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$624,990
4 Beds ⋅ 3 Baths ⋅ 2162625 MLS
Discover a rare investment opportunity in the heart of Riverside with this income-producing triplex in one of Jacksonville's most sought-after neighborhoods. Featuring a well-maintained duplex at the front and a newly renovated, vacant ADU in the rear, this property offers exceptional flexibility for investors, owner-occupants, or those looking to maximize rental income. The front duplex (both units currently leased) includes a 1-bedroom, 1-bath ground-floor unit and a spacious 2-bedroom, 1-bath upstairs unit. The rear ADU has been newly renovated and is ready for immediate occupancy, offering the opportunity for a long-term rental, short-term rental, guest suite, or private living space. Separate access adds convenience, with the duplex utilizing the front driveway and the ADU benefiting from rear road access and parking. Each residence features luxury vinyl plank flooring, updated kitchens with stainless steel appliances and quartz countertops, and new water heaters. Major improvements provide additional peace of mind, including a newer architectural shingle roof, new HVAC systems throughout, and a transferable termite bond. Located just a short bike ride from the vibrant King Street, Park Street, and Post Street corridors, you'll be surrounded by some of Riverside's favorite restaurants, bars, coffee shops, boutiques, and entertainment. Whether you choose to occupy one unit and rent the others, house-hack the property, or lease all three residences for maximum income potential, this turnkey triplex offers an incredible opportunity to invest in one of Jacksonville's most desirable urban neighborhoods. Don't miss your chance to own a versatile, income-generating property in the heart of Riverside!

2781/2783 College Street, Jacksonville
$895,000
7 Beds ⋅ 6 Baths ⋅ 2159802 MLS
A unique investment opportunity in the heart of historic Avondale! This well-maintained triplex sits on an oversized lot just blocks from Boone Park and some of Avondale's best restaurants and shopping, giving tenants an unbeatable lifestyle and location. The property also features a large private parking area and courtyard. Fully occupied with immediate cash flow, the unit mix includes one 3 bed/2.5 bath, a 2 bed/ 2 bath and 2 bed/1 bath units, all with updated kitchens and baths featuring quartz countertops and stainless steel appliances. The 3-bedroom unit stands out with wood floors, high ceilings, and space for a home office. With all units leased, this turnkey property delivers strong, consistent rental income in one of Jacksonville's most sought-after neighborhoods. Investors also have the flexibility to convert back to a single-family home with over 4,000 square feet, or house hack by living in the 3-bedroom unit while renting the other two. A great addition to any portfolio!

3643 Walsh Street, Jacksonville
$310,000
3 Beds ⋅ 3 Baths ⋅ 2156867 MLS
Updated Triplex in Jacksonville, Florida (32211) is a turn-ready multifamily property. This well-maintained listing offers a fantastic opportunity for investors and/or landlords looking to generate cash flow from a proven income-producing property. Repair and maintenance paid invoices available upon request for each unit. 2 of 3 units are EZ schedule showings with 3rd unit on a month-to-month lease with tenant which requires 24 hour notice to show. Property Highlights: 3 functional units designed for one story comfortable living and easy tenant occupancy. Convenient access to local shopping, dining, schools, and major roadways. Current updated flooring help make the properties more attractive to prospective renters.

2715 Trollie Lane, Jacksonville
$459,000
4 Beds ⋅ 3 Baths ⋅ 2156385 MLS
Rare opportunity to own a turnkey, income-producing triplex close to historic Riverside area. This well-maintained all-brick property features one spacious 2-bedroom, 1-bath unit and two 1-bedroom, 1-bath units, offering an excellent unit mix for investors. Recent updates include new refrigerators, in-unit washers and dryers, refreshed interiors, and numerous improvements designed to enhance tenant appeal. The fenced backyard has been converted into a dedicated off-street parking area, providing a valuable amenity in this highly sought-after neighborhood. Current rents are $1,450, $1,250, and $1,100 per month, producing strong cash flow from day one. Conveniently located just minutes from Riverside's restaurants, breweries, shopping, parks, downtown Jacksonville, and major hospitals, this property offers the perfect combination of historic charm, modern updates, and long-term investment potential.

3107 Post Street, Jacksonville
$660,000
12 Beds ⋅ 6 Baths ⋅ 2154632 MLS
Excellent investment opportunity featuring two fully occupied triplexes being sold together at 1042 Maynard St and 1052 Maynard St, Jacksonville, FL 32208. Existing mortgages are currently recorded against the properties ($356,470). All existing loan obligations will need to be addressed as part of the closing process. Seller is open to considering seller financing/creative terms for qualified buyers. Buyers and agents are encouraged to verify all details during their due diligence. Terms are negotiable based on the strength of the offer. This income-producing package includes 6 total units, with each unit offering 2 bedrooms and 1 bathroom. All units are occupied by long-term tenants, providing immediate and consistent rental income. A new roof was installed in 2024, adding value and reducing future maintenance expenses. Conveniently located near major highways, shopping, dining, schools, and Downtown Jacksonville, these properties are positioned in an area with strong rental demand.

