Quick Chicago IL MLS Search

Browse All Chicago IL Historical Properties for Sale

$605,900
3 Beds 3 Baths 12751212 MLS ACTIVE Status
Quintessential ALL-BRICK RANCH in the desirable Witwickis Glen Eden subdivision, offering a rare combination of a spacious suburban-style setting and convenient access to Chicago. Located within the Chicago city limits, this 5-bedroom, 2.5-bath home features a versatile IN-LAW ARRANGEMENT in the finished lower level, perfect for extended family, multigenerational living, guests, or additional private living space. A standout feature is the RARE 4+ CAR HEATED GARAGE, offering exceptional flexibility for anyone who needs abundant parking, storage, and workspace. The oversized lot, circular driveway, and additional garage capacity provide plenty of room for vehicles and equipment. A GARAGE PARTY DOOR opens directly to the deck, making entertaining and outdoor gatherings easy. Major updates provide peace of mind, including a NEW ROOF (2020), FURNACE & A/C (2023), HOT WATER HEATER (2019), GUTTERS (2011), and BRAND-NEW GARAGE DOOR (2025). The spacious floor plan offers the flexibility today's buyers are looking for, with room for a large household, extended family, or those who need dedicated space for work, hobbies, or guests. The finished lower level and in-law arrangement add valuable versatility and functionality. LOCATION, LOCATION, LOCATION! Conveniently situated near major expressways for an easy commute to DOWNTOWN CHICAGO, O'HARE INTERNATIONAL AIRPORT, and surrounding suburbs. An ideal location for Chicago Police, Chicago Fire, city and municipal employees, healthcare professionals, tradespeople, and commuters who want convenient access to the city while enjoying a spacious home with a suburban feel. Close to shopping, dining, parks, public transportation, and highly regarded schools. If you're looking for a SOLID BRICK RANCH with two more potential bedrooms in LL, an IN-LAW ARRANGEMENT, oversized lot, circular driveway, and a HARD-TO-FIND 4+ CAR HEATED GARAGE, this unique Chicago property deserves a closer look. A rare opportunity to enjoy SPACE, STORAGE, PARKING, and FLEXIBILITY-all within the Chicago city limits!

8231 W Berwyn Avenue, Chicago

$390,000
7 Beds 2 Baths 12748759 MLS CONTINGENT Status
With its red brick facade and architectural cornice detailing, this classic Chicago two-flat has the character that makes these buildings so timeless. With one residence ready for its next chapter and another already generating income, it also offers the kind of flexibility that makes multi-unit ownership so appealing. Rehabbed in 2019, the property offers 7 bedrooms across two spacious residences, with hardwood floors, updated kitchens and baths, generous living spaces, and separate gas forced-air heat. The vacant first-floor residence features 3 bedrooms and 1 bath with separate living and dining rooms, a spacious kitchen, covered rear deck, and access to the full, partially finished basement. Upstairs, the 4-bedroom, 1-bath residence offers an expansive living and dining space and is currently leased, with the tenant paying gas, electric, and heat. Two off-alley parking spaces add everyday function and value. Ideally situated just blocks from Garfield Park and the Conservatory, with convenient access to public transportation and downtown. With the second floor already generating rental income, the next owner has the freedom to move right in and house hack or select their own tenant for the first floor and operate the property as an investment. This property can be purchased as a package with nearby buildings 5315 W Monroe (MLS#12748904); 4319 W Jackson (MLS#12749441) or purchased separately. MULTIPLE OFFERS RECEIVED - Highest & best Due by Tuesday 9/8 at 2PM

