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$259,900
4 Beds 4 Baths 12730404 MLS CONTINGENT Status
Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood and laminate flooring, updated lighting, and loads of windows that fill both units with natural light. The first-floor unit offers three bedrooms, a white cabinet kitchen complete with updated appliances, large living room and an updated full bath and half bath. The second-floor unit features one bedroom, large living room, nicely sized kitchen and updated bathrooms - one full and one half. Additional features include separate utilities for each unit, washer and dryer hookups in the basement (currently only the 1st floor unit has access to the basement), and a low-maintenance setup where tenants pay all utilities and are responsible for lawn care. Whether you're looking to live in one unit or expand your investment portfolio with a true turn-key property, this is an exceptional opportunity. Conveniently located just minutes from historic Downtown Woodstock Square, shopping, restaurants, schools, parks, and commuter routes. Don't miss your chance to own a versatile income-producing property in one of Woodstock's most desirable locations! Newer price gives you the opportunity to make exterior updates, if needed. Priced to sell!

731 N Madison Street, Woodstock

$350,000
4 Beds 2 Baths 12671972 MLS CLOSED Status
Immaculate and well maintained up and down duplex. Located on a quiet cul-de-sac walking distance from the Square and Metra and amenities. Each unit has it's own private garage. Separate decks. Upstairs unit has an extra space that could be used for a small office or storage. Both layouts are the same. The property is graced with many recent improvements such as roof '19, battery backup for sump '26, washers and dryers '20, water heaters '26 and '22, paint, '25, AC '21 and '22, windows '14. garage doors '14. Furnaces '03 and '06, (though older, these units have been serviced yearly and have plenty of life left). The basement is unfinished but has been used as a workout space in the past by both tenants. There is a lockable 8 x 10 room for owner maintenance equipment) Both units are rented and have always had to turn people away. Current owner has owned the building since 1986 and pride of ownership shows.

855-857 Rhodes Street, Woodstock

$325,000
6 Beds 2 Baths 12668234 MLS CLOSED Status
Excellent investment opportunity or owner-occupant property! This side-by-side duplex features two spacious 3-bedroom units, each offering comfortable living space and practical layouts. Both units have been updated with newer laminate flooring. Each unit has 3 bedrooms and a full bath upstairs. The lower levels include large combined living and dining space, kitchen and laundry room with sink. The walkout lower levels also offer additional flexibility and direct access to separate, fenced backyards-perfect for outdoor enjoyment, pets, or entertaining. Conveniently located in Woodstock with easy access to shopping, dining, parks, and commuter routes. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this duplex is a fantastic opportunity. Rents could be increased. Long term tenants are at below market. Property currently assessed over $365,000. Taxes will be appealed and should be reduced for 2026.

1952-1954 Sheila Street, Woodstock

$401,500
4 Beds 2 Baths 12638428 MLS CLOSED Status
All brick 2-unit Duplex, with all utilities metered separately, has a concrete driveway, thermal pane windows, a very nice back yard fenced along the back and the roof was a complete tear off replaced with architectural shingles. Each unit has 2 bedrooms, a bath, plenty of closets, a closet pantry in the kitchen, and each has its own utility room with laundry hookups and a laundry sink, a spacious attached garage, and a concrete patio in back. There is 6 inch block firewall between units. There are no association fees and tenants take care of lawn care and snow removal. Long term tenants reside in each unit, one as long as 24 years! Close distance to shopping, restaurants, and plenty of activities including at the Historic Woodstock Square, library and parks plus there is nearby access to the Metra train.

860-868 Carol Avenue, Woodstock

$260,000
4 Beds 2 Baths 12554288 MLS CLOSED Status
Very well maintained income producing 2-unit property just a few blocks from the Historical Woodstock Square, close to dining, shopping and the Metra. Each unit has 2 Bedrooms and 1 Bath, separate utilities paid by tenants, including water, gas, electric, garbage service, plus both units have access to basement with separate laundry hookups, separate furnaces, water heaters and electric panels. Tenants take care of lot mowing and snow removal. Each unit has 2 separate private entrances, 2 parking spaces, and use of a private porch area. Smoke & carbon monoxide detectors are in each unit and window blinds are included. Several updates include upgraded electric service, newer doors and flooring, and some new appliances. Roof was a complete tearoff approximately 13 years ago; driveway has been seal coated by owners. One unit approx 1,334 sq.ft.; 2d unit approx. 947 sq. ft. A long term tenant resides who will be vacating before the end of May, 2026. Recently vacated 2nd unit has recently had several repairs and improvements including fresh paint. The building has minimum maintenance and the yearly expenses are taxes and insurance.

