Greenwood Real Estate

Greenwood, Missouri: A Charming City with Small-Town Appeal

Nestled in the heart of Missouri, Greenwood is a delightful city that offers a peaceful and close-knit community for residents to call home. With its prime location in the state, Greenwood offers easy access to both urban amenities and the beauty of the surrounding natural landscapes.

Greenwood boasts a rich history, dating back to its establishment in the mid-19th century. The city has managed to preserve its small-town charm while embracing modern development. Residents can enjoy a variety of local shops, restaurants, and community events that showcase the city's vibrant culture.

One of the highlights of Greenwood is its picturesque scenery. The city is surrounded by rolling hills, lush forests, and tranquil lakes, providing ample opportunities for outdoor activities like hiking, fishing, and boating. The nearby James A. Reed Memorial Wildlife Area is a popular spot for nature enthusiasts, offering miles of trails and diverse wildlife.

In terms of real estate, Greenwood offers a range of housing options to suit various preferences and budgets. From cozy single-family homes to spacious estates, there is something for everyone. The city's real estate market is known for its affordability, making it an attractive option for first-time homebuyers and families looking to settle down.

With its welcoming community, beautiful surroundings, and affordable housing options, Greenwood, Missouri, is a city that offers the perfect balance between small-town living and convenient access to amenities. Whether you're looking for a peaceful retreat or a place to raise a family, Greenwood has it all.

Newest Listings in Greenwood

$875,000

5 Beds ⋅ 3.5 Baths

An Unparalleled Retreat at the Edge of Nature. Set on a private 3.33 acres along the serene border of James A. Reed Memorial Wildlife Area — with the archery range framed just beyond your backyard — this exceptional residence offers privacy, sophistication, and natural splendor. Expansive windows capture breathtaking views of mature orchards, raspberry canes, and a stunning pond. Over 3,000 acres of fishing lakes, trails, and wildlife within a mile of your back door. Gracious Living, Beautifully Renovated. Main-floor office/den with doors, great room with fireplace and built-ins, gourmet kitchen with abundant cabinetry and breakfast bar, breakfast room, formal dining room, covered front porch, and large back deck. A Masterpiece of Modern Renovation. 40-panel solar array, new Cooling System, new roof, new sliding door, new septic sump pump, and a European-inspired remodel with Italian and Turkish tile in multiple locations. Finished Walkout Basement. Kitchen area, full bath, wood-burning stove, and a walkout sliding door. For the Discerning Enthusiast. 3-car garage with car lift and storage shelving, concrete pad for camper or boat, two sheds, fenced backyard, and no HOA dues.

14406 S Smart Road, Greenwood

Listing courtesy of Surge Chernioglo of Keller Williams Realty Partners Inc..

$290,000

3 Beds ⋅ 2 Baths

From the moment you step inside, the vaulted ceilings, abundant natural light, and inviting fireplace make this house feel like home. This well-maintained split-entry home offers 3 bedrooms, 2 full bathrooms, and an open main level featuring hardwood floors throughout.The cove kitchen flows seamlessly into the dining area and living room, while the back deck overlooks a fenced backyard with a tree line that creates a private backdrop.The primary suite features its own full bathroom and walk-in closet, while the finished lower level offers flexible living space that could serve as a media room, recreation area, home office, or non-conforming 4th bedroom. Main-level laundry adds everyday convenience. Located just minutes from major highways, shopping, dining, and Greenwood's local parks and community events, this home offers the perfect blend of comfort, functionality, and convenience.

1104 Park Drive, Greenwood

Listing courtesy of Danny Howell of EXP Realty LLC.

