4,215

Middleton, MA Homes

Section Image
    • 33 Meadow Dr, Middleton, MA 01949
      33 Meadow Dr, Middleton, MA 01949
      33 Meadow Dr, Middleton, MA 01949
      /38

      Est $712,543 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,633 Sq Ft

      33 Meadow Dr, Middleton, MA 01949

      33 Meadow Dr, Middleton, MA 01949
  • 38 Village Rd Unit 201, Middleton, MA 01949
    38 Village Rd Unit 201, Middleton, MA 01949
    38 Village Rd Unit 201, Middleton, MA 01949
    /38

    $565,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    38 Village Rd Unit 201, Middleton, MA 01949

    First offering! Estate sale! Beautifully appointed Sunny end unit with unobstructed views of Ferncroft C C golf course! This unit has been completely redecorated in today’s color palate,design and deep crown moldings .Fully appointed white kitchen with S S appliances including gas stove, a window over sink and large pantry closet. Master Bedroom w/ensuite bathroom, new 6' wide walk in shower, 2nd

    Carol DiCiaccio Coldwell Banker Realty - Lynnfield

    38 Village Rd Unit 201, Middleton, MA 01949
  • 8 James Ave, Middleton, MA 01949
    8 James Ave, Middleton, MA 01949
    8 James Ave, 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
    • 16 Meadow Dr, Middleton, MA 01949
      16 Meadow Dr, Middleton, MA 01949
      16 Meadow Dr, Middleton, MA 01949
      /26

      Est $743,941 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,618 Sq Ft

      16 Meadow Dr, Middleton, MA 01949

      16 Meadow Dr, Middleton, MA 01949
  • 1 Overbrook Rd, Middleton, MA 01949
    1 Overbrook Rd, Middleton, MA 01949
    1 Overbrook Rd, Middleton, MA 01949
    /28

    $824,900

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft

    1 Overbrook Rd, Middleton, MA 01949

    Discover the perfect blend of modern comfort and classic New England charm at 1 Overbrook Road—a beautifully renovated, truly move-in-ready home set on a quiet Middleton corner lot. Every space has been thoughtfully updated so you can simply unpack and enjoy. Step inside to an inviting open-concept living area where sunlight fills the newly refreshed kitchen, dining, and living room. The kitchen

    Kimberly Dowling Vylla Home

    1 Overbrook Rd, Middleton, MA 01949
  • 37 Fuller Pond Rd Unit 60, Middleton, MA 01949
    37 Fuller Pond Rd Unit 60, Middleton, MA 01949
    37 Fuller Pond Rd Unit 60, Middleton, MA 01949
    /42

    $727,500 Sold Apr 07, 2025

    37 Fuller Pond Rd Unit 60, Middleton, MA 01949

    • 3 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $235/SF
    • 9 Days On Market

    Last Listing Agent Marjorie Youngren Coldwell Banker Realty - Lynnfield

    37 Fuller Pond Rd Unit 60, Middleton, MA 01949
    • 38 Old Haswell Park Rd, Middleton, MA 01949
      38 Old Haswell Park Rd, Middleton, MA 01949
      38 Old Haswell Park Rd, Middleton, MA 01949
      /41

      Est $1,397,665 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,528 Sq Ft

      38 Old Haswell Park Rd, Middleton, MA 01949

      38 Old Haswell Park Rd, Middleton, MA 01949
  • 123 Forest St, Middleton, MA 01949
    123 Forest St, Middleton, MA 01949
    123 Forest St, Middleton, MA 01949
    /32

    $600,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    123 Forest St, Middleton, MA 01949

    Rare opportunity to secure 1.5 acres of land in a prime Middleton location with limited conservation restrictions. This expansive, gently sloping lot abuts conservation land and protected land surrounding the Emerson Brook Reservoir, offering privacy and a unique natural setting. The existing two-bedroom, one-bath home is in good condition, with all systems in working order. The seller has

    DalBon & Company Keller Williams Realty Evolution

    123 Forest St, Middleton, MA 01949
  • 5 Elm St Unit 2, Middleton, MA 01949
    5 Elm St Unit 2, Middleton, MA 01949
    5 Elm St Unit 2, Middleton, MA 01949
    /32

    $765,000 Sold Jun 24, 2025

    5 Elm St Unit 2, Middleton, MA 01949

    • 3 Beds
    • 2.5 Baths
    • 2,070 Sq Ft
    • Built 1792

    Last Sold Summary

    • 2% Above List Price
    • $370/SF
    • 2 Days On Market

    Last Listing Agent Brenna McNiff Coldwell Banker Realty - Beverly

    5 Elm St Unit 2, Middleton, MA 01949
    • 2 Stevens Ave, Middleton, MA 01949
      2 Stevens Ave, Middleton, MA 01949
      2 Stevens Ave, Middleton, MA 01949
      /28

      Est $666,923 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,396 Sq Ft

      2 Stevens Ave, Middleton, MA 01949

      2 Stevens Ave, Middleton, MA 01949
  • 62 Cabral Dr, Middleton, MA 01949
    62 Cabral Dr, Middleton, MA 01949
    62 Cabral Dr, Middleton, MA 01949
    /35

    $959,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    62 Cabral Dr, Middleton, MA 01949

    Desirable Colonial in sought-after neighborhood. Home features 4 BR, 2.5 BA, 2 car garage, open floor plan, nicely situated on almost an acre. Chef's dream cherry/granite kitchen with island, hardwood flooring, gas cooking with 6 burner WOLF stove with griddle and double oven, WOLF hood vent, recessed lighting, and dining area. Front-to-back living room with recessed lighting and gas fireplace.

    Christopher Cassidy eXp Realty

    62 Cabral Dr, Middleton, MA 01949
  • 81 Rowell Ln Unit 81, Middleton, MA 01949
    81 Rowell Ln Unit 81, Middleton, MA 01949
    81 Rowell Ln Unit 81, Middleton, MA 01949
    /41

    $1,299,000 Sold Aug 04, 2025

    81 Rowell Ln Unit 81, Middleton, MA 01949

    • 2 Beds
    • 2.5 Baths
    • 2,667 Sq Ft
    • Built 2022

    Last Sold Summary

    • $487/SF
    • 2 Days On Market

    Current Estimated Value $1,264,511

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

    81 Rowell Ln Unit 81, Middleton, MA 01949
    • 3 Meeting House Square, Middleton, MA 01949
      3 Meeting House Square, Middleton, MA 01949
      3 Meeting House Square, Middleton, MA 01949
      /40

      Est $623,980 Not Listed For Sale

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

      3 Meeting House Square, Middleton, MA 01949

      3 Meeting House Square, Middleton, MA 01949
  • 77 Essex St, Middleton, MA 01949
    77 Essex St, Middleton, MA 01949
    77 Essex St, Middleton, MA 01949
    /37

    $724,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,881 Sq Ft

    77 Essex St, Middleton, MA 01949

    Motivated Sellers! All reasonable offers considered! 77 Essex Street rests idyllically on a generous and serene lot and has been lovingly maintained by the same family for over 50 years. This home features three bedrooms, two bathrooms, beautiful hardwood floors, and a spacious and private yard well-suited for outdoor enjoyment. The family room, featuring a cozy fireplace, elegant hardwood floors

    Chris Richardson The Richardson Group, LLC

    77 Essex St, Middleton, MA 01949
  • 109 Liberty St, Middleton, MA 01949
    109 Liberty St, Middleton, MA 01949
    /2

    $1,135,000 Sold Apr 30, 2025

    109 Liberty St, Middleton, MA 01949

    • 4 Beds
    • 3 Baths
    • 3,086 Sq Ft
    • Built 2024

    Last Sold Summary

    • 9% Below List Price
    • $368/SF
    • 180 Days On Market

    Current Estimated Value $1,146,470

    Last Listing Agent Eric Cudmore Century 21 North East

    109 Liberty St, Middleton, MA 01949
    • 4 Bellingham Ct, Middleton, MA 01949
      4 Bellingham Ct, Middleton, MA 01949
      4 Bellingham Ct, Middleton, MA 01949
      /36

      Est $703,383 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,778 Sq Ft

      4 Bellingham Ct, Middleton, MA 01949

      4 Bellingham Ct, Middleton, MA 01949
  • 89 Forest St, Middleton, MA 01949
    89 Forest St, Middleton, MA 01949
    89 Forest St, Middleton, MA 01949
    /3

    $670,000

    • Land
    • 0.95 Acre
    • $705,263 per Acre

    89 Forest St, Middleton, MA 01949

    A permit-ready, fully approved townhouse development opportunity in desirable Middleton! This corner lot abutting conservation land and Emerson Brook Reservoir is now approved with a building footprint covering almost 2,500 sq ft, giving builders and end-users the flexibility to design and build the product that best fits their vision. The project includes all approvals and supporting documents -

    Vision Realty Group LAER Realty Partners

    89 Forest St, Middleton, MA 01949
  • 22 Dixey Dr, Middleton, MA 01949
    22 Dixey Dr, Middleton, MA 01949
    22 Dixey Dr, Middleton, MA 01949
    /31

    $1,025,000 Sold Sep 12, 2025

    22 Dixey Dr, Middleton, MA 01949

    • 4 Beds
    • 3.5 Baths
    • 3,013 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Above List Price
    • $340/SF
    • 8 Days On Market

    Current Estimated Value $1,042,403

    Last Listing Agent Deborah Colleran Century 21 North East

    22 Dixey Dr, Middleton, MA 01949
    • 42 Fuller Pond Rd, Middleton, MA 01949
      42 Fuller Pond Rd, Middleton, MA 01949
      42 Fuller Pond Rd, Middleton, MA 01949
      /33

      Est $692,014 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,168 Sq Ft

      42 Fuller Pond Rd, Middleton, MA 01949

      42 Fuller Pond Rd, Middleton, MA 01949
  • 15 Couture Way, Middleton, MA 01949
    15 Couture Way, Middleton, MA 01949
    15 Couture Way, Middleton, MA 01949
    /34

    $1,875,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 5,263 Sq Ft

    15 Couture Way, Middleton, MA 01949

    Welcome to 15 Couture Way - This exceptional residence offers the perfect blend of luxury, space, and comfort in one of Middleton's most sought-after new communities. Set on nearly an acre of beautifully maintained land, this 4-bedroom, 3.5-bath home spans over 5,200 square feet of living space and features a 3-car garage, an open-concept floor plan, and premium finishes throughout. Built just 2

    Daniel Resop William Raveis R.E. & Home Services

    15 Couture Way, Middleton, MA 01949
  • 2 Ogden Ln, Middleton, MA 01949
    2 Ogden Ln, Middleton, MA 01949
    2 Ogden Ln, Middleton, MA 01949
    /38

    $947,000 Sold May 06, 2025

    2 Ogden Ln, Middleton, MA 01949

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1945

    Last Sold Summary

    • 5% Above List Price
    • $405/SF
    • 5 Days On Market

    Current Estimated Value $930,292

    Last Listing Agent Roberta Peach CDG Realty Group

    2 Ogden Ln, Middleton, MA 01949
    • 5 Holly Gate Cir, Middleton, MA 01949
      5 Holly Gate Cir, Middleton, MA 01949
      5 Holly Gate Cir, Middleton, MA 01949
      /42

      Est $691,850 Not Listed For Sale

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

      5 Holly Gate Cir, Middleton, MA 01949

      5 Holly Gate Cir, Middleton, MA 01949
  • 36 Village Rd Unit 601, Middleton, MA 01949
    36 Village Rd Unit 601, Middleton, MA 01949
    36 Village Rd Unit 601, Middleton, MA 01949
    /42

    $595,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    36 Village Rd Unit 601, Middleton, MA 01949

    Enjoy spectacular sunsets and views of the Ferncroft Golf Course and beyond from this coveted corner unit at Ironwood on the Green! The open layout has an appealing modern vibe with oversized windows & LR slider, filling the unit with light and contributing to the feeling of spaciousness. Efficient kitchen with S/S appliances, granite counters & large pantry closet. Serene primary bedroom suite

