Tallahassee, FL Homes for Sale under $500,000

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  /54

  $499,900

  • 3,040 Sq Ft

  1405 Deerhaven Ln Unit 1 & 2, Tallahassee, FL 32303

  Calling All Investors! These are some of the best rental opportunities on the market! Each home features two separate units—each unit offering 3 bedrooms, 3 bathrooms, a spacious living room, open kitchen, and tons of updates. Step outside and enjoy expansive views of the green space from your large private decks. These properties have a proven rental history and have generated consistent income

  Lindsay Pearson Pearson Realty Inc.

  1405 Deerhaven Ln Unit 1 & 2, Tallahassee, FL 32303
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  /44

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 1,945 Sq Ft

  4016 Bending Ct, Tallahassee, FL 32308

  WOW, just WOW! ? Talk about upscale luxury living — this home didn’t miss a single detail from top to bottom! Custom-designed by Southpointe Builders, it radiates elegance and sophistication in every inch. Featuring 3 spacious bedrooms, 2.5 baths, and an office (or optional 4th bedroom), this home offers both style and functionality. Highlights include custom wainscoting, gorgeous granite kitchen

  Lindsay Pearson Pearson Realty Inc.

  4016 Bending Ct, Tallahassee, FL 32308
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  /50

  $499,000

  • 5 Beds
  • 2 Baths
  • 2,846 Sq Ft

  6611 Crooked Creek Rd, Tallahassee, FL 32311

  Welcome to your Tallahassee dream homestead-meets-suburbia escape! This stylish and spacious 5-bedroom home sits on nearly 1.5 acres of open, usable land—ready for your pets, RV, boat, garden beds, and big ideas. Totally move-in ready with major upgrades: brand new roof + HVAC (2024) and a cozy woodburning stove for that warm, rustic touch. You'll love the huge bonus/family space—perfect for a

  Eileen Waller Keller Williams Town & Country Realty

  6611 Crooked Creek Rd, Tallahassee, FL 32311
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  /54

  $499,900

  • 3,040 Sq Ft

  1409 Deerhaven Ln Unit 1 & 2, Tallahassee, FL 32303

  Calling All Investors! These are some of the best rental opportunities on the market! Each home features two separate units—each unit offering 3 bedrooms, 3 bathrooms, a spacious living room, open kitchen, and tons of updates. Step outside and enjoy expansive views of the green space from your large private decks. These properties have a proven rental history and have generated consistent income

  Lindsay Pearson Pearson Realty Inc.

  1409 Deerhaven Ln Unit 1 & 2, Tallahassee, FL 32303
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  /37

  $427,000

  • 3 Beds
  • 2.5 Baths
  • 1,804 Sq Ft

  3662 Meadow Vista Ln, Tallahassee, FL 32308

  Beautiful, like-new home in the popular Canopy neighborhood! Open concept living space with large windows allowing for natural light to carry through. Eat in kitchen comes fully equipped with stainless appliances and large island. Features include a fenced backyard with access to greenspace, tankless water heater, 1 car garage, tongue and groove ceiling in living room, desk reading area and vinyl

  Mark Brown Drake Real Estate Inc.

  3662 Meadow Vista Ln, Tallahassee, FL 32308
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  /60

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,195 Sq Ft

  2440 Sweet Valley Heights, Tallahassee, FL 32308

  This impeccably maintained and barely lived-in 2022-built Premier Harley plan offers everything you need and more with three spacious bedrooms and two-and-a-half bathrooms, PLUS a dedicated office/study/flex room that could easily be used as a guest room or office! Well-designed with custom updates throughout, this two-story floor plan is filled with natural light and features luxury-vinyl plank

  Caitlin Saunders The Naumann Group Real Estate

  2440 Sweet Valley Heights, Tallahassee, FL 32308
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  /50

  $439,500

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  104 W 4th Ave, Tallahassee, FL 32303

