Hill N Dale Real Estate

Hill N Dale Real Estate

Welcome to Hill N Dale, a charming subdivision nestled in the heart of Brooksville, Hernando County, Florida. This picturesque community offers a peaceful and serene setting for residents to call home.

Hill N Dale is known for its beautiful tree-lined streets, well-maintained homes, and friendly atmosphere. The neighborhood boasts a variety of architectural styles, from cozy ranch homes to spacious two-story properties, providing options to suit every taste and lifestyle.

Residents of Hill N Dale enjoy easy access to a range of amenities, including nearby parks, shopping centers, restaurants, and top-rated schools. The community is also conveniently located just a short drive away from major highways, making it a great choice for commuters.

Nature enthusiasts will appreciate the abundance of outdoor recreational opportunities available in the area, from hiking and biking trails to fishing and boating spots. With its tranquil surroundings and close-knit community feel, Hill N Dale offers the perfect blend of comfort and convenience for those looking to settle down in this idyllic part of Florida.

Come and discover the beauty and charm of Hill N Dale – a place where you can truly feel at home.

Newest Listings in Hill N Dale

27103 Wakefield Drive, Brooksville
$270,000
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
ASSUMABLE MORTGAGE!! Don't miss this opportunity! This property offers an inviting open floor plan and sits on a spacious 80' x 100' lot, providing plenty of room to enjoy outdoor living without the restrictions of an HOA or CDD fees! New AC 2021, New Roof 2021, New Water Heater 2021. One of the standout features is the huge bonus room with a closet, offering the flexibility to serve as a 3rd bedroom, home office, fitness room, playroom, or additional living space. This versatile room features central A/C along with an additional window A/C unit for added comfort. Need extra storage or workspace? You'll love the detached, concrete-block, one-car garage featuring charming barn-style doors! Whether you need a garage, workshop, hobby space, or additional storage, this separate structure offers plenty of possibilities. With a flexible floor plan, generous lot size, and an assumable FHA mortgage for qualified buyers, subject to lender approval, this property is full of potential! Schedule your private showing today!

27103 Wakefield Drive, Brooksville
27127 Fernery Avenue, Brooksville
$245,000
4 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
Welcome home to this beautifully updated 4-bedroom, 2-bathroom home in Brooksville! Thoughtfully remodeled, this home features fresh interior paint, updated kitchen cabinetry, and a new refrigerator. Major improvements include an HVAC system installed in 2023, a newer roof, a water heater replaced in 2022, and energy-efficient windows with screens throughout the home, installed in 2026.The interior offers four ceiling fans, a convenient laundry room with a brand-new washer and dryer, and a spacious primary suite featuring a private ensuite bathroom. Step outside to enjoy the large backyard with a covered patio and storage shed, perfect for relaxing or entertaining. The expansive driveway provides plenty of parking, with space for up to six vehicles. With four bedrooms, numerous updates, and generous outdoor space, this Brooksville home is ready to welcome its next owners!

27127 Fernery Avenue, Brooksville
27279 Dale Avenue, Brooksville
$325,000
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
Virtually Staged. Stunning new construction in Brooksville! This 3-bedroom, 2-bathroom home that delivers modern living from the moment you step through the entry foyer. An open-concept design flows effortlessly from the living room to the dining room and kitchen, making it ideal for both everyday living and entertaining. The heart of the home is the kitchen, featuring crisp white cabinets, quartz countertops, and stainless steel appliances, all set in a generous 13'3" x 19'11" space with room to gather, cook, and connect. Wood-look tile floors run through the main living areas, adding warmth and durability, while modern finishes carry throughout the entire home. The expansive living room (18'10" x 16'8") offers plenty of space for relaxing and hosting, and the separate dining room (11'2" x 15'0") is perfect for family dinners and holiday gatherings. The primary suite is a true retreat. The spacious primary bedroom (13'4" x 16'3") is paired with a walk-in closet and a massive ensuite bath featuring ample counter space and a walk-in shower — a spa-like escape at the end of every day. A split-bedroom layout places two additional generously sized bedrooms (11'4" x 12'11" and 11'7" x 12'7"), each with its own closet, on the opposite side of the home, plus a second full bath — giving everyone comfort and privacy. With its new construction quality, contemporary finishes, open living spaces, and thoughtfully designed primary suite, this Brooksville home is ready for its first owners. Don't miss your chance to own brand-new — schedule your showing today!

27279 Dale Avenue, Brooksville
27297 Roper Road, Brooksville
$120,000
Hill N Dale SubDv. ⋅ 34602 Zip Code
Create a home and lifestyle of your own in Brooksville’s established Hill ’N’ Dale community. With approximately 0.42 acres, 160 feet of road frontage, and no HOA, this Roper Road property provides room to envision a custom home, a pool, and inviting outdoor spaces for relaxed Florida evenings. Two original platted lots present the potential to reestablish two separate homesites, subject to county approval. Whether you envision one spacious retreat or a two-home building opportunity, the property presents possibilities for buyers, builders, and investors. A 2023 survey and proposed single-family home plans provide a helpful starting point, while county records reflect an impact fee value associated with the former residence that may reduce future construction costs. Nearby Hill ’N’ Dale Park features a playground, basketball court, and picnic pavilion for afternoon play and weekend gatherings. A short drive brings you to Publix at Brooksville Square, Lowe’s, and shopping plazas for everyday errands. Enjoy lunch at Main Street Eatery, dinner at The Bistro, or a visit to Florida Cracker Kitchen and its neighboring Tap Room. Convenient access to SR 50 and I-75 connects you to Dade City, Wesley Chapel, and Tampa while keeping Brooksville’s small-town charm close to home. Buyer to verify lot division eligibility, utilities, setbacks, building requirements, tree removal approvals, pool suitability, and applicable impact fee credits or additional fees with Hernando County.

