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726/720 N Pennsylvania Ave, Winter Park, FL, 32789

6beds
4baths
2,282sqft
$1,185,999
$520price/sqft
$7,846/moest. monthly cost
$313,840/yrincome needed

About This Home

Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue’s dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida’s most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.

Getting Around

76
WalkingVery Walkable
39
TransitSome Transit
61
BikeBikeable

Schools

7/10
5/10
Maitland Middle SchoolGrades 6-82.2 mi
7/10
Winter Park High SchoolGrades 9-122.5 mi

Construction

Condition

  • Year built: 2015

Materials

  • Foundation: Block
  • Roof: Metal
  • Construction materials: Block

Type & Style

  • Home type: MultiFamily
  • Property subType: Duplex,Multi Family

Interior

Appliances

  • Laundry features: Inside

Bedrooms & Bathrooms

  • Bedrooms: 6
  • Bathrooms: 4

Features

  • None

Heating & Cooling

  • Heating features: Central
  • Cooling features: Central Air

Interior Area

  • Total interior livable area: 2,282 sqft

Property

Details

  • Parcel number: 062230576005010
  • Zoning: R-2
  • Special condition: None

Features

  • Exterior features: Private Entrance

Lot

  • Lot size: 4,091 sqft

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Strong Wind
    Strong WindRelatively High
  • Cold Wave
    Cold WaveModerate
  • Hail
    HailModerate
  • Hurricane
    HurricaneModerate
  • Lightning
    LightningModerate
  • Tornado
    TornadoModerate

How This Home’s Risks Compare

Strong Wind
Cold Wave
Hail
Hurricane
Lightning
Tornado

FEMA Declared Disasters in Orange County and Florida

Coastal Storm
Flood
Hurricane
Severe Storm
Straight Line Winds
Tornado
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $5,997$71,964
Home Insurance *$810$9,720
Property Taxes $810$9,720
Electricity $229$2,755
Total$7,846$94,152
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$269,005/yr
40% on housing$235,380/yr
45% on housing$209,226/yr

Florida FAIR Plan Programs

Citizens Property Insurance Corporation [Florida]

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,321,953Commercial: 13,564
Total Premiums$4.60B
Total Exposure$385.82B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 14.0%
14.0%
0%30.0%
Electricity Growth Rate10-year average: 2.2%
2.2%
0%15.0%
Property Taxes Growth Rate2-year average: 3.0%
3.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$520This listing

vs Other Active Listings

Avg $/sqft

ZIP 32789$560
Orange County$236

vs Homes Sold Last Month

Median $/sqft

ZIP 32789$438
Orange County$245

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-04-29Listed for sale$1,185,999
2026-02-24Listing removed$1,215,000
2025-09-15Price change$1,215,000
2025-02-19Listed for sale$1,275,000

For Sale by Agent

AgentBrandon Geers
BrokerageCOMPASS FLORIDA LLC

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