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30+ Homes for Sale in Middleton, MA

39 results

Property at 10 Overbrook Rd, Middleton, MA 01949
1 / 42
Active
Open

$829,000

10 Overbrook Rd, Middleton, MA 01949

3 bds
|
1.5 ba
|
1890 sqft
MLS® 73593436Single Family Residence
Serhant - Joyce Sullivan
Property at 8 Dansreau Place #8, Middleton, MA 01949
1 / 41
Active
Price
Open

$759,900

8 Dansreau Place #8, Middleton, MA 01949

4 bds
|
3.5 ba
|
2973 sqft
MLS® 73578615Condominium
William Raveis R.E. & Home Services - Kevin Sexton
Property at 38 Village Rd #515, Middleton, MA 01949
1 / 35
Active
Price
Open

$639,900

38 Village Rd #515, Middleton, MA 01949

2 bds
|
2 ba
|
1258 sqft
MLS® 73477699Condominium
Professional Business - Americo Rossino
Property at 38 Village Road #402, Middleton, MA 01949
1 / 40
Active
New
Open

$568,000

38 Village Road #402, Middleton, MA 01949

2 bds
|
2 ba
|
1103 sqft
MLS® 73592808Condominium
Compass - Nikki Martin Team
Property at 139 Essex Street #139, Middleton, MA 01949
1 / 13
Active
Price
Open

$1,175,000

139 Essex Street #139, Middleton, MA 01949

3 bds
|
2.5 ba
|
2073 sqft
MLS® 73507459Condex
Classified Realty Group - Laurie Cappuccio

What's actually happening in Middleton right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 135 Essex Street #135, Middleton, MA 01949
1 / 13
Active
Price
Open

$1,175,000

135 Essex Street #135, Middleton, MA 01949

3 bds
|
2.5 ba
|
2059 sqft
MLS® 73507468Condex
Classified Realty Group - Laurie Cappuccio
Property at 137 Essex Street #~, Middleton, MA 01949
1 / 19
Active
Price
Open

$1,175,000

137 Essex Street #~, Middleton, MA 01949

3 bds
|
2.5 ba
|
2067 sqft
MLS® 73507465Condex
Classified Realty Group - Laurie Cappuccio
Property at 143 Essex Street #143, Middleton, MA 01949
1 / 13
Active
Open

$1,050,000

143 Essex Street #143, Middleton, MA 01949

3 bds
|
2.5 ba
|
2073 sqft
MLS® 73580043Condex
Classified Realty Group - Laurie Cappuccio
Property at 143 Essex Street #143, Middleton, MA 01949
1 / 14
Active
Price
Open

$1,050,000

143 Essex Street #143, Middleton, MA 01949

3 bds
|
2.5 ba
|
2073 sqft
MLS® 73509067Single Family Residence
Classified Realty Group - Laurie Cappuccio
Property at 1 Kimberly Lane, Middleton, MA 01949
1 / 31
Active

$1,279,000

1 Kimberly Lane, Middleton, MA 01949

3 bds
|
2.5 ba
|
3046 sqft
MLS® 73592688Single Family Residence
Charlesgate Realty Group, llc - Emma Fula
Property at 26 Meadow Dr, Middleton, MA 01949
1 / 42
Active

$899,000

26 Meadow Dr, Middleton, MA 01949

3 bds
|
2 ba
|
1867 sqft
MLS® 73590551Single Family Residence
RE/MAX Beacon - Gary Blattberg
Property at 20 East Street, Middleton, MA 01949
1 / 42
Active
Price
Open

$749,000

20 East Street, Middleton, MA 01949

4 bds
|
3.5 ba
|
3276 sqft
MLS® 73562452Single Family Residence
RE/MAX 360 - Luciano Leone Team
Property at 40 Village Rd. #1203, Middleton, MA 01949
1 / 36
Active

$659,000

40 Village Rd. #1203, Middleton, MA 01949

2 bds
|
2 ba
|
1765 sqft
MLS® 73582583Condominium
Country Crossroads Realty Associates LLC - Ann Mcguiggin
Property at 40 Village Rd. #308B, Middleton, MA 01949
1 / 28
Active
Price
Open

$474,900

40 Village Rd. #308B, Middleton, MA 01949

1 bds
|
1 ba
|
1200 sqft
MLS® 73568213Condominium
Country Crossroads Realty Associates LLC - Ann Mcguiggin
Property at 40 Village Rd #108A, Middleton, MA 01949
1 / 36
Active
Price
Open

$364,000

40 Village Rd #108A, Middleton, MA 01949

1 bds
|
1.5 ba
|
945 sqft
MLS® 73565417Condominium
Country Crossroads Realty Associates LLC - Ann Mcguiggin
Property at 6 Bishop Lane, Middleton, MA 01949
1 / 21
Active
Price
Open

$1,649,000

6 Bishop Lane, Middleton, MA 01949

4 bds
|
2.5 ba
|
4444 sqft
MLS® 73581505Single Family Residence
Douglas Elliman Real Estate - The Sarkis Team - The Sarkis Team
Property at 23 Grandview, Middleton, MA 01949
1 / 29
Active

$950,000

23 Grandview, Middleton, MA 01949

3 bds
|
3 ba
|
2075 sqft
MLS® 73591546Single Family Residence
Century 21 North East - Cudmore And Associates
Property at lot 8  29 Simcha Road, Middleton, MA 01949
1 / 3
Active

$889,000

lot 8 29 Simcha Road, Middleton, MA 01949

0 bds
|
0 ba
|
-- sqft
MLS® 73532966Residential
Coldwell Banker Realty - Lynnfield - Rossetti/Poti Team
Property at lot 11  38 East Meadow Lane, Middleton, MA 01949
1 / 5
Active

