Refine Search
Map
Sort by
$695,000
4 Beds ⋅ 4 Baths ⋅ 2082753 MLS ⋅ 32204 Zip Code
WOW Alert! Beautifully updated and income-producing, this fully furnished historic triplex in Riverside is a rare gem. Turnkey active STR with 2/2 and two 1/1s. Built in 1909 and rich with character, the property blends timeless architecture with modern upgrades across 3 separate units—each with private entrances and thoughtful layouts ideal for short- or long-term rental. Currently operating as a high-performing Airbnb, this property offers a true plug-and-play investment with excellent occupancy over the past 4 years. Original hardwood floors, updated kitchens and baths, newer HVACs, and off-street parking enhance the value, while the layout allows flexible use—live in one and rent the others, or maximize cash flow by leasing all three. Located just steps from Five Points, parks, shops, and top restaurants, it's in one of Jacksonville's most walkable and desirable neighborhoods. Zoned RMD-B. This is a unique opportunity to own a turnkey cash-flowing asset.

2125 Post Street, Jacksonville
$606,250
7 Beds ⋅ 5 Baths ⋅ 2082577 MLS ⋅ 32205 Zip Code
Great Investment opportunity in a Great Location! The historic character and charm of this attractive 2-story brick duplex, set in the midst of the restaurants, shopping and amenities of the popular Riverside/Avondale neighborhood, make it a desirable address. An added bonus is its proximity to Downtown, NAS and St. Vincent's Hospital. With identical floor plans, each of the 2 duplex units feature spacious rooms, 3 bedrooms, a full bath, a half bath, beautiful wood floors, tons of natural light and an inviting balcony (upstairs unit) and porch (downstairs unit). Both units have a washer and dryer. Providing ADDITIONAL income, the garage apartment features a living room, separate bedroom, an eat-in kitchen, bathroom and a screened porch. The upstairs AC was replaced in June 2025, downstairs AC in June 2024, the garage apartment AC in 2021 and the roof in 2017. Here is your opportunity to invest in the one of the best neighborhoods in Jacksonville!

2731 Herschel Street, Jacksonville
$399,900
8 Beds ⋅ 4 Baths ⋅ 2082501 MLS ⋅ 32204 Zip Code
PRICE REVISION! GREAT INVESTMENT PROPERTY! Triplex located 1 block from the Five Points area. Zoning is CRO. 2 apartments on the first floor -a 1 Bed / 1 Bath and a 2 Bed / 1 Bath. The second floor has a 2 Bed / 1.5 Bath. Total Living space is 2400sqft. Unfinished walk-in attic that could be renovated to a fourth apartment but could be an added space for the second floor apartment. All the apartments are occupied on annual leases with the 2 bedrooms paying $950 and the 1 bedroom paying $550. The leases expire in October. The rent is well below market value. The rear 1 bedroom has a walk out porch. Big rear yard and 3 parking spots on the street in front. Central heat and air in the 2 bedroom units, window HVAC in the 1 bedroom. 4 separate Electric meters - one for each apartment and one for the attic space. Central water meter services all apartments. Electric Water Heaters replaced 2 years ago. Roof replaced in 2012. Multiple windows and siding areas replaced in 2024.

2138 Park Street, Jacksonville
$375,000
4 Beds ⋅ 2 Baths ⋅ 2082001 MLS ⋅ 32210 Zip Code
NOW ACCEPTING BACK UP OFFERS! Great opportunity to own a successful short & mid-term rental property w/ 2 separate homes, collecting approximately $40,000 in annual rental income! Live in one & rent the other or rent both homes. The property is located in a prime location near NAS Jax, Riverside & major hospitals. Main house is 1267 square feet w/ 2 bedrooms, 1 bathroom & office. The living, dining & kitchen area have an open floorplan. The home features pocket doors, natural stone flooring, hardwood floors, fireplace, bathroom which separates two bedrooms/office which offers privacy & the front porch has been enclosed w/ glass. The 2nd unit is a 624 square foot guest house featuring 2 bedrooms, 1 bath & 3 mini splits for AC. The portico on the main house provides plenty of space for parking & the guest house has a separate gravel driveway. Concrete block construction. New roof in 2023. CCG 1 zoning. Furniture is negotiable.