    Judith Johnson Leading Edge Real Estate

    36 Village Rd Unit 601, Middleton, MA 01949
  • 18 Pinedale Rd, Middleton, MA 01949
    18 Pinedale Rd, Middleton, MA 01949
    18 Pinedale Rd, Middleton, MA 01949
    /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 $1,297,277

    Last Listing Agent Candice Hodgson Lyv Realty

    18 Pinedale Rd, Middleton, MA 01949
    • 5 Evon Ln, Middleton, MA 01949
      5 Evon Ln, Middleton, MA 01949
      5 Evon Ln, Middleton, MA 01949
      /41

      Est $1,058,076 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,937 Sq Ft

      5 Evon Ln, Middleton, MA 01949

      5 Evon Ln, Middleton, MA 01949
  • 10 Oak St, Middleton, MA 01949
    10 Oak St, Middleton, MA 01949
    10 Oak St, Middleton, MA 01949
    /19

    $549,900

    • 3 Beds
    • 3 Baths
    • 1,385 Sq Ft

    10 Oak St, Middleton, MA 01949

    House backs up to Ipswich River Conservation land. New roof. Front to back living room with slider to large new deck. Walk out basement. 1-car attached garage. Two bedrooms and 2 full baths on 1st and 2nd floor with additional bedroom and bath in lower level. The seller will not allow more for than 10 Days for Inspections. Sold in strictly as is condition. Septic inspection responsibility of

    Colleen Altison Innovative Real Estate Solutions LLC

    10 Oak St, Middleton, MA 01949
  • 8 Stevens Ave, Middleton, MA 01949
    8 Stevens Ave, Middleton, MA 01949
    8 Stevens Ave, Middleton, MA 01949
    /23

    $655,000 Sold Jan 10, 2025

    8 Stevens Ave, Middleton, MA 01949

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Above List Price
    • $546/SF
    • 6 Days On Market

    Current Estimated Value $665,701

    Last Listing Agent Candice Hodgson Lyv Realty

    8 Stevens Ave, Middleton, MA 01949
    • 174 Boston St, Middleton, MA 01949
      174 Boston St, Middleton, MA 01949
      174 Boston St, Middleton, MA 01949
      /42

      Est $1,230,503 Not Listed For Sale

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

      174 Boston St, Middleton, MA 01949

      174 Boston St, Middleton, MA 01949
  • 8 Brookside Rd, Middleton, MA 01949
    8 Brookside Rd, Middleton, MA 01949
    8 Brookside Rd, Middleton, MA 01949
    /42

    $1,295,000

    • 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
  • 14 Meeting House Square Unit 109, Middleton, MA 01949
    14 Meeting House Square Unit 109, Middleton, MA 01949
    14 Meeting House Square Unit 109, Middleton, MA 01949
    /39

    $921,000 Sold May 30, 2025

    14 Meeting House Square Unit 109, Middleton, MA 01949

    • 2 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1986

    Last Sold Summary

    • 17% Above List Price
    • $470/SF
    • 4 Days On Market

    Last Listing Agent Carol DiCiaccio Coldwell Banker Realty - Lynnfield

    14 Meeting House Square Unit 109, Middleton, MA 01949
    • 32 Cabral Dr, Middleton, MA 01949
      32 Cabral Dr, Middleton, MA 01949
      32 Cabral Dr, Middleton, MA 01949
      /41

      Est $1,276,708 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,068 Sq Ft

      32 Cabral Dr, Middleton, MA 01949

      32 Cabral Dr, Middleton, MA 01949
  • 39 Central St, Middleton, MA 01949
    39 Central St, Middleton, MA 01949
    39 Central St, Middleton, MA 01949
    /23

