Middleton, MA Homes

• 

  

  

  /40

  Est $652,638

  Not Listed For Sale

  3 Meeting House Square, Middleton, MA 01949

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

  3 Meeting House Square, Middleton, MA 01949

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Colby Clarizia LAER Realty Partners
• 

  

  

  /25

  $2,100,000

  Pending

  • 4 Beds
  • 6 Baths
  • 6,321 Sq Ft

  10 Woodbury Ln, Middleton, MA 01949

  Experience tranquility paired with spectacular views. Wake up to the beauty of nature while enjoying the convenience of subdivision living. This exceptional home offers 6,300 square feet of finished space, featuring four spacious bedrooms—each with its own private en-suite bath. Thoughtfully designed with high-end finishes throughout, every detail reflects quality and sophistication. .The

  Eric Cudmore Century 21 North East

  10 Woodbury Ln, Middleton, MA 01949
• 

  

  

  /7

  $730,000

  Sold Mar 18, 2026

  5 Wennerberg Rd, Middleton, MA 01949

  • 3 Beds
  • 2 Baths
  • 1,854 Sq Ft
  • Built 1950

  Last Sold Summary

  • 16% Above List Price
  • $394/SF
  • 17 Days On Market

  Current Estimated Value $716,303

  Last Listing Agent Bryan Duby RE/MAX Triumph Realty

  5 Wennerberg Rd, Middleton, MA 01949
• 

  

  

  /36

  Est $730,353

  Not Listed For Sale

  4 Bellingham Ct, Middleton, MA 01949

  • 2 Beds
  • 2.5 Baths
  • 1,778 Sq Ft
  • Built 1985

  4 Bellingham Ct, Middleton, MA 01949

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Louise Touchette Coldwell Banker Realty - Lynnfield
• 

  

  

  /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 $729,980

  Last Listing Agent Carol DiCiaccio Coldwell Banker Realty - Lynnfield

  6 Greystone Dr, Middleton, MA 01949
• 

  

  /41

  Est $715,475

  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

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

  

  /42

  $1,249,000

  $26K PRICE DROP Pending

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

  17 James Ave, Middleton, MA 01949

  OFFER ACCEPTED - OPEN HOUSE CANCELLED! 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

  Kimberly O'Neil Mara Century 21 North East

  17 James Ave, 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 $438,294

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

  36 Village Rd Unit 608, Middleton, MA 01949
• 

  

  /42

  Est $728,780

  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

  Last Listing Agent Joseph Duggan Trinity Real Estate
• 

  

  /29

  $699,000

  $31K PRICE DROP

  • 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
• 

  

  /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 $864,236

  Last Listing Agent Candice Hodgson Lyv Realty

  31 Peaslee Cir, Middleton, MA 01949
• 

  

  /42

  Est $1,275,322

  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

  Last Listing Agent The Mitchell Team Keller Williams Realty Evolution
• 

  

  /36

  $1,200,000

  Pending

  • 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 $567,784

  Last Listing Agent Louise Touchette Coldwell Banker Realty - Lynnfield

  36 Village Rd Unit 506, Middleton, MA 01949
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  /42

  Est $1,546,354

  Not Listed For Sale

  5 Cabral Dr, Middleton, MA 01949

  • 4 Beds
  • 4 Baths
  • 3,992 Sq Ft
  • Built 1993

  5 Cabral Dr, Middleton, MA 01949

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Cammy Bille J. Barrett & Company
• 

  /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
• 

  

  /42

  $1,529,900

  Sold Jul 24, 2026

  8 Sgt Roode Ln, Middleton, MA 01949

  • 4 Beds
  • 2.5 Baths
  • 4,406 Sq Ft
  • Built 1995

  Last Sold Summary

  • $347/SF
  • 9 Days On Market

  Current Estimated Value $1,512,799

  Last Listing Agent Louise Touchette Coldwell Banker Realty - Lynnfield

  8 Sgt Roode Ln, Middleton, MA 01949
• 

  

  /28

  Est $1,111,600

  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

  Last Listing Agent Victoria Dimino Century 21 North East
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  /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
• 

  

  /40

  $1,275,000

  Sold Jul 20, 2026

  31 Webb St, Middleton, MA 01949

  • 4 Beds
  • 3.5 Baths
  • 3,619 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Above List Price
  • $352/SF
  • 10 Days On Market

  Current Estimated Value $1,254,498

  Last Listing Agent Lisa Berry Simply Sell Realty

  31 Webb St, Middleton, MA 01949
• 

  

  /42

  Est $1,295,467

  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

  Last Listing Agent Kyle Vogt William Raveis R.E. & Home Services
• 

  

  /42

  $849,999

  Pending

  • 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
• 

  

