Orange Homes with Duplex Property SubType

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Newest Orange Homes with Duplex Property SubType

$499,000

4 Beds ⋅ 2 Baths ⋅ O6433521 MLS

Income Producing Duplex in Winter Park, Florida! Great investment opportunity in a desirable location! This duplex features two 2-bedroom, 1-bath units, each approximately 600 square feet, with private entrances, central AC, and a private screened patio area. Both units are currently leased, providing established rental income and long-term occupancy. Each unit offers a spacious living area and a functional kitchen, with a shared laundry room equipped with a washer and dryer for added convenience. Both units include a full bath with updated showers. Enjoy all of Downtown Winter Park, including the shops and restaurants along Park Avenue, Winter Park Village, and an abundance of entertainment and recreational options such as Mead Botanical Garden, Winter Park Tennis Center, Winter Park Golf Course, and much more. The property also offers easy access to major highways and is just minutes from Rollins College. Don't miss this opportunity to own an income-producing property in one of Central Florida's most desirable areas with no HOA. Pictures were taken prior to occupancy.

2183 Crandon Avenue, Winter Park

Listing courtesy of REAL PROPERTY MANAGEMENT AND REALTY. 407-897-3366

$895,000

O6433558 MLS

Rare opportunity in the heart of Downtown Orlando! This substantial property offers incredible potential for an investor, renovator, or buyer looking to create something special in an established neighborhood surrounded by high value properties. The main residence features 5 bedrooms and 4 bathrooms, plus a separate 825-square-foot garage apartment with 2 bedrooms and 1 bathroom, providing additional living space and flexibility. The home is in need of a renovation and is being sold strictly AS-IS, with the condition and scope of work already reflected in the asking price. The property has been professionally cleaned out and is ready for its next owner to bring their vision. Whether renovating the existing home, reimagining the property, or exploring redevelopment possibilities, the combination of location, square footage, lot value, and surrounding home values creates a compelling opportunity. While the interior requires significant renovation, permit records indicate several major systems have been updated, including a 2020 roof, two HVAC systems from 2020/2021, a 2021 electrical panel, and a 2022 repipe associated with the garage apartment. The garage apartment was built in 2000. Located just minutes from Downtown Orlando and central to some of the city’s most desirable neighborhoods, dining, shopping, parks, and entertainment. A unique opportunity to invest in a fantastic location where beautifully renovated and newly constructed homes command premium values. Property is priced with its current condition and necessary renovations in mind. Cash, Conventional or renovation financing may be best suited for this property. Buyer to independently verify property condition, square footage, permits, zoning, and feasibility of any renovation or redevelopment plans.

813 Greenwood Street, Orlando

Listing courtesy of ALL REAL ESTATE & INVESTMENTS. 407-917-8206

$560,000

4 Beds ⋅ 2 Baths ⋅ O6432212 MLS

Excellent opportunity to own a well-positioned DUPLEX in highly desirable Orlando 32803, offering flexibility for both investors and owner-occupants. One unit is scheduled to begin a new lease on August 14, providing immediate rental income, while the second unit is currently vacant and available for an owner-occupant or future tenant. This setup creates an attractive house-hacking opportunity for buyers who may wish to live in one unit while generating income from the other. The property has benefited from several significant recent improvements that help reduce future capital expenses and make this a strong long-term investment. Major updates include a NEW SEPTIC SYSTEM installed in 2026, a NEW ROOF completed in 2025, fresh exterior paint, an updated outdoor laundry area, and refreshed landscaping. Additional recent work has been completed throughout the property to prepare it for its next owner. Each unit has separate electrical service, providing added convenience for rental operations.A separate water meter is also present, although it is not currently connected, offering potential for future utility separation if desired. With one unit generating rental income and the other vacant, the property offers multiple possibilities: move into one side and offset your monthly housing expenses, lease both units as an income-producing investment, or create a long-term hold in one of Orlando's most sought-after central locations. Conveniently located near Downtown Orlando, Audubon Park, Baldwin Park, Winter Park, Mills 50, shopping, restaurants, entertainment, and major roadways, this property combines location, income potential, and recent capital improvements. Whether you are an investor looking to expand your portfolio or an owner-occupant searching for a property that can help generate additional income, this duplex offers a rare combination of flexibility and opportunity. Schedule your private showing today!