3344 W Fulton Boulevard, Chicago

$1,299,000
12751171 MLS ACTIVE Status
7.5 CAP Acquire Performance The stewards behind this offering did not accumulate a portfolio. They built one. Forty-five years in high-quality branded development and management, and since 2007 a deliberate curation of the Bronzeville Collection, each asset acquired for what it could become and held to a standard that rarely survives contact with a spreadsheet. Intelligent design. Renovations engineered for longevity rather than the next appraisal producing the metrics that matter most quietly: high renewal, low delinquency, and residents' retention. Welcome to 4745-47 S St Lawrence, a stately center entrance side-by-side masonry & stone walk-up with voluptuous bays, artist inspired ornamental fencing, botanical garden park like setting with app controlled underground irrigation system commanding 40 feet of frontage on one of Bronzeville's lovely canopied residential streets. Six residential units, symmetrically composed, three blocks east of the 47th Street Green Line and set squarely inside the 47th Street cultural corridor: the Harold Washington Cultural Center, Gallery Guichard, the landmark Forum, and Bronzeville's renaissance of restaurants, galleries and wine rooms, all walking distance. Expansive 2- and 3-bedroom floorplans deliver the generous, light-filled proportions flow & finish that define the Collection. Premium Millwork, Professional Grade Kitchens, Stainless Steel Appliances, Quartz countertops, Full Backsplash, Under Cabinet Lighting, Formal Dining Rooms Custom Closet Organizers, Window Treatments, Dimmer Switches, Washer Dryer in Units, Individual HVAC, Central Air, Oversized rear decks extend the living space outdoors and give every unit genuine private air. A 40 x 128.54 lot supports exterior parking for up to 6 cars (currently set up as 5) plus 2 full unfinished basements for future expansion as ADU or duplex. Extensive CAP X improvements, market rate tenants Gross Income $159,936. NOI $97,428.12. 7.5 CAP. Stabilized, turnkey, and performing on day one. 48 hours' notice M-F

4745 S St. Lawrence Avenue, Chicago

$519,900
4 Beds 2 Baths 12502670 MLS ACTIVE Status
Situated in one of Beverly's high demand neighborhoods on prestigous Longwood Drive sits this turn-of-the-century Folk Victorian on an oversized corner lot. It affords a distinctive blend of architectural Queen Anne spindlework, decorative gable trim not to be outdone by the gingerbread geometric lattice fretwork. The character, natural light, and thoughtful updates creates a timeless story. The rebuilt front porch, leaded-glass window and gracious 10-foot ceilings reflect the craftsmanship and elegance of the era. The main-level family room is a memorable gathering space featuring cathedral ceilings, two skylights with a Vermont cast-iron gas fireplace, while additional period details throughout the home create a sense of history and authenticity. A separate wood-burning fireplace adds warmth and ambiance in the living room not to be outdone by the dining room with built-ins. The skylit attic presents an opportunity for future expansion. Outside the landscaped front lot offers a private cottage-garden setting with mature fruit trees, perennial flowers, and ornamental grasses. A fenced yard affords privacy with covered back porch provides a inviting space for quiet mornings, entertaining and enjoying the upcoming changing autumn leaves. It's conveniently located within walking distance of the Metra, parks and schools. This home perfectly captures the appeal of Beverly's tree-lined streets, historic architecture coupled with a strong sense of community. A commuter's dream with convenient access to downtown Chicago. A most gracious home with room to shape its next chapter for it's new owners.

9801 S Longwood Drive, Chicago

$329,900
3 Beds 2 Baths 12750428 MLS ACTIVE Status
Some homes are renovated. Others are reimagined. Welcome to 10933 S. Eggleston. From the moment you arrive, you'll be welcomed by beautifully landscaped grounds, timeless brick curb appeal, and a home that immediately invites you in. Step through the front door and discover a space where thoughtful design, quality craftsmanship, and modern finishes come together effortlessly. The soaring vaulted ceilings create an impressive first impression, while rich hardwood floors, abundant natural light, and beautifully crafted custom stair rails add warmth, character, and elegance throughout the main level. At the heart of the home is a beautifully designed kitchen that was made for both everyday living and effortless entertaining. Complete with custom white shaker cabinetry, quartz countertops, a designer tile backsplash, sleek black fixtures, and a full suite of stainless steel appliances, this space offers the perfect blend of style and functionality. Designed with comfort in mind, the home features 4 spacious bedrooms that provide room for everyone to unwind, along with 2 beautifully renovated bathrooms showcasing designer finishes and timeless style. The finished basement offers even more space to make your own. Whether you envision a family room, media room, playroom, home office, or fitness area, the possibilities are endless. A separate utility room with laundry hookups keeps everyday tasks organized while maximizing your living space. Step outside to enjoy the beautiful backyard, complete with a private driveway and a 2-car detached garage, offering convenience and plenty of room for parking and storage. Central air conditioning provides year-round comfort, making this home as practical as it is beautiful. Every detail of this home has been thoughtfully selected to create a space that feels warm, welcoming, and ready for its next chapter. It's more than a renovation-it's a place where memories will be made, milestones will be celebrated, and you'll truly love coming home. Come see what makes this home so special. One visit, and you'll understand why this one feels different. SCHEDULE YOUR PRIVATE TOUR TODAY!

