Chestnut Real Estate

Welcome to Chestnut, a charming neighborhood nestled in the heart of Littleton, Colorado. This delightful community offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike.

Chestnut is known for its tree-lined streets, friendly atmosphere, and a strong sense of community. Residents enjoy a variety of local amenities, including parks, shops, and dining options, all within a short distance. The nearby Littleton Historic District boasts quaint boutiques and eateries, where you can savor a delicious meal or find that perfect gift.

Nature enthusiasts will appreciate the abundance of outdoor spaces in and around Chestnut. The neighborhood is just a stone's throw away from several parks, including the picturesque Ketring Park, which features scenic walking trails, picnic areas, and playgrounds for the kids. The nearby South Platte River also offers opportunities for fishing, kayaking, and leisurely strolls along the water's edge.

Education is a top priority in Chestnut, with highly-rated schools serving the area. Families can take comfort in knowing their children have access to quality education and a supportive learning environment.

With its convenient access to major highways and public transportation, Chestnut provides easy commutes to downtown Denver and surrounding areas. Whether you’re seeking a peaceful retreat or a vibrant community, Chestnut has something for everyone. Explore the possibilities of calling this welcoming neighborhood your home and experience the charm of Littleton living at its finest!

Newest Listings in Chestnut

$200,000

2 Beds ⋅ 1 Baths ⋅ 7234587 MLS

Priced at approximately $50,000 below comparable properties, this Chestnut Condos unit offers an excellent opportunity to add your own updates and build equity. Located near Belleview and Wadsworth, the condo features new carpet throughout and is ready for your finishing touches. The kitchen will need new appliances, making it an ideal option for buyers looking to customize the space to their preferences. Conveniently located near shopping, dining, parks, and major commuter routes. Whether you're a first-time buyer, investor, or someone looking for a value-priced home, this condo offers exceptional potential at an attractive price. Property is being sold "as is" with the price reflecting it.

4899 S Dudley Street Unit 17C, Littleton

Courtesy of LPT Realty . swiftsells@msn.com,303-419-1909

$220,000

1 Beds ⋅ 1 Baths ⋅ 4918960 MLS

Calling all outdoor & nature enthusiasts! This move-in ready condo is truly a private retreat, combining low-maintenance ground level living with the great outdoors. Step outside to serene open space & mountain views, following Wagon Creek Trail to a peaceful picnic area. Continue along the path under a canopy of trees, pass the stream and over the bridge to the Southwest Recreation Center. A spacious great room combines the living & dining room, featuring a refaced fireplace, engineered hand-scraped walnut floors, built-ins & shelving. Step through the soundproof sliding door to a covered/enclosed patio. Open floor plan includes a practical kitchen with high counter bar area, soft close birch cabinets & pull-out drawers. Note the newer fridge, microwave & upgraded lighting. Enter the large ensuite bedroom/bath through double french doors; note the high trey ceiling & sliding door to the patio. A practical walk-through cedar closet connects an updated bathroom & features a modern vanity sink/cabinet. Don’t miss the tub/shower with lovely decorative tile detail! Bathroom can be accessed from either bedroom or kitchen. Laundry area is conveniently located off the kitchen; washer/dryer stays. Seller recently purchased an expensive combined furnace/AC unit—it works great! Patio has 2 lockable storage closets. Excellent community amenities include a private pool, sand volleyball court, new roofs & exterior paint completed in 2025, and parking is always plentiful. This location is IDEAL with Southwest Plaza Mall, shopping, dining & grocery stores just blocks away!

4899 S Dudley Street Unit I7, Littleton

Courtesy of Realty One Group Premier Colorado . janicehubbell@comcast.net

$275,000

2 Beds ⋅ 2 Baths ⋅ 6800709 MLS

***Seller is offering a $5,000 concession for an interest rate buy down or closing costs! BONUS: Brand new carpet in the unit!*** Nestled in the Chestnut community of Littleton, this 2-bedroom, 2-bathroom penthouse condo offers comfortable, low-maintenance living in a convenient location. With soaring vaulted ceilings, abundant natural light, and an open floor plan, this home feels spacious and inviting from the moment you enter. The family room serves as the heart of the home, featuring a cozy wood-burning fireplace with direct access to a private balcony. Large windows and an elevated top-floor position allow natural light to fill the space. The kitchen offers ample counter space and storage, making meal preparation and entertaining both easy and enjoyable. The kitchen flows seamlessly into the dining and living areas, creating one cohesive gathering space. The thoughtfully designed layout includes two generously sized bedrooms and two full bathrooms. The primary suite features high ceilings, French doors, private balcony access, and an en suite bathroom. The second bedroom and additional full bathroom complete the upper level. Recent updates include a new dual heating and cooling system still under warranty. Additional conveniences include in-unit laundry and an exterior storage closet. Outside, residents enjoy the benefits of a professionally managed community with HOA services that cover water, sewer, trash, snow removal, exterior maintenance, and insurance. The community also offers a pool and is exceptionally maintained. This move-in-ready condo offers an exceptional value that is close to shopping, dining, parks, and commuter routes in a desirable Littleton location. Don't miss it!

