Hill 'n Dale, FL Homes

• 

  

  

  /37

  $230,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft

  27119 Simona Ave, Brooksville, FL 34602

  Under contract-accepting backup offers. Stylish. Updated. No HOA or flood zone drama! AC updated (2018). Brand New roof (2025). Step inside this fully updated 3 bedroom home in the heart of Brooksville and fall in love! From the moment you pull up, you will notice the curb appeal, with pristine landscaping and an inviting front porch. Inside, you’ll find LVP floors and tile throughout,

  

  Susan Preves

  DALTON WADE INC

  (352) 645-2030

  27119 Simona Ave, Brooksville, FL 34602
• 

  

  

  /20

  $2,755 per month

  • 3 Beds
  • 2 Baths
  • 1,119 Sq Ft
  • Condo for Rent

  6367 Enterprise Dr Unit ID1234457P, Brooksville, FL 34602

  Welcome to this modern 3-bedroom, 2-bathroom home in Brooksville, FL! This inviting retreat offers a perfect blend of comfort, convenience, and style, making it an ideal choice for your next family-friendly getaway. The home features a spacious living area and a fully equipped kitchen, creating a warm and inviting atmosphere.Step into a spacious and tastefully decorated living area that

  6367 Enterprise Dr Unit ID1234457P, Brooksville, FL 34602
• 

  

  /2

  $230,000 Sold Aug 26, 2025

  • 1,152 Sq Ft
  • $200/SF
  • 7 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1983

  26469 Kevin Kelly Ave, Brooksville, FL 34602

  REMODELED 4 bedroom, 1.5 bath home situated in the sought after Hill N Dale area of Brooksville. Welcome to this charming and meticulously updated home, where comfort and style harmonize effortlessly. Upon entry, you'll be greeted by a thoughtfully renovated interior, that COMES FURNISHED and exudes contemporary elegance and a welcoming and airy ambiance. The well-appointed kitchen is a chef's

  Lilly Caruso FUTURE HOME REALTY INC

  26469 Kevin Kelly Ave, Brooksville, FL 34602
• 

  

  

  /17

  Est $271,154 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft

  6362 Enterprise Dr, Brooksville, FL 34602

  6362 Enterprise Dr, Brooksville, FL 34602
• 

  

  

  /57

  $359,500

  • 4 Beds
  • 2 Baths
  • 1,662 Sq Ft

  6158 Sumter Dr, Brooksville, FL 34602

  Gearhead's Paradise - Massive Garage, 4 Bed, 2 Bath, Pool, and More!If your ideal home starts with the garage, this one checks every box. The centerpiece of this property is a massive 23ft x 38ft, purpose-built garage with 13-foot ceilings and a 10ft x 10ft roll-up door that can accommodate almost any vehicle size. If you need a car lift, you are planning to build out a full restoration

  

  John Allocco Jr, PA

  Home-Land Real Estate Inc

  (352) 691-7916

  6158 Sumter Dr, Brooksville, FL 34602
• 

  

  /28

  $1,600 per month

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft
  • House for Rent

  27334 Dale Ave, Brooksville, FL 34602

  VERY LARGE 3 BEDROOM, 2 FULL BATH HOME WITH 2 Xtra ROOMS THAT COULD BE USED AS EXTRA BEDROOMS AS NEEDED. LARGE GARDEN TUB. PETS WELCOME, WITHIN REASON. NEWER PRIVACY FENCE IN REAR OF HOME. BEAUTIFUL NEW TILE FLOORS. PLS SEE PICS. CALL FOR PRIVATE VIEWING TODAY. THE NICE ONES DON'T LAST. WATER BILL INCLUDED. NO EXTRA CHARGE. GREAT LANDLORD... :)

  Ruth Hersh Exit Success Realty

  27334 Dale Ave, Brooksville, FL 34602
• 

  

  /27

  $259,000 Sold Aug 21, 2025

  • 1,523 Sq Ft
  • $170/SF
  • 153 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  6358 Dakota Dr, Brooksville, FL 34602