2510 Boyd Avenue, Orlando

Listing courtesy of BP REALTY. 407-361-6655

$589,000

4 Beds ⋅ 2 Baths ⋅ O6431356 MLS

Investment opportunity in the heart of Orlando! This well-maintained duplex is ideally located between I-4 and N. Orange Avenue, just off Princeton Avenue in the desirable 32804 zip code. Whether you're looking to expand your investment portfolio or own income-producing property in a prime location, this duplex checks all the boxes. Both units are currently tenant occupied, providing immediate rental income. Each unit features central heating and air conditioning, beautiful terrazzo floors, a private laundry room, and covered parking with additional driveway parking. Major updates include a new roof in 2019, updated electrical, and a recently installed fence surrounding the property. Location is everything! Just minutes from the Orlando Science Center, AdventHealth Orlando, College Park, Park Avenue in Winter Park, downtown Orlando, shopping, dining, entertainment, and easy access to I-4. Opportunities like this in such a sought-after location don't come along often. Schedule your private showing today and discover the potential this exceptional investment property has to offer!

212 E Harvard Street, Orlando

Listing courtesy of WATSON REALTY CORP.. 407-589-1600

$469,000

2 Beds ⋅ 2 Baths ⋅ O6430684 MLS

Virtually Staged. Exceptional Investment Opportunity in the Heart of SoDo! Discover an outstanding opportunity to own a versatile property in one of Orlando's fastest-growing and most sought-after neighborhoods. Located in the heart of the vibrant SoDo District, this income-producing duplex offers the perfect blend of investment potential, future appreciation, and unbeatable convenience. Positioned just minutes from Downtown Orlando, Orlando Health, Arnold Palmer Hospital, and the thriving Orange Avenue corridor, this property places residents within walking distance of popular restaurants, boutique shopping, coffee shops, entertainment, and everyday conveniences. Quick access to I-4, SR-408, and major employment centers makes this an ideal location for both tenants and owner-occupants. The property features two separate living units with individual electric meters, providing flexibility for investors seeking immediate rental income or homeowners looking to offset their mortgage with rental revenue. Situated on a spacious lot with R-2A/T zoning, the property also presents future redevelopment or value-add possibilities (buyer to verify with the City of Orlando).Whether you're expanding your investment portfolio, looking for a house-hack opportunity, or securing property in one of Orlando's most desirable urban neighborhoods, 223 E. Esther Street is a rare opportunity you won't want to miss. NEW ROOF OCT 2025

223 E Esther Street, Orlando

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

$1,100,000

O6428201 MLS ⋅ 2546 BLDG.

RARE INVESTMENT OPPORTUNITY in the heart of DELANEY PARK! This 2015-built duplex delivers two mirror-image residences, each offering 1,561 sq ft of MODERN LIVING across two thoughtfully designed floors. Live in one side and rent the other, or maximize your returns with both — expected income of $2,600 per side, that's $5,200 monthly! Step inside to an open-concept great room where the kitchen, living, and dining areas flow seamlessly — perfect for entertaining or everyday living. A convenient half bath completes the main level. Head upstairs to three spacious bedrooms, including a PRIMARY SUITE with its own ensuite bath, a shared full bath, and in-unit laundry. Each side boasts a PRIVATE FENCED BACKYARD and one-car garage. Minutes from Downtown Orlando, Orlando Health, A+ rated schools, shopping, dining, parks, and major roadways — this is NEWER CONSTRUCTION in one of Orlando's most sought-after neighborhoods. Don't miss your chance!!

