Brooksville Homes with City View

Brooksville Homes with City View

Welcome to Brooksville, a charming city located in Hernando County, Florida. Known for its picturesque landscapes and friendly community, Brooksville offers a tranquil setting for those looking to escape the hustle and bustle of city life.

One of the many appealing features of Brooksville is the abundance of homes with stunning city views. Imagine waking up to panoramic vistas of the city skyline, with the sun casting a golden hue over the rooftops. Whether you prefer a cozy cottage or a spacious modern home, there are plenty of options available to suit your style and budget.

Living in a home with a city view in Brooksville allows you to enjoy the best of both worlds - the peace and serenity of a residential neighborhood, combined with the convenience of being close to all the amenities that the city has to offer. From local shops and restaurants to parks and recreational facilities, everything you need is just a stone's throw away.

Whether you are looking to buy a new home or sell your current property, Brooksville has something for everyone. With its friendly atmosphere, beautiful surroundings, and homes with breathtaking city views, it's no wonder that Brooksville is a sought-after destination for homebuyers. Come and experience the magic of Brooksville - your dream home with a city view awaits!

Newest Brooksville Homes with City View

427 Howell Avenue, Brooksville
$769,900
5 Beds ⋅ 4 Baths ⋅ Howells Estate Div To SubDv. ⋅ 34601 Zip Code
A distinguished piece of Brooksville history, beautifully preserved and extensively modernized. Dating to the 1890s and recognized as the birthplace of Alfred McKethan, one of Brooksville's most notable historical figures, this exceptional downtown residence offers the architectural character of a bygone era with the comfort, functionality, and amenities of a thoughtfully updated home. Situated on an oversized parcel beneath magnificent grandfather oaks, the property is just a short walk from the restaurants, shops, coffee houses, and community events that continue to define the revitalization of historic downtown Brooksville. The impressive two-story residence offers four spacious bedrooms, three full bathrooms, one half bathroom, an executive office, formal dining room, traditional parlor, multiple living areas, and an abundance of covered porch space. Generous room proportions, 10-foot ceilings, substantial windows, and beautifully restored heart pine and hardwood flooring create bright, inviting interiors while maintaining the home's original architectural integrity. Historic details include intricate moldings, shiplap walls, antique fixtures, clawfoot tubs, and five fireplaces, including three gas fireplaces downstairs and two wood-burning fireplaces upstairs. Over the past several years, the owners have completed an extensive series of improvements, bringing the home's restoration to its final stages. The beautifully remodeled kitchen features white cabinetry, elegant countertops, custom tile backsplash, stainless steel appliances, a statement range hood, and generous storage. Additional improvements include remodeled bathrooms, restored wood flooring, fresh interior paint, and carefully selected finishes that complement rather than compete with the home's historic character. Previously updated electrical and plumbing systems, three HVAC units, and a metal roof installed in 2008 add to the property's established improvements. Outdoor living has been significantly expanded with the addition of a beautiful screened-in swimming pool, spacious rear entertaining deck, covered seating areas, and dedicated outdoor recreation space. The elevated rear deck offers convenient access from the home and overlooks the pool and surrounding grounds. A classic white picket fence frames the front lawn, while mature landscaping and sprawling oak trees provide a picturesque setting. The oversized property also includes a detached 24-by-24-foot garage, separate 20-by-14-foot workshop/storage building, additional parking, and a circular driveway. The expansive covered front porch, with its traditional columns and generous seating areas, is a defining feature of the home and an enduring example of Southern residential architecture. It provides a front-row connection to the charm of this established historic neighborhood. The location offers something increasingly desirable: the ability to enjoy a spacious residential property while remaining connected to a growing, walkable downtown. Historic Brooksville continues to attract locally owned businesses, restaurants, boutiques, coffee shops, markets, live music, and community festivals, supported by an active Main Street organization and a strong appreciation for the city's architectural heritage.

427 Howell Avenue, Brooksville

236 Pryor Street, Brooksville
$265,000
3 Beds ⋅ 2 Baths ⋅ Laws Add To Brooksvl SubDv. ⋅ 34601 Zip Code
Seller is offering $5,000 closing cost credits. 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

9289 Penelope Drive, Weeki Wachee
$239,900
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

609 Holley Street, Brooksville
$269,999
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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