Hernando Homes with Two Story Style

Hernando Homes with Two Story Style

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Newest Hernando Homes with Two Story Style

$845,000
3 Beds 3 Baths W7888581 MLS
Some homes are defined by their finishes. This one is defined by its architecture, its setting, and the feeling you get when you walk through the door. Everybody says they want to escape to the mountains—until it's time for the nine-hour drive. Here, someone created that feeling in Florida instead. Tucked beneath mature live oaks draped in Spanish moss on 8 acres in Hernando County, this distinctive property feels worlds away. Board-and-batten styling, a deep covered porch, steep gables, decorative knee braces, cupolas, and a flared roofline give it Florida Cracker-inspired character with the feeling of a wooded mountain chalet. Inside, the personality changes completely. A dramatic two-story great room centers around a floor-to-peak brick fireplace. Original exposed beams cross the cathedral ceiling while triangular windows follow the roofline, pouring natural light into the space. An open loft and original banister overlook it all. The beams stayed. The banister stayed. The character stayed. Someone understood that you don't renovate the soul out of a house. Even the fireplace is distinctive, with uncommon pierced-brick detailing beneath its substantial timber mantel. Everything around those original details received a thoughtful refresh. The updated kitchen features white cabinetry, Calacatta-inspired quartz, brushed brass accents, a workstation sink, new appliances, generous seating, and a window-lined breakfast nook. The home offers 3 bedrooms and 3 renovated bathrooms. The first-floor primary includes a private bath and generous closet space. Another bedroom and full bath are downstairs, along with an entertaining room and mini bar. Upstairs, the loft leads to another bedroom and full bath, creating a private retreat. A covered patio and expansive rear deck extend the living space into the landscape. Beyond it? Nothing but green. What you can't see is just as important as what you can. A new roof, HVAC, well, iron filtration system, and water softener were completed in 2026. An engineered helical pier foundation support system was installed by LRE Foundation Repair under the direction of a licensed Florida professional engineer, with a signed and sealed completion report confirming conformity with the approved design and 2023 Florida Building Code. The system carries a 75-year transferable warranty at no cost to a future owner. Subterranean and drywood termite prevention treatments were also completed under warranty, along with extensive tree work around the structures. Buy the character. Skip the deferred maintenance. AG agricultural zoning opens possibilities rarely available with a conventional home. A three-bay run-in shed is already in place, while the acreage provides room for horses, livestock, gardens, farming, or simply space between you and the rest of the world, subject to applicable regulations. The property is also located in Flood Zone X, outside the Special Flood Hazard Area shown on referenced FEMA mapping. Traditional rural Florida character outside. Dramatic architecture within. Original details preserved instead of erased. Contemporary renovations bringing it forward. Eight acres of old Florida surrounding it. No cabin rental. No packing the car. No nine-hour drive. Just home. This isn't a cookie-cutter Florida property—and that's precisely the point.

3270 Endsley Road, Brooksville

$399,000
4 Beds 3 Baths W7888488 MLS
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, Brooksville

$579,000
4 Beds 3 Baths W7888505 MLS
Welcome to **Lake in the Woods**, one of Spring Hill’s most distinctive gated communities, where winding streets, mature trees, oversized homesites and custom homes create a setting that feels worlds away from the typical Florida subdivision. Set on approximately **0.67 acres**, this stately **two-story traditional Colonial-inspired brick home** offers more than 3,000 square feet of living space, a screened swimming pool and the privacy and breathing room that make this neighborhood so special. From the moment you arrive, the classic brick exterior, dramatic two-story arched entry and mature natural surroundings give the home a presence that is becoming increasingly difficult to find. Inside, the approximately **3,046-square-foot** floor plan features **4 bedrooms, 3 full bathrooms and a versatile den that could serve as an office, study or potential fifth bedroom**. Formal living and dining spaces provide room for entertaining, while the comfortable family room with **wood-burning fireplace** creates a natural gathering place at the heart of the home. The kitchen offers an island and generous workspace, and the convenience of a full bathroom and flexible living space on the first floor makes the layout adaptable for guests, working from home or multi-generational needs. Upstairs, the private primary suite is joined by three additional bedrooms and another full bath, keeping the sleeping quarters comfortably separated from the main living areas. Step outside and the home takes on an entirely different personality. The **screen-enclosed in-ground gunite pool** and expansive pool area provide plenty of space for swimming, entertaining or simply enjoying Florida outdoors, while the oversized homesite extends well beyond the pool enclosure and is surrounded by mature trees and greenery. An attached **two-car garage**, generous driveway and substantial yard complete the property. But what truly sets this home apart is **Lake in the Woods itself**. This is a neighborhood you buy into as much for the setting as the house—a private, guard-gated community characterized by larger lots, established landscaping, custom architecture and a peaceful atmosphere rarely found in the middle of Spring Hill. Community amenities include recreational areas, playground facilities, pickleball and additional resident amenities, all while remaining convenient to shopping, dining, medical facilities and the many outdoor attractions of Florida’s Nature Coast. **7377 Royal Oak Drive is not a cookie-cutter Florida home on a postage-stamp lot—it is a substantial home on a substantial piece of property, in a community with a character all its own.** New ROOF, drain field, and HVAC done in 2020!!!

