Location: Brooksville , 34601
Do Not Show Listings
19199 FORT DADE AVE, BROOKSVILLE, FL 34601
$219,00020 Days on yellowkey MLS ID: W7886083
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1949 Tax: $871 (2025)Community: N/ASpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$871
Elementary School: Brooksville Elementary
High School: Hernando High
Tax Year: 2025
Middle School: D.S. Parrot Middle
Remarks: This rare opportunity tucked away on 3.4 ACRES, is ready for someone to make it a dream homesite. The house is in need of major renovations, but the property is full of grandfather oaks and within a stones throw of everything! Get your hands dirty and bring it back to life or build your dream home! The possibilities are endless! Located on a beautiful, quiet, tree-lined street, close to numerous amenities including downtown historic Brooksville, a plethora of restaurants and dining options, shopping, Suncoast Parkway (Tampa, St Pete), beaches, recreation, county parks and great schools. Fenced in backyard. No HOA and X Flood Zone
Listing is courtesy of: BRIDGE POINT BUSINESS REAL EST (352-515-0226)
Listing Agent: Yvonne Levandowski (727-967-4570)
7211 RAY CREEK DR, BROOKSVILLE, FL 34601
$385,27039 Days on yellowkey MLS ID: TB8501391
REDUCED by $20,000 (4.9%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2026Monthly Fee: $155 Tax: $1 (2025)Community: Leyland PreserveSpa: NoSingle Family
Taxes:$1
Remarks: Under Construction. Brand new, energy-efficient home available by Jul 2026! The Hibiscus floorplan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. 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.
Listing is courtesy of: MERITAGE HOMES OF FL REALTY (813-703-8860)
Listing Agent: Bryan Sumner (813-336-5895)
5108 JENNINGS TRL, BROOKSVILLE, FL 34601
$464,632238 Days on yellowkey MLS ID: A4669674
REDUCED by $3,406 (0.7%) on 06/10/2026
Bed: 2 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2335 Built: 2025Monthly Fee: $415 Tax: $1,383 (2025)Community: Cascades At S H Plant Ph 1 RepSingle Family
Taxes:$1,383
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Under Construction. The Seabrook offers 2,335 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday comfort. The chef's kitchen features two-tone cabinetry, quartz countertops, an oversized island, gas slide-in range, built-in microwave, and a walk-in pantry. A coffered ceiling enhances the spacious living room, while quartz countertops continue throughout the home. The private primary suite includes a large walk-in shower and an oversized walk-in closet with natural light. A secondary bedroom with its own ensuite bath provides added privacy and comfort for guests. A versatile den offers the perfect space for a home office, library, or craft room. Enjoy both a formal dining room and a bright breakfast café, where you can start your day with peaceful views and added privacy from the absence of rear neighbors. Additional highlights include a 3-car garage with a separate bay ideal for golf cart storage, a convenient drop zone, half bath for visitors, and a water softener loop in the garage. Photos are of a completed Seabrook model by Inland Homes and are for illustrative purposes only. Actual home is under construction, and selections will vary.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Judy Athari (941-500-4606)
4898 SOUTHERN VALLEY LOOP, BROOKSVILLE, FL 34601
$755,000142 Days on yellowkey MLS ID: TB8464716
REDUCED by $19,999 (2.6%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3890 Built: 2025Monthly Fee: $119 Tax: $2,708 (2025)Community: Southern Hills Plantation Ph 2Single Family
Taxes:$2,708
Elementary School: Moton Elementary School
Remarks: Welcome to this stunning, less than one-year-old executive home located in the prestigious Southern Hills community, a premier luxury golf course neighborhood offering resort-style living near Tampa and a private airport. Perfectly positioned on the golf course, this exceptional 5-bedroom, 4-bath residence combines elegance, space, and modern design ideal for growing families or multigenerational living. Step inside to discover luxury tile flooring throughout the main living areas, soaring ceilings accented by custom wood beams, and a gorgeous open-concept layout designed for both everyday comfort and entertaining. The expansive chef’s kitchen seamlessly opens to the large living room and eat-in dining area, all overlooking breathtaking golf course views. Features include a large walk-in pantry, separate butler’s pantry, and abundant cabinetry and counter space. The oversized owner’s suite is conveniently located on the ground level and serves as a private retreat, complete with a spa-like owner’s bathroom featuring upscale finishes and generous space. Additional bedrooms and bathrooms are thoughtfully designed to accommodate family and guests, while an upstairs living area provides a flexible bonus space perfect for a media room, playroom, or secondary lounge. This top-tier executive home also offers an oversized garage, ample storage throughout, and high-quality construction with modern finishes. A majority of the community development district (CDD) has already been paid, providing added value for the next owner. Located within the luxurious Southern Hills golf community, residents enjoy beautifully maintained surroundings, access to championship golf, and a prime location close to Tampa, shopping, dining, and a nearby private airport. This exceptional property offers the perfect blend of luxury, functionality, and lifestyle in one of the area’s most sought-after communities.