$550,000

4 Beds ⋅ 4.5 Baths

Welcome home to this absolutely stunning two-story in the highly sought-after Greenwood community with Lee's Summit schools! Better than new construction, this meticulously maintained custom home offers 4 spacious bedrooms, 4.5 bathrooms, and quality finishes throughout. The beautiful kitchen is the heart of the home, featuring updated cabinetry, timeless neutral finishes, and the perfect layout for entertaining or everyday living. Enjoy both an eat-in kitchen and a formal dining room. Rich real hardwood floors run throughout the main level and upstairs—a rare upgrade—with carpet only on the stairs and luxury vinyl plank flooring in the finished basement. The spacious primary suite is the perfect place to unwind, and the gorgeous en-suite bathroom features an oversized walk-in shower that truly stands out. The finished lower level offers a large recreation room, a full bathroom, and plenty of space for movie nights, a game room, home gym, or guests. Every detail was thoughtfully considered when this custom home was built. Outside, you'll love the corner lot that feels more like the end of a quiet street, offering extra privacy and an open feel. Plus, enjoy peace of mind with a new roof installed in 2024. Located in the award-winning Lee's Summit West School District, this home is also part of Greenwood's exciting growth, with a brand-new elementary school expected to open in 2027. This home truly has it all—quality, style, and an unbeatable location!

1802 VERBENA Avenue, Greenwood

Listing courtesy of Kimberly Flanner of ReeceNichols - Lees Summit.

$499,900

4 Beds ⋅ 3.5 Baths

Tucked away in a cul-de-sac in one of Greenwood's most sought-after neighborhoods, 1901 Verbena offers the perfect combination of privacy, space, and thoughtful design. Perfectly positioned on a premium corner lot and backing to peaceful green space, this home provides the kind of setting that's hard to find. Step into the expansive, fully fenced backyard where you'll enjoy room to play, relax, entertain, and unwind. Whether you're hosting summer barbecues on the deck and patio, gathering around a fire pit, or simply enjoying the serene views with your morning coffee, this outdoor space was made to be enjoyed. Inside, you'll find a home that feels warm, inviting, and effortlessly functional. The spacious layout offers room for everyday living while creating welcoming spaces for family and friends to gather. At the end of the day, escape to your own spa-inspired primary suite featuring a beautifully designed walk-in shower that transforms your daily routine into a luxurious retreat. Two other bedrooms are on the second floor with the fourth bedroom on the lower level - plenty of space to spread out for a growing family or multi-generation family. The three-car garage provides abundant storage for vehicles, hobbies, and outdoor gear, while the home's exceptional location offers the peace of neighborhood living with convenient access to schools, shopping, dining, and major highways. Homes offering this combination of a premium lot, green space views, outdoor entertaining areas, and a desirable Greenwood location don't come along often. The engery-efficient solar panels help keep utility cost remarkably low, offering savings that you will appreciate month after month. Solar panels are owned and only a year old and warranty will transfer to new ownership.

1901 Verbena Avenue, Greenwood

Listing courtesy of Abi Cheney of Asher Real Estate LLC.

$739,000

4 Beds ⋅ 4 Baths

Better than new and impeccably maintained, this stunning JFE-built home offers the perfect opportunity to enjoy nearly new construction without the wait, uncertainty, or expense of building. Priced $15,000 below a recent certified bank appraisal, this exceptional home offers instant equity from day one. Located in the award-winning Lee’s Summit School District, this highly upgraded home showcases thoughtful design, outstanding craftsmanship, and a level of detail rarely found in today’s new construction. The open-concept main level is ideal for everyday living and entertaining, featuring a chef's kitchen with custom cabinetry, a massive quartz island, gas cooktop, oversized walk-in pantry, and seamless flow into the dining area and great room anchored by a dramatic floor-to-ceiling stone fireplace. The luxurious primary suite serves as a private retreat with a spa-inspired bath featuring a spa-inspired bath with a walk-in shower featuring a rain showerhead and an expansive walk-in closet connected directly to the laundry room. Each secondary bedroom includes its own private bath, offering comfort and privacy for family members and guests alike. The finished walkout lower level expands the living space with a spacious rec room, stylish wet bar, two additional bedrooms, two full baths, and abundant storage with durable epoxy-coated flooring. Thoughtful upgrades throughout include wood ceiling beams, shiplap accents, Graber window treatments, a covered composite deck, extended patio, extensive professional landscaping, and a rare 24-foot-deep garage with epoxy-coated floors. Enjoy resort-style neighborhood amenities including a community pool, walking trails, fishing ponds, parks, and sand volleyball, all conveniently located near shopping, dining, major highways, and the James A. Reed Wildlife Area. This is a rare opportunity to own a highly upgraded, barely lived-in JFE home that would cost significantly more to build and replicate today.

