4,181

Middleton, MA Homes

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  • /3

    $1,200,024

    Open Sun 11:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft

    139 Essex St Unit 139, Middleton, MA 01949

    MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a

    Agent Photo

    Laurie Cappuccio

    Classified Realty Group

    139 Essex St Unit 139, Middleton, MA 01949
  • /37

    $3,275 Per Month

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft
    • Condo for Rent

    36 Village Rd Unit 502, Middleton, MA 01949

    “Spectacular Views” in this Luxurious 2 Bedroom 2 Bathroom End Unit Condominium at “Ironwoods on the Green” in the Ferncroft Area of Middleton on Topsfield /Boxford Line This Unit Features 2 Parking Spaces(1 Garage & 1 Outside) Open Concept One Level Living., Open Maple Kitchen with Granite Counters, Stainless Steel Appliances ,Tile Floor and Peninsula Island, Large Open Dining Room & Living Room

    Thomas Doyle Doyle Real Estate

    36 Village Rd Unit 502, 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 $525,163

    Last Listing Agent The Quail Group Gibson Sotheby's International Realty

    61 S Main St, Middleton, MA 01949
    • /41

      Est $1,225,169

      Not Listed For Sale

      81 Rowell Ln Unit 81, Middleton, MA 01949

      • 2 Beds
      • 2.5 Baths
      • 2,667 Sq Ft
      • Built 2022
      81 Rowell Ln Unit 81, Middleton, MA 01949

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent The Moving Great Boston Team Berkshire Hathaway HomeServices Warren Residential

  • /12

    $1,100,022

    Open Sun 11:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,073 Sq Ft

    141 Essex St, Middleton, MA 01949

    MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a

    Agent Photo

    Laurie Cappuccio

    Classified Realty Group

    141 Essex St, Middleton, MA 01949
  • /27

    $3,525 Per Month

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft
    • Condo for Rent

    38 Village Rd Unit 704, Middleton, MA 01949

    PENTHOUSE SUITE.Live on top of the world, nothing but the sky above and the green manicured Ferncroft golf course below! This impeccable move in model unit has it all. Fully furnished with elegant furnishinga. There are three bedrooms, large walk in closets with sunny mornings outside and 2 full sculptured mint bathrooms inviting you for full enjoyment with easy living. Open livingroom,dining

    Roberta Nelson CDG Realty Group

    38 Village Rd Unit 704, 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 $829,050

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

    238 Essex St, Middleton, MA 01949
    • /42

      Est $583,849

      Not Listed For Sale

      40 Village Rd Unit 606, Middleton, MA 01949

      • 2 Beds
      • 2 Baths
      • 1,513 Sq Ft
      • Built 1976
      40 Village Rd Unit 606, Middleton, MA 01949

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Ann McGuiggin Country Crossroads Realty Associates LLC

  • /17

    $1,200,024

    New Construction Open Sun 11:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    137 Essex St, Middleton, MA 01949

    MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a

    Agent Photo

    Laurie Cappuccio

    Classified Realty Group

    137 Essex St, Middleton, MA 01949
  • /42

    $3,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    44 S Main St, Middleton, MA 01949

    44 South Main StreetMore interior/exterior photos available upon request - available 8/15 - 2 family duplex- each units boasts approximately 1200 sq ft- The unit has 4 bedrooms/ 2 baths - completely renovated- washer/dryer in each unit- water included- tenant pays utilities - propane heat- parking included with dedicated unit driveway first, last, security - 1 year lease required- no smoking -

    Anthony Pesce DAPP Realty

    44 S Main St, Middleton, MA 01949
  • /42

    $1,350,000

    Sold Jun 22, 2026

    111 Flint Farm Rd, Middleton, MA 01949

    • 4 Beds
    • 2.5 Baths
    • 3,935 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Above List Price
    • $343/SF
    • 4 Days On Market

    Current Estimated Value $1,314,227

    Last Listing Agent Diane Reynolds Century 21 North East

    111 Flint Farm Rd, Middleton, MA 01949
    • /40

      Est $541,353

      Not Listed For Sale

      40 Village Rd Unit 406, Middleton, MA 01949

      • 2 Beds
      • 2 Baths
      • 1,513 Sq Ft
      • Built 1977
      40 Village Rd Unit 406, Middleton, MA 01949

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Susan Sinrich Conway - Swampscott

  • /29

    $1,200,024

    New Construction Open Sun 11:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,154 Sq Ft

    133 Essex St Unit 133, Middleton, MA 01949

    MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a

    Agent Photo

    Laurie Cappuccio

    Classified Realty Group

    133 Essex St Unit 133, Middleton, MA 01949
  • /42

    $1,375,000

    Sold Jun 05, 2026

    3 Curve St, Middleton, MA 01949

    • 3 Beds
    • 3.5 Baths
    • 2,656 Sq Ft
    • Built 2008

    Last Sold Summary

    • 15% Above List Price
    • $518/SF
    • 5 Days On Market

    Current Estimated Value $1,338,775

    Last Listing Agent Alexis DeRosa Charlesgate Realty Group LLC

    3 Curve St, Middleton, MA 01949
    • /23

      Est $640,816

      Not Listed For Sale

      10 Phaneuf St, Middleton, MA 01949

      • 3 Beds
      • 2 Baths
      • 1,444 Sq Ft
      • Built 1952
      10 Phaneuf St, Middleton, MA 01949

