18

Howey-in-the-Hills, FL Homes for Sale under $500,000

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  • /52

    $499,999

    • 3 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    312 Waterwood Dr, Yalaha, FL 34797

    Welcome to elevated lake living, nestled within the sought-after waterfront community of Waterwood on the Harris Chain of Lakes. This fully renovated 3-bedroom, 2.5-bath home with a 3-car garage offers the perfect blend of luxury, comfort, and everyday functionality—updated from top to bottom. At the heart of the home is a beautifully designed kitchen featuring a Viking refrigerator, warming

    Agent Photo

    April Stevenson

    SELLSTATE INNOVATION REALTY

    (352) 604-5553

    312 Waterwood Dr, Yalaha, FL 34797
  • /28

    $400,999

    New Construction $2K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,007 Sq Ft

    6866 Spanish Imperial St, Howey In the Hills, FL 34737

    Introducing the Hayden floor plan, a beautifully designed single-story new construction home by Trinity Family Builders, located in the Eagletail Landings community in Leesburg, FL. This thoughtfully crafted home offers four bedrooms and two full baths with a functional layout that supports everyday living and entertaining. Exterior Elevation 3 features classic stucco detailing that delivers

    Trinity Family Builders Builder
    6866 Spanish Imperial St, Howey In the Hills, FL 34737
  • /14

    $418,999

    New Construction $21K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,911 Sq Ft

    6859 Spanish Imperial St, Howey In the Hills, FL 34737

    Introducing the Wekiva floor plan, a thoughtfully designed new construction home by Trinity Family Builders located in the Eagletail Landings community in Leesburg, Florida. This elegant two-story home offers four spacious bedrooms, two full bathrooms, and one half bath, providing a flexible layout ideal for modern living. A striking stucco exterior with architectural detailing creates strong

    Trinity Family Builders Builder
    6859 Spanish Imperial St, Howey In the Hills, FL 34737
  • /53

    $469,900

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,178 Sq Ft

    476 Bellissimo Place, Howey In the Hills, FL 34737

    Back on the market due to buyer getting work transfer. Welcome to 476 Bellissimo Place, where refined design meets a private conservation setting in this beautifully upgraded 2016 Fleming II floorplan. Perfectly positioned on a .28 deep premium homesite with no rear neighbors, this one-story POOL and SPA home offers a rare combination of quality construction, thoughtful upgrades, and a true

    Tina St Clair ST. CLAIR REALTY GROUP, LLC

    476 Bellissimo Place, Howey In the Hills, FL 34737
  • /52

    $474,900

    $14K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,210 Sq Ft

    415 N Dixie Dr, Howey In the Hills, FL 34737

    WELCOME HOME to BEAUTIFUL HOUSE! Charm, comfort, and the lifestyle you have been waiting for. Nestled in a quaint, historic town, this 3-bedroom, 2 bath home with a dedicated den/office offers the perfect blend of character and modern convenience-all with NO HOA! Step inside and feel the warmth of the open, inviting layout featuring "wood-look" laminate flooring throughout and a stunning

    Theresa Morris MORRIS REALTY AND INVESTMENTS

    415 N Dixie Dr, Howey In the Hills, FL 34737
  • /51

    $474,997

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,538 Sq Ft

    203 Messina Place, Howey In the Hills, FL 34737

    Tucked away in the charming town of Howey-in-the-Hills, this stunning former model home is where elegance, comfort, and the Florida lifestyle come together beautifully. From the moment you arrive, the brand-new glass in the front door, sets the tone for the style and care found throughout this exceptional home. Step inside to discover a spacious open floor plan designed for both everyday living

    Carrie Pappas JASON MITCHELL REAL ESTATE FLO

    203 Messina Place, Howey In the Hills, FL 34737
  • /47

    $466,500

    $18K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    9930 Santa Barbara Ct, Howey In the Hills, FL 34737

    Experience golf and resort living at its finest in the exclusive gated neighborhood of Las Colinas, nestled within the prestigious Mission Resort + Club community. This stunning Spanish Mediterranean-style home boasts a tile roof and is situated on a spacious .44-acre lot, offering unparalleled privacy with no rear neighbors. Backing up to the Las Colinas 3rd tee box and conservation land, you'll

    Brandon English ENGEL + VOELKERS SARASOTA

    9930 Santa Barbara Ct, Howey In the Hills, FL 34737
  • /49

    $459,000

    $61K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,107 Sq Ft

    9958 Santa Barbara Ct, Howey In the Hills, FL 34737

    One or more photo(s) has been virtually staged. PRICE REDUCED!!! ALL NEW INTERIOR PAINT AND CARPET!! PARADISE AWAITS YOU IN THE BEAUTIFUL MISSION RESORT! PRICED TO SELL 3B/3B/BONUS ROOM/2C Spanish Mediterranean style home with tile roof on a large corner lot with majestic pond & woodland views throughout the home. COMPLETELY NEW PAINT INSIDE PLUS NEW CARPET IN BEDROOMS. OPEN FLOOR PLAN with combo

    Mary Jane Easley OLYMPUS EXECUTIVE REALTY INC

    9958 Santa Barbara Ct, Howey In the Hills, FL 34737
  • /38

    $445,000

    • 4 Beds
    • 3 Baths
    • 2,369 Sq Ft

    436 Bellissimo Place, Howey In the Hills, FL 34737

    Welcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the desirable Venezia South community of Howey-in-the-Hills. Howey-in-the-Hills is a charming small town known for its scenic landscapes and relaxed Old Florida atmosphere. Located along the renowned Harris Chain of Lakes, residents enjoy easy access to boating, fishing, waterfront dining, and year-round outdoor