4215 Irvington Avenue, Jacksonville
$377,000
4 Beds ⋅ 2 Baths ⋅ 2081795 MLS ⋅ 32204 Zip Code
RIVERSIDE DUPLEX! - 100% OCCUPIED. Current income $2,500 per month. Single story, concrete block construction, slab foundation. Each unit is a 2BR/1BA unit with washer/dryer connections in-unit. Each unit has a privately fenced backyard. All utilities are separately metered to tenants. Upgrades as follows: New roof (August 2024), freshly painted exterior (2025), newer HVACS, PVC/CPVC plumbing, copper wiring, updated kitchens and bathrooms. Recent 4-point inspection available. Quality starter investment or addition to your existing portfolio. Situated in a prime Riverside location, residents of the property will love being a short bike ride to Five Points, Memorial Park, Brooklyn and Downtown!

2307 Gilmore Street, Jacksonville
$194,000
6 Beds ⋅ 2 Baths ⋅ 2081792 MLS ⋅ 32209 Zip Code
Welcome to your new investment opportunity! This charming duplex offers not one, but two recently renovated units, each boasting 3 bedrooms and 1 bathroom. Recently updated with luxury vinyl plank flooring throughout, granite countertops, new roof installed, new HVACs in both units, updated electrical and plumbing all done in 2022. Both units are currently vacant with previous rents at $995 $ $1050. Being sold AS IS - seller to make no repairs. Buyers agent to perform all due diligence.

1351 W 25th Street, Jacksonville
$350,000
3 Beds ⋅ 2 Baths ⋅ 2081693 MLS ⋅ 32206 Zip Code
Discover the perfect blend of historic charm and modern updates with this beautifully remodeled 1914 duplex, located in the heart of Historic Springfield. Each unit features spacious living with an eat-in-kitchen and 1 bath. Downstairs is 2 bedrooms and the upstairs unit has 1 bedroom and a den off the living room. Parking behind home, a rarity in Springfield! Don't miss out on the chance to own a piece of Springfield's history! Washer & dryer on 2nd floor do not convey.

218 W 11th Street, Jacksonville
$625,000
5 Beds ⋅ 3 Baths ⋅ 2080996 MLS ⋅ 32204 Zip Code
Charming Turn-Key Triplex in the Heart of Riverside! —just minutes from the area's best restaurants, bars, coffee shops, and boutique shopping. This versatile property is perfect for house hacking, investing, or short-term rentals. Qualifies for FHA financing—live in one unit and rent out the others with as little as 3.5% down! The front duplex features eye-catching blue doors and a freshly painted exterior, spacious front porches, and timeless character. The lower unit (1523 Osceola) welcomes you with original hardwood floors, crystal doorknobs, and a light-filled living room. The primary bedroom is warm and inviting, and the kitchen boasts butcher block countertops, original brick accents, and ample prep space. A second bedroom, bathroom, laundry room, and covered back porch complete the layout. The upper unit (1521 Osceola) mirrors the downstairs with the same thoughtful layout, real hardwood floors throughout and offers great rental income potential or flexibility for extended family living. The third unit is a charming detached studio with a single car garage. Walk through the double front doors to the spacious entry with office and laundry space. Upstairs offers a stylish kitchen overlooking the living room, bedroom space and a full bathroom with fun wallpaper, updated lighting, and plenty of closet space. Bonus: This unit comes fully furnished with an accepted offer! With endless possibilities and prime location, this triplex is the investment you've been waiting for. Schedule your private showing today!

1521 Osceola Street, Jacksonville
$440,000
8 Beds ⋅ 4 Baths ⋅ 2081170 MLS ⋅ 32206 Zip Code
Don't miss this exceptional opportunity to own a fully-rented quadplex in the heart of a rapidly growing downtown district! Whether you're looking to live in one unit and let the others pay your mortgage, or add a solid performer to your investment portfolio, this property offers unbeatable flexibility and location. Each of the four units features its own private entrance, spacious layout, and charm that tenants love. With strong rental demand and walkability to downtown hot spots, this property is ideally positioned for long-term growth and consistent income. Located just minutes from the stadium, top-rated restaurants, coffee shops, and local entertainment, plus immediate access to the interstate—this location can't be beat for both tenants and owners alike. 4 fully independent units. Live-in or fully lease—all options on the table. Walkable to stadium and downtown venues. Easy interstate access. Prime area with strong appreciation potential.