  /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 $970,037

  Last Listing Agent Wendy Carpenito Berkshire Hathaway HomeServices Commonwealth Real Estate

  8 Lebeau Dr, Middleton, MA 01949
• 

  

  /41

  Est $1,350,420

  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

  Last Listing Agent David Ladner RE/MAX Harmony
• 

  

  /42

  $1,950,000

  • 5 Beds
  • 1 Bath
  • 5,736 Sq Ft

  47 East St, Middleton, MA 01949

  Commanding a distinctive Middleton setting, this iconic New England Saltbox rises above 1.88 acres of sweeping lawns framed by mature specimen trees and historic stone walls. Believed to date to circa 1680, this remarkable post-and-beam Colonial was relocated from Salisbury Square to its present hilltop setting in 1929. Carefully preserved over the decades, the home showcases exceptional period

  Lanse Robb LandVest, Inc., Manchester -by-the-Sea

  47 East St, 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 $622,839

  Last Listing Agent Kevin Fruh Gibson Sotheby's International Realty

  38 Village Rd Unit 715, Middleton, MA 01949
• 

  

  /42

  Est $1,492,639

  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

  Last Listing Agent Debra Joyce Five Mark Realty Group LLC
• 

  

  /32

  $799,000

  $26K PRICE DROP 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
• 

  

  /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 $1,247,112

  Last Listing Agent Richard Lemay Century 21 North East

  105 Flint Farm Rd, Middleton, MA 01949
• 

  

  /29

  Est $1,020,970

  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

  Last Listing Agent Lance Layne Lance I. Layne, Esquire
• 

  

  /23

  $2,299,999

  • 4 Beds
  • 4 Baths
  • 4,500 Sq Ft

  2 Norma Way, Middleton, MA 01949

  Welcome to 2 Norma Way, a stunning custom Colonial nestled in the prestigious Middleton Estates. This exceptional home offers the perfect blend of timeless elegance, thoughtful design, and resort-style living. The spacious floor plan features beautifully appointed living spaces, a gourmet kitchen, 4 bedrooms, and luxurious finishes throughout.The fully finished lower level is a versatile living

  George Sarkis Douglas Elliman Real Estate - The Sarkis Team

  2 Norma Way, 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 $1,262,912

  Last Listing Agent Victoria Dimino Century 21 North East

  2 Tyler Ln, Middleton, MA 01949
• 

  

  /25

  Est $626,296

  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

  Last Listing Agent Jennifer Sullivan Keller Williams Realty Evolution
• 

  

  /21

  $879,000

  Open Sat 11AM - 12:30PM $20K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,973 Sq Ft

  14 Dansreau Place, Middleton, MA 01949

  Very spacious and elegant townhouse features it's own private elevator! Three levels of living space give you plenty of room and privacy. The first floor features the main living area including an open kitchen with granite countertops and stainless appliances and a home office nook. Kitchen opens to dining room and living room with library built-in and cozy gas fire place. High ceilings on all

  Maria Mouhawil eXp Realty LLC - Corporate Office

  14 Dansreau Place, Middleton, MA 01949
• 

  

  /35

  $750,000

  Sold Jul 01, 2026

  38 Mount Vernon St, Middleton, MA 01949

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1963

  Last Sold Summary

  • 11% Above List Price
  • $633/SF
  • 5 Days On Market

  Current Estimated Value $688,440

  Last Listing Agent Steven Kenny Cameron Real Estate Group

  38 Mount Vernon St, Middleton, MA 01949
• 

  

  /41

  Est $1,408,181

  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

  Last Listing Agent Sheri Trocchi J. Barrett & Company
• 

  /2

  $679,000

  $71K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  15 Hilldale Ave, Middleton, MA 01949

  Situated at 15 Hilldale Ave in Middleton, MA, this single family residence, of appx 1408 square feet of living space, plus a screened room and large deck. This property represents a unique opportunity to acquire a residence in a desirable community. The residence encompasses two bedrooms, one on each floor each designed to provide comfort and privacy. Complementing these sleeping quarters are two

  Frank Rossetti Coldwell Banker Realty - Lynnfield

  15 Hilldale Ave, Middleton, MA 01949
• 

  

  /37

  $970,000

  Sold Jul 06, 2026

  38 N Main St, Middleton, MA 01949

  • 4 Beds
  • 3 Baths
  • 2,415 Sq Ft
  • Built 1780

  Last Sold Summary

  • 1% Below List Price
  • $402/SF
  • 25 Days On Market

  Current Estimated Value $959,896

  Last Listing Agent Silvia Monteiro Dell Realty Inc.

  38 N Main St, Middleton, MA 01949
• 

  

  /42

  Est $1,373,124

  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

  Last Listing Agent Katie DiVirgilio RE/MAX 360

Showing Results 81 - 120, Page 3 of 18