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$1,199,000
5 Beds ⋅ 6 Baths
Welcome to this exceptional custom-built Greg Allen home in the highly sought-after Highland Park neighborhood, where timeless craftsmanship, luxury, and resort-style living come together on a private, tree-lined homesite. Offering 5 bedrooms and 6 baths, this thoughtfully designed residence blends elegant living with incredible entertaining spaces. The dramatic two-story great room is filled with natural light and flows seamlessly into the gourmet kitchen, showcasing stunning Taj Mahal Quartzite countertops, premium finishes, and generous gathering space. Just beyond, the sunroom overlooks the expansive deck and private backyard, creating the perfect setting for relaxing or entertaining. The spacious primary suite is a true retreat, complete with a sitting area and a recently renovated spa-inspired bath. Additional bedrooms provide ample space for family and guests, including a convenient Jack-and-Jill bath. A main-level bedroom with a full bath offers the flexibility for guests, multigenerational living, or a private home office. The finished lower level is truly one of a kind. Designed for unforgettable gatherings, the custom pub features a built-in cigar exhaust system, kegerator, glass chiller, and pool table area. A dedicated office, workout room, and additional recreation space complete this exceptional level. Step outside to 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, while the expansive deck provides the perfect backdrop for summer entertaining. Tucked among the trees, a charming private treehouse adds a unique touch to this remarkable property. With luxury finishes, an outstanding floor plan, and exceptional indoor-outdoor living, this is more than a home-it's a lifestyle opportunity in one of Center Grove's premier neighborhoods.

1981 Caledonian Court, Greenwood

Listing courtesy of Keller Williams Indy Metro Partners.

$529,000
4 Beds ⋅ 4 Baths
Wow! You don't want to miss this one! From the moment you arrive, this beautiful brick home in Dye's Walk Golf Community feels like a place made for enjoying life. With 4 bedrooms, 3.5 baths, and plenty of space to spread out, this home is perfect for both everyday living and entertaining family and friends. Enjoy the lovely wrap around deck overlooking the fairway and spend those hot summer days relaxing in the gorgeous pool. Inside, you'll find plenty of room to gather and make lasting memories. The fully finished basement is an entertainer's dream featuring a full bar, second kitchen, cozy family room with gas fireplace, and a large game/recreation area perfect for hosting family and friends. Conveniently located near shopping, dining, and everyday amenities, this home offers the lifestyle you've been looking for both on and off the course!

2280 Woodsway Drive, Greenwood

Listing courtesy of F.C. Tucker Company.

$735,000
5 Beds ⋅ 5 Baths
Experience luxury living in this beautiful 5 BEDROOM home with a FULLY FINISHED BASEMENT and an 18x40 HEATED POOL. Designed for both everyday living and entertaining or even multi-generational living, this home features a LUXURIOUS PRIMARY SUITE with large walk-in closet, double vanities, shower, and garden tub, a huge, PRIVATE MAIN LEVEL GUEST BEDROOM SUITE, dedicated OFFICE, and an OPEN CONCEPT living area that seamlessly connects the kitchen, dining, and living spaces. The GOURMET KITCHEN offers a large center island, granite countertops, tile backsplash, vent hood, and spacious pantry. All kitchen appliances (including a new, upgraded fridge) remain with the home! Upstairs, every room includes WALK-IN CLOSETS while the convenient UPSTAIRS LAUNDRY adds everyday functionality and storage. The FINISHED BASEMENT is built for entertaining with a wet bar, game room with POOL TABLE INCLUDED, family room perfect for a theater or gaming, dedicated gym space with equipment included, and abundant storage. Step outside to your own private backyard retreat featuring a HEATED POOL with automatic cover, underwater lighting, sun deck, upgraded liner, and energy efficient heat pump. ALL POOL ITEMS & RIDING MOWER STAY with the home so you can start enjoying as early as closing day! COVERED AND OPEN PATIO spaces provide the perfect setting for relaxing poolside, hosting summer gatherings, or enjoying peaceful evenings at home. Additional highlights include a 3 CAR GARAGE with epoxy floors, upgraded lighting, whole-home humidifier, and numerous seller improvements throughout. Just minutes from Freedom Springs, shopping, dining, and everyday amenities. CONVENIENT LOCATION for both Center Grove and Greenwood schools and amenities. Don't miss the chance to make this gorgeous home your own and enjoy the pool all summer long!

1091 Margate Drive, Greenwood

Listing courtesy of Highgarden Real Estate.