  Open House Nov 9th from 2-4pm. BEAUTIFULLY UPDATED MID-TOWN, MID-CENTURY HOME! Excellent location, centrally located between Adams and Duval, a short walk to the local wine bar, brewery, coffee shops and all your favorite mid-town restaurants! Minutes from downtown and campus too! Move right in to this nicely updated 3 bedroom, 2 bath home loaded with charm and character within a short walk to

  Penny Herman Penny Herman Realty

  104 W 4th Ave, Tallahassee, FL 32303
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  /28

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  3806 Leane Dr, Tallahassee, FL 32309

  Discover this beautifully transformed home, where exceptional design meets meticulous renovation! Every detail has been thoughtfully updated — from the new flooring and modernized kitchen to the stylish lighting, ceiling fans, and fully renovated baths. Major system updates include brand new 2025 HVAC, water heater, and plumbing re-pipe, and 2024 roof, ensuring years of worry-free living. This

  Cindy Cooper Coldwell Banker Hartung

  3806 Leane Dr, Tallahassee, FL 32309
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  /45

  $495,000

  • 4 Beds
  • 2 Baths
  • 2,538 Sq Ft

  3380 Ben Stoutamire Rd, Tallahassee, FL 32310

  Discover the perfect blend of space, comfort and tranquility with this 4-bedroom, 2-bath home set on 6.55 beautiful acres just minutes from Lake Talquin. Surrounded by mature hardwoods and natural beauty, this property offers the ideal retreat for those seeking privacy and room to roam. Inside, you’ll find large, light-filled rooms designed for easy living and entertaining. The home’s spacious

  Jeffrey Baggett Hill Spooner & Elliott Inc

  3380 Ben Stoutamire Rd, Tallahassee, FL 32310
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  /52

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  4134 Forsythe Way, Tallahassee, FL 32309

  Beautiful 3BR/2BA Home Off Thomasville Road Well-maintained and full of character, this home features plantation shutters, high ceilings, and a gas fireplace for cozy winter nights. Built-in shelving and detailed millwork add both charm and functionality. The gourmet kitchen includes granite countertops, Carrera marble backsplash, a gas range with double ovens, and custom cabinetry. The owner’s

  Mike Ferrie Primesouth Fezler, Russell and

  4134 Forsythe Way, Tallahassee, FL 32309
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  /32

  $495,000

  • 3,736 Sq Ft

  1914 Larette Dr Unit A, Tallahassee, FL 32301

  BRAND NEW ROOF!! Well-built 4 unit building for sale with golf course frontage in a highly rentable area. Each unit is structurally independent, so your tenants will not hear neighbors from above... And each unit has a private first-floor entry with front and rear patios. Photographs are of unit B, which is currently vacant and ready for showings or owner occupancy. Each unit is a two bedroom one

  Damian Costantino Keller Williams Town & Country

  1914 Larette Dr Unit A, Tallahassee, FL 32301
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  /46

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft

  2581 Manassas Way, Tallahassee, FL 32312

  Beautifully renovated 3 Bedroom, 2 Bath Live Oak Model built by award-winning Tallahassee Homes! This move-in ready home offers a smart, functional floor plan in one of Tallahassee’s most desirable neighborhoods - Bull Run. Inside, you’ll love the brand-new LVP wood floors, plush carpet, stylish kitchen countertops, backsplash, and fresh paint throughout. The kitchen is loaded with custom

  Porter Chandler Tallahassee Homes Realty LLC

  2581 Manassas Way, Tallahassee, FL 32312
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  /28

  $429,000

  • 3,584 Sq Ft

  3280 Nekoma Ln Unit A, B, C, D, Tallahassee, FL 32304

  Fully leased quadplex near FSU & TCC! Each 2BR/1.5BA townhome offers private entry, separate laundry room & separate utilities. Roof replaced 2016, new HVAC in Unit A (2023). Strong rental income of $4,585/mo total ($55,020 annual) with room for increase. Ample parking, close to shopping, restaurants & bus lines. Excellent turnkey investment or live-in opportunity in a proven rental area!

