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4093 Bayberry Way, Greenwood
$474,900
3 Beds ⋅ 3 Baths
Welcome to this prestigious, custom-built Duke home nestled within the gated community of Sycamore Ridge! This beautifully designed 3-bedroom, 3-bath ranch offers an inviting blend of elegance, comfort, and functionality, surrounded by mature trees and picturesque backyard views. The main level features a desirable split-bedroom floor plan, an open-concept living area, and new carpet throughout. The spacious great room is highlighted by a gas fireplace, while the formal dining room provides the perfect setting for entertaining. Enjoy peaceful mornings or relaxing evenings in the screened-in porch overlooking the beautiful backyard. Whole-house audio with integrated speakers adds an extra touch of luxury throughout the home. The private primary suite offers a relaxing retreat, complete with a spacious bathroom featuring double sinks, granite countertops, and a whirlpool tub. The finished walkout lower level expands your living and entertaining possibilities with a large family room, a game room, and a third bedroom with a full bath-ideal for guests or extended stays. An additional unfinished room offers endless potential to create a home office, fitness studio, hobby room, or whatever best suits your lifestyle. Completing this exceptional property is a two-car garage with custom-built cabinetry for convenient storage and organization. With its thoughtful layout, versatile living spaces, and tranquil setting, this distinguished home in Sycamore Ridge offers a wonderful opportunity to enjoy comfortable living in an exclusive gated community.

4093 Bayberry Way, Greenwood

Listing courtesy of Tanya Smythe. Smythe & Co, Inc

4992 Old Smith Valley Road, Greenwood
$235,000
2 Beds ⋅ 2 Baths
Set on approximately half an acre with mature trees, this Greenwood home offers space, character, and the opportunity to make it your own. Inside, you'll find two bedrooms, two full bathrooms, a comfortable living room, and a kitchen that opens to the adjoining dining area. Upstairs, a finished loft offers flexibility for a home office, creative space, or a place to unwind. Recent improvements include a new roof, gutters, chain-link fencing, and siding along one side of the home. Enjoy a quiet moment on the covered front porch or take advantage of the spacious yard for outdoor activities. The full unfinished basement provides additional storage and laundry space. Located within the Center Grove school district, this home offers a combination of indoor flexibility and outdoor space. Come explore the possibilities and schedule your private showing!

4992 Old Smith Valley Road, Greenwood

Listing courtesy of Becca York. F.C. Tucker Company

5647 Wakefield Road, Greenwood
$395,000
4 Beds ⋅ 3 Baths
Welcome to this spacious 4-bedroom, 2.5-bath home in the popular Wakefield subdivision, located in the highly sought-after Center Grove school district! With nearly 3,000 finished square feet, this two-story home offers plenty of room to live, work, and entertain. The updated kitchen opens to the inviting family room, creating a comfortable and functional gathering space. The main level also features a private office, dining room, and living room. Upstairs, you'll find a versatile loft, three additional bedrooms, new carpet, and a huge primary suite offering plenty of space to relax. The unfinished basement provides excellent potential for future living space and is already plumbed for a bathroom. Outside, enjoy a great backyard complete with an in-ground irrigation system. A wonderful opportunity in a desirable neighborhood with space, flexibility, and room to grow!

5647 Wakefield Road, Greenwood

Listing courtesy of Laurie Brown. CENTURY 21 Scheetz

450 S Valley Lane, Greenwood
$399,999
3 Beds ⋅ 3 Baths
Welcome to this Completely Updated All brick Ranch home with daylight finished basement that sits on almost 1/2 an acre of land in the rolling valley of greenwood! This attractive raised ranch is more than just a home; it's a playful invitation to a life well-lived. There are SO many updates in this home that there are too many to mention them all. A few features include a completely updated kitchen featuring granite counter tops, Huge farm sink, stainless appliances and kitchen island on wheels! The kitchen is a culinary playground with its G-shaped layout and a peninsula that practically begs for impromptu breakfast bar gatherings or lively cocktail prep. Imagine whipping up your favorite dishes with ease and flair! Primary bedroom has an addition that was added onto the home to include a primary bathroom and Indulge yourself in a spa-like experience in the primary bathroom, featuring a grand double vanity that promises plenty of elbow room for your morning routine. And for those moments when you need to wash away the day, indulge in a spacious walk-in shower and then open your frosted barn door into a custom walk in closet with built ins. With three full bathrooms and three cozy bedrooms, everyone can find their happy place in this charming home. The private partially black aluminum fenced yard offers a secret garden escape, perfect for sunny afternoons or starlit evenings, and a Custom Shed that provides a convenient hideaway for your chariot, or she shed or man cave. Ready to add a dash of joy to your everyday? Come discover this Custom built house that has been completely updated from top to bottom and imagine all the possibilities.