$599,000
4 Beds ⋅ 3 Baths
Discover an exceptional opportunity at 1402 Hove DR, GREENWOOD, IN, USA. This 2022 single-family residence, spanning 4245 square feet of living area, offers a truly luxurious living experience with its impeccable condition, amazing design, and top-tier materials. The heart of this home, the living room, impresses with its soaring high ceiling, creating an expansive and inviting atmosphere for both relaxation and entertaining. This magnificent French Provincial-style residence, set on a generous 15594 square foot lot, features four comfortable bedrooms and two full bathrooms, along with an additional half bathroom for convenience. The great room provides further flexible living space, perfect for a variety of activities. To truly appreciate the sophisticated design and superior craftsmanship of this home, schedule your private viewing today.

1402 Hove Drive, Greenwood

Listing courtesy of Legacy Homes International.

$3,499,999
5 Beds ⋅ 7 Baths
Welcome to this private luxury estate in the heart of the Center Grove community. This unique property offers unparalleled privacy and luxury living. This home has been meticulously transformed into a stunning property, boasting over 14,000 square feet of exquisite craftsmanship and design. Step inside to discover a warm and inviting atmosphere, perfect for both entertaining and family gatherings. The main level features two primary suites, along with bar, sports style pool with gas grill hook up and window access to the indoor bar and beautiful game area on the main floor. A formal dining room sets the stage for elegant meals, while the stunning gourmet kitchen is a chef's delight, equipped with luxury amenities and a spacious island that opens into the expansive great room with breathtaking views along with brand new Maple Hardwood floors and offers a souring 20 foot coffered ceiling that makes it feel so grand with decorative columns that add a touch of classic elegance. Cold in the winter? Enjoy one of your 4 fireplaces throughout the home. The main level also includes an additional apartment style kitchen connected to a separate family/seating room with fireplace and 2nd laundry and office. The upper level offers two bedrooms that include Jack & Jill bath with each having their own separate sink and endless storage. The lower level offers a breathtaking view of the front of the property with huge family room, private bedroom and bathroom, a home gym, amazing home theater with 109" screen, an additional family room & spa that includes an indoor hot tub & sauna. It also includes another home office and huge storage room. But wait, there's more! 6 car courtyard garage, terrace with heated sport style pool, 32x60 shop plus 20x28 garage attached (with epoxy floors with new siding, roof and gutters). There is a heart shaped pond stocked with fish! Basement also includes safe room with land line for valuables OR natural disasters. it's a must see!!

4023 Cedar Hills North Drive, Greenwood

Listing courtesy of F.C. Tucker Company.

$357,500
4 Beds ⋅ 3 Baths
Beautiful 3,200 sq. ft. 2-story home in Center Grove Schools offering 4 bedrooms, 2.5 baths, a 3-car garage, and a full finished basement. This home delivers the space, layout, and setting buyers are looking for, with a gorgeous pond-view backyard that provides privacy, a large 2-tier deck, and a well-maintained yard that extends beyond the fence. The main level offers multiple living spaces, including a formal dining room, living room, and great room with a gas fireplace, natural light, and a comfortable flow for everyday living or entertaining. The kitchen features grey cabinets, a center island with butcher block top, tile backsplash, vinyl plank flooring, and a functional layout open to the heart of the home. Upstairs, the primary suite includes vinyl hardwood flooring, a walk-in closet, double vanity, Jacuzzi tub, and separate shower. The finished basement is open and flexible, yet naturally divided into three distinct areas ideal for a family room, game room, and flex space. Conveniently located close to shopping, dining, schools, and anything you need. This Center Grove home combines space, privacy, and everyday convenience.

3362 Shore Drive, Greenwood

Listing courtesy of Mike Watkins Real Estate Group.

$510,000
3 Beds ⋅ 4 Baths
Are you looking for a custom built home near Hickory Stick? Well this only 2 owner home is ready for you to move in and make it your own! This home is a short sale situation. This stately beauty offers an expansive list of upgrades including grand 2 story foyer accented in french stone, breakfast room & formal dining room w/tray ceiling & crisp white pillars. Sunken 2 story great room w/gas log fireplace, chef's kitchen w/cherry soft-close cabinets, professional grade appliances including gas cooktop w/grill & pot filler tap, stainless steel hood w/warming rack, convection oven & microwave. Office w/custom woodwork could be main level 4th bedroom. Primary Bedroom w/tray ceiling & WIC + private bath w/double sink vanity, separate tub & W/I shower. The finished basment theatre room offers a 1/2 bath, full wet bar w/double wine fridge & dimmable lighting + projector, screen, surround sound stay! 50yr. roof only 4 year old.

4064 Shady Pointe Row, Greenwood

Listing courtesy of CENTURY 21 Scheetz.