    $599,900

    • 3 Beds
    • 1 Bath
    • 1,554 Sq Ft

    39 Central St, Middleton, MA 01949

    Comfort, convenience, & charm await you here, in a quintessential neighborhood setting. The Saltbox style & natural cedar shingles give a coastal New England vibe on a tree-lined dead-end street, just steps to the center of town. One bedroom accessible on main level, along with vaulted skylit Family room, Dining room, and Kitchen w/ breakfast nook; Two additional bedrooms await upstairs,

    Dan Dancause Real Broker MA, LLC

    39 Central St, Middleton, MA 01949
  • 3 Martin Rd, Middleton, MA 01949
    3 Martin Rd, Middleton, MA 01949
    3 Martin Rd, Middleton, MA 01949
    /42

    $1,420,000 Sold Jan 07, 2025

    3 Martin Rd, Middleton, MA 01949

    • 4 Beds
    • 2.5 Baths
    • 4,076 Sq Ft
    • Built 2009

    Last Sold Summary

    • 4% Below List Price
    • $348/SF
    • 79 Days On Market

    Current Estimated Value $1,486,225

    Last Listing Agent Thomas Doyle Doyle Real Estate

    3 Martin Rd, Middleton, MA 01949
    • 5 Derosier Dr, Middleton, MA 01949
      5 Derosier Dr, Middleton, MA 01949
      5 Derosier Dr, Middleton, MA 01949
      /28

      Est $1,104,408 Not Listed For Sale

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

      5 Derosier Dr, Middleton, MA 01949

      5 Derosier Dr, Middleton, MA 01949
  • 22 Locust St, Middleton, MA 01949
    22 Locust St, Middleton, MA 01949
    22 Locust St, Middleton, MA 01949
    /5

    $599,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,089 Sq Ft

    22 Locust St, Middleton, MA 01949

    Investment Opportunity in Middleton! Attention flippers, developers, and cash buyers! This property in the heart of Middleton presents an incredible value-add opportunity for those looking to renovate or start fresh with a brand-new build. Sitting on a 1 acre lot in a sought-after location, this home is in need of significant repairs but offers strong upside potential for the right investor.

    Kristina Vamvouklis J. Barrett & Company

    22 Locust St, Middleton, MA 01949
  • 53 Lake St, Middleton, MA 01949
    53 Lake St, Middleton, MA 01949
    53 Lake St, 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 $895,050

    Last Listing Agent Sheri Trocchi J. Barrett & Company

    53 Lake St, Middleton, MA 01949
    • 10 Galeucia Rd, Middleton, MA 01949
      10 Galeucia Rd, Middleton, MA 01949
      10 Galeucia Rd, Middleton, MA 01949
      /41

      Est $1,322,477 Not Listed For Sale

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

      10 Galeucia Rd, Middleton, MA 01949

      10 Galeucia Rd, Middleton, MA 01949
  • 38 Village Rd Unit 608, Middleton, MA 01949
    38 Village Rd Unit 608, Middleton, MA 01949
    38 Village Rd Unit 608, Middleton, MA 01949
    /39

    $425,000 Pending

    • 1 Bed
    • 1 Bath
    • 769 Sq Ft

    38 Village Rd Unit 608, Middleton, MA 01949

    Embrace resort-style living at Ironwood on the Green. Elegantly appointed 1BR, 1BTH luxury residence. The open layout features 12’ ceilings, in-unit laundry, and a sun-drenched dining/living area with a slider leading to a private balcony showcasing views of the Ferncroft Golf Course. The functional kitchen offers stainless steel appliances, granite countertops, a large pantry, and a charming

    The Lucci Witte Team William Raveis R.E. & Home Services

    38 Village Rd Unit 608, Middleton, MA 01949
  • 36 Village Rd Unit 608, Middleton, MA 01949
    36 Village Rd Unit 608, Middleton, MA 01949
    36 Village Rd Unit 608, 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

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

    36 Village Rd Unit 608, Middleton, MA 01949
    • 128 Boston St, Middleton, MA 01949
      128 Boston St, Middleton, MA 01949
      128 Boston St, Middleton, MA 01949
      /29

      Est $1,041,039 Not Listed For Sale

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

      128 Boston St, Middleton, MA 01949

      128 Boston St, Middleton, MA 01949

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