1559 Van Buren Street, Jacksonville
$605,000
4 Beds ⋅ 4 Baths ⋅ 2081072 MLS ⋅ 32204 Zip Code
This charming brick quadruplex in the highly sought-after Riverside neighborhood is a fully occupied, cash-flowing property, making it the perfect investment opportunity. Featuring four one-bedroom, one-bathroom units, this property offers steady rental income with all units currently leased. Renovated in 2016, the property boasts updated interiors with historic features. The main building roof was replaced in 2015, and the garage roof was replaced in 2020. Additionally, all HVAC units were replaced in 2019, providing reliable comfort for tenants. With a termite bond in place, this property offers peace of mind for any investor. Whether you're looking to add to your portfolio or live in one unit while renting out the others, this quadruplex is a fantastic opportunity.

2649 Dellwood Avenue, Jacksonville
$468,000
4 Beds ⋅ 2 Baths ⋅ 2081022 MLS ⋅ 32205 Zip Code
NEW PRICE, GREAT OPPORTUNITY!!! **Both Units updated and ready to move in!!! Nestled in the heart of Avondale, fantastic investment opportunity on residential street within walking distance of Orsay Restaurant, Iguana on Park Restaurant, Boone Park Tennis & Pickleball courts and close to Park Street and Roosevelt Blvd. Duplex offers off street parking for each unit as well as an expansive fenced-in backyard, with separately fenced yard for each unit. Both units have 2 bedrooms, 1 bath and updates include stainless steel appliances, plus a washer/dryer in each unit. Purchase as investment or live in one unit and rent the other...the options are endless. The property boasts a newer roof and has been meticulously maintained. Hurry, this hard-to-find Avondale duplex at a great price point will not last long!

1407 Dancy Street, Jacksonville
$691,000
5 Beds ⋅ 4 Baths ⋅ 2079456 MLS ⋅ 32205 Zip Code
Exceptional Investment Opportunity in Avondale Discover a rare investment opportunity in the highly sought-after Avondale neighborhood! This well-maintained, income-producing property sits on a picturesque corner lot with mature trees and historic charm. Boasting original hardwood floors, crown molding, and a blend of modern updates, this unique three-unit property offers flexibility and exceptional value. Property Features: Main House (Two-Unit Layout): Downstairs Unit (1,486 sq. ft.) - 2 Bedrooms | 2 Bathrooms | Owner's Suite with Walk-In & Cedar Closet | Hardwood & Tile Floors | Stackable Washer/Dryer | Living & Dining Room with Dual Gas Fireplace | Newly Renovated Kitchen (2024) HVAC 2022 Upstairs Unit (1,240 sq. ft.) - 2 Bedrooms | 1 Bathroom | Flex Room | Updated Kitchen | Large Bath with Clawfoot Tub HVAC Detached Cottage (470 sq. ft.) - 1 Bedroom | 1 Bathroom | Fully Renovated in 2019 (Kitchen, Electrical, Plumbing, HVAC, Windows/Doors, Spray Foam Insulation Off-Street Parking for 3 Vehicles + Ample On-Street Parking New Roof (July 2024) | Foundation Work Completed (December 2024) Updated Electrical & Plumbing Versatile Investment & Living Options: Currently fully occupied, this property provides immediate rental income. Options abound live in the spacious downstairs unit while renting out the upstairs and cottage to offset your mortgage, or easily convert the main house back to a single-family residence with a standalone income-producing cottage or in-law suite. Follow the charming historic red brick road to this incredible Avondale property and seize this outstanding investment opportunity today!

