4,215

Middleton, MA Homes

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  • /42

    $949,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,117 Sq Ft

    37 Peaslee Cir Unit 37, Middleton, MA 01949

    Discover this exceptional over 55+ residential community offering elegance, comfort & modern convenience in mint condition. The kitchen is well appointed having S.S. appliances, Corian countertops that flows seamlessly into the Dining & Living Room that is captivated by its high ceilings & creating an airy atmosphere that amplify the sense of openness. The fireplace has an inviting focal point to

    Agent Photo

    Sue Palomba

    Mango Realty, Inc.

    (351) 529-8375

    37 Peaslee Cir Unit 37, Middleton, MA 01949
  • /22

    $3,700 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,765 Sq Ft
    • Condo for Rent

    40 Village Rd Unit 309, Middleton, MA 01949

    Walls of windows/sliders open to a 30 ft. private balcony in the prestigious Ferncroft Tower offering beautiful southeast views and a sun-kissed palette and manicured lawns. This pristine 1765 s.f. CORNER condo features a fully applianced eat-in kitchen with new quartz counters, stainless appliances, custom cabinetry. The large living/dining room, great for entertaining, opens to the private

    Ann McGuiggin Country Crossroads Realty Associates LLC

    40 Village Rd Unit 309, Middleton, MA 01949
  • /34

    $842,500 Sold Jul 23, 2025

    5 Elm St Unit 1, Middleton, MA 01949

    • 3 Beds
    • 3.5 Baths
    • 3,143 Sq Ft
    • Built 1792

    Last Sold Summary

    • 3% Below List Price
    • $268/SF
    • 10 Days On Market

    Last Listing Agent Brenna McNiff Coldwell Banker Realty - Beverly

    5 Elm St Unit 1, Middleton, MA 01949
    • /36

      Est $1,172,287 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      155 Forest St, Middleton, MA 01949

      155 Forest St, Middleton, MA 01949
  • /41

    $2,399,999

    • 4 Beds
    • 4.5 Baths
    • 6,910 Sq Ft

    12 Couture Way, Middleton, MA 01949

    Welcome to 12 Couture Way in the prestigious Northeast River Estates. This beautifully crafted 4-bedroom, 4.5-bath home offers luxury living with thoughtful design throughout. A grand entryway welcomes you into sun-filled spaces highlighted by wide-plank white oak flooring. The spacious dining room features a custom dry bar with a wine fridge, perfect for entertaining. The chef’s kitchen boasts a

    Brian Reardon Five Mark Realty Group LLC

    12 Couture Way, Middleton, MA 01949
  • /13

    $3,000 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Condo for Rent

    36 Village Rd Unit 306, Middleton, MA 01949

    Welcome home to this beautiful 2 BEDROOM and 2 BATH unit at the Ironwood on the Green! The inviting open floor plan design offers comfort, style, and convenience with soft, neutral colors and high ceilings throughout. Enjoy your private balcony with golf course views that is accessible from the main bedroom and living room. Retreat to the main bedroom, complete with a walk-in closet, full double

    Lucy Basile Charlesgate Realty Group LLC

    36 Village Rd Unit 306, Middleton, MA 01949
  • /37

    $400,000 Sold Sep 11, 2025

    61 S Main St, Middleton, MA 01949

    • 3 Beds
    • 1.5 Baths
    • 1,445 Sq Ft
    • Built 1885

    Last Sold Summary

    • 11% Below List Price
    • $277/SF
    • 7 Days On Market

    Current Estimated Value $501,529

    Last Listing Agent The Quail Group eXp Realty

    61 S Main St, Middleton, MA 01949
    • /40

      Est $581,954 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,513 Sq Ft

      40 Village Rd Unit 406, Middleton, MA 01949

      40 Village Rd Unit 406, Middleton, MA 01949
  • /38

    $1,995,000

    • 4 Beds
    • 4.5 Baths
    • 5,869 Sq Ft

    112 Mill St, Middleton, MA 01949

    Presenting this exceptional 4-bed, 4.5-bath XL Colonial in desirable Middleton. A grand foyer opens to a sun-filled living room with cathedral ceilings and a double-sided gas fireplace, accented by Brazilian cherry wide plank floors. The gourmet kitchen boasts custom cabinetry, Thermador appliances, double ovens, and a built-in coffee maker. Entertain with ease in the game room and wet bar with

    Lidiya Dimova Lamacchia Realty, Inc.

