Brooksville Homes with Two Story Property Description

5 Beds ⋅ 5 Baths ⋅ Southern Hills Plantation Ph 2 SubDv. ⋅ 34601 Zip Code

A home of this caliber is rarely offered. Perfectly positioned on a double homesite at the end of a quiet cul-de-sac, this custom estate is a masterclass in timeless craftsmanship, thoughtful design, and effortless entertaining. Every detail has been carefully considered, creating a residence that feels both grand and inviting. From the moment you arrive, the scale and setting make an impression. Mature topiary landscaping, an expansive three-car garage, and exceptional privacy set the tone for what awaits inside. The interiors are warm yet sophisticated, with natural light pouring through every room and highlighting soaring beamed ceilings, elegant wainscoting, and carefully curated architectural finishes. The open-concept living spaces flow seamlessly for both intimate gatherings and large-scale entertaining. At the heart of the home, the chef's kitchen is designed to impress. Quartz countertops, a gas range, and an oversized island create the perfect balance of beauty and function, whether hosting holiday dinners or casual Sunday brunches. The owner's retreat is a private sanctuary, offering generous proportions, dual walk-in closets, separate vanities, a spa-inspired corner shower, and a classic clawfoot soaking tub that invites you to slow down and unwind. The thoughtfully designed floor plan offers four bedrooms and three full bathrooms in the main residence, including a private guest suite with its own ensuite bath, while two additional bedrooms are connected by a Jack-and-Jill bathroom—providing comfort and privacy for family and guests alike. Outdoor living is where this home truly shines. Designed to feel like a private resort, the backyard centers around a sparkling pool and spa surrounded by multiple outdoor living spaces. Prepare meals in the fully equipped outdoor kitchen, gather around one of two outdoor fireplaces on cool evenings, or retreat to the extraordinary screened pavilion where exposed beams, handcrafted European stonework, a grand fireplace, and a built-in serving area create an unforgettable setting for year-round entertaining. Connected by a covered walkway, the detached guest retreat elevates the property even further. The lower level features a dedicated fitness studio alongside an impressive private cinema complete with a 120-inch fixed screen, theater seating, premium Klipsch surround sound with dual subwoofers, and an immersive movie experience rarely found in residential homes. Above, a beautifully appointed guest suite with a kitchenette and sweeping views offers exceptional flexibility—ideal for extended family, an au pair, college-aged children, long-term guests, or a private executive retreat. Located within the gates of Southern Hills Plantation Club, one of the Tampa Bay area's premier golf course communities, residents enjoy an unmatched lifestyle centered around championship golf, elegant clubhouse dining, resort-style pools, tennis, pickleball, a state-of-the-art fitness center, and scenic walking paths. This is more than a custom home—it is a private estate designed for those who appreciate exceptional craftsmanship, unforgettable entertaining, and a lifestyle reserved for only a select few.

20085 English Walnut Place, Brooksville

$359,980

4 Beds ⋅ 3 Baths ⋅ Leyland Preserve SubDv. ⋅ 34601 Zip Code

Under Construction. Brand new, energy-efficient home available by Aug 2026! The Yellowstone floorplan features a spacious open-concept design with 4 bedrooms, 2.5 bathrooms, and a 2-car garage. Enjoy the convenience of a first-floor primary suite, while the upstairs loft offers the perfect space to unwind or entertain. Leyland Preserve is an intimate community in Brooksville, FL that will offer new, move-in-ready, single-family homes with open-concept floorplans and designer curated interior finishes. Enjoy close proximity to plenty of shopping and dining options as well as beautiful Gulf Coast beaches. Commuters will appreciate convenient access to SR-50/Cortez Blvd., I-75, and the Veterans Expressway. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

