Brooksville Homes with City View

Brooksville Homes with City View

Welcome to Brooksville, Florida—a charming city nestled in the heart of Hernando County, where Southern hospitality meets scenic beauty. With its rich history and vibrant community, Brooksville is more than just a place to live; it’s a lifestyle choice that offers a unique blend of small-town charm and modern convenience.

As you explore Brooksville, you’ll discover a delightful array of historic buildings, lush parks, and a variety of local shops and eateries that make this city truly special. The warm climate and stunning natural landscapes provide ample opportunities for outdoor activities, from hiking in the nearby Withlacoochee State Forest to enjoying a leisurely afternoon at one of the local parks.

One of the most enchanting features of Brooksville is its diverse real estate market, particularly homes that boast breathtaking city views. Imagine waking up each morning to panoramic vistas of the rolling hills and vibrant sunsets that paint the sky in hues of orange and pink. These homes not only offer stunning visual appeal but also provide a serene retreat from the hustle and bustle of city life.

Whether you’re a first-time homebuyer, looking to downsize, or seeking an investment property, Brooksville has something for everyone. The community is known for its friendly atmosphere and strong sense of belonging, making it an ideal place for families, retirees, and young professionals alike.

Come discover the beauty and charm of Brooksville, Florida, where your dream home with a city view awaits!

Newest Brooksville Homes with City View

4 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34614 Zip Code

Under Construction. Owner will contribute $5000 towards closing cost! Discover the perfect blend of modern comfort and peaceful Florida living in this brand-new construction home located in the desirable Royal Highlands community of Brooksville. Offering 4 bedrooms, 2 bathrooms, and 1,846 square feet of thoughtfully designed living space, this home features an open-concept layout with a spacious family room, a well-appointed kitchen with an island, a private owner's suite with a walk-in closet, and a split-bedroom floor plan designed for both comfort and functionality. Situated on a generously sized homesite with no HOA or CDD fees, this property provides plenty of space to enjoy the outdoors while maintaining privacy. Royal Highlands is known for its natural beauty, quiet setting, and convenient access to nearby amenities. Outdoor enthusiasts will appreciate being just minutes from the Weeki Wachee Springs State Park, the Withlacoochee State Forest, kayaking, hiking, fishing, and the Suncoast Trail. Families will enjoy access tohighly regarded Hernando County schools, with access to additional A-rated public and magnet school options within the county, while nearby shopping, restaurants, medical facilities, and everyday conveniences are just a short drive away along US-19 and the Suncoast Parkway, providing an easy commute to Tampa and surrounding areas. Whether you're looking for a peaceful retreat or a place to entertain family and friends, this home offers the best of both worlds.

16440 Medley Road, Weeki Wachee

3 Beds ⋅ 2 Baths ⋅ Laws Add To Brooksvl SubDv. ⋅ 34601 Zip Code

Welcome to this charming 3-bedroom, 2-bathroom cottage-style home nestled in the heart of Brooksville. Located along a picturesque brick-lined street and within walking distance of the historic downtown district, this property beautifully combines timeless character with modern updates. Situated on just over half an acre, this bright and inviting home has plenty to offer both inside and out. The cozy living room features a working brick fireplace, creating the perfect setting for relaxing evenings at home. Rich original 1930s pine flooring adds warmth and character throughout the living room and all three bedrooms. The updated kitchen is filled with natural light thanks to numerous windows and two skylights positioned above the spacious center island, which comfortably seats four and serves as a wonderful gathering place for family and friends. The home's thoughtful layout includes two guest bedrooms connected by a Jack-and-Jill bathroom with a shower, while the primary suite enjoys the privacy of its own en-suite bathroom featuring a tub/shower combination. Recent improvements provide added peace of mind, including a new roof (April 2026), new water heater (June 2026), new front porch steps (May 2026), and kitchen updates that blend functionality with charm. Step outside and discover the rare opportunity to enjoy more than half an acre within city limits. Whether you envision lush gardens, outdoor entertaining spaces, or your own private retreat, the expansive yard offers endless possibilities. A screened porch located between the home and the exterior laundry room provides a comfortable, sheltered space to enjoy the outdoors year-round. This delightful Brooksville home is full of character, charm, and opportunity. Schedule your private showing today and experience all that this special property has to offer.

