Madison Florida Multi-Family for Sale

SIX-UNIT investment opportunity on 1.8 acres in Madison with immediate cash flow potential. Two buildings offer a total of six fully rented units, generating income today with the potential to exceed $7,000 per month. The property includes 12 bedrooms and 6 full baths across a versatile unit mix. The main house features a 3-bedroom, 1-bath unit on the main level, a 2-bedroom, 1-bath unit on the second floor (rent is $1,400/mo, lease expires 6/30/2027), and a 1-bedroom, 1-bath unit at the rear of the main level. The second building includes a 2-bedroom, 1-bath unit on the main level (rent is $1,200/mo, month-to-month lease), a 3-bedroom, 1-bath unit on the second floor (rent is $1,200/mo, lease expires 10/31/2026), and a studio apartment with a full bath in the walkout basement. Some units offer in-suite laundry, adding convenience for tenants. All utilities are currently included in the rent. Situated on a spacious 1.8-acre parcel with ample outdoor space, this is an excellent opportunity to expand or add to an investment portfolio with a fully occupied, income-producing property. Recent updates include full renovation of the back unit in the main building (2024) and replaced kitchen appliances in 1st-floor unit and loft unit of red building (2025).

2824 Haines Road, Madison

Listing Courtesy of: Adam T Zimmerman, adam.zimmerman@evrealestate.com With Engel & Völkers Distinct

$247,500

6 Beds ⋅ 4 Baths ⋅ 5218921 MLS

Four Family Investment Property For Sale! Rents bring in $35,700/year with room for improvement. Three units remodeled with luxury vinyl plank flooring and several kitchen and bathroom updates. One long term tenant over ten years. Roof inspected. Work on two chimneys being performed in July. Tenants supply their own appliances in the two-bedroom units. Landlord owns the appliances in the efficiency suite. All tenants self-deposit rent and do laundry offsite. Security and Final Month's Rent on deposit. Home Warranty offered for peace of mind! Two off-street parking spaces per unit. Nice sized .44 acre lot. Dead tree being removed in July. Fantastic location next to the downtown Madison restaurants and shops, not far from the wineries and freeway. Great income producing property!

52 Eagle Street, Madison

Listing Courtesy of: Joseph A Zingales, josephzingales@gmail.com With Berkshire Hathaway HomeServices Professional Realty

Selling Office: Glasshouse Realty Group, LLC.

$2,500,000

C7516446 MLS

A rare opportunity to own three income-producing properties in the charming heart of Madison, Florida — a peaceful, historic town known for its southern hospitality and small-town growth. This portfolio includes 649 W Base St, 643 W Base St, and 912 SW Pinckney St, offering a total of three individual properties, each with its own character and potential. All units are conveniently located within minutes of downtown Madison, schools, shops, and dining — yet set on spacious lots that offer privacy, mature landscaping, and room to expand. Together, the properties total over an acre of land, providing investors or multi-family owners the ideal blend of comfort and long-term appreciation. Each unit features independent entrances, separate utilities, and functional layouts, giving you the freedom to rent for maximum cash flow, transform them into a charming short-term rental portfolio or Build a new Construction. Whether you’re a first-time investor, Builder, experienced landlord, or visionary seeking passive income in a quiet North Florida community, this trio offers an exceptional cap rate opportunity in a market with steady rental demand and limited multi-unit inventory. Nestled near major routes like Base Street (US-90) and just a short drive from I-10, these properties combine convenience, flexibility, and growth potential. With their solid structures, walkable location, and multiple income streams, this is the kind of deal that rarely comes around in Madison County- Three Properties, One opportunity, Endless potential.

649 W Base Street, Madison

Listing courtesy of DELPHI INVESTMENT REALTY. 877-353-3574

$240,000

9 Beds ⋅ 4 Baths ⋅ 5144766 MLS

Large 4 Family with New Roof! Rents bring in $3350/month. New luxury vinyl plank flooring in the foyer. Three units remodeled with luxury vinyl plank flooring and several kitchen and bathroom updates. One long term tenant over ten years. Tenants supply their own appliances, self-deposit rent and do laundry offsite. Security and Final Month's Rent on deposit. Two off-street parking spaces per unit. Well and septic. New well pump installed in Nov 2024 and new pressure gauge in Oct 2025. Water at the street if wanted to switch over. Septic inspected and pumped bi-annually. Barn has been torn down. Large 2.69 acre lot. Great income producing property at $40,200/year!