Listing is courtesy of: HOMAN REALTY GROUP INC (352-600-8170)
Listing Agent: Thomas "Tj" Homan, Jr (352-675-8245)
6096 DUSK ROSE LN, BROOKSVILLE, FL 34601
$659,00093 Days on yellowkey MLS ID: W7883949
REDUCED by $10,000 (1.5%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2009Monthly Fee: $227 Tax: $8,418 (2025)Community: Southern Hills Plantation Ph 3Single Family
Taxes:$8,418
Middle School: Powell Middle
Remarks: NEW PRICE WITH A $10,000 PRICE REDUCTION + $5,000 TOWARD A MORTGAGE RATE BUY-DOWN OR BUYER CLOSING COSTS! Welcome to 6096 Dusk Rose Lane in the sought-after golf community of Southern Hills Plantation. Situated on an impressive .77-acre homesite, this 3-bedroom, 2½-bath residence offers 2,515 square feet of living space and 4,034 total square feet under roof, combining elegant design with comfortable living. As you arrive, you'll notice the brick paver driveway and winding walkway leading to the inviting front porch with railings. Step inside through the double front doors to an interior featuring high ceilings, 8-foot doors, crown molding, 5¾-inch baseboards, decorative archways, and architectural columns throughout. Just inside the entry, the den to the left features double pocket doors and high ceilings, offering flexible space for an office, library, media room, hobby room, playroom, or guest space. To the right is the formal dining room with hardwood flooring and a beautiful double tray ceiling. Straight ahead is the spacious living room, featuring hardwood flooring, a striking coffered ceiling, and a gas fireplace centered within custom built-in cabinetry. Triple French doors open to the screened brick paver lanai spanning the width of the home, creating seamless indoor-outdoor living. The kitchen is designed for everyday living and entertaining and features hardwood flooring, granite countertops, stainless steel appliances including a gas range with hood and wall oven/microwave combo, pantry, center island, and a bright breakfast nook with a bay window overlooking the backyard. The home is equipped with natural gas, providing efficient performance for cooking and the fireplace. The primary suite offers high ceilings, two walk-in closets, and French doors to the lanai. The en-suite bath features tile flooring, a granite vanity with double sinks and vanity area, garden tub, and walk-in shower. Bedrooms two and three share a Jack and Jill bathroom with tile flooring, granite double-sink vanity, and tub. A half bath with pedestal sink and an interior laundry room with cabinets, sink, and storage closet add convenience. Additional features include a whole-house Generac generator installed in 2022, A/C replaced in December 2021, and a new roof in December 2023. Outside, enjoy the screened brick paver lanai with high ceilings and architectural arches overlooking the landscaped yard. The property includes an irrigation system and a rare combined adjacent lot creating an oversized .77-acre homesite, offering added space and privacy rarely found in Southern Hills Plantation. The homesite is enclosed with a 4-foot wrought iron fence, while the adjoining lot remains open for a more expansive feel. Additional exterior features include gutters, decorative shutters, and an oversized side-entry garage with a separate golf cart door. Located in a gated community with guard, residents enjoy outstanding amenities including a championship Pete Dye golf course, clubhouse, resort-style pool with café, fitness center, tennis courts, pickleball courts, sidewalks, streetlights, and social events. Enjoy scenic biking and walking trails lined with rolling hills and parks with open green spaces and shaded areas. Conveniently located near shopping, dining, medical facilities, Florida's beautiful beaches, and major highways for easy access to Tampa, Orlando, and airports. Make this beautiful home yours today!
Listing is courtesy of: RE/MAX SUNSET REALTY (727-863-2402)
Listing Agent: Cookie Miller, Pa (352-650-0140)
4779 MAJESTIC HILLS LOOP, BROOKSVILLE, FL 34601
$735,00094 Days on yellowkey MLS ID: O6387700
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2025Monthly Fee: $260 Tax: $2,708 (2025)Community: Southern Hills Plantation Ph 2Single Family
Remarks: Virtually Staged. MOVE-IN READY! Welcome to your new home in a stunning new home located in the sought-after, guard-gated Southern Hills Plantation in Brooksville, FL. Offering 3,001 sq ft of beautifully designed single-story living, 3 bedrooms, 3 full baths, and a split 3-car garage, this home is built around one central idea: bringing everyone together — and this home delivers that in every room. Step onto the covered front porch and enter through the foyer into one of the most popular open and airy great rooms. The great room, dining area, and kitchen connect seamlessly under soaring tray ceilings, with a wall of sliding glass doors flooding the space with natural light and opening to the covered lanai — nearly as wide as the home itself. The chef's kitchen is the anchor of it all: five-burner gas cooktop with vented hood, built-in convection oven and microwave, soft-close real wood white shaker cabinets, quartz countertops, a large island with breakfast bar seating and pendant lighting, double sinks, subway tile backsplash, under-cabinet lighting, and a walk-in pantry. A dedicated flex space off the kitchen — accessible via its own entry — adapts beautifully as a formal dining room, home office, or hobby room. The split floor plan keeps the Owner's Suite completely private. It features a tray ceiling, dual walk-in closets, two vanities separated by a sun-drenched soaking tub, an enormous frameless shower, and a linen closet with direct laundry room access. On the opposite side of the home, two guest bedrooms share a Jack & Jill bathroom — each with their own vanity and walk-in closet. Throughout the home: 8-foot doors, 5.25" baseboards, lifetime-warranty LVP flooring in all main living areas, tile in all wet areas, tray ceilings, tankless gas water heater, and four pre-plumbed natural gas drops, including one for a future outdoor kitchen on the lanai. Southern Hills Plantation is a guard-gated golf and lifestyle community featuring a Pete Dye 18-hole Signature Golf Course rated among the top 100 residential courses in the U.S. by Golf Week. Amenities include a resort-style pool with poolside café, Har-Tru clay tennis courts, pickleball courts, full-service fitness center, driving range, chipping and putting greens, a 6-hole par-3 course, walking trails, and a grand plantation-style clubhouse with formal and casual dining. Located just off US-41 and the Suncoast Pkwy — Tampa International Airport is approximately 45 minutes away. Use builder's preferred lender for a closing cost credit!
