15

Hill 'n Dale, FL Homes for Sale

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  • /99

    $849,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    26914 Mondon Hill Rd, Brooksville, FL 34601

    Experience breathtaking valley views and rolling hills from this beautifully maintained three-bedroom plus office/den, two-bath, three-car garage estate situated on 4.80 MOL acres of agriculturally zoned land, offering a unique blend of natural beauty and tranquility. This light and bright, screen-enclosed pool home boasts over 2,354 square feet of living space, where elegance and comfort

    Agent Photo

    Chris Remmert

    CENTURY 21 EXECUTIVE TEAM

    (352) 306-2710

    26914 Mondon Hill Rd, Brooksville, FL 34601
  • /17

    $140,000

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    6347 Boxwood St, Brooksville, FL 34602

    Opportunity and potential come together at 6347 Boxwood St, a 2 bedroom, 1 bathroom home with a carport tucked into an area that offers a more rural feel while still providing convenient access to everyday essentials. Enjoy the balance of quieter surroundings while remaining just a short drive from shopping, dining, grocery stores, and major roadways. With a functional layout, this property

    Agent Photo

    Dario Vitagliano

    REALTY ONE GROUP SUNSHINE

    (352) 744-8095

    6347 Boxwood St, Brooksville, FL 34602
  • /27

    $245,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft

    26377 Bertram Rd, Brooksville, FL 34602

    Short Sale. BACK ON THE MARKET, APPROVED SHORTSALE! 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
  • /9

    $143,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 984 Sq Ft

    27043 Roper Rd, Brooksville, FL 34602

    Prime Fix-and-Flip Gem: Solid 3BR/2BA with Huge Lot Potential:Do not miss this incredible investment opportunity in a desirable neighborhood! This charming 3-bedroom, 2-bath single-family home boasts strong bones, an attached garage, and a fantastic screened-in back porch, perfect for relaxing or entertaining post-renovation.Step outside to discover oversized front and back yards ripe for

    Veronica Sierra CENTURY 21 BEGGINS

    27043 Roper Rd, Brooksville, FL 34602
  • /16

    $249,900

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    27319 Dale Ave, Brooksville, FL 34602

    Welcome to this beautifully remodeled 3-bedroom, 2-bath home located in the heart of Brooksville, FL. This move-in-ready property features brand-new appliances, stylish laminate flooring throughout, and a fresh, modern interior. The updated kitchen and bathrooms, contemporary feel, perfect for comfortable everyday living. Conveniently located near local shopping, dining, and amenities, this home

    Patty Martinez DAYSTAR REALTY

    27319 Dale Ave, Brooksville, FL 34602
  • /30

    $285,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,606 Sq Ft

    27016 Anthony Ave, Brooksville, FL 34602

    **Price Improvement** This could be your forever home you have been looking for. It offers just the right space for your family needs. Spacious open concept allows flow throughout the whole home. Beautifully appointed kitchen with granite countertops and gorgeous gray backsplash, plenty of cupboards to store your dishes, large pantry and a pretty hand selected island with space to eat and/or

    Tina McDonald OLYMPUS EXECUTIVE REALTY INC

    27016 Anthony Ave, Brooksville, FL 34602
  • /49

    $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 solar-lit

    John Soliman DALTON WADE INC

    6421 Sunnyside Ranch Rd, Brooksville, FL 34602
  • /31

    $334,900

    New Construction $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,621 Sq Ft

    27017 Mott Ave, Brooksville, FL 34602

    One or more photo(s) has been virtually staged. Welcome to 27017 Mott Avenue in Brooksville, a move-in-ready, brand-new construction home completed in October 2025. This beautifully designed 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, functionality, and contemporary style. Nestled on a generously sized lot, the home features a spacious open-concept layout with soaring

    Eric Dixon 54 REALTY LLC

    27017 Mott Ave, Brooksville, FL 34602
  • /26

    $550,000

    • Land
    • 5.01 Acres
    • $109,780 per Acre

    27360 Cortez Blvd, Brooksville, FL 34602

    Rare 5.1-acre fenced parcel with Public Utilities and Electricity available, located directly on Cortez Blvd (SR-50) in Brooksville and Not in a Flood Zone. Zoned AG, this property allows a Single-family, Mobile, Modular, or Manufactured home, plus accessory structures such as barns, workshops, garages, and equipment storage buildings (per county setbacks). Horses, livestock, crops, and

    Carol Villani

    27360 Cortez Blvd, Brooksville, FL 34602
  • /11

    $200,000

    $29K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    27197 Simona Ave, Brooksville, FL 34602

    ***** PRICE IMPROVEMENT***** ~ LOCATION ~ LARGE BACKYARD ~ FENCED ~ NO CARPET ~ **Not in a Flood Zone, No HOA, No CDD** Come take a look at this charming 3 bedroom, 1 bathroom, 1-car garage single-family residence nestled in the desirable Hill N Dale community, and make it your own. This property offers approximately 1,080 sqft of inviting living space. Recent upgrades include a brand-new

