Open to the family room with built-in bookshelves, the layout is designed for everyday living. A versatile adjoining room, currently

  Beth Sager Group Keller Williams Realty Boston Northwest

  20 Larchmont Ln, Lexington, MA 02420
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  /36

  $2,199,000

  $200K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 6,711 Sq Ft

  84 Davison Dr, Lincoln, MA 01773

  Must see inside to appreciate this custom-built, spacious Contemporary Ranch featuring an Asian-inspired interior Courtyard, heated In-Door Swimming Pool/Hot Tub and a legal Accessory Apartment. Siting on over 2 acres of land surrounded by trees and perennials, this unique, sun-filled property offers comfortableness and tranquility. Updated Kitchen with Center Island and Cherry Cabinets. 5

  Steve Yang eXp Realty

  84 Davison Dr, Lincoln, MA 01773
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  /27

  $1,350,000

  • 6 Beds
  • 2 Baths
  • 3,136 Sq Ft

  29 Victoria St, Somerville, MA 02144

  Located in a sought-after Somerville neighborhood, this 2-family home offers an exceptional opportunity for end-users or investors! Set on a side street with easy access to Cambridge, Davis Square & Tufts University. Each unit features generously sized rooms, great natural light and functional layouts. Unit 1 is a 2-bed, 1-bath with a large living area and eat-in-kitchen. Unit 2 is a 4-bed,

  Ciampa Group Keller Williams Realty Boston Northwest

  29 Victoria St, Somerville, MA 02144
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  /12

  $779,900

  $10K PRICE DROP

  • 8 Beds
  • 2 Baths
  • 2,502 Sq Ft

  8 Cady St, Lowell, MA 01852

  Excellent opportunity to own a well-located two-family home in the heart of Lowell. This property features 8 total bedrooms across two spacious units, each offering comfortable living areas, generous bedroom sizes, and great natural light. Both units are currently occupied by tenants at will and each unit has a deleaded certificate, providing added peace of mind. The property also includes

  Berky Gray Forsley Real Estate

  8 Cady St, Lowell, MA 01852
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  /22

  $3,749,000

  • 27 Beds
  • 16 Baths
  • 10,792 Sq Ft

  61 Broad St, Marlborough, MA 01752

  Rare opportunity to acquire a recently renovated 16-unit property in highly desirable and rapidly growing Marlborough market. Situated on a corner lot, the property consists of three separate buildings surrounded by attractive landscaping.This investment offers strong and consistent performance, benefiting from a very low vacancy rate driven by its prime location and the quality of the

  Steve Bremis Steve Bremis Realty Group

  61 Broad St, Marlborough, MA 01752
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  /41

  $7,590,000

  $205K PRICE DROP

  • 6 Beds
  • 7.5 Baths
  • 8,421 Sq Ft

  286 Country Dr, Weston, MA 02493

  This custom-built modern estate sits prominently on a 1.42-acre corner lot and pairs striking architectural design with uncompromising craftsmanship across ~8,421 SF and 3 curated levels. A dramatic entry welcomes you into a soaring foyer anchored by a sculptural staircase and statement lighting, setting the tone for the home’s sophisticated aesthetic. Expansive floor-to-ceiling glass floods each

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  286 Country Dr, Weston, MA 02493
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  /13

  $835,000

  $15K PRICE DROP

  • 8 Beds
  • 4 Baths
  • 3,187 Sq Ft

  71 W Main St, Ayer, MA 01432

  Great opportunity for multi-family ownership with strong income potential in a highly convenient Ayer location. Featuring four 2-bedroom units, this property offers solid rental income with separate utilities for each unit, helping streamline management and expenses.Well-maintained with updated systems, the building provides ample off-street parking and on-site coin-operated laundry for

  Austin Gordon EXIT Assurance Realty

  71 W Main St, Ayer, MA 01432
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  /33

  $1,549,900

  • 9 Beds
  • 3 Baths
  • 3,327 Sq Ft

  89 Central St, Somerville, MA 02143

  APPLICATION APPROVED FOR A CERTIFICATE OF EXEMPTION TO CONVERT TO CONDOS IN 2019...BIG ORIGINAL OVERSIZED PHILLY TWO FAMILY WITH OVER 3,300 INTERIOR SQ FT. As a Philadephia two family, each unit is on 2 levels above grade. The first floor has its own exclusive stairway to two bedroom on 'hidden' bedroom on the second floor. Unit 2 occupies the remainder of the second floor and thee entire third

  Steve Bremis Steve Bremis Realty Group

  89 Central St, Somerville, MA 02143
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  /38

  $2,650,000

  $175K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,143 Sq Ft

  23 Centre Ave, Belmont, MA 02478

  Antique Colonial & separate Carriage House that can be used as a rental, home office, in-law or au pair, sited on over 1/2 acre on Belmont Hill and close to vibrant Belmont Center. The main house has been thoughtfully renovated for modern living while keeping its historic charm. Stunning, sun filled open concept chef's kitchen with island, dining area and living room. Relax in the spacious family

  Catherine Tahajian Coldwell Banker Realty - Belmont

  23 Centre Ave, Belmont, MA 02478
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  /37

  $899,000

  • 8 Beds
  • 4 Baths
  • 3,587 Sq Ft

  15 4th St, Lowell, MA 01850

  Don't wait to check out this large, rare 3 FM house convenient major highway, public transportation and shopping. This fully deleaded house is ready for a new owner (owner-occupied or investor). The 1st unit has 3 bedrooms, a living room, kitchen with a dining area. The 2nd floor unit has 3-4 bedrooms (living room is currently set up as a bedroom), kitchen, a 4 season porch (currently set up as

