# 50 Smiley Avenue, Winslow, ME 04901

> **TL;DR:** 2bd/2ba single family, $415,000 ($278/sqft), built 2009, 1,492 sqft.
> Fireplace, 2-car garage. Est. $2,219/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $415,000 |
| Price/sqft | $278 |
| Bedrooms | 2 |
| Bathrooms | 2 full |
| Square Feet | 1,492 |
| Year Built | 2009 |
| Lot Size | 20,473 sqft (0.47 acres) |
| Garage | 2-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 0 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,098 |
| Estimated Insurance | $121 |
| **Total** | **$2,219** |

## Key Amenities

- Fireplace
- 2-car garage

## Property Highlights

- Built in 2009
- 0.47 acre lot
- Fireplace

## Description

### Agent Description
Welcome to 50 Smiley Avenue, a quality-built home offering thoughtful design, eye-catching finishes, and the ease of single-level living. A spacious mudroom welcomes you inside, providing the perfect drop zone for everyday life. Step into the main living area, where the kitchen features granite countertops, natural stone accents, stainless steel appliances, and a gas range. Just off the kitchen, a spacious three-season porch extends the living space outdoors, ideal for summer dinners, entertaining, or enjoying a quiet morning. The adjoining living room features impressive cathedral ceilings that create an open, airy feel, while a gas fireplace adds warmth, character, and functionality to the space. The primary suite features beautiful windows that bring in plenty of natural light, along with a private bath complete with a tiled shower and generous Jacuzzi tub. A second bedroom, additional full bathroom featuring a granite vanity, and conveniently located laundry complete the first floor. The lower level presents an opportunity to expand the finished square footage while building equity. Work has already begun to accommodate an additional bedroom, family room, half bath, and storage space, giving the next owner the flexibility to complete the project and make the space their own. Situated on a beautifully landscaped lot in a desirable neighborhood, the property also features an established fire pit area, creating an inviting space to gather with family and friends or simply unwind outdoors. With quality construction, a functional layout, and room to grow, 50 Smiley Avenue offers the comfort of single-level living today with the potential to add value for years to come. Schedule your private showing today!

## Location

- **Address:** 50 Smiley Avenue, Winslow, ME 04901
- **County:** Kennebec
- **Coordinates:** 44.54862, -69.599405
- **Google Maps:** https://www.google.com/maps?q=44.54862,-69.599405

## Listing Agent

- **Name:** Emily Caron
- **Brokerage:** Coldwell Banker Plourde Real Estate
- **Broker Phone:** (207) 872-7650
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/50-Smiley-Ave_Winslow_ME_04901_M44866-75378?f=listhub&s=MREISME&m=1686127&c=propsimple)

## Photos

![50 Smiley Avenue - Photo 1](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f690886265r.jpg)

![50 Smiley Avenue - Photo 2](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3479477677r.jpg)

![50 Smiley Avenue - Photo 3](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1373283072r.jpg)

![50 Smiley Avenue - Photo 4](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1731965755r.jpg)

![50 Smiley Avenue - Photo 5](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1045157972r.jpg)

![50 Smiley Avenue - Photo 6](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4165304464r.jpg)

![50 Smiley Avenue - Photo 7](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3048753394r.jpg)

![50 Smiley Avenue - Photo 8](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1525828663r.jpg)

![50 Smiley Avenue - Photo 9](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3556767405r.jpg)

![50 Smiley Avenue - Photo 10](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3162202662r.jpg)

![50 Smiley Avenue - Photo 11](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1518269665r.jpg)

![50 Smiley Avenue - Photo 12](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f600759414r.jpg)

![50 Smiley Avenue - Photo 13](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f941015221r.jpg)

![50 Smiley Avenue - Photo 14](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4080439013r.jpg)

![50 Smiley Avenue - Photo 15](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f168051863r.jpg)

![50 Smiley Avenue - Photo 16](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4056322168r.jpg)

![50 Smiley Avenue - Photo 17](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3038817332r.jpg)

![50 Smiley Avenue - Photo 18](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1042507305r.jpg)

![50 Smiley Avenue - Photo 19](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f918123645r.jpg)

![50 Smiley Avenue - Photo 20](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f411564709r.jpg)

![50 Smiley Avenue - Photo 21](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3086547640r.jpg)

![50 Smiley Avenue - Photo 22](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1112745709r.jpg)

![50 Smiley Avenue - Photo 23](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3943111235r.jpg)

![50 Smiley Avenue - Photo 24](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f87070046r.jpg)

![50 Smiley Avenue - Photo 25](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1565781132r.jpg)

![50 Smiley Avenue - Photo 26](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f118858182r.jpg)

![50 Smiley Avenue - Photo 27](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2982169442r.jpg)

![50 Smiley Avenue - Photo 28](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f876431524r.jpg)

![50 Smiley Avenue - Photo 29](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2666463588r.jpg)

![50 Smiley Avenue - Photo 30](http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f787652332r.jpg)

