Luxury Homes in Florida's Big Bend

Indulge in luxury with our selection of the most expensive, dreamy and luxurious homes on the market. Explore these remarkable listings!

$899,000

3 Bed

4 Bath

Shell Point

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Magnificent Waterfront Retreat! Must see this gorgeous home located at The Resorts at Shell Point, 2938 sq ft heated and cooled with 11 ft ceilings throughout, 3bedrooms, 3 1/2 baths, comes with beautiful travertine floors, custom trim molding, kitchen has custom white cabinets with large island bar with beautiful granite tops. All appliances are commercia grade Viking appliances. 2 master bedrooms each with the most gorgeous views of the gulf of Mexico and breathtaking sunsets! All bathrooms have custom tile from floor to ceiling. Large family room/office, 2 large mezzanines that overlook the boat basin and the gulf of Mexico. 2 car garage and an elevator. Premium, ground cover foliage and ornamental plants decorate the exterior grounds! You won't be disappointed with this gorgeous home!!

$1,150,000

4 Bed

4 Bath

Tallahassee

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Luxurious Golf Course Living in Golden Eagle Experience the pinnacle of luxury in Golden Eagle, Tallahassee’s premier gated golf community. This stunning 5-bedroom, 4-bathroom estate—complete with an office and flex room—offers over 4,000 sq. ft. of refined living with breathtaking golf course views. Step onto the recently updated deck, and soak in the serenity of this prime location. Inside, the newly updated chef’s kitchen is both stylish and functional, while the freshly painted entryway welcomes you into a home of elegance. The bar off the living room overlooks a cozy fireplace, creating an ideal space for entertaining, and the brick sunroom offers a light-filled retreat with panoramic views. Blending sophistication, comfort, and privacy, this exceptional home is priced at appraisal at $1,150,000—a rare opportunity in one of Tallahassee’s most sought-after communities. Don’t miss your chance to own this dream home! ?? Schedule your private showing on ShowingTime today. Agents: Please submit proof of funds or pre-approval letters with all offers.

$799,000

4 Bed

4 Bath

Tallahassee

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Luxury Living in NE Tallahassee – Breathtaking Golf Course Frontage Just reduced $50,000 - Experience the epitome of luxury living in the heart of NE Tallahassee. This stunning all-brick estate offers gorgeous golf course frontage with breathtaking views, nestled within walking distance to Summerbrooke’s scenic lakes and parks. Exceptional Design & Features: * Grand Two-Story Screen Enclosure – Accessible from an upper 34' balcony and overlooking a spacious lower lanai, this unique feature boasts a 20+ foot ceiling, creating a serene North Carolina mountain feel. * 4 Bedrooms | 4 Bathrooms | 3-Car Garage – A split-bedroom, open floor plan with oak floors throughout the main living areas. * Elegant Formal Spaces – A welcoming formal entry, private office/formal living room, and a formal dining area. * Gourmet Kitchen – Open-concept eat-in kitchen with a large island bar, granite countertops, full appliance package, and views of the expansive family room. * Primary Suite Retreat – Featuring his & her closets, a private deck, fireplace, and a spa-like bathroom with a soaking tub, separate shower, and dual vanities. * Lower-Level In-Law Suite & Entertainment Haven – Complete with a private patio, granite-tiled kitchen & bath, large media room, library/mudroom, extra storage, and a stunning screened patio with intricate tile work. Top-Rated School Zones: Hawks Rise | Deerlake | Chiles This exquisite home is a rare find, offering unparalleled elegance, functionality, and stunning views in one of Tallahassee’s most desirable communities. Schedule your private tour today!

$775,000

5 Bed

4 Bath

Tallahassee

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5 Bedroom POOL Home WITH Bonus Workshop! This POOL Home is ready for Summer Parties and gatherings! The 5 bedroom home is your perfect retreat complete with a fenced in pool, separate building that’s a large 1100 sq ft garage/workshop complete with bathroom, and almost 3 acres in a quiet neighborhood. Get away from it all and still be close to Costco! Pool was installed in summer, 2023 and is fenced in. Kitchen updates include new countertops with bar seating and a built in sitting area. The bonus building is on a separate meter and can be customized for your needs- currently includes a bathroom, partitioned walls and a work space. A separate carport is behind the building for additional storage. Whole House Generator. Roof 2013. HVAC 2015. Water Heater 2017.

$825,000

4 Bed

4 Bath

Tallahassee

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Stately all brick pool home in beautiful Baker Place! This spacious 4 bedroom, 3.5 bath home features a spacious kitchen with island and ample counter space that opens into the family room with gas fireplace, 2024 SS refrigerator, 2024 Hot water Heater, 1st floor primary suite with walk-in closet. Off the kitchen is a sunroom filled with natural light that over looks the expansive backyard and swimming pool. The separate dining room, office, large laundry room and half bath are also located downstairs. Upstairs you will find a large bedroom with en-suite and walk in closet with two additional bedrooms and a full bath. The 3 car garage provides ample storage and parking. Conveniently located near shops and restaurants.

