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$259,000
4 Beds 3 Baths 394122 MLS
BEAUTFUL BRICK HOME RIGHT IN THE HEART OF HISTORIC MADISON FL! SITTING ON 3 LOTS FOR A VERY SPACIOUS 0.76 ACRES, THIS HOME IS DEFINITELY A MUST SEE.ON THE EAST SIDE, THE PROPERTY ALSO INCLUDES A HUGE CARPORT AND A TWO CAR GARAGE. A FULL MOTHER IN LAW SUITE IS ALSO INCLUDED WHICH CARRIES IT'S OWN KITCHEN AND FULL BATH. THERE IS ALSO A STORAGE AREA UNDER ROOF ON THE OUTSIDE OF THE SUITE. BOASTING 4 BEDROOMS, A LARGE FAMILY AND LIVING ROOM, AN OFFICE SPACE AND 3 FULL BATHS, THIS HOME IS PERFECT FOR SOMEONE NEEDING SPACE! THE PROPERTY IS HUGE FOR BEING IN TOWN SITTING ON 3 LOTS AND IT ALLOWS FOR ALL KINDS OF OUTDOOR ACTIVITIES. THERE IS A HUGE PATIO ON THE WEST SIDE OF THE HOME ALLOWING FOR SECLUSION WHILE STILL BEING OUTDOORS ALLOWING AMPLE AREA FOR GATHERINGS! THE HOME ALSO OFFERS A VACCUUM SYSTEM IN THE WALLS FOR EASY FLOOR MAINTENENCE! TRULY PRICED WELL FOR EVERYTING YOU GET SO COME TAKE A LOOK AND EXPLORE THIS WONDERFUL PROPERTY YOURSELF.

277 SE WOODLAWN Street, Madison

$257,500
3 Beds 2 Baths 391013 MLS
$257,500. PRICE IMPROVEMENT! Step back in time in this charming 1940 solid brick home with 1914 s.f. of living space, including 3 BR's, 2 baths, spacious eat-in kitchen, separate dining room, and separate living room with fireplace, plus 12' x 22.5' screened porch with terrazzo floor. Lovely original hardwood floors grace the entire home, except in the kitchen area and bathrooms. The kitchen has an electric stove and refrigerator with ice and water in the door. Brand new water heater installed in February. The french doors between the dining room and living room add a nice, nostalgic touch. Children or pets will find plenty of space to run and play in the large privacy-fenced back yard that is very well-shaded. The family can also enjoy grilling/eating outside on the NEW 12'x12' concrete patio adjacent to the back porch. This charmer is situated on over an acre in a quaint little town, with city water, sewer, and garbage collection, and it fronts on a U.S. Highway just 15 minutes from Florida's Capital City of Tallahassee. $257,500.

111 S Main Street, Havana

$255,000
3 Beds 2 Baths 402664 MLS
Opportunity awaits with this charming 3 bedroom, 2 bath home nestled in a quiet, established neighborhood on Tallahassee's northwest side. This home offers incredible potential with a TLC. The spacious, fully fenced backyard provides plenty of room for entertaining, gardening, pets, or play, while the large front yard adds to the home's curb appeal. Enjoy relaxing year round on the screened in porch, and take advantage of the backyard storage shed for all your tools and outdoor equipment. Located just minutes from Publix, Lake Jackson, and numerous parks, this home offers the perfect balance of peaceful neighborhood living and easy access to I-10, downtown, and the colleges. With its generous lot, functional layout, and prime location, this is an excellent opportunity to create value and make this home your own with a few updates.

5616 Mossy Top Way, Tallahassee

$255,000
4 Beds 2 Baths 402039 MLS
Recent updates make this home move-in ready and full of value. Improvements include beautifully refinished hardwood floors throughout the main living areas, fresh interior paint throughout much of the home, exterior paint updates, updated light fixtures, new flooring in the kitchen and bathrooms, and freshly painted upstairs bedrooms. Extensive landscaping has also been recently completed, enhancing the home's curb appeal. The flexible split-level floor plan offers multiple living and entertaining spaces, providing versatility for today's lifestyle needs. The living room features a professionally installed surround sound system that conveys with the property. The enclosed garage provides approximately 325 square feet of additional unfinished, non-heated and non-cooled utility or storage space and is not included in the advertised heated and cooled square footage. Buyer to verify all measurements and dimensions if important.Personal property exclusions include items stored in the shed and yard equipment located beneath the sunroom, which do not convey with the sale.

2003 SCENIC Road, Tallahassee

$255,000
3 Beds 2 Baths 397484 MLS
Investor Special with Multiple Structures on Expansive Parcel – Cash Buyers Only Unique opportunity to own a multi-structure property with significant upside potential. Situated on a large parcel, this offering includes three separate buildings: a 1994-built home with approximately 1,477 sq ft, a 1960-built home with approximately 1,115 sq ft, and a historic juke joint structure dating back to 1945 with approximately 2,289 sq ft. The property is being sold as-is and presents a strong value-add opportunity for investors or buyers seeking a renovation project. With the right vision, this property offers a rare chance to restore and repurpose multiple structures on a sizable piece of land. Priced with condition and marketability in mind—bring your offers.