Listing is courtesy of: NEW HOME STAR FLORIDA LLC (407-803-4083)
Listing Agent: Sarah Wade (228-239-0009)
4880 HICKORY OAK DR, BROOKSVILLE, FL 34601
$599,99060 Days on yellowkey MLS ID: O6400735
REDUCED by $15,010 (2.4%) on 06/11/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 2025Monthly Fee: $164 Tax: $1,639 (2024)Community: Southern Hills PlantSingle Family
Taxes:$1,639
Tax Year: 2024
Remarks: Virtually Staged. MOVE-IN READY & LOADED WITH UPGRADES! Welcome to 4880 Hickory Oak Dr — a beautifully crafted Azalea model, nestled inside the prestigious manned-gated community of Southern Hills Plantation in Brooksville, FL. With 2,606 sq ft of single-story semi-custom living, this Craftsman gem delivers open-concept elegance, a rare Butler's Pantry, and the coveted Southern Hills lifestyle. Step inside and feel the quality instantly — high tray ceilings, 8-foot doors, 5¼" baseboards, and a seamless open floor plan connecting the great room, dining area, and chef's kitchen. The kitchen is a showstopper: 36" gas range with hood, 42" soft-close white shaker cabinets, gorgeous quartz countertops, a huge island with seating, subway tile backsplash, under-cabinet lighting, and the rarely found BUTLER'S PANTRY complete with sink, double cabinets, and space for a wine fridge — a true entertainer's dream. The split floor plan gives everyone privacy. Two guest bedrooms each feature walk-in closets — one acts as a second primary suite with its own private bath. The Owner's Retreat is a true sanctuary: tall tray ceiling, a huge walk-in closet, his-and-her vanities wrapping the entire bath, and a frameless shower. A versatile den/office provides flexible space for working from home or a formal sitting room. Luxury vinyl plank flooring with lifetime warranty throughout all main areas. A tankless gas water heater and four natural gas drops add efficiency. The spacious covered back porch is plumbed for an outdoor kitchen with gas and water — your future pool oasis awaits in the deep, private backyard. The oversized 651 sq ft side-entry 2-car garage (3 cars wide!) provides exceptional storage. Southern Hills offers the Pete Dye Top 100 golf course, resort pool, Har-Tru tennis, pickleball, fitness center, walking trails, and poolside restaurant. Just 45 min to Tampa International via the Suncoast Pkwy. Use builder's lender for a closing cost credit!
5347 CAPPLEMAN LOOP, BROOKSVILLE, FL 34601
$270,000225 Days on yellowkey MLS ID: W7880521
REDUCED by $10,000 (3.6%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 2006Monthly Fee: $415 Tax: $6,618 (2024)Community: Cascades At S H Plant Ph 1 RepSingle Family
Taxes:$6,618
Remarks: Virtually Staged. New Roof (2026), Move-in ready and thoughtfully maintained, this inviting home is located in the desirable 55+ Cascades community at Southern Hills in Brooksville, Florida. The home features bright, open living spaces and a comfortable layout that works well for both everyday living and entertaining. The functional kitchen includes updated appliances and a natural gas range, living and dining areas feel open and welcoming with natural light throughout. This home also offers several important updates, including a NEW ROOF installed in March 2026, an updated air conditioning system, exterior paint, a hot water heater replaced in 2020, a water softener added in 2021, and new pavers installed in 2026 that enhance both curb appeal and outdoor living space. Out back, enjoy your private screened lanai overlooking peaceful green space with no rear neighbors. It’s the perfect spot for morning coffee, relaxing evenings, or entertaining guests while enjoying the quiet surroundings. Residents of The Cascades at Southern Hills enjoy a low-maintenance lifestyle with HOA-included lawn care, cable, and internet. The community also features resort-style amenities including a clubhouse, pool, fitness center, and pickleball courts, making it easy to stay active and connected. Conveniently located just minutes from charming downtown Brooksville, local dining, shopping, medical facilities, and the Suncoast Parkway, this home provides easy access to Tampa and surrounding areas while still offering the peaceful setting of a premier active community. One or more photo(s) have been virtually staged.
