Chestnut Real Estate

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

Chestnut boasts beautifully designed homes that reflect a variety of architectural styles, ensuring there’s something to suit every taste. With tree-lined streets and well-maintained parks, residents can enjoy leisurely strolls or energetic bike rides in a picturesque environment. The sense of community is palpable, with neighbors often gathering for seasonal events and weekend barbecues, fostering lasting friendships and connections.

One of the standout features of Chestnut is its proximity to top-rated schools, making it a desirable location for families seeking quality education for their children. Additionally, the area is rich in recreational opportunities, with nearby parks, hiking trails, and golf courses offering countless ways to enjoy the great outdoors.

Shopping and dining options are just a stone’s throw away, with Littleton’s vibrant downtown area featuring an array of boutiques, cafes, and restaurants. For those who crave a taste of city life, Denver is only a short drive away, providing access to a wealth of cultural attractions, entertainment venues, and employment opportunities.

In Chestnut, you’ll find more than just a place to live; you’ll discover a welcoming community that embraces the Colorado lifestyle. Experience the charm and convenience of Chestnut—where your dream home awaits!

Newest Listings in Chestnut

$170,000

1 Baths ⋅ 7764026 MLS ⋅ ACTIVE Status

Affordable Littleton living with style, flexibility, and exceptional value. Whether you're a first-time buyer, investor, or someone looking for a low-maintenance Colorado retreat, this move-in ready home offers the perfect combination of comfort, convenience, and location. Inside, the bright open floor plan is designed to maximize every square foot with flexible living space that easily adapts to your lifestyle. Whether you envision a custom Murphy bed with a built-in workspace, distinct living and sleeping areas, or an open entertaining space, the possibilities are endless. The inviting wood-burning fireplace creates a warm focal point, while the private covered balcony extends your living space outdoors with peaceful treetop views. The kitchen offers abundant cabinet and counter space along with all appliances, making everyday living and entertaining easy. A spacious full bathroom, in-unit washer and dryer, generous storage, and dedicated off-street parking provide conveniences that are hard to find at this price point. Located just minutes from shopping, dining, parks, trails, and major commuter routes, this home offers an incredible opportunity to own in desirable Littleton for less than many monthly rent payments. The community features a pool, park, and beautifully maintained grounds, while the HOA covers exterior maintenance, grounds maintenance, water, sewer, trash, recycling, and snow removal for easy, low-maintenance living. Even better, the HOA special assessment has already been paid in full by the seller, and the community is FHA approved, making homeownership even more attainable.

4899 S Dudley St Unit 11A, Littleton

$215,000

1 Beds ⋅ 1 Baths ⋅ 4918960 MLS ⋅ ACTIVE Status

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 St Unit I7, Littleton

$275,000

2 Beds ⋅ 2 Baths ⋅ 6800709 MLS ⋅ ACTIVE Status

***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 St Unit 19E, Littleton

$224,000

2 Beds ⋅ 1 Baths ⋅ 4749866 MLS ⋅ ACTIVE Status

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 St Unit 5F, Littleton

$284,000

2 Beds ⋅ 1 Baths ⋅ 7516575 MLS ⋅ ACTIVE Status

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 St Unit 1E, Littleton

Start Your Search

The data relating to real estate for sale on this web site comes in part from Information and Real Estate Services, LLC under IRES Rules © Copyright IRES, and is provided for limited non-commercial use. Information is provided exclusively for consumers' personal use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by other brokerage firms are included in this site and detailed information about them includes the name of the listing brokers. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items.
Information deemed reliable but not guaranteed by the MLS
Listing data last updated: