Tallahassee Florida homes for sale starting at Fifty Thousand Dollars

$4,500,000 - Tallahassee, FL

5682 Adrienne Drive Tallahassee, FL - This family compound boast 2 family homes, with over 2,400+ sq.ft. each, a pole barn with a 8' x 32' workshop, an income-producing duplex, well house, and sits on approximately 40 acres of uplands with mature oaks and planted pines, and backs up to Lafayette Heritage Trail and Lake Lafayette. With enough privacy to enjoy nature, and still convenient to downtown and shopping, this unique property is zoned R-1, is 39.78 of upland acres, and abuts the city limits. Refer to mls#377942 and #377942 for additional information of each parcel/home; offered for sale together or separately.

$3,350,000 - Tallahassee, FL

9525 Woodland Hills Way Tallahassee, FL - Nothing in Tallahassee compares to this stunning estate on just over 42 acres. Experience luxury and privacy with this breathtaking 5,000-square-foot custom estate, set behind a gated entrance within an exclusive, gated community. Recent upgrades include a brand-new metal roof, new HVAC systems in both the main and guest houses, and two new water heaters in the main residence. The property also features two barns with four stalls, tack room, feed room, and a fully equipped guest house. Inside the main home you’ll find exquisite millwork, custom kitchen cabinets with a new Sub-Zero refrigerator, soaring ceilings, and dramatic floor-to-ceiling windows, complemented by three elegant marble fireplaces. Thoughtful details include laundry facilities on both levels, a state-of-the-art home theater with surround sound and a wet bar, rare Australian Cypress hardwood floors, stained glass accents, and multiple versatile rooms. Step outside to enjoy the sparkling pool, complete with a pool bath and outdoor shower. Each spacious guest suite offers multiple closets and a private ensuite bath. The 1,721-square-foot guest house includes an open-concept kitchen, a large living room with a fireplace, a utility room, a generous patio, three bedrooms, and two full bathrooms — perfect for extended stays or entertaining.

$2,250,000 - Tallahassee, FL

Xxx Trout Trail Tallahassee, FL - Picturesque 4 bedroom, 3 bath farmhouse with a wrap-around porch, a pollinator garden, and surrounded by mature live oaks, this homestead includes a 48'x36' pole barn, and an income producing duplex. 20 acres with enough privacy to enjoy nature, but still convenient to downtown and shopping, this unique property is being offered for sale with the adjacent 19.78 acre parcel for a total of 39.78 acres. Don't miss this wonderful retreat.

$2,250,000 - Tallahassee, FL

5682 Adrienne Drive Tallahassee, FL - Down a picturesque gated drive of planted pines sits a 5 bedroom, 4 bath cedar house with dormer windows, sunrooms, and porches that enhance the natural setting. This one of a kind homestead backs-up to Lafayette Heritage Trail and Lake Lafayette, while boasting 19.78 of upland acreage. With enough privacy to enjoy nature, but still convenient to downtown and shopping, this unique property is being offered for sale with the adjacent 20 acre homestead for a total of 39.78 acres. Don't miss this wonderful retreat.

$2,150,000 - Tallahassee, FL

6995 Big Woods Drive Tallahassee, FL - Step into your personal sanctuary with this custom-built estate, where the charm and coastal allure of a timeless seaside escape come to life. Overlooking the serene lake with breathtaking, sweeping views, this home blends timeless elegance with meticulous craftsmanship. Reclaimed century-old barn wood floors set the tone, weaving character into every corner of this thoughtfully designed retreat. The heart of the home flows effortlessly, boasting with natural light, with a striking stone fireplace anchoring the main living area. A spacious gourmet kitchen, complete with a cozy breakfast nook, invites culinary creativity, while the nearby office offers a quiet space to focus. Two bedroom suites, including the luxurious owner’s suite, grace the main level with comfort and style. Upstairs, two additional guest rooms share a versatile playroom or workout space, each opening to private balconies that frame the stunning surroundings. Entertaining is a delight with a custom wine cellar for those special evenings, or outside by the inviting poolside retreat. A detached guesthouse, two-car garage, and elegant porte-cochère add convenience and charm. Tucked away at the end of a private cul-de-sac, this one-of-a-kind Tallahassee gem offers an unmatched blend of luxury, tranquility, and distinctive beauty—your everyday escape awaits.

$1,850,000 - Tallahassee, FL

3519 Lakeview Drive Tallahassee, FL - Back on the market at no fault of sellers *Exquisite Lakefront Living: A Dual Property Retreat** Presenting a once-in-a-lifetime opportunity to own two spectacular lakefront properties, encompassing 6.43 gated acres and 265 feet of pristine lake front beauty. Located at 3519 Lakeview, these property offers the ultimate in luxury and serenity. The main home has been completely renovated and expanded in 2021, featuring unique architectural elements sourced from around the world. This 3 BR/3 full bath 1,986 sq ft residence seamlessly blends modern amenities with timeless elegance, creating a haven of comfort and style. Adjacent to the main home, the detached guest home just underwent an extensive renovation. This 2,128 sq ft 3 BR/3 1/2 bath, additional dwelling offers the same level of luxury and attention to detail, perfect for hosting guests or extended family.

$1,850,000 - Tallahassee, FL

7840 Broomsage Place Tallahassee, FL - Welcome to 7840 Broomsage Place – Located in the gated Centerville Conservation neighborhood, this luxury home sits on a 1.46-acre wooded lot offering ideal privacy. This home features 5 bedrooms, 6 bathrooms, including two primary suites on the main level, ideal for multigenerational living. The enclosed saltwater pool provides year-round enjoyment and connects seamlessly with the indoor living space. Inside, you'll find a spacious layout with three bonus rooms, perfect for a home office, media room, or gym. The kitchen opens to a large family room and formal dining area, ideal for entertaining. Located in a top-rated school district, this property combines space, security, and location in one of the area's most desirable communities. Come take a look!