  Jim English Bulldog Properties, LLC

  3280 Nekoma Ln Unit A, B, C, D, Tallahassee, FL 32304
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  /52

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  1993 Setting Sun Trail, Tallahassee, FL 32303

  Renovated home with amazing 3 bedroom AND office floor plan, 2022 appliances, 2021 HVAC, 7 month old water heater, and 2016 Roof! Move in ready with this brick and Hardie Board sided home on slab with no carpet to be found! Wood floors or tile throughout. Split bedroom floor plan with additional family room featuring French Doors currently being used as an office. Soaring 9+ ft ceilings

  M. Andy Elliott Xcellence Realty

  1993 Setting Sun Trail, Tallahassee, FL 32303
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  /41

  $485,000

  • 4 Beds
  • 2 Baths
  • 2,255 Sq Ft

  2994 N Umberland Dr, Tallahassee, FL 32309

  Move-in ready 4-bedroom, 2-bath brick home in the desirable Northampton neighborhood! Ideally located on a quiet cul-de-sac within walking distance to DeSoto Trail Elementary. Features include two versatile bonus rooms, perfect for a dining room, office, or playroom, plus a light-filled Florida Room overlooking the backyard. Well-maintained and ready for new owners to enjoy!

  Brittany Bevis The Naumann Group Real Estate

  2994 N Umberland Dr, Tallahassee, FL 32309
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  /56

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  1430 Lucy St, Tallahassee, FL 32308

  I love Lucy! This remarkable Lucy Street listing has all the bells and whistles. Everything is new from the light bulbs to the layout. The extra touches include the sweet coffee bar with the pot filler, motion detected lights on the stairs, tankless hot water heater, Bluetooth speakers in the bathrooms, mirror in the bathroom that lights up. Of course, the countertops are quartz, windows are new,

  Kira Seay Roberts & Co. Real Estate Svcs

  1430 Lucy St, Tallahassee, FL 32308
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  /41

  $429,900

  • 4 Beds
  • 3 Baths
  • 2,027 Sq Ft

  2224 Glenwood Ln, Tallahassee, FL 32308

  Tucked away on a quiet cul-de-sac, this unique brick 4/3 home offers the perfect mix of privacy and convenience. Just minutes from hospitals, universities and all in-town amenities, it's ideal for easy living or even an Airbnb or extended-stay opportunity thanks to its flexible layout and prime location. Inside you'll find light-filled living spaces, newer flooring, updated baths and a modern

  Nancy DiGisi Keller Williams Town & Country

  2224 Glenwood Ln, Tallahassee, FL 32308
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  /37

  $482,500

  • 4 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  15222 High Hill Cir, Tallahassee, FL 32312

  *Large 3.9ac Lot - Quiet NE Tallahassee High Hills Subdivision* 4 Bedroom with Office/Flex Room, 2.5 Bath Cleared Home Site with Wooded Property. All the room for your Outdoor Toys, etc. 20x20 Metal Gargage w/Roll Up and 20x10 Lean-to. Icynene Insulation (Roof & Exterior Walls), Loads of Cabinets in the Kitchen w/Stainless Steel Appliances and Bar Seating for a Large Faimly! Family & Primary with

  Christopher Chaback Keller Williams Town & Country

  15222 High Hill Cir, Tallahassee, FL 32312
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  /38

  $420,000

  • 4 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  246 Intrepid Ct, Tallahassee, FL 32312

  Welcome to 246 Intrepid Ct – A Beautiful Home in the Heart of NE Tallahassee! Tucked away on a quiet cul-de-sac in the highly sought-after 32312 zip code, this stunning 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, style, and location. Step inside to find a light-filled open floor plan, freshly renovated with modern finishes throughout. Enjoy a spacious living room with a cozy

  Elizabeth Yon Keller Williams Town & Country

  246 Intrepid Ct, Tallahassee, FL 32312
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  /61

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  2000 Alban Ave, Tallahassee, FL 32301

