Greenwood Real Estate Search

Greenwood 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Greenwood and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Greenwood 5 Bedroom Properties for Sale

$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.
$1,100,000
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.
$689,900
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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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.

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