Highland Park, Greenwood, IN Real Estate Search

Highland Park, Greenwood, IN Single Family Homes for Sale

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Newest Highland Park, Greenwood, IN Single Family Homes for Sale

5 Beds ⋅ 6 Baths

Welcome to a truly exceptional 5-bedroom, 6-bath residence located in the highly sought-after Highland Park neighborhood, where luxury, comfort, and entertainment come together on a private, tree-lined setting. From the moment you enter, you'll be captivated by the dramatic two-story great room filled with natural light and the thoughtfully designed floor plan that offers both elegance and functionality. The gourmet kitchen is beautifully appointed with Taj Mahal Quartzite countertops and opens seamlessly to the main living spaces, creating the perfect environment for everyday living and entertaining. Just beyond, the sunroom provides stunning views of the expansive deck and private backyard retreat. Upstairs, the spacious primary suite offers a private sitting area and a recently updated spa-inspired bathroom designed for relaxation. Additional bedrooms provide ample space, including a Jack-&-Jill bath configuration ideal for family or guests. The finished lower level is what truly sets this home apart. Designed for unforgettable gatherings, the custom pub features a built-in exhaust system for cigar enthusiasts, a kegerator, glass chiller, and pool table area. Whether hosting friends for the big game or enjoying a quiet evening, this one-of-a-kind space creates an experience rarely found in today's market. The lower level also includes a private office, workout room, and additional recreation space. Step outside and discover your own private backyard oasis. Surrounded by mature trees, the in-ground pool features a diving board, brand-new liner, and new cover installed in 2026. The spacious deck overlooks the resort-style setting, making it the perfect place to entertain or unwind. As a unique bonus, the property even includes a private treehouse nestled among the trees. Additional features include a main-level bedroom & full bath, providing flexibility for guests, multigenerational living, or a private home office. This is more than a home-it's a lifestyle!

1981 Caledonian Court, Greenwood

Listing courtesy of Keller Williams Indy Metro Partners.

4 Beds ⋅ 4 Baths

Located in the prestigious Highland Park neighborhood in Center Grove Schools, this custom-built all-brick ranch offers timeless craftsmanship, exceptional space, & high-quality finishes throughout. Beautiful 2-piece crown molding, soaring ceilings, & grand windows with custom real-wood plantation shutters fill the home with natural light. A private main-level office with French doors & custom built-ins sits just off the foyer. The spacious great room features a fireplace & whole-home surround sound extending through both the main level & basement, ideal for everyday living and entertaining. The kitchen is designed for gathering with hardwood floors, an expansive center island with bar seating, solid surface countertops, stainless steel refrigerator, microwave with convection oven, gas cooktop with Jenn-Air downdraft vent, adjacent prep sink, & double basin island sink. The kitchen opens to a cozy hearth room with a second fireplace & large windows. Fireplaces have furnace ratings with ability to heat the spaces. Enjoy peaceful mornings in the enclosed sunroom with windows on all sides overlooking mature trees & a koi pond. Outdoor living includes a covered back porch with gas grill connection & paved patio. The primary suite features walk-in closets & custom shelving. The bath includes a comfort-height double vanity with seated space, soaking/whirlpool tub beneath a stained-glass window, & oversized walk-in shower. The spacious laundry room offers a utility sink, built-in ironing board, & extensive cabinetry. The full basement includes four flexible rooms for a bedroom, gym, theater, studio, workshop, or storage. An ERV system improves air quality, efficient HVAC lowers energy costs, & a generator-backed sump pump adds protection. The oversized 3-car garage features epoxy floors, high ceilings, utility sink, generator connection, irrigation system, & attic access to unfinished flex space. A rare opportunity in one of Center Grove's most desirable neighborhoods.

2047 Caledonian Court, Greenwood

Listing courtesy of Indiana Realty Pros, Inc..

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