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent The Decotis Group Lyv Realty

  • /16

    $1,200,024

    New Construction Open Sun 11:30AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    135 Essex St Unit 135, Middleton, MA 01949

    MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a

    Agent Photo

    Laurie Cappuccio

    Classified Realty Group

    135 Essex St Unit 135, Middleton, MA 01949
  • /38

    $870,000

    Sold Jun 30, 2026

    15 Fuller Rd, Middleton, MA 01949

    • 3 Beds
    • 2 Baths
    • 2,436 Sq Ft
    • Built 1965

    Last Sold Summary

    • 4% Above List Price
    • $357/SF
    • 7 Days On Market

    Current Estimated Value $845,537

    Last Listing Agent Chris Barrett Barrett, Chris. J., REALTORS®

    15 Fuller Rd, Middleton, MA 01949
    • /42

      Est $1,229,833

      Not Listed For Sale

      23 Lewis Dr, Middleton, MA 01949

      • 4 Beds
      • 3.5 Baths
      • 2,600 Sq Ft
      • Built 2018
      23 Lewis Dr, Middleton, MA 01949

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Zina Glikberg Conway - Swampscott

  • /38

    $799,000

    $126K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,701 Sq Ft

    11 James Coffin Way Unit 11, Middleton, MA 01949

    Elevated, effortless living begins the moment you step inside this 2022 build. The welcoming foyer leads to a versatile 1st-flr bed with 3⁄4 bath, perfect for guests, gym, or multigenerational living. But upstairs is where life truly unfolds. Sprawling open-concept living designed for gathering, whether it’s hosting holidays, wine nights w/friends, or slow Sunday mornings. Chef’s kitchen anchors

    Susan Gormady Classified Realty Group

    11 James Coffin Way Unit 11, Middleton, MA 01949
  • /42

    $900,000

    Sold Mar 13, 2026

    37 Peaslee Cir Unit 37, Middleton, MA 01949

    • 2 Beds
    • 2.5 Baths
    • 2,117 Sq Ft
    • Built 2011

    Last Sold Summary

    • 7% Below List Price
    • $425/SF
    • 47 Days On Market

    Current Estimated Value $897,611

    Last Listing Agent Assunta Palomba Mango Realty, Inc.

    37 Peaslee Cir Unit 37, Middleton, MA 01949
    • /42

      Est $1,354,326

      Not Listed For Sale

      4 Arrow St, Middleton, MA 01949

      • 4 Beds
      • 2.5 Baths
      • 3,285 Sq Ft
      • Built 2019
      4 Arrow St, Middleton, MA 01949

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  • /41

    $2,295,000

    $105K PRICE DROP
    • 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 beautiful 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 dining room features a custom dry bar with a wine fridge, perfect for entertaining. The chef’s kitchen boasts a 9+ foot oversized

    Brian Reardon Five Mark Realty Group LLC

    12 Couture Way, 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

    Current Estimated Value $434,452

    Last Listing Agent Nick Lento Coldwell Banker Realty - Boston

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

      Est $847,759

      Not Listed For Sale

      16 Mills Point Unit 81, Middleton, MA 01949

      • 2 Beds
      • 4 Baths
      • 2,589 Sq Ft
      • Built 1986
      16 Mills Point Unit 81, Middleton, MA 01949

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Marissa Pelissier Camdan Realty LLC

  • /42

    $769,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,411 Sq Ft

    10 Mount Vernon St, Middleton, MA 01949

    “Pride of Ownership” best describes this “Quintessential New England Cape Cod Style Home with Tudor Style Peaks and Gable Roof “ Home Features 3 Bedrooms,.2 Baths,2 Car Detached Heated Garage, Open Gourmet Kitchen w/ Cherry Cabinets, Granite Counters, SS Appliances, Dining Area & Slider which leads out to Paver Patio & Large Yard ,Formal Open Living Room and Dining Room with Hardwood Floors &

    Thomas Doyle Doyle Real Estate

    10 Mount Vernon St, Middleton, MA 01949
  • /42

    $910,000

    Sold Aug 11, 2026

    1 Mills Point Unit 1, Middleton, MA 01949

    • 3 Beds
    • 2.5 Baths
    • 3,006 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $303/SF
    • 37 Days On Market

    Last Listing Agent Michele Manzione Bova Charlesgate Realty Group LLC

    1 Mills Point Unit 1, Middleton, MA 01949
    • /42

      Est $1,725,186

      Not Listed For Sale

      2 Leitner Way, Middleton, MA 01949

      • 5 Beds
      • 6 Baths
      • 4,895 Sq Ft
      • Built 2015
      2 Leitner Way, Middleton, MA 01949