450 S Valley Lane, Greenwood

Listing courtesy of Sheila Davis. Sheila Alvarez Brunette Realty

1565 Chase Boulevard, Greenwood
$299,999
4 Beds ⋅ 3 Baths
This spacious 4 bedroom, 2.5 bath bi-level home in desirable Hunting Creek is ready for its next owner! Over 2,100 sq ft of well-designed living space, zoned for Center Grove schools. This home checks a lot of boxes. Some recent updates include: Waterproof, pet-resistant vinyl plank flooring downstairs, Wi-Fi smart thermostat, Gutter guards and freshly cleaned ductwork, home was also enrolled in a home weatherization program for energy efficiency. This home features a fenced in backyard, covered front porch, attached 2-car garage, and mature trees on a quiet street. Homes in Hunting Creek don't sit long. This home comes with a complimentary one-year, 1% temporary interest rate buydown for eligible primary-residence borrowers. Don't miss your opportunity for this Gem! Keyless entry for the front door.

1565 Chase Boulevard, Greenwood

Listing courtesy of Craig Deboor. Real Broker, LLC

703 Trent Drive, Greenwood
$409,900
4 Beds ⋅ 3 Baths
There is something special about a home that has been loved and cared for by the same owners from the very beginning. This one owner Greenwood home has been meticulously maintained, and you can feel that care from the moment you step inside. The main level offers an easy, comfortable flow with engineered hardwood floors, fresh paint, two living spaces, and a gas fireplace that makes you want to settle in and stay awhile. The kitchen sits at the heart of the home, with a formal dining room nearby for dinners, holidays, and gathering together. Upstairs, four bedrooms give everyone room to settle in, including a spacious primary suite with a walk in closet and updated bath. And there is even more waiting downstairs. The full unfinished basement offers plenty of room for storage today with the flexibility to become whatever fits your next chapter. Step outside and the experience continues. Mature trees create a private feeling backdrop for the composite deck, two gazebos, and multiple places to sit, gather, or simply enjoy the backyard. Back inside, updated bathrooms, new patio doors, main level laundry, and an extended two car garage are just a few of the thoughtful details that make everyday living here easy. After 26 years with its original owners, 703 Trent Drive has been lovingly cared for and is ready for its next chapter. Could it be yours?

703 Trent Drive, Greenwood

Listing courtesy of Becca York. F.C. Tucker Company

1055 Old Eagle Way, Greenwood
$675,900
4 Beds ⋅ 3 Baths
Custom-built by J. Greg Allen and located in the heart of the Center Grove school district, this spacious ranch in Eagle Trace offers high-end finishes, thoughtful design, and plenty of room to live, work, and entertain. The main level features rich hardwood floors, a beautiful primary suite, spacious kitchen with expanded cabinetry and counter space, and a split-bedroom floor plan with convenient Jack and Jill-style access between the second bedroom and full bath. Remote-controlled blinds add everyday convenience, while the fully screened back porch provides the perfect spot to relax and enjoy the peaceful surroundings, rain or shine. The full basement adds two additional bedrooms with egress windows, a full bathroom, finished living space, a pool table that stays, and an abundance of storage. Convenient access behind the finished space makes it easy to connect electronics and equipment for the basement or throughout the home. Additional features include a side-load three-car garage and extensive attic storage with pull-down access from the garage. Recent updates include a new roof and gutters in 2024, new HVAC in May 2025, a new fence in May 2025, new GE and GE Profile appliances spring of 2026, and freshly painted exterior trim in September 2026. Eagle Trace is known for its 222 beautifully landscaped custom homes, mature tree-lined streets, and welcoming atmosphere. The neighborhood offers miles of opportunities to walk, run, bike, rollerblade, or simply enjoy the outdoors without crossing busy intersections. With its combination of beautiful homes, peaceful streets, and room for every stage of life, Eagle Trace is a special place to call home.

1055 Old Eagle Way, Greenwood

Listing courtesy of Nathan Inskeep. Highgarden Real Estate

190 N Brewer Street, Greenwood
$289,900
2 Beds ⋅ 1 Baths
Step into the charm of Old Towne Greenwood with this adorable 2-bedroom, 1-bath bungalow! Original hardwood floors, stained woodwork, solid 6-panel doors, and a stone hearth with electric fireplace insert give the living and dining rooms timeless character. The remodeled kitchen shines with quartz countertops and stainless steel appliances, while the updated bath adds modern convenience. Relax on the screened-in front porch or enjoy the fenced backyard. Full unfinished basement, newer mechanicals, tankless water heater 2012 and furnace 2013 and a brand-new roof on both the house and 440 SF detached garage. Just a few blocks from Vino Villa, La Trattoria, Revery, Draft Day, and everything that makes Old Towne Greenwood so special!