  This beautifully renovated 3 bedroom, 2 bathroom, and 2 cargarge home sits on a desirable corner lot and is packed with upgrades, offering a perfect blend of elegance, comfort, and functionality. Move-in ready and designed for modern living, this home is truly a must-see!✔ Brand-New Roof - Enjoy peace of mind with a freshly installed roof.✔ Fresh Siding - Enhancing both

  Vernon Cranick BHHS Florida Properties Group

  6358 Dakota Dr, Brooksville, FL 34602
• 

  

  /17

  Est $240,575 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  6421 Frank Ct, Brooksville, FL 34602

  6421 Frank Ct, Brooksville, FL 34602
• 

  

  /27

  $250,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  26377 Bertram Rd, Brooksville, FL 34602

  Under contract-accepting backup offers. Short Sale. Make sure you view the 3d Walkthrough! Pride of ownership! shows like model home. This property will not last long. This lovely 2 bedroom, 2 full bath home is situated near everything that you can think of in Brooksville. Just the right size for a starter home or if you are downsizing, you will find this home has everything you need. You have to

  David Morales REDFIN CORPORATION

  26377 Bertram Rd, Brooksville, FL 34602
• 

  

  /16

  $1,555 per month

  • 3 Beds
  • 2 Baths
  • 1,094 Sq Ft
  • House for Rent

  27084 Roper Rd, Brooksville, FL 34602

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Want to tour on your own? Click the “Self

  27084 Roper Rd, Brooksville, FL 34602
• 

  /2

  $231,000 Sold Aug 14, 2025

  • 1,104 Sq Ft
  • $209/SF
  • 109 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  26419 Rolling Acres Dr, Brooksville, FL 34602

  Charming 2 Bed/ 2 Bath with a versatile den/ office or 3rd Bedroom and awesome outside family entertaining20x30 enclosed Bar/ outdoor kitchen . Kitchen has lots of real wood cabinets with ample counterspace and abreakfast bar all updated stainless steel appliances Dining room is separate from kitchen perfect for familygatherings with lots of natural lighting. Family room is spacious

  Shelby Forholt DALTON WADE INC

  26419 Rolling Acres Dr, Brooksville, FL 34602
• 

  

  /32

  Est $242,633 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  6394 Frank Ct, Brooksville, FL 34602

  6394 Frank Ct, Brooksville, FL 34602
• 

  

  /32

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,395 Sq Ft

  6423 Boxwood St, Brooksville, FL 34602

  Welcome to this beautiful 3-bedroom, 2-bathroom, 2 car-garage space single-family home in Brooksville! Inside you'll find a comfortably spacious open-concept home, perfect for family enjoyment in an oversized Florida connected kitchen. With a huge driveway with beautiful pavers completed fenced from the front of the house to the backyard, this home ensures privacy and ample space for family

  Blenda Sasco YANY REALTY LLC

  6423 Boxwood St, Brooksville, FL 34602
• 

  

  /44

  $150,000 Sold Aug 05, 2025

  • 1,000 Sq Ft
  • $150/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1981

  27143 Wakefield Dr, Brooksville, FL 34602

  INVESTORS LOOOK!!!! Established neighborhood, with NO HOA fees, elementary school located in back of subdivision! Just 5 minutes to I75 for an easy commute to Tampa. Three bedrooms, 1.5 baths, inside laundry room, carport and fenced yard. Master bedroom has a walk-in closet and half bath. This home appears to have solid bones, concrete block construction, including roof replacement in 2020,

  Wendy O'Brien Spirit Realty of Florida

  27143 Wakefield Dr, Brooksville, FL 34602
• 

  

  /19

  Est $264,958 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  6354 Enterprise Dr, Brooksville, FL 34602

  6354 Enterprise Dr, Brooksville, FL 34602
• 

  

  /29

  $261,000 Open Fri 8AM - 7PM

  • 4 Beds
  • 2 Baths
  • 1,358 Sq Ft

  27118 Fernery Ave, Brooksville, FL 34602

  One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Welcome to this charming property featuring a natural color palette that creates a warm and inviting atmosphere throughout. The kitchen showcases a center island, perfect for meal prep and entertaining. The primary bathroom offers good under sink storage for all your essentials. Recent updates

