Brooksville Homes with Two Story Property Description

Brooksville Homes with Two Story Property Description

Welcome to Brooksville, Florida, a charming city nestled in Hernando County that beautifully blends historic charm with modern conveniences. With its rich history dating back to the 1800s, Brooksville is known for its picturesque landscapes, friendly community, and vibrant culture. The city is surrounded by lush greenery, rolling hills, and an array of outdoor activities, making it an ideal location for families, retirees, and nature enthusiasts alike.

Brooksville boasts a variety of amenities, including delightful local shops, restaurants, and parks, ensuring that residents have everything they need right at their fingertips. The area is also home to several annual events and festivals that celebrate the local heritage and foster a strong sense of community.

When it comes to housing options, Brooksville offers a stunning selection of two-story homes that cater to diverse lifestyles and preferences. These spacious properties provide ample room for families to grow and thrive, featuring open floor plans, modern kitchens, and inviting living spaces. Many of these homes showcase beautiful architectural details and are situated on generous lots, allowing for outdoor activities and entertaining.

Whether you’re looking for a cozy retreat or a vibrant family home, Brooksville's two-story properties offer the perfect blend of comfort and style. With a welcoming community and a plethora of nearby amenities, it’s no wonder that Brooksville is becoming a sought-after destination for homebuyers. Embrace the charm of this delightful city and discover your dream home in Brooksville today!

Newest Brooksville Homes with Two Story Property Description

4 Beds ⋅ 3 Baths ⋅ Trilby Crossings SubDv. ⋅ 34602 Zip Code

Under Construction. Need a little more room for life to happen? The Kissimmee at Trilby Crossing is ready for busy mornings, weekend get-togethers and everything in between. Picture everyone gathering around the sprawling granite island while dinner is cooking, friends filling the open living space with conversation, and the back lanai becoming your favorite spot to slow down at the end of the day. With four bedrooms and three full bathrooms, there’s room to create the spaces that fit your life, whether that means guest rooms, a home office, a playroom or a little of everything. The private primary suite offers a relaxing retreat when the day winds down, while abundant natural light keeps the home feeling bright and welcoming. Best of all, the Kissimmee comes move-in ready with LGI Homes’ CompleteHome™ package and thoughtful upgrades already included. Beyond your front door, Trilby Crossing offers a playground, dog park, multipurpose fields, picnic areas and conservation surroundings to enjoy. More space, more possibilities and more reasons to love coming home—your next chapter could start right here.

5277 Cap Road, Brooksville

4 Beds ⋅ 3 Baths ⋅ Royal Highlands Unit 6 SubDv. ⋅ 34614 Zip Code

Set on a generous 0.46-acre lot, this spacious two-story, 4 bedroom, 2.5 bathroom, 2 car garage home offers plenty of room to spread out, both indoors and out. Recent updates include a 2022 roof, 2022 water heater, and new flooring throughout the entire home. Just off the foyer is a bright, versatile flex space with a large front-facing window, offering plenty of possibilities to suit your lifestyle. Currently used as a home office, this inviting space could also serve as a formal living room, dining room, study, or hobby room, providing added flexibility away from the home’s main gathering areas. Continue into the spacious living room, where luxury vinyl flooring and two large windows create a bright and comfortable setting. The living room flows naturally into the dining area and kitchen, keeping everyone connected. The kitchen has plenty of workspace with white shaker cabinetry, stone countertops, stainless steel appliances, a double-basin sink overlooking the backyard, coffee bar, and a walk-in pantry. Sliding glass doors nearby open directly to the patio and backyard. Head upstairs to the oversized primary bedroom, with enough room for a large bedroom set and additional seating. The en-suite bathroom features a double-sink vanity with granite counters and a tub/shower combination. Beyond the bath is a generously sized walk-in closet with a window for natural light and plenty of space. Three additional bedrooms are also located upstairs, each new luxury vinyl flooring and generous closet space. One bedroom includes a walk-in closet, while the other two feature built-in closets. One of the bedrooms also offers two large windows and plenty of space to double as a study or hobby room if desired. The second full bath is conveniently located near the secondary bedrooms, along with the dedicated upstairs laundry room, keeping everyday tasks close at hand. A half bath on the first floor provides added convenience for guests. Out back, the expansive 0.46-acre property offers an impressive amount of space for outdoor living and fun. Step through the sliding doors to a dedicated seating and dining area, then continue into the large grassy backyard, completely enclosed by a fence, surrounded by mature trees. A standout feature is the impressive playground setup, offering a level of outdoor play space rarely found in a typical residential backyard and creating an incredible spot for hours of fun right at home. There’s still plenty of open yard for pets, games, entertaining, or relaxing beneath the shade of the trees. The playground equipment and fire pit convey with the home, while a detached storage shed provides convenient space for outdoor equipment, toys, and tools. The home has also been regularly treated for termites and pests, while the septic system has been serviced every six months and receives monthly enzyme treatments. A generator hookup is available, and the blackout honeycomb blinds convey with the home. With a 2022 roof and water heater, new flooring throughout, nearly half an acre, flexible living spaces, and a backyard ready to enjoy, this home offers a comfortable layout with thoughtful updates already taken care of.