1042/1052 Maynard Street, Jacksonville
$550,000
5 Beds ⋅ 3 Baths ⋅ 2151502 MLS
Opportunity is knocking... and it's wearing vintage charm! Located in Jacksonville's historic Riverside district just moments from the historic Willowbranch Library and Willowbranch Park, this classic triplex is ready for its next chapter. Featuring an upstairs 3-bedroom, 1-bath unit and two downstairs 1-bedroom, 1-bath apartments, there's plenty of income potential for the savvy investor. The property also offers off-street parking, a spacious backyard, and loads of historic character just waiting to shine again. Yes, it could use a little love--but the best investments usually do. Situated in one of Jacksonville's most desirable historic neighborhoods, close to dining, shopping, parks, and everything that makes Riverside special, this is your chance to restore, refresh, and reap the rewards. Bring your vision!

2859 Sydney Street, Jacksonville
$275,000
3 Beds ⋅ 3 Baths ⋅ 2151227 MLS
Cash flow without starting from scratch! This income-producing property is already set up as a Tri-plex rental, designed to help maximize monthly income potential from day one. Two units are currently occupied, giving the next owner a head start while still leaving room to optimize the remaining unit. The location is a major advantage. You are just minutes from San Marco Square, with easy access to dining, grocery options, and major highways for a quick commute to anywhere in Jacksonville. Whether you are an investor looking to expand your portfolio or a buyer seeking a flexible housing setup with income potential, this property offers a practical layout in a convenient location.

5549 Hickson Road, Jacksonville
$474,900
5 Beds ⋅ 4 Baths ⋅ 2151110 MLS
New price!! Fully leased Riverside triplex with significant rental upside offering house hackers and investors an estimated pro-forma gross income of $47.4K - $47.7K annually. The ground-floor unit lives like a home, with three bedrooms, one and a half baths, a sunroom or office, formal dining, and washer/dryer connections. Two cozy one-bedroom apartments occupy the second floor, one boasting its own sunny sunroom. Out back, off-street parking fits at least four vehicles--a true rarity in this walkable neighborhood. The location delivers. You're moments from 5 Points shopping, Riverside Publix, The Fresh Market, and Whole Foods, plus First Watch, the Winston Family YMCA, and countless restaurants and bars. With new businesses arriving and values climbing, demand stays strong. Priced to attract serious buyers chasing dependable cash flow.

2652 Dellwood Avenue, Jacksonville
$315,000
5 Beds ⋅ 4 Baths ⋅ 2146285 MLS
INCREDIBLE OPPORTUNITY!! INCOME PRODUCING POTENTIAL!! Fully remodeled property featuring 3 SEPARATE UNITS -- ALL with full kitchens! Unit A: 3BR/1BA Unit B: 1BR/1BA Unit C: 1BR/1BA Perfect for investors, multi-generational living, or house hacking opportunities. Enjoy a fully fenced backyard plus additional storage shed. Endless possibilities with strong rental income potential!

257 Pecan Street, Jacksonville
$785,000
5 Beds ⋅ 3 Baths ⋅ 2138802 MLS
GREAT INVESTMENT OPPORTUNITY! This triplex is fully updated with all units occupied and cash flowing. Unit 1 is currently renting at $1,100.00. Unit 2 is currently renting at $1,430.00. Unit 3 is currently renting at $1,450.00. Walking distance to St. Johns Avenue and Boone Park. Please reach out to the listing agent if interested in touring!

3628 Oak Street, Jacksonville
$335,000
5 Beds ⋅ 4 Baths ⋅ 2134422 MLS
Turn Key rentals3 Houses 2 folios . 1423 2/1 house, 1419 1/1 house and 1415 2/1.5 house with den. All Houses are rented and in good condition. Roofs, ac floors and bathrooms, kitchens, tankless water heaters under 5 years old. Front an back porches and parking in rear. Great opportunity for someone to live in one and rent other.

1423 Prince Street, Jacksonville
$559,000
6 Beds ⋅ 4 Baths ⋅ 2128750 MLS
Rare Riverside gem offering exceptional flexibility on a spacious quarter-acre lot in the historic district. This beautifully renovated three-unit property features a charming 3BR/2BA, 1,227 SF front home with dedicated driveway access, plus a rear duplex totaling 1,152 SF with 2BR/1BA upstairs and 1BR/1BA downstairs. Front house currently vacant (previously rented for $1,975). Duplex units rent for $1,095 each. GROSS INCOME OF ~$4,165 MONTHLY AT FULL OCCUPANCY! Live in one, rent the rest, or explore STR potential. All units separately metered for water/sewer and include in-unit W/D--a true Riverside rarity. Dual driveways provide abundant off-street parking, a highly sought-after feature in the neighborhood. Private rear storage shed adds extra utility. The generous lot ensures privacy for all residents. Close proximity to Five Points, Memorial Park, and Downtown makes this location unbeatable. Ideal for investors or owner-occupants seeking strong income and premier Riverside living

2545 Myra Street, Jacksonville
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