4899 S Dudley Street Unit 19E, Littleton

Courtesy of Price & Co. Real Estate . andrea@pricecohomes.com,303-956-9691

$244,000

2 Beds ⋅ 1 Baths ⋅ 4749866 MLS

Don’t miss this fantastic opportunity to own a pristine residence in a highly sought-after location! Situated at Chestnut Condos, this ground-level corner unit blends convenience, functionality, privacy and comfort. Discover a neat & bright interior with a thoughtful layout that maximizes openness and easy flow. Gather around the inviting wood-burning fireplace, perfect for cozy evenings. The home features soft paint, tall ceilings, and plush carpeting. The kitchen boasts recessed lighting, abundant wood cabinetry, and built-in appliances. New furnace in 2021. The primary bedroom features sliding doors that open to the covered patio, and the bathroom offers a tub/shower combination. Stunning mountain views and views of the Wagon Creek open space trail which connects to the Southwest Recreation Center! Residents enjoy great community amenities, including a sparkling pool and a barbecue area. All this just moments from the freshly renovated Southwest Plaza Mall, Clement Park, Grant Park, Harriman Lake Park, Whole Foods, Sprouts, Sam’s Club, schools, the Southwest Recreation Center. Easy access to shopping, dining and amenities and on Wadsworth. What are you waiting for? Inquire today!

4899 S Dudley Street Unit 5F, Littleton

Courtesy of Downtown Properties . Zach@DowntownProperties.co,720-210-3668

$249,000

2 Beds ⋅ 1 Baths ⋅ 5544300 MLS

Fresh Price. Incredible Opportunity. Welcome Home. Now offered at $249,000, this is your chance to own a main-level condo that combines comfort, convenience, and an unbeatable Littleton location. Backing to open space with direct access to nearby trails, this home offers the perfect balance of peaceful surroundings and everyday accessibility. Inside, you'll find a bright, open living area centered around a cozy fireplace, with sliding glass doors leading to a covered patio where you can relax, entertain, or simply enjoy the view. The spacious primary bedroom also opens to the patio, creating a private retreat with easy access to the outdoors. A versatile second bedroom is ideal for guests, a home office, or hobbies. The community has already completed major exterior improvements, including a new roof and fresh exterior paint in 2025. HOA dues are under $300 per month and include water, sewer, a community pool, sand volleyball court, picnic areas, and beautifully maintained green space. Located just minutes from shopping, restaurants, parks, and major commuter routes, you'll enjoy everything Littleton has to offer while coming home to a quiet, established community. Whether you're looking to stop renting, simplify your lifestyle, or purchase an investment property, this home offers exceptional flexibility. The functional floor plan maximizes every square foot, while the main-level location provides easy access with no interior stairs. Enjoy weekends exploring nearby parks and trails or take advantage of the abundance of shopping, dining, and everyday conveniences just minutes from your front door. Finding a well-maintained, move-in-ready home in Littleton at $249,000 is becoming increasingly rare. If you've been waiting for the right combination of location, value, and lifestyle, this is the one. Schedule your private showing today and discover why this home deserves a spot at the top of your list.

4899 S Dudley Street Unit H8, Littleton

Courtesy of EXIT Realty DTC, Cherry Creek, Pikes Peak. . kpapad@exitrealtydtc.com,720-272-8013

$284,000

2 Beds ⋅ 1 Baths ⋅ 7516575 MLS

Welcome to this delightful 2-bedroom, 1-bathroom first-floor condo, ideally situated in a serene setting overlooking the lush greenbelt. Located near the intersection of Wadsworth and Belleview, this home offers easy access to the nearby mountains, perfect for nature enthusiasts and outdoor lovers. Step inside to discover a cozy living space featuring a warm and inviting wood-burning fireplace, perfect for chilly evenings. The living area opens up to a private balcony where you can enjoy your morning coffee while taking in the tranquil greenbelt views. Comes equipped with a brand-new washer and dryer, ensuring convenience and efficiency for your daily chores. Both bedrooms are spacious and comfortable, providing ample space for relaxation and rest. Additional highlights of this condo include a dedicated storage closet, ideal for keeping your belongings organized and out of sight. With its prime location, charming features, and peaceful surroundings, this condo is the perfect place to call home. Don't miss the opportunity to experience the perfect blend of comfort, convenience, and natural beauty. Schedule a showing today! NEW ROOF and EXTERIOR PAINT 2025! Special assesment already paid for by seller! Check out the Matterport pictures using the link below! https://www.homes.com/property/4899-s-dudley-st-littleton-co-unit-1e/e9ff2hc0mvwyl/?dk=jqe0ry8g1e87h

4899 S Dudley Street Unit 1E, Littleton

Courtesy of Marrs Realty and Management . nettie@marrsrealtymgmt.com,720-971-2655

Start Your Search

The content relating to real estate for sale in this Web site comes in part from the Internet Data eXchange (“IDX”) program of METROLIST, INC., DBA RECOLORADO® Real estate listings held by brokers other than Brokers Guild Homes are marked with the IDX Logo. This information is being provided for the consumers’ personal, non-commercial use and may not be used for any other purpose. All information subject to change and should be independently verified. IDX Terms and Conditions