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$745,000
4 Beds 3 Baths O6433654 MLS
Triplex investment opportunity in the heart of Colonialtown North / Mills 50, one of Orlando’s most desirable neighborhoods. Nestled on a quiet, tree-lined street, this property features a single-family home in front with a duplex in the rear, providing flexibility for an owner-occupant to live on-site while renting the additional units or for an investor to rent all three. The units offer functional layouts and have been well maintained, retaining tenants year after year. Major improvements include a roof replacement on both structures, re-piping the entire property, a new HVAC system and new luxury vinyl plank (LVP) flooring in Unit 1. Each unit features a private entrance, private outdoor space, and access to on-site laundry facilities. Situated on a spacious lot with ample off-street parking and two garages, the property benefits from strong tenant demand and a highly desirable location. Enjoy convenient access a short walk to neighborhood restaurants, grocery stores, coffee shops, and everyday conveniences such as Starbucks and Publix, along with close proximity to Downtown Orlando and major thoroughfares including Colonial Drive and I-4. Whether you're looking to expand your investment portfolio or take advantage of an owner-occupant opportunity with additional rental income potential, this property offers exceptional flexibility in a sought-after Orlando neighborhood. Call today to schedule a showing and explore the possibilities at this unique triplex property!

1509 Woodward Street, Orlando

Listing courtesy of SPECIALIZED PROPERTY MANAGEMENT. 407-682-3355

$850,000
6 Beds 3 Baths O6430470 MLS
Investor opportunity in a high-demand infill location between Baldwin Park and Downtown Orlando! This fully occupied triplex offers three separately rented 2-bedroom, 1-bath units—6 bedrooms and 3 bathrooms in total—providing immediate rental income from day one. The single-story block property offers approximately 2,472 square feet of living area on a corner lot of approximately 0.27 acre. Each residence features durable tile flooring and its own separate laundry room, creating a practical layout for tenants and easier ongoing maintenance for ownership. Important capital improvements include repiping and electrical updates to all three units in 2021, one septic system replaced in 2022, the second septic system serviced/pumped in 2025, and a new A/C system in Unit 5214.Rood 2015 Location is a major advantage. The property is positioned near Baldwin Park’s restaurants, shopping, parks and recreation, while Downtown Orlando is only minutes away. Convenient access to Colonial Drive and SR 408 connects residents to employment centers, healthcare, shopping and entertainment throughout Central Florida. With all three units occupied, separate living spaces and major systems already improved, this property is well positioned for an investor seeking current income, simplified maintenance and lasting rental appeal in the heart of Orlando. This is a beautiful community surruonded for homes, waliking and byke trails. Please do not disturb tenants. Showings by appointment only. Buyer to independently verify leases, rents, deposits, expenses, measurements, permits, zoning and all information material to the purchase.

5214 Josephine Street, Orlando

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$799,000
6 Beds 5 Baths O6425051 MLS
Welcome to 1017 N Thornton Avenue, a spacious 6 bedroom, 5 bathroom home offering comfortable living space in the heart of Orlando. Thoughtfully designed with a flexible one-story layout, this home provides the perfect balance of comfort, function, and versatility for both everyday living and entertaining. Natural light fills the inviting living areas, creating a bright and welcoming atmosphere throughout. The home features two kitchens, offering excellent flexibility for multi-generational living, extended guest stays, entertaining, or added convenience for a variety of household needs. With six bedrooms and five bathrooms, the layout provides generous space for residents, guests, a home office, hobby rooms, or additional storage. Outdoor living includes a welcoming front porch and an open patio, giving you multiple areas to enjoy fresh air, outdoor seating, or casual gatherings. The patio offers room for grilling, dining, or creating a personalized outdoor retreat. Located in Orlando’s 32803 area, the home is close to Downtown Orlando, Mills 50, Lake Eola, Ivanhoe Village, restaurants, shopping, parks, schools, and everyday conveniences. With access to major roadways and nearby entertainment, this location offers a convenient urban lifestyle while still providing the comfort of an established residential neighborhood.

1017 N Thornton Avenue, Orlando

Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS. 407-629-4420

$399,000
3 Beds 3 Baths O6423827 MLS
Excellent investment opportunity! Welcome to 6923,6925 and 6927 Anoka Dr. This triplex features three separate 1-bedroom, 1-bathroom units with individual electric meters, offering flexibility for investors and owner-occupants alike. Situated on a spacious 0.29-acre lot with no HOA, the property features a metal roof installed in 2019 and permitted commercial-grade fencing that provides added privacy and security. One unit is owner occupied, one is tenant occupied, and one unit is currently vacant, creating an excellent opportunity to move in immediately or lease the vacant unit at market rent. Whether you're looking to expand your rental portfolio or offset your mortgage by living in one unit while generating rental income from the others, this property offers excellent income potential. Conveniently located with easy access to major roadways, shopping, dining, schools, and everyday amenities. Triplex opportunities with separate electric meters, valuable upgrades, and flexible occupancy are hard to find. Previously appraised at $420K. Don't miss your chance to own this versatile Orlando investment property.