$839,000

4 Bed

3 Bath

Thomasville

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Take a look at this REMARKABLE Thomasville property on Old Monticello Rd! This 4BR/3Bath home is 3,087 sq.ft., nestled in the perfect country setting. Inside, you will find a chef's kitchen, wonderful fireside den, 2 offices, and amazing bedrooms, all accented with handsome antique heart pine flooring. The home also features an oversized mud room and built-in storm shelter. Outside you can get lost in the sprawling approximately 5 acres of walking paths, woods, and wildlife. There is a scenic spring-fed pond with a dock, a wonderfully rustic barrel bridge, and plenty of garden space. Best of all, this property is close to city limits, and close to Archbold Hospital, Glen Arven Country Club, and Jerger Elementary School. For more information on this one-of-a-kind property, call your favorite agent TODAY!

$2,800,000

5 Bed

8 Bath

Tallahassee

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Nestled in the prestigious gated community of Rosehill, this custom-built estate blends timeless craftsmanship with thoughtful design and exceptional privacy across 2.16 acres. Meticulously maintained by its original owners, this all-brick masterpiece offers 5 spacious bedrooms, 8 bathrooms, and an extraordinary array of indoor and outdoor living spaces. Step through the grand formal entry into elegant living and formal dining room featuring soaring ceilings, hardwood floors, and an abundance of natural light. The spacious kitchen features a large center island, eat-in dining area, and a separate wet bar area complete with an ice maker and beverage cooler—perfect for entertaining. The adjacent family room flows seamlessly onto a covered porch, offering serene views of the lake and sparkling pool. The expansive downstairs primary suite is a true retreat, showcasing dual walk-in closets, a spa-inspired bathroom with a jetted tub and freestanding shower, and private panoramic views of the lake and pool directly from the bedroom. A nearby room—located just across the hallway—is ideal for use as a second office, nursery, or home gym. Upstairs, each generously sized bedroom features its own ensuite bathroom, brand-new carpeting, and ample closet space. The third-floor offers a large game room with a full bath, providing incredible flexibility for guests, hobbies, or recreation. Movie nights feel like a true cinematic escape in the private theater room, complete with a wet bar and dedicated tech closet. Additional highlights include a formal office, craft room, pool bathroom, elevator, laundry chute, and a heated/cooled flex room off the 3-car garage—equipped with a Tesla charging station. Outside, lush landscaping frames the pool and tranquil lakefront setting, creating a private outdoor oasis just minutes from shopping, dining, and everything Tallahassee has to offer.

$875,500

4 Bed

5 Bath

Tallahassee

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Stunning 1-story modern villa in A-Rated School Zones. Privacy gate & fully fenced yard. Enjoy soaking in the above ground pool spa encompassed by a large composite deck & gazebo. Looking for natural light & floor to ceiling windows that shine into the main living room & dining, 20 ft ceilings, open floor plan, upgraded appliances includes a wine cooler & wall oven. Dedicated laundry room & tech closet for internet & cable. Each bedroom has its own dedicated bathroom plus a guest bathroom. The screened in outdoor kitchen is perfect for a master chef. 3-car over sized garage & tons of storage. Well maintained home like new construction! MUST SEE

$1,390,000

4 Bed

6 Bath

Monticello

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Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulouslyrenovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving wallsthat exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamlessblend of functionality and elegance, with a spacious kitchen offering expansive views, a library capable of housing 10,000 books,currently fill with about 6000 books that convey with the library. The ensuite bedrooms provide unparalleled comfort and privacy.The master bedroom is situated on the upper level, offering ample space and featuring a generously sized walk-in closet and twobathrooms. It provides direct access to the expansive 2000-square-foot rooftop patio, enhancing the living experience with outdoorleisure opportunities. Stay productive in the spacious office with large soundproof glass providing all the natural light, wherecreativity thrives, or use the spacious room as an additional bedroom. Discover hidden realms within the office- secret rooms!Adding an element of mystery to this home, a secret room leading to the most entertaining room in the house, the movie room!Entertainment knows no bounds within the sprawling 2,500 square-foot movie living room, complete with its own kitchen, bar,laundry setup, and bathroom for seamless hosting. Need extra space there is a cozy in-law suite/cottage in the garden equippedwith a full bathroom, kitchenette and mini-split. Outside, the grounds unfold like a verdant oasis, with a picturesque ½ acre pondwith patio and dock. Outside dinners are perfect by this serene pond on the patio furniture. Explore the outbuildings, including,chicken shed/potting shed, mushroom shed, Hügelkultur Garden beds, and greenhouse, each a testament to the estate'scommitment to sustainable living. Organic gardens include pineapple guava, loquat, black raspberries, mulberries, pears, peach,paw paws, persimmons, pomegranates, figs, hazelnuts, coneflowers, agapanthus, wildflowers, azaleas, spirea, confederate rose, abelias and so many more. An abundance of woodland, adorned with a tranquil creek meandering through its midst. Parking is abreeze with 2 different carports and a new steel 3-bay detached garage and workshop combo. An additional concrete garageshaped like a majestic whale, adding a touch of whimsy to the property's charm for extra storage. Experience a lifestyle ofunparalleled luxury and artistic inspiration where modern living harmonizes with the timeless beauty of a medieval castle, withnuggets of history still on the property through books, sculptures, and artifacts. Additional Improved Property for sale (Check out178 Nautilus Drive). Also Fiber Optics available.

