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.
$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.
$1,691,000
5 Beds ⋅ 3.5 Baths
Set on approximately 8.29 acres in Greenwood, this 5-bedroom, 3.5 bath property offers something rarely found in one place: generous living space, room to spread out, and the potential of generational living. The main residence, built in 2001, offers a reported 4,132 square feet of finished space with formal dining, home office with built-ins, new butler’s pantry/laundry area expanding the kitchen storage, multiple gathering areas, and the kind of flexibility that comes with acreage living. The lower level is a separate unit complete with full kitchen, oversized bedroom, full bath and separate laundry hookups. With the accessibility of the ground unit and chair lift to the main level this would be perfect for aging parents. The four seasons room, approximately 438 square foot wood deck, and massive lower patio extend the living space outdoors. The 1.5-story conventional design also features a 3 car side entry garage, 4th garage behind the home and loads of storage space. What truly sets this Greenwood Estate apart is what sits beyond the main residence. Three outbuildings contain loads of space that could be perfect for a home business or potential income with city approval. An RV pad with full hookups provides even more versatility for personal use or other permitted possibilities. With more than eight acres to work with, there is room to imagine what comes next. Buyers may see opportunities for expanded outdoor living, recreation areas, additional improvements, or a future pond or pool, subject to zoning, permitting, utilities, and other applicable requirements. Located within the Lee's Summit R-VII School District, this unique property brings together space, privacy, residential comfort, home business potential, generational living capabilities in a beautiful setting with room for many future possibilities.

903 Doc Henry Road, Greenwood

Listing courtesy of HHKC TEAM of EXP Realty 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.
$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..
$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.
$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.
$824,900
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.
$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.
$761,850
4 Beds ⋅ 3.5 Baths
Don't miss this new home by Walker Custom Homes! The Layla 1 1/2 Story home features grand foyer that greats you as you walk through the 8 foot front doors. Soaring great room ceilings with floor to ceiling windows and stone fireplace. Kitchen with solid surfaces, oversized island, tile upgrades and stainless appliances. Luxurious master suite with double vanity, soaking tub, zero entry shower, & huge walk-in closet with center island with drawers/storage. Access to the laundry room from the master closet. 10 foot sliding door takes you out to your covered deck with gas fireplace. Upper level features catwalk overlooking great room with 3 bedrooms and 2 full baths. Lower level is ready for a future finish that could include family room, 5th bedroom and another full bath. Home has covered patio and lawn irrigation system. Attention to detail and upgrades throughout the home! This home is located on an estate lot backing to common ground/green space and walking trail. Home is located in Woodland Trails, an outdoor lifestyle master planned community featuring miles and miles of paved walking trails, resort style pool, playground, sports field and fishing pond with fishing dock. Don't miss this opportunity to make this beautiful house your new home!

1004 Wilds Parkway, 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