---

**MLS#:** 1686127 | **Updated:** 2026-10-29
**Source:** listhub

*Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#listing",
  "url": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db",
  "name": "50 Smiley Avenue, Winslow, ME 04901",
  "description": "Welcome to 50 Smiley Avenue, a quality-built home offering thoughtful design, eye-catching finishes, and the ease of single-level living. A spacious mudroom welcomes you inside, providing the perfect drop zone for everyday life. Step into the main living area, where the kitchen features granite countertops, natural stone accents, stainless steel appliances, and a gas range. Just off the kitchen, a spacious three-season porch extends the living space outdoors, ideal for summer dinners, entertaining, or enjoying a quiet morning. The adjoining living room features impressive cathedral ceilings that create an open, airy feel, while a gas fireplace adds warmth, character, and functionality to the space. The primary suite features beautiful windows that bring in plenty of natural light, along with a private bath complete with a tiled shower and generous Jacuzzi tub. A second bedroom, additional full bathroom featuring a granite vanity, and conveniently located laundry complete the first floor. The lower level presents an opportunity to expand the finished square footage while building equity. Work has already begun to accommodate an additional bedroom, family room, half bath, and storage space, giving the next owner the flexibility to complete the project and make the space their own. Situated on a beautifully landscaped lot in a desirable neighborhood, the property also features an established fire pit area, creating an inviting space to gather with family and friends or simply unwind outdoors. With quality construction, a functional layout, and room to grow, 50 Smiley Avenue offers the comfort of single-level living today with the potential to add value for years to come. Schedule your private showing today!",
  "image": [
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f690886265r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3479477677r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1373283072r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1731965755r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1045157972r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4165304464r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3048753394r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1525828663r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3556767405r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3162202662r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1518269665r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f600759414r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f941015221r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4080439013r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f168051863r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4056322168r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3038817332r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1042507305r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f918123645r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f411564709r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3086547640r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1112745709r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3943111235r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f87070046r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1565781132r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f118858182r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2982169442r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f876431524r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2666463588r.jpg",
    "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f787652332r.jpg"
  ],
  "primaryImageOfPage": {
    "@type": "ImageObject",
    "url": "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f690886265r.jpg",
    "caption": "50 Smiley Avenue - Winslow, ME"
  },
  "datePosted": "2026-10-29T18:25:33.691Z",
  "dateModified": "2026-10-29T18:25:33.691Z",
  "mainEntity": {
    "@type": "Accommodation",
    "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#property",
    "name": "50 Smiley Avenue, Winslow, ME 04901",
    "address": {
      "@type": "PostalAddress",
      "streetAddress": "50 Smiley Avenue",
      "addressLocality": "Winslow",
      "addressRegion": "ME",
      "postalCode": "04901",
      "addressCountry": "US"
    },
    "geo": {
      "@type": "GeoCoordinates",
      "latitude": 44.54862,
      "longitude": -69.599405
    },
    "image": [
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f690886265r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3479477677r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1373283072r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1731965755r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1045157972r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4165304464r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3048753394r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1525828663r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3556767405r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3162202662r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1518269665r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f600759414r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f941015221r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4080439013r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f168051863r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f4056322168r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3038817332r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1042507305r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f918123645r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f411564709r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3086547640r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1112745709r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f3943111235r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f87070046r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f1565781132r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f118858182r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2982169442r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f876431524r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f2666463588r.jpg",
      "http://lh.rdcpix.com/1fda43cd94f3d1e65153c1146b64a41el-f787652332r.jpg"
    ],
    "identifier": {
      "@type": "PropertyValue",
      "propertyID": "MLS",
      "value": "1686127"
    },
    "accommodationCategory": "Single Family Residence",
    "numberOfBedrooms": 2,
    "numberOfBathroomsTotal": 2,
    "numberOfFullBathrooms": 2,
    "floorSize": {
      "@type": "QuantitativeValue",
      "value": 1492,
      "unitCode": "FTK",
      "unitText": "square feet"
    },
    "yearBuilt": 2009,
    "amenityFeature": [
      {
        "@type": "LocationFeatureSpecification",
        "name": "Heating",
        "value": "Oil, Hot Water(Heating), Zoned, Baseboard"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Flooring",
        "value": "Tile - Ceramic, Wood"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Construction Materials",
        "value": "Wood Frame,  Vinyl Siding"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Pool Features",
        "value": "Porch"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Parking Features",
        "value": "Open"
      },
      {
        "@type": "LocationFeatureSpecification",
        "name": "Fireplace",
        "value": true
      }
    ],
    "additionalProperty": [
      {
        "@type": "PropertyValue",
        "name": "Lot Size",
        "value": "0.47 acres"
      },
      {
        "@type": "PropertyValue",
        "name": "Garage Spaces",
        "value": 2
      },
      {
        "@type": "PropertyValue",
        "name": "Property Subtype",
        "value": "Single Family Residence"
      }
    ]
  },
  "offers": {
    "@type": "Offer",
    "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#offer",
    "url": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db",
    "price": 415000,
    "priceCurrency": "USD",
    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#agent",
    "name": "Emily Caron",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://www.propertysimple.ai/listing/50-smiley-avenue-winslow-me-04901-7523054dfe7a427397a38ca8133169db#brokerage",
      "name": "Coldwell Banker Plourde Real Estate",
      "telephone": "(207) 872-7650"
    }
  }
}
```