Freeport Homes under $300,000

Welcome to Freeport, Illinois—an inviting city nestled in the heart of Stephenson County, where charm meets opportunity! Known for its rich history and vibrant community, Freeport offers a delightful blend of small-town warmth and modern amenities. The city is renowned for its beautiful parks, historic architecture, and a strong sense of community spirit, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of Freeport is its affordability in the housing market. If you're searching for a home under $300,000, you'll be pleased to discover a variety of options that cater to diverse tastes and lifestyles. From cozy bungalows with character to spacious family homes, the real estate landscape here is both diverse and inviting. Many properties boast lovely yards, perfect for outdoor gatherings or quiet evenings under the stars.

The city is also home to a number of local shops, restaurants, and cultural attractions, ensuring that residents have plenty to explore right in their own backyard. Plus, with top-notch schools and recreational facilities, Freeport is committed to providing a high quality of life for all its inhabitants.

Whether you’re a first-time homebuyer or looking to downsize, Freeport, Illinois, offers the perfect backdrop for your next chapter. Come and discover the charm of this delightful city, where your dream home awaits—without breaking the bank!

Newest Freeport Homes under $300,000

$150,000

3 Beds ⋅ 1 Baths ⋅ 12774400 MLS ⋅ NEW Status

All-brick ranch with original 1960s hardwood floors, an updated bath, attached 2-car garage, and great indoor and outdoor living space! The spacious living room flows into the kitchen offering an abundance of cabinetry, plenty of counter space, and room to comfortably cook and gather. The main floor continues with nicely sized bedrooms and a beautifully updated full bath, combining the home's original character with a fresh, modern feel. Need additional living space? The lower level is partially finished, providing flexibility for a family room, recreation area, home office, exercise space, or hobbies, while still leaving plenty of room for laundry and storage. Outside, the large 22' x 16' patio feels surprisingly private and creates a great place for outdoor dining, grilling, gardening or simply relaxing. The attached 22' x 22' two-car garage adds everyday convenience along with additional storage space. Additional features include high-efficiency gas forced-air heat, central air, and all appliances, including the washer and dryer, staying with the home. With all-brick construction, original hardwood floors, an updated bath, partially finished lower level, attached two-car garage, and a private-feeling patio, this classic ranch offers solid features, comfortable living space, and plenty of possibilities to make it your own.

1364 Empire Court, Freeport

$234,900

3 Beds ⋅ 3 Baths ⋅ 12775165 MLS ⋅ NEW Status

Welcome home to this spacious and move-in-ready ranch in Freeport! Offering 5 bedrooms and 3 full bathrooms, this home provides plenty of space with a functional layout and comfortable living areas throughout. The main level features a welcoming living space with a cozy gas fireplace and a primary bedroom complete with its own private full bathroom. The finished basement adds even more living space with a large rec room that's perfect for entertaining, relaxing, or creating a home theater or game room. You'll also find 2 additional bedrooms and a full bathroom in the lower level, making it a great setup for guests, older children, or extended family. Outside, enjoy a peaceful backyard that's ready for summer evenings, cookouts, or simply unwinding at the end of the day. A concrete driveway adds convenience and easy maintenance. With 5 bedrooms, 3 full bathrooms, a finished basement, and move-in-ready condition, this ranch has the space and versatility you've been looking for!

508 Winchester Drive, Freeport

$164,900

3 Beds ⋅ 2 Baths ⋅ 12774678 MLS ⋅ NEW Status

A DIAMOND IN THE ROUGH! Bring your vision and transform this charming corner-lot home into something truly special. This 3-bedroom, 1.5-bath home offers approximately 2,000 sq ft, a classic brick exterior, beautifully maintained hardwood floors, a welcoming family room, a cozy fireplace, and a bright 3-season sunroom perfect for enjoying the seasons. The home also features additional finished space in the lower level, a 2-car garage, and a spacious lot. Conveniently located near schools, parks, shopping, and everyday amenities, this home offers plenty of potential for the buyer ready to add their personal touch. Agents, bring your buyers with vision! This is an opportunity to create something special and make this home your own. Property is being sold AS IS.