726 S Jefferson Street, Woodstock

$173,000
2 Beds 2 Baths 12518821 MLS CLOSED Status
Discover the perfect opportunity for both new and seasoned investors with this well-maintained, income-producing 2-unit property just a short walk from the lovely Woodstock Square. Compact in size but big on value, this rare 2-unit property offers reliable rental potential with minimal upkeep required. Each unit features a practical, efficient layout with bright living spaces, updated flooring, and move-in-ready finishes. Tenants will appreciate the comfort and convenience, while owners benefit from low operating costs and strong rental demand. The property includes parking and a garage for each unit, a tidy backyard, and enough recent updates ensure hassle-free ownership from day one. Whether you're looking to expand your portfolio or start your investment journey, this turnkey property is ready to deliver consistent returns.

139 E Todd Avenue, Woodstock

$385,000
4 Beds 4 Baths 12498169 MLS CLOSED Status
Fantastic Duplex Near Historic Woodstock Square! Don't miss this rare opportunity to own a solid, well-maintained duplex built in 1982, just minutes from downtown Woodstock and the Metra station. Each side features a spacious primary bedroom with a private full bath, a second bedroom, and an additional full hall bath. Full basements in both units include laundry hookups and offer excellent potential for finishing or storage. Situated on over a quarter-acre lot, the property also includes a large storage shed and private balconies for residents to relax and enjoy this great location. Both units are currently rented month-to-month at below-market rates-offering room for increased income. Perfect for an investor, owner-occupant, or multi-generational living. Live in one side and rent the other, or add this gem to your portfolio today!

920 Pleasant Street, Woodstock

$380,000
6 Beds 2 Baths 12423045 MLS CLOSED Status
Side by side 2 flat in a good south side location only a few blocks to schools, the Square, shops, dining, theater and train station. Each side has living room and dining room with newer laminate flooring. Kitchen with pantry closet, oven, refrigerator and dishwasher. Each side has an enclosed porch at the front of the house. Upstairs there are 3 bedrooms and full bath. Each side has its own separate basement for storage and washer and dryer included. The 2 apartments have separate gas forced air heat and water heaters. The roof was replaced in 2017 and windows in 2021 (except enclosed porch). Tenants pay all utilities; gas, electric, sewer, water and garbage. Both apartments have patio and backyard space. One side is currently rented. One side is vacant. You can live in one side and have the other for income or bring in your own tenant and set your own rent. On site parking for 4 cars, 2 cars each apartment. Owner is licensed real estate agent.

415 Dean Street, Woodstock

$375,000
4 Beds 2 Baths 12394257 MLS CLOSED Status
Beautifully Renovated 2-Unit Investment Opportunity in Woodstock! This fully updated 2-unit building is a fantastic opportunity for investors or owner-occupants alike. Each unit offers 2 bedrooms and 1 bathroom with modern finishes throughout. Enjoy peace of mind with newer windows, fresh paint, updated lighting, and renovated kitchens and bathrooms. The larger unit is currently on a month-to-month lease-ideal if you're looking to live in one and rent out the other. Both units include their own washer and dryer, and each comes with an assigned parking spaces, plus a 2-car garage for additional storage or use. Unit 1 features a charming porch and deck, perfect for relaxing or entertaining. Unit 2 offers a spacious private balcony, creating a peaceful outdoor retreat. Both kitchens provide ample cabinet space and updated finishes. Located just minutes from the historic Woodstock Square, Metra station, and great shopping-this property is truly a smart, turn-key investment.

411 N Madison Street, Woodstock

$350,000
5 Beds 2 Baths 12378214 MLS CLOSED Status
Fully REFRESHED, this 2-unit building is located just blocks from the WOODSTOCK Square, making it an ideal INVESTMENT opportunity or perfect for owner occupants seeking additional rental INCOME. Unit 1 features 2 spacious bedrooms, a large living area, and in-unit washer and dryer. Unit 2 offers 3 bedrooms and also includes its own washer and dryer. BOTH units boast beautiful hardwood floors and an abundance of natural light! Outside, you'll find plenty of outdoor space. Recent upgrades include NEW siding, NEW windows, and a complete interior REFRESH, offering modern comfort with classic charm. Don't miss your chance to own this move in ready property in the HEART of Woodstock, just minutes from shopping, dining, and the Metra Train.

721 Dean Street, Woodstock

$360,000
4 Beds 2 Baths 12315248 MLS CLOSED Status
INVESTMENT PROPERTY THREE blocks from Downtown Woodstock!! This charming duplex offers two side-by-side units with distinctive features: one updated with modern finishes, the other showcasing classic wood trim. Both units feature spacious living, dining, and kitchen areas on the first floor, with two bedrooms and a full bath upstairs. Each unit includes a basement, split front porches, and a brand new back deck leading to private brand new parking lot. Perfect for owner-occupancy with rental income potential, utilities are separately metered. Located just three blocks from Historic Woodstock Square, near Metra, schools, and local amenities. There aren't many like this one, don't miss this opportunity! This property is a potential 8 cap investment once fully rented.

