Middleton, MA Homes

• 

  

  

  /29

  $1,355,000

  Sold Jul 16, 2025

  18 Pinedale Rd, Middleton, MA 01949

  • 4 Beds
  • 2.5 Baths
  • 3,102 Sq Ft
  • Built 2009

  Last Sold Summary

  • 18% Above List Price
  • $437/SF
  • 6 Days On Market

  Current Estimated Value $1,344,263

  Last Listing Agent Candice Hodgson Lyv Realty

  18 Pinedale Rd, Middleton, MA 01949
• 

  

  

  /41

  Est $694,743

  Not Listed For Sale

  4 Fox Run, Middleton, MA 01949

  • 2 Beds
  • 2.5 Baths
  • 1,658 Sq Ft
  • Built 1985

  4 Fox Run, Middleton, MA 01949

  Last Sold Summary

  • 23 Days On Market
• 

  

  

  /18

  $509,000

  • 4 Beds
  • 2.5 Baths
  • 3,800 Sq Ft

  5 Spring Rd, Middleton, MA 01949

  Location, Location, Location!!!! Attention investors, developers, and contractors. Looking for your next great project with tons of value. This large colonial is located on a quiet private street in one of Middleton most desirable neighborhoods.Raised back and above street level. This home is perfect for large gatherings and private entertaining.The basement and attic can be done over adding a

  John Barry William Raveis R.E. & Home Services

  5 Spring Rd, Middleton, MA 01949
• 

  

  

  /40

  $910,000

  Sold Jul 21, 2025

  53 Lake St, Middleton, MA 01949

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft
  • Built 1930

  Last Sold Summary

  • 7% Above List Price
  • $429/SF
  • 21 Days On Market

  Current Estimated Value $938,809

  Last Listing Agent Sheri Trocchi J. Barrett & Company

  53 Lake St, Middleton, MA 01949
• 

  

  

  /42

  Est $740,501

  Not Listed For Sale

  5 Holly Gate Cir, Middleton, MA 01949

  • 2 Beds
  • 2.5 Baths
  • 2,332 Sq Ft
  • Built 1985

  5 Holly Gate Cir, Middleton, MA 01949

  Last Sold Summary

  • 20 Days On Market
• 

  

  /36

  $1,049,000

  $201K PRICE DROP Pending

  • 2 Beds
  • 4 Baths
  • 3,083 Sq Ft

  37 White Cedar Dr Unit 37, Middleton, MA 01949

  Welcome to refined living with this exquisite single-family home, boasting every imaginable upgrade. Offering the ease of Condo living within your own single family dwelling in the picturesque North Meadow Village, an exclusive 55+. At least one resident must be 55 years of age or older, and all other residents must be 18 years of age or older. Enjoy a primary suite on the first or second floor

  Nikki Martin Compass

  37 White Cedar Dr Unit 37, Middleton, MA 01949
• 

  

  /40

  $730,000

  Sold Mar 12, 2026

  6 Greystone Dr, Middleton, MA 01949

  • 2 Beds
  • 2.5 Baths
  • 2,320 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $315/SF
  • 25 Days On Market

  Current Estimated Value $722,460

  Last Listing Agent Carol DiCiaccio Coldwell Banker Realty - Lynnfield

  6 Greystone Dr, Middleton, MA 01949
• 

  

  /42

  Est $1,231,688

  Not Listed For Sale

  174 Boston St, Middleton, MA 01949

  • 4 Beds
  • 2.5 Baths
  • 3,266 Sq Ft
  • Built 2001

  174 Boston St, Middleton, MA 01949

  Last Sold Summary

  • 61 Days On Market
• 

  

  /17

  $800,000

  Pending

  • Land
  • 8.9 Acres
  • $89,888 per Acre

  200-202 N Main St, Middleton, MA 01949

  Lots of possibilities for this property with a lovely setting.. 2-3 Bedroom Cottage on 8.9 acres of land. Live in property or tear down and build your dream house. Buyer must do their due diligence as to what can be built. Approved Building Plans on File with Town for a Duplex. Set back from street with views of Emerson Brook Reservoir and Harold Parker. Convenient to shopping and major Routes.

