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$335,000
401298 MLS
This well-maintained duplex is an excellent investment opportunity, offering strong cash flow and low maintenance ownership. Featuring a durable metal roof and miniumal landscaping expenses, this property is designed to keep operating costs down while maximizing returns. Both units have been updated with modern vanities and feature hard-surface flooring throughout, with no carpet to replace or maintain. Currently generating $1,500 per month on one side (semi-furnished) and $1,400 per month on the other, the property produces a total monthly rental income of $2,900. Whether you’re a seasoned investor or looking to start your portfolio, this turnkey duplex combines reliable income, attractive updates, and low-maintenance features that make it a smart long-term investment.

2441 Wren Hollow Drive Unit A, Tallahassee

$460,000
400912 MLS
VA ASSUMABLE LOAN AT 3.75%. Buyer must meet Loan Depot's qualifications to assume loan, lender does not require Owner occupied, remaining loan balance roughly $290K. This lovingly, well-maintained tri-plex offers a great opportunity for owner occupied rental unit with the other 2 units for income or can be a great investment property with income from all 3 units. Owner would be willing to stay a few months and pay rent until new renter could be secured to avoid any vacant months. Both other units have long-term tenants. Unit 1994 has 1-year lease at $1200/month, and unit 1998 is month-to-month at $900 a month. Both end units have 2 bedrooms, 1 full bath upstairs, and half bath downstairs. Middle unit is a very large 1 bedroom and 1 full bath upstairs, and a half bath downstairs. All 3 units have a nice, spacious floor plan, equipped with fireplaces, decks, balconies in 1994 and 1996, individual driveways, and fenced yards. Owner's unit (1996) has new pergola on back deck. Property also includes large side yard that has potential to be developed for additional units. It currently is used as private garden for residents, including fruit trees and raised garden beds. Current owner made substantial investment to improve this property for both self and tenants including new 30 year shingle roof in 2020, fencing for side yard, and individual units, new exterior paint in 2020, all kitchen and baths upgraded with GFI outlets, vapor barrier in crawl space, vented dryers to outside of crawl space, fireplaces cleaned in 2020. Owners' unit: new kitchen cabinets and appliances in 2023; new vanity in half bath 2020, and in full bath in 2025; new manufactured wood flooring in 2020, remodeled bath in 2025. Agent has copy of lease and tax returns upon request. Showings only for unit 1996 (owner's unit) until offer accepted. Then tenant's units will be made available to view prior to deposit being due as to limit disruption to tenants. Agent would appreciate only serious qualified buyers only. Buyer to verify all measurements.

1994 Darryl Drive Unit 1994, Tallahassee

$724,900
399767 MLS
AMAZING opportunity to own FOUR turn key, ready-to-rent detached houses! Set up to attract long-term tenants who like to live away from it all with ample parking. Can be resold separately as individual houses that have condo set up. Low maintenance exterior and interiors (concrete block, no carpet...and all new EVERYTHING). 1.9 acres contain 4 houses. The land is condo'ed only for well water and common area upkeep ($80/month or $960 year per house...which is $320/month or $3,840/year...this can be passed on to tenants). Condo rules only govern common areas and well...no one cares what color you paint the front door. Listing pictures and floor plans can be purchased from photographer by new owner for advertising purposes (listing agent will sign over rights). Welcome to Tropical Pines, a vibrant, island-inspired, private four-home community offering a rare opportunity to own four fully-renovated, detached 3 bedroom, 2 bathroom houses with the feel of independent country living. These never-lived-in-condition homes have been completely updated from top to bottom, blending durability with modern finishes. Inside, you’ll find granite countertops, soft-close shaker gray cabinetry, updated fixtures, and luxury vinyl plank flooring throughout. Major upgrades in each include new roof, new HVAC system and ductwork, new windows, new hot water heater, new washer and dryer, updated plumbing, vanities, lighting, and more, giving you the confidence of essentially a new home without the new construction price. Step outside of each houses living area to the fully privacy-fenced, double-gated backyard, each complete with a spacious new storage shed on a concrete pad. Each home also features its own dedicated parking and yard space, creating separation and privacy. Tropical Pines homes are designed for simplicity and low maintenance. The four homes share a 1.9 acre parcel with a spring-fed community well pump and maintained common areas, keeping monthly costs low at approximately $80 per month. Ownership offers the benefits of a small, managed community without restrictive rules or limitations. There is ample space for boats, trailers, RVs, or business equipment. Located just minutes from Tallahassee and a short drive to Lake Talquin, This home offers the ideal balance of affordability, privacy, and independent country-style living.

8034-8040 N Baby Farm Dr Unit -, Tallahassee

$295,000
399526 MLS
Prime Student Quad – Turnkey cash flow just minutes from FSU + TCC. Built in 2004 with durable concrete block construction, the 1,560 sq ft has 4 efficiency units and includes a shared common area that adds flexibility and appeal. Please refer to drawing in pictures. Perfect for investors seeking immediate income in one of Tallahassee’s strongest rental areas or the potential to live in one unit while renting out the others. Each of the four well-maintained 1-bedroom, 1-bath efficiencies features private exterior access for convenience + privacy, while also having interior access to a shared common kitchen, dining, laundry. All four units are currently rented from $700 per month to $750 each, generating $2,850 in monthly gross income. The seller covers utilities (averaging just $400/month for all 4 units), making these units highly attractive to tenants and easy to manage.

