$799,000
- 6 Beds
- 4 Baths
- 2,400 sqft
108 E Chestnut St, Windsor, CO 80550
Est. Mortgage $4,789/mo*
Get Pre-QualifiedHome Highlights
Multi-Family
Built in 1987
$333/sqft
Garage
Local Information
-- mins to
About this House
What's unique:Fully equipped kitchenBeautifully renovated duplexComfortable inviting living spacesUpdated finishes
DOWNTOWN WINDSOR DUPLEX - RENOVATED - ACTIVE SHORT-TERM RENTAL PERMIT! Rare opportunity to own a beautifully renovated duplex in the heart of Windsor, directly across from Chimney Park's newly improved baseball fields, playground, and community pool! Each spacious unit features 3 bedrooms, 2 bathrooms, updated finishes, a fully equipped kitchen, and comfortable, inviting living spaces. BOTH UNITS ARE CURRENTLY FURNISHED AND STR PERMITTED, providing exceptional flexibility for short-term, mid-term, or traditional long-term rentals. LIVE IN ONE, RENT THE OTHER - generate income while enjoying downtown Windsor living! Or maximize the property's investment potential by renting both units, or use the space for multi-generational living. With an established rental history and extensive updates already completed, this property offers an attractive opportunity for investors and owner-occupants alike. LOCATION, LOCATION, LOCATION! Just steps from Chimney Park and minutes from Windsor Lake, downtown restaurants, shopping, trails, parks, and community events. This desirable setting offers the convenience, recreation, and small-town charm that make Windsor such a sought-after destination. RENOVATED - INCOME PRODUCING - FLEXIBLE RENTAL OPTIONS - PRIME DOWNTOWN LOCATION! Furniture is negotiable, offering buyers the opportunity to purchase the property fully furnished for a seamless transition. Whether you're expanding your investment portfolio, looking to offset your mortgage with rental income, or seeking a versatile property for extended family, this downtown Windsor duplex delivers!
Last check for updates: about 1 hour ago
Listing courtesy of Mark Despain, (970) 460-8460
Rad Real Estate
Source: IRES as distributed by MLS GRID, MLS#1072124

Also Listed on REcolorado as distributed by MLS GRID.
Home Details for 108 E Chestnut St
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Interior Details Basement: None |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 4 |
Dimensions and Layout Living Area: 2400 Square Feet |
Appliances & Utilities Utilities: Natural Gas Available, Electricity Available, Cable AvailableAppliances: Electric Range, Dishwasher, Refrigerator, Washer, Dryer, MicrowaveDishwasherDryerLaundry: Washer/Dryer HookupMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Forced Air |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Window: Window CoveringsFlooring: Wood |
Levels, Entrance, & Accessibility Levels: Tri-LevelFloors: Wood |
View No View |
Security Security: Fire Alarm |
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Exterior Home Features Roof: CompositionPatio / Porch: PatioFencing: FencedExterior: Sprinkler SystemSprinkler System |
Parking & Garage Other Parking: 1 Space/UnitNo CarportHas a GarageNo Attached GarageParking: Garage Door Opener |
Frontage Road Frontage: City StreetRoad Surface Type: AsphaltNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Does Not Include Irrigation Water Rights |
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Days on Market: <1 day on Trulia |
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Year Built Year Built: 1987 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi Family |
Building Construction Materials: Frame, BrickNot a New Construction |
Property Information Usage of Home: Single Family, Multi-FamilyParcel Number: R0032587 |
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Price List Price: $799,000Price Per Sqft: $333 |
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MLS Status: Active |
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Direction & Address City: WindsorCommunity: Windsor Village 4th Fg |
School Information Elementary School: Tozer, Mountain ViewJr High / Middle School: WindsorHigh School: WindsorHigh School District: Weld RE-4 |
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Listing Agent Listing ID: 1072124 |
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Building Area Building Area: 2400 Square Feet |
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No HOA |
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Lot Area: 8523 sqft |
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Special Conditions: Private Owner |
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Listing Terms: Cash, Conventional, FHA, VA Loan |
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Expense Tenant Pays: Deposit, None |
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Mls Number: 1072124Attribution Contact: 970-460-8460Activation Date: Fri Nov 13 2026Showing Service Name: ShowingTime |
Price and Tax history
| Date | Event | Price |
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Nov 13, 2026 Source: REcolorado as distributed by MLS GRID #IR1072124 | Listed For Sale | $799,000 |
Around this home
What Locals Say about Windsor
At least 121 Trulia users voted on each feature.