236 Pryor Street, Brooksville

2 Beds ⋅ 2 Baths ⋅ Glen Lakes Ph 1 SubDv. ⋅ 34613 Zip Code

PRICE IMPROVEMENT | MORE THAN A HOME... A LIFESTYLE | Glen Lakes Golf & Country Club Now offered at an even more attractive value, this is your opportunity to enjoy the highly sought-after Glen Lakes Golf & Country Club lifestyle at a price point that is becoming increasingly difficult to find in one of Hernando County's premier guard-gated golf communities. Imagine waking up each morning surrounded by championship golf, resort-style amenities, beautifully maintained grounds, and an active social atmosphere where neighbors become friends and every day feels like a vacation. Whether you're enjoying a round of golf, relaxing poolside, dining at the clubhouse, staying active in the fitness center, or simply appreciating the peace of a gated community, Glen Lakes offers the Florida lifestyle so many buyers are searching for. This maintenance-free detached villa provides the perfect opportunity to enjoy country club living without the burden of constant exterior upkeep. Offering 2 bedrooms, 2 bathrooms, a 2-car garage, and approximately 1,462 square feet of thoughtfully designed living space, this well-maintained home combines comfort, convenience, and peace of mind. Designed with a desirable split-bedroom floor plan, the home offers both privacy and flexibility. The second bedroom includes a closet and can easily function as a guest suite, home office, hobby room, or flex space. Vaulted ceilings with decorative plant shelves create an open and airy atmosphere throughout the main living areas, while the spacious living and dining room combination flows seamlessly into an inviting eat-in kitchen featuring granite countertops, soft-close drawers, pantry storage, and ample workspace for everyday living and entertaining. Additional home features include a spacious laundry room with abundant storage and utility sink, built-in garage shelving and workbench, hurricane screens and shutters, and an emergency backup generator connection for added peace of mind. One of the most attractive benefits of this property is its true maintenance-free lifestyle. Quarterly HOA services include lawn mowing and edging, fertilization, irrigation services, reserves for roof cleaning and exterior painting, privately maintained streets, 24-hour guard-gated security, and Spectrum cable and high-speed internet. Optional Social Club Membership provides access to the clubhouse, restaurant and bar, Jr. Olympic-sized heated pool and spa, fitness center, sports courts, and numerous clubs and social activities. Golf memberships are available separately, providing access to Glen Lakes' championship golf course. Ideally located near the Gulf Coast, Weeki Wachee Springs, shopping, dining, medical facilities, and everyday conveniences, this home delivers the perfect combination of comfort, security, convenience, and lifestyle. If you've been searching for an affordable opportunity to enjoy maintenance-free living inside one of Florida's premier golf and country club communities, this is the opportunity you've been waiting for. Schedule your private showing today and discover why so many residents proudly call Glen Lakes home.

9289 Penelope Drive, Weeki Wachee

3 Beds ⋅ 2 Baths ⋅ Sunshine Terrace SubDv. ⋅ 34601 Zip Code

Welcome to 609 Holley Street! A stunningly refreshed block home that blends modern comfort with timeless Brooksville charm! Whether you’re a first-time buyer, downsizer, or investor seeking strong rental potential, this one checks every box. Step inside to discover a bright, open floor plan filled with natural light and thoughtful upgrades throughout. Every detail has been reimagined; from fresh finishes to major system improvements that bring peace of mind, including a 2023 Electric Panel, 2022 HVAC, and a 2023 Shingle Roof complemented by a secondary metal roof with 28 years of life remaining (per the latest inspection report). AND the driveway was recently re-done (September 2025)! The modern kitchen showcases sleek cabinetry, stainless steel appliances, and generous counter space for everyday cooking or entertaining guests. Both bathrooms have been stylishly updated, and each bedroom offers comfort and flexibility to fit your lifestyle, whether you’re setting up a home office, guest space, or cozy retreat. Outside, the easy-care yard and quiet surroundings provide just the right balance of privacy and convenience. Best of all, you’re just minutes from Downtown Brooksville’s vibrant restaurants, boutiques, and local favorites — like Main Street Eatery, Coney Island Drive-Inn, and Greenhouse On Main — plus Hernando Parks and the Good Neighbor Trail for biking and weekend strolls. With its solid block construction, recent renovations, and prime location near all the charm and culture of Brooksville, this home is perfect for anyone looking for turn-key ease, low maintenance, and lasting value. Your next chapter — or your next great investment — begins right here on Holley Street.

609 Holley Street, Brooksville

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