  Karen Albright OPENDOOR BROKERAGE LLC

  27118 Fernery Ave, Brooksville, FL 34602
• 

  /2

  $181,000 Sold Aug 01, 2025

  • 1,560 Sq Ft
  • $116/SF
  • 254 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  26416 Bertram Rd, Brooksville, FL 34602

  **Charming 4-Bedroom Manufactured Home with Modern Updates & Prime Location** Welcome to this spacious 4-bedroom, 2-bath manufactured home, beautifully renovated in 2018! Inside, you’ll find a stylishly updated kitchen featuring granite countertops, stainless steel appliances, and plenty of cabinetry for storage. Both bathrooms have been refreshed with contemporary finishes, and the

  Adam Loaknauth KELLER WILLIAMS TAMPA PROP.

  26416 Bertram Rd, Brooksville, FL 34602
• 

  /2

  Est $250,333 Not Listed For Sale

  • Studio

  0 Cortez Blvd A Lot, Brooksville, FL 34602

  0 Cortez Blvd A Lot, Brooksville, FL 34602
• 

  

  /39

  $320,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  27001 Wakefield Dr, Brooksville, FL 34602

  One or more photo(s) has been virtually staged. Beautiful 3-Bedroom, 2.5 Bathroom with Loft Home Built in 2021 – Move-In Ready!Welcome to this well maintained 3-bedroom, 2.5-bathroom home built in 2021, offering modern style, comfort, and convenience. Freshly painted throughout, this home feels brand new and is ready for you to move right in!Step inside to find an open and airy

  Brett Howes 54 REALTY LLC

  27001 Wakefield Dr, Brooksville, FL 34602
• 

  

  /44

  $203,000 Sold Jul 31, 2025

  • 1,344 Sq Ft
  • $151/SF
  • 18 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1980

  26379 Mc Allister St, Brooksville, FL 34602

  MOVE-IN READY!! REMODELED!! NO LOT RENT!! NO HOA!! NO FLOOD!! 4 bedrooms + 2 full bathrooms + 1 car carport + large man-cave shed in the backyard with AC! *** NEW ROOF (MAR 2021)! NEW AC (JUN 2025)!! NEW WATER HEATER (JUN 2025)!!*** Fenced backyard! Large OPEN floor plan makes this home feel light, bright, and cheery!! New luxury vinyl plank flooring throughout the home! Freshly painted inside

  Kimberly Pye Home-Land Real Estate Inc

  26379 Mc Allister St, Brooksville, FL 34602
• 

  /2

  Not Listed For Sale

  0 Croft Ln, Hill 'N Dale, FL 34602

  0 Croft Ln, Hill 'N Dale, FL 34602
• 

  

  /32

  $160,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  26411 Bertram Rd, Brooksville, FL 34602

  Charming 2-Bedroom Home with Upgrades on Corner Lot in Hill 'N DaleMotivated Sellers, let make a Deal!!! Welcome to the beautiful Orchid floor plan by LGI Homes, built in 2019 and nestled in the family-friendly community of Hill 'N Dale. This upgraded one-story home offers 2 spacious bedrooms, 2 full baths and upgrades. With a little TLC this home can be brought back to its original

  Thomas Homan, Jr HOMAN REALTY GROUP INC

  26411 Bertram Rd, Brooksville, FL 34602
• 

  /2

  $265,000 Sold Jul 31, 2025

  • 1,338 Sq Ft
  • $198/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2018

  27050 Anthony Ave, Brooksville, FL 34602

  Rare 4 bedroom, 2 bath home on a spacious CORNER LOT with a 2 car garage! Built in 2018, this property offers newer systems, a FULLY FENCED backyard, and an ideal layout for comfortable living. Additional features include a WATER SOFTENER and a spacious yard perfect for pets or play. Located within walking distance to Eastside Elementary, Family Dollar, Dollar General, and Hill N Dale Park—a

  Peyton Stanton CHARLES RUTENBERG REALTY INC

  27050 Anthony Ave, Brooksville, FL 34602
• 

  

