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5629 Oak Street, Kansas City
$?
3 Beds ⋅ 2.5 Baths ⋅ 2636258 MLS
Charming Dutch Colonial! Move-in ready and truly worry-free for years to come, this updated gem checks every box. Major systems have already been taken care of — newer windows, plumbing, electrical, HVAC, and durable siding. Step inside to hardwood floors flowing throughout. A light-filled living room and a versatile bonus room/office with a powder room give you space to live and work exactly how you want. The kitchen and baths have been beautifully updated, and the primary bath is a true showstopper... expanded and finished in marble with a luxurious rain shower. All bedrooms are tucked upstairs for a quiet, private retreat. Car and hobby enthusiasts will love the oversized detached 2-car garage, plus a rare 3rd garage space in the basement. Speaking of the basement, it's bright, dry, and features a wine cellar, with plenty of room to create a rec room or home theater. Enjoy outside on your composite covered deck overlooking a fenced yard. The location on this tree-lined street is unbeatable! You're just a short walk from the Trolley Trail, Crestwood Shops, and the neighborhood park. This is mid-town living at its finest. Don't miss this rare combination of classic character and modern updates!

5629 Oak Street, Kansas City
5637 Oak Street, Kansas City
$?
3 Beds ⋅ 2.5 Baths ⋅ 2636201 MLS
SOLD SIGHT UNSEEN ! Stop the car! Storybook Dutch Colonial just seconds from Crestwood shops and restaurants. NEW KITCHEN, newer concrete driveway and so much charm! This home does not disappoint in any way. Rich hardwood floors, deep moulding and loads of natural light. Perfect home office off the living room with French doors and walls of windows. Upstairs you find a charming landing, great for a place to read and overlook the private back yard and patio. The primary suite has a generous walk in closet and private bath. Great room sizes on both floors really add to the livability. Welcome home!

5637 Oak Street, Kansas City
5737 Cherry Street, Kansas City
$?
3 Beds ⋅ 1.5 Baths ⋅ 2637258 MLS
Incredible opportunity to own in Brookside at an amazing price! This home is full of charm and ready for its next chapter. Beautiful hardwood floors flow throughout, complemented by freshly painted walls and trim for a crisp, move-in-ready feel. Step outside to a side porch made for morning coffee and a spacious back patio perfect for entertaining. The kitchen is enormous — a rare find with tons of potential to make it your own. Don't miss this one in sought-after Brookside!

5737 Cherry Street, Kansas City
5727 Kenwood Avenue, Kansas City
$?
3 Beds ⋅ 1 Baths ⋅ 2631952 MLS
Brookside bungalow that's been lovingly maintained and updated with freshly painted exterior and newer paint inside. Natural light fills the house, highlighting the craftsmanship that makes homes from this era so sought after. Warm hardwood floors throughout, brand new kitchen with custom cabinets, all soft-closing, new sink, disposal, range hood and dishwasher. Enclosed back porch that's been restored from the new studs out, including new pella windows througout the kitchen and door. Plus new deck and stairs. All updated electrical and plumbing, plus a fully reinforced attic ready for your expansion. Two generous bedrooms and a bath on the main floor, with the primary having a walk-in closet. Just down the street from Earl's Premier and centrally located to enjoy all Brookside has to offer!

5727 Kenwood Avenue, Kansas City
5736 Kenwood Avenue, Kansas City
$?
3 Beds ⋅ 1 Baths ⋅ 2617518 MLS
Quintessential Brookside Craftsman Bungalow with classic stone front porch! Gorgeous natural woodwork and crown molding throughout. Updated kitchen with dark cherry cabinets, sub-zero fridge and Viking gas range. Kitchen leads out to back deck looking over the spacious, fenced back yard. Newer Boiler and seller added ductwork and central air. Private drive. HUGE unfinished attic space has the potential to become an expanded primary suite. Convenient location with walkability to UMKC and Rockhurst, local restaurants (Earls' Premier is 2 blocks away), Crestwood and Brookside shops, and the Trolley trail.