17653 Olive Thorn Drive, Brooksville

$343,970

4 Beds ⋅ 3 Baths ⋅ Benton Hills SubDv. ⋅ 34602 Zip Code

Under Construction. Brand new, energy-efficient home available by Aug 2026! The Yellowstone floorplan features a spacious open-concept design with 4 bedrooms, 2.5 bathrooms, and a 2-car garage. Enjoy the convenience of a first-floor primary suite, while the upstairs loft offers the perfect space to unwind or entertain. Benton Hills Premier Series offers new single-family homes with open-concept floorplans in Brooksville, FL. Convenient to I-75, this community offers easy access to those who commute to major cities and employment areas. Residents will enjoy resort-style amenities including a clubhouse with fitness center, pool, playground, trails and more. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3442 Moscato Drive, Brooksville

$333,070

5 Beds ⋅ 3 Baths ⋅ Waterford SubDv. ⋅ 34613 Zip Code

Under Construction. Welcome to the epitome of modern living in this two-story, 5-bedroom home with an open-concept downstairs. The ground floor seamlessly integrates the living, dining, and kitchen areas creating a spacious and inviting atmosphere. The primary bedroom is located upstairs, with an ensuite bathroom and walk-in closets. The kitchen is well-equipped with a stainless-steel range, microwave, built-in dishwashe. The laundry room has a washer and dryer hook up. This home offers a perfect blend of shared living spaces and private retreats. Welcome home to a perfect synthesis of style and practicality. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. CRC057592.

11417 Memorial Drive, Brooksville

$324,070

5 Beds ⋅ 3 Baths ⋅ Sandal Key SubDv. ⋅ 34613 Zip Code

Under Construction. Welcome to the epitome of modern living in this two-story, 5-bedroom home with an open-concept downstairs. The ground floor seamlessly integrates the living, dining, and kitchen areas creating a spacious and inviting atmosphere. The primary bedroom is located upstairs, with an ensuite bathroom and walk-in closets. The kitchen is well-equipped with a stainless-steel range, microwave, built-in dishwashe. The laundry room has a washer and dryer hook up. This home offers a perfect blend of shared living spaces and private retreats. Welcome home to a perfect synthesis of style and practicality. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. CRC057592.

10590 Tucker Road, Weeki Wachee

$329,900

3 Beds ⋅ 3 Baths ⋅ Hamlin Way SubDv. ⋅ 34601 Zip Code

Welcome to one of Brooksville's hidden gems! Nestled on nearly half an acre in a quiet, family-friendly neighborhood, this beautiful two-story home offers 2,472 square feet of unique character, modern updates, and peaceful surroundings. From the moment you arrive, you'll appreciate the inviting covered front deck and the mature trees that provide both shade and privacy. Step inside to a stunning marble entryway that opens into an inviting open-concept living space highlighted by soaring vaulted ceilings and an unforgettable centerpiece—a fully functional wishing well fireplace with beautiful interior brick accents. It's the feature every visitor remembers and one that truly makes this home one of a kind. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, warm wood cabinetry, recessed lighting, a large center island, a farmhouse sink, and an oversized walk-in pantry and laundry room with enough space for an upright freezer. The thoughtfully designed split-bedroom layout downstairs offers privacy, with two generously sized bedrooms connected by a convenient Jack-and-Jill bathroom. Upstairs, the spacious master suite easily accommodates large furniture and features oversized windows overlooking the peaceful backyard. The master bathroom includes dual vanities with abundant storage, a soaking tub, separate shower, and a large walk-in closet that has enough room for a dresser. Also upstairs, there is a spacious loft that provides flexible living space perfect for a home office, reading nook, playroom, or hobby area. Outside, you'll find a fully fenced backyard that backs to beautiful woods, creating a peaceful retreat where deer and other wildlife are frequent visitors. Whether you're enjoying your morning coffee or entertaining friends and family, the natural setting offers privacy and tranquility that are hard to find. Major updates provide peace of mind for years to come, including a new metal roof (2021), dual HVAC systems (2019 & 2024), water heater (2025), and French drain installation (2026). Conveniently located just minutes from downtown Brooksville, shopping, dining, and several schools, this move-in-ready home offers the perfect combination of charm, functionality, and location. If you've been searching for a home with character, thoughtful updates, and a setting that feels like a private retreat, this hidden gem is one you won't want to miss.

