Hillcrest Real Estate

Hillcrest Real Estate

Welcome to Hillcrest, a charming subdivision nestled in the heart of sunny Florida! This vibrant community is known for its picturesque landscapes, friendly neighbors, and an array of amenities that cater to all lifestyles.

Hillcrest boasts a variety of beautifully designed homes, from cozy single-family residences to spacious townhouses, perfect for families, retirees, and everyone in between. The architecture reflects a delightful blend of modern aesthetics and traditional charm, ensuring that each property feels like a true sanctuary.

One of the standout features of Hillcrest is its commitment to outdoor living. Residents enjoy access to well-maintained parks, walking trails, and recreational facilities that encourage an active lifestyle. Whether you're taking a leisurely stroll, enjoying a picnic with family, or engaging in sports activities, Hillcrest provides the perfect backdrop for an outdoor adventure.

Families will appreciate the proximity to top-rated schools, ensuring that children receive a quality education just a short distance from home. The community is also conveniently located near shopping centers, dining options, and entertainment venues, making it easy to enjoy everything that Florida has to offer.

With its welcoming atmosphere and strong sense of community, Hillcrest is more than just a place to live; it’s a place to thrive. Here, you’ll find neighbors who become friends and a lifestyle that embraces both relaxation and activity. Discover your dream home in Hillcrest today and experience the best of Florida living!

Newest Listings in Hillcrest

201 Sunset Drive, Brooksville
$419,900
4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 34601 Zip Code
Space, flexibility, and opportunity come together in this 4-bedroom, 3-bath pool home situated on over half an acre just outside Brooksville’s historic district. With 2,604 square feet of living space, a 756-square-foot three-car garage, and generously sized porches, yard, and living areas, this home offers exceptional potential for multigenerational living, accommodating extended family, or simply enjoying extra space and privacy. The thoughtfully arranged layout features two separate living areas, including a formal living room and a spacious family or recreation room with a wood-burning fireplace. Two en-suite bedroom arrangements offer added privacy and flexibility, with one presenting an exciting opportunity to create an in-law suite with a potential kitchenette and more independent living space for extended family or guests. The home's distinctive design centers around a screened swimming pool and expansive covered lanai. Pocket sliding glass doors open wide to connect the interior living spaces with the pool area, creating an inviting indoor-outdoor setting for entertaining, relaxing, and enjoying the Florida lifestyle. A convenient pool bath adds functionality, while the covered outdoor area offers excellent potential for a spacious outdoor kitchen. Additional features include a 12' x 30' concrete pad with potential for a future shed or storage structure, two water heaters, city water and sewer, and no HOA. Major improvements include a roof and gutters installed in 2021, a refurbished pool cage, and a French drainage system. Enjoy an established neighborhood just minutes from downtown Brooksville, where local shops, dining, and community events are close at hand. With 2,604 square feet of living space, multiple living areas, two en-suite bedrooms, and a three-car garage, this home offers room for extended family, guests, hobbies, or a dedicated home office, along with a private pool to enjoy Florida living.

201 Sunset Drive, Brooksville
1174 Bryn Mawr Drive, Daytona Beach
$213,000
2 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 32114 Zip Code
Beautifully remodeled pool home on a large lot. Cozy with a nice open floor plan, fireplace and tons of upgrades. Renovated kitchen with brand new shaker cabinets, gorgeous Quartz countertops and stainless steel appliances. Both bathrooms have been remodeled, new HVAC and new hot water heater, all new flooring throughout, all new lighting and fixtures. Separate laundry room and HUGE inground private pool and spa in the big back yard that is fenced for privacy. Quiet neighborhood and conveniently located close to everything (beaches, highways, minutes to Halifax Hospital, shopping and the Daytona Speedway). A fully renovated pool home at this price point is hard to find. Hurry and come see this one.

1174 Bryn Mawr Drive, Daytona Beach
1669 Markel Drive, Winter Garden
$389,000
Hillcrest SubDv. ⋅ 34787 Zip Code
No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida.

1669 Markel Drive, Winter Garden
28579 Strolling Sprout Corner, San Antonio
$699,999
4 Beds ⋅ 5 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Gourmet Kitchen | Backs to Wetland | East Facing Lot. New Construction - December Completion! Welcome to the Bradley at 28579 Strolling Sprout Corner in Hillcrest! This thoughtfully designed single-story home offers plenty of natural light with an open concept design. The gourmet kitchen, dining area, and great room come together to create a bright and inviting space for everyday living and entertaining. A versatile study provides the perfect spot for a home office, hobby room, or quiet retreat. The private primary suite is tucked away from the secondary bedrooms and features a spacious bathroom, and a generous walk-in closet. Complete with a three-car garage, abundant storage, and seamless indoor-outdoor living, this home is designed to fit the way you live. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights include: 8' interior doors, outdoor kitchen rough-in, and tray ceiling package. Photos are for representative purposes only. MLS#TB8546556