190 N Brewer Street, Greenwood

Listing courtesy of Patrick Watkins. Mike Watkins Real Estate Group

3933 Eagle Trace, Greenwood
$950,000
4 Beds ⋅ 4 Baths
Private resort-style living awaits in this stunning 4-bedroom, 3.5-bath residence nestled on a private .77-acre lot in the desirable Center Grove school system. A dramatic 2-story great room with loft creates an impressive open-concept centerpiece, while the newly remodeled kitchen features beautiful finishes, a massive center island with seating, and adjoining dining spaces. The main-level primary suite offers a luxurious retreat with a beautifully remodeled bath. Three spacious bedrooms and an oversized bonus room-ideal for a 5th bedroom, office, or flex space-complete the upper level. The finished lower level is designed for entertaining and relaxation with a dedicated home theater, living and recreation areas, and a private office accented by a stunning 2-sided fireplace. Outside, enjoy a huge heated inground pool and vaulted screened-in porch, creating the perfect setting for effortless summer entertaining. A 3-car side-load garage completes this exceptional home.

3933 Eagle Trace, Greenwood

Listing courtesy of Jeffrey Paxson. Jeff Paxson Team

1258 Soaring Eagle Drive, Greenwood
$995,000
6 Beds ⋅ 5 Baths
Designed by renowned builder Greg Allen, this exceptional 6 bedroom estate in highly coveted Eagles Trace represents the pinnacle of executive living and resort-style entertaining. Meticulously updated with no detail spared, this residence transitions effortlessly from grand social gatherings to serene family living. At the heart of the main level sits a state-of-the-art kitchen built for the ultimate entertainer. Highlighted by a dramatic 15-foot center island with comfortable seating for 10 and seamless sightlines to the living and dining quarters. Outfitted with side-by-side executive refrigeration, dual beverage coolers, a dedicated wet bar, an under-counter commercial ice maker, and double ovens. Enjoy spacious, light-filled bedrooms paired with 4 luxurious full baths, offering generous private quarters. A lower-level entertainment haven featuring a private home theater setup and additional guest suite-ideal for hosting extended family or visiting guests. Step outside to a fully realized, multi-tier outdoor retreat surrounded by lush, professional landscaping, centerpiece 20' x 50' heated pool anchored by a covered cabana featuring a full outdoor kitchen, flat-screen entertainment, and a roaring wood-burning stone fireplace. Unique multi-sport court, sunken fire pit lounge, and tailored seating areas built for crisp autumn evenings under the stars. Welcome to legacy living!

1258 Soaring Eagle Drive, Greenwood

Listing courtesy of Patsy Coffey. Keller Williams Indy Metro Partners

415 N Greenbriar Drive, Greenwood
$419,000
4 Beds ⋅ 4 Baths
Welcome home to this spacious two-story home with a full partially finished basement, nestled in the desirable Meadow Lake community! Offering nearly 4,400 square feet of living space, this home is located within Greenwood Community Schools & provides convenient access to shopping, parks, restaurants, downtown Greenwood, Franklin, and Indianapolis. From the moment you arrive, you'll appreciate the attractive front elevation & inviting covered front porch. Step inside to a grand two-story foyer featuring beautiful hardwood floors and an overflow of natural light. Just off the entry is a private study, den, or home office, along with a formal living room and elegant formal dining room-ideal for entertaining or everyday living. The spacious kitchen offers an abundance of cabinetry and counter space, a large center island, & a bright breakfast nook overlooking the backyard. All kitchen appliances are included. The adjoining family room is warm & inviting, featuring a gas fireplace flanked by built-in bookshelves. Upstairs, the expansive primary suite offers a tray ceiling, cozy sitting area, walk-in closet, & an ensuite bath complete with double sinks, a jetted tub, and separate shower. You'll also find generously sized secondary bedrooms & a massive bonus room that can easily serve as a 4th bedroom, recreation room, media room, playroom, home gym, or additional living space. The full finished basement provides even more room to spread out with 9-foot ceilings, egress windows, & a full bathroom-perfect for entertaining, hobbies, or guests. Additional features include replacement windows throughout the home, beautiful crown molding, luxury vinyl plank flooring, stained woodwork, six-panel doors, a finished oversized garage with additional storage space, sump pump with battery backup, water softener, new water heater, & a spacious backyard ready for outdoor enjoyment. This exceptional home offers space, functionality, and thoughtful updates both inside and out!

