Dundee / East Dundee / Sleepy Hollow / West Dundee Homes under $500,000

Welcome to the charming communities of Dundee, East Dundee, Sleepy Hollow, and West Dundee, nestled in the heart of Kane County, Illinois. These picturesque neighborhoods offer a delightful blend of suburban tranquility and vibrant local culture, making them an ideal place for families, young professionals, and retirees alike.

Dundee is known for its rich history and inviting atmosphere, with a variety of parks, shops, and restaurants that create a strong sense of community. East Dundee, with its quaint downtown area, hosts seasonal events that bring residents together, while Sleepy Hollow boasts beautiful natural landscapes and spacious homes, perfect for those seeking a serene lifestyle. West Dundee is vibrant and family-friendly, featuring excellent schools and recreational opportunities, ensuring that residents have access to everything they need for a fulfilling life.

One of the most attractive aspects of these neighborhoods is the availability of homes priced under $500,000. Whether you’re searching for a charming single-family home, a cozy townhome, or a spacious property with a yard, you’ll find a variety of options that fit your budget without compromising on quality or comfort. These homes often feature modern amenities, updated interiors, and beautiful outdoor spaces, making them perfect for entertaining or enjoying peaceful evenings at home.

With their welcoming communities, rich history, and affordable housing options, Dundee, East Dundee, Sleepy Hollow, and West Dundee are truly hidden gems in Kane County. Discover your dream home in one of these lovely neighborhoods today and experience the perfect blend of suburban living and community spirit!

Newest Dundee / East Dundee / Sleepy Hollow / West Dundee Homes under $500,000

$299,900

2 Beds ⋅ 2 Baths ⋅ 12794991 MLS ⋅ NEW Status

Rarely available 2-bedroom, 2-bathroom main level ranch condo backing to greenspace in the desirable Reserve of East Dundee subdivision. Experience easy one-level living in this end unit home with private entrance, 9' ceilings that enhance the sense of space, and numerous updates throughout, making it truly move-in ready. The open-concept kitchen offers white cabinetry, granite countertops, ss appliances, and pantry with adjacent dining room and family room. The bright, inviting living room features large windows and access to a private patio overlooking beautiful Dixie Briggs Fromm Nature Preserve. The spacious primary bedroom offers dual closets and an updated ensuite full bath featuring a beautifully tiled walk-in shower, newer vanity and flooring. The 2nd bedroom and attractively renovated full bath with custom tile work, new vanity and flooring add additional flexibility and comfort. In-unit laundry and attached 2 car garage for convenience and storage. Enjoy a peaceful setting surrounded by nature while remaining within walking distance of vibrant downtown East Dundee with its popular restaurants, shops and year-round community events. See broker remarks for a detailed list of updates.

412 King Avenue, East Dundee

$419,900

2 Beds ⋅ 2 Baths ⋅ 12792190 MLS ⋅ NEW Status ⋅ Second Street Lofts BLDG.

Stunning Renovated Industrial Loft in the Heart of Downtown West Dundee! Experience the perfect combination of industrial character, modern upgrades, and downtown convenience in this beautifully renovated, move-in-ready 2-bedroom, 2-bathroom condo. Featuring soaring 11-foot ceilings, exposed ductwork, expansive windows, and an open-concept floor plan, this exceptional residence offers abundant natural light and beautiful views. Thoughtfully updated throughout, the condo features fresh paint, new carpeting, updated bathrooms, new appliances, and stylish finishes. The spacious living room features a cozy gas fireplace and flows seamlessly into the dining area and kitchen, complete with granite countertops, stainless steel appliances, and counter seating. The generous primary suite includes a spacious en-suite bathroom, while the second bathroom features a tub-and-shower combination. In-unit laundry provides everyday convenience. Additional highlights include updated lighting, motorized window shades, two dedicated parking spaces in the heated indoor garage with wiring for EV charging, and a private storage closet. Enjoy the building's spectacular rooftop terrace overlooking downtown West Dundee and the Fox River. Step outside and experience the best of downtown living, with restaurants, pubs, shopping, and entertainment just steps from your front door. A rare opportunity to own a beautifully updated, truly move-in-ready condo in one of downtown West Dundee's most desirable locations!

