Winterset Valley Real Estate

Welcome to Winterset Valley, a picturesque subdivision nestled in the heart of Lee's Summit, Missouri, within the charming Jackson County. This delightful community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place to call home.

Winterset Valley is characterized by its beautifully landscaped streets, welcoming neighbors, and a strong sense of community. With a variety of meticulously designed homes, ranging from cozy single-family residences to spacious family-oriented properties, there’s something for everyone in this inviting neighborhood. The architectural diversity adds to the charm, ensuring that each home reflects the unique tastes and lifestyles of its residents.

One of the standout features of Winterset Valley is its proximity to top-rated schools, parks, and recreational facilities. Families will appreciate the easy access to quality education, while outdoor enthusiasts will love the abundance of green spaces and trails perfect for hiking, biking, and leisurely strolls. The nearby Lee's Summit Parks and Recreation department offers a wealth of activities for all ages, from sports leagues to seasonal events that foster community spirit.

Conveniently located just minutes from major highways, Winterset Valley provides residents with easy access to the vibrant shopping, dining, and entertainment options in downtown Lee's Summit and beyond. Whether you're exploring the local boutiques or enjoying a meal at one of the many fantastic restaurants, you’ll find that everything you need is just a stone’s throw away.

Experience the warmth and charm of Winterset Valley, where community and convenience come together to create a truly exceptional living experience. Come discover your dream home in this enchanting neighborhood today!

Newest Listings in Winterset Valley

$1,100,000

5 Beds ⋅ 4.5 Baths

Custom home with more than 6000 sqft of living space on 3 levels, and more than 1/2 acre lot in The Enclave at Winterset Valley. Home sits on private lot, bordering treed greenspace for privacy. Welcoming front porch and 8' double doors greet you, opening into a main level made for entertaining. Wide plank, handscraped wood floors stretch from the 2 story entry through formal dining, great room, hearth room, kitchen & breakfast room. Private office off entry has privacy glass French doors, custom built ins & plantation shutters. Formal dining has custom paint, plantation shutters & niche for buffet cabinet. Great room with wall of windows overlooking private backyard. Kitchen is a dream with walk-in pantry, large bar area for informal dining, center island with prep sink, gas range with hood above. Cozy hearth room with gas fireplace is open to kitchen & breakfast room surrounded by windows, with door out to screened in porch with another fireplace & TV hookups above. 1/2 bath, large mud room/drop zone area at the garage entry to the home. Wide staircase to 2nd level takes you to the primary suite with luxury bath, huge walk-in closet with direct access to laundry room with sink & built ins for storage. Guest suite with private bath has walk-in closet. 2 additional bedrooms with large walk-in closets share jack/jill bath, each with private vanity. 1 of the bedrooms has a 12x12 sitting room/play area. Lower level has 2nd full kitchen with granite countertops, bar seating, ice maker, dishwasher, full size fridge & range with microwave. BONUS media room has custom built-in, surround sound, ceiling fans, 10' ceilings, all set up for home theater. 5th bedroom sits in quiet corner of lower level, close to 4th full bath. Bonus room in LL. Step out of family room to large patio, one area covered & private with hot tub! Tremendous backyard is fenced. 2 high efficiency HVAC units, 2 water heaters. Flat driveway leads to oversized 3 car garage with 8' tall doors, 12' ceiling.

324 NW Thoreau Circle, Lee's Summit

Listing courtesy of Denise Sanker of ReeceNichols - Lees Summit.

