$985,000
Investment Summary
- Monthly Cash Flow
- -$2,787
- Cap Rate
- 2.8%
- Cash-on-Cash Return
- -14.8%
- Debt Coverage Ratio
- 0.45
- Internal Rate of Return (5 years)
- -10.3%
Cash Flow
Net Operating Income (NOI) minus mortgage payments.
Calculation:
NOI - Mortgage Payments
Cap Rate (Market Value)
Capitalization Rate is a rate of return that compares the yearly Net Operating Income (NOI) to the market value.
Calculation:
NOI / Market Value
Cash-on-Cash Return (CoC)
Annual Cash Flow / Cash Invested
Calculation:
Annual cash flow divided by initial cash invested.
Debt Coverage Ratio (DCR)
Net Operating Income (NOI) divided by total debt payments.
Calculation:
NOI / Total Debt Payments
Internal Rate of Return (IRR)
A metric for assessing profitability over time. IRR is the discount rate at which the net present value (NPV) of all future cash flows (positive and negative) from an investment equals zero — including both periodic cash flow (such as rent) and a projected sale at the end of the holding period. It represents the expected annualized return, accounting for income, expenses, and the recovery of capital through a future sale.
Property Description
One or more photo(s) has been virtually staged. New Lower Price! Downtown Winter Garden Craftsman–Where Timeless Charm Meets Modern Living Discover a rare opportunity to own a beautifully preserved piece of Winter Garden history in the heart of the vibrant downtown golf cart district. This distinguished 1928 Craftsman-style home sits proudly on an expansive .53-acre, R-2 zoned lot—a rarity in this sought-after area—and offers a harmonious blend of original architectural character and thoughtful modern updates. Once owned by the Collie Biggers family, early pioneers of Winter Garden’s movie theatre legacy, the home has been lovingly cared for over the past 34 years by its current owners, fondly remembered as the faces behind the cherished local eatery "Downtown Brown’s." This deep-rooted local connection enhances the home’s legacy and makes it a true cornerstone of the community. Offering approximately 2,204 square feet of living space plus a charming ducted sunroom, this two-story gem welcomes you with historic details including refinished original hardwood floors (2025), glass doorknobs, custom built-ins, and vintage trim work. The formal living & dining rooms maintain their period elegance, while the spacious family room—complete with a wood-burning fireplace—was seamlessly added to accommodate today’s lifestyle. The heart of the home is a custom kitchen outfitted with timeless cabinetry, stainless appliances, double ovens, natural gas 6-burner cooktop with hood, and a new French door refrigerator (2025). New luxury vinyl plank flooring runs throughout the kitchen, family room, sunroom, and main-level powder bath, offering beauty and durability. Upstairs, a private primary suite features gleaming hardwood floors, a huge walk-in closet, convenient washer/dryer cubby, and a spacious en-suite bath with clawfoot tub and tiled shower—your personal retreat. Step outside to relax or entertain on the shaded 23x25 rear deck, recently updated with new railings, stairs, and stain finish (2025). Enjoy sunny Florida days in the 14,000-gallon above-ground pool (2020) or meander through lush butterfly and vegetable gardens across the tranquil, fully fenced backyard. Two additional wooden decks provide peaceful spots to unwind. The property also features: NEW ROOF(2025), Fresh interior paint throughout (2025) New light fixtures in main living areas (2025) Breezeway with Saltillo tile and tongue-and-groove ceiling (2025) Termite tented with transferable bond (2025) Dual HVAC systems (2019 & 2020) Electrical panel upgrades (2005 & 2020) Replumbed (~2004) and a Rinnai tankless gas water heater (2023-24). There's even a partial basement below the home with sump pump and water softener! Stow vehicles in the oversized 2-car garage with new openers (2023 & 2025) and tools and toys in the attached 12x12 shed. With its zoning and lot size, this home also presents exciting future development potential—including a possible lot split (subject to city variance; buyer to verify). Just a few short blocks to the West Orange Trail, Plant Street Market, the weekly Farmers Market, and Winter Garden’s charming restaurants, coffee shops, & boutiques—this location is truly second to none. More than just a home, this is a living piece of Winter Garden’s history—a unique blend of character, comfort, and community legacy. If you’ve been dreaming of timeless architecture, modern convenience, and a walkable lifestyle in one of Central Florida’s most beloved historic districts, your next chapter begins here. Sold as-is.