  John Magazzu Charlesgate Realty Group LLC

  200-202 N Main St, Middleton, MA 01949
• 

  

  /42

  $440,000

  Sold Sep 26, 2025

  36 Village Rd Unit 608, Middleton, MA 01949

  • 1 Bed
  • 1 Bath
  • 848 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $519/SF
  • 4 Days On Market

  Current Estimated Value $446,768

  Last Listing Agent Alyse McNelley William Raveis R.E. & Home Services

  36 Village Rd Unit 608, Middleton, MA 01949
• 

  

  /28

  Est $1,086,501

  Not Listed For Sale

  5 Derosier Dr, Middleton, MA 01949

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft
  • Built 1997

  5 Derosier Dr, Middleton, MA 01949

  Last Sold Summary

  • 14 Days On Market
• 

  

  /24

  $585,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  36 Village Rd Unit 714, Middleton, MA 01949

  Penthouse condo at Ironwood on the Green with golf course views from both the living room and primary bedroom balconies. Inside, the unit feels bright and open with 10-foot ceilings, hardwood flooring, and a comfortable layout. The kitchen has granite counters, stainless appliances, a newer refrigerator and stove, plus in-unit laundry tucked off the kitchen. The primary suite offers a walk-in

  Eric Cudmore Century 21 North East

  36 Village Rd Unit 714, Middleton, MA 01949
• 

  

  /38

  $750,000

  Sold Jul 10, 2025

  129 River St Unit A, Middleton, MA 01949

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft
  • Built 2004

  Last Sold Summary

  • $383/SF
  • 6 Days On Market

  Last Listing Agent Charles King Real Broker MA, LLC

  129 River St Unit A, Middleton, MA 01949
• 

  

  /42

  Est $1,298,232

  Not Listed For Sale

  7 Derosier Dr, Middleton, MA 01949

  • 4 Beds
  • 4 Baths
  • 3,099 Sq Ft
  • Built 1996

  7 Derosier Dr, Middleton, MA 01949

  Last Sold Summary

  • 5 Days On Market
• 

  

  /42

  $1,275,000

  Open Sun 1:30PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  17 James Ave, Middleton, MA 01949

  Open House Sun June 28th, 1:30-3pm. American Dream Home! 4BR/2.5BA home with 2 car garage in desirable Middleton. This home borders conservation land which offers the utmost of privacy! Some of the homes features include, open deck and 3 season porch, walk-out basement ripe to be finished, large Family Room with fireplace, newer kitchen with ss appliances and granite countertops and custom made

  Kimberly O'Neil Mara Century 21 North East

  17 James Ave, Middleton, MA 01949
• 

  

  /24

  $855,000

  Sold Nov 17, 2025

  31 Peaslee Cir, Middleton, MA 01949

  • 2 Beds
  • 2.5 Baths
  • 2,159 Sq Ft
  • Built 2011

  Last Sold Summary

  • 1% Above List Price
  • $396/SF
  • 5 Days On Market

  Current Estimated Value $868,438

  Last Listing Agent Candice Hodgson Lyv Realty

  31 Peaslee Cir, Middleton, MA 01949
• 

  

  /41

  Est $1,346,837

  Not Listed For Sale

  10 Galeucia Rd, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 3,386 Sq Ft
  • Built 1997

  10 Galeucia Rd, Middleton, MA 01949

  Last Sold Summary

  • 52 Days On Market
• 

  

  /29

  $729,900

  • 3 Beds
  • 1.5 Baths
  • 1,295 Sq Ft

  13 Highland Rd, Middleton, MA 01949

  Discover a perfect and classic New England charm. An exceptional value and opportunity, in the sought-after community of Middleton! First level offers a kitchen, one bathroom and an open space living with a combination of immense natural light and hardwood floors. Upstairs are three full sized bedrooms and one bathroom! The detached and heated 3-bay garage offers endless possibilities, ideal for

  Altin Shishko Coldwell Banker Realty - Westwood

  13 Highland Rd, Middleton, MA 01949
• 

  

  /40

  $2,000,000

  Sold Jun 26, 2025

  10 Sawyer Ln, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 5,230 Sq Ft
  • Built 2004

  Last Sold Summary

  • 9% Below List Price
  • $382/SF
  • 14 Days On Market

  Current Estimated Value $1,907,055

  Last Listing Agent Mike Cotraro Buckley Realty Group, Inc.

