Tallahassee Real Estate | Tallahassee 5 Bedroom Properties for Sale

OPEN TO BACK UP OFFERS. Seller is offering a $15,000 credit toward buyer upgrades with an acceptable contract by September 15! Meticulously crafted custom home on nearly a half acre overlooking the SouthWood golf course! Take in spectacular sunsets over the golf course from the backyard fire pit or enjoy your morning cup of coffee on the rocking chair front porch watching the sun rise. This 5 bedroom, 5 bathroom home offers solid white oak flooring, an abundance of natural light, spacious living spaces, an open floor plan with two suites, home office, custom millwork and cabinetry, 3-car garage, and tons of storage throughout! The luxury kitchen a 9.5' over-sized island with quartz counter, custom cabinets, wine fridge, 3 tub basin, pot filler over the gas range, and Miele dishwasher with additional top rack for silverware. The lower level of the home offers a second master suite and living area with full kitchen and 5.1 surround sound and a workshop with exterior access. So many features make this incredible home a must see!

3758 LONGFELLOW Road, Tallahassee

$975,000

5 Beds ⋅ 4 Baths ⋅ 400658 MLS

Discover the perfect fusion of contemporary style and functional living in this breathtaking 5-bedroom, 4-bath residence. Category WINNER of the 2026 Big Bend Parade of Homes and the Realtors Choice Award, showcasing a striking elevation with crisp vertical siding, black-framed windows, and a grand stone-clad entryway, this home delivers immediate curb appeal. Designed with a thoughtful split-bedroom floor plan, the interior creates distinct zones for gathering and rest. The heart of the home is the expansive Family Room (18' x 19'), which opens seamlessly to a chef’s Kitchen featuring a large center island and Butler's Pantry. Adjacent to the kitchen, the light-filled Dining Room (13' x 11') offers an elegant space for meals. The crown jewel of the floor plan is the massive Primary Suite wing. It features a spacious bedroom (14' x 24' including retreat), a spa-inspired bath with dual vanities, and a dedicated "Retreat"—a private sitting area ideal for a reading nook or morning coffee. On the opposite wing, three generously sized guest bedrooms share access to two full baths. Additional highlights include a convenient Mud Room, a large Laundry Room, a 2-car Garage, and a sweeping rear Covered Porch (17' x 8') for year-round outdoor entertaining around a beautiful fountained pond on site.

3501 Doe Run Drive, Tallahassee

$468,623

5 Beds ⋅ 4 Baths ⋅ 401924 MLS

New floor plan, photos coming soon. Actual home under construction. Options, upgrades, and features may vary and are not necessarily included in the base price. NEW CONSTRUCTION - New homes in Landon Hills. Walk to Publix. Premier's new Georgetown floor plan offers incredible never-before-seen features! This community is surrounded by open green space, and walking trails. Includes quartz countertop, floating shelves in kitchen, playroom and several other features. See upgrade list attached for more information. Photos of previous model. Exterior color may vary from provided photos. Lot size and measurements approximate. Upgrades included in interior renderings.

8361 Bull Headley Road, Tallahassee

$775,000

5 Beds ⋅ 4 Baths ⋅ 401732 MLS

Dreaming of the perfect home with a guest house or in-law suite? This is it! Stunning brand-new construction by America’s Home Place. The main home features four extra large bedrooms, including two luxurious master suites with oversized walk-in closets, and three full bathrooms. It has an open-concept layout with beautiful luxury vinyl flooring throughout, a stylish kitchen with butcher block countertops, a large hidden pantry, and big windows that flood the space with natural light and showcase serene backyard views. Just past the 3-car garage, a fully equipped guest suite awaits—complete with its own private living area, kitchen, office, bedroom, and bathroom. It’s ideal for multigenerational living, guests, short term rental (airbnb), long term rental, or even a private work-from-home retreat. Step outside to enjoy an extra-large, covered front porch—perfect for a porch swing or rocking chairs—overlooking 3.6 acres of peaceful, private land. There's even room in the backyard to add a pool, patio, workshop or garden area! No HOA! Don’t miss your chance—this one truly has it all!