1516 Aberdeen Street, Jacksonville
$550,000
6 Beds ⋅ 4 Baths ⋅ 2079429 MLS ⋅ 32206 Zip Code
Turn-Key Historic Springfield Duplex - Endless Possibilities! Don't miss out on this beautifully renovated and turn-key duplex in the heart of historic Springfield! This stunning multi-unit property boasts nearly 3,200 square feet of living space, offering flexibility for homeowners and investors alike. Property Highlights: Upstairs Unit (1531 N Pearl St): 4 Bedrooms | 2 Bathrooms | Private Back Balcony Downstairs Unit (1529 N Pearl St): 2 Bedrooms | 2 Bathrooms | Front & Back Porches Total Living Space: Just under 3,200 sq. ft. Recently Updated & Well-Maintained: Roof replaced in 2015 Electrical panel and wiring updated in 2003 Full plumbing re-pipe in 2003 HVAC for 1529 replaced in 2021, 1531 replaced in 2019 Charming Historic Features: Soaring high ceilings, elegant architectural details, and spacious layouts Low-Maintenance Yard: Perfect for easy living Prime Location & Investment Potential: Nestled in the vibrant and historic Springfield neighborhood, this duplex is just a short walk from Main Street's popular restaurants, breweries, and community events. Enjoy PorchFest from your own large front porch or embrace multiple income-generating opportunities. Live in one unit and rent the other, establish a short-term rental business, or utilize both spaces for multi-generational living. This turn-key property is move-in ready and offers an exceptional opportunity for those looking to invest in a thriving, walkable community. Schedule your showing today and discover the potential of this historic gem!

1529 N Pearl Street, Jacksonville
$1,885,000
4 Beds ⋅ 2079352 MLS ⋅ 32202 Zip Code
Investment Property Bulk Sale #2

311 W Ashley Street, Jacksonville
$675,000
4 Beds ⋅ 4 Baths ⋅ 2079349 MLS ⋅ 32205 Zip Code
Rare opportunity to own this 4 unit brick apartment complex in Riverside! All 4 units are spacious 1 bedroom, open and airy layout with in unit laundry and plenty of storage. 2 Units totally updated, New kitchen cabinets, granite countertop and Luxury vinyl floor All units have private entry thru the front and back. Plenty of parking. Excellent location close to Riverside 5 points and downtown Avondale. Tenants pay electricity and water. Great property to add to your real estate portfolio!

2979 Downing Street, Jacksonville
$408,000
4 Beds ⋅ 2 Baths ⋅ 2079348 MLS ⋅ 32205 Zip Code
Located in the heart of Avondale, this well-maintained duplex offers an incredible opportunity for investors or owner-occupants. Situated on a desirable corner lot, this property features two spacious 2-bedroom, 1-bathroom units, each w/ an open living & dining area, kitchen, & original hardwood floors in excellent condition. Recent updates include a new architectural shingle roof (2021), updated PVC/CPVC drains (2021), electrical panels (2021) w/ copper wiring. Both HVAC systems are newer (2016 & 2017), ensuring efficient climate control. Additional upgrades in 2023 include fresh paint, new countertops, modern appliances, updated bathroom & lighting fixtures. A detached two-car garage with an alley entrance provides extra storage & includes a shared laundry room. This property is move-in ready & located in one of Jacksonville's most sought-after historic neighborhoods. Schedule a tour today

1654 Talbot Avenue, Jacksonville
$185,000
4 Beds ⋅ 2 Baths ⋅ 2078818 MLS ⋅ 32254 Zip Code
Back on the Market—Buyer Financing Fell Through.Don't miss out on this income producing Duplex! Each unit offers a spacious 2-bedroom, 1-bath layout with individual fully fenced yards. Both kitchens are beautifully updated with stylish shaker cabinets, stainless steel appliances, and highly durable quartz countertops. Major updates—including new plumbing, luxury vinyl plank flooring, new vinyl windows, and central HVAC—were completed in 2021. One unit is currently leased for $980 per month, providing immediate income, while the other is vacant and move-in ready for your next tenant! As an added bonus, the seller will cover three months of professional property management fees if the new buyer retains the current management company.