1108 Deer Run Drive, Greenwood

Listing courtesy of Aaron Donner of Real Broker, LLC.

$429,999

4 Beds ⋅ 3 Baths

IT'S HOT, AND YOU NEED A POOL! Search no further! You will find your Summer Oasis and year round comfort in this beautiful spacious home! The Main Level offers three bedrooms and first floor laundry. The Lower level has a large bedroom and full bathroom, as well as, large Entertainment/Living area with walk-out to patio. The fenced in backyard with double decks and patio, is the perfect spot for family and friends to gather, and when the weather is not cooperating, play some Pool inside the nicely appointed lower level! With New Roof, new garage doors, all new interior lighting, walk-in Closets in every bedroom, and all appliances stay, what are you waiting for!

1103 Keagon Avenue, Greenwood

Listing courtesy of Kathy Roberts of Platinum Realty LLC.

$464,900

4 Beds ⋅ 3 Baths

Welcome home to this meticulously maintained 4-bedroom, 3-bath residence that perfectly blends comfort, style, and functionality. From the moment you step inside, you'll appreciate the beautiful hardwood floors and spacious layout. The stunning primary suite serves as a private retreat, featuring a luxurious bath and an expansive walk-in closet. The finished bonus space in the basement offers endless possibilities as a family room, home office, gym, or recreation area. The kitchen comes complete with the main appliances, making this home truly move-in ready. Energy-efficient, paid-off solar panels provide long-term savings and added value. Step outside to your own backyard oasis, designed for both relaxation and entertaining. Enjoy the sparkling swimming pool surrounded by a spacious deck, a covered patio for year-round enjoyment, and multiple seating areas that create the perfect setting for hosting family and friends or simply unwinding at the end of the day. With exceptional care, desirable features, and inviting indoor and outdoor living spaces, this home is ready for its next owners to enjoy for years to come.

2225 Martha Lane, Greenwood

Listing courtesy of The Rare Group of KW KANSAS CITY METRO.

$518,500

4 Beds ⋅ 3.5 Baths

Price Improvement!! This gorgeous 2-story Greenwood home has everything you’ve been looking for! Walk inside to be greeted by vaulted ceiling, beautiful staircase and sitting room. Continue into the open floor plan with the living room featuring large windows, fireplace and built-in shelves. Enjoy your lunch at the dinning room table over looking the beautiful views of the backyard. Kitchen has plenty of counter space with an island and a walk-in pantry. As you walk-in from the garage there is a mudroom and half bath. Upstairs you will find a stunning primary suite with vaulted ceiling, tiled bathroom features walk-in shower and soaking tub and don’t forget the walk-in closet. Also, upstairs you will find convenient second-floor laundry, three additional bedrooms, and a full bath. The finished walkout basement is an entertainer’s dream, complete with a kitchenette, full bath, and a custom office nook with built-in cabinetry and shelving—perfect for working from home, studying, or staying organized. Step outside to the covered patio and enjoy seamless indoor-outdoor living, making this the perfect space for entertaining family and friends. Plus, this home backs up to Greenwood’s walking trails and fishing pond. Offering the perfect blend of comfort, functionality, and an unbeatable location, this home truly has it all!

1000 BELLFLOWER Lane, Greenwood

Listing courtesy of Shelby Lopez of EXP Realty LLC.

$309,900

3 Beds ⋅ 2 Baths

Seller is helping make homeownership more affordable by offering $5,000 toward buyer closing costs plus a one-year Cinch Home Warranty with an acceptable offer. Discover quiet cul-de-sac living in Greenwood with Lee's Summit R-7 schools and no HOA! Enjoy Greenwood's small-town charm, welcoming community, and convenient location just minutes from the new Greenwood Elementary School. Nestled in Allendale Estates, this well-maintained 3-bedroom, 2-bath split-entry home is truly move-in ready. The inviting floor plan offers comfortable spaces for everyday living, while the spacious deck overlooking the partially fenced backyard is perfect for morning coffee, weekend barbecues, or relaxing after a long day. If you've been searching for a clean, well-cared-for home in an established neighborhood, this is an opportunity you won't want to miss. With seller-paid closing cost assistance and a home warranty included, this home offers exceptional value for first-time buyers and anyone looking to keep more cash in their pocket. Schedule your private showing today!