  This 1950's Mid-Century Modern pool home is located in the highly sought after Woodland Drives subdivision. This beautiful home and pool were renovated using local, reputable vendors and blends classic charm with modern updates throughout. The main living area of the home offers multiple sitting and dining areas perfect for entertaining. The backyard is a private oasis, which features a sparkling

  Tonya Sanders Keller Williams Town & Country

  2000 Alban Ave, Tallahassee, FL 32301
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  /68

  $489,900

  • 5 Beds
  • 3.5 Baths
  • 2,398 Sq Ft

  3417 Castlebar Cir, Tallahassee, FL 32309

  Looking for a TRUE five bedroom home with living rooms to spare? This is it! Located on a spacious lot with generous tree cover in the front and plenty of open space in the back, this four-sided brick classic Killearn Estates house is sure to please // With the kitchen and downstairs primary bathroom both recently renovated, the interior has those beloved classic elements blended with more modern

  Christie Perkins Coldwell Banker Hartung

  3417 Castlebar Cir, Tallahassee, FL 32309
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  /10

  $499,900

  • Land
  • 8 Acres
  • $62,488 per Acre

  0 Lonnie Rd Unit 392431, Tallahassee, FL 32308

  Great location, close to schools, shopping and hospitals. Development potential. 3 lots total.

  Andrea Meadows Hill Spooner & Elliott Inc

  0 Lonnie Rd Unit 392431, Tallahassee, FL 32308
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  /14

  $472,500

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  4945 Annette Dr, Tallahassee, FL 32303

  A unique and charming log home in the woods, close to shopping, town and highly rated schools. This home has been remodeled inside and out. Impeccably maintained and loved; the home boasts a large master suite with bedroom, bathroom and office (or nursery). Upstairs are 2 bedrooms, bathroom and loft living area with a kitchenette. There's an inviting front porch to add a swing. In the back, a new

  Steven Koleno Beycome of Florida LLC

  4945 Annette Dr, Tallahassee, FL 32303
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  /52

  $465,000

  • 4 Beds
  • 3 Baths
  • 2,325 Sq Ft

  4028 Ardara Dr, Tallahassee, FL 32309

  Open House Sunday 2-4P.M Beautifully remodeled 4-bedroom, 3-bathroom home featuring two spacious master suites. This home is updated with brand new windows, CPVC piping, and luxury vinyl plank flooring throughout. The modern kitchen includes new 42 inch custom self-closing cabinets, quartz countertops, and all-new appliances. Each bathroom has been upgraded with new vanities, tile, and toilets.

  Elena Akopyan E2 Executives LLC

  4028 Ardara Dr, Tallahassee, FL 32309
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  /26

  $417,000

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft

  3653 Velda Oaks Cir, Tallahassee, FL 32309

  Beautiful 3BR/2BA garden-style home in Velda Oaks Plantation located off Velda Dairy Rd, close to Bradfordville Rd.! Features include hardwood floors throughout, 9’+ ceilings, and an open-concept layout filled with natural light. Enjoy a screened back porch, smaller low-maintenance yard, and 2-car garage. All in a convenient NE location close to shopping, dining, and top schools.

  Brittany Bevis The Naumann Group Real Estate

  3653 Velda Oaks Cir, Tallahassee, FL 32309
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  /36

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  3772 Forsythe Way, Tallahassee, FL 32309

  Completely remodeled from top to bottom and move-in ready, this stunning 4-bedroom, 2.5-bath home in NE Tallahassee blends modern design with timeless warmth. The spacious, open-concept floor plan centers around a large eat-in kitchen featuring sleek cabinetry, quartz counters, stainless appliances, and an expansive island perfect for gatherings. A generous living area with a cozy fireplace and

  Omar Hajjar The Naumann Group Real Estate

  3772 Forsythe Way, Tallahassee, FL 32309
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  /27

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft

  2987 Stony Brook Ct, Tallahassee, FL 32309

  **One or more photos have been virtually edited** Welcome to this true 3-bedroom, 2-bath home in the highly sought-after Bear Creek community. Located in one of Tallahassee’s top school zones, this home offers a premium location paired with thoughtful updates and comfort throughout. The split floor plan combines privacy and functionality, with the primary suite offering direct access to the