    112 Mill St, Middleton, MA 01949
  • /21

    $2,800 total monthly price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    27 Pleasant St Unit 1, Middleton, MA 01949

    This spacious and beautifully maintained first-floor condo offers an updated kitchen equipped with stainless steel appliances, including a dishwasher and microwave. The eat-in area comfortably accommodates a dining table with seating for six.The large primary bedroom features abundant natural light and a generous closet. The second bedroom is also well-sized and includes its own closet. A bright

    Vinnie Casazza Apex Realty Group, LLC

    27 Pleasant St Unit 1, Middleton, MA 01949
  • /24

    $825,000 Sold Oct 16, 2025

    238 Essex St, Middleton, MA 01949

    • 4 Beds
    • 2.5 Baths
    • 2,672 Sq Ft
    • Built 1733

    Last Sold Summary

    • 3% Below List Price
    • $309/SF
    • 11 Days On Market

    Current Estimated Value $819,063

    Last Listing Agent John Barry William Raveis R.E. & Home Services

    238 Essex St, Middleton, MA 01949
    • /42

      Est $1,215,345 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,600 Sq Ft

      23 Lewis Dr, Middleton, MA 01949

      23 Lewis Dr, Middleton, MA 01949
  • /37

    $1,124,999 Pending

    • 3 Beds
    • 3 Baths
    • 2,733 Sq Ft

    3 Useadoor St, Middleton, MA 01949

    A true blue-collar dream compound. The garage addition was built with working people in mind—giving you the perfect separation of family life & hands-on craftsmanship. The main home offers open concept living & bedroom suites across two floors (the listed 2,733 sq-ft living area). The garage wing brings versatile opportunity: a front-facing 2-car garage plus an oversized big-bay garage with 25+

    Benjamin Kapnis Aluxety

    3 Useadoor St, Middleton, MA 01949
  • /28

    $3,500 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Condo for Rent

    40 Village Rd Unit 1112, Middleton, MA 01949

    Desirable Ferncroft Tower Rental. Walls of Windows/Sliders open to a 35 ft. private balcony offering beautiful southeast views and a sun-kissed palette. This newly painted pristine and move-in ready 1531 s.f. condo features an updated, fully applianced eat-in kitchen featuring newer stainless appliances, washer & dryer, cabinets galore, huge pantry, Quartz counters with integrated sink and opens

    Ann McGuiggin Country Crossroads Realty Associates LLC

    40 Village Rd Unit 1112, Middleton, MA 01949
  • /22

    $431,500 Sold Dec 30, 2025

    36 Village Rd Unit 713, Middleton, MA 01949

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

    Last Sold Summary

    • 4% Below List Price
    • $510/SF
    • 63 Days On Market

    Last Listing Agent Lento + Rivkind Real Estate Team Coldwell Banker Realty - Boston

    36 Village Rd Unit 713, Middleton, MA 01949
    • /36

      Est $815,681 Not Listed For Sale

      • 2 Beds
      • 4 Baths
      • 2,589 Sq Ft

      16 Mills Point Unit 81, Middleton, MA 01949

      16 Mills Point Unit 81, Middleton, MA 01949
  • /42

    $1,295,000 Pending

    • 4 Beds
    • 5 Baths
    • 4,322 Sq Ft

    8 Brookside Rd, Middleton, MA 01949

    LOCATION, LOCATION, LOCATION!!! Secluded at the end of a quiet cul-de-sac yet minutes from the highway, this extraordinary stone-front home is a rare blend of dramatic architecture and modern updates. Towering timber beams, vaulted ceilings, skylights, and walls of glass create interiors that are both breathtaking and inviting. The great room, anchored by a striking fireplace, flows to a chef’s

    Team ROVI Real Broker MA, LLC

    8 Brookside Rd, Middleton, MA 01949
  • /25

    $617,000 Sold May 02, 2025

    118 Boston St, Middleton, MA 01949

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

    Last Sold Summary

    • 3% Above List Price
    • $610/SF
    • 7 Days On Market

    Current Estimated Value $615,976

    Last Listing Agent Jennifer Sullivan Keller Williams Realty Evolution

    118 Boston St, Middleton, MA 01949
    • /42

      Est $1,753,859 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,895 Sq Ft

      2 Leitner Way, Middleton, MA 01949

      2 Leitner Way, Middleton, MA 01949
  • /30

    $1,350,000

    • 4 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    6 White Ln, Middleton, MA 01949