2116 Iron Bridge Road, Havana

$255,000
3 Beds 3 Baths 393305 MLS
Bankruptcy & Short Sale – Buyer Premium to the Bankruptcy Estate will be required. No utilities on and pls use attached BK Contract. This spacious 3 bedroom, 2.5 bath home offers comfort and functionality with thoughtful updates throughout. The main level features laminate wood flooring, a large family room with a wood-burning fireplace and stately brick surround, a separate formal dining room, and an eat-in kitchen with granite countertops and a generous pantry. A convenient half bath completes the downstairs layout. Upstairs, the primary suite boasts an en-suite bath with a separate tub/toilet room and a walk-in closet. Two additional bedrooms and a full hall bath provide plenty of space for family or guests. Set on a flat lot, the property includes a large deck ideal for entertaining or enjoying the outdoors.

4309 Calcutta Court, Tallahassee

$250,000
3 Beds 2 Baths 402918 MLS
Welcome to this impeccably maintained 3-bedroom, 2-bath home in the desirable Russell's Pond subdivision of northwest Tallahassee. Combining timeless comfort with thoughtful updates, this home is truly move-in ready and ready for its next owner. Inside, you'll find soaring vaulted ceilings and an abundance of natural light that create a bright, airy atmosphere. The thoughtfully designed split-bedroom floor plan offers privacy while maintaining an open flow between the separate living, dining, and kitchen areas—perfect for both everyday living and entertaining. The spacious primary suite provides a relaxing retreat with an expansive walk-in closet and an updated walk-in shower. The secondary bedrooms are generously sized and ideal for family, guests, or a home office. The kitchen has been refreshed with updated appliances, making meal preparation a pleasure. Additional improvements include a professionally resurfaced garage floor, showcasing the pride of ownership found throughout the home. Major updates provide exceptional value and peace of mind, including a new roof (2019) and replacement windows and exterior doors (2019), enhancing both energy efficiency and curb appeal. Step outside to enjoy the fully fenced backyard, offering plenty of space for children, pets, gardening, or weekend gatherings. Ideally located near beautiful Lake Jackson, this home is just minutes from Publix, CVS, parks, restaurants, and everyday conveniences, with additional shopping, dining, and entertainment only a 10-minute drive away. From its immaculate condition and desirable layout to its significant updates and outstanding location, this Russell's Pond home offers the perfect blend of comfort, quality, and convenience. Don't miss your opportunity to make this exceptional property your new home—schedule your private showing today!

5369 Cranford Court, Tallahassee

$250,000
3 Beds 2 Baths 402297 MLS
Multiple offers...Enjoy waterfront living in Havana with this thoughtfully updated, move-in-ready 3-bedroom, 2-bath home, tucked away in a peaceful neighborhood on a 1 acre lot and just minutes from the toll road to Northeast Tallahassee. The backyard is the true centerpiece. Overlooking an approximately one-acre neighborhood pond, you'll enjoy about 130 feet of shoreline that is clear to the water's edge, making it easy to cast a line from the bank or relax on the floating dock. The pond has produced impressive largemouth bass over the years and is ideal for kayaking, canoeing, or simply enjoying the peaceful setting. Mature crape myrtles and mulberry trees frame the gently sloping landscape. Whether sipping coffee at sunrise or grilling on the patio while watching the sunset reflect across the water, this backyard was designed to be enjoyed. Since purchasing in 2018 he owners have transformed the interior with new flooring, fresh paint, granite countertops, updated bathroom vanities and fixtures, and a beautifully refreshed kitchen. In 2026, the home received another round of significant improvements, including a brand-new roof, fresh exterior paint, new carpet in the master bedroom, a professionally refinished garage floor, and the addition of an expansive concrete patio designed for outdoor entertaining. Conveniently located just minutes from the shops, restaurants, antiquing, and small-town charm of historic downtown Havana, with easy access to Northeast Tallahassee (via the nearby toll road to Bannerman), this home offers the perfect balance of peaceful waterfront living and everyday convenience. With an attached garage, modern finishes throughout, and all the major improvements already completed, this home offers the perfect combination of comfort, convenience, and waterfront lifestyle. Just bring your fishing pole and move right in.