110 N 2Nd Street Unit #2, West Dundee

$475,000

6 Beds ⋅ 3 Baths ⋅ 12791788 MLS ⋅ NEW Status

Welcome to 1108 Fox Path, where comfort, convenience, and space come together in picturesque West Dundee. This expansive home offers an impressive layout with six bedrooms, including a main-floor suite with an adjacent full bath-perfect for guests or multi-generational living. Upstairs, you'll find five generously sized bedrooms and two full baths, creating plenty of room for everyone to spread out. ***** Step inside, and you'll be greeted by soaring ceilings and an open, light-filled design that makes this home feel even larger than it already is. The oversized rooms are an entertainer's dream, offering the perfect backdrop for everything from cozy family gatherings to lively celebrations. Need to work from home? The main floor also features a large, dedicated office, tucked away for privacy and productivity. ***** For those with a vision, the unfinished basement provides endless possibilities-whether you're dreaming of a home gym, a theater room, or simply want to add equity to your investment. Outside, the property offers a peaceful retreat, surrounded by the charm of West Dundee. ***** But the location? That's the real showstopper. Nestled just minutes from I-90, the Metra, and O'Hare International Airport, this home makes commuting and travel a breeze. Whether you're heading into the city for work or catching a flight for your next adventure, 1108 Fox Path puts you right where you need to be-without sacrificing the quiet suburban lifestyle. ***** The property is being positioned as a strategic cosmetic refresh. While the "bones" and volume are impressive, the interior is a blank canvas awaiting a modern aesthetic. This is not a structural overhaul, but rather a high-upside project where new flooring, paint, and contemporary fixtures will immediately transform the space and capture significant equity. ***** This is more than a house; it's a home that grows with you, adapts to your needs, and places you at the heart of it all. Don't miss the chance to experience it for yourself!

1108 Fox Path, West Dundee

$329,000

3 Beds ⋅ 1 Baths ⋅ 12785456 MLS ⋅ ACTIVE Status

Welcome home to this beautifully refreshed 3 bedroom, 1 bathroom ranch situated on a desirable corner lot in the heart of West Dundee! Step inside to discover beautifully refinished oak hardwood floors throughout the inviting living room and two of the bedrooms. The updated kitchen showcases crisp white shaker style cabinetry, gleaming quartz countertops, a custom tile backsplash, stainless steel appliances, and luxury vinyl plank flooring. Additional interior features include classic white six panel doors and an unfinished basement offering abundant storage space and endless possibilities for future finishing. An attached one car garage adds everyday convenience, while the spacious corner lot provides plenty of room to enjoy the outdoors. Ideally located near the elementary school and only a few blocks from South End Park, where you can enjoy scenic views of the Fox River and beautiful green space. Take a short stroll to charming downtown West Dundee to explore its wonderful restaurants, boutique shopping, and the Fox River bike trail! A new air conditioner installed in 2024 adds peace of mind. Combining modern updates, timeless charm, and an unbeatable location, this is a wonderful opportunity to call West Dundee home!

502 S 3Rd Street, West Dundee

$325,000

2 Beds ⋅ 2 Baths ⋅ 12780413 MLS ⋅ ACTIVE Status

West Dundee

$450,000

4 Beds ⋅ 2 Baths ⋅ 12778201 MLS ⋅ ACTIVE Status

Welcome to this charming Victorian home where historic character meets practical updates and versatile living options. Currently being used as a single-family residence but previously operated as a legal two-flat. The upstairs remains a fully self-contained unit complete with its own private kitchen, full bathroom, and two bedrooms. The heart of the main floor is the beautifully updated kitchen (2022), featuring granite countertops, classic subway-tile backsplash, white cabinetry, stainless steel appliances, and durable luxury vinyl plank flooring. Just beyond, the inviting family room centers on a cozy wood-burning stove-perfect for relaxing on cooler evenings. Double doors open to a freshly stained deck that overlooks the backyard with shed. The living room on the first floor can be a 5th bedroom, den or any other flexible space that suits your needs. Major improvements are already complete for peace of mind: new roof (2024), fresh exterior paint (2026), and new carpeting throughout (2026).Location shines here-just steps from the vibrant downtown East Dundee entertainment district with its restaurants, bars, historic depot, and year-round community festivals and events. Outdoor lovers will appreciate being a short distance from the scenic Fox River, ideal for kayaking or strolling the picturesque trails.

