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$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.

$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..

$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.

$649,900
5 Beds 5.5 Baths
Custom Two Story on 2.96 m/l acres in desirable Timberlake Estates! This spacious Two Story offers abundant natural light and breathtaking views of the lush, park-like setting. Step inside to a dramatic foyer with elegant chandelier & beautiful flooring. The expansive Living Room featuring rich wood paneling, a striking stone fireplace, and walls of windows overlooking the private backyard. The Kitchen boasts a center island, extensive hardwood cabinetry, premium stainless appliances, double oven and generous counter space — perfect for entertaining. The Primary Suite is a true retreat with a private screened in deck, luxurious spa bath featuring a massive walk-in shower with multiple heads and body sprays, dual vanities, walk-in closet, washer & dryer hookups and abundant natural light. Additional bedrooms are generously sized with excellent closet space and beautifully updated baths attached to each. The main level also includes a private office/den, dining room, laundry and convenient half bath. Downstairs, the fully finished basement provides incredible versatility and recreation space — complete with a wetbar or possible 2nd Kitchen, wine storage, additional living room area and fireplace. Home features a versatile space with its own private entrance, offering endless possibilities. Perfect for a home office, private guest or mother-in-law suite or an income-producing studio apartment. Area includes a separate HVAC, a full bathroom, fridge and a stove hookup - providing flexibility for a variety of uses. Step outside to enjoy the outdoors from huge concrete patio overlooking the sprawling acreage lot with mature trees, open green space and small creek which flows into the neighboor lake. Ideal for relaxing, entertaining, or outdoor activities. Buyer & Buyer's Agent to verify all info including square footage, zoning, taxes & room sizes during the Inspection Period.

25103 Haines Road, Greenwood

Listing courtesy of SNP REAL ESTATE GROUP of Keller Williams Southland.

$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.

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