10933 S Eggleston Avenue, Chicago

$448,168
2 Beds 2 Baths 12674651 MLS CONTINGENT Status
Timeless architecture meets sophisticated modern luxury in this beautifully proportioned East Lakeview Co-Op residence. Gracious rooms, barrel and beamed ceilings, rich architectural details and abundant natural light create an elegant yet comfortable home with exceptional character. Enter into the welcoming foyer leading to a gracious living room anchored by a stunning fireplace- an inviting setting for both everyday living and entertaining. The Chef's Kitchen has been thoughtfully designed to include upscale finishes (marble flooring, Soapstone countertops, tin ceiling) and premium appliances (Wolf,Sub-Zero, Bosch) that enhance both day-to-day and more grand dining preparation experiences. Enjoy your morning coffee at the breakfast bar or in the charming eating nook. The two bedrooms are spacious and inviting.One features a dramatic barreled and beamed ceiling and walk-in closet designed by California Closets. A Sitting Room is adjacent to this bedroom and features beautiful original stained glass window panes that were restored. Two beautifully updated baths offer walk-in showers. There is a shared deck off the kitchen.Vibrant "walk-to-everything" location.Steps to lakefront with golf course, tennis courts and bike paths, etc. Enjoy the many shops, restaurants, nightlife, grocery stores the neighborhood has to offer! Short walk to Red-Line El stop and WRIGLEY FIELD. Express Bus to Downtown at corner! An extraordinary home rich in character, craftsmanship and style-truly one of a kind. Monthy Assessment of $886 includes $451 HOA and $415 for Real Estate Taxes.

609 W Addison Street Unit #2, Chicago

$575,000
5 Beds 4 Baths 12750474 MLS ACTIVE Status
Prime Chicago Location. Spectacular 5BR, 3.1BA Brick English style home nestled on a quiet tree-lined street in North Mayfair. Offering three levels of living space with baths on all levels. This home has been lovingly cared for by just one family for the last 80 yrs. This residence offers generously sized bedrooms with 2 bedrooms on the main level and 2 upstairs-along with three full bathrooms. The first-floor features include a living room with wood floors, classic dining room, nice size kitchen with plenty of cabinet space and room for a table. 2 main floor bedrooms plus an additional tandem room perfect for home office or 5th bedroom plus a full bath complete the 1st floor. The recently partially dormered second level features 2 more bedrooms and 2 full baths, including a generous primary suite with ensuite bathroom with ample closets. Modern bathroom fixtures with wall hung toilets offers a sleek design and easy to clean floors. New dedicated GFA Carrier furnace and central air on 2nd floor. Stairwell from 1st to 2nd floor has a separate rear entry. The full basement partially finished with half bath, rec room and laundry room with 2 washer/dryers and utility sink. Ample storage. Outside, enjoy a private fenced backyard and a detached two-car brick garage with an extended covered patio area ideal for relaxing or entertaining. Located just steps from Gompers Park with its pool, playgrounds, sports courts, and scenic trails connecting to LaBagh Woods and Forest Glen Woods. Close to Palmer Elementary, shopping, dining, public transit, and I90/94 expressways. One of Chicago's most desirable neighborhoods. Seller is a licensed real estate broker in IL

5012 N Tripp Avenue, Chicago

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.

Chicago Historical Real Estate

Our website features the best real estate search for historical properties available in Chicago and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!