  Cole Davis The Naumann Group Real Estate

  2987 Stony Brook Ct, Tallahassee, FL 32309
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  /31

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,170 Sq Ft

  2319 W Lake Hall Rd, Tallahassee, FL 32309

  Experience luxury living at a lower price point in this spacious 3BR/3BA home located in a modern, low-maintenance community that covers lawn care, pest control, a termite bond, and exterior pressure washing. Across from a peaceful pond, this home features soaring 10’ vaulted ceilings, a chef’s kitchen with quartz countertops, European flat-panel cabinetry, stainless steel appliances, and durable

  Hettie Spooner Hill Spooner & Elliott Inc

  2319 W Lake Hall Rd, Tallahassee, FL 32309
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  /48

  $410,000

  • 2,858 Sq Ft

  2227 Willie Vause Rd Unit 2, Tallahassee, FL 32303

  Versatile duplex features 2 spacious units, Unit B 3/2 Unit A 2/2 currently rented providing immediate income. Water heaters in both units replaced 2020 HVAC Unit A replaced 2018 Unit B 2024 All plumbing updated 2020 new pool liner2022 pool pump updated 2023 Unit B updated SS appliances The property is zoned to allowed up to 10 units, making it an ideal opportunity for developers or investors

  Leah Chapin Ketcham Realty Group, Inc.

  2227 Willie Vause Rd Unit 2, Tallahassee, FL 32303
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  /6

  $450,000

  • Land
  • 2.68 Acres
  • $167,910 per Acre

  8857 Glen Abby Dr, Tallahassee, FL 32312

  Nestled in the prestigious gated golf community of Golden Eagle, this exceptional 2.68-acre lakefront lot offers an unparalleled opportunity to build your dream home. Positioned on a private peninsula, the property boasts stunning lake views on all sides, providing a serene and picturesque setting. While the lot is primarily wooded, it has been partially cleared, offering a perfect balance of

  Hettie Spooner Hill Spooner & Elliott Inc

  8857 Glen Abby Dr, Tallahassee, FL 32312
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  /37

  $440,000

  • 2 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  3938 Edgewater Dr, Tallahassee, FL 32310

  Lake Talquin lakefront with a huge new deck to enjoy sunset views over the lake! You will also enjoy cozy evenings in front of your large stone fireplace, and morning coffee in the lakeside sunroom. The master bedroom and bath are quite spacious, and the living area and sunroom provide plenty of room to entertain your guests. Living on a great fishing lake surrounded by local, state and national

  Fay Armstrong Keller Williams Town & Country

  3938 Edgewater Dr, Tallahassee, FL 32310
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  /42

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,853 Sq Ft

  7420 Hickock Ct, Tallahassee, FL 32311

  ** BIG, Beautiful, two story farmhouse style home tastefully updated, meticulously maintained. NO HOA, 2025-kitchen/dining room remodel, new cabinets, countertops, range, and more. Located in SE Leon county, on a quiet, dead end road in Heritage Hills. Peaceful living off St. Augustine Rd- ROOF 2017- FLEXIBLE floor plan- 4 oversized bedrooms/2 bathrooms- offering 3 living spaces, Living, family

  Christine Napier Allison James Estates & Homes

  7420 Hickock Ct, Tallahassee, FL 32311
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  /31

  $429,000

  • 4 Beds
  • 3 Baths
  • 2,087 Sq Ft

  3132 Lookout Trail, Tallahassee, FL 32309

  Discover lakefront living in this beautifully updated all-brick, single-level home featuring 4 bedrooms (2 Primary Suites) and 3 full bathrooms. Nestled along the peaceful shores of Lake Kilkee, this residence offers the perfect balance of modern updates and timeless character. A spacious lot with lush greenspace is shaded by towering oak trees, creating a private, park-like setting ideal for