2544 Mayer Street, Orlando

Listing courtesy of COLDWELL BANKER REALTY. 407-696-8000

$535,000

O6428197 MLS

Virtually Staged. Large floor plan, up-down duplex, three bedrooms and two bathrooms in each unit. 3,000 sq ft total. Central AC and laundry rooms in both units. Built in 1999, newer roof, new exterior paint in 2023. New tile flooring in first floor. Turn key duplex. Upstairs leased at $1850, lease expires September. Downstairs owner occupied. Seller willing to lease back downstairs unit.

31 Deacon Jones Boulevard Unit A & B, Orlando

Listing courtesy of RE/MAX PRIME PROPERTIES. 407-347-4512

$699,900

5 Beds ⋅ 6 Baths ⋅ O6428104 MLS

Virtually Staged. Don't miss this exceptional duplex offering two spacious 2-story units—one featuring 2 bedrooms and 2.5 bathrooms, and the other offering 3 bedrooms and 2.5 bathrooms. Each unit includes a 1-car garage, a private yard, and a welcoming living room with a cozy fireplace, creating a comfortable space to relax or entertain. Recent updates include fresh interior and exterior paint, new flooring, new countertops, and new appliances, giving both units a fresh, modern feel. The functional floor plans provide generous bedrooms, well-appointed bathrooms, and excellent flexibility. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers outstanding income potential and versatility. One or more photos may have been virtually staged, AI-generated, or digitally enhanced to illustrate the property's potential.

17 & 19 Hillside Avenue, Orlando

Listing courtesy of MAINSTAY BROKERAGE LLC. 800-583-2914

$510,000

4 Beds ⋅ 4 Baths ⋅ O6427602 MLS

Investor opportunity in the heart of Ocoee! This well-maintained duplex at 821/823 Sleepy Harbour Drive offers immediate cash flow with significant upside. Each unit features 2 bedrooms, 2 bathrooms, an additional office/flex space, oversized living areas, screened lanais, private fenced yards, individual one-car garages, and separate water and electric meters. Built in 1990, the property has a functional layout that continues to attract long-term tenants - Current tenants are long term and wish to stay. Current rents are $1,720 per unit, providing stable income today, while offering the opportunity to increase returns. With cosmetic updates, market rents are estimated around $2,500 per unit, creating excellent value-add potential for investors looking to grow cash flow. Major capital improvements have already been completed, including a new roof (2022), one new garage door (2022), a new septic system (2022), exterior paint (2022), one new A/C system (2025), and the second A/C replaced in 2017. These big-ticket updates allow the next owner to focus on maximizing rental income rather than major maintenance expenses. Conveniently located near shopping, dining, major highways, and downtown Ocoee, this is a rare opportunity to acquire an income-producing property with strong upside potential in a desirable Central Florida location. Whether you're adding to your portfolio or looking for your next value-add investment, this duplex checks all the right boxes.

821 Sleepy Harbour Drive, Ocoee

Listing courtesy of ATRIUM REALTY, LLC. 833-919-1190

$650,000

2 Beds ⋅ 2 Baths ⋅ O6425358 MLS

Rare opportunity to own a charming Duplex on a corner lot in the heart of Winter Park! Located walking distance to Mead gardens and Orange Ave, and less than a mile from Park Ave. shopping and dining, this incredible investment is positioned for convenience and enjoyment! Across the street is a community garden. Whether you are looking for an investment property to add to your portfolio or a primary residence with income generating capabilities, this property has it all! New roof in 2024, and new windows and exterior paint in 2026. AC's updated in 2024 & 2025. Schedule a tour to secure this incredible investment today!