11 North Street, East Dundee

$434,999

3 Beds ⋅ 3 Baths ⋅ 12777445 MLS ⋅ ACTIVE Status

SPRING 2027 SPECIAL INCENTIVES AVAILABLE! * HOMESITE #1606 Welcome to the Chatham - a beautifully designed, three-story urban townhome where premium design and everyday ease converge harmoniously. This home offers three spacious bedrooms, two full bathrooms, and a convenient half bath. Luxury vinyl plank flooring spans the main level adding a warm and welcoming atmosphere throughout. The designer kitchen is the soul of the home, thoughtfully appointed with 42" cabinetry, elegant quartz countertops, a built-in pantry, and a jaw-dropping kitchen island. Two additional bedrooms, and a full bathroom complete the floor. Located on the lower level, the flex room offers endless possibilities and can be customized to suit your unique needs -limited only by your imagination. *Photos are not this actual home* On the upper level, the inviting Owner's Suite boasts a spacious walk-in closet and a private en-suite bath featuring dual white undermount sinks and a sleek walk-in shower. Two additional bedrooms and a full bath complete the floor. Located on the lower level, the flex room offers endless possibilities and can be customized to suit your unique needs -limited only by your imagination. *Photos are not this actual home* Welcome to Harvest View - Where Nature Meets Community. Harvest View is a thoughtfully designed townhome community nestled in the heart of West Dundee, featuring 4.6 acres of open space and scenic detention ponds that blend natural beauty with everyday living. Just moments away, the West Dundee Riverwalk stands as the crown jewel of the area. This beautifully landscaped riverside path features charming bridges, tranquil views, and a vibrant lineup of community events. More than just a walkway, the Riverwalk offers a lifestyle-inviting you to relax, connect, and immerse yourself in the neighborhood's picturesque waterfront setting. Outdoor enthusiasts will love living near Grafelman Park and Randall Oaks Park, where hiking trails, wildlife encounters, and green open spaces provide endless opportunities to explore and unwind. Whether you're seeking adventure or a peaceful retreat, West Dundee has something for everyone-making Harvest View the perfect place to call home.

210 Settlers Place, West Dundee

$390,999

3 Beds ⋅ 3 Baths ⋅ 12777430 MLS ⋅ ACTIVE Status

2027 DELIVERY! Homesite #1505 This Amherst Model, three-story home is ready for households of any size. On the first floor is a versatile and private study. An open-concept floorplan shared between the kitchen, living and dining areas makes up the second level, with a deck offering convenient outdoor access. Three bedrooms comprise the third floor, including the luxurious owner's suite with an en-suite bathroom and walk-in closet. Throughout the home, luxury vinyl plank flooring, quartz countertops, LED lighting, and decorative railings elevate the aesthetic. *Photos are not this actual home* Welcome to Harvest View - Where Nature Meets Community. Harvest View is a thoughtfully designed townhome community nestled in the heart of West Dundee, featuring 4.6 acres of open space and scenic detention ponds that blend natural beauty with everyday living. Just moments away, the West Dundee Riverwalk stands as the crown jewel of the area. This beautifully landscaped riverside path features charming bridges, tranquil views, and a vibrant lineup of community events. More than just a walkway, the Riverwalk offers a lifestyle-inviting you to relax, connect, and immerse yourself in the neighborhood's picturesque waterfront setting. Outdoor enthusiasts will love living near Grafelman Park and Randall Oaks Park, where hiking trails, wildlife encounters, and green open spaces provide endless opportunities to explore and unwind. Whether you're seeking adventure or a peaceful retreat, West Dundee has something for everyone-making Harvest View the perfect place to call home.

115 Harvest Lane, West Dundee

$413,490

3 Beds ⋅ 3 Baths ⋅ 12776948 MLS ⋅ RE-ACTIVATED Status

HOMESITE # 0405 * JANUARY 2027 DELIVERY! SPECIAL INCENTIVES AVAILABE! Introducing the Marianne, a newly designed two-story townhome that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, and a contemporary open-concept living space, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the dining area and the chef-inspired kitchen. The kitchen boasts a magnificent island with a breakfast bar, 42" cabinets, polished quartz countertops, and top-of-the-line stainless steel appliances. Luxury vinyl plank flooring spans the main floor, while sliding glass doors open to the patio, ideal for outdoor relaxation. *Photos are not this actual home* Welcome to Hickory Glen - Townhome Living at the Heart of West Dundee. Hickory Glen is a vibrant community of new townhomes for sale in beautiful West Dundee, IL. Offering a balance of convenience and comfort, Hickory Glen places you right next to some of the area's best outdoor and recreational amenities. Just steps away, Huffman Park provides all-ages fun with something for everyone-including a playground, picnic pavilion, soccer fields, tennis courts, a basketball court, baseball field, and a skate park. Whether you're planning a family outing or looking to unwind outdoors, this park is a favorite among locals. Beyond the greenspace, West Dundee is full of charm. Downtown West Dundee blends history and hospitality with its cozy cafes, unique shops, and seasonal events that bring the entire community together. At Hickory Glen, you're not just buying a home-you're gaining a lifestyle filled with recreation, connection, and small-town charm.