Listing is courtesy of: CENTURY 21 ALLIANCE REALTY (352-686-0000)
Listing Agent: Heather Jacobs (352-442-4917)
4538 MAJESTIC HILLS LOOP, BROOKSVILLE, FL 34601
$699,99094 Days on yellowkey MLS ID: O6387710
REDUCED by $10,010 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2886 Built: 2025Monthly Fee: $72 Tax: $2,277 (2025)Community: Southern Hills PlantationSingle Family
Taxes:$2,277
Remarks: Virtually Staged. MOVE-IN READY! This beautifully completed model is ready for you. A semi-custom builder, located in the sought-after, guard-gated Southern Hills Plantation in Brooksville, FL. With 2,886 sq ft of single-story living, 4 true bedrooms, 3 full baths, and a 3-car garage, this Craftsman home delivers the space and flexibility that today's buyers demand. The wraparound front porch sets a welcoming tone before you even step inside. French doors off the foyer open to a large flex room — the ideal home office, den, or formal sitting room. Beyond, the open floor plan unfolds with a massive great room with a tray ceiling flowing seamlessly into the dining area and chef's kitchen. The kitchen is truly the heart of this home: gas cooktop with vented hood, built-in convection oven and microwave, soft-close real wood white shaker cabinets, quartz countertops, a large island with breakfast bar seating, subway tile backsplash, and under-cabinet lighting. A walk-in pantry keeps everything organized, and the kitchen's position near the garage entry and utility room makes daily life effortless. The split floor plan provides privacy for everyone. Three guest bedrooms and two full baths — including one with walk-in closets that functions as a second suite — occupy one wing, while the Owner's Suite reigns privately on the opposite side. The Owner's Retreat features a tray ceiling, an oversized walk-in closet, dual vanities, a separate soaking tub bathed in natural light, and a frameless shower. Throughout the home: 8-foot doors, 5.25" baseboards, lifetime-warranty LVP flooring in all main living areas, tile in all wet areas, tray ceilings, tankless gas water heater, and four pre-plumbed natural gas drops. The covered lanai is plumbed for an outdoor kitchen — and with a deep backyard, there's plenty of room for a future pool. Southern Hills Plantation is a guard-gated golf and lifestyle community featuring a Pete Dye 18-hole Signature Golf Course rated among the top 100 residential courses in the U.S. by Golf Week. Amenities include a resort-style pool with poolside café, Har-Tru clay tennis courts, pickleball courts, full-service fitness center, driving range, chipping and putting greens, a 6-hole par-3 course, walking trails, and a grand plantation-style clubhouse with formal and casual dining. Located just off US-41 and the Suncoast Pkwy — Tampa International Airport, approximately 45 minutes away. Use builder's preferred lender for a closing cost credit!
19486 SHELTERED HILLS DR, BROOKSVILLE, FL 34601
$620,00069 Days on yellowkey MLS ID: O6398142
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2025Monthly Fee: $72 Tax: $2,446 (2025)Community: SoSingle Family
Taxes:$2,446
Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY! NOW OFFERING ALL PAID CDD AND STANDARD CLOSING COSTS. Welcome to 4779 Majestic Hills — a stunning Rochester model, a semi-custom builder, located in the sought-after, guard-gated Southern Hills Plantation in Brooksville, FL. Offering 3,001 sq ft of beautifully designed single-story living, 3 bedrooms, 3 full baths, and a split 3-car garage, the Rochester is built around one central idea: bringing all together — and this home delivers that in every room. Step onto the covered front porch and enter through the foyer into one of the most open and airy great rooms Spire Homes builds. The great room, dining area, and kitchen connect seamlessly under soaring tray ceilings, with a wall of sliding glass doors flooding the space with natural light and opening to the covered lanai — nearly as wide as the home itself. The chef's kitchen is the anchor of it all: five-burner gas cooktop with vented hood, built-in convection oven and microwave, soft-close real wood white shaker cabinets, quartz countertops, a large island with breakfast bar seating and pendant lighting, double sinks, subway tile backsplash, under-cabinet lighting, and a walk-in pantry. A dedicated flex space off the kitchen — accessible via its own entry — adapts beautifully as a formal dining room, home office, or hobby room. The split floor plan keeps the Owner's Suite completely private. It features a tray ceiling, dual walk-in closets, two vanities separated by a sun-drenched soaking tub, an enormous frameless shower, and a linen closet with direct laundry room access. On the opposite side of the home, two guest bedrooms share a Jack & Jill bathroom — each with their own vanity and walk-in closet. Throughout the home: 8-foot doors, 5.25" baseboards, lifetime-warranty LVP flooring in all main living areas, tile in all wet areas, tray ceilings, tankless gas water heater, and four pre-plumbed natural gas drops including one for a future outdoor kitchen on the lanai. Southern Hills Plantation is a guard-gated golf and lifestyle community featuring a Pete Dye 18-hole Signature Golf Course rated among the top 100 residential courses in the U.S. by Golf Week. Amenities include a resort-style pool with poolside café, Har-Tru clay tennis courts, pickleball courts, full-service fitness center, driving range, chipping and putting greens, a 6-hole par-3 course, walking trails, and a grand plantation-style clubhouse with formal and casual dining. Located just off US-41 and the Suncoast Pkwy — Tampa International Airport is approximately 45 minutes away. Use builder's preferred lender for a closing cost credit!