$995,000

8 Bed

4 Bath

Tallahassee

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Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House features expansive spaces for entertaining, five bedrooms, & a library. Complementing the home are two separate guest apartments: a 1-bedroom/1-bath basement apartment & a detached 2-bedroom/1-bath carriage house apartment, each with full kitchens, perfect for in-laws or generating additional income. The main residence showcases exquisite heart pine wood flooring, high ceilings, & beautiful millwork. Additionally, there are over 1000 sq ft of porches for outdoor relaxation. A sizable three-room workshop offers extra storage & hobby space. The property spans .71 acres, adorned with various fruit trees, oaks & a secluded deck area at the rear, accessible via a landscaped path. With new roofs installed in 2021 by Tadlock Roofing & HVAC systems in 2021 and 2022 by Benson's heat & Air, this home is ideally situated near the Capitol, schools, churches, & hospitals, blending historical charm with contemporary convenience. Total bedrooms and baths are the total for the property, including the 2 guest apartments.

$887,550

4 Bed

4 Bath

Tallahassee

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Open Saturday 3/29, 12 to 2. Great price for this marvelous historic home, home of two governors, which underwent major restoration work around 1980-81 to how it had been while Gov. Bloxham resided there (modern electrical & plumbing though). This can be your residence, a guest house/ airbnb, or an office - it has been used as all three of these. This masonry structure was built by Richard Shine, who also built Goodwood, First Presbyterian Church and the south wing of the old capitol building. 4 fireplaces (have not been utilized in years, unknown if they work). If you want a large home downtown, this is it! Many homes in the Calhoun St Historic Distrcit have returned to residential use in recent years.

$995,000

8 Bed

4 Bath

Tallahassee

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Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House plus 2 full apartments. Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House features expansive spaces for entertaining, five bedrooms, and a library. Complementing the home are two separate guest apartments: a 1-bedroom/1-bath basement apartment and a detached 2-bedroom/1-bath carriage house apartment, each with full kitchens, perfect for in-laws or generating additional income. The main residence showcases exquisite heart pine wood flooring, high ceilings, and beautiful millwork. Additionally, there are over 1000 sq ft of porches for comfortable outdoor relaxation. A sizable three-room workshop offers extra storage and hobby space. The property spans .71 acres, adorned with various fruit trees, oaks and a secluded deck.

$875,000

4 Bed

4 Bath

Tallahassee

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Stunning modern 4 bed 3.5 bath home nestled on over 2.5 acres of private, serene land, conveniently located near shopping, restaurants, Phipps Park, the Meadows soccer complex and Forest Meadows. Enjoy the walking and biking trails just steps away from the house. This spacious home offers an inviting, light filled living room with floor to ceiling windows. Kitchen has been updated with freshly painted cabinets. Brand new carpet in bedrooms offers a fresh, cozy feel, while the primary suite features a peaceful sitting area that overlooks the beautifully landscaped backyard. Enjoy ample storage with built in shelving in the large walk in primary closet. The downstairs guest bath has been updated and convenient when entertaining in the back yard. Outside, unwind in the sparkling lap pool or the hot tub, or relax on the screened porch while enjoying music using the Sonos surround sound speaker system. A truly beautiful property offering luxury and privacy.

$835,000

4 Bed

3 Bath

Panacea

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Waterfront views from every room and deepwater boat access all in one property! Discover this stunning waterfront home with a private dock and boat lift, providing direct access to the Gulf for some of Florida's best fishing. The home boasts four bedrooms, two private suites, a total of three full baths, and a newly renovated kitchen with hardwood floors throughout. An enclosed elevator provides easy access to all floors. Enjoy breathtaking views from all four covered porches, capturing both sunrise and sunset skies. No HOA here, the property is located on the peninsula of the canal on the cul-de-sac so no through traffic. Mashes Sands beach is just around the corner and a convenient boat launch located just two streets over. Unobstructed waterfront with great views, deep water canal with boat lift, nearby boat ramp, no HOA. Just you, the water, and the breeze.

