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$1,499,999
7 Beds ⋅ 6 Baths ⋅ 404762 MLS
One or more photos have been virtually enhanced. Step into luxury with this custom masterpiece situated on nearly 3/4 acre beautifully appointed corner property in Maple Ridge at SouthWood. 3022 Four Oaks Boulevard offers an extraordinary combination of luxury, craftsmanship and versatility. Custom built by R.K. Adams, this exceptional residence features seven bedrooms and six bathrooms, with thoughtfully curated spaces with 10-foot ceilings and a blend of hardwood, luxury vinyl and tile designed for elegant living and effortless entertaining. At the heart of the home, the fully equipped gourmet kitchen makes a striking impression with designer countertops, refined finishes, a beautifully designed pantry and wet bar, offering exceptional storage and functionality. A fully insulated and soundproofed extension provides a luxurious private suite with its own kitchen, creating an ideal setting for extended stays, multigenerational living or an optional carriage-house-style configuration. Private elevator access enhances the suite’s exclusivity while providing seamless access around the home. Over 1750 square feet of heated and cooled garage space extends the home’s versatility with kitchenette amenities, including a sink and refrigerator. With premium coated floors and generous space, it is perfectly suited for a home gym, studio or additional recreational area. Outdoor living is equally impressive, featuring two screened porches with automated shades, two low-maintenance Trex decks, an upper tiled terrace, a covered lower patio, a flagstone firepit, and a picturesque stone walkway leading to an inviting outdoor sitting area. A cantilever rear gate and irrigation throughout the professionally designed landscaping with ample space for a future pool further complement the property. Plantation shutters, programmable entry locks, a state-of-the-art security and camera system, architectural Gemstone soffit lighting, and two EV chargers add modern convenience to the home’s sophisticated design. Remarkable in scale and rich in thoughtful detail, this one-of-a-kind SouthWood residence offers a rare opportunity to experience custom luxury in one of Tallahassee’s most beautiful communities.ustom luxury in one of Tallahassee’s most beautiful communities.

3022 Four Oaks Boulevard, Tallahassee
$1,125,000
6 Beds ⋅ 5 Baths ⋅ 404603 MLS
One of Southwood’s finest multi-generational estates, perfectly positioned on the 12th hole with sweeping golf course views. This custom-built home offers 5,128 heated/cooled sq ft of living space with flexible options for family, guests, or rental income: a 3BR main residence (3,099 sq ft), a 2BR ground-level apartment (1,428 sq ft) with kitchen, and a fully finished, private 560 sq ft carriage house. Craftsmanship and quality are showcased throughout with Brazilian cherry floors, detailed millwork, plantation shutters, custom lighting, and a chef’s kitchen with Viking and JennAir appliances. The .69-acre lot is framed by heritage live oaks and year-round landscaping, with expansive decks and 303 feet of golf frontage. Peace of mind comes with major updates: new roof (2024), updated HVAC systems (2019 & 2024), new decks (2019), stormwater drainage system (2018), and an encapsulated crawlspace with dehumidifier and radon mitigation system (2018). Enjoy resort-style living in Southwood with golf, tennis, pool, parks, trails, dining, and top-rated schools all within minutes.

3044 DICKINSON Drive, Tallahassee
$675,000
6 Beds ⋅ 5 Baths ⋅ 403555 MLS
Two master/primary suites! One downstairs & one upstairs. Updated in popular Waverly Hills! Perfect for multi-generational living, work/learn from home, etc. Entertaining is a breeze in the spacious great room, where guests flow effortlessly between living & dining spaces, the open kitchen, and back patio. Attached recreation room offers additional space for gaming, relaxing, and fun. (The professionally enclosed garage can easily be converted back to garage/carport). Home features an abundance of storage, updated baths throughout, and a timeless kitchen with subway tile, quartz countertops, newer cabinets & stainless steel appliances. No carpet here - LVP throughout. All set on a park-like 0.74-acre corner lot in an "old Tallahassee" neighborhood filled with giant live oaks, camellias, & azaleas. Don't miss the storage shed and meandering concrete path beyond the fence. Inside Capital Circle NE & off Thomasville Rd, situated between Midtown & the Market Square district. Don't miss the amazing staging decor by Rare Bird Interiors. Pre-listing home inspection for your peace of mind, available upon request.

2936 Brandemere Drive, Tallahassee
$1,950,000
6 Beds ⋅ 6 Baths ⋅ 403406 MLS
Offered for the first time ever, this exceptional brick estate in the highly sought-after Ox Bow community is a rare opportunity to own a truly one-of-a-kind property. Situated on more than two private acres, this custom Southern Living floor plan offers over-the-top comfort and timeless elegance with 6 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces for both everyday living and grand entertaining. The home features multiple living areas, along with an expansive downstairs bonus room complete with a lounge, wet bar, pool table area, guest bedroom, and full bath—creating the ultimate gathering space. High-end finishes are showcased throughout, including a stunning recently renovated primary bathroom and an incredible 600-square-foot custom walk-in closet addition. Outside, enjoy your own private retreat with a sparkling pool, charming pool house, screened porch, spacious deck, and brick terrace, all surrounded by peaceful, park-like grounds. This remarkable estate offers the perfect blend of luxury, privacy, and Southern charm.