434 Hamlin Way, Brooksville

$550,000

5 Beds ⋅ 3 Baths ⋅ Royal Highlands SubDv. ⋅ 34613 Zip Code

Welcome to your private retreat in the heart of Weeki Wachee! Nestled on a spacious 0.60-acre lot at the end of a quiet dead-end road, this beautifully updated 5-bedroom, 2.5-bath two-story home offers the perfect blend of space, privacy, and modern updates. With a fully fenced backyard, sparkling pool, and mature trees providing a peaceful setting to let your chickens roam, this property is designed for both everyday living and entertaining. Step inside to discover a freshly painted interior and exterior, a brand-new front door, soaring ceilings, and a stunning grand staircase. The open-concept kitchen is the heart of the home, featuring new granite countertops, a large center island, two pantries (including a walk-in pantry), and plenty of storage. The dining area flows seamlessly into the spacious living room, where you’ll find a built-in electric fireplace with adjustable flame colors and heat, creating the perfect ambiance year-round. LED accent lighting behind the TV adds a modern touch, and the TV may stay with the home. The first floor also offers a large office with a stylish barn door, a convenient half bath, and additional storage tucked beneath the staircase. Upstairs, you’ll find a second living area or bonus room, ideal as a media room, playroom, or additional family space. The oversized primary suite features an elegant arched entry into the ensuite bath, a relaxing garden tub, brand-new walk-in shower, new toilet, dual closets, and a spacious linen closet. Four additional generously sized bedrooms each have large closets, with select rooms featuring custom accent walls and closet organizers. The guest bathroom has also been refreshed with a new toilet and sink, and all bathrooms include exhaust fans. Additional highlights include: 5 bedrooms | 2.5 bathrooms 3-car garage Large office/flex room Upstairs bonus living area Laundry folding station New rear doors Fully fenced backyard Pool Mature trees for exceptional backyard privacy Large Rubbermaid storage shed included Additional large shed Major updates provide peace of mind: Roof replaced – May 11, 2022 Air conditioner replaced – January 25, 2023 New septic drainfield replaced Conveniently located in beautiful Weeki Wachee, this move-in-ready home offers the space, updates, and privacy you’ve been searching for. Schedule your private showing today!

11083 Maybird Avenue, Weeki Wachee

$1,620,000

4 Beds ⋅ 4 Baths ⋅ Acerage SubDv. ⋅ 34601 Zip Code

Set along more than 1,300 ft of the Withlacoochee River and equally fronting the 47-mile Withlacoochee State Trail, this remarkable 15+/-acre custom permaculture estate represents a collection of opportunities that are becoming increasingly scarce in Florida. Elevated terrain, native landscapes, mature canopy, and uninterrupted access to both river and trail create an estate that feels worlds away, yet remains connected to everything that matters. Completed in 2008, the custom residence offers 3,026 square feet under air, including 2,026 square feet of main living space, a 710-square-foot private in-law residence, and an additional 300 square feet of flexible climate-controlled space suited for a studio, office, library, or fitness room. A sweeping wraparound porch captures views that shift effortlessly between rolling pasture and tranquil riverfront, while the private guest residence opens onto its own expansive covered patio, creating an independent retreat equally suited for family, long-term guests, or executive accommodations. Throughout the home, the architecture favors connection over excess—inviting the outdoors in while allowing the landscape itself to remain the focal point. Beyond the residence, the estate unfolds with an impressive collection of supporting structures that elevate both functionality and possibility. A 8X40-foot off-grid, solar-powered converted shipping container serves as an exceptional workspace, production facility, or self-sufficient operations center. A second 8 X 40-foot storage container, detached garage, expansive pole barn, established garden shed, and a decommissioned outdoor bathhouse—ready to be restored or reimagined—provide an infrastructure rarely assembled on a private estate. The landscape is equally compelling. A private boat ramp and dock place the Withlacoochee River at your doorstep. Established garden areas, mature native plantings, and direct access to one of Florida's most celebrated paved trail systems create an environment designed as much for exploration as it is for quiet reflection. Here, mornings begin with a paddle downstream, afternoons unfold beneath centuries-old oaks, and evenings end under remarkably dark skies. With both Agricultural and C-1 Commercial zoning, the estate is positioned to accommodate an exceptional range of future uses without compromising its sense of place. It is equally suited as a private riverfront sanctuary, an income-producing agricultural enterprise, an educational campus, boutique event venue, wellness destination, regenerative farm, luxury retreat, or one of Florida's premier eco-tourism properties. At its foundation lies the philosophy of permaculture—a design approach that works with nature rather than against it. By integrating food production, water conservation, biodiversity, and regenerative land stewardship, permaculture creates landscapes that become more productive, resilient, and valuable over time. This estate reflects years of thoughtful planning and ecological investment, offering the next steward not simply acreage, but an established framework for sustainable living on a remarkable scale. In an era when so much of Florida's landscape has become increasingly uniform, opportunities like this have grown exceptionally rare. River frontage. Trail frontage. Significant elevation changes. Commercial flexibility. Agricultural capability. Extensive infrastructure. Privacy. Beauty. Vision.