321-323 Hayward Street, Woodstock

$400,000
6 Beds 4 Baths 12282536 MLS CLOSED Status
ALL BRICK RANCH Duplex for Sale! Each unit has 3 bedrooms and one full bath, sliding glass doors off the kitchen eating area to small deck plus one car garage with opener and unfinished basement with additional completed full bath. Each unit has updated kitchen and main floor bath. All flooring replaced with luxury vinyl. All new or newer stainless steel appliances including dishwasher, gas stove, refrigerator and built-in microwave and double bin stainless steel sink. Furnace, A/C and hot Water Heater in 722 replaced approximately 2 years ago. Furnace and A/C replaced in 724 in 2024. Unit 724 has fenced yard. Washer and Dryer in each unit are as-is but believed to be in working condition. Garage Heater does not work. All separate utilities. 2460 Total Square Footage. Property being sold as-is.

722-724 Washington Street, Woodstock

$320,000
4 Beds 2 Baths 12188173 MLS CLOSED Status
This RANCH DUPLEX property at 612-614 St. Johns Road offers a unique investment opportunity with excellent rental income in a serene, tree-lined neighborhood. With its classic ranch style, the building boasts a traditional architectural style featuring a stone facade on the front, vinyl siding, a newer roof, newer shutters, some replaced windows, newer front and back doors, and new exterior lighting. Unit 612 underwent a complete rehab in 2018, giving it a fresh feel. This unit features laminate flooring throughout, paired with bright white appliances and oak cabinetry in the kitchen, creating a warm and inviting atmosphere. The bathroom was updated with a new tub surround, decorative mirror, and new lighting fixtures, adding a clean look. Additionally, the unit was just freshly painted in March of 2024, giving it a move-in-ready feel for these tenants who have a lease through May of 2025. Two of the standout features of Unit 612 are the oversized 2.5-car garage, offering not only ample parking space but also built-in storage shelves and attic access, providing excellent storage solutions, and a stackable washer/dryer allowing tenants the convenience of doing laundry at home. Unit 614 was similarly updated in 2015, offering laminate flooring throughout the main living spaces and ceramic tile in the bathroom and laundry area. This unit also features a convenient stackable washer and dryer, enhancing its practicality for the tenants. The kitchen was modernized by replacing the sink, faucet, oak cabinetry, white appliances, and updated lighting, providing a clean and functional space for cooking. This tenant's lease auto-renewed through 7/2025. Both units are spacious and filled with natural light, offering comfortable living spaces ideal for tenants. The interiors are thoughtfully laid out, with large living rooms, and generously sized bedrooms with plenty of storage space in the walk-in-like bedroom closets. The living rooms are cozy yet expansive, perfect for relaxation or entertaining. Outside, the property features a front yard for the front unit, a partially fenced backyard ideal for pets, and a concrete patio for outdoor dining. There are two designated parking spots for the back unit. Located in a convenient neighborhood, this duplex is close to schools, parks, shopping, and dining on the Woodstock Square, and the Metra train station, making it ideal for families or commuters. Whether you're an investor looking for a property with high rental income or a buyer seeking your own home with rental income, this property provides a great return on your investment. These units have their own meters, and the tenants are responsible for their own water, sewer, garbage, gas & electric bills. PROPERTY IS BEING SOLD "AS IS"!

612-614 St. Johns Road, Woodstock

$335,000
5 Beds 4 Baths 12161487 MLS CLOSED Status
**Multiple Offers Received. Highest and Best Offers are requested by 9am, Wednesday, Sept. 18.** Perfect investment opportunity for homeowners and investors alike! As a live-in owner use the supplemental rental income to reduce expenses and build equity faster! Or rent all four units for a larger income stream! The largest of the units features is a walk-out to the private concrete patio with its charming pergola. It has an interesting configuration with courtyard that allows private access to an office, workshop and the attached garage. Other rental units include a studio, a one bedroom, and another two bedroom unit. Three of the units are one level with the two bedroom being on the second floor. Each unit has laundry set-up except the studio. Two driveways provide plenty of on-site parking and there is a detached one car garage. Rents are below market and each tenant pays their separately metered electric and gas. All of this in a favorite neighborhood of many is an easy walk to downtown Woodstock's events, dining, shopping and the Metra. This is an as-is sale.

122 Fremont Street, Woodstock

$200,000
4 Beds 2 Baths 12161662 MLS CLOSED Status
Fantastic location for this two-unit investment property! So close to downtown Woodstock's events, dining, shopping and the Metra. Let others build equity for you and keep both units rented or live in one and rent the other to help redcue your expenses and build equity faster! The main home features a large kitchen/eat-in area providing space for all to gather. The living room opens to a dining room and there are two upstairs bedrooms. A room off the kitchen would make a nice separate office or could be another bedroom. There is a partially finished basement with laundry hook-up and exterior access. The quaint cottage house includes a living room, bedroom and an eat-in kitchen. Long term tenants are Month-To-Month. Rents are below market and each tenant pays their own utilities. This is an as-is sale.

303 Fremont Street, Woodstock



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