257 Middleton Rd
Wolfeboro, NH 03894
4 Beds
2 Baths
3,206 sqft (on 2.50 acres)
4 Beds
2 Baths
3,206 sqft
(on 2.50 acres)
Local Information
- Map ViewExplore the area around 257 Middleton Rd.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
Conveniently located 5 minutes to downtown Wolfeboro, this 4 bedroom 2 bathroom home is situated on 2.50 acres of privacy. Amenities include new flooring and paint on main level, 2 fireplaces with wood stove inserts, first floor bedroom and additional office, open concept kitchen/dining room and several large windows allowing for natural light throughout. There is also a large living room that is perfect for entertaining. Plenty of room to spread out in the front and backyard.
257 Middleton Rd, Wolfeboro, NH 03894 is a 4 bedroom, 2 bathroom, 3,206 sqft single-family home built in 1960. It last sold for $245,000 on Feb 24, 2017. It is currently off market. The Trulia Estimate is $550,600, with a rent estimate of $2,928/month.
Home Highlights
Parking
No Info
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 257 Middleton Rd
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Heating & Cooling Heating: Forced Air, OilHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Laminate, Linoleum Vinyl |
Interior Details Number of Rooms: 11Types of Rooms: Walk In Closet, Dining Room |
Appliances & Utilities DishwasherMicrowaveRefrigerator |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltDeckExterior: VinylPatio |
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Year Built Year Built: 1960 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Lot Area: 2.50 acres |
Price History for 257 Middleton Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 02/24/2017 | $245,000 | Sold | PrimeMLS #4489059 |
| 09/04/2016 | $239,900 | Pending | Agent Provided |
| 08/29/2016 | $239,900 | PendingToActive | Agent Provided |
| 06/04/2016 | $239,900 | Pending | Agent Provided |
| 05/10/2016 | $239,900 | Listed For Sale | Agent Provided |
| 03/07/2012 | $350,000 | ListingRemoved | Agent Provided |
| 03/06/2012 | $350,000 | Listed For Sale | Agent Provided |
| 04/11/2011 | $110,000 | Sold | N/A |
| 03/17/2011 | $109,000 | PriceChange | Agent Provided |
| 03/04/2011 | $119,900 | PriceChange | Agent Provided |
| 02/25/2011 | $109,000 | PriceChange | Agent Provided |
| 01/29/2011 | $119,900 | PriceChange | Agent Provided |
| 01/07/2011 | $139,000 | PriceChange | Agent Provided |
| 01/01/2011 | $149,000 | PriceChange | Agent Provided |
| 11/26/2010 | $159,000 | PriceChange | Agent Provided |
| 10/22/2010 | $169,000 | PriceChange | Agent Provided |
| 09/17/2010 | $194,900 | PriceChange | Agent Provided |
| 08/15/2010 | $204,900 | Listed For Sale | Agent Provided |
| 01/12/2010 | $288,000 | Sold | N/A |
Market trends in Wolfeboro
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
43
13MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $5,724 |
| Assessment | $360,000 |
Home facts updated by county records
Comparable Sales for 257 Middleton Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.31 | Single-Family Home | $575,000 | 09/24/25 | 3 | 1.5 | 1,904 | |
0.39 | Single-Family Home | $641,000 | 08/13/25 | 2 | 2 | 2,194 | |
0.39 | Single-Family Home | $525,000 | 11/14/25 | 3 | 2.5 | 1,482 | |
0.52 | Single-Family Home | $350,000 | 04/01/26 | 3 | 3 | 1,686 | |
0.78 | Single-Family Home | $560,000 | 01/16/26 | 3 | 2 | 2,366 | |
0.91 | Single-Family Home | $455,000 | 11/24/25 | 3 | 2 | 1,380 | |
1.13 | Single-Family Home | $575,000 | 12/31/25 | 3 | 2.5 | 2,028 | |
1.04 | Single-Family Home | $500,000 | 11/25/25 | 3 | 3.5 | 2,700 | |
1.23 | Single-Family Home | $875,000 | 12/11/25 | 4 | 2.5 | 2,175 | |
1.20 | Single-Family Home | $650,000 | 04/24/26 | 3 | 3 | 1,344 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE
3D VIEW4 ACRESPrimeMLS, Active
Assigned Schools
These are the assigned schools for 257 Middleton Rd.
- Carpenter Elementary School
- K-3
- Public
- 183 Students
6/10GreatSchools RatingParent Rating AverageAwesome school, great community. Highly recommended to anyone who wants to live in the area.Parent Review7y ago - Kingswood Regional High School
- 9-12
- Public
- 729 Students
7/10GreatSchools RatingParent Rating AveragePoor administration at the top end. The teachers are great, but the upper administration is horrible. They let the students run the place with limited discipline. If you want your kid to be bullied, picked on, and feel worthless, this is the school for you! Do yourself a favor and stay clear!Parent Review1y ago - Kingswood Regional Middle School
- 7-8
- Public
- 345 Students
6/10GreatSchools RatingParent Rating AverageThis school isn't a safe place to learn, I am a student in 8th grade. I was walking up to my class minding my own business when a punk came up to me and "flat tired" me. he ended up taking off my shoe. I turned around and looked at who did it. another student who I've known for many years came to me and squared up, said "Want to f-ing go?" he put his fists up and came twords me, in self defense I put my hands up. The student then tried to punch me so I defended myself. I ended up getting punched multiple times in the head / face, almost getting pushed out of a window. I only swung once to defend myself.I am not a human punching bag, and I will not stay quiet about this. this school is not safe. and the staff need more training in how to prevent things that have happened for the last 5+ years. All 3 of the students (that includes me) where suspended for 3 days.Student Review4y ago - Crescent Lake School
- 4-6
- Public
- 181 Students
6/10GreatSchools RatingParent Rating AverageOur daughter loves Crescent Lake School. (2nd year). The staff is warm & friendly and the environment is safe & encouraging.Parent Review7y ago 
Check out schools near 257 Middleton Rd.
What Locals Say about Wolfeboro
At least 21 Trulia users voted on each feature.
95 % Say yards are well-kept
95 % Say people would walk alone at night
87 % Say it's dog friendly
86 % Say car is needed
81 % Say there's wildlife
80 % Say parking is easy
77 % Say there's holiday spirit
74 % Say they plan to stay for at least 5 years
73 % Say there are community events
68 % Say kids play outside
65 % Say neighbors are friendly
62 % Say it's walkable to grocery stores
62 % Say it's quiet
48 % Say streets are well-lit
46 % Say it's walkable to restaurants
17 % Say there are sidewalks
Sourced by Trulia users. Learn more about our methodology.
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