Missouri Real Estate Search
$2,200,000
The Ultimate Canvas for Your Private Legacy Estate. Spanning 67 scenic acres, this remarkable property offers a rare blend of massive acreage and city convenience. Situated at 7 Highway and Herring Rd, the land features a stunning landscape of rolling meadows and elevated building sites, all within the award-winning Lee’s Summit School District. Whether you envision a grand equestrian estate, private trails, or a secluded family compound, this acreage provides the space and privacy you desire without sacrificing proximity to Lee’s Summit’s finest amenities.

13104 S 7 Highway, Greenwood

Listing courtesy of Steven Roberts of RE/MAX Elite, REALTORS.
$2,000,000
5 Beds ⋅ 5.5 Baths
AMAZING & truly extraordinary Reverse 1.5-Story Estate in a private gated community.  The property offers an unmatched lifestyle-on 10 picturesque acres of open & partially fenced land. Designed to impress, the main residence is filled w/ natural light streaming through walls of windows that frame sweeping views of beautifully landscaped grounds. The floor plan features a newer gourmet ktchn, inviting living area w/ a gorgeous fireplace, & elegant dining space perfect for everyday living & entertaining. The primary suite offers a spa-inspired bath w/ walk-in shower & a large walk-in closet. The home features 5 bdrms (5th non-conforming), each w/ a private bath. Exceptional amenities include a library/office, exercise rm complete w/ a steam sauna, whirlpool tub, theater rm, & a full lower-level ktchn/bar designed for entertaining. Step out to your private resort featuring a custom designer pool w/ exquisite stone & tile detailing, built-in hot tub, outdoor frplc, & specialty fire bowl mood lighting that creates an unforgettable setting, and a covered porch w/ remote-controlled shades. An attached Reverse 1.5-story Carriage Home is ideal for multi-generational living, offers approx 3,334 sq ft of additional living space. This additional residence includes an open-concept ktchn & great rm, 5 bdrms w/ oversized primary suite, office, & built-in 1-car garage. Main home & carriage house are conveniently connected by separate garages w/ easy access on both levels. Equestrian enthusiasts will appreciate a horse barn featuring 3 stalls, 2 wash bays, HVAC, & office space. Additional amenities include a lower-level garage beneath the main home. Energy efficiency meets luxury w/ newer geothermal furnaces. Whether you're seeking a private sanctuary, multi-family living, or a perfect equestrian estate, this remarkable property truly has it all. Home is in the highly sought-after Lee’s Summit School District. Carriage home sq ft is approximate & not included in total listed sq ft.

13801 S Pebblebrook Lane, Greenwood

Listing courtesy of Linda Mueller of ReeceNichols - Lees Summit.
$1,820,000
Welcome to a rare 52+/- Acre development opportunity offering size, visibility, and versatility in a highly accessible location. Situated just off Highway 150 and MO-7 Highway and near US Hwy 50, this expansive parcel presents an ideal canvas for land investors, developers, or buyers seeking a large tract with multiple future-use possibilities.

N MO-7 Highway, Greenwood

Listing courtesy of Wyatt Shanks of Shanks Real Estate LLC.
$1,500,000
For Sale – Prime Commercial Property in Greenwood, Missouri Don’t miss this rare opportunity to own a high-visibility commercial property located directly on 150 Highway, in the heart of Greenwood’s thriving antique shopping district. This versatile property sits on a 2.13-acre lot and features three buildings offering a total of over 18,000 square feet of commercial space. Property Features: Main Building: 13,360 sq ft – expansive open warehouse space, ideal for retail, showroom, storage, or redevelopment. Secondary Building: 3,430 sq ft – located directly to the east of the main structure, great for office, retail, or additional storage. Third Building: 1,586 sq ft – additional standalone structure with flexible use potential. Total Lot Size: 2.13 acres with ample parking and room for expansion or redevelopment. Current Use: Buildings are currently leased on a month-to-month basis, offering immediate income potential with flexibility for owner-occupancy or re-leasing. Location Highlights: Direct access and excellent visibility from Highway 150. Situated in the center of Greenwood’s antique and specialty retail corridor, a popular destination for shoppers and tourists. High traffic count and strong area demographics support a wide variety of commercial uses. This is a perfect opportunity for investors, developers, or business owners looking to expand in a growing and desirable area. Whether you’re looking to renovate, re-lease, or repurpose, this property offers endless potential. Contact us today for more information or to schedule a private tour.