1351 W Lincoln Boulevard, Freeport

$99,000

4 Beds ⋅ 2 Baths ⋅ 12768141 MLS ⋅ NEW Status

Welcome home to this charming four-bedroom, two-bathroom residence that perfectly blends classic character with everyday comfort. Enter and discover a thoughtfully designed layout that gives everyone room to breathe with generousliving areas. The kitchen is ready to inspire your culinary creativity - or at the very least, your appreciation for convenience. With ample counter space and storage. Two full bathrooms ensure morning routines run smoothly, even on the busiest of days. The upper level features a spacious primary bedroom that serves as a peaceful retreat, while three additional bedrooms offer flexible possibilities for guests, a home office, or that hobby room you have always dreamed about. Each space carries its own unique charm and potential. This is more than a house - it is a place where memories are waiting to be made. Schedule your private showing today!

317 N Grove Avenue, Freeport

$179,900

4 Beds ⋅ 2 Baths ⋅ 12769238 MLS ⋅ ACTIVE Status

Discover a bright, versatile bi-level designed for comfortable everyday living. Skylights fill the spacious living room with natural light, while a fireplace adds warmth and a patio door leads to the multilevel deck and fenced backyard. The kitchen features stainless steel appliances, a center island, and a generous dining area with another patio door for easy outdoor access. The primary bedroom includes a private bathroom with a whirlpool tub and separate shower. A second bedroom offers a walk-in closet and access to the main-floor laundry, while the hall bathroom serves the remaining bedrooms. The lower level expands the possibilities with a large family room, fourth bedroom, and entry to the two-car tandem garage. Outside, enjoy the above-ground pool with a new pump, filter, sand, and ladder, plus a swing set and shed.

2105 W Bedford Road, Freeport

$250,000

3 Beds ⋅ 2 Baths ⋅ 12759906 MLS ⋅ ACTIVE Status

Timeless character, beautiful architectural details, and an abundance of space come together in this impressive home! A large covered front porch welcomes you into an impressive open entry showcasing a gorgeous curved staircase and hardwood floors that continue throughout much of the home. The spacious living room features a beautiful arched opening, wood-burning fireplace, and access to a four-season room that opens to the backyard deck. The formal dining room is filled with character, featuring curved French doors, built-in cabinetry, and convenient access to the kitchen. The bright kitchen offers updated appliances, plenty of workspace, and a functional layout. A unique double-entry half bath completes the main level. Upstairs, you'll find additional built-in storage, generously sized bedrooms, and a versatile bonus room adjoining two of the bedrooms-perfect for a private office, playroom, dressing room, or oversized walk-in closet. The full bath features both a tub and separate shower along with built-in cabinetry. The oversized primary bedroom is a standout with three closets and French doors opening to the potential for an upper-level balcony overlooking the backyard. The basement provides even more possibilities with one finished room, while outside you'll enjoy a large yard, fenced backyard, deck, and a nice-sized one-stall garage. Beautiful architectural details, spacious rooms, flexible living spaces, and a wonderful location make this a home you won't want to miss!

1569 W Stephenson Street, Freeport

$120,000

3 Beds ⋅ 2 Baths ⋅ 12762918 MLS ⋅ ACTIVE Status

PACKAGE DEAL ( SEE BROKER REMARKS) 1002 S. OAK AVE. & 205 W. JOHN ST. - DUPLEX on a Corner Lot Tenant pays Gas and Electric utilities. Updates in Nov & Dec 2021 - New Kitchen in Main Floor, Electric Updated, Furnaces serviced, Some More New Windows & Both water heaters New 9/2021. Steel Roof.

1002 Oak Avenue, Freeport

$70,000

2 Beds ⋅ 1 Baths ⋅ 12762859 MLS ⋅ ACTIVE Status

PACKAGE DEAL (SEE BROKER REMARKS) Perfect starter home!! Home features 2 bedroom with loft, updated bathroom, Large kitchen with table space, Stainless appliances, extra large carpeted living room, enclosed carpeted front porch, full basement and yard perfect for entertaining and family. Don't let this one get away.

