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$700,000
6 Beds ⋅ 5 Baths ⋅ 401327 MLS
Room for everyone in this updated beauty in popular Waverly Hills! Enjoy 6 bright bedrooms, including two suites with attached baths (one up and one downstairs). Perfect for multi-generational living. 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. (Room 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
$1,849,000
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
$1,125,000
6 Beds ⋅ 5 Baths ⋅ 400710 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
$1,100,000
6 Beds ⋅ 4 Baths ⋅ 399566 MLS
Nestled in the heart of prestigious Betton Hills this exceptional estate offers an extraordinary blend of timeless elegance, luxurious comfort, and modern sophistication. Rich architectural details—including extensive crown molding, sun-filled French doors, a graceful domed archway, custom wood cabinetry, and granite-surround gas fireplace— that echo the homes classic exterior character. Boasting six spacious bedrooms, the flexible floor plan easily accommodates executive home offices, private guest accommodations, fitness or hobby spaces, and multigenerational living. The expansive owner's retreat is a private sanctuary featuring a beautifully renovated spa-inspired bath with a soaking tub, oversized walk-in shower, and an impressive walk-in closet.The home also features a 2023 Generac whole-house generator, 2022 roof, tankless water heater, and upgraded solar panels, Step outside to your own private backyard oasis where mature landscaping, fruit trees, and colorful flowering gardens surround an inviting outdoor living space. The 2022 deck, elegant stone patio, and custom built-in seating wall create the perfect setting for al fresco dining, entertaining, or simply relaxing in privacy. Exceptional storage throughout the home includes generous bedroom closets and a large walk-in pantry.Perfectly positioned just minutes from downtown, Midtown, premier dining, shopping, parks, hospitals, and the state's Capitol, this remarkable residence presents a rare opportunity to enjoy luxury living in one of Tallahassee's most established and coveted neighborhoods.

2021 Winthrop Way, Tallahassee
$3,250,000
6 Beds ⋅ 8 Baths ⋅ 399449 MLS
Pre approval required before showing appointment is made, must be accompanied. Private gated drive, Majestically appointed home with separate 50x60, 3 bay (5 bay total) garage perfect for large size RV and or boat with office and guest house joined by breezeway. 700sqft guest house included in sq footage. Separate office in large garage. Full In home generator. No detail was overlooked Custom brick and paver detailing, Soaring lighted tray ceilings, engineered hardwood flooring, gourmet style kitchen with Thermador appliances custom cabinetry, tremendous amounts of trim carpentry, high end marble countertops, custom tile work. Equipped with mobilefocus app security system and camera system option, spray foam Icynene insulation, central vacuum system and surround sound. Screened porch overlooking private wooded backyard. You will fall in love with everything this home has to offer. All Dimensions are approximate. Lots of wildlife, private setting.

7083 Grenville Road, Tallahassee
$499,900
6 Beds ⋅ 6 Baths ⋅ 399142 MLS
This well-maintained duplex features two spacious units, each offering 3 bedrooms and 3 bathrooms—ideal for students or professionals seeking both comfort and privacy. Whether you choose to live in one side and rent the other, or lease both units, this property provides strong income potential with current rents totaling $3,750 per month. Both 3 bedroom units offer a large open-concept layout with a seamless flow between the kitchen, living, and dining areas, creating an inviting space for everyday living and entertaining. Every bedroom includes its own bathroom, a highly desirable feature for tenants. The property also provides ample parking for six or more vehicles (up to 4 in the carport), along with a generous green space behind the home—perfect for enjoying the outdoors, relaxing in nature, or gathering for casual activities. A side deck just off the kitchen and dining area makes grilling and outdoor dining easy and enjoyable. The property has a solid rental history spanning many years. Its prime location near campuses adds to its appeal, making it a versatile opportunity for both investors and owner-occupants alike.

1405 Deerhaven Lane Unit 1 and 2, Tallahassee
$425,000
6 Beds ⋅ 3 Baths ⋅ 397967 MLS
Character & warmth we've somehow lost along the way - lovingly maintained.  Craftsmanship from an era gone by, tastefully sprinkled with key updates.  And have we mentioned the hardwood floors? This 6 bedroom, 3 bath home has the perfect floorplan for the family get togethers, football parties, & holiday hosting; with ample room to spread out.  The fenced half-acre lot boasts both a spacious deck and screened porch, with mature landscaping - it may just be the perfect evening escape.  Four-wall brick & newer roof means upkeep is a breeze.  Come tour today, and see if you just might need to stay.

2102 Great Oak Drive, Tallahassee
$1,699,000
7 Beds ⋅ 5 Baths ⋅ 397639 MLS
A like new home located in the Gated Community of Mission San Miguel – a beautiful community that includes community center, swimming pool, tennis, volleyball and basketball courts, walking trails and green space to enjoy. This 1-story “Orchard” model offers 5,950sf of single-story living featuring 7 bedrooms, mother in law separate home, study/office, formal dining room, living room, game room, bonus room, 2 outdoor screened in porches. The kitchen has two large double islands with double sink, a large walk-in pantry. Glass doors that open up into the large backyard and covered patio space. The primary bathroom features a separate tub and shower, double sinks, and a wrap-around walk-in closet. All bedrooms have walk-in closets. There is a 1178 sf mother in law house. The four-car finished garage is equipped for electric vehicle charging. This stunning residence offers all the expected amenities of modern luxury living.

9400 Montserrat Court, 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
$2,975,000
7 Beds ⋅ 6 Baths ⋅ 396743 MLS
Welcome to Your Dream Home! Square Footage includes main house and detached guest suite (1260). This expansive private estate, securely gated, offers everything a family could desire. The main house features a thoughtfully designed open floor plan adorned with exquisite custom details, plus a recent addition of over 1,400 sq. ft. adding the most amazing primary closet around! With five spacious bedrooms and four full baths plus a half bath, this residence ensures both comfort and style for every member of the family. Step outside to discover a sparkling pool, perfectly suited for relaxation and entertaining. The property also includes a detached guest house, ideal for hosting visitors or extended family, featuring two bedrooms, a full bath, a kitchen, and a cozy family room. Ample garage space on-site accommodates at least eight vehicles, complemented by a workshop/garage equipped with tandem garage doors, perfect for all your hobbies and projects. Experience the ideal blend of luxury, convenience, and space in this remarkable estate, where your family's dreams can come to life!

8014 Susan Bradford Lane, Tallahassee
$1,234,567
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
$4,500,000
9 Beds ⋅ 8 Baths ⋅ 378037 MLS
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.

5682 Adrienne Drive, Tallahassee