12145 Peregrine Falcon Avenue, Weeki Wachee

3 Beds ⋅ 2 Baths ⋅ The Heather SubDv. ⋅ 34613 Zip Code

Short Sale. Two-story pool home in The Heather with plenty of potential! This 3-bedroom, 2-bath home with a one-car garage offers a flexible floor plan and is ready for a buyer willing to put in some work and make it their own. The main level features a spacious living and dining area with a wood-burning fireplace, along with a bedroom and full bathroom. Upstairs are two additional bedrooms that share a full bath, with one bedroom featuring a private balcony overlooking the backyard. Outside, you'll find a saltwater pool and large screened lanai. The home and pool area need some TLC, but offer a great opportunity for a buyer looking to improve the property and add their own personal touches. Additional features include an inside laundry room, garage door replacement, roof replaced in 2018, A/C replaced in 2014, and a generator hookup panel in the garage. Conveniently located near shopping, restaurants, medical facilities, and other area amenities. Bring your ideas and make this home your own!

7362 Edinburgh Way, Weeki Wachee

3 Beds ⋅ 2 Baths ⋅ Ac Wth Forest/Ridge Mnr Area-Ac05 SubDv. ⋅ 34602 Zip Code

***Priced under appraised Value***Welcome to 8057 Shaw Rd, where modern elegance meets tranquil country living. This beautifully remodeled home features a brand-new kitchen with stunning quartz countertops, sleek stainless steel appliances, and a functional design perfect for entertaining. The home boasts new, stylish bathrooms and luxury vinyl plank flooring throughout, adding a cohesive and contemporary touch. With a newer roof and AC, you'll enjoy peace of mind for years to come. Nestled on 2.5 acres, this property offers the space and serenity you've been dreaming of—ideal for outdoor activities, gardening, or simply enjoying nature. Don't miss your chance to own this exceptional Brooksville retreat!

8057 Shaw Road, Brooksville

4 Beds ⋅ 3 Baths ⋅ Oak Trail SubDv. ⋅ 34601 Zip Code

Virtually Staged. Stately Pool Home in Historic Downtown Brooksville Welcome to this exceptional custom-built home nestled beneath the majestic canopy of one of Brooksville's most desirable historic streets. Situated on nearly half an acre, this beautifully maintained residence is only on its third owner and offers a rare combination of timeless craftsmanship, modern convenience, and an unbeatable location. Constructed of solid masonry brick, this true four-bedroom, three full bathroom home offers generous living spaces designed for both comfortable everyday living and making precious memories. The oversized two-car garage provides abundant storage, while the inviting fireplace creates a warm and welcoming focal point. Step outside to discover your own private oasis featuring a sparkling screened-in swimming pool, a fully fenced backyard, and mature landscaping and privacy trees, and hedges that perfectly complements the beauty of the surrounding oak trees. Located within walking distance of multiple schools and just minutes from downtown Brooksville, you'll enjoy easy access to local boutiques, restaurants, coffee shops, live entertainment, and the city's beloved year-round festivals and community events. Property highlights include: * True four-bedroom, three full bathrooms floor plan * Oversized two-car garage * Custom-built construction * Solid masonry brick exterior * Screened swimming pool * Fully fenced backyard * Wood-burning fireplace * Nearly half-acre homesite * Mature oak trees and established landscaping * Prime historic downtown Brooksville location * Walking distance to schools, shopping, dining, and entertainment * Only the third owner of this remarkable home Opportunities to own a custom home of this caliber in historic downtown Brooksville are becoming increasingly rare. If you've been searching for character, quality construction, privacy, and location, you've just found it. **Keywords optimized for search:** Downtown Brooksville home for sale, Brooksville pool home, historic Brooksville real estate, four-bedroom home with pool, masonry home in Brooksville, fenced yard, custom home in Hernando County.

527 Colonial Drive, Brooksville

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

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

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

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

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

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

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

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