3485 Natural Bridge Road, Tallahassee

$849,900

5 Beds ⋅ 4 Baths ⋅ 401165 MLS

Located in Baker Place, this lakefront home features five bedrooms, four full baths, plus a flex room with a closet. This well-designed all brick home offers hardwood floors throughout the main living areas, new carpet in the bedrooms, along with extensive crown molding, plantation shutters, and detailed trim work throughout. The spacious eat-in kitchen features stainless steel appliances, tile backsplash, quartz countertops, and a convenient butler’s pantry off the laundry room. The oversized primary suite includes a separate 10x10 sitting area, creating the perfect private retreat. The deluxe primary bath features two spacious vanities, a jetted tub, and a large walk-in shower. Enjoy outdoor living with a large 20x30 deck, covered front porch, and exceptional privacy on a cul-de-sac lot. Additional highlights include a three-car garage, new roof installed in 2025, and updated water heaters. The lake is currently dry due to drought conditions.

5985 Miles Blake Court, Tallahassee

$499,900

5 Beds ⋅ 3 Baths ⋅ 400562 MLS

HUGE Price Reduction. Beautifully constructed 2,700+ sq. ft. building ideally positioned on 5th Avenue in the heart of Midtown, offering exceptional visibility, accessibility, and versatility for a wide range of professional uses. Currently operating as commercial office space, this property is especially well-suited for law offices, consulting firms, accounting practices, real estate offices, medical-adjacent professional services, or boutique business operations seeking a central Midtown location. Inside, the building features hardwood floors throughout, tall ceilings, spacious rooms, multiple fireplaces, and a layout that provides both private office opportunities and welcoming common areas. The character and charm of the property create a professional yet inviting setting for clients, staff, and guests. Situated on a large lot with ample parking, the property offers a rare combination of Midtown convenience and functional on-site parking. Enjoy walkability to nearby shops, restaurants, nightlife, and other local amenities, making this an attractive location for both business owners and clients. While currently used as commercial office space, the building could also be converted into a wonderful residence, offering additional flexibility for future use. 4-point inspection available upon request. Property is being sold AS-IS. All measurements are approximate and should be verified by buyer

231 E 5Th Avenue, Tallahassee

$520,000

5 Beds ⋅ 4 Baths ⋅ 400553 MLS

Bonus: This home has an assumable FHA loan at 5.75% to qualified buyers! Motivated Sellers with Price Improvement. Welcome to a beautifully maintained all brick home with a large, finished basement, 5 Bedrooms, multiple living areas and flexible space that is hard to find. Whether you need room for entertaining, working from home, hobbies or multigenerational living, there are plenty of options while still feeling comfortable and functional for everyday life. The expansive floor plan provides separation and privacy without feeling disconnected. Nestled on a premium fenced lot that feels like a private Oasis, this home offers a peaceful setting while only minutes away from shopping, dining, parks, hospitals, downtown and everything Tallahassee has to offer!

1405 Shuffield Drive, Tallahassee

$614,900

5 Beds ⋅ 4 Baths ⋅ 400424 MLS

One or more photo(s) has been virtually staged. Price Improvement! Priced to sell! Seller Motivated! Welcome to this beautiful, very well-maintained, move-in ready 5-bedroom, 4-bath POOL HOME in one of the finest highly sought-after neighborhoods! Major updates have already been completed, leaving the perfect opportunity for a new owner to bring their vision and style to make it their own. Offering 3,359 square feet of thoughtfully designed living space, this exceptional property features two spacious primary suites, including a private downstairs in-law suite with separate access from the pool deck--perfect for multigenerational living, guests, or added flexibility. From the grand two-story foyer to the designer finishes, every detail has been carefully updated to blend elegance and comfort. Enjoy newer luxury vinyl plank flooring, new carpet, fresh interior paint, and updated lighting. The expansive layout offers an abundance of natural light, soaring ceilings, and versatile living spaces ideal for both everyday living and entertaining. Step outside to your own private backyard oasis featuring a sparkling fiberglass saltwater pool and oversized pool deck installed in 2021, all surrounded by a fully fenced yard for added privacy. A new roof installed in 2024 provides added peace of mind, while the convenient location places you close to shopping, dining, parks, I-10, and A-RATED SCHOOLS. With generous living space, flexible accommodations, and desirable updates throughout, this Ravines home is a rare opportunity you won't want to miss.

