# 837 E Wakefield Boulevard, Winchester, CT 06098

> **TL;DR:** 3bd/2ba single family, $629,900 ($539/sqft), built 1930, 1,168 sqft.
> Waterfront, A/C. Est. $3,369/mo. Listed 45 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $629,900 |
| Price/sqft | $539 |
| Bedrooms | 3 |
| Bathrooms | 1 full, 1 half |
| Square Feet | 1,168 |
| Year Built | 1930 |
| Lot Size | 33,106 sqft (0.76 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 45 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,185 |
| Estimated Insurance | $184 |
| **Total** | **$3,369** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Gilbert

## Key Amenities

- Waterfront
- A/C

## Property Highlights

- Built in 1930
- 0.76 acre lot
- Waterfront

## Description

### Agent Description
Enjoy the best of Highland Lake living with this unique property offering a spacious home directly across the street from the lake along with your own separate waterfront parcel! The main house features 7 rooms, 3-4 bedrooms and 2 full baths, providing plenty of space for year-round living or a relaxing lake retreat. A deck overlooking the waterfront offers the perfect spot to enjoy the lake views, while a wonderful outdoor gathering area featuring a stone fireplace provides an ideal setting for entertaining family and friends. Just across the street, your private waterfront parcel takes lake living to another level with a 15' x 29' deck overlooking Highland Lake and a dock for your boat. Also located on the waterfront is a 240 sq. ft. structure with a half bath, offering excellent flexibility for storage, a lakeside retreat or additional sleeping accommodations. Spend your days boating, swimming, fishing or simply relaxing by the water, then retreat to the comfort of your home just steps away. A rare opportunity to enjoy your own private waterfront access and all that beautiful Highland Lake has to offer!

## Location

- **Address:** 837 E Wakefield Boulevard, Winchester, CT 06098
- **County:** Litchfield
- **Coordinates:** 41.889366, -73.093241
- **Google Maps:** https://www.google.com/maps?q=41.889366,-73.093241

## Listing Agent

- **Name:** David Sartirana
- **Brokerage:** Northwest CT Realty
- **Phone:** 8608060225
- **Broker Phone:** (860) 379-7245
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/837-E-Wakefield-Blvd_Winsted_CT_06098_M36037-83785?f=listhub&s=CTMLS&m=24199152&c=propsimple)

## Photos

![837 E Wakefield Boulevard - Photo 1](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3950619706r.jpg)

![837 E Wakefield Boulevard - Photo 2](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f1059749365r.jpg)

![837 E Wakefield Boulevard - Photo 3](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f778967716r.jpg)

![837 E Wakefield Boulevard - Photo 4](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f4276407502r.jpg)

![837 E Wakefield Boulevard - Photo 5](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3126071958r.jpg)

![837 E Wakefield Boulevard - Photo 6](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f836062742r.jpg)

![837 E Wakefield Boulevard - Photo 7](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3897400362r.jpg)

![837 E Wakefield Boulevard - Photo 8](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f4142542795r.jpg)

![837 E Wakefield Boulevard - Photo 9](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3973674958r.jpg)

![837 E Wakefield Boulevard - Photo 10](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f1059420362r.jpg)

![837 E Wakefield Boulevard - Photo 11](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2642313682r.jpg)

![837 E Wakefield Boulevard - Photo 12](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f4228396599r.jpg)

![837 E Wakefield Boulevard - Photo 13](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2519577428r.jpg)

![837 E Wakefield Boulevard - Photo 14](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f1798426007r.jpg)

![837 E Wakefield Boulevard - Photo 15](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f547171430r.jpg)

![837 E Wakefield Boulevard - Photo 16](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2301805679r.jpg)

![837 E Wakefield Boulevard - Photo 17](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3839223386r.jpg)

![837 E Wakefield Boulevard - Photo 18](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3435412219r.jpg)

![837 E Wakefield Boulevard - Photo 19](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2955705608r.jpg)

![837 E Wakefield Boulevard - Photo 20](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2194058784r.jpg)

![837 E Wakefield Boulevard - Photo 21](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3039700707r.jpg)

![837 E Wakefield Boulevard - Photo 22](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f734953120r.jpg)

![837 E Wakefield Boulevard - Photo 23](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f207888805r.jpg)

![837 E Wakefield Boulevard - Photo 24](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f1798457731r.jpg)

![837 E Wakefield Boulevard - Photo 25](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f585716664r.jpg)

![837 E Wakefield Boulevard - Photo 26](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2495861239r.jpg)

![837 E Wakefield Boulevard - Photo 27](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3579161454r.jpg)

![837 E Wakefield Boulevard - Photo 28](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3756756368r.jpg)

![837 E Wakefield Boulevard - Photo 29](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2818352866r.jpg)

![837 E Wakefield Boulevard - Photo 30](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f424554692r.jpg)

![837 E Wakefield Boulevard - Photo 31](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2403540220r.jpg)

![837 E Wakefield Boulevard - Photo 32](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f4016396919r.jpg)

![837 E Wakefield Boulevard - Photo 33](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2705642743r.jpg)

![837 E Wakefield Boulevard - Photo 34](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f1377981841r.jpg)

![837 E Wakefield Boulevard - Photo 35](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2149879538r.jpg)

![837 E Wakefield Boulevard - Photo 36](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f4123068302r.jpg)

![837 E Wakefield Boulevard - Photo 37](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3821281314r.jpg)

![837 E Wakefield Boulevard - Photo 38](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f3677603102r.jpg)

![837 E Wakefield Boulevard - Photo 39](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f601884754r.jpg)

![837 E Wakefield Boulevard - Photo 40](http://lh.rdcpix.com/8101ed2a5ce0d940ba38bbdca5d4293al-f2532887307r.jpg)

---

**MLS#:** 24199152 | **Updated:** 2026-09-25
**Source:** listhub

*Copyright © 2026 SmartMLS, Inc. 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/837-e-wakefield-boulevard-winchester-ct-06098-24199152)

---

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    "businessFunction": "http://purl.org/goodrelations/v1#Sell",
    "availability": "https://schema.org/InStock",
    "seller": {
      "@id": "https://www.propertysimple.ai/listing/837-e-wakefield-boulevard-winchester-ct-06098-24199152#agent"
    }
  },
  "provider": {
    "@type": "Person",
    "@id": "https://www.propertysimple.ai/listing/837-e-wakefield-boulevard-winchester-ct-06098-24199152#agent",
    "name": "David Sartirana",
    "telephone": "8608060225",
    "worksFor": {
      "@type": "Organization",
      "@id": "https://www.propertysimple.ai/listing/837-e-wakefield-boulevard-winchester-ct-06098-24199152#brokerage",
      "name": "Northwest CT Realty",
      "telephone": "(860) 379-7245"
    }
  }
}
```