    Stunning gorgeous young home sits in a cul-de-sac of one of Middleton newest neighborhoods. 4 Bed 3.5 Full bath. This single-family residence in Middlesex County presents an attractive opportunity to experience refined living. The property, built in 2010, is in great condition. The heart of this home is undoubtedly the living room, a space defined by its high ceiling and elegant crown molding; a

    Mohamed Essaouabi Century 21 North East Homes

    6 White Ln, Middleton, MA 01949
  • /34

    $1,061,000 Sold Dec 11, 2025

    30 Donovans Way, Middleton, MA 01949

    • 4 Beds
    • 2.5 Baths
    • 3,404 Sq Ft
    • Built 1993

    Last Sold Summary

    • 6% Above List Price
    • $312/SF
    • 4 Days On Market

    Last Listing Agent Ron Supino Berkshire Hathaway HomeServices Commonwealth Real Estate

    30 Donovans Way, Middleton, MA 01949
    • /42

      Est $1,494,063 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,076 Sq Ft

      3 Martin Rd, Middleton, MA 01949

      3 Martin Rd, Middleton, MA 01949
  • /42

    $1,899,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 7 Baths
    • 4,870 Sq Ft

    35 East St, Middleton, MA 01949

    Stunning 2021 Custom Colonial with Additional Separate Dwelling w/Heat/A/C, car lovers dream w/three additional parking spaces all on 2 private acres. This home features 9 ft. ceilings, an open floor plan w/Chef’s kitchen w/Quartz counters, island, Butlers pantry all open to the Dining Room walks out to the private, landscaped architect yard w/large patio, stone walls, gas fireplace all fenced

    Nikki Martin Compass

    35 East St, Middleton, MA 01949
  • /42

    $700,000 Sold Nov 25, 2025

    30 Maytum Way Unit 30, Middleton, MA 01949

    • 2 Beds
    • 3 Baths
    • 2,875 Sq Ft
    • Built 1998

    Last Sold Summary

    • 8% Above List Price
    • $243/SF
    • 8 Days On Market

    Last Listing Agent The Movement Group Compass

    30 Maytum Way Unit 30, Middleton, MA 01949
    • /42

      Est $1,271,256 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 4,120 Sq Ft

      94 River St, Middleton, MA 01949

      94 River St, Middleton, MA 01949
  • /42

    $2,475,000

    • 5 Beds
    • 5.5 Baths
    • 5,099 Sq Ft

    3 Warren Dr, Middleton, MA 01949

    Located on a private cul-de-sac in the prestigious Smith’s Crossing neighborhood, 3 Warren Drive offers refined living on a beautifully landscaped lot with a heated saltwater pool, spa, and maintenance-free deck, perfect for indoor-outdoor entertaining. This 5-bedroom, 5.5-bath Colonial features over 5,000 sq ft of thoughtfully designed space. Inside, custom millwork, hardwood floors, and

    Melissa Dias Lopes J. Barrett & Company

    3 Warren Dr, Middleton, MA 01949
  • /37

    $590,000 Sold Oct 17, 2025

    32 Park Ave, Middleton, MA 01949

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Above List Price
    • $497/SF
    • 4 Days On Market

    Current Estimated Value $580,185

    Last Listing Agent Eric Cudmore Century 21 North East

    32 Park Ave, Middleton, MA 01949
    • /21

      Est $602,085 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,224 Sq Ft

      70 River St, Middleton, MA 01949

      70 River St, Middleton, MA 01949
  • /42

    $2,449,999

    • 4 Beds
    • 4.5 Baths
    • 5,652 Sq Ft

    1 Couture Way, Middleton, MA 01949

    Experience luxury living at 1 Couture Way in Northeast River Estates, a custom-built home that perfectly blends timeless design with modern sophistication. The main level showcases a soaring great room with a fireplace, a gourmet kitchen with a full butler’s pantry, additional open shelving pantry, and a breakfast nook featuring a custom white oak table. A spacious mudroom with abundant storage

    Brian Reardon Five Mark Realty Group LLC

    1 Couture Way, Middleton, MA 01949
  • /42

    $840,000 Sold Jul 17, 2025

    12 Edgewood Rd, Middleton, MA 01949

    • 4 Beds
    • 3 Baths
    • 1,840 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $457/SF
    • 8 Days On Market