$749,900

4 Beds ⋅ 3 Baths

Are you ready to Fall in Love? True 4 Car Garage, Primary on the Main w Spa-Like On-Suite, High Ceilings w Wooden Beams, 4 Bed 3 Bath, Finished Basement, and so much more! , This stunning Reverse by, SAB Construction, has soaring ceilings w Floor to Ceiling Windows, Architectural Beams creating height, warmth, and sophistication flowing beautifully into the Stone Fireplace with Built in Shelving. Your Chef’s Kitchen has premium Stainless Steal Appliances, Induction Stove (plumbed for Gas as well), dramatic 7' Island, Wine/Coffee Bar, Walk-In Pantry, Floating Shelves, beautiful Gold Hardware, and Pendant Lighting! You’ll also find a conveniently located Office Nook, Drop Zone w Storage Cubbies, Bench, and Hooks, as well as main floor Laundry! The Primary Bedroom is just a few steps away w Accent Wall, Tray Ceiling w Wooden Beams, Dual Vanities, Stand Alone Soaker Tub, Floor to Ceiling Shower, and 3 Rows in your Walk-In Closet! 2nd Bedroom and 2nd Full Bath on the Main Level are perfect for another Bedroom, Office or Workout space! In the Finished Lower Level you’ll find plenty of space for Entertaining! Relax w a Large Sectional, Game Area, built in Wet Bar, w room left over for Crafting, Workout, or Play Area! You’ll find 2 more Bedrooms w Full Bath making this a perfect space for larger family or downsizing! ...AND if you were worried about Storage Space...DON'T! They left plenty of room for all of your storage needs! Enjoy a stunning backyard perfect for Summer w $$$ in Landscaping, Fence, Covered Patio, and Extended Patio. When you combine Luxury, Comfort, and Style w Pride of Ownership you GET THE DREAM HOME!

161 NW Carson Drive, Lee's Summit

Listing courtesy of Sherry Westhues of RE/MAX Elite, REALTORS.

$999,000

4 Beds ⋅ 4.5 Baths

Experience luxury living in this beautifully designed 4-year-old reverse 1.5-story home, perfectly set on a spacious acre lot at the end of a quiet cul-de-sac. Eye-catching curb appeal begins with a welcoming front porch featuring a distinctive wood barrel ceiling, hinting at the craftsmanship found throughout. Inside, a dramatic vaulted entry leads to a stunning great room with soaring ceilings and a fireplace that anchors the space. The chef’s kitchen is both functional and stylish, offering a large center island, walk-in pantry with coffee bar, and seamless connection to the dining area—all overlooking peaceful, wooded surroundings. A screened-in lanai with its own fireplace extends the living space outdoors, creating an inviting setting for year-round enjoyment. The main level includes a private primary suite with a spa-inspired bath, along with a second bedroom and full bath thoughtfully situated on the opposite side for added privacy—ideal for guests or flexible living needs. Laundry access from both the hallway and primary suite adds everyday convenience, while the mudroom off the garage provides ample storage and organization. The walk-out lower level features two additional bedrooms, each with en-suite baths, along with generous unfinished storage. A unique fourth garage bay has been converted into a versatile space with its own half bath—perfect for hobbies, fitness, or entertaining.

336 Thoreau Circle, Lee's Summit

Listing courtesy of Mary Drake of RE/MAX Heritage.

$745,000

4 Beds ⋅ 3 Baths

Beautifully designed reverse 1.5-story home offering an ideal blend of open living and private surroundings. The main level showcases a spacious great room with scenic views of mature trees and a seamless flow into the kitchen, featuring a large island, walk-in pantry, and abundant cabinetry. The main-floor primary suite provides a peaceful retreat with a well-appointed ensuite bath. A second bedroom on the main level—perfect for an office or guest space—is conveniently located next to a full bath. The walk-out lower level expands the home with two additional bedrooms (including one recently added), a full bath, and two generous living areas suited for media, recreation, or entertaining. Standout features include a suspended garage with a fourth garage door for added storage or workshop potential, plus a large unfinished storage area with flexible use options. Recent updates include a new roof and gutters with a transferable warranty. Electronic blinds enhance the great room and primary suite and an electric vehicle charger. Enjoy a quiet, wooded backdrop with no neighbors behind, a three-car garage, and a setting that offers both privacy and convenience.

129 NW Morton Drive, Lee's Summit

Listing courtesy of Mary Drake of RE/MAX Heritage.

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