97 % Say it's dog friendly
95 % Say there are sidewalks
89 % Say parking is easy
89 % Say yards are well-kept
88 % Say kids play outside
86 % Say car is needed
85 % Say people would walk alone at night
78 % Say it's quiet
77 % Say there's holiday spirit
74 % Say streets are well-lit
61 % Say neighbors are friendly
55 % Say they plan to stay for at least 5 years
47 % Say it's walkable to restaurants
46 % Say there are community events
43 % Say there's wildlife
24 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Windsor
Last updated October 2026
Avg. sale price
$588K
$28.33KMoM
Sale-to-List Price
99.1%
0.3%MoM
Price per sq ft
$207
$2MoM
Available listings
241
4MoM
Sourced by Trulia Market Trends
Home Value
Learn more about this home's value by checking out the value of nearby homes.
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 |
|---|---|---|---|---|---|---|
0.00 | $634,900 | 6 | 4 | 1,200 | Off Market | |
0.00 | - | 6 | 4 | 2,400 | Off Market | |
0.02 | $589,700 | 4 | 4 | 2,184 | Off Market | |
0.02 | - | - | - | - | Off Market | |
0.02 | - | 2 | 2 | 1,092 | Off Market | |
0.02 | - | 2 | 2 | 2,000 | Off Market | |
0.03 | $414,400 | 3 | 3 | 1,410 | Off Market | |
0.03 | $422,500 | 3 | 3 | 1,410 | Off Market | |
0.04 | $413,800 | 3 | 2 | 1,108 | Off Market | |
0.04 | $551,000 | 6 | 4 | 2,326 | Off Market | |
0.05 | $492,700 | 3 | 2 | 1,697 | Off Market | |
0.05 | $538,200 | 5 | 3 | 3,136 | Off Market | |
0.05 | $404,600 | 3 | 2 | 1,134 | Off Market | |
0.05 | - | 1 | 1 | - | Off Market | |
0.06 | $490,400 | 4 | 3 | 1,212 | Off Market | |
0.06 | $404,400 | 3 | 1 | 2,048 | Off Market | |
0.06 | $540,500 | 4 | 3.5 | 3,000 | Off Market | |
0.06 | $383,200 | 3 | 2 | 1,134 | Off Market | |
0.06 | $412,100 | 3 | 2 | 1,372 | Off Market | |
0.07 | $455,000 | 3 | 2 | 1,076 | Off Market |
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Mark Despain, Rad Real Estate
Agent Phone: (970) 460-8460

Based on information submitted to the MLS GRID as of 2026-11-13 00:03:12 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
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Frequently asked questions about 108 E Chestnut St
- What is the estimated monthly payment for 108 E Chestnut St?Based on a $799,000 list price with 20% down at today's rates, the estimated monthly payment for 108 E Chestnut St in Windsor, CO is approximately $4,883 (about $4,428 principal & interest, $380 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 108 E Chestnut St compare to homes in Windsor?108 E Chestnut St in Windsor, CO is listed at $799,000, about 36% above the $588K median sale price in Windsor.
- What do residents say about Windsor?Residents describe Windsor, CO as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Windsor, CO.
- What are the closest schools to 108 E Chestnut St?The closest schools to 108 E Chestnut St in Windsor, CO are Mountain View Elementary School (rated 7/10), Tozer Elementary School (Pre-K), Windsor High School (rated 7/10).
- Does 108 E Chestnut St have air conditioning?Yes, 108 E Chestnut St in Windsor, CO has air conditioning.
- Does 108 E Chestnut St have laundry facilities?Yes, 108 E Chestnut St in Windsor, CO has in-unit laundry.
108 E Chestnut St, Windsor, CO 80550 is a 6 bedroom, 4 bathroom, 2,400 sqft multi-family built in 1987. This property is currently available for sale and was listed by IRES as distributed by MLS GRID on Nov 13, 2026. The MLS # for this home is MLS# 1072124.