  10 Sawyer Ln, Middleton, MA 01949
• 

  

  /42

  Est $1,449,308

  Not Listed For Sale

  7 Old Haswell Park Rd, Middleton, MA 01949

  • 5 Beds
  • 5 Baths
  • 4,806 Sq Ft
  • Built 1997

  7 Old Haswell Park Rd, Middleton, MA 01949

  Last Sold Summary

  • 71 Days On Market
• 

  

  /36

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  4 Johns Ave, Middleton, MA 01949

  Built with purpose and maintained with pride, this home stands apart in all the right ways. The meticulously landscaped grounds feature mature plantings, fruit trees, and a blend of composite and mahogany decking leading to a heated pool and fully equipped outdoor kitchen—perfect for entertaining. Inside, the layout offers seamless transitions between rooms, ideal for both everyday living and

  Eric Cudmore Century 21 North East

  4 Johns Ave, Middleton, MA 01949
• 

  

  /30

  $570,000

  Sold May 12, 2026

  36 Village Rd Unit 506, Middleton, MA 01949

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $550/SF
  • 145 Days On Market

  Current Estimated Value $555,511

  Last Listing Agent Louise Touchette Coldwell Banker Realty - Lynnfield

  36 Village Rd Unit 506, Middleton, MA 01949
• 

  

  /29

  Est $1,014,268

  Not Listed For Sale

  128 Boston St, Middleton, MA 01949

  • 3 Beds
  • 3.5 Baths
  • 2,666 Sq Ft
  • Built 1940

  128 Boston St, Middleton, MA 01949

  Last Sold Summary

  • 7 Days On Market
• 

  

  /17

  $800,000

  Pending

  • 3 Beds
  • 1 Bath
  • 928 Sq Ft

  200 N Main St, Middleton, MA 01949

  Lots of possibilities for this property with a lovely setting.. 3 Bedroom Cottage on 8.9 acres of land. Live in property or tear down and build your dream house. Buyer must do their due diligence as to what can be built. Approved Building Plans on File with Town for a Duplex. Set back from street with views of Emerson Brook Reservoir and Harold Parker. Convenient to shopping and major Routes.

  John Magazzu Charlesgate Realty Group LLC

  200 N Main St, Middleton, MA 01949
• 

  

  /42

  $885,000

  Sold Dec 02, 2025

  8 Lebeau Dr, Middleton, MA 01949

  • 3 Beds
  • 3.5 Baths
  • 2,473 Sq Ft
  • Built 2004

  Last Sold Summary

  • 20% Below List Price
  • $358/SF
  • 38 Days On Market

  Current Estimated Value $971,591

  Last Listing Agent Wendy Carpenito Berkshire Hathaway HomeServices Commonwealth Real Estate

  8 Lebeau Dr, Middleton, MA 01949
• 

  

  /25

  Est $607,692

  Not Listed For Sale

  118 Boston St, Middleton, MA 01949

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft
  • Built 1952

  118 Boston St, Middleton, MA 01949

  Last Sold Summary

  • 7 Days On Market
• 

  /2

  $899,000

  • Land
  • 1 Acre
  • $899,000 per Acre

  lot 9 31 SiMcHa Rd, Middleton, MA 01949

  Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must

  Frank Rossetti Coldwell Banker Realty - Lynnfield

  lot 9 31 SiMcHa Rd, Middleton, MA 01949
• 

  

  /33

  $610,000

  Sold Sep 26, 2025

  38 Village Rd Unit 715, Middleton, MA 01949

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $485/SF
  • 24 Days On Market

  Current Estimated Value $639,906

  Last Listing Agent Kevin Fruh Gibson Sotheby's International Realty

  38 Village Rd Unit 715, Middleton, MA 01949
• 

  

  /41

  Est $1,425,893

  Not Listed For Sale

  17 Sgt Roode Ln, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 4,438 Sq Ft
  • Built 1994

  17 Sgt Roode Ln, Middleton, MA 01949

  Last Sold Summary

  • 12 Days On Market
• 

  

  /33

  $739,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  152 Lake St, Middleton, MA 01949

  Charming 3-bedroom ranch on a beautiful lot is now on the market! This well-maintained home offers a fantastic opportunity to add your personal touches while enjoying many valuable updates already in place. Features include newer windows, a newer hot water heater, and hardwood floors throughout the main living areas and bedrooms. The spacious main-level family room boasts a vaulted ceiling,

  Sonia Rollins EXIT Premier Real Estate

  152 Lake St, Middleton, MA 01949
• 

  