219 W John Street, Freeport

$225,000

4 Beds ⋅ 2 Baths ⋅ 12762943 MLS ⋅ ACTIVE Status

PACKAGE DEAL ( SEE BROKER REMARKS) 4 Bedroom with updated windows, roof, stared bathroom, kitchen, electrical, new drywall sanded waiting to be finished. Deep basement. Bring this to the finish line.

1303 S Oak Avenue, Freeport

$80,000

4 Beds ⋅ 1 Baths ⋅ 12758313 MLS ⋅ ACTIVE Status

Updated with more space and flexibility than you might expect! Step through the enclosed front porch into a welcoming dining area with breakfast bar that connects to the kitchen, creating a comfortable space for everyday meals and gatherings. The main floor offers a large living room, bedroom, and full bath, plus an additional smaller room ideal for a home office, nursery, dressing room, hobby space, or guest room giving you valuable options for today's lifestyle. Upstairs you'll find two additional bedrooms with large closets, providing separation and flexibility for family, guests, or additional work-from-home space. Outside, enjoy the backyard along with an oversized 16' x 22' detached garage, offering room for parking plus additional storage, tools, lawn equipment, or workshop space. Whether you're looking for main-floor living options, three bedrooms plus flexible bonus space, a home office, or extra garage storage, this home offers an efficient layout with plenty of possibilities. Updates include roof 2026, Hi efficient furnace 2017, central air 2017, and water heater 2013.

714 S Walnut Avenue, Freeport

$85,000

3 Beds ⋅ 2 Baths ⋅ 12757762 MLS ⋅ ACTIVE Status

Spacious and versatile, this 3-bedroom, 2-bathroom home offers a comfortable layout with plenty of room for everyday living. Step into the large living room featuring a picture window that brings in plenty of natural light. The formal dining room sits adjacent to the kitchen, which offers ample cabinetry and storage. A back addition provides flexible space with convenient access to the backyard. The main level also includes a convenient full bathroom and an office area with a closet that leads to the upstairs. Upstairs, you'll find three spacious bedrooms, another full bathroom, and additional storage. Outside, enjoy the fenced-in yard and two-stall detached garage. Conveniently located near shopping, everyday amenities, and easy highway access. More pictures coming soon.

521 E Pleasant Street, Freeport

$200,000

5 Beds ⋅ 2 Baths ⋅ 12753376 MLS ⋅ ACTIVE Status

Over 3,000 square feet with three finished levels of living space, abundant storage, a basement workshop, and a huge garage, space truly abounds while character shines throughout! From the open staircase to the oversized living room, this home offers the kind of room sizes and flexibility that are hard to find. The main living area provides space for a traditional living room, dining area, and sitting area, plus access to the enclosed porch for even more everyday living space. The spacious kitchen features a breakfast bar, dining area, and doors leading to both decks, approximately 14' x 12' and 12' x 10', creating easy indoor-outdoor flow for grilling, dining, or relaxing. A large main-floor bedroom adds valuable flexibility and even has access to a second staircase leading upstairs. Use it as a bedroom, guest room, home office, or whatever best fits your needs. A brand-new full bath completed in 2026 adds even more convenience to the main level. Upstairs you'll find four additional bedrooms and a second full bath. Bedroom 1 features an impressive 9' x 8' walk-in closet, while Bedroom 4 offers the convenience of laundry tucked into its own walk-in closet. And there's still another level! The spacious finished attic offers three separate usable areas plus a large storage room, ideal for bedrooms, a family room, game room, hobby space, office, exercise area, or a combination of uses. The basement continues the theme of flexibility with a dedicated workshop and plenty of additional storage. Major updates include fascia and gutters on the east side in 2026, ceiling fans in 2025, water softener in 2025, high-efficiency furnace in November 2023, garage roof in 2018 full tear off and re-sheeted, and house siding and roof in 2008 roof full tear off and re-sheeted, many windows replaced. every exterior wall has added insulation, attic has added insulation and the front porch ceiling added blown in insulation. Don't overlook the garage, approximately 22' x 28' with additional off-alley parking for approximately three more vehicles. With over 3,000 square feet, five-six bedrooms, three finished living levels, two staircases, multiple outdoor spaces, a workshop, oversized garage, and storage seemingly everywhere, this is a home that gives you room to live, work, create, entertain, and grow.

1227 W Stephenson Street, Freeport

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.