408 W Main Street, Greenwood

Listing courtesy of Payton Hatcher of Integrity Group Real Estate.
$1,179,000
4 Beds ⋅ 3.5 Baths
Rarely does a property emerge that perfectly balances the rugged freedom of an equestrian lifestyle with the unique privilege of backing directly to the James A. Reed Memorial Wildlife Area on seven pristine acres. Your backyard serves as a private gateway to hundreds of acres of protected trails, lakes, and hiking paths. For the wildlife lovers there is ample viewing opportunities from anywhere on the property due to the conservation area directly behind the home. Whether you are an avid equestrian utilizing the four-stall stables within the 40x40 barn or simply a nature lover seeking a permanent buffer from the bustle of the city, this land offers a sense of seclusion that is truly a legacy find. The home itself is a gated entry and has been thoughtfully refreshed to ensure comfort and long-term value. Curb appeal is immediate, thanks to a recently replaced driveway, front walk, and stoop that provide a crisp, clean welcome. Inside, the residence is bathed in natural light through newer energy-efficient windows, while the lower level features stunning updated flooring. For those who love to entertain or unwind outdoors, the home boasts a dual-deck configuration: a spacious covered deck provides a sheltered retreat for all-weather relaxation, while a second open-air deck offers the perfect platform for stargazing or hosting summer gatherings overlooking your wooded acreage. Future potential is built into the very bones of the house with an unfinished walkout basement. This expansive space is a blank canvas, offering a rare opportunity to create a custom home theater, a private gym, or an additional living suite—all with the convenience of a dedicated walkout entrance. Combining the security of significant recent upgrades with the raw beauty of a conservation-adjacent landscape, this property is more than just a home; it is a private retreat designed for a life well-lived. Schedule your private tour today to experience this one-of-a-kind estate firsthand.

14300 S Smart Road, Greenwood

Listing courtesy of Marcus Tegenkamp of Asher Real Estate LLC.
$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.
$869,500
5 Beds ⋅ 5 Baths
Modern and spacious home has 5 bedrooms, 5 full baths and a main floor office. So much room to entertain and live in this home! Soaring ceilings in the open and spacious kitchen/great room area. Kitchen with walk through butler's pantry, wall oven/microwave, gas cooktop and side by side freezer/refrigerator. Additional oven and beverage refrigerator in the butler's pantry. First floor has the master bedroom, additional bedroom and an office for convenient one floor living. Master suite has hardwood floors, luxurious bath with walk-in shower, soaking tub, and tons of counter space with double sinks. You will be spoiled with the huge master closet. Hardwood floor or tile floors throughout this entire first floor. Lower level has family room and bar ready for entertaining. Three additional bedrooms with walk-in closets and their own baths also in the lower level. Additional laundry room n the lower level. Incredible upgrades and luxury features throughout the home. Covered deck, large lower level patio, lawn irrigation and oversized estate homesite. Home is located in Woodland Trails, an outdoor lifestyle community featuring miles and miles of paved walking trails, resort style pool, playground, sports field and fishing ponds.

