Greenwood Real Estate Search

Greenwood Homes with a Pool for Sale

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Newest Greenwood Homes with a Pool for Sale

$5,750,000
6 Beds 10 Baths 22112490 MLS
One of Johnson County's most extraordinary private estates, this exceptional residence offers a rare opportunity to own one of the area's most distinguished luxury properties. Set behind a gated entrance and approached by a sweeping drive to a stately portico, the home immediately conveys elegance, privacy, and timeless sophistication. Inside, impeccable craftsmanship is showcased through a graceful curved iron staircase, soaring coffered ceilings, polished marble flooring, custom window treatments, and a dramatic 30-foot arched gallery leading to the spectacular primary retreat. This private sanctuary features a sitting room, executive office, wet bar, two-sided fireplace, and balcony overlooking the breathtaking indoor pool, spa, and fitness center. Designed for both grand entertaining and everyday living, the home offers a second luxurious primary suite with a private office, dedicated laundry, storage, and access to the third level, plus four additional ensuite bedrooms. The gourmet kitchen is equipped with a professional gas cooktop, pot filler, expansive center island, and oversized windows framing picturesque views of the estate. Outdoor living is equally impressive with a covered deck, fully equipped outdoor kitchen and bar, fireplace, and spa overlooking the resort-style pool and beautifully appointed pool house complete with a full kitchen and bath. Freshly painted tennis courts, a tranquil pond with fountain and gazebo, and professionally irrigated grounds create a setting of remarkable beauty. Equestrian enthusiasts will appreciate the six-stall horse barn with heated tack room, hot water washbay and turnout that enjoys 7 fenced acres. Collectors and hobbyists will enjoy eight garage spaces and a large unfinished area above the four-car garage, ideal for guest or in-law quarters. A true legacy estate where exceptional craftsmanship, resort-style amenities, and unparalleled privacy come together in one unforgettable property.

6158 State Road 144, Greenwood

$1,495,000
5 Beds 5 Baths 22109954 MLS
Sitting on one of the largest and most private lots in Kensington Grove is this luxury Craftsman-Traditional estate. Built of the highest quality materials to create an executive level experience. From its impressive street view to the back yard privacy of a one full acre lot, this property provides an oasis from a busy work life as well as the warmth, entertainment, and security of a personal home. From the driveway to the front entrance you are greeted by meticulously maintained landscape before arriving at the towering front portico. Entering through double 9' tall doors you step into a voluminous, two-story foyer w/beautiful hardwood flooring. You then have immediate access to a private office den and the formal dining room. From here there are numerous pathways to various destinations within & outside the home. This home has a very efficient floor plan w/nearly 7,000 sqft of living space allowing for quick access to the upper & lower levels. With 5 generously sized bedrooms, supported by 4.5 luxury baths, everyone can enjoy their privacy. On main level is the large primary bedroom suite along with living room, kitchen, sunroom, laundry center, covered back porch, and access to 3+ car garage. The upper level has 3 bedrooms along with a large rec area & private family room. The lower level has a large rec room space serving as a hub for a fifth bedroom or exercise room, full wet bar, theatre area, storage room, and workshop. From this lower walkout level, there is direct access to the backyard covered porch, hot tub, pool area, & the expansive private backyard. There are endless details and custom features of this home that speak volumes on built-in quality and craftsmanship. Living here you are part of a community located within minutes to one of the best school systems, groceries, restaurants, and quick access to major arterial roads heading north to downtown Indy or south to Bloomington. Come home to exceptional warmth, entertainment, & security you deserve.

2840 Camberly Court, Greenwood

$1,195,000
4 Beds 5 Baths 22113994 MLS
Majestically positioned in the prestigious and highly sought-after Golden Grove subdivision, this exceptional custom estate is nestled on 3.19 private, wooded acres, offering an extraordinary blend of luxury, privacy, and timeless elegance. Encompassing approximately 7,590 square feet under roof, this meticulously crafted residence showcases outstanding craftsmanship, sophisticated architectural design, and an impressive collection of premium upgrades. A grand entrance welcomes you into beautifully appointed living spaces filled with abundant natural light, soaring ceilings, rich hardwood floors, and exquisite finishes throughout. Designed for both everyday living and elegant entertaining, the gourmet kitchen features custom cabinetry, quartz countertops, premium appliances, and a spacious breakfast area overlooking the picturesque grounds. The inviting great room is anchored by a stunning fireplace, creating a warm and welcoming gathering space, while the formal dining room provides an elegant setting for family celebrations and special occasions. The thoughtfully designed main level offers four generously sized bedrooms and four-and-a-half luxurious bathrooms, delivering exceptional comfort and functionality. Every detail reflects the pride of ownership and enduring quality of custom construction. The finished lower level significantly expands the home's living space, featuring a private theater room, fitness studio, recreation area, guest suite, home office, and flexible living areas ideal for multigenerational living or entertaining. Step outside to your own private retreat, where beautifully landscaped grounds, mature trees, and a full irrigation system create a serene setting. Outdoor living is elevated with a spectacular oversized fireplace, custom swings, a freshly refinished pool, and a newly stained deck-perfect for relaxing or entertaining throughout the year.This home has been extensively updated with numerous recent improvs and offering peace of mind.

4149 Waterbrook Way, Greenwood

$1,199,000
5 Beds 6 Baths 22108207 MLS
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

$650,000
4 Beds 5 Baths 22105797 MLS
Update: Motivated Seller!!!! Seller is offering $5,000 in sellers concessions to buyers with an appropriate offer. Welcome to this stunning, custom-built traditional brick home offering timeless elegance & everyday luxury. Situated on a beautifully manicured lot in the prestigious Brockton Manor community & feeding into the award-winning Center Grove School District, this property effortlessly pairs executive-style living w/ your own private backyard resort. The striking all-brick facade & manicured landscaping offer immediate curb appeal. Step through the front door into a soaring two-story foyer w/ a grand staircase & elegant chandelier. The main floor features: formal dining room elevated by gorgeous tray ceilings & classic chair rail details. Dedicated home office & Sun-drenched family room w/ gleaming hardwood floors & a cozy corner masonry fireplace. Gourmet kitchen styled w/ rich wood cabinetry, center island, subway tile backsplash, & built-in planning desk/coffee station. Large laundry room w/ utility sink. Head upstairs to find the home's private quarters, highlighted by a massive primary suite featuring soaring vaulted ceilings, plush carpeting, & spa-like en-suite bathroom w/ a double-sink vanity, a deep garden soaking tub, & separate walk-in shower. The additional three bedrooms are incredibly generous in size, offering ample natural light, large closets, & immaculate full bathrooms featuring clean, classic tilework & premium fixtures. The entertainment extends downstairs into the sprawling, partially finished basement. Perfect for a home theater, game room, or gym, this space features a full bathroom. Step outside into your fully fenced summer oasis! Backyard is anchored by a pristine in-ground swimming pool framed by an expansive concrete lounge patio-perfect for tanning, hosting weekend BBQs, & relaxing. Surrounded by mature shade trees & plenty of green space left over for pets or play, it offers a level of privacy that is hard to find.

1772 Wedgewood Drive, Greenwood

$750,000
5 Beds 5 Baths 22104564 MLS
NOW OFFERED AT $750,000! 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 & POKER 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 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

$3,499,999
5 Beds 7 Baths 22093599 MLS
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

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