  Bryce Carpenter Avenue Realty FL

  3132 Lookout Trail, Tallahassee, FL 32309
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  /26

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,147 Sq Ft

  5264 Old Retreat Way, Tallahassee, FL 32317

  ** Ask About Seller’s Preferred Lender Credit** Discover refined living in The Retreat at Mahan, one of Tallahassee’s most sought-after communities, known for its prime location, top-rated school zones, and convenience to shopping, dining, and major retailers like Costco, Walmart, and Bass Pro Shops. This beautifully maintained Cumberland plan, built by award-winning Tallahassee Homes, offers an

  Brandon Parks Tallahassee Homes Realty LLC

  5264 Old Retreat Way, Tallahassee, FL 32317
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  /52

  $425,000

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  524 Beverly St, Tallahassee, FL 32301

  Charming all brick home in downtown Tallahassee! Classic 3-bedroom, 2-bathroom home perfectly nestled in the heart of downtown. This timeless property boasts a solid brick exterior and is conveniently located within walking distance of Leon High School, Cascades Park, and an array of local amenities, this property offers both convenience and character. Step inside to find freshly painted

  Chip Williams Keller Williams Town & Country

  524 Beverly St, Tallahassee, FL 32301
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  /32

  $435,000

  • 4 Beds
  • 2 Baths
  • 2,046 Sq Ft

  3109 Shamrock St S, Tallahassee, FL 32309

  NEW, NEW, NEW! Fully remodeled home on a corner lot only two doors down from Shamrock Park. New roof, new HVAC, new windows, updated kitchen and baths, new appliances, new light fixtures, and more!

  Jason Picht Picht & Sons Real Estate

  3109 Shamrock St S, Tallahassee, FL 32309
• 

  

  /21

  $494,900

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  400 Talaflo St, Tallahassee, FL 32308

  Step into this chic 1940s Bungalow that's truly Midtown magic where every inch of this completely renovated bungalow exudes character and sophistication. From the moment you arrive at this corner lot estate, the historic brick front porch sets the tone, a perfect blend of timeless allure and modern flair. Inside, the wood look floors create so much warmth throughout, flowing through a

  Bruce Foster Keller Williams Town & Country

  400 Talaflo St, Tallahassee, FL 32308
• 

  

  /23

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  1417 Southwood Plantation Rd, Tallahassee, FL 32311

  Lease Purchase Considered with $50k down! Country living at it's finest on 4.5 acres! Majestic Oaks and a pond make for a beautiful setting. This split floor plan has a nicely equipped kitchen, walk in closets, inside laundry room, detached garage/workshop that offers covered patio/carport. Plenty of room to store your RV, boat, and trailers etc on this property is just outside city limits! This

  Patrick Darden TLH Realty Inc.

  1417 Southwood Plantation Rd, Tallahassee, FL 32311
• 

  

  /14

  $499,900

  • Land
  • 8.07 Acres
  • $61,945 per Acre

  2901 Alyssa Pond Ct, Tallahassee, FL 32303

  **Price Improvement - Seller motivated, bring all offers* Check out this rare find just minutes from town. This fully fenced 8.07-acre property is a dream come true for anyone looking to build their ideal home while keeping horses or hobbies right on site. This prime lot is tucked away in the privacy of a quiet neighborhood near Lake Jackson. The land is thoughtfully set up with two paddocks, a

  Darin Jacobs Superior Realty Group LLC

  2901 Alyssa Pond Ct, Tallahassee, FL 32303
• 

  

  /42

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  2119 Old Fort Dr, Tallahassee, FL 32301

  Whether you’re searching for a lucrative Airbnb investment or a fully furnished home to move right into, this property delivers both! Lucrative AIRBNB opportunity! 2024 had $85,000 in profits, YTD $70,000 in at 59% occupancy, with a fully booked December and all game day weekends, could easily make 90k this year! Step into a fully furnished, interior designed home that’s already set up to be a

  Chelsey Hough Keller Williams Town & Country

  2119 Old Fort Dr, Tallahassee, FL 32301

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