5736 Kenwood Avenue, Kansas City
5833 Oak Street, Kansas City
$?
3 Beds ⋅ 2 Baths ⋅ 2618203 MLS
Beautifully updated 1.5-story bungalow in the heart of Brookside! This charming home blends timeless character with thoughtful modern updates. The main level features two bedrooms, a fully renovated bathroom completed in November 2023 (taken down to the studs with all-new plumbing, tiled shower, vanity, lighting, and fixtures), a formal dining room, and a stunning kitchen renovation completed in Fall 2025. The kitchen showcases quartz countertops, soft-close cabinetry with under-cabinet lighting, new appliances, updated fixtures, fresh paint, and a new garbage disposal. Just off the kitchen is a spacious mudroom/laundry area with washer and dryer that stay, plus excellent overflow storage for coats, shoes, bags, and everyday essentials. Upstairs, the private primary suite offers vaulted ceilings, a full bath, & a walk-in closet. The finished lower level is truly a standout feature and designed with entertaining in mind. Sellers enjoyed creating the perfect space for movie nights or game days with a projector and screen that both remain with the home. A dry basement system was installed prior to finishing, along with an upgraded sump pump for added peace of mind during heavy rains. The lower level also includes abundant storage, custom windows for natural light and improved thermal efficiency, plus a one-car pull-in garage space that could easily double as a workshop. Outside, enjoy relaxing mornings on the covered front porch overlooking the beautifully landscaped yard. Raised garden beds provide the perfect opportunity to grow fresh herbs & produce, while the private driveway - not shared with a neighbor - is a rare bonus in the area. The 6-foot privacy fence with gated driveway access adds extra comfort and convenience for pet owners. Located just minutes from parks, shops, restaurants, and everything Brookside has to offer, this home also provides easy access to the south streetcar extension to UMKC, making it easy to ride north all the way to the River Market.

5833 Oak Street, Kansas City
5828 HOLMES Street, Kansas City
$?
3 Beds ⋅ 1 Baths ⋅ 2612688 MLS
This traditional Brookside home is located on a desirable street with an inviting front porch and tons of charm! The living and dining rooms are generously sized for the area and feature original woodwork and built-ins and beautiful hardwoods throughout. Gorgeous Kitchen has been remodeled with high-end finishes, stainless appliances and features a breakfast room. New roof, newer HVAC, and Renewal by Andersen windows throughout. Large expandable unfinished attic offers significant opportunity to add square footage, including potential for a primary suite (stubbed for plumbing). Unfinished basement is super clean with high ceilings and egress windows. Private drive and one-car garage provide off-street parking. Convenient location with walkability to UMKC and Rockhurst, local restaurants (Earls' Premier is 1 block away), Crestwood and Brookside shops, and the Trolley trail.

5828 HOLMES Street, Kansas City
5827 Cherry Street, Kansas City
$?
3 Beds ⋅ 2.5 Baths ⋅ 2607660 MLS
Charming Brookside home featuring beautifully refinished hardwood floors and original woodwork throughout, blending timeless character with thoughtful updates. All three bedrooms are located on the second floor, including a primary suite with its own private half bath. The main level offers great flow for everyday living and entertaining, with a convenient half bath just off the kitchen. Step outside to enjoy your morning coffee on the back deck overlooking a private, fully fenced backyard, or unwind in the evening on the front porch while taking in the sunset. Ideally located just around the corner from Earl’s Premier and Earl’s Provisions, with easy access to local dining, coffee, and all that Brookside has to offer. Offer Deadline set for Sunday the 22nd at 12 PM.

5827 Cherry Street, Kansas City
5711 Cherry Street, Kansas City
$?
3 Beds ⋅ 1.5 Baths ⋅ 2605259 MLS
Sold before processed.

5711 Cherry Street, Kansas City
5828 CHERRY Street, Kansas City
$?
3 Beds ⋅ 1.5 Baths ⋅ 2597776 MLS
This is the quintessential Brookside home you’ve been waiting for! From the welcoming front porch to the light-filled living room with built-ins, this 3 bedroom, 1.1 bath home boasts delight in every corner. Formal dining room leads to incredible secondary living room addition, with perfect molding, a cozy yet spacious feel, and a freshly renovated powder bath. The chef’s kitchen is an absolute delight, boasting amazing storage, thoughtful design, and a feel that will make you want to keep cooking and entertaining. Upstairs, find 3 generously sized bedrooms, an updated full bathroom, and abundant windows allowing you to enjoy your neighborhood whether you work from home or just relax there. A private fenced in yard, 2 car attached garage, impeccably maintained and thoughtfully updated - this is totally turnkey. EV charger, circle drive - check the list of updates for all the work completed! MULTIPLE OFFERS!!! BEST AND FINAL DUE BY SUNDAY at 5 pm!! Seller prefers no escalation clauses. Thanks!