415 N Greenbriar Drive, Greenwood

Listing courtesy of Edwina Withers. Berkshire Hathaway Home

6158 State Road 144, Greenwood
$5,750,000
6 Beds ⋅ 10 Baths
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

Listing courtesy of Christi Coffey. F.C. Tucker Company

2307 Willow Lakes East Boulevard, Greenwood
$564,900
4 Beds ⋅ 3 Baths
Welcome to this spacious all-brick custom home featuring 4 impressive BR's with walk-in closets, 3 Baths & a 3-car garage. This home is designed for everyday living, space to entertain or room to grow. 4th BR is used as an office. The heart of the home is a delightful kitchen with cherry oak cabinets, abundant workspace, island, pantry, & breakfast bar adjacent to the great room with a fireplace. Separate DR for holiday gatherings. The basement provides exceptional flexibility for a recreation room, media room, home gym, office and ample storage. Step outside to enjoy the screened porch and a brand-new deck, offering multiple spaces for relaxing, entertaining & outdoor BBQ's. Sports enthusiasts will love the private basketball court offering fun right at home. Schedule your private showing today!

2307 Willow Lakes East Boulevard, Greenwood

Listing courtesy of Deanna Jackson. Carpenter, REALTORS®

2838 Shadwell Place, Greenwood
$1,100,000
5 Beds ⋅ 4 Baths
Luxury, space, and peace of mind await at 2838 Shadwell Place in the prestigious Kensington Grove community and the award-winning Center Grove School District. This beautifully updated custom home offers 5 bedrooms, 3.5 bathrooms, plus an expansive finished basement, providing exceptional space for everyday living, entertaining, and multi-generational lifestyles. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized 3-car garage, and beautifully landscaped lot. Inside, you'll find brand-new flooring, fresh interior paint, spacious living areas, and a thoughtfully designed floor plan filled with natural light. The current owners have completed the major updates buyers appreciate most, including all new windows, new roof, new tankless water heater, dual-zone HVAC, new basement HVAC system, radon mitigation system, and a pre-listing home inspection for added confidence. The HVAC system has also been professionally maintained through an Elite Service Plan with Boles Heating & Cooling. The finished basement offers endless possibilities, including a recreation room, home theater, fitness area, guest suite, or additional entertaining space. Located in one of Greenwood's premier luxury neighborhoods, you'll enjoy convenient access to Center Grove Schools, Freedom Springs Aquatic Center, Old City Park, Craig Park, Valle Vista Golf Club, shopping, dining, and everyday conveniences. Commuters will appreciate quick access to I-69, I-65, and SR-37, making travel to Downtown Indianapolis, Eli Lilly, IU Health, Community Health Network, Franciscan Health, Salesforce, Rolls-Royce, Cummins, FedEx Express Hub, and Indianapolis International Airport both quick and convenient. Luxury homes with this combination of size, updates, location, and quality rarely become available. If you're searching for a 5-bedroom home in Center Grove Schools, this move-in-ready property is one you won't want to miss.

2838 Shadwell Place, Greenwood

Listing courtesy of Sean Daniels. Daniels Real Estate

4438 Hickory Grove Boulevard, Greenwood
$859,000
4 Beds ⋅ 3 Baths
On a scale of 1-10, this is a true "11"! Welcome home to your custom luxury residence, situated in the prestigious neighborhood of Hickory Stick Golf Course. Owners have added over $250k in updates and improvements within the last three years! Amenities galore, including but not limited to: custom modern iron railings, all new upgraded windows, new hickory hardwood flooring throughout, massive stamped concrete patio, professional landscaping with irrigation and outdoor lighting, quartz filled bathrooms and kitchen boasting extensive countertop space, an executive front office, extensive storage, large main floor primary en-suite with oversized sitting area, a basement that doubles as a large workout space complete with pitching/batting cage. Your dream home is complete with a private lot, encompassing both a gorgeous view of the pond and the 9th hole!

4438 Hickory Grove Boulevard, Greenwood

Listing courtesy of Joshua Vida. Paradigm Realty Solutions

4023 Cedar Hills North Drive, Greenwood
$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 Scott Weddle. F.C. Tucker Company

1266 N Morgantown Road, Greenwood
$414,900
3 Beds ⋅ 2 Baths
Beautifully updated 3BR brick/limestone ranch in prominent Center Grove with NO HOA on nearly 1/2 acre! This 3,428 sq ft home features a main-floor layout with a partially finished basement, including a large rec room and versatile bonus room. Fully remodeled in 2021 with luxury PVC wood flooring, wide baseboards, crown molding, and a gourmet kitchen boasting 42" soft-close cabinets and 2021 appliances. Cozy up to both gas and wood-burning fireplaces. Massive capital updates provide ultimate peace of mind: New roof & garage doors (2025); Master bath remodel, water heater, front porch, & serviced septic (2024); Full exterior paint & gutters (2021); and new windows with a transferable warranty (2019). Fully plumbed for gas or electric. The spacious backyard features a mini-barn with electricity and a dedicated electrical hookup for a pool. Washer/dryer negotiable. Move right in!

1266 N Morgantown Road, Greenwood

Listing courtesy of Karen Hogan. Carpenter, REALTORS®

Listings courtesy of MIBOR Broker Listing Cooperative as distributed by MLS GRID.


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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