    Current Estimated Value $820,281

    Last Listing Agent Kristin Weekley Leading Edge Real Estate

    12 Edgewood Rd, Middleton, MA 01949
    • /27

      Est $745,285 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,091 Sq Ft

      21 Peachey Cir, Middleton, MA 01949

      21 Peachey Cir, Middleton, MA 01949
  • /42

    $899,999 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,006 Sq Ft

    1 Mills Point Unit 1, Middleton, MA 01949

    Here's your second chance! RARELY AVAILABLE CORNER BRICK "HAMILTON" unit located on private cue-de-sac with DIRECT access to garage! This home does not give "townhouse" vibes and will wow the most discerning buyers! MAIN LEVELoffers welcoming foyer,open concept LR w/ fireplace, DR, sunroom(access to TREX deck) gorgeous kitchen with custom cabinetry, high end finishes and breakfast nook. Primary

    Michele Manzione Bova Charlesgate Realty Group LLC

    1 Mills Point Unit 1, Middleton, MA 01949
  • /29

    $965,000 Sold Dec 02, 2025

    11 Cranberry Ln, Middleton, MA 01949

    • 2 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Above List Price
    • $364/SF
    • 5 Days On Market

    Last Listing Agent Nikki Martin Compass

    11 Cranberry Ln, Middleton, MA 01949
    • /31

      Est $1,121,785 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,490 Sq Ft

      119 River St, Middleton, MA 01949

      119 River St, Middleton, MA 01949
  • /33

    $429,000 Open Sat 12PM - 1:30PM

    • 1 Bed
    • 1 Bath
    • 846 Sq Ft

    36 Village Rd Unit 603, Middleton, MA 01949

    Experience resort-style living at the desirable Ironwood on the Green. This well-maintained 1-bedroom + den residence offers the perfect blend of luxury and convenience with unparalleled access to Rts 1, 114, 128, and 95. The spacious open-concept living/dining area flows to a private balcony, where you can enjoy spectacular sunsets and panoramic golf course views. A versatile bonus room serves

    Beth Miller Churchill Properties

    36 Village Rd Unit 603, Middleton, MA 01949
  • /27

    $1,040,000 Sold Jun 25, 2025

    5 Campbell Rd, Middleton, MA 01949

    • 3 Beds
    • 3 Baths
    • 3,551 Sq Ft
    • Built 1995

    Last Sold Summary

    • 10% Below List Price
    • $293/SF
    • 16 Days On Market

    Current Estimated Value $1,079,786

    Last Listing Agent Brian Reardon Five Mark Realty Group LLC

    5 Campbell Rd, Middleton, MA 01949
    • /42

      Est $1,288,316 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,454 Sq Ft

      145 River St, Middleton, MA 01949

      145 River St, Middleton, MA 01949
  • /41

    $699,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 2,372 Sq Ft

    1 Willow St, Middleton, MA 01949

    Welcome home to this beautifully updated split-entry nestled on a quiet dead-end street in the highly desirable Brigadoon neighborhood of Middleton, within the Masconomet School District. Set on an oversized corner lot, this home offers the space, privacy, and neighborhood feel buyers love. Inside, enjoy a fresh, move-in-ready interior with all new paint, flooring, updated bathrooms, brand-new

    Goldpath Real Estate Group United Brokers

    1 Willow St, Middleton, MA 01949
  • /42

    $1,300,000 Sold Nov 11, 2025

    8 James Ave, Middleton, MA 01949

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 1993

    Last Sold Summary

    • 11% Above List Price
    • $500/SF
    • 7 Days On Market

    Last Listing Agent Thomas Doyle Doyle Real Estate

    8 James Ave, Middleton, MA 01949
    • /39

      Est $971,010 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,768 Sq Ft

      147 River St, Middleton, MA 01949

      147 River St, Middleton, MA 01949

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middleton, MA

Housing Trends

Median Sale Price
$825,000
Median Single Family Sale Price
$1,032,500
Median Townhouse Sale Price
$895,925
Median 2 Bedroom Sale Price
$655,000
Median 1 Bedroom Sale Price
$429,900
Average Price Per Sq Ft
$398
Number of Homes for Sale
12
Last 12 months Home Sales
93
Months of Supply
1.50
Median List Price
$849,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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