1305 Single Tree Trace, Tallahassee
$4,750,000
6 Beds ⋅ 6 Baths ⋅ 403046 MLS
Tucked behind mature trees on nearly 10 private acres in the heart of Tallahassee lies one of the city's most extraordinary and closely held estates. A true generational opportunity, this remarkable property has been owned by only three families since the early 1940s and represents a level of privacy, acreage, and location that is virtually impossible to replicate. Perfectly positioned just moments from Midtown, Downtown, premier shopping, dining, the area's leading hospitals, and Florida's Capitol, this hidden sanctuary offers an unmatched lifestyle where peaceful estate living and urban convenience exist in perfect harmony. The beautifully appointed residence features six spacious bedrooms, five full bathrooms and half bath, dedicated office space, an inviting sunroom, and thoughtfully designed living areas that seamlessly connect to the surrounding landscape. Every room is designed to embrace natural light and showcase breathtaking views of the property's meticulously maintained grounds. Beyond the home, the estate unfolds into an exceptional outdoor retreat. Enjoy a resort-style swimming pool, your own private putting green complete with fairway, expansive lawns beneath towering canopy oaks, and a detached boat garage with abundant space for recreational vehicles, hobbies, or additional storage. The nearly 10-acre setting offers endless opportunities for entertaining, recreation, and creating memories for generations to come. Properties of this caliber rarely become available. Combining extraordinary acreage, unmatched privacy, timeless character, and one of Tallahassee's most coveted locations, this is more than a home, it is a legacy estate unlike anything else currently offered in Leon County.

1410 Betton Road, Tallahassee
$1,849,000
7 Beds ⋅ 6 Baths ⋅ 400983 MLS
A rare opportunity to own nearly 7,000 square feet of luxury with lake frontage, signature 18th-hole golf course frontage, and a private pool and jacuzzi in one of Tallahassee’s most coveted gated communities. Tucked away at the end of a long, private driveway, this custom brick home was designed for both elegant living and effortless entertaining. Nearly every room captures picturesque views of the water, and unforgettable sunrises. From the moment you step through the front door, you're immediately greeted by soaring ceilings, a grand staircase, and an abundance of natural light. Expansive floor to ceiling windows and an open design draw your eyes beyond the living spaces to panoramic views of the lake. The chef’s kitchen features two dishwashers, Viking appliances, abundant cabinetry, and an oversized eat-in island that serves as the heart of the home. The adjoining entertainment room showcases a custom 12-foot bar, creating the perfect setting for game days, holiday gatherings, and memorable celebrations. The flexible floor plan offers 7 bedrooms, 5.5 baths, multiple living areas, a private gym, potential in-law suite, and both upstairs and downstairs laundry rooms providing exceptional versatility for large families, guests, and multigeneration living. Vaulted ceiling carry throughout nearly every room, including the oversized 3 car garage. Step outside to your private backyard retreat where a pool and jacuzzi overlook the lake and golf course. Whether enjoying a quiet morning on the porch swing lakeside, entertaining poolside, or unwinding as golfers finish their round on the signature 18th hole, this exceptional property offers a rare blend of privacy, location, and beauty. As a special bonus, enjoy a front row seat to Golden Eagle's annual fireworks display, launched from the 18th hole and visible right from the backyard. The lake becomes an extension of your backyard where you can fish from the shoreline, kayak across the lake as sun sets over the fairway, or simply relax watching ever-changing views of the water and surrounding wildlife. From unforgettable gatherings to peaceful mornings by the lake, this home offers more than luxury, it offers a lifestyle you’ll never want to leave. Owner is a licensed Florida real estate agent.

8503 Congressional Drive, Tallahassee
$1,025,000
6 Beds ⋅ 4 Baths ⋅ 399566 MLS
LOCATION, LOCATION, LOCATION! Just minutes from Midtown, Downtown, the Capitol, hospitals, shopping, dining, and some of the area’s favorite parks and recreational amenities, this beautifully maintained home offers the best of an established neighborhood with the convenience of being close to it all. Inside, timeless architectural details blend seamlessly with comfortable everyday living. Extensive crown molding, French doors, custom wood cabinetry, add character throughout the home. The flexible floor plan provides plenty of room for everyone, with space to accommodate home offices, guest suites, hobbies, fitness, or multigenerational living. The primary suite offers a private retreat, complete with a beautifully renovated bath featuring a soaking tub, oversized walk-in shower, and impressive walk-in closet. Storage includes generous bedroom closets and a large walk-in pantry. Recent improvements - 2022 roof, 2023 Generac whole-house generator, tankless water heater, and upgraded solar panels. Step outside and the backyard becomes an extension of the home. Mature landscaping, flowering gardens, and fruit trees create a private setting for relaxing or entertaining. The deck, stone patio, and built-in seating provide inviting spaces for morning coffee, afternoon gatherings, and evenings with family and friends. With its combination of exceptional location, flexible living space, thoughtful updates, and established outdoor setting, this home offers a lifestyle that puts Tallahassee’s best amenities right at your fingertips.

