249 ORANGE PLACE, MAITLAND, FL 32751

4 Beds

3 Full baths

1,935SqFt

Active

Location, location!! Discover a rare opportunity to own an income-producing triplex in the heart of Maitland, just steps from the iconic Enzian Theater and vibrant Downtown Maitland. This triplex features three separate units, each with three separate electric meters, water meters and IN-UNIT washer and dryers - a highly sought-after feature for both tenants and owner-occupants alike.With all exterior siding replaced in 2026 on all three units, newer roofs installed in 2026 and 2021, and updated kitchens already completed, this property offers an exceptional turnkey investment with major improvements already in place for long-term peace of mind. This property also has ample parking and an oversized storage shed. Unit 1 is a 2 Bed/1 Bath unit rented for $1,950/month, Unit 2 is a 1 Bed/1 Bath rented for $1,500/month, and Unit 3 is a studio rented for $1,100/month. Current rents are currently below market value and all three units are occupied by long-standing tenants who provide dependable income and minimal turnover. All three leases are set to expire in July and August of 2026, providing future flexibility for an investor or owner-occupant, and two of the tenants have already indicated interest in extending their leases, offering continued income stability from day one. Whether you’re looking to expand your investment portfolio, take advantage of a house-hacking opportunity, or explore the potential for short-term rental income, this property offers exceptional versatility in one of Central Florida’s most sought-after locations. Live in one unit while generating income from the others, or maximize returns through a strategic blend of long-term and short-term rental options. Location truly sets this property apart. Enjoy being just minutes from Winter Park Village, offering endless shopping, dining, entertainment, and a movie theater, while also being a short drive from the charm and excitement of Park Avenue and everything Winter Park has to offer. Residents will love easy access to weekend farmers markets in both Maitland and Winter Park, nearby grocery stores, top-rated restaurants, local boutiques, and convenient commuter routes. The property is also located near Rollins College, adding even more appeal to the location. Opportunities to own a triplex in such an unbeatable location rarely come to market.

Property Details
Price $675,000
Bedrooms 4
Full Baths 3
Half Baths 0
Lot Size Area 7500
Lot Size Area Units Square Feet
Acres 0.17
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Single Family Residence
Features Ceiling Fan(s)
Exterior Features Irrigation System, Sidewalk
Year Built 1946
Subdivision ORANGEDALE PARK REP
Roof Shingle
Heating Central, Electric
Foundation Crawlspace
Lot Description Sidewalk
Laundry Features In Kitchen, Laundry Closet
Geographic Data
Directions Merge onto FL-417 S. Take exit 38 for FL-426/Aloma Ave. Keep right, follow signs for Winter Park and merge onto FL-426 W/Aloma Ave. Turn right onto N Lakemont Ave. Turn left onto Palmer Ave. Turn right onto N Park Ave. Turn right onto Orange Pl
County Orange
Latitude 28.614106
Longitude -81.363496
Market Area 32751 - Maitland / Eatonville
Address Information
Address 249 ORANGE PLACE, MAITLAND, FL 32751
Postal Code 32751
City MAITLAND
State FL
Country United States
Listing Information
Listing Office ONE LUXURY INTERNATIONAL LLC
Listing Agent Jessica Lee
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional
School Information
Elementary School Dommerich Elem
Middle School Maitland Middle
High School Winter Park High
MLS Information
Days on market 0
MLS Status Active
Listing Date Jun 23, 2026
Listing Last Modified Jun 24, 2026
Tax ID 362129627201140
Tax Year 2025
Tax Annual Amount 10093
MLS Area 32751 - Maitland / Eatonville
MLS # O6419510

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This information is believed to be accurate, but without any warranty.