5828 CHERRY Street, Kansas City
5701 Oak Street, Kansas City
$?
3 Beds ⋅ 2 Baths ⋅ 2594858 MLS
Enjoy peace of mind with major improvements already completed, including a brand-new roof and gutters, one year new AC and water heater, and all appliances replaced in 2021. A brand-new fence adds privacy on a spacious corner lot, and a structural report is available reflecting work completed this past year—offering confidence and transparency for the next owner. Ideally located just around the corner from Brookside Park, Morning Side shops, & Downtown Brookside this home invites an active, connected lifestyle. With two single car stall garages on separate driveways, (1 private, 1 shared), tasteful finishes throughout that have maintained the charm expected of an Mature brookside home, and a seamless blend of charm and function, this is a rare opportunity to own a home that feels both elevated and effortless.

5701 Oak Street, Kansas City
5829 Locust Street, Kansas City
$?
3 Beds ⋅ 2 Baths ⋅ 2591078 MLS
This charming Brookside two-story sits in one of the most iconic, walkable pockets of the neighborhood—full of character, thoughtful updates, and so much everyday convenience! The main level has an open, easy layout that works beautifully for both day-to-day life and hosting. The rare main-level bathroom is such a Brookside perk! Fresh interior paint, updated light fixtures, and new kitchen tile give the home a clean, inviting feel from the moment you step inside. The finished basement with brand-new carpet adds an amazing second living area—great for movie nights, playtime, or weekend football! Upstairs offers three bedrooms plus a non-conforming fourth bedroom, giving you flexible space for an office, playroom, or extra closet (the sellers have loved the versatility!). The upstairs bathroom also features a freshly reglazed tub, which makes the space feel bright and renewed. Outside, enjoy a newly painted deck, refreshed front porch, and new landscaping and sod added in Summer 2024—perfect for spring and summer hangouts! An off-street parking pad is another huge bonus in Brookside! The location truly shines—steps to East Brookside shops (including Earl’s Premier!), close to the Crestwood Shops, and minutes from the Plaza, Waldo, Whole Foods, and the Nelson-Atkins Museum. Everything you love about Brookside living is right at your fingertips! A classic Brookside home with great updates, a functional layout, and an unbeatable location—such a special find!

5829 Locust Street, Kansas City
5809 Kenwood Avenue, Kansas City
$?
3 Beds ⋅ 1 Baths ⋅ 2572054 MLS
Discover the opportunity to create your perfect ranch home in this 3-bedroom, 1-bath residence offering 1,342 square feet of living space. While the home is ready for some updates and personal touches. Step inside and imagine the possibilities. With its traditional layout and comfortable room sizes, this home is ideal for first-time buyers, investors, or anyone eager to add value through renovations and upgrades. Perfectly situated near the metro area, you’ll enjoy the convenience of nearby coffee shops, local dining, and shopping, as well as easy access to schools, colleges, and major commuting routes. Whether you’re looking for a quiet place to call home or an investment in a desirable location, this property delivers both charm and potential.

5809 Kenwood Avenue, Kansas City
5615 Oak Street, Kansas City
$?
3 Beds ⋅ 2.5 Baths ⋅ 2564065 MLS
Modern Luxury Meets Historic Charm in Brookside This beautifully reimagined home blends timeless character with contemporary design—just a short walk to Brookside Village and The Country Club Plaza. Fully renovated with high-end finishes throughout, it features warm hardwoods, custom lighting, and curated architectural details. The open main level offers bright living and dining spaces, a sleek kitchen with all new appliances and a stylish coffee bar. Upstairs, the luxurious primary suite stuns with a massive walk-in closet, and a spa-inspired bath complete with a ceiling-mounted rain shower and freestanding soaking tub. Two additional bedrooms, a beautifully updated bathroom, and a stacked washer/dryer complete the second level. Step outside to a huge elevated deck, perfect for entertaining or relaxing in your private backyard. With an attached garage, this home delivers both charm and modern comforts in one of Kansas City’s most sought-after neighborhoods. Welcome to 5615 Oak Street—where Brookside charm meets modern luxury.

5615 Oak Street, Kansas City

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