3160 Dignan Street, Jacksonville
$335,000
6 Beds ⋅ 4 Baths ⋅ 2078725 MLS ⋅ 32206 Zip Code
YOUR CHANCE FOR AN INCREDIBLE INVESTMENT OPPORTUNITY! This listing is for 1343 AND 1345 Pearl. TOTAL square footage is 3600+ sq feet, Those looking to house hack ( live in one side, rent the other out), looking to add two doors under one roof for short or long term rental, or to purchase, renovate + resale, this is for you! Amazing location in Springfield right across from green space and frisbee golf course. Each side has three bedrooms, one and half bathrooms. Each main level downstairs has a living space, a secondary room between living and kitchen perfect for formal dining, or additional living area. Beyond kitchen has a mud room space or breakfast area. All bedrooms are upstairs on each unit with a full bathroom in the hallway. Plumbing has been updated. AC and Roof are near life expectancy. Original hardwood flooring is present. Enjoy an oversized front porch on each unit. There is also a backyard space- Home is sold as is- no repairs and seller will not accept assignable contracts.

1343 N Pearl Street, Jacksonville
$575,000
8 Beds ⋅ 4 Baths ⋅ 2078204 MLS ⋅ 32207 Zip Code
Clean and stable, brick St Nicholas Quadraplex, with 4 units (2 bedroom, 1 bath), rented on long-term leases for $1050-1150/mo. One unit (#3) is vacant for showings, and the other 3 have tenants who have stayed for 2 years. The property is under professional management, and should offer a turn-key transfer in an area with great transit and commute options, near major jobs, restaurants and retail. These units offer an easy affordable housing option to the new apartment buildings nearby, asking twice the rent. Contact agent for showings, rent rolls, P&L and pro formas.

3040 Walton Street, Jacksonville
$405,000
5 Beds ⋅ 5 Baths ⋅ 2077871 MLS ⋅ 32205 Zip Code
Recently renovated Triplex in Riverside close to Memorial Park and St. Vincent's Hospital. Three unit, two downstairs units are 1 bedroom and 1 bathroom, the upstairs unit is a 3 bedroom 1 bath. Hardwood floors throughout with ample parking for tenants. No on site laundry present. Schedule your viewing today!

2740 Oak Street, Jacksonville
$359,500
8 Beds ⋅ 4 Baths ⋅ 2077547 MLS ⋅ 32209 Zip Code
Investment opportunity! 4 units each 2 bedroom approx 650 sq ft each, easy access to highway 95, near the hospital, and close to downtown. Onsite parking, large lot, ceiling fans, and appliances included. Call listing agent to schedule a tour today!

1823 Francis Street, Jacksonville
$377,500
8 Beds ⋅ 4 Baths ⋅ 2076209 MLS ⋅ 32209 Zip Code
Work is still in progress. Discover this beautifully renovated quadplex - a prime investment opportunity! Each of the four units features 2 spacious bedrooms and 1 modern bathroom, offering comfortable and stylish living. This property has undergone a complete transformation with all-new upgrades for worry-free ownership and strong rental potential. Property Highlights:. Fully Renovated - Brand new floors, fixtures, plumbing, and electrical throughout. New Roof - Peace of mind with a fresh, durable roof. New Windows - Energy-efficient windows for improved comfort and savings. New Appliances - Modern appliances to be installed in every unit. New A/C Units - Providing year-round comfort for tenants No major updates needed - just collect the rent! Expected rents between $1,000 - $1,100 per unit/month. Potential annual rental income of $52,800 - a solid return on investment! This is a fantastic opportunity to own a low-maintenance, high-yield property.

1550 Morgan Street, Jacksonville
$585,020
8 Beds ⋅ 6 Baths ⋅ 2076203 MLS ⋅ 32210 Zip Code
Centrally located, quiet neighborhood, only - 11 min to Riverside, 12 min to NAS, 15 min to OP mall.

3922 Autumn Lane Unit 1, Jacksonville
$405,000
8 Beds ⋅ 4 Baths ⋅ 2076039 MLS ⋅ 32210 Zip Code
HOME APPRISAED at $405,000 for VA loan.