    AJ Pereira MARGAUX REALTY INC

    436 Bellissimo Place, Howey In the Hills, FL 34737
  • /5

    $448,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    27464 Black Kite Ave, Howey-In-the-hills, FL 34737

    Under Construction. Welcome to our only quick-delivery Finn plan in Eagletail Landings featuring a main floor guest suite! This exceptional home offers comfort and flexibility in a beautifully designed open-concept layout and features a total of 4 bedrooms and 3.5 baths, including a convenient first-floor guest bedroom with ensuite bath - great for hosting guests or multi-generational living. The

    Stephen Wood RISEWELL HOMES FLORIDA LLC

    27464 Black Kite Ave, Howey-In-the-hills, FL 34737
  • /2

    $400,000

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft

    27468 Black Kite Ave, Howey-In-the-hills, FL 34737

    Welcome to Lot 103 at Eagletail Landings - the Dune plan delivers 4 bedrooms, 2 baths, and a bright open-concept great room that flows seamlessly to a covered rear lanai, perfect for entertaining and outdoor living. The modern kitchen impresses with granite countertops, a center island, pantry, stainless steel appliances, and elegant tile flooring throughout, while the luxurious primary suite

    Risewell Homes Builder
    27468 Black Kite Ave, Howey-In-the-hills, FL 34737
  • /70

    $425,000

    • 3 Beds
    • 3 Baths
    • 2,686 Sq Ft

    54 Camino Real Unit 504, Howey In the Hills, FL 34737

    *Experience Luxurious Resort Living with Majestic Golf Course Views** Discover the tranquility of resort-style living in this stunning three-bedroom, three-bath upstairs condominium, complete with a two-car (plus room for golf cart) garage. Nestled amidst lush, maintenance-free lawns and mature landscaping, this residence offers breathtaking views from your private, screened-in balcony of the

    Mary Jane Easley OLYMPUS EXECUTIVE REALTY INC

    54 Camino Real Unit 504, Howey In the Hills, FL 34737
  • /50

    $410,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft

    307 Terracotta Terrace, Howey-In-the-hills, FL 34737

    Enough Looking and Welcome home! As you walk in, you’re immediately invited in by soaring vaulted ceilings that flow throughout the entire home, creating a bright and open feel. This well-maintained property features fresh interior paint and brand-new carpet in the bedroom and Master suite, offering a clean and move-in-ready experience. The gourmet kitchen is a true showstopper, featuring quartz

    T.J. ODonnell CHARLES RUTENBERG REALTY ORLANDO

    307 Terracotta Terrace, Howey-In-the-hills, FL 34737
  • /26

    $400,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,899 Sq Ft

    709 Calabria Way, Howey In the Hills, FL 34737

    Welcome home to this well-maintained three bedroom 2 1/2 bath, open concept, single-owner home. Fully fenced yard on a private neighborhood street and NO REAR NEIGHBORS. Enjoy low energy bills with paid off solar panels. The upgraded kitchen features stainless steel appliances and beautiful granite countertops. The kitchen flows into the dining and living areas for ease of entertaining. The large

    Matt Buttner LIST NOW REALTY, LLC

    709 Calabria Way, Howey In the Hills, FL 34737
  • /49

    $460,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,565 Sq Ft

    523 Bellissimo Place, Howey In the Hills, FL 34737

    Welcome home to this beautiful four-bedroom, three-bath residence nestled on a prime corner lot in the peaceful town of Howey-in-the-Hills. Designed for both comfort and effortless living, this home features ceramic tile throughout and a spacious open-concept floor plan, ideal for everyday living and entertaining alike. The light-filled layout flows seamlessly from room to room, offering generous

    Kate Vick OLYMPUS EXECUTIVE REALTY INC

    523 Bellissimo Place, Howey In the Hills, FL 34737
  • /13

    $462,999

    New Construction $2K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    6888 Spanish Imperial St, Howey In the Hills, FL 34737

    Introducing The Gilchrist 3-Car Garage, a thoughtfully designed new construction home by Trinity Family Builders located in the Eagletail Landings community in Leesburg, FL, offering 2,680 square feet of modern living space crafted for comfort, flexibility, and everyday enjoyment. This spacious floor plan features four bedrooms, two full bathrooms, and a convenient half bath, making it ideal for

    Trinity Family Builders Builder
    6888 Spanish Imperial St, Howey In the Hills, FL 34737
  • /58

    $474,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,052 Sq Ft

    8009 Sergeant Pepper Dr, Howey In the Hills, FL 34737

    TURNKEY, MOVE-IN READY HOME on 2.26 ACRES of PURE BEAUTY! Perfectly located just minutes from major highways, hospitals, golf courses, lakes, trails, boat ramps, shopping, dining, and more—this property offers the ideal blend of PRIVACY, SPACE, AND CONVENIENCE. This spacious home features 3 BEDROOMS PLUS AN OFFICE with a WALK-IN CLOSET that can easily serve as a 4TH BEDROOM, 3 FULL BATHS, and

    Jorge Mulet, Sr. OLYMPUS EXECUTIVE REALTY INC

    8009 Sergeant Pepper Dr, Howey In the Hills, FL 34737
  • /5

    $405,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,103 Sq Ft

    27429 Black Kite Ave, Howey-In-the-hills, FL 34737

    There’s a lot to love about this classic home. The Kensington Flex is designed with all the comfort, convenience, and flexibility needed for modern living. Spacious bedrooms and open-concept living areas create the perfect setting to relax or entertain, while the thoughtfully designed kitchen maximizes functionality and style. Both bathrooms include double vanities and privacy doors, and the

    Risewell Homes Builder
    27429 Black Kite Ave, Howey-In-the-hills, FL 34737
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