  /18

  Est $246,000 Not Listed For Sale

  26491 Croft Ln, Hill 'N Dale, FL 34602

  26491 Croft Ln, Hill 'N Dale, FL 34602
• 

  

  /9

  $40,000

  • Land
  • 0.20 Acre
  • $200,000 per Acre

  26408 Rolling Acres Dr, Brooksville, FL 34602

  Charming Vacant Lot in Rolling Acres - Brooksville. Here’s your chance to build your dream home in the well-established Rolling Acresneighborhood. This small residential lot is perfect for those seeking a peaceful, friendly community with plenty of character. Surrounded bymature trees and nestled within a neighborhood known for its serene, rolling landscapes, this lot offers a cozy and

  Angela Lara NORTHPOINT ASSET MANAGEMENT

  26408 Rolling Acres Dr, Brooksville, FL 34602
• 

  /2

  $256,000 Sold Jul 04, 2025

  • 1,016 Sq Ft
  • $252/SF
  • 173 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  26416 Mc Allister St, Brooksville, FL 34602

  AFFORDABLE and NEWER HOME!! Move-in Ready!! Built in 2018!! 2 bedrooms + 2 bathrooms + 1 car garage + fenced backyard + large shed for extra storage + beautiful front elevation on the home with spacious foyer entry inside!! NO FLOOD ZONE!! NO HOA!! OPEN FLOOR PLAN!! Located near Cortez Blvd/Hwy 50) and Spring Lake Hwy not far from I-75 with quick and easy access to Tampa for work and play!

  Kimberly Pye HOME LAND REAL ESTATE INC

  26416 Mc Allister St, Brooksville, FL 34602
• 

  

  /14

  Est $250,333 Not Listed For Sale

  0 Cortez A Lot Blvd Unit MFRW7859489, Brooksville, FL 34602

  0 Cortez A Lot Blvd Unit MFRW7859489, Brooksville, FL 34602
• 

  

  /26

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  27286 Warner Ave, Brooksville, FL 34602

  Welcome to your dream home in the heart of desirable Hernando County! This beautifully maintained and affordably priced 3-bedroom, 2-bath block home offers the perfect blend of comfort, convenience, and value. Step inside to discover a light and bright split floor plan featuring luxury waterproof vinyl plank flooring and tile throughout — no carpet here! The spacious layout is ideal for both

  Pamela Mott Heart of Florida Realty LLC

  27286 Warner Ave, Brooksville, FL 34602
• 

  

  /29

  $357,000 Sold Jul 03, 2025

  • 1,755 Sq Ft
  • $203/SF
  • 36 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1968

  6114 Honeysuckle Ln, Brooksville, FL 34602

  Under contract, accepting back up offers. Spacious 3/4-Bedroom Home with office on 1.19 acres priced to sell!! Welcome to your private sanctuary! Nestled on a beautifully landscaped 1.19 acre lot in a peaceful neighborhood, this charming 4 BR 2 BA home is ideal for a growing family or working remote. The master suite is a retreat of its own with a private entrance, full bathroom, large walk-in

  James Colonna Dennis Realty & Investment Corp.

  6114 Honeysuckle Ln, Brooksville, FL 34602
• 

  

  /28

  Est $346,086 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft

  27386 Cortez Blvd, Brooksville, FL 34602

  27386 Cortez Blvd, Brooksville, FL 34602
• 

  

  /20

  $249,999

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  27319 Dale Ave, Brooksville, FL 34602

  Welcome to this charming fully renovated home located in Brooksville, FL. This property offers a spacious layout featuring 3 bedrooms and 2 bathrooms. The interior boasts an open floor plan with a modern kitchen equipped with updated appliances. Enjoy the ample natural light throughout the living spaces. The exterior includes a generous backyard on just about 1/4 of an acre appropriate for

  Steven Koleno Beycome of Florida LLC

  27319 Dale Ave, Brooksville, FL 34602
• 

  /2

  $207,000 Sold Jun 27, 2025

  • 1,080 Sq Ft
  • $192/SF
  • 37 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1979

