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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

$2,650,000
5 Beds 6 Baths 404129 MLS
Remarkable in-town oasis on over 2 landscaped acres designed for family and entertaining! The 5-bedroom, 5.5-bath sophisticated, smart-home features the primary suite and a guest bedroom on the first floor, with two additional bedrooms, full bath, and lounge upstairs. The lower level is designed for ultimate entertainment, featuring a dedicated home theater. Additional amenities include a customized golf simulator, billiards and poker table areas with a wet bar and wine cellar. The 48’ x 25’ covered outdoor kitchen and living area with retractable screens hosts six different cooking stations from grills to warming drawers.  The outdoor entertaining area includes a concrete pool and spa with water features, antimicrobial artificial turf, brick outdoor fireplace and lighted oyster-shell bocce court. An air-conditioned workshop provides additional utility. This home offers an extraordinarily rare combination of luxury, space and convenience perfect for those looking to entertain or privately enjoy their own sanctuary.

403 Plantation Road, 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

$1,425,000
5 Beds 6 Baths 403251 MLS
Select photos have been Virtually Enhanced. THE EPITOME OF GOLDEN EAGLE LUXURY & LIFESTYLE. Perfectly positioned on the 8th fairway of the world-championship, Tom Fazio-designed golf course, this meticulously maintained custom estate offers the ultimate country club lifestyle in Northeast Tallahassee’s premier gated community. Spanning an impressive 5841 sq ft, this custom pool home offers an unparalleled multigenerational layout, a dedicated home theater, and seamless indoor-outdoor entertaining. Some homes are built; this one was designed for a life well lived. A grand circular driveway welcomes you to a residence where scale and intention meet. Step inside the foyer to find a breathtaking formal living and dining space, where a wall of glass frames panoramic views of the pristine golf course, travertine patio, and sparkling luxury pool with a spillover waterfall. Natural light floods both wings of the home, keeping you constantly connected to the beautiful Florida outdoors and a vibrant neighborhood culture where neighbors walk, jog, and enjoy an active community lifestyle. Turn right into a spectacular wing purpose-built for luxury, organization, and leisure. This wing features a quiet, dedicated "work from home" office, a guest suite with pool views, a home gym (5th bedroom), and two pool-accessible full baths. At the end of the gallery hallway, the ultimate game room and sports bar lounge awaits, featuring direct patio access to the outdoor paradise- perfect for an entertainer's dream setup. Adjacent, a luxury home theater delivers a classic cinema experience behind elegant glass doors lined with heavy, vintage-tasseled blackout curtains. Occupying the entire upper level of this wing is the palatial primary suite. This private sanctuary boasts a cozy fireplace sitting area, a private balcony overlooking the pool and fairway, a spa-style bath with dual vanities, and an expansive walk-in closet with custom wood built-ins. The left wing serves as the vibrant heart of everyday living. An open-concept chef’s kitchen and family room span the rear of the home, equipped with a center island cooktop, bar seating, a massive walk-in pantry with incredible storage, and a sun-drenched breakfast nook. Upstairs, two additional spacious bedrooms and a full bath center around a versatile loft area-perfect for a playroom, teen lounge, or study. The estate’s U-shaped layout wraps around an outdoor oasis where hosting grand pool parties or enjoying quiet Sundays is effortless. Living in Golden Eagle Plantation means embracing a premier golf cart community lifestyle filled with annual neighborhood traditions, including HOA-hosted July 4th fireworks, community food truck nights, festive Christmas golf cart parades, and the famous Halloween Witches Ride. Residents can also choose to join the separate, private Golden Eagle Country Club to fully experience the elite country club lifestyle. The club features a top-tier tennis facility with clay courts and pros on staff, active pickleball clinics, championship golf with professional instructors, and a resort-style swimming pool. Members enjoy exclusive access to grand banquet facilities and the private Mixed Grill, perfect for sit-down family dinners, special themed dining events like Chicago Cuts steak nights or Easter brunches, and convenient member-only dinner pickup. While offering ultimate privacy and elite security, you are less than 10 minutes from the upscale dining, boutique shopping, and vibrant social scene at Bannerman Crossing. Whether you are looking for a true multigenerational estate, a premier entertaining hub, or a refined golf course retreat, this spectacular Northeast Tallahassee gem is a rare find designed to be cherished for generations to come. Your dream lifestyle awaits.

2998 E Golden Eagle Drive, 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

$1,950,000
5 Beds 6 Baths 402491 MLS
Welcome to 8017 Oak Grove Plantation Road! Located in one of Northeast Tallahassee’s most sought after neighborhoods, this Stunning Mediterranean/Spanish style Estate combines Upscale Finishes with a Modern Ease of Living. With no Details spared the property boasts 5 bedrooms and 4 Full Baths, an additional 2 half baths for guests, Energy and Green Home Certifications, 21+ foot ceilings, A Fully Screened and Sparkling Saltwater Pool, In-home Theater with Stadium Seating and Surround Sound, Gorgeous Millwork, Custom Cabinetry and Crown Moulding throughout, A Large Rec Room with full Wet Bar, Reme Halo Whole Home Purifiers, Granite Counters and Energy Efficient Stainless Appliances in the Kitchen, A large Walk in Pantry, Custom Wrought Iron Scrollwork Balustrades, Upstairs and Downstairs Gathering and Study Spaces, A Mudroom, Walk-in Attic, Tons of Storage throughout, Efficient Solar Panels, Gleaming Travertine Floors with Inlays, a 3 Car Garage plus Carport, A First Floor Primary Suite and Guest Room, and 2 pristine private acres to Entertain and Relax! Conveniently Located Just Minutes from both the Bannerman Crossing and Market Square Corridors and Zoned for Top Tier Schools this one is a Must See!

8017 Oak Grove Plantation 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

$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