3970 SOUTHERN VALLEY LOOP, BROOKSVILLE, FL 34601
$699,90094 Days on yellowkey MLS ID: O6387690
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2025Monthly Fee: $260 Tax: $2,446 (2025)Community: Southern Hills Plantation Ph 2Single Family
Remarks: One or more photo(s) has been virtually staged. MOVE-IN READY! & NOW OFFERING ALL PAID CDD AND STANDARD CLOSING COSTS. Welcome to 3970 Southern Valley Loop — a beautifully crafted Rochester model by Spire Homes, a semi-custom builder, located in the sought-after, guard-gated Southern Hills Plantation in Brooksville, FL. Set on a landscaped, deep homesite with mature trees, this one-story Craftsman delivers 3001 sq ft of refined living with exceptional outdoor space and a split 3-car garage — a two-car garage and a separate one-car garage — providing flexible storage and vehicle options. The pavered driveway and front porch create a warm first impression, and the open floor plan inside delivers on every expectation. The great room, kitchen, and dining area connect seamlessly, with the chef's kitchen serving as the true centerpiece: five-burner gas cooktop with vented hood, built-in convection oven and microwave, soft-close real wood white shaker cabinets, quartz countertops, a large island with breakfast bar seating, subway tile backsplash, and under-cabinet lighting. The home features 3 bedrooms, 3 full baths, and a spacious flex room that adapts as a home office, workout room, or formal sitting area. The split floor plan provides privacy throughout. The Owner's Suite features two walk-in closets, double sinks, a soaking tub, and a separate shower. Throughout the home: 8-foot doors, 5.25" baseboards, lifetime-warranty LVP flooring in all main living areas, tile in all wet areas, tray ceilings, and a tankless gas water heater. The massive covered rear lanai is pre-plumbed for an outdoor kitchen and overlooks a deep, tree-lined backyard with ample space for a future pool. Southern Hills Plantation is a guard-gated golf and lifestyle community featuring a Pete Dye 18-hole Signature Golf Course rated among the top 100 residential courses in the U.S. by Golf Week. Community amenities include a resort-style pool, Har-Tru clay tennis courts, pickleball courts, full-service fitness center, driving range, chipping and putting greens, a 6-hole par-3 course, walking trails, and a plantation-style clubhouse with formal and casual dining. Located just off US-41 and the Suncoast Pkwy with Tampa International Airport approximately 45 minutes away.
8152 SOUTHERN PINES DR, BROOKSVILLE, FL 34601
$198,000290 Days on yellowkey MLS ID: W7878658
REDUCED by $1,000 (0.5%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 2008Monthly Fee: $825 Tax: $1,485 (2024)Community: Southern Pines CondoCondo
Taxes:$1,485
Remarks: Bright 2 Bedroom 2 Bath condo with a den at Southern Pines. Conveniently located off U.S Hwy 50 in Brooksville.2 assigned parking spots in the covered drive under garage. Large storage unit with electricity. Elevator to 2nd floor. Tiled foyer to living room with private balcony off living room. Kitchen has stainless steel appliances. New microwave, upgraded double oven, large walk in pantry, Tiled floor, back splash, recessed lighting, wood cabinets, soft close drawers and doors. Double sink with Corian countertop and filtered water for kitchen. Convenient laundry with shelving, water softener, washer and dryer included. Large master bedroom has plenty of light, walk in closet with California Shelving. Master bath has two individual vanities, tiled floor, walk in shower plus a shower tub combination with glass doors. Second bedroom has California Shelving. Bath has single vanity, tiled floor, large linen closet and tub shower with glass doors. Extra room is perfect for children's playroom, office, or extra media room. Extras include water softener, filtered water, dishwasher, new AC in 2021,interior panel doors, plant shelves, books shelf, ceiling fans, crown molding, plank vinyl flooring, tile and carpeting. Remote controlled garage door, keyless entry at main entrance. Club house has an outdoor pool, indoor pool and a spa. Also as a fitness room, large banquet room with kitchen and a meeting/media room. HOA fees cover water, sewer, trash, lawn maintenance, building insurance, common area upkeep. Located close to Hospitals, Downtown Brooksville, and the Suncoast/Veterans Expressway. Call today for a showing.