7377 Royal Oak Drive, Spring Hl

$877,000
3 Beds 2 Baths W7888444 MLS
Discover the ultimate Florida boating lifestyle in this exceptional waterfront home in Hernando Beach, where direct Gulf access is just minutes away. Located on a deep-water canal, this beautifully maintained home offers the perfect combination of quality construction, modern updates, and resort-style outdoor living. The thoughtfully designed two-story home features 3 bedrooms and 2 full baths, with the main living area located on the upper level to maximize water views and coastal breezes. An expansive outdoor living area overlooks the screened pool below, creating the perfect setting for morning coffee, evening drinks, or entertaining family and friends while enjoying the waterfront scenery. At the heart of the home is an updated kitchen featuring quartz countertops, a large center island, and abundant wood cabinetry incl. pull-outs and soft-close drawers, flowing seamlessly into the main living and dining spaces for comfortable everyday living and effortless entertaining. Step outside to your private tropical retreat, complete with an in-ground pool fully screen-enclosed. Whether you're relaxing poolside or watching boats pass by from the upper deck, every day feels like a vacation. Designed with boaters in mind, the property includes a 12,000-pound boat lift (2020) with attached dock, making it easy to keep your boat in the water and head out for a day of fishing, scalloping, fun at the Hernando Beach ''flats'', or watching unforgettable sunsets over the open Gulf. Additional features include an elevator providing convenient access between levels, an oversized garage with extra storage and a loft, a metal roof (2018), double pane windows, hurricane shutters, and a built-in pest control tube system for added convenience and peace of mind. Whether you're searching for a full-time waterfront residence or the perfect coastal getaway, this home offers everything that makes Hernando Beach one of Florida's hidden gems--deep-water boating, quick Gulf access, beautiful outdoor living, and the relaxed coastal lifestyle you've been dreaming of.

3294 Minnow Creek Drive, Spring Hl

$409,900
6 Beds 3 Baths TB8536986 MLS
Welcome to this impressive 6-bedroom, 3-bathroom, two-story home with a 2-car garage, located in the highly desirable Isle of Avalon community in Spring Hill. Built just two years ago, this spacious home offers a thoughtfully designed floor plan with plenty of room for family, guests, working from home, and entertaining. Step inside to a bright and inviting open-concept main living area filled with natural light. The spacious living room flows seamlessly into the dining area and kitchen, creating an ideal gathering space for everyday living and entertaining. The kitchen is beautifully appointed with granite countertops, stainless steel appliances, abundant cabinetry, a large center island with seating, and a walk-in pantry offering plenty of additional storage. Sliding glass doors from the living area lead to the spacious, fully fenced backyard, providing plenty of room for pets, play, entertaining, or creating your own outdoor retreat. A convenient storage closet tucked beneath the staircase adds even more functionality. One of the home’s six bedrooms is located on the first floor along with a full bathroom, making it an excellent option for overnight guests, multigenerational living, or a private home office. Upstairs, an adaptable loft provides additional living space that can easily serve as a game room, media room, playroom, or second family room. The remaining bedrooms are also located upstairs, including the spacious primary suite featuring a very large walk-in closet and private en-suite bathroom with dual sinks and a walk-in shower. All bedrooms feature ceiling fans and an abundance of natural light. With six bedrooms, three full bathrooms, a flexible loft, generous living areas, and a fenced backyard, this home offers exceptional versatility and room to grow. Even better, enjoy LOW HOA FEES, NO CDD FEES, and NO FLOOD INSURANCE REQUIRED. Located in the sought-after Isle of Avalon master-planned community, residents enjoy access to the Villages at Avalon clubhouse with gathering spaces and a resort-style swimming pool. Shopping, dining, and entertainment are conveniently nearby, while some of Florida’s favorite outdoor destinations—including SunWest Park and the beautiful Weeki Wachee Springs State Park—are just a short drive away. With easy access to the Suncoast Parkway (SR 589), commuting to Tampa and the surrounding areas is a breeze. Offering newer construction, an abundance of space, desirable community amenities, and a convenient location, this Spring Hill home has so much to offer!