6923 Anoka Drive, Orlando

Listing courtesy of EXP REALTY LLC. 888-883-8509

$1,399,000
O6406181 MLS
Extraordinary mixed-use property in the heart of Baldwin Park, just completed with a top-to-bottom renovation featuring luxurious brand-new finishes, a new roof, and new HVAC units. Offering a rare work-live lifestyle with strong investment potential, this property sits just steps from Lake Baldwin, Publix, boutique shopping, and top-rated dining. Divided into three distinct units—an elegant townhome, an income-producing garage apartment, and a commercial space—creating multiple income streams and long-term value. The commercial unit at the front features a private entrance, two rooms, and a full bath with rents ranging at $2,400/month. The main townhome showcases timeless finishes including engineered hardwood floors, an open-concept layout, and abundant natural light. The chef’s kitchen is equipped with custom cabinetry, quartz countertops, premium appliances, a spacious island with eat-in seating, and a walk-in pantry. A private entrance and powder bath complete the first floor. Upstairs, the luxurious primary suite offers double walk-in closets and a spa-style bath with soaking tub, walk-in shower, dual sink vanity, and designer marble tile. Two generous secondary bedrooms—one with a walk-in closet—share a remodeled full bath and both open to a private balcony. A full laundry room adds convenience. The garage apartment has its own private entry with rents ranging at $2,000/month. This move-in-ready apartment features a walk-in closet, updated full bath, and open-plan living with kitchen and living space. Located on a tree-lined street with rear two-car garage and ample parking, this property places you just steps from parks, community pools, fitness centers, scenic walking trails around Lake Baldwin, and nearby dog park access. With unmatched flexibility, income potential, and walkable lifestyle appeal, this is a rare opportunity in one of Orlando’s most desirable communities. Schedule your private showing today.

1567 Lake Baldwin Lane, Orlando

Listing courtesy of COMPASS FLORIDA LLC. 407-203-9441

$719,900
3 Beds 3 Baths O6406400 MLS
3 Driveways • 3 Entrances • 2 Homes! Incredible Investment Opportunity in the Heart of College Park / Downtown Orlando! Welcome to this rare and versatile property situated on a spacious corner lot of nearly 1/4 acre in highly desirable College Park! Featuring two separate homes, fully fenced and gated grounds, and multiple private entrances, this property offers endless possibilities for homeowners, investors, multi-generational living, or short-term rental income. The main residence facing Venetian offers: 2 Bedrooms, Dedicated Office, 2 Fully Renovated Bathrooms (2021), Potential space for a kitchenette conversion.Inside, you’re welcomed by a bright foyer leading into the spacious living and dining areas with beautifully refinished hardwood floors (2023). The office connects directly to the primary suite, which features a fully renovated bathroom and private exterior access. The secondary bedroom also includes: A fully remodeled bathroom (2021), Private entrance access , Flexible layout with potential for a private efficiency/in-law suite. The kitchen is equipped with natural gas appliances and sits at the rear of the home for added functionality and privacy. Detached Guest House / In-Law Suite Currently operating successfully as an Airbnb, the detached guest house generated: $25,000–$32,000 annually. Over $32,000 in 2023 alone This fully renovated (2019) guest home includes: 1 Bedroom, 1 Bathroom, Full Kitchen, Washer and Dryer, Tankless Gas Water Heater and owner is willing to sell fully furnished. Major Updates & Features-Solar panels fully paid off at closing , Extremely low electric bills (under $100/month at peak usage), Septic system replaced in 2010, New drain field installed in 2024, Main house AC replaced in 2021, Fully fenced and gated property, Three separate driveways and entrances. Whether you’re looking for a primary residence with income potential or a turnkey investment property, this unique College Park gem checks every box. Schedule your private showing today before this home is SOLD!

1020 Venetian Avenue, Orlando

Listing courtesy of VOSS REALTY INC. 407-456-0777

$745,000
2 Beds 3 Baths O6405857 MLS
Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.

408 Holt Avenue, Winter Park

Listing courtesy of THE REAL ESTATE PRINCIPLE, INC. 407-739-7209

$950,000
O6404839 MLS
Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Exceptional investment opportunity in the heart of Downtown Orlando! Situated on just over half an acre in the highly desirable SODO/Downtown Orlando corridor, 2119 S Fern Creek Ave offers incredible income-producing potential with 10 total units across three separate buildings. Whether you are looking to expand your real estate portfolio, pursue a value-add opportunity, house hack by living in one unit while generating rental income from the others, or explore future redevelopment possibilities, this versatile multi-family property delivers endless potential. Currently occupied with nine long-term tenants in place, the property generates over $92,000 in gross annual income, providing immediate cash flow for investors. The main building features four units, while the second and third buildings offer six efficiency units combined, creating a flexible and diversified rental setup. The property is enhanced by mature landscaping, charming curb appeal, abundant on-site parking, additional storage and shed space, and even a unique tree house tucked away in the rear of the property. Residents enjoy comfortable living spaces in a prime central location just minutes from Downtown Orlando, Orlando Health, shopping, dining, entertainment, major highways, parks, and everything the vibrant downtown lifestyle has to offer. Opportunities like this are rare — ideal for investors seeking strong rental income, multi-generational living, redevelopment potential, or long-term appreciation in one of Orlando’s most sought-after growth areas.

2119 S Fern Creek Avenue, Orlando

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$645,000
3 Beds 3 Baths O6395000 MLS
Three units. Three leases already in place. One decision to make. This is a straightforward triplex in East Orlando's Azalea Park area, and straightforward is exactly what an investor wants. No vacancy to chase, no tenant to place, no momentum to build. You're collecting rent on day one. Each of the three units is a mirror of the others: one bedroom, one full bath, a kitchen, dining room, and living room, and includes a washer and dryer. The roof was replaced in 2018. The case for this property is really a case for this location. You're sitting in the 32807 zip code, one of East Orlando's most connected corridors. SR-408 is minutes away, putting Downtown Orlando about ten minutes out and MCO about fifteen. SR-417 and Semoran Boulevard are both close, which means your tenants can get anywhere in the metro without a second thought. Baldwin Park and Winter Park are right up the road. Colonial Drive puts retail, dining, and services within easy reach. This is the kind of address that rents itself. Whether you're adding a clean, cash-flowing asset to an existing portfolio or planting your first flag in the Orlando market, this one removes the guesswork. The tenants are there. The infrastructure is solid. The location does the heavy lifting. Opportunities like this don't sit long. They don't have to.

722 Tucker Avenue, Orlando

Listing courtesy of HOMEVEST REALTY. 407-897-5400

$699,000
7 Beds 3 Baths O6388329 MLS
ATTENTION INVESTORS! Rare opportunity to own a fully occupied triplex in the heart of Winter Garden. Located within minutes to the popular Plant Street district with its vibrant shops, restaurants, and entertainment. This true triplex sits on an oversized lot and features three renovated units with reliable tenants. Each unit is individually metered for electricity, and the property is connected to city water and city sewer. Tenants pay their own utilities and are responsible for yard maintenance. The oversized lot provides additional flexibility and potential for future expansion such as a garage apartment or in-law suite (buyer to verify zoning and building requirements). Roof replaced approximately 10 years ago. Excellent location with strong long-term appreciation potential. Seller is offering $10K towards closing costs!

721 Foster Avenue, Winter Garden

Listing courtesy of COLDWELL BANKER REALTY. 407-352-1040

$875,000
O6385872 MLS
Spacious 6-Bedroom, 3-Bathroom Home with 3 Independent Units – Perfect for Investment or Multi-Family Living! This unique property offers 6 bedrooms and 3 bathrooms across three separate, fully independent units, each with its own entrance. Whether you're looking for a great investment opportunity or need a spacious home for multi-family living, this property has it all! The main house includes well-sized bedrooms, a comfortable living area, and a fully equipped kitchen. Each of the three units is designed for comfort and privacy, making it ideal for rental income or accommodating a large family. Located in a central area, this home provides easy access to all major amenities, shopping, dining, and transportation. The property also offers plenty of parking space and a shared laundry area. Don’t miss the chance to own this versatile property that can be used for both personal living and investment purposes. Seller financing is available. Contact us today for more details or to schedule a showing!

1829 Hollenbeck Drive, Orlando

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$760,000
O6384585 MLS
Great Opportunity in the Heart of Orlando! This 5-bedroom, 3-bathroom home is located in the desirable Belle Isle neighborhood of Orlando. The property offers spacious living areas, modern features, and is fully furnished. However, please note that the sale price does not include the furniture, which can be negotiated separately. The home has been renovated with upgraded appliances, sleek countertops, and stylish flooring throughout. The kitchen is equipped with stainless steel appliances and ample storage. This property also includes an in-law suite or additional unit in the back with a separate entrance, perfect for extended family or rental potential. Situated just minutes from downtown Orlando, this home offers easy access to major highways, shopping, dining, and local attractions. This property offers a rare combination of space, modern updates, and a prime location. Whether you're looking for a family home or an investment opportunity, this home is sure to meet your needs. Seller financing available.

2008 Page Avenue, Orlando

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$839,000
3 Beds 3 Baths O6362997 MLS
This charming triplex in the heart of Downtown Orlando offers three 1-bedroom, 1-bathroom units, perfect for investors or anyone looking to live in one unit while renting the others. All 3 units were beautifully renovated in 2021 and feature updated kitchens, modern finishes, newly installed AC systems, and full-size in-unit laundry, making them highly desirable and move-in ready. Unit 3 includes a private second-floor screened balcony, providing a relaxing outdoor space and a unique rental draw. Situated steps from Orlando’s best dining, entertainment, Lake Eola Park, and major downtown employers, this property delivers unbeatable convenience and strong long-term demand. Whether you're seeking reliable rental income or a flexible owner-occupied setup, this triplex checks all the boxes. A rare opportunity in one of Orlando’s most vibrant neighborhoods, schedule your showing today.

510 N Summerlin Avenue, Orlando

Listing courtesy of OLDE TOWN BROKERS INC. 407-425-5069

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