Listing is courtesy of: KW REALTY ELITE PARTNERS (352-688-6500)
Listing Agent: John Mamo (352-688-3328)
4267 NEFF LAKE RD, BROOKSVILLE, FL 34601
$198,00082 Days on yellowkey MLS ID: W7884351
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $22,000 (10.0%) on 05/11/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1992 Tax: $835 (2025)Community: N/ASpa: NoManufactured Home
Taxes:$835
Elementary School: Eastside Elementary School
Remarks: Situated on just over 3.6 private acres, this unique property offers a rare opportunity to own a peaceful, nature-filled setting with existing utilities already in place, making it ideal for those looking to renovate or build new. The property features a 3-bedroom, 2-bath double-wide manufactured home with an eat-in kitchen, open living area, and indoor laundry room. Electricity and water are already connected, with two wells (approximately 385' and 265' deep, both 4'' in diameter with 5-horsepower motors) and two electric meters previously supporting a working tropical nursery. The land itself is a blend of wooded areas and open pasture, offering both privacy and usable space, and is set far back from the road for a secluded feel. Additional features include multiple detached carports with concrete floors providing covered parking for up to three vehicles, a storage building, and an aluminum kennel with a metal roof and concrete base. Once a thriving nursery, the property is now overgrown but filled with mature tropical landscaping including Queen, Bismarck, Cabbage, Washington Fan, and Sago palms, along with flowering plants such as crepe myrtle, bottlebrush, turks cap, poinsettia, and unique varieties like dragon fruit cactus, Mexican cactus, and elephant ear plants. You'll find oak and cedar trees throughout, as well as a variety of fruit-bearing trees including mango, avocado, banana, papaya, orange, and pecan trees add to the property's charm and potential, while fertile soil makes it well-suited for gardening or agricultural use. Scattered potted plants from the former nursery remain on site, offering even more opportunity for restoration or expansion. Whether you envision bringing the existing home back to life or building your dream home in a private, lush setting, this property offers incredible potential and a truly one-of-a-kind landscape ready to be reimagined.
Listing is courtesy of: RE/MAX MARKETING SPECIALISTS (352-686-0540)
Listing Agent: Ross Hardy (352-428-3017)
310 LONGWOOD DR, BROOKSVILLE, FL 34601
$274,90027 Days on yellowkey MLS ID: A4694614
REDUCED by $5,100 (1.8%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1306 Built: 1958 Tax: $2,497 (2025)Community: Country Club Estates UnrecSingle Family
Taxes:$2,497
Remarks: Tucked beneath MATURE OAKS in the heart of HISTORIC DOWNTOWN BROOKSVILLE, this picture-perfect residence captures the timeless charm and warmth of one of Florida’s most beloved small towns. From brick-lined streets and local cafés to seasonal festivals, live music, and boutique shopping, life here is like our own Hallmark Town! Every sunset and rainy day makes life feel a little slower. This cozy, FULLY FENCED backyard home offers 3-bedrooms, 2-bathrooms, 1 car garage, 1 carport, + a large back patio. Nestled on 0.3 acres shaded by mature trees, enjoy all of your outdoor activities + an area your pets will love!! 2022 ROOF! 2019 HVAC! NO HOA! NO CDD FEE! This home blends classic character with modern comfort, offering light-filled living spaces, an inviting layout, and effortless livability throughout. The spacious interior flows seamlessly from the welcoming living area into an open dining space and thoughtfully designed kitchen, creating an ideal setting for both quiet evenings at home and memorable gatherings with family and friends. The private primary suite offers a peaceful retreat with its own bathroom, while the secondary bedrooms provide flexibility for guests, a home office, or growing families. Located moments from the charm of Brooksville’s City Square, this home offers more than only a place to live; it offers a lifestyle defined by community, character, and timeless Florida beauty. Whether you’re searching for a FULL-TIME residence, SEASONAL escape, or INVESTMENT opportunity, this is a rare chance to own a slice of old-Florida charm in one of Hernando County’s most treasured neighborhoods — come experience it for yourself! Just 45 minutes to Tampa International Airport and some of the finest restaurants in Tampa Bay. A little over an hour to some of America’s top-rated Gulf Coast beaches, and only 25 minutes to breathtaking sunsets at Pine Island Park! Spend your weekends kayaking the crystal-clear Weeki Wachee River, swimming with manatees, fishing, boating, or relaxing at the Flats. From outdoor adventure to small-town living, this area truly offers the best of Florida living.
