$862,000
Original price: $899,900
- 6 Beds
- 4 Baths
- 2,400 sqft
103 E Chestnut St, Windsor, CO 80550
Est. Mortgage $4,834/mo*
Get Pre-QualifiedHome Highlights
Parking
Garage
Price/Sqft
$359
Climate Control
Forced Air, Electric Heating
Listed
45 days ago
Local Information
-- mins to
About this House
For Sale By Owner – Fully Renovated Duplex in Prime Downtown Windsor Location
Exceptional opportunity to own a beautifully renovated, fully furnished duplex in one of Windsor's most desirable locations. Situated directly across from the newly improved Chimney Park baseball fields, playground, and community pool, this property offers both lifestyle and income-producing potential.
Each side features 3 bedrooms, 2 bathrooms, updated finishes, fully equipped kitchens, and comfortable living spaces. Both units currently hold valid Windsor short-term rental permits, providing flexibility for short-term, mid-term, or long-term rental strategies.
Whether you're looking for a turnkey investment property, a house-hacking opportunity, or a multi-generational living arrangement, this duplex offers endless possibilities. Live in one unit while generating income from the other, or maximize returns by renting both sides.
Additional highlights include:
Fully furnished and turnkey
Active Windsor short-term rental permits on both units
Walking distance to downtown Windsor, Windsor Lake, parks, restaurants, and shops
Adjacent to walking trails and open green space
Excellent long-term neighboring residents
Strong rental history and income potential
Easy access to schools, recreation, and community events
Rarely does a duplex in such a premier location come available with this level of flexibility and income potential. Enjoy small-town charm, walkability, and a proven investment opportunity all in one property.
Investment property, primary residence, or both—the choice is yours.
Exceptional opportunity to own a beautifully renovated, fully furnished duplex in one of Windsor's most desirable locations. Situated directly across from the newly improved Chimney Park baseball fields, playground, and community pool, this property offers both lifestyle and income-producing potential.
Each side features 3 bedrooms, 2 bathrooms, updated finishes, fully equipped kitchens, and comfortable living spaces. Both units currently hold valid Windsor short-term rental permits, providing flexibility for short-term, mid-term, or long-term rental strategies.
Whether you're looking for a turnkey investment property, a house-hacking opportunity, or a multi-generational living arrangement, this duplex offers endless possibilities. Live in one unit while generating income from the other, or maximize returns by renting both sides.
Additional highlights include:
Fully furnished and turnkey
Active Windsor short-term rental permits on both units
Walking distance to downtown Windsor, Windsor Lake, parks, restaurants, and shops
Adjacent to walking trails and open green space
Excellent long-term neighboring residents
Strong rental history and income potential
Easy access to schools, recreation, and community events
Rarely does a duplex in such a premier location come available with this level of flexibility and income potential. Enjoy small-town charm, walkability, and a proven investment opportunity all in one property.
Investment property, primary residence, or both—the choice is yours.
Home Details for 103 E Chestnut St
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Interior Details Basement |
Heating & Cooling Heating: Forced Air, ElectricHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Other, Carpet, Laminate |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
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Exterior Home Features Roof: CompositionExterior: Wood |
Parking & Garage GarageParking Spaces: 4Parking: Garage Attached |
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Days on Market: 45 days on Trulia |
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Year Built Year Built: 1987 |
Property Type / Style Property Type: Multi FamilyArchitecture: Other |
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Price Price Per Sqft: $359 |
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Units in Building: 2 |
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Lot Area: 8600 sqft |
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 July 2026
Avg. sale price
$603K
$6.25KMoM
Sale-to-List Price
100.0%
0.3%MoM
Price per sq ft
$207
$1MoM
Available listings
258
15MoM
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 |
|---|---|---|---|---|---|---|---|
1.58 | Multi-Family Home | $3,900,000 | 12/11/25 | - | - | ||
4.93 | Multi-Family Home | $1,385,000 | 08/29/25 | 4 | 4 | 4,400 | |
4.86 | Multi-Family Home | $620,000 | 03/24/26 | - | - | ||
4.86 | Multi-Family Home | $600,000 | 04/30/26 | - | - | ||
4.89 | Multi-Family Home | $520,000 | 02/18/26 | - | - | ||
4.62 | Multi-Family Home | $1,870,000 | 06/17/26 | - | - | ||
4.90 | Multi-Family Home | $535,000 | 04/10/26 | - | - | ||
4.71 | Multi-Family Home | $732,630 | 07/06/26 | - | - | ||
4.97 | Multi-Family Home | $542,500 | 06/04/26 | - | - | ||
4.93 | Multi-Family Home | $580,000 | 03/02/26 | - | - |
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 |
|---|---|---|---|---|---|---|
0.01 | $597,200 | 4 | 4 | 2,184 | Off Market | |
0.09 | $658,100 | 6 | 5 | 4,322 | Off Market | |
0.09 | $447,500 | 3 | 2 | 1,146 | Off Market | |
0.12 | $451,900 | 3 | 2 | 1,769 | Off Market | |
0.12 | $412,600 | 3 | 2.5 | 1,410 | Off Market | |
0.14 | $456,100 | 3 | 3.5 | 3,389 | Off Market | |
0.14 | $154,000 | Studio | - | 741 | Off Market | |
0.14 | $154,000 | Studio | - | 741 | Off Market | |
0.14 | $154,800 | Studio | - | 741 | Off Market | |
0.14 | $154,600 | Studio | - | 741 | Off Market | |
0.14 | $155,900 | Studio | - | 741 | Off Market | |
0.14 | $156,800 | Studio | - | 741 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 15, 2026 Source: N/A | PriceChange | $862,000 Price decreased by 4% |
Jul 11, 2026 Source: N/A | Listed For Sale | $899,900 |
Jan 17, 2023 Source: N/A | Sold | $640,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2026 | $4,001 | $640,000 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
This property is for sale by owner and Zillow, Inc. is displaying it at the owner’s request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.
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Frequently asked questions about 103 E Chestnut St
- What is the estimated monthly payment for 103 E Chestnut St?Based on a $862,000 list price with 20% down at today's rates, the estimated monthly payment for 103 E Chestnut St in Windsor, CO is approximately $4,965 (about $4,481 principal & interest, $409 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 103 E Chestnut St compare to homes in Windsor?103 E Chestnut St in Windsor, CO is listed at $862,000, about 43% above the $603K 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 103 E Chestnut St?The closest schools to 103 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 103 E Chestnut St have laundry facilities?Yes, 103 E Chestnut St in Windsor, CO has in-unit laundry.
103 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 on Jul 11, 2026.