$875,000

4 Bed

3 Bath

Tallahassee

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Charming 1950s Remodel with Modern Upgrades on Over an Acre In-Town Welcome home to this beautifully remodeled 1950s classic that effortlessly blends character and modern convenience. Set on over an acre of land in a prime in-town location, this spacious property offers room to live, gather, and grow. The heart of the home is the brand-new kitchen, complete with stainless steel appliances, a large island, double oven, and tons of storage, perfect for cooking, entertaining, or weeknight dinners. Original hardwood floors shine throughout, and two cozy wood-burning fireplaces add warmth and personality. A flexible studio space serves as an ideal game room, teen hangout, or creative workspace. The separate in-law suite offers comfort and space for extended family or guests, featuring its own bathroom and great storage. Retreat to the luxurious Owner’s Suite, where you'll enjoy a freshly updated en-suite bath with a sleek walk-in shower. Enjoy the best of both worlds—plenty of space to spread out, while being just minutes from multiple grocery stores, top local restaurants, shopping, and minutes from downtown and the Capitol. Easy showings available—schedule through ShowingTime today! Agent Owner

$1,325,000

2 Bed

3 Bath

Tallahassee

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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 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. The 1,250 sqft unfinished second story, with perimeter framing and utility stubs, is ready for expansion with plans for 3 bedrooms, a bonus area, and 2 baths. 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.*

$750,000

4 Bed

4 Bath

Tallahassee

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Prime location! This stunning 4-bedroom, 3.5-bathroom residence, built by Mark Worley in 2007, offers a perfect blend of elegance and comfort. The home office/formal living room and dining room provide delightful views of a nearby Winthrop park, adding a touch of community charm. The living room seamlessly connects to a gourmet kitchen, featuring stainless steel appliances, an eye-catching iridescent glass backsplash, and rich mahogany cabinetry. Throughout the home, you'll appreciate the extensive millwork that adds character and warmth. The master bedroom is a true retreat, boasting a silver-leafed tray ceiling and direct access to a pavered courtyard complete with a water feature. Enjoy surround sound throughout the interior and exterior, perfect for entertaining or relaxing. Upstairs, two spacious bedrooms each have their own bathrooms, ensuring comfort and privacy for all. A 13x23 media room with a wet bar and distressed black cabinetry offers an ideal space for movie nights, games, or gatherings. 4th bedroom could also serve as the media room. Additional features include plantation shutters, hardwood floors, and a two-car garage.

$750,000

4 Bed

3 Bath

Tallahassee

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This charming one-story home in coveted Betton Hills is the one you have been waiting for! Providing TWO primary suites and multiple living areas, this home is perfect for those who love to entertain while also having quiet spaces to retreat. The split floor plan includes a spacious kitchen with custom cabinets, Bosch double ovens, gas stovetop, and granite countertops. Located just off the library, the main owner's suite offers a double sink vanity, bidet, recent redone walk-in shower, and access to a private porch. The stunning 300+ sqft. sunroom offers high slanted wood-covered ceilings, tons of natural light, and overlooks the serene backyard. Outside, a louvered pergola, brick pavers, and mature landscaping create an inviting outdoor oasis. Additional highlights include real wood floors, vintage tile, plantation shutters, mid-century glass doors, a cozy fireplace, and built-ins—all adding to the home’s charm and character. For hobbyists and/or extra storage, a true DETACHED WORKSHOP provides the perfect workspace. A new roof will be installed soon. Don’t miss this rare gem in the heart of Betton Hills!

$1,625,000

5 Bed

5 Bath

Tallahassee

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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.*

$785,000

4 Bed

3 Bath

Tallahassee

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WHAT A HOUSE!!! New construction modern farmhouse 1.67 acres. This home will be ready for move in April! This home has it all including stained tongue and groove porch ceilings, brick skirt, pediments over the back and front doors, 9 foot sliding glass doors that pocket into the wall, brick fireplace with built-ins, shiplap dining room, Vaulted ceiling with beams, step ceiling in the primary bedroom, upgraded quartz counter tops, a mud room/laundry room with sink and cabinets and drop zone, 36" SKS range, built in microwave, built in wood shelfing in the master closet, and so much more. The home has 3 bedrooms down stairs including the primary, a study or living room, a dining room, a huge kitchen with an island and a large screen porch, The home has bonus room upstairs + an office or kids play area upstairs. The home is lakefront on Lake Fae. Great for someone who wants no HOA.