2467 Elfinwing Lane, Tallahassee

$459,000

5 Beds ⋅ 3 Baths ⋅ 400084 MLS

Some photos virtually enhanced. Perfect home for large family and entertaining! Near Killearn Club a premier golf and country club. The home sits on a beautiful big corner lot with mature landscaping; relax on spacious screened porch and deck or work on projects in she shed; gourmet kitchen with lots of cabinets for storage and eat in area; oversized two car garage for the person that likes to do it yourself; formal living and dining room for joyous holidays and a family room with fireplace for those cool winter evenings, inside utility room and 5 spacious bedrooms; 5th bedroom can be used as an office or game room. Near schools and parks. Golf course view from kitchen window, screened porch or family room. Roof replaced 2019.

3175 Shamrock E, Tallahassee

$650,000

5 Beds ⋅ 4 Baths ⋅ 400277 MLS

Parade of Homes 2023. Like new construction with lots of windows & natural light. Live, work, play in Southwood. Enjoy the vibrant community with walking/running trails, private Golf Course & Country Club, TownCenter & community pool/tennis/playground & beach volleyball court. Home is true 5 bedrooms & 3.5 baths. Great detail & finishes in every room. Lots of storage, open floor plan with a dedicated office/game room. MUST SEE!

3477 Scarlet Sage, Tallahassee

$799,999

5 Beds ⋅ 4 Baths ⋅ 400196 MLS

Built in 2023 and barley lived in! This better-than-new residence combines modern luxury with one of the most desirable settings in Canopy. Situated on a premium water-view lot, this highly sought-after floor plan is one of the only models currently offered on the water — and is no longer being built — making this a truly rare opportunity. From the moment you enter, you’re welcomed by soaring ceilings, abundant natural light, and a thoughtfully designed layout featuring a spacious downstairs primary suite. Designed for both effortless entertaining and comfortable everyday living, the open-concept living spaces flow seamlessly to the oversized screened-in patio, where tranquil water views create the perfect backdrop for relaxing mornings and peaceful evenings. Offering the feel of brand-new construction without the wait, this exceptional home blends style, functionality, and an unmatched location within one of Tallahassee’s most desirable communities. Located in the highly sought-after Canopy community, residents enjoy access to resort-style amenities including a clubhouse, fitness center, pool, fire pit, playground, splash pad, and tennis courts.

2383 SWEET MEADOW VIS, Tallahassee

$486,267

5 Beds ⋅ 4 Baths ⋅ 399773 MLS

New floor plan, photos coming soon. Actual home under construction. Options, upgrades, and features may vary and are not necessarily included in the base price. NEW CONSTRUCTION - New homes in Fallschase. Premier's new Georgetown floor plan offers incredible never-before-seen features! Includes quartz countertop, floating shelves in kitchen, playroom and several other features. See upgrade list attached for more information. Photos of previous model. Exterior color may vary from provided photos. Lot size and measurements approximate. Upgrades included in interior renderings.

406 Bienville Place, Tallahassee

$491,642

5 Beds ⋅ 4 Baths ⋅ 399772 MLS

New floor plan, photos coming soon. Actual home under construction. Options, upgrades, and features may vary and are not necessarily included in the base price. PERMANENT MODEL NOT FOR SALE - NEW CONSTRUCTION - New homes in Fallschase. Premier's new Georgetown floor plan offers incredible never-before-seen features! Includes quartz countertop, floating shelves in kitchen, playroom and several other features. See upgrade list attached for more information. Photos of previous model. Exterior color may vary from provided photos. Lot size and measurements approximate. Upgrades included in interior renderings.

402 Bienville Place, Tallahassee

$199,900

5 Beds ⋅ 3 Baths ⋅ 399416 MLS

Completely renovated 5 Bed 3 bath home on almost half an acre! Two masters - one on each side of the home. New metal roof, New Stainless appliances, New HVAC, New Vinyl Plank flooring. Move in Ready and FHA qualifying. Updates will be done by May 8th. More photos coming soon!