305 Pinetree Drive, Greenwood

Listing courtesy of Hern Group of Keller Williams Platinum Prtnr.

$339,900

4 Beds ⋅ 2.5 Baths

Fully remodeled and move-in ready in the highly sought-after Lee’s Summit School District! This beautifully updated home features all new flooring throughout, quartz countertops, stainless steel appliances, a gas range, and triple pane windows with a transferable lifetime warranty. The showstopper is the expansive covered deck offering year-round outdoor living, offering an exceptional outdoor living space rarely found at this price point. With room for dining, entertaining, relaxing, and enjoying the outdoors in any season, this expansive covered retreat extends the living space well beyond the home’s interior. The walkout basement opens to a large covered patio below, creating multiple outdoor gathering areas overlooking the backyard. The finished walkout basement provides additional living space and includes a bonus room with a closet that is ideal for a home office, gym, hobby room, or guest space. Outside you’ll also find raised garden beds, a storage shed, and a spacious backyard ready for gardening, play, or entertaining. Combining extensive updates, versatile living space, and outstanding indoor-outdoor living, this home is truly move-in ready.

410 Copeland Drive, Greenwood

Listing courtesy of Danielle Lalumia of United Real Estate Kansas City.

$1,100,000

5 Beds ⋅ 4.5 Baths

Tucked away on 5 private, wooded acres in the coveted Whippoorwill Place community, this exceptional luxury estate offers the perfect blend of privacy, timeless architecture, and everyday comfort. Opportunities to own in this exclusive neighborhood are rare. Offering approximately 5,600 square feet, this beautifully maintained 1.5-story Cape Cod/Colonial home features 5 bedrooms, 4 full baths, and 1 half bath with a floor plan designed for both entertaining and flexible living. From the gorgeous & welcoming front porch to the professionally designed landscaping with accent lighting, every detail creates an inviting first impression. Inside, you'll find spacious gathering areas, abundant natural light, and peaceful wooded views from nearly every room. The thoughtfully designed layout offers room to spread out while still feeling warm and connected, making it equally suited for everyday living and memorable celebrations. The finished walkout lower level is an entertainer's dream, offering plenty of space for a pool table, theater seating, game nights, or watching the big game. Add a comfortable pull-out sofa, and it becomes the guest retreat everyone hopes to claim. Guests can step outside to their own private patio to enjoy a quiet morning coffee surrounded by nature. A dedicated workshop provides exceptional flexibility and could easily be converted into a sixth bedroom, hobby room, or additional living space. Outside, the adventure continues with private walking trails winding through the woods. With 5 acres, there's still ample room to add an outbuilding or shop while preserving the beauty and privacy that make this property so special. This is a rare opportunity to enjoy luxury living with acreage, wooded seclusion, and endless possibilities—all just minutes from everyday conveniences.

14615 Whippoorwill Lane, Greenwood

Listing courtesy of Julia Krause of ReeceNichols - Lees Summit.

$595,000

3 Beds ⋅ 4 Baths

Nestled on a stunning 3-acre corner lot in the highly sought-after Timberlake Estates, this Williamsburg-style ranch home offers timeless elegance and exceptional comfort. Featuring 3 spacious bedrooms, 4 full baths, and 3 cozy fireplaces, this beautifully maintained property blends classic charm with everyday luxury. Car enthusiasts and hobbyists will appreciate the 4 garage spaces and dedicated workshop. It doesn’t stop there, Step outside to an amazing back porch, the perfect retreat for gardening, entertaining, or simply relaxing while enjoying the peaceful surroundings. A rare opportunity to own a private estate in one of the area’s most desirable neighborhoods won’t last long.

25409 Timberlake Trail, Greenwood

Listing courtesy of Tammy Duncan of ReeceNichols - Lees Summit.

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