Winterset Valley Real Estate

Welcome to Winterset Valley, a charming subdivision nestled in the heart of Lee's Summit, Missouri. Located in Jackson County, this picturesque community offers a perfect blend of natural beauty, modern amenities, and a welcoming atmosphere.

Winterset Valley is a haven for those seeking a peaceful and family-friendly neighborhood. The subdivision boasts a variety of housing options, including single-family homes, townhouses, and apartments, catering to different lifestyles and preferences. With well-maintained streets, beautifully landscaped yards, and a strong sense of community, residents take pride in calling Winterset Valley home.

One of the highlights of living in Winterset Valley is its proximity to nature. The subdivision is surrounded by lush green spaces, parks, and walking trails, providing ample opportunities for outdoor activities and recreation. Whether you enjoy jogging, biking, or simply taking a leisurely stroll, you'll find plenty of scenic routes to explore.

In addition to its natural beauty, Winterset Valley offers convenient access to a range of amenities. The nearby Summit Fair and Summit Woods Crossing shopping centers provide an array of retail options, including popular stores, restaurants, and entertainment venues. Top-rated schools, healthcare facilities, and recreational facilities are also within easy reach, making Winterset Valley an ideal place to raise a family.

With its idyllic location in Lee's Summit, Missouri, Winterset Valley offers the perfect blend of small-town charm and modern conveniences. If you're looking for a peaceful and welcoming community to call home, Winterset Valley is the place for you.

Newest Listings in Winterset Valley

$799,500

4 Beds ⋅ 4 Baths

Stunning Nearly-New Reverse 1.5 Story in Winterset Valley! Welcome to this meticulously maintained SAB Solaia II Reverse 1.5 story home, just three years young and situated on a premium walkout lot. From the wide, welcoming front porch to the soaring ceilings inside, this home makes a statement from the moment you arrive, offering wide open spaces, light-filled rooms, and gorgeous sight lines throughout. The heart of the home is a chef-worthy kitchen featuring an abundance of cabinetry, an extra-large island, a spacious pantry, and a large built-in buffet, perfect for effortless entertaining. An informal dining room off the kitchen adds even more flexible living space on the main level, where you'll also find beautiful hardwoods throughout. Retreat to the enlarged primary suite, complete with a double sink vanity, fully tiled shower, skirted soaking tub, and a large walk-in closet. A second main-floor bedroom with generous closet space makes an ideal home office or guest room. Head downstairs to the lower level, where you'll find two additional bedrooms, two full bathrooms, and a versatile pocket room — perfect for an office, study, or quiet TV space. The expansive family room and wet bar create the ultimate spot for movie nights and entertaining family and friends. Car and hobby enthusiasts will love the 4th tandem garage bay, offering extra room for vehicles, toys, or projects. Upstairs, step outside to the huge covered deck overlooking a manicured, fenced backyard and downstairs walkout to the big patio with plenty of room for basketball or gathering with friends. Experience the green lifestyle of Winterset Valley, the premiere executive community in Jackson County, with great access everywhere.

3045 NW Thoreau Lane, Lee's Summit

Listing courtesy of Susie Gale of Worth Clark Realty.

$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