166 Sierra Road, Havana

$250,000
3 Beds 1 Baths 400160 MLS
For CASH BUYERS, this 20-acre partially wooded, level lot hobby farm offers an opportunity to step back in time. Nestled in the rural town of Greensboro, this quaint home offers an opportunity to create your simple and sustainable lifestyle. While private source financing may be possible, due to the age of the home and needed enhancements, traditional financing is not an option. The seller is not offering owner financing of any kind, in full nor in part. A CASH BUYER IS MOST SUITABLE FOR THIS PROPERTY. Owner Financing IS NOT offered. The value of the property is primarily in the land; however, if one has the means, a significant investment post purchase to complete needed renovation work could lovingly renovate this 3/1 bungalow with a modern twist on farmhouse style living. Alternatively, since the 1920s house sits forward on the parcel it could be used for a temporary residence while a new house is built on another location. A pond is noted towards the rear of the property keeping the current home and any prospective new home site out of a floodplain concern. Several outbuildings are present and power and water is stubbed out in several locations (function unknown). Shed (showing home office/hobby space pictures) has power with wall unit, bldg approx. 15x10. Other structures include an old turn of the century barn with two stalls, a chicken coop, a potting shed, and an old concrete block structure presumed once used for livestock. Does the thought of homesteading or hobby farming make you giddy? Would restoring an old farmhouse bungalow get your juices flowing? Or are you looking for a large property to build your dream home on? Maybe you are just looking for a slower pace of life, where your home is truly a sanctuary, and you can SEE the stars at night. If any of these questions have you answering yes, then Sycamore Road might be calling your name.

8497 Sycamore Road, Greensboro

$250,000
3 Beds 2 Baths 400073 MLS
Welcome to this charming 3-bedroom, 2-bath home tucked away on a quiet street in the heart of Midtown. Filled with character and natural light, the main living area showcases beautiful original hardwood floors and large windows that create a warm, inviting atmosphere. Downstairs, you’ll find a spacious recreation room, an additional full bathroom, and a one-car garage offering added flexibility and convenience. Step outside to the large covered back deck overlooking a private backyard complete with a sizable storage shed—perfect for relaxing, entertaining, or extra storage. Combining timeless charm with everyday comfort, this home is ideally located close to shopping, dining, parks, and all Midtown has to offer.

208 N DELLVIEW Drive, Tallahassee

$250,000
3 Beds 2 Baths 397829 MLS
NEW ROOF! Clean inspection reports available. Ask about seller-paid rate buydown. This 3 bed 2 bath home has much to love.  Spacious open floorplan with abundant counter space, for the cooking, the hosting, and the kids craft projects.  Did we mention hardwood floors throughout?  Recently updated bathrooms with custom tile and new vanities.  All new insulated vinyl windows, and spray foam insulation in crawlspace and attic - keep the outside temps out, and the good temps in.  All new paint throughout.  Large fenced backyard backing up to nature area, feels like your private oasis.  Mature landscaping throughout - a nice change from all the new construction feel you've probably toured. Come tour this beauty today, and see if it might just feel like "Home".

2519 Hastings Drive, Tallahassee

$249,900
3 Beds 2 Baths 401453 MLS
Nature is waiting for you at this unique home nestled among the trees. Conveniently located near North Monroe Street, I-10, and downtown Tallahassee, this beautifully updated 3-bedroom, 2-bathroom home offers privacy, character, and modern finishes. Inside, you'll find a bright and inviting living room filled with natural light and centered around an electric fireplace. The fully renovated kitchen features quartz countertops, white shaker cabinets, stainless steel appliances, and an adjoining dining area. The split-bedroom floor plan provides privacy, with the spacious primary suite offering two closets, a fully renovated bathroom with a walk-in shower, and French doors leading to a private deck overlooking the woods. The guest bedrooms share an updated bathroom on the opposite side of the home. Enjoy the peaceful surroundings from one of three decks, perfect for relaxing and taking in the natural setting. Elevated on pilings, the home also offers a large covered parking area, a concrete patio, and a spacious storage/laundry room below. Recent updates include a fully renovated interior in 2023, a 2017 roof & windows, and a new driveway in 2021. This is a rare opportunity to enjoy a private, treehouse-like setting while remaining close to everything Tallahassee has to offer. Schedule your private showing today!

2828 LARIS Drive, Tallahassee

$249,900
3 Beds 2 Baths 400851 MLS
Nestled at the end of a quiet road with no through traffic you will find this charming Brick 1620 sq ft home, with 3-bedroom, 2-bathrooms on a 1.49 acre lot. This home is ready for its new owners! Step inside to discover a well-maintained home featuring a brand-new HVAC system and a roof installed in 2025, giving you complete peace of mind for years to come. Solar panels help keep energy costs low, while an ADT security system ensures your family feels safe and protected around the clock. The enclosed front and back porches create inviting spaces to relax and soak in the surroundings. Outside, the fully fenced yard is a dream for gardeners and hobbyists alike, complete with mature pecan, plum, and peach trees. The property uses city water but also has dedicated well for irrigating the yard and plants — the best of both worlds. For the craftsman or hobbyist a large wired workshop with a covered parking area stands ready for projects of any size. Whether you're tinkering on weekends or running a small operation, this space delivers. Located just minutes from Louis DeMotsis Park and only 15 minutes from downtown Madison, you'll enjoy the perfect blend of rural serenity and convenient access to local amenities. Schedule your private showing today!

150 SE Norton Way, Lee