Ready to move in Single family detached house and a perfect investment opportunity with an option to rent upper level and lower level separately or live in one and rent the second one for extra income in a highly rated and friendly neighborhood in South Windsor. Outstanding location !. Just a walk away from one of the highest rated schools and college. Southwood Public School (500 meters approx), Vincent Massey High School (1.5 km approx) and St. Clair College (400 meters approx). This house features 3 bedrooms, a recently updated 3 piece bath, open concept living area with updated kitchen and dining area on upper level. Lower level has second kitchen a big size room and a second3 piece bath with a separate grade entrance. Beautifully renovated inside out, new roof in 2025, New vinyl flooring in 2026, 3 piece bathroom renovated in 2024, kitchen and hardwood flooring in 2021, backyard remodeled in 2025, new Washer 2024 and so on. Basement has a beautiful separate grade entrance. A 2.5 car garage with a long driveway that can accommodate easily more than 5 cars. The property is available for registration of offers. No offers will be viewed until October 21, 2026 as per sellers request. Sellers have the right to view any per-emptive offers. Sellers also have the right to accept or reject any offers.
3 bedrooms, 2 bathrooms, about 1,100 sq ft, works out to roughly $454 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 3992 Longfellow Ave
Every detail from the listing, in one place.
Type
Detached
Style
Sidesplit
Living space
1100-1500 sq ftas stated on the listing
Parking
8 spacesYes garage
Basement
Separate Entrance, Finished
Features & systems
Parking & garage
Garage
Yes
Parking spaces
8
Interior
Basement
Separate Entrance · Finished
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
Sidesplit
Property class
Detached
3992 Longfellow Ave Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® X14034022$499,900
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 3992 Longfellow Ave Compares to the Windsor Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$2,456
/mo
based on the purchase price of $499,900
$99,980 cash
$399,920 financed
$336,838 total interest
Principal54%$399,920
Interest46%$336,838
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Windsor
Other 2–6 bed homes for sale in Windsor around $500K.
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio97.1%On average, homes sold below asking.
Active listings99Homes for sale here right now.
Median vs prior 90 days−1.6%Compared with Apr 18 – Jul 17, 2026: prices down.
Based on 23 sales from Jul 17 – Oct 15, 2026 (16 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 3992 Longfellow Ave
How much is 3992 Longfellow Ave listed for?
3992 Longfellow Ave is listed at $499,900 (MLS® X14034022). Summitly updates the price as soon as the MLS® record changes.
Is $499,900 a good price for 3992 Longfellow Ave?
Summitly rates it Good Deal: the asking price is 3% to 10% below Zara's estimate, an estimate built from recent sales in Windsor. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 3992 Longfellow Ave changed?
No — 3992 Longfellow Ave is still listed at its original asking price of $499,900.
How many bedrooms and bathrooms does 3992 Longfellow Ave have?
3992 Longfellow Ave has 3 bedrooms and 2 bathrooms, with about 1,100–1,500 square feet of living space. It is a detached home in Windsor.
How much would the monthly mortgage be on 3992 Longfellow Ave?
About $2,456 a month — principal and interest on $499,900 with 20% down ($99,980), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
Are there open houses at 3992 Longfellow Ave?
Yes — Saturday, October 17, 4:00 PM – 6:00 PM; Sunday, October 18, 2:00 PM – 4:00 PM. Open-house times come from the listing brokerage and can change, so check this page before you go, or book a private viewing.
How does 3992 Longfellow Ave compare with other homes in Windsor?
Its asking price of $499,900 is about 8% above the median sold price in Windsor over the last 90 days, $465,000, across 23 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 3992 Longfellow Ave been sold before?
Summitly has no earlier MLS® sale or lease of 3992 Longfellow Ave on record from the last two years. Older records aren't shown under TRREB rules.
Where is 3992 Longfellow Ave?
3992 Longfellow Ave is in Windsor, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 3992 Longfellow Ave been on the market?
6 days — 3992 Longfellow Ave was listed on October 9, 2026.
What is the price per square foot of 3992 Longfellow Ave?
About $333 to $454 per square foot: the asking price of $499,900 over the 1,100–1,500 sq ft the listing gives as its size range.
Does 3992 Longfellow Ave have parking or a garage?
Yes — the listing gives 8 parking spaces. Garage: Yes.
