75 S Main St
Middleton, MA 01949
4 Beds
2.5 Baths
2,584 sqft (on 0.46 acres)
4 Beds
2.5 Baths
2,584 sqft
(on 0.46 acres)
Local Information
- Map ViewExplore the area around 75 S Main St.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Space abounds in this antique home. Bring your extended family to these two separate levels of living space. Updated kitchens and baths, 4 bedrooms plus office, sitting room and more! Many charming period details including 4 fireplaces, and gleaming wood floors. Extra large attached barn offers extra storage, work shop etc. Relax in the beautiful fenced-in Gunnite inground pool. Easy to show. Come see this wonderful home!
75 S Main St, Middleton, MA 01949 is a 4 bedroom, 3 bathroom, 2,584 sqft single-family home built in 1767. It last sold for $375,000 on Feb 15, 2017. It is currently off market. The Trulia Estimate is $927,100, with a rent estimate of $5,408/month.
Home Highlights
Parking
No Info
Outdoor
Pool
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 75 S Main St
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Interior Details BasementNumber of Rooms: 9 |
Heating & Cooling Heating: Other, OilHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Pool Pool |
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Year Built Year Built: 1767Year Updated: 1970 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 0.46 acres |
Price History for 75 S Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 02/15/2017 | $375,000 | Sold | N/A |
| 07/20/2016 | $399,900 | PriceChange | Agent Provided |
| 06/15/2016 | $449,900 | PriceChange | Agent Provided |
| 05/04/2016 | $489,900 | PriceChange | Agent Provided |
| 11/14/2015 | $529,900 | Listed For Sale | Agent Provided |
| 06/22/2007 | $465,000 | Sold | N/A |
| 07/30/1999 | $275,000 | Sold | N/A |
Market trends in Middleton
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
35
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,002 |
| Assessment | $757,100 |
Home facts updated by county records
Comparable Sales for 75 S Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $400,000 | 09/11/25 | 3 | 1.5 | 1,445 | |
0.13 | Single-Family Home | $730,000 | 03/18/26 | 3 | 2 | 1,854 | |
0.43 | Single-Family Home | $781,000 | 02/09/26 | 3 | 1.5 | 2,372 | |
0.42 | Single-Family Home | $870,000 | 06/30/26 | 3 | 2 | 2,436 | |
0.45 | Single-Family Home | $840,000 | 07/17/25 | 4 | 3 | 1,840 | |
0.49 | Single-Family Home | $1,250,000 | 08/26/25 | 4 | 2.5 | 3,048 | |
0.47 | Single-Family Home | $606,000 | 10/14/25 | 3 | 2 | 1,613 | |
0.42 | Single-Family Home | $805,000 | 01/30/26 | 3 | 2 | 1,639 | |
0.49 | Single-Family Home | $1,355,000 | 07/16/25 | 4 | 2.5 | 3,102 | |
0.31 | Single-Family Home | $750,000 | 07/01/26 | 3 | 1 | 1,184 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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SOLDMAR 18, 2026Bryan Duby, RE/MAX Triumph Realty
OFF MARKETThe Moving Greater Boston Team, Berkshire Hathaway HomeServices Warren Residential
OFF MARKETVineburgh / DiMella Team, Charlesgate Realty Group, llc
Assigned Schools
These are the assigned schools for 75 S Main St.
- Masconomet Regional Middle School
- 7-8
- Public
- 552 Students
5/10GreatSchools RatingParent Rating AverageThey have a dedicated staff that helps prepare the kids for high school. They also offer many after school activities that appeals to all kinds of students.Other Review9y ago - Masconomet Regional High School
- 9-12
- Public
- 945 Students
9/10GreatSchools RatingParent Rating AverageMasconomet is one of the best schools in the area, the middle school and high school are in one location perfect for busy parents that need to drop of children without having to drive all over town to do so, Masconomet schools also has great sports and academics programs that help our children prepare not only for higher learning but for their future in the real world. Perfectly nestled right off of the highway for ease of commute in the Beautiful town of Boxford. Students from Middleton, Topsfield and Boxford attend Masconomet. Masconomet also has great languages and electives programs that sends students to other countries as well as to different states to learn about history and culture. The teachers and staff at Masconomet are highly educated and actually care about the student body that attends Masconomet and it shows. We moved our children here just to attend Masconomet and we are happy we made the move!Parent Review3y ago - Howe-Manning Elementary School
- PK-6
- Public
- 466 Students
7/10GreatSchools RatingParent Rating AverageMy daughter loves the school and has been able to excel beyond our wildest dreams.Parent Review8y ago - Fuller Meadow Elementary School
- K-2
- Public
- 231 Students
NAGreatSchools RatingParent Rating AverageThis is a great school. We am really happy with teachers program and activities.Parent Review1y ago 
Check out schools near 75 S Main St.
What Locals Say about Middleton
At least 22 Trulia users voted on each feature.
93 % Say car is needed
90 % Say parking is easy
87 % Say yards are well-kept
82 % Say it's dog friendly
82 % Say there's wildlife
77 % Say people would walk alone at night
77 % Say it's quiet
72 % Say there's holiday spirit
70 % Say kids play outside
64 % Say streets are well-lit
64 % Say there are sidewalks
55 % Say they plan to stay for at least 5 years
53 % Say neighbors are friendly
38 % Say it's walkable to grocery stores
36 % Say there are community events
31 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
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OFF MARKET
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Off Market Homes Near 75 S Main St
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SOLDJUL 1, 2026Joyce Cucchiara, Coldwell Banker Realty - Lynnfield
SOLDJUL 1, 2026Richard Palladino, Century 21 North East
SOLDJUL 1, 2026Steven Kenny, Cameron Real Estate Group
SOLDJUL 1, 2026Kimberly O'Neil Mara, Century 21 North East
SOLDJUN 30, 2026Melissa Skomurski, Churchill Properties
SOLDJUN 30, 2026The Carroll Group, RE/MAX Partners
SOLDJUN 30, 2026Christopher Barrett, Barrett, Chris. J., REALTORS®
SOLDJUN 30, 2026Mary Rossi, Coldwell Banker Realty - Beverly
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