$460,000
5 Beds ⋅ 4 Baths
If space is on your wish list, this one delivers! With over 3,700 square feet, five bedrooms, three and a half baths, and a finished basement, this Greenwood home offers an incredible amount of room to live, relax, and entertain. The layout gives you plenty of places to gather while still providing those extra spaces that make everyday life a little easier. On the main level, a private office is tucked away from the main living areas, giving you a great spot to work from home or simply enjoy a little quiet. The kitchen is open to the living room and features a large center island with breakfast bar seating, making it easy to cook, visit, and stay part of the conversation. A cozy fireplace adds warmth to the living area and makes it an inviting place to unwind. Upstairs, you'll find four spacious bedrooms along with a loft that works beautifully as a second living area, media room, playroom, or reading space. The finished basement adds an entire additional level to enjoy, with a large recreation room, fifth bedroom, and full bath. It's perfect for overnight guests, movie nights, a home gym, game room, or simply having extra room when everyone is home. Outside, sliding glass doors lead to a pergola-covered patio that's just waiting for morning coffee, dinner outside, or a relaxing evening. The fully fenced backyard gives you even more space to enjoy. And when it comes to location, you'll love being close to Greenwood shopping, restaurants, and major routes, with downtown Indianapolis approximately 25 minutes away. With over 3,700 square feet of finished living space and room for everyone and then some, this is a home you'll want to see in person!

2239 Summer Shore Drive, Greenwood

Listing courtesy of Better Homes and Gardens Real Estate Gold Key.

$550,000
3 Beds ⋅ 3 Baths
Welcome home to this beautifully maintained condo in the highly sought-after community of Ashwood. This home offers truly incredible pond views that create a peaceful setting you'll enjoy every single day, no matter the season. The main level features two bedrooms, including a spacious primary retreat designed for comfort and privacy. The primary bath includes a dual-sink vanity, a step-in shower, and a private water closet with sliding door. A generous walk-in closet completes the suite. The second bedroom has a charming bay window, making it perfect for guests or a home office. A stunning great room with a gas fireplace, vaulted ceilings and abundant natural light is ideal for relaxing and entertaining. The kitchen offers a functional layout and features granite countertops, a stone backsplash, stainless steel appliances, a pantry, and abundant cabinet and counter space. There is also plenty of room for a formal dining table or a cozy breakfast nook, allowing you to customize the space to fit your lifestyle. A generously sized laundry room leads directly to the garage for everyday convenience. Step outside to your private deck and enjoy that serene pond view. The finished walkout lower level includes a third bedroom and secondary living room anchored by a cozy fireplace - perfect for guests, hobbies, or multi-generational living. A corner wet bar adds charm and flexibility for entertaining. The full bathroom features dual access from both the bedroom and hallway for added privacy and practicality. An additional bonus room provides flexible space for a home office, workout room, or creative studio. Don't miss the attic space above the garage for additional storage solutions. Step outside the lower-level patio and continue enjoying those tranquil pond views. If you're ready to enjoy low-maintenance living without sacrificing space, this may just be your sign - schedule a showing today.

1752 Pathway Drive N, Greenwood

Listing courtesy of Duke Collective, Inc..

$1,650,000
6 Beds ⋅ 6 Baths
You won't find 5 private, secluded acres this close to everything else in Center Grove - this is that rare exception. Just minutes from schools, shopping, dining, and I-69, with easy access to both Indianapolis and Bloomington, this exceptional custom estate sits on 5.52 park-like acres that feel worlds away from it all. The home offers a fresh new look, with recent updates including new interior paint, updated lighting, brand-new carpet, and a newly sealed aggregate driveway - showcasing it at its very best. The residence includes a heated seven-car attached garage with epoxy floors, ideal for car collectors, hobbyists, or a workshop. Beyond the home, enjoy natural beauty and wildlife, along with lighted tennis, pickleball, and basketball courts, plus an expansive deck set among mature trees with full irrigation and an invisible fence. Inside, hardwood floors, beautiful woodwork, and exceptional craftsmanship throughout reflect the care this custom home was built with, complemented by abundant natural light and a thoughtful floor plan built for both everyday living and entertaining. The great room opens to a spacious kitchen, while the living room's fireplace anchors a warm, inviting space. Upstairs, six generously sized bedrooms include four private en-suites and a dedicated office with custom built-ins. The finished lower level adds a full bar, pool table, and family room - built for hosting. Set in the highly sought-after Center Grove School District, this one-of-a-kind estate blends timeless craftsmanship and refined comfort. Schedule your private tour today.

4261 W Stones Crossing Road, Greenwood

Listing courtesy of Mark Dietel Realty, LLC.

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