13693 Newbridge Street, Spring Hill

$1,200,000
3 Beds 3 Baths TB8532427 MLS
DIRECT GULF ACCESS COASTAL LUXURY WITH WESTERLY SUNSET VIEWS—THIS HOME HAS EVERYTHING! THERE IS NOTHING MORE YOU COULD ASK FOR! Experience the ultimate Florida waterfront lifestyle in this spectacular DIRECT GULF ACCESS custom-built coastal residence perfectly positioned on an OVERSIZED 12,205 SQ. FT. CUL-DE-SAC LOT with approximately 193 FEET OF WATERFRONT with new seawall cap installed in 2025. Designed to capture breathtaking WESTERLY SUNSET VIEWS, this exceptional 3 BEDROOM, 3 BATH, 3-CAR GARAGE home offers 2,799 SQ. FT. OF LIVING SPACE, an ELEVATOR, a HEATED POOL & SPA, and an expansive 1,157 SQ. FT. UPPER SCREEN IN PORCH overlooking the wide canal and unforgettable sunsets. A grand paver driveway leads to a striking double staircase and decorative GLASS FRONT ENTRY DOOR WITH SIDELIGHTS. Inside, the open-concept floor plan features soaring 12-FOOT CEILINGS, oversized bay windows, abundant natural light, and tall triple sliding glass doors that seamlessly connect the living areas with the outdoor entertaining space. The gourmet kitchen is designed for entertaining and everyday living with REAL WOOD CABINETRY, ENGINEERED QUARTZ COUNTERTOPS, a large center island with breakfast bar, double wall ovens, built-in microwave, cooktop, STAINLESS STEEL APPLIANCES, beverage cooler, built-in coffee bar, wine bar, pantry cabinetry, and a breakfast nook overlooking the water. The spacious primary suite opens directly to the upper waterfront porch through tall sliding glass doors, creating the perfect place to enjoy morning coffee or spectacular sunsets. The luxurious en-suite bath features dual vanities, a custom walk-in shower with glass enclosure, soaking tub, and generous storage. Two additional oversized guest bedrooms share a beautifully appointed bathroom. Step outside to your private tropical oasis featuring a HEATED SCREENED POOL & SPA with fountain, covered entertaining areas, and paver decking.The second level screened enclosure spans the entire back of the home, seamlessly enclosing both the lower pool area and the expansive second-story waterfront porch to create a truly one-of-a-kind outdoor living space. Boaters will appreciate the stationary dock, floating dock, approximately 7,500-LB BOAT LIFT, electric and water at the dock, fish cleaning station, TREX DECKING, and updated seawall cap, providing quick DIRECT GULF ACCESS for boating, fishing, scalloping, kayaking, paddleboarding, and sunset cruises. Additional features include LUXURY VINYL FLOORING, TILE ROOF, PLANTATION SHUTTERS, ELEVATOR, oversized laundry room with built-in cabinetry and utility sink, downstairs full bath, two storage rooms, irrigation system, tropical landscaping, and TRANSFERABLE FLOOD INSURANCE FOR JUST $1,829 PER YEAR—AN ESTIMATED ANNUAL SAVINGS OF APPROXIMATELY $5,500 FOR THE NEW OWNER. Located in the highly desirable waterfront community of HERNANDO BEACH, you'll enjoy NO HOA, NO CDD FEES, GOLF CART FRIENDLY STREETS, and SHORT-TERM RENTALS ARE ALLOWED in much of the community, making this an outstanding primary residence, vacation home, or investment property. Conveniently located near Weeki Wachee Springs, waterfront restaurants, marinas, shopping, medical facilities, and the Suncoast Parkway for an easy commute to Tampa, Brooksville, and surrounding areas. LIVE EVERY DAY LIKE YOU'RE ON VACATION while enjoying some of Florida's finest boating, fishing, and unforgettable Gulf Coast sunsets right from your own backyard.

4295 Newport Drive, Spring Hl

$648,900
4 Beds 3 Baths W7888164 MLS
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

$1,740,000
5 Beds 5 Baths W7887938 MLS
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

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