$375,000
Original price: $399,999
6 Beds
2 Baths
2,289 sqft (on 0.25 acres)
263 Front St, Winchendon, MA 01475
Est. Mortgage $2,456/mo*
Get Pre-QualifiedHome Highlights
Multi-Family
Built in 1846
0.25 acre lot
$164/sqft
5 Open Spaces
Local Information
- Map ViewExplore the area around 263 Front St.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
263 Front St. is a well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers the ideal opportunity for an owner-occupant seeking supplemental rental income or an investor looking to add a turnkey duplex to their portfolio. Ideally situated in a convenient in-town location close to shopping, dining, schools, parks, and commuter routes, this versatile property delivers both lifestyle and long-term value. Whether you're starting your investment journey or growing an established portfolio, this is a property you'll want to see.
Last check for updates: about 1 hour ago
Listing courtesy of Leanne Roy, (978) 833-8847
Keller Williams Realty North Central, (978) 840-9000
Michael Leger, (978) 985-6434
Source: MLS PIN, MLS#73558512
Also Listed on MLS PIN.
Home Details for 263 Front St
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Interior Details Basement: Concrete,UnfinishedNumber of Rooms: 12 |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 2289 Square Feet |
Appliances & Utilities Utilities: for Electric Oven |
Fireplace & Spa Number of Fireplaces: 1Has a FireplaceNo Spa |
Gas & Electric Electric: Fuses, Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Wood, Tile, Laminate |
Levels, Entrance, & Accessibility Number of Stories: 4Floors: Wood, Tile, Laminate |
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Exterior Home Features Roof: ShingleExterior: Decorative LightingFoundation: Stone, Granite |
Parking & Garage Open Parking Spaces: 5No GarageHas Open ParkingParking Spaces: 5Parking: Paved Drive,Off Street |
Frontage Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: 132.00 |
Finished Area Finished Area (above surface): 2289 |
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Days on Market: 46 |
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Year Built Year Built: 1846 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: 2 Family - 2 Units Side by Side |
Building Construction Materials: FrameDoes Not Include Home Warranty |
Property Information Parcel Number: M:5B2 B:0 L:221, 3494032 |
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Price List Price: $375,000Price Per Sqft: $164 |
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MLS Status: Active |
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Direction & Address City: Winchendon |
School Information Elementary School: MesJr High / Middle School: MmsHigh School: Mhs |
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Listing Agent Listing ID: 73558512 |
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Building Area Building Area: 2289 Square Feet |
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Community Features: Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community |
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Lot Area: 10890 sqft |
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Listing Terms: Contract |
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BasementMls Number: 73558512Above Grade Unfinished Area: 2289 |
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ShoppingParkWalk/Jog TrailsMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School |
Around this home
What Locals Say about Winchendon
At least 32 Trulia users voted on each feature.
87 % Say parking is easy
85 % Say it's dog friendly
81 % Say kids play outside
80 % Say car is needed
75 % Say yards are well-kept
74 % Say there's holiday spirit
64 % Say people would walk alone at night
63 % Say it's quiet
59 % Say there are sidewalks
55 % Say neighbors are friendly
50 % Say there's wildlife
50 % Say they plan to stay for at least 5 years
45 % Say streets are well-lit
36 % Say there are community events
34 % Say it's walkable to restaurants
14 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Winchendon
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
—
Available listings
26
1MoM
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Multi-Family Home | $389,500 | 07/23/26 | 4 | 2 | 1,948 | |
0.43 | Multi-Family Home | $417,000 | 12/12/25 | 6 | 2 | 2,400 | |
0.31 | Multi-Family Home | $499,000 | 07/13/26 | 6 | 4 | 3,054 | |
0.42 | Multi-Family Home | $487,000 | 06/05/26 | 5 | 2 | 2,331 | |
0.45 | Multi-Family Home | $381,900 | 08/20/26 | 4 | 2.5 | 2,001 | |
0.66 | Multi-Family Home | $440,000 | 03/19/26 | 4 | 2 | 1,923 | |
0.13 | Multi-Family Home | $340,000 | 01/16/26 | 4 | 2 | 1,704 | |
0.33 | Multi-Family Home | $549,900 | 10/01/25 | 5 | 4 | 3,744 | |
0.89 | Multi-Family Home | $407,500 | 11/21/25 | 4 | 2 | 1,914 | |
0.77 | Multi-Family Home | $394,000 | 12/17/25 | 5 | 2.5 | 2,776 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $659,000 | 10 | 4 | 3,818 | For Sale | |
0.05 | - | 8 | 3.5 | 3,437 | Off Market | |
0.03 | $542,100 | 3 | 3 | 2,288 | Off Market | |
0.06 | $499,900 | 6 | 2.5 | 3,437 | Off Market | |
0.09 | $190,000 | 4 | 2 | 3,360 | Recently Sold | |
0.09 | $522,000 | 6 | 3 | 4,086 | Off Market | |
0.12 | - | - | - | - | Off Market | |
0.11 | $327,500 | 2 | 1 | 942 | Off Market | |
0.13 | $340,000 | 4 | 2 | 1,704 | Recently Sold | |
0.15 | $464,900 | 3 | 2.5 | 1,400 | For Sale | |
0.14 | $389,500 | 4 | 2 | 1,948 | Recently Sold |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 11, 2026 Source: MLS PIN #73558512 | PriceChange | $375,000 Price decreased by 6% |
Sep 1, 2026 Source: MLS PIN #73558512 | PriceChange | $399,999 Price decreased by 4% |
Aug 3, 2026 Source: MLS PIN #73558512 | Listed For Sale | $418,000 |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Leanne Roy, Keller Williams Realty North Central, (978) 840-9000
Agent Phone: (978) 833-8847
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
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Frequently asked questions about 263 Front St
- What is the estimated monthly payment for 263 Front St?Based on a $375,000 list price with 20% down at today's rates, the estimated monthly payment for 263 Front St in Winchendon, MA is approximately $2,493 (about $2,037 principal & interest, $381 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What do residents say about Winchendon?Residents describe Winchendon, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See homes for sale in Winchendon, MA.
- What are the closest schools to 263 Front St?The closest schools to 263 Front St in Winchendon, MA are Memorial Elementary School, Murdock High School (rated 3/10), Murdock Middle School (rated 5/10).
- Does 263 Front St have parking?Yes, 263 Front St in Winchendon, MA has on-site parking.
263 Front St, Winchendon, MA 01475 is a 6 bedroom, 2 bathroom, 2,289 sqft multi-family built in 1846. This property is currently available for sale and was listed by MLS PIN on Aug 3, 2026. The MLS # for this home is MLS# 73558512.