$1,699,000 - Tallahassee, FL

6641 Lake Pisgah Drive Tallahassee, FL - INQUIRE FOR RATE BUY DOWN OPTIONS!! MUST SEE...tons of UPGRADES and Special Features! BRAND NEW HVAC, Whole House GENERATOR, GUEST HOUSE on the LAKE. Nestled within the exclusive GATED COMMUNITY of Centerville Conservation. This 4BR/3.5 BA Estate and detached 1BR/1BA GUEST HOUSE offers unparalleled luxury and tranquility. Situated on just over an acre of pristine LAKEFRONT property, the main residence boasts 4 bedrooms, 3.5 bathrooms, and a dedicated office. NEWLY INSTALLED HVAC (2025) gives you peace of mind. The interior features stunning True Pine hardwood floors, soaring ceilings adorned with solid wood beams, and a CHEF'S dream kitchen complete with a breakfast bar, casual dining area and a walk in pantry. Entertain guests in the formal dining room or unwind in the additional upstairs FAMILY ROOM/BONUS ROOM, which includes a spacious bedroom and full bathroom. Modern amenities enhance the living experience, such as a newly installed built-in Sonos sound system throughout the home and a whole house GENERATOR. The large, screened porch, equipped with a refrigerator and separate ice maker, overlooks a recently added heated SALTWATER POOL illuminated for evening enjoyment. The outdoor space is further complemented by custom brick pavers and a built-in firepit with ample seating, perfect for gatherings. The property also includes a charming, detached, 1BR/1BA GUEST HOUSE, featuring a full kitchen, laundry facilities, and a comfortable living area, providing privacy and convenience for visitors. Set out to explore the almost 7 Miles of Trails, Stop by the Community Lake House to Fish off the Dock or Head over to the Horse Stables where you can Rent a Stall for your Horses to be within walking distance. This is truly a MUST SEE as there are too many amazing features to list. *Buyer to verify room measurements*

$1,625,000 - Tallahassee, FL

134 Meadow Wood Court Tallahassee, FL - This beautiful home, located in the Stonywood Farms neighborhood, blends traditional design with understated elegance. Built in 2018, it sits on a rare 5.6+ acre parcel just minutes from the Market District, offering a peaceful and private setting surrounded by ponds, fish, wildlife, and neighboring horses. The property’s natural beauty is complemented by architectural details like engineered hardwood flooring, a TN fieldstone fireplace, coffered ceilings, salvaged heart pine trim, shiplap accents, and custom cabinetry. With 3 fireplaces and floor-to-ceiling windows offering breathtaking views of the ponds, this home provides a serene, luxury living experience. The home is appointed with Q-stone quartz countertops, stainless appliances, whole-house generator, and a Rinnai tankless water heater. The current finished layout offers 3,000 sqft of living space, featuring 2 bedrooms, 2.5 baths, an open family room with dining area and chef’s kitchen, a study/living room with wet bar, a foyer, an upstairs loft, and a screened porch. The spacious primary suite includes a large walk-in closet, tile shower, and soaking tub. This pricing also includes the finishing of a 1,250 sqft second story, which will include 3 additional bedrooms, a bonus area, and 2 full baths, with perimeter framing and utility stubs already in place. Outside, enjoy a Montauk Blue Slate patio, a pond with fountain pump and lighting system. No HOA dues complete this remarkable property, offering an ideal blend of elegance, privacy, and potential. *Room measurements, sqft, and acreage to be verified by Buyer.*

$1,575,000 - Tallahassee, FL

6641 Lake Pisgah Drive Tallahassee, FL - Priced for instant equity! MUST SEE...tons of UPGRADES and Special Features! BRAND NEW HVAC, Whole House GENERATOR, GUEST HOUSE on the LAKE. Nestled within the exclusive GATED COMMUNITY of Centerville Conservation. This 4BR/3.5 BA Estate and detached 1BR/1BA GUEST HOUSE offers unparalleled luxury and tranquility. Situated on just over an acre of pristine LAKEFRONT property, the main residence boasts 4 bedrooms, 3.5 bathrooms, and a dedicated office. NEWLY INSTALLED HVAC (2025) gives you peace of mind. The interior features stunning True Pine hardwood floors, soaring ceilings adorned with solid wood beams, and a CHEF'S dream kitchen complete with a breakfast bar, casual dining area and a walk in pantry. Entertain guests in the formal dining room or unwind in the additional upstairs FAMILY ROOM/BONUS ROOM, which includes a spacious bedroom and full bathroom. Modern amenities enhance the living experience, such as a newly installed built-in Sonos sound system throughout the home and a whole house GENERATOR. The large, screened porch, equipped with a refrigerator and separate ice maker, overlooks a recently added heated SALTWATER POOL illuminated for evening enjoyment. The outdoor space is further complemented by custom brick pavers and a built-in firepit with ample seating, perfect for gatherings. The property also includes a charming, detached, 1BR/1BA GUEST HOUSE, featuring a full kitchen, laundry facilities, and a comfortable living area, providing privacy and convenience for visitors. Set out to explore the almost 7 Miles of Trails, Stop by the Community Lake House to Fish off the Dock or Head over to the Horse Stables where you can Rent a Stall for your Horses to be within walking distance. This is truly a MUST SEE as there are too many amazing features to list. *Buyer to verify room measurements*

Tallahassee, Florida listings for sale

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