5466 South Ridge Road, Madison

Listing Courtesy of: Joseph A Zingales, josephzingales@gmail.com With Berkshire Hathaway HomeServices Professional Realty

Selling Office: Keller Williams Greater Cleveland Northeast.

$240,000

4 Beds ⋅ 4 Baths ⋅ 5144709 MLS

Fantastic, rare opportunity in the heart of Madison Village! This well-maintained side-by-side duplex is perfect for an owner-occupant looking to offset housing costs or for a full-time investor. The property offers a spacious horseshoe driveway, a 5-car garage, and 4 additional parking spaces—ideal for tenants or when entertaining guests. The north unit features 2 bedrooms, 1.5 baths, and has been thoughtfully updated since a full renovation in the 1990s. New carpet was installed in 2025, along with a new water tank, and new furnace motor. The south unit has been completely renovated from down to the studs within the last 2 years and includes 2 bedrooms and 2 full baths. Major updates include all new Window World windows (2022), drywall and insulation, all new electrical ( with both units having new electrical service panels), HVAC system, tankless water heating system and a new roof (2022), flooring and appliances. Durable steel siding ensures low-maintenance exterior care. The shared basement features glass block windows and a professionally installed OSW waterproofing system (back wall only). This Maintenance Free gem is set to impress.

268 N Lake Street, Madison

Listing Courtesy of: Roger J Scheve, rogers@remax.net With RE/MAX Above & Beyond

Selling Office: Platinum Real Estate.

$281,000

6 Beds ⋅ 4 Baths ⋅ 5087628 MLS

What a great opportunity to live in an updated Ranch and have additional income property pay your expenses or rent out both properties for positive cash flow. There are two homes on one parcel of land, each home has separate utilities. the front house is a 3-bedroom, 2 full bath Ranch with Walkin closets, tile flooring and more. This home has a one car attached garage, and oversize two car garage attached by a breezeway. The back house is currently rented and has 3 bedrooms and two full baths, overlooks a pond and wooded area. All of this on a private one-acre lot. Many updates and improvements have been done to these two homes over the last few years to ensure more longevity for the next owner. Ranch is vacant and easy to show, second showing is required for the occupied home by appointment. Please do not disturb Tenants.

584 E Main Street, Madison

Listing Courtesy of: Kevin P Byrnes, kevin_p_byrnes@hotmail.com With Stanmor Realty Company

Selling Office: HomeSmart Real Estate Momentum LLC.

$525,000

12 Beds ⋅ 7 Baths ⋅ 5013888 MLS

6 Unit - This agent owned property in a exceptional investor opportunity. This property boasts 6 income-earning units that have been recently updated. There are 3 units in the main house, and an additional 3 in a detached Barn that was converted to aprtments in the 90's, one of which being a walkout basement studio. Gross rents at $6100 with room for improvement. This property is turnkey with tenants in place. Great cashflow!!!

2824 Haines Road, Madison

Listing Courtesy of: Tim Cline, tim@callteamcline.com With Platinum Real Estate

Selling Office: Engel & Völkers Distinct.

$175,000

6 Beds ⋅ 3 Baths ⋅ 4506172 MLS

Don't miss this three-unit investment opportunity in Madison Village. Build revenue and net worth in real estate. Long-term tenants, with potential for increases. Ongoing mechanical maintenance and updates. The property has been profitable for the long-term owners. ALSO, First-time homebuyers!! - Here is an opportunity to invest and build equity quickly. 4/5 parking spaces and a large backyard, adjacent a creek. Beyond the creek, even more wooded land and nature space comes with this property. Over 3 acres total in the Village! Close to amenities and convenient to highway. Walking distance to restaurants, parks, school, the Square and social events in the village. Bring your improvement mindset and make this gem even better. Amazing location!

175 E Main Street, Madison

Listing Courtesy of: Ben Drenik, bendrenik@kw.com With Keller Williams Grt Cleve NE

Selling Office: Howard Hanna.

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Madison Florida Multi-Family

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