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Location
Property Details
Parking
- Description: Garage
- Details: Driveway, Garage Door Opener, Oversized, Attached
- Garage Spaces: 2
- Spaces Total: 0
Bedroom Information
- # of Bedrooms: 3
Bathroom Information
- # of Baths (Full): 2
- # of Baths (Total): 3.0
Interior Features
- # of Rooms: 12
- # of Stories: 2
- Basement Description: Crawl Space, Exterior Entry, Partial, Unfinished
- Fireplace: Yes
Exterior Features
- Exterior Walls Materials: Stucco
- Foundation: Pillar/Post/Pier
- Roof Type: Gable or Hip
- Roof Material: Shingle
- Pool: Yes
Land Information
- Land Use: Residential
- Land Use Subtype: Single Family Residential
Lot Information
- Parcel ID: 232227715205060
- Lot Size: 23220 sqft
Property Information
- Property Type: Single Family Residence
- Style: Craftsman
- Year Built: 1928
Tax Information
- Annual Tax: $1,876
Utilities
- Water & Sewer: Public
- Heating: Central, Electric
- Cooling: Central Air
Location
- County: Orange
Listing Details
Investment Summary
- Monthly Cash Flow
- -$2,787
- Cap Rate
- 2.8%
- Cash-on-Cash Return
- -14.8%
- Debt Coverage Ratio
- 0.45
- Internal Rate of Return (5 years)
- -10.3%
Cash Flow
Net Operating Income (NOI) minus mortgage payments.
Calculation:
NOI - Mortgage Payments
Cap Rate (Market Value)
Capitalization Rate is a rate of return that compares the yearly Net Operating Income (NOI) to the market value.
Calculation:
NOI / Market Value
Cash-on-Cash Return (CoC)
Annual Cash Flow / Cash Invested
Calculation:
Annual cash flow divided by initial cash invested.
Debt Coverage Ratio (DCR)
Net Operating Income (NOI) divided by total debt payments.
Calculation:
NOI / Total Debt Payments
Internal Rate of Return (IRR)
A metric for assessing profitability over time. IRR is the discount rate at which the net present value (NPV) of all future cash flows (positive and negative) from an investment equals zero — including both periodic cash flow (such as rent) and a projected sale at the end of the holding period. It represents the expected annualized return, accounting for income, expenses, and the recovery of capital through a future sale.
Purchase Details
Purchase PriceThe price paid for the property. Purchase price:
| $985,000 |
|---|---|
Amount FinancedThe amount of the purchase financed through a loan. Amount financed:
| -$788,000 |
Down paymentThe initial payment made towards the purchase. Down payment:
| $197,000 |
Closing CostsFees and expenses associated with purchasing a property, typically ranging from 2% to 5% of the home’s purchase price, paid at the end of a home purchase to cover services like lending, title transfer, and taxes. Closing costs:
| $29,550 |
Rehab CostsCosts incurred to repair or improve the property, including: roof, flooring, exterior siding, kitchen, exterior paint, bathrooms, etc. Rehab costs:
| $0 |
Initial Cash InvestedThe total initial cash invested in the property. Calculation:Down payment + Buying costs + Rehab costs Initial cash invested:
| $226,550 |
Square Feet (SQFT)The total square footage of the property. Square feet:
| 2,204 |
Cost Per Square FootCost per square foot of the property. Calculation:Purchase Price / Square Feet Cost per square foot:
| $447 |
Monthly Rent Per Square FootMonthly rent divided by the number of square feet. This ratio helps investors compare rental income efficiency across properties, markets, and unit sizes Calculation:Monthly Rent / Square Feet Monthly rent per square foot:
| $1.59 |
Financing Details
Loan AmountThe total sum of money borrowed from a lender to finance a property purchase. Calculation:Purchase Price - Down Payment
Loan amount:
| $788,000 |
|---|---|
Loan to Value Ratio (LTV)Loan amount divided by the market value of the property. Calculation:Loan Amount / Market Value
Loan to value ratio:
| 80.0% |
Loan TypeThe type of loan (e.g., fixed, adjustable).
Loan type:
| Amortizing |
TermThe loan repayment period in years.