2728 Juncture Drive, Tallahassee

$359,900

5 Beds ⋅ 2 Baths ⋅ 399049 MLS

Multiple Offers - Open to back-up offers. Already inspected! Plumbing & electrical repairs completed. Septic recently pumped. CASH or Renovation Loan Needed as property in need of new ROOF, HVAC among other repairs and updates. This one-of-a-kind property is set on nearly 3 acres of lush, tree-filled land. Built prior to 1900 and brought back to life, this historic gem offers over 2,650 square feet, 5 spacious bedrooms, and two expansive living areas. See associated MLS documents for floor plan, historic information and parcel details. Majestic live oaks, blooming magnolias and azaleas, fig and lime trees surround the property, creating a peaceful, almost storybook setting. The long rocking-chair front porch with a swing feels like it was made for slow mornings and golden-hour conversations. The train tracks behind are picturesque and infrequently in use. Inside, history and modern comfort blend beautifully. You’ll find soaring ceilings, solid wood doors, and incredible refinished original hardwood floors that carry over a century of character. The home features two renovated bathrooms with a marble top vanity and beautiful tilework, a bright and inviting sunroom, and a charming kitchen with a new white oversized sink, butcher block counters, and a huge butler’s pantry! Beyond the main home, the property continues to impress with a large concrete pool, three additional structures (wooden garage, well house, and concrete shed), and includes two parcels across the street that can be subdivided and sold. The property is zoned RC for both residential and commercial use. From a systems standpoint, the home is in solid working order to the best of the seller’s knowledge, with professionals having evaluated the updated electrical, plumbing, well, and septic systems. There are no signs of termite activity, and bait stations are already in place as a preventative measure. The property also features two water heaters—one tankless unit conveniently located above the washer, and a second unit installed in 2023 in the hallway closet. That said, there are items for a future owner to address. Primary considerations include the absence of kitchen appliances (however washer and dryer are included), as well as the need for a new HVAC system, re-roof, and some windows are in need of repair or replacement. These improvements are reflected in the list price. As a contributing property within the Chaires Historic District and believed to be part of the first surveyed plat in Leon County, this home has stood as the heart of the community for over 125 years. Now, it’s ready for its next chapter. This is truly a rare opportunity. There’s something undeniably special about this property. It has so much incredible history, character, and opportunity. It is a place full of possibility waiting for the right person with the vision to make it extraordinary. Listing agent has ownership interest in the property.

4890 Chaires Cross Road, Tallahassee

$950,000

5 Beds ⋅ 4 Baths ⋅ 398653 MLS

Seller is open to creative financing! Custom-built Sheffield Construction home on 2.03 private acres overlooking Lake Mary Ann! Enjoy breathtaking panoramic lake views, a 45' x 22' in-ground pool & an abundance of windows that fill the home with natural light! This 5-bed, 4-bath home features all bedrooms on the main level plus a spacious 760 sq ft bonus room upstairs with a balcony, ideal for a rec room, home office, or future expansion! The gourmet kitchen boasts a unique semi-circle granite island, custom cabinetry, built-ins & overlooks the dining and living areas. The primary suite offers lake views, a soaking tub, double vanities, and a separate shower. Complete with a circular driveway, covered deck, and plenty of room to entertain, this private North Tallahassee retreat is just minutes from shopping, dining, and parks.

2990 Elwood Trail, Tallahassee

$468,623

5 Beds ⋅ 4 Baths ⋅ 398344 MLS

New floor plan, photos coming soon. Actual home under construction. Options, upgrades, and features may vary and are not necessarily included in the base price. NEW CONSTRUCTION - New homes in Landon Hills. Walk to Publix. Premier's new Georgetown floor plan offers incredible never-before-seen features! This community is surrounded by open green space, and walking trails. Includes quartz countertop, floating shelves in kitchen, playroom and several other features. See upgrade list attached for more information. Photos of previous model. Exterior color may vary from provided photos. Lot size and measurements approximate. Upgrades included in interior renderings.