Listing is courtesy of: 365 REALTY GROUP INC (941-500-4511)
Listing Agent: Teresina Anzalone (352-238-2942)
24050 WINDING CREEK DR, BROOKSVILLE, FL 34601
$1,749,00017 Days on yellowkey MLS ID: W7886000
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3484 Built: 2005 Tax: $460 (2025)Community: AcreageSpa: YesSingle Family
Taxes:$460
Remarks: VERY RARE OPPORTUNITY to own a LOG CABIN-STYLE HOME (3/2) + SALOON CABIN (1/1.5) + 3-Car Carport all nestled on 48 ACRES of incredible rolling hills that will make you feel like you’re in North Georgia + the property has its own NATURAL SPRING + multiple spring-fed winding creeks throughout the property!! 2 homes: 3,484 Living sq ft; 3,844 total. COMPLETE PRIVACY!! HUNTING!! Gated entrance + winding paved driveway that take you over the creeks and through the huge MAJESTIC Oak Trees that you cannot recreate for hundreds of years and then up to the hilltop where the large cabins set the stage + the property is mostly fenced + multiple sheds for storage + animal pens + a variety of fruit-producing trees for the farm-life or homesteading family!! The property can be subdivided for potential future value or a family compound!! All of this just 1-hour north of Tampa Bay!! MAIN CABIN: 3 bedrooms + 2 full bathrooms + stunning 2-story stone, wood/gas-burning fireplace + 2-story windows + wrap around balconies for outdoor living space for entertaining family and friends + an incredible amount of storage space in the unfinished basement!! Open floorplan with great room with high ceilings and large windows make the home feel very spacious!! 1,976 square Ft living space!! Large open kitchen offers granite countertops + upgraded real wood cabinets + large granite breakfast bar for extra seating + stainless steel appliances with gas cooktop and trash compactor + built-in oven and microwave!! Split floor plan for privacy for the master suite! The master has a large walk-in closet and GORGEOUS ensuite bathroom with stand-alone clawfoot tub, granite countertops, real wood cabinets, private toilet room, and stone walk-in shower!! Stone accent walls, detailed iron railing, GORGEOUS wood double front doors and French doors to the main balcony! Enjoy your morning coffee listening to nothing but the sounds of nature!! YOU DON’T SEE ANYONE AND NO ONE SEES YOU!! SALOON CABIN: Looks like something straight out of a western movie or a saloon in Montana!! Upstairs offers a living room + 1 bedroom + 1 full bath + half bath + kitchenette! You could make this in a 2-bedroom upstairs!! The downstairs offers an incredible open great room + saloon bar + game area + dining area + year-round indoor swim spa (stay fit and healthy)!! Great cabin for a short-term rental cabin for an extra income stream!! 1,508 sq feet of living space!! Most of the unique décor and furnishings come with the saloon cabin!! Great cabin for a short-term rental cabin for an extra income stream!! CARPORT: 3-car carport with extra parking for golf carts and RV parking with 30 amp. STORAGE SHEDS: There are several storage buildings situated on the property, to include a 13'x16' building with electricity, a 10'x20' shed with 2 lofts and attached 15'x20' enclosed on 3 sides covered barn, and a large 11'x28' log cabin style building with electricity and porch. THE LAND: UTV driving trails on the 48 acres, hiking paths to the spiring and to the creeks!! Endless opportunities with this rare and unique property!! It’s hard to find large parcels anymore and to find one that has 2 cabins and its OWN spring with two winding creeks…and a topography that will make you forget you are in Florida…is even more rare! You can clear some more land, add more buildings, build a treehouse for the family, add more parking, just have run making it your own!! Endless opportunities!!
Listing is courtesy of: HOME LAND REAL ESTATE INC (352-556-0909)
Listing Agent: Kimberly Pye, Pa (352-279-1150)
26168 BLACKJACK ST, BROOKSVILLE, FL 34601
$524,99918 Days on yellowkey MLS ID: TB8513118
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1842 Built: 2008 Tax: $1,029 (2025)Community: Forest Hills UnrecSpa: NoSingle Family
Taxes:$1,029
Remarks: Under contract-accepting backup offers. Welcome to your own private slice of Florida paradise at 26168 Blackjack Street in beautiful Brooksville! Nestled on an undulating landscape with scenic natural surroundings, this spacious and inviting home offers the perfect blend of comfort, functionality, and peaceful country-style living — all while remaining conveniently close to modern amenities. Step inside and immediately appreciate the open floor plan, abundant natural light, and the wonderful sense of space throughout the home. Gorgeous bamboo flooring adds warmth and elegance, while artistic light fixtures create character and style in every room. The large kitchen is a true centerpiece of the home, offering exceptional storage and prep space — perfect for creating culinary delights for family gatherings, entertaining guests, or hosting unforgettable parties. The dining room showcases uninterrupted views of the picturesque outdoor setting, where you may even catch deer grazing in the backyard. Outdoor living is equally impressive with an expansive PVC deck measuring approximately 10 feet deep by 40 feet long, designed for durability and ideal for entertaining, relaxing, or enjoying peaceful Florida evenings. Important updates provide peace of mind, including a 2021 AC system, a 2025 roof, a new refrigerator, and washer and dryer that are only six months old. The home also features a portable gas generator with its own dedicated control panel for added convenience and preparedness. The septic system was last pumped in 2025. Need extra space? This property delivers with three separate storage sheds, including a substantial 12x24 metal shed — perfect for storage, hobbies, workshop space, or even a future outdoor office or studio. Located just minutes from charming Downtown Brooksville, you’ll enjoy easy access to local dining, shopping, events, and entertainment. Plus, with convenient access to I-75 just approximately 15 minutes away, commuting to Tampa, Ocala, or surrounding areas is simple and convenient. Whether you're seeking room to roam, a place to entertain, or a peaceful retreat surrounded by nature, this exceptional property truly offers the best of Florida living.