28579 Strolling Sprout Corner, San Antonio
28578 Strolling Sprout Corner, San Antonio
$789,999
5 Beds ⋅ 5 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: High Ceilings | East Facing Patio | 1st Floor Primary Bedroom. New Construction - December Completion! Welcome to the Nantucket at 28578 Strolling Sprout Corner in Hillcrest! Step into this spacious two-story floor plan, thoughtfully designed for comfort, and flexibility. The bright gourmet kitchen, dining area, and great room create the perfect setting for everyday living and entertaining, while the extended lanai offers seamless indoor-outdoor enjoyment. A private primary suite on the main level provides a relaxing retreat, and the first-floor guest suite adds extra flexibility. Upstairs, three secondary bedrooms, a generous loft, and a dedicated tech space offer room to work, learn, and unwind. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, wrought iron stair railing throughout, tray ceiling package, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#TB8546537

28578 Strolling Sprout Corner, San Antonio
323 W Cypress Street, Kissimmee
$1,500,000
Hillcrest SubDv. ⋅ 34741 Zip Code
PRIME MEDICAL CORRIDOR LOCATION * Investment opportunity: 4,551 SF medical/professional office building on a corner lot one block off Hwy 192, positioned between two hospitals — Persan Professional Plaza, 323-327 W. Cypress St, Kissimmee, FL 34741. Zoned T4-O. Future Land Use: MU-V (Mixed-Use – Vine Street Overlay). Three addressable units (323, 325, 327 W. Cypress) under one roof, each separately metered for electric and water. The building offers approximately 26 individual rooms configured as exam rooms, private offices, and clinic space, plus 6 restrooms, a dedicated waiting room, and multiple reception/lobby areas — built out for medical use throughout its history. New roof (2026). 19 parking spaces including handicap. Building-mounted signage in place. Flexible leasing: available as a single unit, two combined units, or the entire building. Approximate unit sizes range from ±1,400 – 1,700 SF per individual unit up to the full 4,551 SF for all three combined (unit-by-unit square footage approximate) Unit configuration: 325 and 327 each have separate exterior entrances and share an interior connecting door, allowing them to be leased/operated together (±2,900 – 3,200 SF combined) or independently. 323 is a standalone unit, currently occupied on a month-to-month lease at a rate below current market — upside on renewal or re-lease. 325 and 327 are currently vacant, offering an owner-user opportunity or lease-up potential at market rents. The T4-O zoning conditionally permits office and medical/professional office use, and the MU-V future land use designation supports the property's continued use while offering long-term redevelopment potential under the City's Vine Street corridor revitalization plan (up to 6.0 FAR / 40 du per acre at the project level, subject to City approval). Ideal for medical, dental, or professional office use, an investor seeking value-add through lease-up and rent repositioning, or a healthcare group wanting a multi-suite footprint near two hospitals.

323 W Cypress Street, Kissimmee
12844 Treeline Ridge Avenue, San Antonio
$549,999
5 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: 1st Floor Guest Bedroom | 5th bedroom | Covered Lanai | West Facing Lot. New Construction - November Completion! Welcome to the Monterey at 12844 Treeline Ridge Avenue in Hillcrest! This spacious new home offers a thoughtfully designed layout. Just off the foyer, a private bedroom suite with a full bathroom provides the perfect space for guests or a home office. The open-concept main level features a gourmet kitchen with a large island, ample cabinet space, and walk-in pantry, flowing seamlessly into the dining area and expansive great room, with easy access to the covered lanai. Upstairs, the private primary suite includes a walk-in closet and well-appointed bath, while three additional secondary bedrooms, a shared full bath, laundry room, and versatile loft complete the space. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, shower in place of tub in bathroom 3, outdoor kitchen rough-in, and open rails at stairs. MLS#TB8525177

12844 Treeline Ridge Avenue, San Antonio
12847 Treeline Ridge Avenue, San Antonio
$489,999
4 Beds ⋅ 2 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Virtually Staged. Under Construction. What's Special: Gourmet Kitchen | Covered Lanai | No Stairs | West Facing Lot. New Construction - November Completion! Welcome to the Carlsbad at 12847 Treeline Ridge Avenue in Hillcrest! This thoughtfully designed new home offers a bright, open layout ideal for modern living. Just off the foyer, you’ll find three secondary bedrooms with a shared full bath, creating flexible space for guests or a home office. At the heart of the home, the gourmet kitchen features a large center island, ample cabinet space, and a walk-in pantry, seamlessly flowing into the dining area and spacious great room. The primary suite is tucked away for added privacy and includes a walk-in closet and well-appointed bath. Step outside to enjoy the covered lanai, perfect for relaxing or entertaining. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, shower in place of tub in bathroom 2, 8' interior doors, and outdoor kitchen rough-in. Virtually staged photos are for representative purposes only. MLS#TB8525149