    Fabi Sandow FLORIDA HOMES REALTY & MORTGAGE

    27197 Simona Ave, Brooksville, FL 34602
  • /8

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft

    26356 Rolling Acres Dr, Brooksville, FL 34602

    BACK ON THE MARKET, still a great buy, Great location, easy access to both north and south bound I 75, and downtown BrooksvilleCute comfortable newly redone home with 3 bedrooms, office , 2 bathrooms. Completely solid wood fenced back yard with new shedNew appliances, granite counter tops, tile floors. Roof was done in 2022 , Air in 2021, all old plumbing was replaced , newer septic system

    Carol Petruzzo, PA SPIRIT REALTY OF FLORIDA

    26356 Rolling Acres Dr, Brooksville, FL 34602
  • /11

    $795,000

    • Land
    • 7.3 Acres
    • $108,904 per Acre

    0 Mondon Hill Rd, Brooksville, FL 34601

    Attention developers, investors, builders, and land speculators — seize the opportunity to acquire premium development acreage in one of Florida’s fastest-growing regions. Located in southeastern Hernando County along the rapidly expanding State Road 50 (Cortez Blvd) corridor, these strategically positioned parcels which has exceptional potential for residential, commercial, mixed-use,

    Brian Sadler ALIGN RIGHT REALTY LLC

    0 Mondon Hill Rd, Brooksville, FL 34601
  • /64

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    27137 Lambeth Rd, Brooksville, FL 34602

    RIDE TO THE FOREST FROM THIS PRIME BROOKSVILLE LOCATION!!! This property checks ALL the boxes and includes a BEAUTIFULLY REMODELED 3-bedroom, 2-bath home LOADED WITH UPGRADES and designed for those seeking both comfort and outdoor adventure. Interior improvements include an open/ split floorpan with drywall throughout, spray foam insulation, raised bedroom ceilings, LVP flooring, double-pane

    Jami Frazier, PA Southern Coast to Country Rlty

    27137 Lambeth Rd, Brooksville, FL 34602
  • /6

    $2,900,000

    • Land
    • 4.55 Acres
    • $637,363 per Acre

    0 Mondon Hill Rd, Brooksville, FL 34601

    Attention builders, developers, and investors — capitalize on the explosive growth happening southeast of Brooksville along the expanding State Road 50 (Cortez Blvd) corridor. Surrounded by new development and offering easy access to Interstate 75, Tampa, St. Petersburg, Orlando, and South Florida, this location is primed for future success. Three adjacent parcels ranging from 4.55 to 9.1 acres

    Keythema Bush ALIGN RIGHT REALTY LLC

    0 Mondon Hill Rd, Brooksville, FL 34601
  • /30

    $2,700,000

    • Land
    • 55.4 Acres
    • $48,736 per Acre

    0 Mondon Hill Rd, Brooksville, FL 34601

    55+ ACRES + LAKE VIEWS + TWO PARCELS + WELL + ELECTRIC + POLE BARN + SHOOTING RANGES + EQUESTRIAN & CATTLE READY A rare opportunity to own 55+ acres of pristine Old Florida land in the heart of rapidly growing Hernando County near Lake Bystre and Historic Downtown Brooksville. This extraordinary property features two contiguous parcels with majestic grandfather oaks, sweeping lake views, abundant

    Audrey Batten Century 21 Alliance Realty

    0 Mondon Hill Rd, Brooksville, FL 34601

Why Live in Hill 'n Dale

Hill 'n Dale, Florida, is a small community situated between Brooksville and Interstate 75, extending for 2 miles along Florida state Road 50. This unincorporated area features a mix of newer stucco ranch-style homes and Colonial Revivals built since 2020, primarily located north of the highway, while larger lots and more spread-out homes are found to the south. Some properties on the east side are in flood zones, necessitating flood insurance. The community is part of the Hernando County School District, with Eastside Elementary School, D.S. Parrott Middle School, and Hernando High School serving local students. Hernando High offers specialized programs in Agritechnology, Culinary Arts, and Applied Cybersecurity.

Local attractions include Boyett’s Grove & Citrus Attraction, which features a wildlife park, mini golf, and an ice cream parlor. Outdoor enthusiasts can explore the vast Withlacoochee State Forest to the north, offering hiking, canoeing, and motorcycle trails. For sports, Kennedy Park, located 5 miles away, hosts Little League baseball and softball, while Hillside Church of Brooksville organizes basketball, soccer, and flag football leagues.

State Road 50 is lined with businesses such as Dollar General, Lowery’s True Value, and Remington Outpost, alongside dining options like Papa Joe’s Italian Restaurant. Residents can shop at the nearby Winn-Dixie or visit downtown Brooksville for antique stores and mom-and-pop restaurants. Transportation options include a bus route to Brooksville and easy access to Interstate 75, which connects to Tampa, approximately 50 miles away. Tampa International Airport offers flights to over 100 destinations.

Frequently Asked Questions

What are the most popular zip codes in Hill 'n Dale, FL?
The most popular zip codes in Hill 'n Dale, FL include 34602, 34601, 33523, 33597 and 34604.
How are the schools in Hill 'n Dale, FL?
Hill 'n Dale, FL has highly rated public and private schools. Some of the best schools in Hill 'n Dale based on Niche Grades are D. S. Parrott Middle School, Hernando High School and Eastside Elementary School. Browse all the schools in Hill 'n Dale, FL to learn more.
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