1117 Hummingbird Court, Greenwood

Listing courtesy of Chris Ferris of Realty Executives.
$865,000
4 Beds ⋅ 4 Baths
Nestled on a private, wooded estate lot at the end of a quiet cul-de-sac, this stunning custom Cassia II by New Leaf Construction offers the perfect blend of luxury, comfort, and exceptional craftsmanship in the highly sought-after Woodland Trails community. Residents enjoy an unmatched lifestyle with miles of scenic walking trails, a stocked fishing lake, resort-style pool, playground, and sports field. Designed with impeccable attention to detail, this 4-bedroom, 4-bath home features a timeless neutral palette & high-end finishes throughout. Beautiful hardwood floors flow across the main level, extending through the entry, great room, kitchen, & primary suite. First floor features tall 8 foot doors & the dramatic great room showcases soaring ceilings, a floor-to-ceiling stone fireplace, & custom built-in cabinetry, creating an inviting space for everyday living & entertaining. The gourmet kitchen is a centerpiece, featuring a large quartz island, oversized walk-in pantry, gas cooktop, stainless steel appliances, & abundant workspace for gathering w/family and friends. The thoughtfully designed floor plan offers 2 bedrooms on the main & 2 additional bedrooms in the finished lower level. The luxurious primary suite provides private access to the covered deck and features a spa-inspired bath w/double vanities, a soaking tub, custom tiled shower, and the convenience of direct access to the main-floor laundry room. Garage is expanded to allow for larger vehicles or extra storage. Outdoor living is equally impressive with a covered deck complete w/gas fireplace overlooking the wooded backyard, while the walkout lower-level patio offers a built-in firepit—perfect for relaxing evenings or entertaining guests. The finished lower level is designed for fun and entertaining with a spacious bar & island, plus a dedicated area ideal for a future golf simulator, home theater or gym. Don't miss this is a rare opportunity to own this extraordinary home in Woodland Trails!

1149 Hummingbird Court, Greenwood

Listing courtesy of Leigh Anne Sirna of Realty Executives.
$826,408
4 Beds ⋅ 3 Baths
Discover the spacious reverse floor plan you have been looking for! The Phoenix III by Walker Custom Homes offers a thoughtfully designed reverse home plan offering 4 bedrooms, 3 bathrooms, and 3,095 square feet of spacious living. Open floorplan w/sizable great room featuring soaring beamed ceiling, fireplace, built-ins & oversized sliding door to covered deck Kitchen provides an oversized eating area for family gatherings, solid surface countertops, walk-in pantry and stainless appliances. Private primary suite with soaking tub, custom zero entry shower, double vanity and large walk-in closet. Walk-out lower level family room w/full wet bar, two bedrooms and a full bath. Enjoy the nature and quiet on the covered deck with gas fireplace. Custom features throughout the home including upgraded black windows and wood feature walls & ceilings. Home is located in Woodland Trails, an outdoor lifestyle community featuring miles and miles of paved walking trails, resort style pool, playground, sports field and fishing pond with fishing dock.

1007 Wilds Parkway, Greenwood

Listing courtesy of Leigh Anne Sirna of Realty Executives.
$794,908
4 Beds ⋅ 4 Baths
Heather Reverse plan by Walker Custom Homes! This Craftsman style home is situated on a gorgeous estate size lot. This spacious home features 4 bedrooms and 4 full baths. So much room to entertain and live in this home! Soaring ceilings and detail work great you as you walk through the double front doors. Open concept great room with floor to ceiling fireplace, beams and oversized slider door leading you to covered deck. Kitchen with butler's pantry, wall oven/microwave, gas cooktop, solid surface counters and large eating island. Master suite features large walk-in closet, custom tiled zero entry shower, soaking tub, double vanities and access into the laundry room. Lower level has spacious family room and full bar ready for entertaining. Two additional bedrooms with walk-in closets and their own baths also in the lower level. Home includes incredible trim work upgrades, beams in great room, black windows, lawn irrigation system, and garage door openers. Home is located in Woodland Trails, an outdoor lifestyle community featuring miles and miles of paved walking trails, resort style pool, playground, sports field and fishing ponds.

1100 Deer Run Drive, Greenwood

Listing courtesy of Chris Ferris of Realty Executives.
Start Your Search

The data relating to real estate displayed on this website comes in part from the Heartland Multiple Listing Service database compilation. The properties displayed on this website may not be all of the properties in the Heartland MLS database compilation, or all of the properties listed with other brokers participating in the Heartland MLS IDX program. Detailed information about the properties displayed on this website includes the name of the listing company.

The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use