$849,000

lot 11 38 East Meadow Lane, Middleton, MA 01949

0 bds
|
0 ba
|
-- sqft
MLS® 73533088Residential
Coldwell Banker Realty - Lynnfield - Rossetti/Poti Team
Property at lot 9  31 Simcha Road, Middleton, MA 01949
1 / 3
Active

$899,000

lot 9 31 Simcha Road, Middleton, MA 01949

0 bds
|
0 ba
|
-- sqft
MLS® 73532972Residential
Coldwell Banker Realty - Lynnfield - Rossetti/Poti Team
Property at lot 19  30 Simcha Road, Middleton, MA 01949
1 / 3
Active

$965,000

lot 19 30 Simcha Road, Middleton, MA 01949

0 bds
|
0 ba
|
-- sqft
MLS® 73532968Residential
Coldwell Banker Realty - Lynnfield - Rossetti/Poti Team
Property at 40 Village Rd #910, Middleton, MA 01949
1 / 40
Active

$589,900

40 Village Rd #910, Middleton, MA 01949

2 bds
|
2 ba
|
1531 sqft
MLS® 73551002Condominium
Coldwell Banker Realty - Beverly - Pamela Eckmann
Property at 40 Village Rd #1611, Middleton, MA 01949
1 / 38
Active

$549,900

40 Village Rd #1611, Middleton, MA 01949

2 bds
|
2 ba
|
1531 sqft
MLS® 73590618Condominium
Good Deeds Realty Partners - The Mavroules Team
Property at 13 James Coffin Way #13, Middleton, MA 01949
1 / 35
Active
Price

$849,900

13 James Coffin Way #13, Middleton, MA 01949

4 bds
|
3.5 ba
|
2989 sqft
MLS® 73533177Condominium
Conway - Swampscott - Zina Glikberg
Property at 11 Currier Rd, Middleton, MA 01949
1 / 41
Active

$1,199,000

11 Currier Rd, Middleton, MA 01949

4 bds
|
2.5 ba
|
2501 sqft
MLS® 73579992Single Family Residence
Coldwell Banker Realty - Lexington - Douglas R. Dodge
Property at 4 Shipley Ct, Middleton, MA 01949
1 / 29
Active
Price

$2,095,000

4 Shipley Ct, Middleton, MA 01949

4 bds
|
4.5 ba
|
4961 sqft
MLS® 73537542Single Family Residence
Century 21 North East - Cudmore And Associates
Property at 113 River St, Middleton, MA 01949
1 / 42
Active
Price

$1,239,000

113 River St, Middleton, MA 01949

4 bds
|
3 ba
|
3300 sqft
MLS® 73567014Single Family Residence
People's Choice Realty - George Paone
Property at 128 Boston Street, Middleton, MA 01949
1 / 42
Active
Price
Open

$1,150,000

128 Boston Street, Middleton, MA 01949

4 bds
|
3.5 ba
|
3565 sqft
MLS® 73577566Single Family Residence
Lyv Realty - Nicole Hanlon
Property at 40 Village Rd. #511, Middleton, MA 01949
1 / 30
Active
Open

$575,000

40 Village Rd. #511, Middleton, MA 01949

2 bds
|
2 ba
|
1531 sqft
MLS® 73579130Condominium
Country Crossroads Realty Associates LLC - Ann Mcguiggin
Property at 8 Couture Way, Middleton, MA 01949
Active

$2,300,000

8 Couture Way, Middleton, MA 01949

4 bds
|
4.5 ba
|
5440 sqft
MLS® 73588240Single Family Residence
Serhant - Karshis & Co.
Page 1 of 2

Homes for sale in Middleton, MA: market at a glance

As of October 22, 2026, there are 39 homes for sale in Middleton, MA, with a median list price of $889,000. In July 2026, the median sale price for homes in Middleton, MA was $999,000, up 32.4% from a year earlier.

Homes for sale
39
Median list price
$889,000
Median sale price (July 2026)
$999,000
Median days on market (July 2026)
54 days
  • Middleton market report
  • Middleton single-family homes for sale
  • Middleton condos for sale

Homes for sale near Middleton

  • Danvers, MA
  • North Reading, MA
  • Lynnfield, MA
  • Topsfield, MA
  • Peabody, MA
  • Boxford, MA
  • Reading, MA
  • Wenham, MA

Common questions about Middleton, MA real estate

How many homes are for sale in Middleton, MA?

As of October 22, 2026, there are 39 homes for sale in Middleton, MA, including 17 single-family homes and 13 condos.

What is the median home price in Middleton, MA?

The median list price of homes for sale in Middleton, MA is $889,000. Homes that sold in July 2026 had a median sale price of $999,000, up 32.4% from a year earlier.

How long do homes take to sell in Middleton, MA?

Homes in Middleton, MA that sold in July 2026 had a median of 54 days on market. Homes currently for sale show a median of about 53 days on market.

What types of homes are for sale in Middleton, MA?

The homes for sale in Middleton, MA include 17 single-family homes and 13 condos.

Brokerage Information

Donnelly + Co.

129 Newbury Street, Boston, MA, USA

(617) 501-0233

Market Area Served

Boston, Brookline, Cambridge, Arlington, Needham, Newton, Waltham, Lexington, Wellesley, Medford, Dedham, Westwood, Natick and many more.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Andrew McKinney

I'm Andrew McKinney, a JD/MBA attorney and broker helping buyers and sellers in Boston, Newton, Cambridge and beyond. Let's talk, from first search to closing.

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