  27198 Simona Ave, Brooksville, FL 34602

  PICTURE PERFECT!! Check out this beautiful 3 bedroom, 1 bath, 1 car garage home located in the heart of Brooksville. This MOVE-IN READY home features an open floor plan, newly painted interior/exterior, laminate flooring in bedrooms, and tile throughout main living! New Roof in 2020! No HOA! No CDD's! Newer Light & Bright kitchen boasts modern white shaker-style cabinetry, granite countertops,

  Erica Burbank HOME LAND REAL ESTATE INC

  27198 Simona Ave, Brooksville, FL 34602
• 

  /2

  Est $258,172 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  26469 Mary Ave, Brooksville, FL 34602

  26469 Mary Ave, Brooksville, FL 34602
• 

  

  /33

  $275,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  6421 Sunnyside Ranch Rd, Brooksville, FL 34602

  Welcome to your private paradise! This charming 3-bedroom, 2-bath home sits on nearly 3 acres of peaceful, partially cleared land while preserving a beautiful wooded setting. The property is perfect for horse lovers, featuring a brand-new 24x36 barn with two spacious horse stalls, a newly fenced pasture, and a fully fenced perimeter to ensure safety and privacy.Wander along the magical

  Gabrielle Carey Dalton Wade Inc

  6421 Sunnyside Ranch Rd, Brooksville, FL 34602
• 

  /2

  $35,000 Sold Jun 20, 2025

  • Land
  • 0.39 Acre
  • $89,744 per Acre

  • 155 Days On Market

  26361 Seidel St, Brooksville, FL 34602

  BEST LAND DEAL! DOUBLE LOT! Steeped in history, Hernando County, Florida offers the best of both worlds; asmall town atmosphere within easy reach of the metropolitan areas of Tampa and Orlando. The County Seat is theCity of Brooksville, a quaint town of approximately 8,000 residents. With a historic museum, small art gallery,brick streets, a monthly farmer's market, and merchants

  Kevin Carney COLDWELL BANKER REALTY

  26361 Seidel St, Brooksville, FL 34602
• 

  

  /3

  Not Listed For Sale

  Lot 8 Dusty Warbler, Weeki Wachee, FL 34613

  Lot 8 Dusty Warbler, Weeki Wachee, FL 34613
• 

  

  /22

  $365,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,621 Sq Ft

  27017 Mott Ave, Brooksville, FL 34602

  Under Construction. New Construction Blueprints and Spec Sheet attached.....Est Completion Nov 2025 Modern Living in the Making – Your Future Dream Home at 27017 Mott Ave! Seize the rare opportunity to own a brand-new home currently under construction in the peaceful countryside of Brooksville! Set on a quiet street with mature trees and room to breathe, this thoughtfully designed residence

  Eric Dixon 54 REALTY LLC

  27017 Mott Ave, Brooksville, FL 34602
• 

  /2

  $235,000 Sold Jun 13, 2025

  • 1,000 Sq Ft
  • $235/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  27143 Thorncrest Ave, Brooksville, FL 34602

  Welcome to this inviting 3-bedroom, 2-bath home with a bonus room in the heart of Brooksville’s Hill 'n Dale neighborhood. This home offers the perfect blend of comfort, convenience, and style.Step inside to find a bright and airy living area, filled with natural light from large windows. The open kitchen features wood cabinets and newer countertops, offering plenty of space for cooking and

  Lilly Caruso FUTURE HOME REALTY INC

  27143 Thorncrest Ave, Brooksville, FL 34602
• 

  

  /4

  Not Listed For Sale

  0 Thrush Ave, Brooksville, FL 34602

  0 Thrush Ave, Brooksville, FL 34602
• 

  

  /29

  $215,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  6340 Dakota Dr, Brooksville, FL 34602

  Newly listed Lovely 3 bedroom 2 bathroom inviting home is looking for a new owner! The home features a 2-yr old roof, tile throughout and a fenced in peaceful yard. The kitchen offers stainless appliances including a new microwave, new counter tops and a spacious breakfast nook. There are ceiling fans throughout the home. There is an inviting newly built deck in the rear of the home which is

  George Chudyk Peoples Trust Realty Inc

  6340 Dakota Dr, Brooksville, FL 34602

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