2021 Winthrop Way, Tallahassee
$1,100,000
9 Beds ⋅ 4 Baths ⋅ 397152 MLS
This meticulously renovated and updated property boasts 9 total rooms including 4 offices and 2 conference rooms. Beautiful brick building in popular downtown area with incredible curb appeal. Conference/board room opens to a Sunroom. Large renovated downstairs bar and entertainment area with surround sound and wine bar and cooler. Upgraded custom kitchen with eat in-dining, custom cabinetry, stainless steel appliances. 548 sq ft climate controlled heated/cooled 2-car garage and carriage house/office above. 2 full baths (one with a steam shower) and 2 half baths. Also features gleaming hardwood floors, detailed millwork, exposed brick, natural light, top of the line electrical and smart wiring throughout, tons of storage and private terrace. Zoned OR-3 with a variety of uses available.

1202 E Park Avenue, Tallahassee
$1,199,999
6 Beds ⋅ 5 Baths ⋅ 395970 MLS
***One or more pictures has been virtually enhanced*** Step into a living canvas where the boundaries between modern architectural brilliance and untamed Florida wilderness dissolve into pure sophistication. Positioned on the cypress rimmed shores of the historic Lake Bradford, this estate is not merely a residence but a sensory experience defined by majestic live oaks and panoramic water vistas. The journey begins as you enter a realm of volume and light where soaring ceilings and a distinctly open concept design create an atmosphere of airy grandeur reminiscent of a contemporary art gallery. At the heart of the home lies a gourmet chef’s kitchen that functions as a culinary theater designed for both the intimate espresso rituals of the morning and the lavish dinner parties of the evening. The residence flows with an intuitive grace that blurs the lines between indoor opulence and the lush outdoors, leading to a primary suite that serves as a private sanctuary of restoration. Unmatched autonomy for multigenerational living or visiting dignitaries is secured through a secondary guest suite featuring a full kitchen and an exclusive detached guest house. Outside, the narrative shifts to one of resort style indulgence where a screened in pool and expansive deck offer front row seats to the theater of nature. A massive dock and private beach extend into the 179 acre waterway, inviting you to cast a line for trophy Largemouth bass or explore the dynamic Bradford Brooks chain of lakes connecting to Lake Hiawatha and Lake Cascade. For the golf enthusiast, the estate’s location is unrivaled. Just moments away lies the Seminole Legacy Golf Club, home to the Florida State University golf teams. Recently emerging from an $8 million comprehensive renovation led by the legendary Nicklaus Design, it stands as the first Jack Nicklaus Legacy Course in North America. This world class, 7,800 yard par 72 course masterfully utilizes Tallahassee's rolling terrain, offering a visually stunning and challenging experience celebrated by Sports Illustrated. Members also enjoy the state of the art clubhouse, The Burr Family Renegade Grill™, and access to PGA certified staff. Here, you are also moments from the cultural richness of the Tallahassee Museum and the aquatic adventures of the FSU Reservation where sailboats and rowing teams cut through the glass like water. Located just minutes from the global connectivity of the Tallahassee International Airport and the vibrant pulse of downtown, this is a rare opportunity to acquire a legacy property that stands as the crown jewel of Tallahassee waterfront living.

3726 Lakeview Drive, Tallahassee
$1,100,000
6 Beds ⋅ 4 Baths ⋅ 394805 MLS
See the virtual tours of this modern farmhouse estate with an attached guest home, screened-in heated saltwater swimming pool, outdoor kitchen, barn, tack room, stables, garden, and 3-car garage – all on 8 meticulously maintained acres. A circular driveway leads to the inviting rocking-chair front porch and the chandeliered foyer sets the tone for the elegance found throughout. Plank flooring, an open-concept floor plan, trey ceilings, recessed lighting, sliding barn doors, and modern fixtures create a bright and welcoming atmosphere. The living area boasts a stunning floor-to-ceiling brick fireplace, perfect for cozy gatherings. The white and bright main kitchen is a chef’s dream, featuring stainless steel appliances, an eat-in bar, pantry, and a convenient butler’s pantry. The luxurious primary suite offers a private retreat with French doors opening to the screened-in swimming pool. The spa-inspired primary bath includes an oversized soaking tub, dual vanity, walk-in shower with bench, water closet, and a custom walk-in closet with built-ins. The attached guest home provides incredible flexibility, featuring two bedrooms, a full-sized, chef’s kitchen, open living and dining areas, and private pool access. On the fenced grounds are raised garden beds, a blueberry orchard, a storage shed, a fire pit, and a playground - perfect for relaxation and recreation alike. Property also features a generator, irrigation system, water softener, surveillance equipment, and convenient half bath off swimming pool. Equestrian enthusiasts will appreciate the horse shelter in the pasture and the impressive 83-foot barn complete with stables, tack room, a separate office space, and ample storage. With horse facilities, expansive grounds, and thoughtful design throughout, this property offers a rare blend of luxury living and country lifestyle. Pool, Architectural Shingle Roof, and Generator installed in 2019. Showings by appointment only.

6939 Ranch Club Road, Tallahassee