27297 Roper Road, Brooksville
26484 Kevin Kelly Avenue, Brooksville
$266,000
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
Welcome to this spacious one-story retreat nestled in the picturesque Hill 'N Dale community. This inviting home features an open-concept floor plan with 3 bedrooms and 2 full bathrooms, offering comfortable living and an easy-flowing layout. The well-appointed kitchen boasts generous countertops, beautiful wood cabinetry, brushed-nickel hardware, and energy-efficient appliances. The spacious family room provides a welcoming gathering space, while the adjacent dining area is perfect for everyday meals or entertaining. The primary suite offers a peaceful retreat with a large walk-in closet and private bath. An attached garage adds convenience and extra storage. Residents of Hill 'N Dale also enjoy access to a community park featuring a playground, basketball court, multipurpose sports field, gazebo, and covered picnic area—providing plenty of opportunities for recreation and outdoor enjoyment.

26484 Kevin Kelly Avenue, Brooksville
27055 Frampton Avenue, Brooksville
$275,000
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
TEAR UP THE HONEY-DO LIST!! Every major system in this home is brand new — there is nothing left to do but move in. This pristine 3-bedroom, 2-bath, 2-car garage block home sits on a 9,975 sq ft lot in Hill 'n Dale, an established Hernando County community with NO HOA and NO CDD. TOTAL PEACE OF MIND: NEW Roof (2026), NEW HVAC (2026) and NEW Water Heater (2026). The kitchen was fully remodeled in 2025 with new cabinets and granite counters, and both baths were updated the same year. NEW luxury vinyl plank flooring (2026) runs throughout, with fresh interior and exterior paint (2026). THE LIFESTYLE: Eastside Elementary School sits right in the neighborhood, about a half-mile away on Roper Road, with D.S. Parrott Middle and Hernando High serving the community. Hill 'n Dale Park's playground, basketball court and ball field are minutes from the door, and just a quick run east on Cortez Boulevard (SR 50) to I-75 or west to Brooksville and Publix. FEMA Flood Zone X. Best of all: this address is verified USDA 100% financing eligible! Skip the repairs and start enjoying your new home right away — schedule your private tour today!

27055 Frampton Avenue, Brooksville
26484 Mary Avenue, Brooksville
$349,959
4 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
Pre-Construction. To be built. Build your dream home on this beautiful homesite in the growing Hill N Dale Community of Brooksville. This build-to-own opportunity allows you to secure a brand-new home that comes with the lot and will be designed for modern living while giving you the opportunity to participate in the construction process. This home will feature 3 bedrooms and 2 bathrooms and will also include a dedicated office/den or bonus room. The thoughtfully designed floor plan offers an open-concept layout with a spacious living area, modern kitchen and dining space. The home will include brand-new stainless steel appliances, quality construction and energy-efficient features. No HOA and No CDD. Conveniently located near I-75 and Suncoast.

26484 Mary Avenue, Brooksville
27426 Azen Loop, Brooksville
$398,500
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
New 2026 block Construction, No HOA AND NO CDD fees! Brand-new block construction with modern luxury finishes, high ceilings, a spacious backyard, laundry room, and a 2-car garage. Enjoy the freedom of NO HOA and NO CDD fees, with no extra monthly costs or restrictions. A beautiful new home with the luxury feel you want—without the luxury price tag. Come take a look!

27426 Azen Loop, Brooksville
6376 Cammie Street, Brooksville
$209,900
3 Beds ⋅ 1 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
Roomy and Ready!! Remodeled 3 bedroom home in Hill N Dale, move in ready! Laminate plank flooring throughout, remodeled and updated Bathroom, open concept split floorplan with bright white kitchen and stainless appliances. Inside laundry room, fresh paint inside and outside, huge screened room out back, fenced yard. Great for growing family or for investor. No HOA fee, close to State Rd 50, I-75, or Suncoast Parkway. Enjoy downtown Brooksville just minutes away. Easy drive into Brooksville to enjoy the quaint downtown area with many events and attractions year-round.

6376 Cammie Street, Brooksville
27283 Thrush Avenue, Brooksville
$34,690
Hill N Dale SubDv. ⋅ 34602 Zip Code
Build the home you’ve always envisioned on this beautiful homesite! Whether you’re a homeowner looking to create your dream residence or an investor seeking your next opportunity, this lot offers endless potential. Need even more space? The adjacent lot may also be available for purchase, giving you the opportunity to expand your vision. Contact me today for more details before this opportunity is gone!!

27283 Thrush Avenue, Brooksville
27275 Thrush Avenue, Brooksville
$31,690
Hill N Dale SubDv. ⋅ 34602 Zip Code
Build the home you’ve always envisioned on this beautiful homesite! Whether you’re a homeowner looking to create your dream residence or an investor seeking your next opportunity, this lot offers endless potential. Need even more space? The adjacent lot may also be available for purchase, giving you the opportunity to expand your vision. Contact me today for more details before this opportunity is gone!!

27275 Thrush Avenue, Brooksville
27043 Roper Road, Brooksville
$125,000
3 Beds ⋅ 2 Baths ⋅ Hill N Dale SubDv. ⋅ 34602 Zip Code
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 landscaping, gardening, or expansion (pool / outdoor oasis). With generous space and great natural light, this property offers endless possibilities to modernize the kitchen, baths, and finishes, turning it into a high-demand, high-profit resale or long-term hold. Ideal for savvy flippers, builders, or DIY enthusiasts looking to make this beautiful house a home! Priced to move fast!!!

27043 Roper Road, Brooksville
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