5240 Westchase Court Unit 1-4, Jacksonville
$650,000
6 Beds ⋅ 5 Baths ⋅ 2075696 MLS ⋅ 32206 Zip Code
Welcome to 1843 Hubbard Street, a prime multi-family income property in the heart of Jacksonville's Historic Springfield neighborhood. This unique property features two distinct brick buildings and a total of five rental units, offering a strong cash flow opportunity in one of the city's most sought-after historic districts. The first building is a triplex. The first floor features a spacious two-bedroom, one-bath apartment, while the second floor is home to two one-bedroom, one-bath units. The second building is a duplex situated above an oversized three-car garage, which also includes an on-site laundry room for tenant convenience. Each of the two upstairs units is a large one-bedroom, one-bath apartment, offering ample space. With its all-brick construction, and ample off-street parking, this property is an excellent investment for those looking to expand their portfolio. Located just minutes from downtown Jacksonville, and the vibrant restaurants and breweries of Springfield

1843 Hubbard Street, Jacksonville
$306,000
3 Beds ⋅ 2 Baths ⋅ 2075240 MLS ⋅ 32207 Zip Code
Beautifully Renovated Home and Income Producing Property in Vibrant Historic San Marco Area. Live in Main Home and Lease Efficiency Apartment to help with Monthly Budget. Approximately 1680 square feet combined with New Roof, New HVAC, New Water Heater and All New Energy Efficient Windows in Both Properties to keep energy costs in line along with New Stainless Steel Appliances. New Cabinets in Kitchen and Bathrooms along with all new Fixtures and remodeled Bathrooms in Both Units.

3564 Fleet Street, Jacksonville
$510,000
3 Beds ⋅ 2 Baths ⋅ 2074421 MLS ⋅ 32226 Zip Code
Versatile waterfront property in Jacksonville just off of Heckscher Drive! COMMERCIAL AND RESIDENTIAL USE! This property is currently utilized as a duplex Airbnb. However, due to the flexible zoning, it can also be utilized for business, perfect for an owner operator or long term investor. The current monthly cashflow would allow for a business to get their ducks in a row with business without a monthly expense, until they are ready to convert to different use. The deep water access assures good long term value of the property. Call today for a showing!

4836 Safe Harbor Way, Jacksonville
$400,000
6 Beds ⋅ 2 Baths ⋅ 2074143 MLS ⋅ 32205 Zip Code
CHECK OUT THIS STUNNING, MASSIVE DUPLEX IN THE HEART OF MURRAY HILL! Huge units approx. 1,250 SF each! 100% Occupied. Downstairs is a 2BR/1BA and upstairs is a 4BR/1BA. Sturdy concrete block construction. Utilities are separately metered and paid directly by tenants. Beautiful hardwood floors, high ceilings, large patio and balcony, washer/dryer hookups in both units. Roof replaced in 2024, both HVACs replaced in 2024, both water heaters replaced in 2025, fresh exterior paint completed in 2024. Perfect for investor or owner occupant. Residents will love being steps from all the restaurants and shops on Edgewood Ave as well as the short drive to Five Points, Shoppes of Avondale, and Downtown!

3408 Mayflower Street, Jacksonville
$480,000
4 Beds ⋅ 2 Baths ⋅ 2074013 MLS ⋅ 32204 Zip Code
Handsome brick duplex in prime Riverside location! The property features a 2-bedroom, 1-bath unit downstairs and a 2-bedroom, 1-bath unit upstairs; each unit has its own laundry room off the back of the property. Numerous updates have been made to both the property and the two units over the years, with the downstairs unit recently renovated (details on file). The fenced-in backyard offers a spacious concrete parking area and ample yard space. What an amazing opportunity to capitalize on one of the city's most desirable neighborhoods! Vibrant living scene, abundance amenities & proximity to downtown Jacksonville, the St. Johns River, and major highways makes it a convenient choice, attracting a variety of tenant options. This area consistently experiences strong rental demand, ideal for owners seeking steady rental income. On-going revitalization in the area also gives it potential property value appreciation. Come see!

2635 College Street, Jacksonville
$574,000
6 Beds ⋅ 6 Baths ⋅ 2073470 MLS ⋅ 32205 Zip Code
Great investment opportunity in the heart of the historic district. All of theunits are currently rented. Units 1-4 are located in the main building and are all 1/1, 700 square feet. Unit 5 is also 1/1 700 square feet and is located off the back porch (currently occupied by long term tenant). Unit 8 is an efficiency also located off the back porch. Basement is not included in the heated square footage, buyer to verify square footage. This property is being sold ''as is''.

2727 Riverside Avenue, Jacksonville
© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Real Estate Company.