Listing is courtesy of: DENNIS REALTY & INVESTMENT COR (352-606-3911)
Listing Agent: Paul Salter (352-601-8446)
4081 SOUTHERN VALLEY LOOP, BROOKSVILLE, FL 34601
$574,997324 Days on yellowkey MLS ID: TB8411063
REDUCED by $25,003 (4.2%) on 06/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2941 Built: 2013Monthly Fee: $247 Tax: $7,929 (2024)Community: Southern Hills Plantation Ph 2Single Family
Taxes:$7,929
Remarks: Live on the 12th Fairway with Golf Course views and luxury living in Southern Hills Plantation! Welcome to 4081 Southern Valley Loop - a beautifully designed home nestled in the prestigious Southern Hills Plantation community. Offering a perfect blend of elegance and comfort, this property features two master suites, ideal for multi-generational living, extended guests, or a private owner’s retreat with flexible use options. From the moment you step inside, you’ll be greeted by high ceilings, abundant natural light, and refined finishes throughout. The open-concept layout flows seamlessly from the gourmet kitchen into the living and dining spaces, perfect for entertaining or relaxing in style. Step outside to enjoy the covered lanai and lush landscaping, all set against the backdrop of Florida’s natural beauty. Southern Hills Plantation is one of Hernando County’s premier gated golf communities, offering resort-style amenities including an 18-hole Pete Dye championship golf course, resort pool, tennis courts, fitness center, spa, and clubhouse dining. Residents also enjoy tree-lined streets, walking paths, and 24/7 manned security for peace of mind. Located just minutes from historic downtown Brooksville, with easy access to Tampa via the Suncoast Parkway, this home offers a tranquil lifestyle with convenience to shopping, dining, and medical services. Schedule your private showing today and experience all that Southern Hills has to offer!!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Justin Noe, Pa (760-429-3487)
20403 GAMBLE DR, BROOKSVILLE, FL 34601
$500,00096 Days on yellowkey MLS ID: TB8486924
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1862 Built: 1980 Tax: $4,620 (2025)Community: Hammock AcresSpa: YesSingle Family
Taxes:$4,620
Remarks: BACK ON THE MARKET!! NEWLY REMODELED POOL HOME ON 2.5 acres, with partially converted Detached garage. PEACE AND QUIET and NATURE is what you get here! Situated at the end of a paved road and surrounded on two sides by large wooded parcels encourages abundant wildlife and privacy. Completely fenced parcel with electric gate access leads to a remodeled home READY TO MOVE IN, NEW kitchen, baths and appliances. The original two car attached garage has been tastefully converted into a master suite including two large walk in closets with built ins. The large Master bathroom has a soaking tub and separate shower stall. The inside laundry room is adjacent the kitchen and has room for additional storage. The wide open kitchen, dining and family rooms are perfect for family time and entertaining space. Out back is more entertainment space with the inground pool and hot tub completely screen enclosed. There's a gazebo out back too and plenty of space for a fire. The detached garage has been half converted into finished living space with a THIRD BEDROOM, full bath, laundry hookups, bedroom and living/kitchen area. The other half of garage has plenty of storage space for cars, bikes, equipment etc.
Listing is courtesy of: SPIRIT REALTY OF FLORIDA (352-799-6666)
Listing Agent: Wendy O'Brien (352-799-6666)
19794 ROLLING RIDGE DR, BROOKSVILLE, FL 34601
$1,149,90037 Days on yellowkey MLS ID: TB8508188
REDUCED by $2,000 (0.2%) on 06/09/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3368 Built: 2026Monthly Fee: $345 Tax: $2,382 (2025)Community: Southern Hills Plantation Ph 3Single Family
Taxes:$2,382
Remarks: Under Construction. A front porch leads into the main entryway, featuring a coffered 12-foot ceiling. French doors open to a private home office with views of the front yard. A secluded guest suite with a full bathroom and a walk-in closet is located off the main hallway. The open family room is bathed in natural light from sliding glass doors that open to the backyard covered lanai. The dining area connects the family room to a kitchen that includes a 5-burner gas cooktop, an island with built-in seating, generous counter space, and a walk-in pantry. Adjacent to the kitchen, a game room with two walls of windows offers a bright, versatile space. The primary bedroom, a peaceful retreat, is framed by a wall of windows. French doors lead to the primary bathroom, complete with two walk-in closets, a linen closet, dual vanities, a freestanding tub, and a large glass-enclosed shower. Each secondary bedroom includes a private bathroom and a walk-in closet. The laundry room is centrally located, and a mudroom is situated off the three-car garage.
Listing is courtesy of: PERRY HOMES (800-247-3779)
Listing Agent: Toby Jones (800-247-3779)
4976 ELM LEAF DR, BROOKSVILLE, FL 34601
$949,90053 Days on yellowkey MLS ID: TB8502346
REDUCED by $7,000 (0.7%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2697 Built: 2026Monthly Fee: $115 Tax: $2,367 (2025)Community: Southern Hills Plantation Ph2Spa: NoSingle Family
Taxes:$2,367
Remarks: Under Construction. A welcoming covered front porch leads into the entryway of this home, where a private home office awaits just beyond the door. The open-concept family room features soaring ceilings and a sliding glass door that opens to an extended covered lanai overlooking the backyard. Flowing from the family room, the dining area connects to a well-appointed kitchen, which includes an island with built-in seating, a -5-burner gas cooktop, ample counter space, and a walk-in pantry. Hardwood floors throughout main living area. The primary bedroom, located off the main living area, is highlighted by a wall of windows. French doors open to a luxurious primary bathroom with dual vanities, a garden tub, a glass-enclosed shower, and two walk-in closets. Secondary bedrooms each come with their own full private bathroom and walk-in closet. The laundry room and drop zone are conveniently located along the hallway that leads to the three-car garage.
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