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About This Home
This 5-bedroom, 6-bathroom single family at 1981 Caledonian Court in Greenwood, IN is listed for $1,199,000 ($216 per sqft). Built in 1999, the home offers 5,556 sqft of living space on a 0.48 acres lot.
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!
Key Features
- Built in 1999
- 0.48 acre lot
- 2 stories
- Private pool
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$6,913/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
1981 Caledonian Court
Greenwood, IN 46143
Highland Park
Features & Amenities
Interior Features
Exterior Features
Property Details
Construction
Pool Features
Parking
Heating
Cooling
Appliances
Questions & Answers
This 5-bedroom, 6-bathroom single family at 1981 Caledonian Court is listed at $1,199,000 ($216/sqft). The estimated monthly payment is $5,696 based on 20% down at 6.5% interest.
HOA fees are $500/month.
Key features include: Built in 1999, 0.48 acre lot, 2 stories, Private pool, Fireplace. Interior Features: Attic Access, Breakfast Bar, High Ceilings. Exterior Features: Sprinkler System.
This property is listed by Denis O'Brien and can be reached at (317) 882-5900 or denisobrien.kw@gmail.com.