28211 Magnon Drive, Brooksville

$1,199,000

6 Beds ⋅ 5 Baths ⋅ W1/2 Of Nw1/4 Of Se1/4 Of Ne1/4 Prb 702 Pgs 650-57 SubDv. ⋅ 34604 Zip Code

THIS ONE HAS IT All!!! A rare find with 2 homes + private pool nestled on 5 secluded acres in Beautiful Brooksville!! Great property for multi-generational living!! The main home is impressive and offers 4 bedrooms + 3.5 bathrooms + 6 car detached garage + Spa! The home has gorgeous 2-story ceilings, an open floor plan, large glass windows making this home feel light, bright and spacious!! Gorgeous upgraded kitchen and bathrooms!! The second full home offers 2 bedrooms + 1 full bathroom + full kitchen + 1 car attached garage + pool access!! This rare property offers a total of 5,845 living space and 8,435 total sq footage!!! 6 bedrooms + 4.5 bathrooms + 7 car garage spaces + pool + 5 acres. The two homes are connected through a common area, but can be completely closed off, as well, for privacy! The home has lots of updates, these were done in 2020: Well Pump, wiring & pipes, Water Filtration System, 2 Tankless Water heaters, Spa Heater, fencing in front of home, Water Filtration System, Dishwasher & Refrigerator, fencing in front of home, and added a delivery access driveway for UPS/FedEx. 2021: Whole house generator, Grout redone in master shower & 3 other bath(s) & showers, New AC for downstairs, remodeled rec room/bar, added glass patio doors. 2022: New Flooring in Guest house living room, kitchen & halls, Patio screen redone, New Copper sink & faucets in kitchen. 2023: New AC for upstairs, Septic Filter replaced, New spa pump & filter, Driveway repacked & filled, Decorative boulders placed in drainage ravine. 2024: New Filter in Well System, Floor in bedroom 2 redone, Cleared 1 acre of underbrush, New vanity in the guest house bathroom. 2025: New sink faucet in bathroom 2, Complete Interior repainted, including trim, New carpet in office & guest house 2 bedrooms, New Wall Oven/Microwave Combo, New drainage stone put down around the outside perimeter (20 yards total), Removed all tree & branch debris around yard & cleared, Cut down dead or damaged trees endangering the garage & front gate area,New Spa timer & New washer. Close to everything!! Shoppes, restaurants, hospitals, schools...everything!! Close to kayaking, paddle-boarding, and swimming with the manatees in the clear Weeki Wachee River or enjoying a day at Buccaneer Bay Water Park!! Close to the sunsets at Pine Island, boating and fishing!! Less than 10 minutes to the Suncoast Parkway for quick and easy access to Tampa International Airport and for all the fun that Tampa Bay has to offer!! 1 hour + to TOP US BEACHES!! 1.5 hours to Disney World and Universal Studios and all the theme parks!!