Term:
| 30 years |
Interest RateThe percentage a lender charges on the borrowed amount of a loan, determining the cost of borrowing money.
Interest rate:
| 6.625% |
Principal & Interest (PI)The principal is the portion of the loan payment that reduces the loan balance. The interest is the lender's charge for borrowing money. Calculation:(P * r * (1 + r) ** n) / ((1 + r) ** n - 1) Where:
P = Loan amount (principal)
Principal & interest:
| $5,046 |
Property TaxesAnnual taxes levied by local governments on real estate properties. These taxes fund public services like schools, roads, and emergency services.
Property tax:
| $156 |
InsuranceThe costs for insurance coverage to protect against financial losses due to risks like fire, natural disasters, theft, liability, or tenant-related damages. Calculation:Assumes 7% of gross rental income, unless insurance rates are specified.
Insurance:
| $245 |
Private Mortgage Insurance (PMI)A fee that borrowers pay when they take out a conventional loan with a loan-to-value (LTV) ratio above 80%.
Private mortgage insurance (PMI):
| $0 |
Monthly PaymentThe fixed amount a borrower pays each month to repay a loan. It typically includes principal and interest (P&I) and may also cover property taxes, insurance, HOA fees, and PMI if escrowed. Monthly payment:
| $5,447 |
Operating Income
| % Rent | Monthly | Yearly | |
|---|---|---|---|
Gross RentThe total rental income received from tenants before deducting any expenses. Includes base rent, late fees, pet fees, parking fees, and other recurring charges.
Gross rent:
| $3,500 | $42,000 | |
Vacancy LossExpected loss of rent due to vacancies.
Vacancy loss:
(6%)
| 6% | -$210 | -$2,520 |
Operating IncomeGross rental income minus vacancy loss. Calculation:Gross rent - Vacancy loss
Operating income:
| $3,290 | $39,480 |
Operating Expenses
| % Rent | Monthly | Yearly | |
|---|---|---|---|
Property TaxesAnnual taxes levied by local governments on real estate properties. These taxes fund public services like schools, roads, and emergency services. | 4% | -$156 | -$1,877 |
InsuranceThe costs for insurance coverage to protect against financial losses due to risks like fire, natural disasters, theft, liability, or tenant-related damages. Calculation:Assumes 7% of gross rental income, unless insurance rates are specified. | 7% | -$245 | -$2,940 |
Property ManagementThe costs associated with hiring a property manager to handle the day-to-day operations of a rental property. Includes management fees, leasing fes, eviction fees, etc. Calculation:Assumes 8% of gross rental income. | 8% | -$280 | -$3,360 |
Repairs & MaintenanceOngoing costs for routine upkeep and minor fixes needed to keep a property in good working condition. Calculation:Assumes 5% of gross rental income. Varies by property age and condition. | 5% | -$175 | -$2,100 |
Capital ExpensesLarge, infrequent costs for major improvements or replacements, like a new roof, HVAC system, or appliances. Calculation:Assumes 5% of gross rental income. Varies by property age. | 5% | -$175 | -$2,100 |
HOA FeesRegular dues paid to a Homeowners Association for community maintenance, amenities, and management. Similar fees include: Condo Association Fees, Co-op Maintenance Fees, etc. | n/a | n/a | n/a |
Operating ExpensesRecurring costs required to maintain and manage a rental property, including property taxes, insurance, maintenance, repairs, utilities (if paid by the owner), property management fees, and other day-to-day expenses. Calculation:Insurance + Property Taxes + Property Management + Repairs & Maintenance + Capital Expenditures + HOA Fees | 29% | -$1,031 | -$12,377 |
Cash Flow
| Monthly | Yearly | |
|---|---|---|
Net Operating Income (NOI)The income generated from a property after deducting all operating expenses but before deducting mortgage payments, taxes, and capital expenditures. Calculation:Gross Operating Income - Operating Expenses
Net operating income:
| $2,259 | $27,108 |
Mortgage PaymentThe fixed amount a borrower pays each month to repay a loan. It typically includes principal and interest (P&I) and may also cover property taxes, insurance, HOA fees, and PMI if escrowed. | -$5,046 | -$60,552 |
Cash FlowNet Operating Income (NOI) minus mortgage payments. Calculation:NOI - Mortgage Payments | $2,787 | $33,444 |