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Exceptional investment opportunity in the highly sought-after Highlands community of Winter Springs! This rare and one-of-a-kind duplex features two spacious 3-bedroom, 2-bath units, each offering a 2-car garage, fenced backyard, soaring high ceilings, and thoughtfully designed floor plans that create an open and inviting feel. Both sides are professionally leased, currently generating a combined $3,200/month in gross rental income, with tenants responsible for their own utilities "” and there is strong potential to increase rents in today's market, making this an even stronger long-term investment opportunity. Recent updates provide peace of mind for years to come, including a new roof (2021), fresh exterior paint (2021), HVAC systems replaced on both sides (2021), updated windows, replumbing, updated tile flooring, and freshly painted interiors (2024). Both bathrooms have been professionally re-glazed to look like new while adding long-term durability and extended life to the surfaces. This duplex is extremely hard to find and offers endless possibilities for both investors and owner-occupants alike. It is an ideal income-producing property or perfect opportunity for a first-time homebuyer utilizing FHA financing "” allowing the owner to live in one unit while renting out the other side to help offset the mortgage payment. Located in The Highlands, one of Winter Springs' most desirable communities, residents enjoy scenic walking trails, a waterfront playground, sparkling community pool, clubhouse, and a low HOA "” all within an amazing neighborhood known for its lifestyle and convenience. Whether you're expanding your portfolio, house hacking, or searching for a flexible multigenerational opportunity, this property truly stands out from the rest. (first showing is gonna be Sunday May 17th open house 1 PM to 3:30 PM)
| DAYS ON MARKET | 3 | LAST UPDATED | 5/13/2026 |
|---|---|---|---|
| TRACT | HIGHLANDS SEC 6 | YEAR BUILT | 1980 |
| COMMUNITY | 32708 - Casselberrry/Winter Springs / Tuscawilla | GARAGE SPACES | 2.0 |
| COUNTY | Seminole | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Woodlands Elementary |
|---|---|
| Jr. High School | South Seminole Middle |
| High School | Winter Springs High |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Dishwasher, Disposal, Range, Refrigerator |
| AREA | 32708 - Casselberrry/Winter Springs / Tuscawilla |
| CONSTRUCTION | Block, Stucco |
| GARAGE | Yes |
| HEAT | Central |
| HOA DUES | 808 |
| INTERIOR | Open Floorplan, Walk-In Closet(s) |
| LOT | 9148 sq ft |
| PARKING | Attached |
| SEWER | Public Sewer |
| STORIES | 1 |
| SUBDIVISION | HIGHLANDS SEC 6 |
| TAXES | 5200 |
| UTILITIES | Cable Available |
| WATER | Public |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing provided by Jeffrey Osborn, Jr, EXP REALTY LLC, 407-641-2808
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 5/14/26 1:57 PM PDT.
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