908 Buena Vista Drive Unit -, Tallahassee

$375,000
399221 MLS
Not a typo - this $100k price drop is real. Just like this new price makes this a very real opportunity for an enthusiastic and well qualified cash buyer ready for a labor of love overhaul. Serious Buyers only. Seller has made a major reduction on price to find the right buyer ready to restore this estate to former glory. Substantial capital investment will be required after purchase to lovingly restore this timeless Queen Ann classic to its former glory. This home from the turn of century in 1908 not only offers the joy of resurrecting its former glory, but also two additional dwelling units. Refer to MLS 398947 for additional Main House information, details and photos. This posting primarily focuses on the additional dwellings to the Main House. The first of which is nestled under the main house as a 1/1 basement apartment with full kitchen, full bath, and even a living room and dining space and huge pantry, and storage closets. It is equipped with central heat and air. The window unit was formerly used for ventilation. The second dwelling sits atop a three stall workshop and offers 2BR/1BA, an eat-in kitchen, private balcony deck, and large living room. Either space could be renovated for rental potential or future home owner use for guests, home office, or private studio space. This property is a CASH ONLY purchase. Proof of funds or Pre-Qual must be provided prior to any showing appointments or release of the home inspection.

727 Miccosukee Road Unit -, Tallahassee

$1,900,000
397251 MLS
Excellent investment opportunity with this 13-unit student housing apartment complex ideally located near Florida A&M University (FAMU) in Tallahassee. The property consists of two buildings being sold together—one featuring 7 units and the second featuring 6 units. The unit mix includes twelve 2-bedroom/1-bath units (approximately 750 sq. ft.) and one 1-bedroom/1-bath unit (approximately 600 sq. ft.). Twelve of the thirteen units are currently leased, providing immediate income with only one 2/1 unit available for lease. Both two-story buildings have been renovated and offer onsite laundry facilities. The property’s prime location places residents just minutes from Florida A&M University, Downtown Tallahassee, and Governor's Square Mall, making it highly desirable for student renters. Strong rental demand, a proven occupancy history, and proximity to major employment, retail, and campus destinations make this a compelling turnkey investment opportunity.

1533 S Bronough Street Unit A-F, Tallahassee

$1,900,000
397249 MLS
Excellent investment opportunity with this 13-unit student housing apartment complex ideally located near Florida A&M University (FAMU) in Tallahassee. The property consists of two buildings being sold together—one featuring 7 units and the second featuring 6 units. The unit mix includes twelve 2-bedroom/1-bath units (approximately 750 sq. ft.) and one 1-bedroom/1-bath unit (approximately 600 sq. ft.). Twelve of the thirteen units are currently leased, providing immediate income with only one 2/1 unit available for lease. Both two-story buildings have been renovated and offer onsite laundry facilities. The property’s prime location places residents just minutes from Florida A&M University, Downtown Tallahassee, and Governor's Square Mall, making it highly desirable for student renters. Strong rental demand, a proven occupancy history, and proximity to major employment, retail, and campus destinations make this a compelling turnkey investment opportunity.

1533 S Bronough Street Unit G-M, Tallahassee

$525,000
392969 MLS
Best value and least expensive of the 6 Quads on the market. Property is listed over 10K below appraisal. Over $1500 in inspections, $500 survey and other pluses for Best Value in the Quad world. Excellent Investment or Owner-Occupant Opportunity! Located just 3 miles from Florida State University and 1 mile from I-10. All four ground-floor units feature brand-new HVAC systems, in-unit washer/dryers, and private partially fenced back porches. Current rent is $1300,$1100,$1100, and roommate paying $600 who could vacate within 60 days or go up to $1200. Roof replaced in 2017 and water heaters updated in 2020 — providing peace of mind and reduced maintenance costs. Ideal for investors or an owner-occupant buyer looking to live in one unit and rent the others. Don’t miss this turnkey opportunity in one of Tallahassee’s most convenient locations!

1742 Hartsfield Road Unit A-D, Tallahassee

$325,000
392990 MLS
Two Homes for the Price of One – Downtown Tallahassee Living at Its Best! Update: Please note that the seller will not do owner financing and will not consider offers contingent upon the buyer selling another property. Discover a rare opportunity just off Lafayette Street ideally located adjacent to more than 60 acres of beautiful city parks, including Cascades Park and Myers Park. Enjoy the best of both worlds with peaceful park-side living and the convenience of downtown Tallahassee just moments away. Walk to the scenic lakes, miles of walking trails, tennis courts, baseball fields, and the Myers Park Pool, located only 600 feet away. Restaurants, shopping, and downtown entertainment are all within a quarter mile, making this one of Tallahassee's most desirable locations. The property includes two well-maintained homes: 603 E. Seaboard Street features 3 bedrooms, 2 bathrooms, was built in 1984, and has durable vinyl siding. 605 E. Seaboard Street features 2 bedrooms, 1 bathroom, was built in 1991, and also has durable vinyl siding. Previous Four-Point Inspection reports are available for buyer review, providing added peace of mind. Whether you're looking for a high-potential investment property, multi-generational living, or the opportunity to live in one home while generating rental income from the other, this unique property offers exceptional flexibility, value, and an unbeatable location.

603/605 E Seaboard Street Unit 2, Tallahassee