8385 Bull Headley Road, Tallahassee

$680,900

5 Beds ⋅ 4 Baths ⋅ 396813 MLS

Now pre selling in Fallschase! The Embry is a 5-bedroom, 3.5-bathroom two-story home with over 2800 Sq. Ft. and a two-car garage. The Embry floorplan is a versatile and thoughtfully designed layout that caters to all stages of life, featuring a convenient first-floor primary bedroom suite. Upon entering the home, you'll be greeted by a spacious flex space off the foyer, ideal for a home office, formal dining room, or a cozy sitting area. As you continue through the home, the kitchen becomes the heart of the space, complete with sleek stainless-steel appliances, white cabinetry, and ample counter space for meal preparation. The large center island effortlessly connects the kitchen to the expansive great room, creating an open, flowing space perfect for both everyday living and entertaining guests. The private first-floor primary suite serves as a retreat, offering a peaceful haven for rest and relaxation. The en-suite bathroom is designed with both functionality and comfort in mind, featuring a double vanity, a private water closet, a spacious shower, a separate garden tub for soaking, and an oversized walk-in closet for all your storage needs. Upstairs, the home provides even more space for relaxation and recreation. The upstairs living area is perfect for unwinding with family or hosting additional gatherings. Four generously sized bedrooms and two full bathrooms complete the second floor. Each bedroom is spacious, with plenty of closet space. The second full bath includes a double vanity and a shower/tub combo. Additionally, one of the bedrooms features an ensuite bathroom, providing a private and comfortable guest retreat.

548 Bienville Place, Tallahassee

$700,000

5 Beds ⋅ 4 Baths ⋅ 396471 MLS

THE lowest price per sq ft in all of Southwood! Custom-built by its original owner, this 3,258 sq ft home offers 5 bedrooms, 4 of which have their own private ensuite bath on a flat, .59-acre corner lot! The spacious kitchen features a large island with bar seating, eat-in area, and separate dining room, 2 living rooms and tall ceilings throughout. The primary suite includes custom walk-in closet systems, a garden tub and separate shower. A private upstairs bedroom (the only room on the second floor) makes an ideal guest suite, office, or flex space. Two tankless water heaters 2023, EV charging outlet installed in garage. Privacy-fenced backyard with room to add a pool/guest house. Located in Southwood with access to community pool, parks, trails, tennis courts, and golf!

3078 Dickinson Drive, Tallahassee

$5,900,000

5 Beds ⋅ 8 Baths ⋅ 392653 MLS

Experience timeless luxury in this stunning estate in Bobbin Trace. Perfectly situated on 3.8 private acres, this 8,831 sq ft home features 5 bedrooms, 5 full and 3 half baths, and every amenity imaginable. Inside, soaring ceilings, intricate millwork, and Cantera wrought-iron doors set a grand tone. The chef’s kitchen boasts marble countertops, custom cabinetry, and a La Cornue range, while the spacious primary suite offers a fireplace, spa-style bath, and dual closets. Designed for entertaining with formal dining, wine cellar, 21x6 bar, and mahogany theater/game room. The 2,000 sq ft guest house includes a gym, kitchen, and private suite—ideal for guests or extended family. Outdoors, enjoy a resort-style terrace with pool, summer kitchen, firepit, tennis court, and pavilion with vaulted beams overlooking a peaceful stream. Every detail reflects impeccable quality and craftsmanship—this is luxury living at its finest.

3891 Windbrook Court, Tallahassee

$458,000

5 Beds ⋅ 4 Baths ⋅ 384169 MLS

New Construction in NW Tallahassee. Beautiful 5 bedrooms, 3.5 bathrooms, bonus room, laundry room equipped with counter/sink/cabinets, tankless Water Heater, oversized two car garage, gas fireplace , primary bedroom with walk in closet, Industrial Range/Stove in Kitchen (Gas), tray ceiling in Living Room and 2 Heat Pumps and 2 Sear Air Handlers. Seller is open to concessions for approved buyer.

296 Bermuda Road, Tallahassee

$399,999

5 Beds ⋅ 3 Baths ⋅ 371963 MLS

Fantastic investment opportunity located in the Westridge neighborhood just steps away from Doak Campbell Stadium and the universities! This 5 bed, 3 bath home offers hardwood floors and tile throughout, all appliances included, and large backyard with spacious deck.

209 Edwards Street, Tallahassee

Tallahassee 5 Bedroom Properties for Sale

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