12847 Treeline Ridge Avenue, San Antonio
12852 Treeline Ridge Avenue, San Antonio
$629,999
6 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Gourmet Kitchen | Loft | Spacious Kitchen | East Facing Lot. New Construction - November Completion! Welcome to the Tybee at 12852 Treeline Ridge Avenue in Hillcrest! The open gourmet kitchen, dining, and great room create a bright and connected space that is perfect for gathering, with a large island and butler pantry adding both function and charm. Oversized sliding glass door leads to a generous lanai, offering a seamless indoor-outdoor lifestyle filled with natural light. The private primary suite is thoughtfully tucked away with a spa inspired bath and nearby laundry for everyday ease. A flexible front bedroom and flex room provide space for guests, hobbies, or a home office, while upstairs features a spacious game room, open loft, and four additional bedrooms with convenient baths. Thoughtful storage, a 2-car garage, and welcoming entry complete this beautifully balanced design. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, luxury vinyl plank stair treads, metal spindles, tray ceiling package, pendant lights in kitchen and extra recessed lighting. MLS#TB8525135

12852 Treeline Ridge Avenue, San Antonio
11743 Soft Meadow Mews, San Antonio
$480,549
4 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Flex Room | Covered Lanai | High Ceilings. New Construction - November Completion! Welcome to the Santa Rosa at 11743 Soft Meadow Mews in Hillcrest! The open gourmet kitchen, dining room, and two-story great room create a bright and airy space that feels both welcoming and connected. Large windows and a seamless transition to the covered lanai bring in natural light and extend everyday living outdoors. The first-floor primary suite offers a private retreat with a well-appointed bath and convenient access to the laundry room. Upstairs, a generous loft overlooks the main living area and is surrounded by three secondary bedrooms and two full bathrooms, offering comfort and flexibility for guests or growing households. Thoughtful storage, a 2-car garage, and a charming front porch complete this warm and functional design. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: tray ceiling package, pocket sliding glass door out to the lanai, oak stair treads with spindles at the stairs, and kitchen pendant lights. Photos are for representative purposes only. MLS#TB8525084

11743 Soft Meadow Mews, San Antonio
11751 Soft Meadow Mews, San Antonio
$429,999
4 Beds ⋅ 3 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: Covered Lanai | Convenient 1st Floor Living | East Facing Lot. New Construction - November Completion! Welcome to the Saint Vincent at 11751 Soft Meadow Mews in Hillcrest! This well-designed single-story home blends comfort, functionality, and style. An inviting front porch leads into a bright foyer that flows into an open dining area and great room, creating a spacious layout for daily living and entertaining. The central kitchen features a large island with seating, a walk-in pantry, and pendant lighting for added warmth. Tucked at the rear, the primary suite offers a private retreat with lanai access and a bath with dual vanities and a pocket door. Three secondary bedrooms sit along a separate hallway with a shared full bath, including one near the primary suite for flexibility. A covered lanai extends the living space outdoors. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, cushion close cabinet doors and cabinet drawers in the kitchen, and tray ceiling package. Photos are for representative purposes only. MLS#TB8520743

11751 Soft Meadow Mews, San Antonio
12859 Treeline Ridge Avenue, San Antonio
$564,999
5 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 33576 Zip Code
Under Construction. What's Special: West Facing Lot | Flex Room | Gourmet Kitchen | 1st Floor Primary Bedroom. New Construction - December Completion! Welcome to the Montauk at 12859 Treeline Ridge Avenue in Hillcrest! This thoughtfully designed two-story home blends comfort, style, and functionality throughout. A welcoming foyer leads into a versatile flex space, ideal for a home office or sitting area. The main living area features a bright dining space that flows into a spacious great room overlooking the covered lanai, creating an inviting setting for everyday living and entertaining. The kitchen stands out with a large center island, abundant cabinetry, and a walk-in pantry, while LVP flooring spans the first floor for a cohesive look. Tucked away on the main level, the primary suite offers a private retreat with a well-appointed bath and generous closet space. Upstairs, a central game room is surrounded by three secondary bedrooms, including one with its own bath, plus a shared bath with dual sinks. Hillcrest offers a peaceful setting that still keeps you close to everything you love, with beautifully planned amenities like a clubhouse, pool, pickleball courts, playground, and green spaces designed for connection and ease. Enjoy nearby lagoons, parks, trails, shopping, dining, and everyday conveniences just minutes from home. With quick access to I 75, you can easily reach Tampa while staying surrounded by nature and a relaxed, welcoming community. Additional Highlights Include: 8' interior doors, pre-plumb for laundry sink, and tray ceiling package. Photos are for representative purposes only. MLS#TB8520688

12859 Treeline Ridge Avenue, San Antonio
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