  Mario Gelvez Century 21 North East Homes

  15 4th St, Lowell, MA 01850
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  /30

  $1,700,000

  $99K PRICE DROP

  • 10 Beds
  • 8 Baths
  • 4,669 Sq Ft

  110 Ferry St, Everett, MA 02149

  Everett GEM! Excellent investment opportunity in featuring a well-maintained 4-unit building, including one commercial, Offering strong income potential and upside. Located in a desirable Everett neighborhood with convenient access to major employers, transit, shopping, and amenities, this property benefits from strong rental demand and steady cash flow potential. Ideal for investors seeking a

  Jorge Rodriguez Carlton's Wharf & Co.

  110 Ferry St, Everett, MA 02149
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  /42

  $950,000

  • 6 Beds
  • 3.5 Baths
  • 3,466 Sq Ft

  865 Washington St, Holliston, MA 01746

  Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus 2 income generating apartments (with 2 driveways); a wonderful opportunity & investment. Located in the charming village of downtown Holliston, this home offers a coveted lifestyle of walking to schools, shops, cafes, playground, library, Upper Charles Rail Trail and Lake Winthrop. Updated kitchen

  Kathy Chisholm Realty Executives Boston West

  865 Washington St, Holliston, MA 01746
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  /16

  $624,900

  Open Sun 2PM - 3:30PM $25K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 4,025 Sq Ft

  85 Seneca St, Lowell, MA 01852

  Spacious single-family home located in the desirable South Lowell area, offering convenient access to highways, schools, and local amenities. This property features 10 rooms, including 6+ bedrooms, 2 full bathrooms, a 2-car garage, and a large driveway accommodating 5+ vehicles. Enjoy a level backyard and a generously sized storage shed, ideal for additional storage or hobbies.Recent updates

  Marcos Doliver Prime Choice Real Estate

  85 Seneca St, Lowell, MA 01852
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  /37

  $3,500,000

  • 5 Beds
  • 6 Baths
  • 5,588 Sq Ft

  8-10 Concord Road (&356 Bostonpost), Sudbury, MA 01776

  Opportunity Knocks! Lots of potential here. Prime location at the corner of Rt 20 and Concord Road. Mixed use-3 buildings on 2 parcels of land totaling 30,927 SF, consisting of a 5 BR, 2.5 bath, 3,365 SF Victorian Home with private driveway, currently used as office space, a 'cottage' style building 1,313 SF, currently used as a retail store, and an additional 840 SF building used as a real

  Jennifer Taylor N. B. Taylor & Co. Inc.

  8-10 Concord Road (&356 Bostonpost), Sudbury, MA 01776
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  /42

  $1,495,000

  • 5 Beds
  • 2.5 Baths
  • 2,622 Sq Ft

  23 Day St, Somerville, MA 02144

  Rare Davis Square two-family with untapped potential ideal for the owner-occupant ready to put their stamp on a standout Victorian. Live in one unit, collect rent from the other, and build equity in one of Somerville's most coveted neighborhoods. Walk four minutes to the Davis Square Red Line, steps from the area's best restaurants, shops, and bars. Commuters and cyclists alike will love direct

  Christian Fernandez Zenith Residential Properties LLC

  23 Day St, Somerville, MA 02144
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  /18

  $4,895,000

  $205K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 7,658 Sq Ft

  61 Lakeview Ave, Newtonville, MA 02460

  Enter into the magnificent sunny foyer and you will appreciate the premium finishes through out this home. High ceilings, beautiful 10” wide custom white oak flooring, designer light fixtures, custom glass & black steel doors and the custom steel and cable staircase tell the design story. The large eat-in kitchen features custom cabinets and Miele appliances, two 11' islands and walk-in pantry.

  MB Associates Coldwell Banker Realty - Newton

  61 Lakeview Ave, Newtonville, MA 02460
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  /42

  $4,990,000

  $300K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 9,275 Sq Ft

  215 Monument Farm Rd, Concord, MA 01742

  Privately set at the end of a quiet cul-de-sac and DIRECTLY ABUTTING ESTABROOK WOODS, this exceptional Concord estate sits on 3.5 acres of breathtaking landscaped level land. With over 12,500 sq ft, the home offers refined architectural details, custom millwork, marble accents and beautifully scaled rooms for both grand entertaining and comfortable daily living. The dramatic great room features

  Senkler, Pasley & Dowcett Coldwell Banker Realty - Concord

  215 Monument Farm Rd, Concord, MA 01742
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  /41

  $2,300,000

  $225K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 6,470 Sq Ft

  3 Knollcrest Farm Ln, Sherborn, MA 01770

  Set along one of Sherborn’s most desirable cul-de-sac neighborhoods, 3 Knollcrest Farm is a private estate offering an exceptional blend of elegance, comfort, and resort-style living. The residence has been completely refreshed with a fully repainted interior, creating a bright, cohesive, move-in-ready environment. Graciously scaled rooms, refined finishes, and timeless architectural details

  The Berkowitz Team Keller Williams Boston MetroWest

  3 Knollcrest Farm Ln, Sherborn, MA 01770

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