18308 Valor Path, Brooksville

$318,900

4 Beds ⋅ 4 Baths ⋅ Silver Ridge SubDv. ⋅ 34604 Zip Code

Nestled in the desirable Silver Ridge community, this beautifully updated two-story home offers 4 bedrooms, 2.5 baths, and plenty of space for comfortable living and entertaining. Freshly painted both inside and out with brand-new carpeting throughout, this move-in-ready home features a spacious living and dining room combination, a cozy family room, and a convenient half bath on the first floor. The kitchen is a chef's delight with abundant cabinetry, Corian countertops, a center island, large pantry, and stainless steel appliances. Sliding glass doors lead to a covered patio overlooking the vinly privacy fenced in backyard complete with a fire pit and an oversized deck--perfect for outdoor dining, entertaining, or simply relaxing. Upstairs, the spacious primary suite features laminate flooring, a very large walk-in closet, and an en-suite bath with a garden tub, brand-new dual-sink vanity, and separate walk-in shower. There are three additional generously sized bedrooms with new carpet, and large closets. The guest bath has a tub/shower combination, and an upstairs laundry room add to the home's functionality. This Gorgeous Home is Conveniently located just minutes from the Suncoast Parkway, shopping, dining, schools, hospitals, and medical facilities. Priced to sell at only $318,900. Schedule your private showing today! Enjoy the convenience of having everything you need just minutes away while still experiencing the peaceful, quiet charm of a true neighborhood community.

15160 Durango Circle, Brooksville

$365,000

4 Beds ⋅ 3 Baths ⋅ Leyland Preserve Lot 30 Ease Des In Orb 4512 Pg 79 SubDv. ⋅ 34601 Zip Code

Welcome home to this beautifully crafted new construction residence in the desirable Leyland Preserve community of Brooksville. Designed with today's lifestyle in mind, this home offers a bright, open layout that maximizes both comfort and functionality. The well-appointed kitchen overlooks the spacious living and dining areas, making it easy to gather with family and friends. The private primary suite serves as a relaxing escape with a generous walk-in closet and en-suite bath, while the secondary bedrooms provide versatile space for guests, a home office, or growing households. A spacious 2-car garage, modern finishes, and energy-efficient construction add to the home's exceptional value. Ideally situated near local shopping, restaurants, parks, and major highways, this home offers the perfect blend of peaceful living and everyday convenience. Discover everything this growing Brooksville community has to offer and schedule your private showing today!

7426 Mia Vine Drive, Brooksville

$515,000

2 Beds ⋅ 2 Baths ⋅ Stenholm Sub In Sw1/4 Unrec SubDv. ⋅ 34601 Zip Code

Escape the noise without sacrificing convenience on this rare 4.8-acre property tucked away in one of Brooksville’s most peaceful settings, just moments from the renowned Chinsegut Wildlife & Environmental Area. Surrounded by towering oaks, mature orange trees, and abundant wildlife, this is the kind of property that’s becoming increasingly difficult to find. The spacious 2,288-square-foot home offers 2 bedrooms, 2 full bathrooms, and an inviting layout designed for comfortable country living. At the heart of the home, a wood-burning fireplace creates the perfect gathering space, while oversized living areas provide plenty of room to relax, entertain, or customize to fit your lifestyle. Outside, the possibilities continue. A covered 2-car carport with a sidewalk leading to the home welcomes you in, while the impressive 30’ x 30’ metal building is ideal for a workshop, hobby space, equipment storage, or future projects. An additional storage shed provides even more flexibility. Whether you dream of gardening, raising animals, storing recreational vehicles, or simply enjoying the peace and privacy of nearly five acres, this Agriculturally Zoned (AG) property offers the freedom to make it your own. A drainage swale located at the front corner of the property helps direct water away, providing excellent natural drainage across the land. Spend your mornings sipping coffee while watching deer wander through the trees, harvest fresh oranges from your own yard, and enjoy the serenity that only acreage can provide—all while remaining within easy reach of Brooksville, shopping, dining, and the Suncoast Parkway. If you’ve been waiting for a property that offers serenity, usable acreage, a spacious home, and the outbuildings to support your hobbies or business, this is one you won’t want to miss.

12047 Timber Lane, Brooksville

Brooksville Homes with Two Story Property Description

Newest Brooksville Homes with Two Story Property Description