1002 Shagbark Lane, West Dundee

$484,900

4 Beds ⋅ 3 Baths ⋅ 12775434 MLS ⋅ PRICE CHANGE Status

Welcome to this spacious 4-bedroom, 2.1-bath home nestled on a beautiful 0.75-acre lot in the highly desirable Jamestowne subdivision of Sleepy Hollow. Offering a functional floor plan, generous room sizes, an unfinished basement ready for future expansion, and a brand-new roof, this home presents an outstanding opportunity to make it your own. Inside, you'll find a large kitchen with abundant cabinetry, a spacious family room with a cozy fireplace, formal living and dining rooms, and a generous primary suite with a private bath. The unfinished basement provides endless possibilities for additional living space, recreation, or storage. The home is priced to reflect the opportunity for the next owner to select their own flooring, appliances, and finishing touches, allowing buyers to customize the home to their personal style while building immediate equity. With the roof already replaced, one of the home's most significant improvements has already been completed. Enjoy the privacy and space of a three-quarter-acre lot while living in one of Sleepy Hollow's most sought-after neighborhoods. Don't miss this opportunity to create your dream home in a fantastic location! The seller is a company and is conducting an as-is sale. No survey will be provided, and taxes will be prorated at 100%.

745 Jamestowne Court, Sleepy Hollow

$450,000

4 Beds ⋅ 2 Baths ⋅ 12762473 MLS ⋅ ACTIVE Status

Welcome to this charming Victorian home where historic character meets practical updates and versatile living options. This property is ideal as a single-family residence multi-generational or in-law setup, or income-producing property. Previously operated as a legal two-flat, the upstairs remains a fully self-contained unit complete with its own private kitchen, full bathroom, and two bedrooms. The heart of the main floor is the beautifully updated kitchen (2022), featuring granite countertops, classic subway-tile backsplash, white cabinetry, stainless steel appliances, and durable luxury vinyl plank flooring. Just beyond, the inviting family room centers on a cozy wood-burning stove-perfect for relaxing on cooler evenings. Double doors open to a freshly stained deck that overlooks the backyard with shed. The living room on the first floor can be a 5th bedroom, den or any other flexible space that suits your needs. Major improvements are already complete for peace of mind: new roof (2024), fresh exterior paint (2026), and new carpeting throughout (2026).Location shines here-just steps from the vibrant downtown East Dundee entertainment district with its restaurants, bars, historic depot, and year-round community festivals and events. Outdoor lovers will appreciate being a short distance from the scenic Fox River, ideal for kayaking or strolling the picturesque trails.

11 North Street, East Dundee

$441,490

3 Beds ⋅ 3 Baths ⋅ 12766292 MLS ⋅ ACTIVE Status

AVAILABLE FOR JANUARY 2027 DELIVERY!!! Homesite #0406. Step inside and explore the Charlotte, a highly sought-after two-story traditional townhome featuring three bedrooms and 2.5 baths. The first floor showcases an open-floor plan, creating a sense of spaciousness and unity that seamlessly blends entertainment and everyday comfort. It's easy to see why the kitchen is considered the heart of this home-complete with a walk-in pantry, stainless steel appliances, and a stunning oversized quartz island, this space leaves nothing to be desired. Better still, the kitchen flows effortlessly into a generous great room and dining area, making it ideal for hosting gatherings and special events. Upstairs, retreat to the luxurious owner's suite, offering a spacious walk-in closet and a spa-inspired bath. Two more generously sized bedrooms, an additional bathroom, and a convenient laundry room round out the upper level. High-end finishes include luxury vinyl plank flooring, sleek quartz countertops, and elegant decorative railings, all enhancing the home's aesthetic appeal. *Photos are not this actual home* Welcome to Hickory Glen - Townhome Living at the Heart of West Dundee. Hickory Glen is a vibrant community of new townhomes for sale in beautiful West Dundee, IL. Offering a balance of convenience and comfort, Hickory Glen places you right next to some of the area's best outdoor and recreational amenities. Just steps away, Huffman Park provides all-ages fun with something for everyone-including a playground, picnic pavilion, soccer fields, tennis courts, a basketball court, baseball field, and a skate park. Whether you're planning a family outing or looking to unwind outdoors, this park is a favorite among locals. Beyond the greenspace, West Dundee is full of charm. Downtown West Dundee blends history and hospitality with its cozy cafes, unique shops, and seasonal events that bring the entire community together. At Hickory Glen, you're not just buying a home-you're gaining a lifestyle filled with recreation, connection, and small-town charm.

1000 Shagbark Lane, West Dundee

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Dundee / East Dundee / Sleepy Hollow / West Dundee Homes under $500,000

Newest Dundee / East Dundee / Sleepy Hollow / West Dundee Homes under $500,000

How much is your home worth?

How much is your home worth?