901 Harmon Avenue, Winter Park

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900

$485,000

4 Beds ⋅ 2 Baths ⋅ O6425260 MLS

Virtually Staged. Welcome to 1921 & 1923 Bonneville Drive, a fully renovated, income-producing duplex ideally located just minutes from the University of Central Florida, one of Central Florida's strongest rental markets. This turnkey investment property features two spacious 2-bedroom, 1-bath units, each with its own covered carport, private entrance, separate water and electric meters, and a large fenced backyard—highly desirable amenities that help attract and retain quality tenants. Nearly every major component of the property has been updated, significantly reducing future maintenance costs. Both units have been freshly painted inside and out, feature beautiful new quartz kitchen countertops, new electrical panels, and renovated bathrooms with contemporary cultured marble shower surrounds. Kitchen cabinetry has been professionally refurbished, creating a clean, modern look throughout. Unit 1921 has received additional capital improvements, including a new HVAC system, new water heater, and new kitchen appliances, providing even greater value and peace of mind. Additional features include a newer roof, durable tile flooring throughout both units for easy maintenance, and generous private outdoor spaces that enhance tenant appeal. Whether you're expanding your portfolio or purchasing your first multifamily investment, this move-in-ready duplex offers an exceptional opportunity to own a renovated asset in a high-demand rental location with strong long-term income potential.

1921 Bonneville Drive, Orlando

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY. murraycoleman@kw.com

$999,500

5 Beds ⋅ 5 Baths ⋅ O6420007 MLS

Virtually Staged. One or more photo(s) was virtually staged. NEW CONSTRUCTION*LUXURY BUILT INCOME PRODUCING PROPERTY.DETACHED INCOME PRODUCING APARTMENT. Welcome to this beautifully crafted new construction home in the highly desirable Dover Shores neighborhood. This thoughtfully designed home offers 3,111 square feet of elegant living space with 4 BEDROOMS, 3 full bathrooms and 1 half bathroom, a 2-car garage, complemented by a separate 503-square-foot, 1-bedroom, 1-bathroom apartment above an additional 1-car garage The property offers versatility for multi-generational living, long-term guests, or the option to live in main house while renting the apartment. Per City of Orlando home-sharing rules, apartment may also be registered as a short-term rental provided the owner occupies the main house as their primary residence. Live in one unit while the other helps pay your mortgage, or hold as a pure investment property. Whether you’re an investor seeking passive income, a homeowner looking to offset your mortgage. The apartment could generate $2,000–$3,000 PER MONTH from traveling professionals and international guests. The apartment features its own PRIVATE ENTRANCE, PRIVATE STAIRWAY, and its own address, electric and water meter, ensuring complete privacy and separation while remaining seamlessly integrated into the home’s modern design. As you approach, a grand entrance with a wall of windows greets you, flooding the space with natural light. The spacious living room features a stunning fireplace framed by floor-to-ceiling marble, creating a warm yet sophisticated atmosphere, with 10-foot ceilings enhancing the airy, open layout. The chef’s kitchen is a culinary dream, featuring a large island with seating, stainless steel GE PROFILE appliances, and a walk-in pantry for all your storage needs. The open-concept dining & living area provides ample seating options, and the multi-panel sliding glass door leads out to the rear lanai, seamlessly blending indoor and outdoor living. The downstairs primary suite is a tranquil retreat, featuring a tray ceiling, expansive walk-in closet, and a luxurious bathroom with dual sinks, a large soaking tub, a separate shower, and a private commode. An additional guest bedroom with an en-suite bathroom on the main level offers flexibility, perfect for guests or a home office. Upstairs, two more bedrooms, a full bathroom, and a loft area provide additional living space, with plenty of storage throughout. The guest house is a gem, complete with a private entrance, laundry hookups, additional storage, and separate water and electric meters, making it ideal for rental income, whether as a short-term or long-term rental. With a vinyl fence and an irrigation system, the yard offers easy maintenance and privacy. Conveniently located near Lake Underhill and its public boat ramp, this property also offers quick access to the 408, placing you within 10 minutes of downtown Orlando and less than 20 minutes to UCF and the Orlando International Airport. and Experience the perfect balance of luxury, location, and flexibility in this exceptional Dover Shores property, ideal for those seeking refined living with additional income potential. Don’t miss your chance to make this beautiful residence your own! The home features PREMIUM UPGRADES VALUED OVER $100,000, including HURRICANE-RATED IMPACT WINDOWS AND DOORS, EXTENSIVE TRIM WORK, DESIGNER LIGHTING, and additional LUXURY ENHANCEMENTS that further elevate style and long-term value.

4401 Rockledge Road, Orlando

Listing courtesy of ALBEKORD, INC.. 407-509-5846

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