  /25

  $1,200,000

  Sold Sep 19, 2025

  105 Flint Farm Rd, Middleton, MA 01949

  • 4 Beds
  • 2.5 Baths
  • 2,824 Sq Ft
  • Built 1995

  Last Sold Summary

  • $425/SF
  • 6 Days On Market

  Current Estimated Value $1,250,510

  Last Listing Agent Richard Lemay Century 21 North East

  105 Flint Farm Rd, Middleton, MA 01949
• 

  

  /42

  Est $1,377,718

  Not Listed For Sale

  3 James Ave, Middleton, MA 01949

  • 4 Beds
  • 4 Baths
  • 3,053 Sq Ft
  • Built 1994

  3 James Ave, Middleton, MA 01949

  Last Sold Summary

  • 5 Days On Market
• 

  

  /42

  $849,999

  Open Fri 4PM - 6PM

  • 2 Beds
  • 2.5 Baths
  • 2,237 Sq Ft

  13 Mills Point Unit 13, Middleton, MA 01949

  Welcome to this beautifully maintained 2 bedroom, 2.5 bath condo offering approximately 2200 sq ft of open concept living space across three levels. Thoughtfully designed for comfortable living and entertaining, this home features bright, spacious interiors and modern amenities. The main living area has a gas fireplace and an open flow connecting the living, dining and kitchen areas. There is

  Jane Meterparel and Brian Marvelley Churchill Properties

  13 Mills Point Unit 13, Middleton, MA 01949
• 

  

  /37

  $1,200,000

  Sold Jun 10, 2026

  2 Tyler Ln, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 5,083 Sq Ft
  • Built 1998

  Last Sold Summary

  • 4% Below List Price
  • $236/SF
  • 25 Days On Market

  Current Estimated Value $1,253,670

  Last Listing Agent Victoria Dimino Century 21 North East

  2 Tyler Ln, Middleton, MA 01949
• 

  

  /36

  Est $1,193,737

  Not Listed For Sale

  4 Thornton Cir, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 3,297 Sq Ft
  • Built 1997

  4 Thornton Cir, Middleton, MA 01949

  Last Sold Summary

  • 3 Days On Market
• 

  

  /41

  $1,475,000

  • 4 Beds
  • 3.5 Baths
  • 4,139 Sq Ft

  15 Erin Way, Middleton, MA 01949

  Tucked away at the end of a cul-de-sac in one of Middletons most desirable neighborhoods, and bordering over 750 acres of conservation land, this 4,139 sq. ft. home offers a rare combination of privacy, space, and neighborhood living. Featuring 4+ bedrooms and 3.5 baths, the home is designed for both everyday living and entertaining. The spacious kitchen with center island opens to a sun-filled

  Eric Cudmore Century 21 North East

  15 Erin Way, Middleton, MA 01949
• 

  

  /39

  $550,000

  Sold Dec 30, 2025

  36 Village Rd Unit 712, Middleton, MA 01949

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $531/SF
  • 66 Days On Market

  Current Estimated Value $551,660

  Last Listing Agent Casale-Skinner Realty Group Casale-Skinner Realty

  36 Village Rd Unit 712, Middleton, MA 01949
• 

  

  /15

  Est $646,772

  Not Listed For Sale

  183 Boston St, Middleton, MA 01949

  • 2 Beds
  • 1.5 Baths
  • 1,322 Sq Ft
  • Built 1959

  183 Boston St, Middleton, MA 01949

  Last Sold Summary

  • 30 Days On Market
• 

  

  /32

  $825,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,645 Sq Ft

  2 Evans Rd, Middleton, MA 01949

  Welcome home to 2 Evans Road, a beautifully upgraded ranch-style home in Middleton! This move-in ready property sits on a private, peaceful lot with manicured landscaping and a sunny yard. Inside, the main level features an open floor plan with vaulted ceilings and double sliders that lead to a large, refurbished deck.The home features many recent upgrades including finished basement space, fully

  Laura Gargalowitz Gibson Sotheby's International Realty

  2 Evans Rd, Middleton, MA 01949
• 

  

  /42

  $1,200,000

  Sold Nov 21, 2025

  19 James Ave, Middleton, MA 01949

  • 5 Beds
  • 5 Baths
  • 4,623 Sq Ft
  • Built 1994

  Last Sold Summary

  • 33% Below List Price
  • $260/SF
  • 14 Days On Market

  Current Estimated Value $1,248,946

  Last Listing Agent Mike Cotraro Buckley Realty Group, Inc.

  19 James Ave, Middleton, MA 01949

Showing Results 81 - 120, Page 3 of 18