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  • /42

    $899,900

    Pending
    • 3 Beds
    • 3 Baths
    • 3,693 Sq Ft

    2 Greystone Dr, Middleton, MA 01949

    Rarely available HAMILTON END UNIT in highly sought-after Fuller Pond! Meticulously maintained, this exceptional home offers a coveted FIRST FLOOR PRIMARY SUITE w/private deck access, a LUXURIOUS SPA INSPIRED BATH & a custom boutique-style shoe gallery w/display doors. The stunning KITCHEN WAS COMPLETELY RENOVATED IN 2020 w/custom cabinetry, quartzite countertops & coffee bar. Enjoy DIRECT ACCESS

    Marjorie Youngren Coldwell Banker Realty - Lynnfield

    2 Greystone Dr, 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

    Current Estimated Value $1,114,022

    Last Listing Agent Ron Supino Berkshire Hathaway HomeServices Commonwealth Real Estate

    30 Donovans Way, Middleton, MA 01949
    • /29

      Est $1,348,640

      Not Listed For Sale

      18 Pinedale Rd, Middleton, MA 01949

      • 4 Beds
      • 2.5 Baths
      • 3,102 Sq Ft
      • Built 2009
      18 Pinedale Rd, Middleton, MA 01949

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Candice Hodgson Lyv Realty

  • /2

    $965,000

    • Land
    • 3.13 Acres
    • $308,307 per Acre

    lot 19 30 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 19 30 SiMcHa Rd, 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 $1,561,965

      Not Listed For Sale

      3 Martin Rd, Middleton, MA 01949

      • 4 Beds
      • 2.5 Baths
      • 4,076 Sq Ft
      • Built 2009
      3 Martin Rd, Middleton, MA 01949

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Thomas Doyle Doyle Real Estate

  • /32

    $685,000

    $24K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    4 Circle St, Middleton, MA 01949

    Private wooded retreat in the desirable Masconomet School District! Welcome home to this beautifully maintained 3-bedroom, 2-bath Ranch featuring fresh paint throughout, bamboo flooring, and an updated kitchen with brand-new quartz countertops and backsplash. The finished lower level offers a spacious family room with a wood-burning stove, dedicated gym area, and flexible living space. Enjoy the

    Jenny May J. Barrett & Company

    4 Circle St, 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 $585,474

    Last Listing Agent Eric Cudmore Century 21 North East

    32 Park Ave, Middleton, MA 01949
    • /21

      Est $629,955

      Not Listed For Sale

      70 River St, Middleton, MA 01949

      • 3 Beds
      • 1 Bath
      • 1,224 Sq Ft
      • Built 1960
      70 River St, Middleton, MA 01949

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Christina Terranova Compass

  • /26

    $1,649,900

    $125K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,734 Sq Ft

    22 Sawyer Ln, Middleton, MA 01949

    A rare offering in Ryebrook Estates, with privacy, four levels of living, and a three-car garage. Enjoy access to the highly rated Masconomet school system with easy access to Boston. This stunning home offers vaulted ceilings, an open floor plan, natural light, and hardwood floors. The updated 2026 chef's kitchen is designed for gathering and is highlighted by a Thermador 5-burner cooktop and

    The Quail Group Gibson Sotheby's International Realty

    22 Sawyer Ln, Middleton, MA 01949
  • /38

    $550,000

    Sold May 29, 2026

    3 Hills Rd, Middleton, MA 01949

    • 2 Beds
    • 1 Bath
    • 1,603 Sq Ft
    • Built 1964

    Last Sold Summary

    • 12% Below List Price
    • $343/SF
    • 27 Days On Market

    Current Estimated Value $615,398

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

    3 Hills Rd, Middleton, MA 01949
    • /42

      Est $744,792

      Not Listed For Sale

      45 Peachey Cir, Middleton, MA 01949

      • 2 Beds
      • 2.5 Baths
      • 2,163 Sq Ft
      • Built 2002
      45 Peachey Cir, Middleton, MA 01949

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Deborah Purcell Coldwell Banker Realty - Manchester

  • /42

    $914,999

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,691 Sq Ft

    10 White Cedar Dr Unit 10, Middleton, MA 01949

    Welcome to North Meadow Village, Middleton's premier 55+ community, where luxury meets low-maintenance living. This exceptional townhome features two spacious primary suites—one on the main level and one upstairs—ideal for guests, extended family, or flexible living. The chef's kitchen boasts granite countertops, a center island, custom cabinetry, and opens to a stunning living room with hardwood

    Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    10 White Cedar Dr Unit 10, Middleton, MA 01949

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$829,999
Median Single Family Sale Price
$1,115,000
Median Townhouse Sale Price
$894,500
Median 2 Bedroom Sale Price
$610,000
Median 1 Bedroom Sale Price
$419,900
Average Price Per Sq Ft
$399
Number of Homes for Sale
25
Last 12 months Home Sales
103
Months of Supply
2.90
Median List Price
$889,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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