Browse All Chicago IL Historical Properties for Sale

3 Beds ⋅ 2 Baths ⋅ 12757619 MLS ⋅ NEW Status

New City welcomes you. This home borders the edge of CanneryVille / Bridgeport communities. A large Brick Ranch Home which sits on an oversized lot 6,250 square feet. Interior features main level: 3 bedrooms, 1 full bathroom, sun-filled natural lighting adorns the eat-in kitchen & dining room, spacious living room, full finished lower level with a kitchen, laundry space and full bathroom. There is enough space in the lower level to add two additional bedrooms if you so desire. The rear and side yard are huge with a large concrete patio for entertaining. The 2 and a half Car Garage is really big and fits two large vehicles and still room left over for a motorcycle / lawn maintenance equipment / storage etc.... if this was not enough there is a carport at the side for 2 more vehicles.

847 W 50Th Street, Chicago

$599,000

3 Beds ⋅ 4 Baths ⋅ 12757669 MLS ⋅ NEW Status

4135 S Wallace Street, Chicago

$480,000

3 Beds ⋅ 2 Baths ⋅ 12757591 MLS ⋅ NEW Status

852 N Trumbull Avenue, Chicago

$350,000

3 Beds ⋅ 2 Baths ⋅ 12757156 MLS ⋅ NEW Status ⋅ Ellington Place BLDG.

Welcome to Ellington Place! This immaculately maintained spacious 3 Bed - 2 Full Bath condo offers a unique contemporary layout overlooking a beautiful gated courtyard on a quiet residential street. As the second-largest unit in the entire Ellington Place community, this home delivers an impressive combination of space, comfort, and convenience. Step inside to warm hardwood floors and an inviting living area highlighted by a cozy fireplace and access to your private balcony-perfect for relaxing or enjoying fresh air at home. The kitchen features 42-inch maple cabinetry, granite countertops, and stainless steel appliances, providing plenty of storage and workspace for everyday living and entertaining. The spacious primary suite includes a large walk-in closet, while the home's thoughtful layout provides comfortable separation between living and sleeping areas. Additional conveniences include in-unit laundry, individual heating and air conditioning, and secured gated parking included with the rental. With generous living space, a private balcony, gated courtyard setting, and included parking, this Ellington Place residence offers a rare opportunity to enjoy space, privacy, and convenience in one distinctive Chicago home.

1021 E 46Th Street Unit #2N, Chicago

$425,000

2 Beds ⋅ 1 Baths ⋅ 12756849 MLS ⋅ NEW Status

Steps from Margate Park and Puptown dog park, with Montrose Beach nearby, this bright two-bedroom, one-bath condo offers approximately 1,250 square feet on the second floor of a six-unit brick building on tree-lined Gunnison Street. Southern and eastern light, hardwood floors, and custom woodwork complement a spacious living room with a wood-burning fireplace and built-in shelving. A separate formal dining room and an exposed-brick sunroom with wraparound windows offer space to entertain, unwind, or work from home. The updated eat-in kitchen features quartz countertops, light cabinetry with a warm, subtle tone and brass hardware, stainless steel appliances installed in 2021, breakfast-bar seating, and a large pantry. The primary bedroom includes extensive built-in closet storage. Central air conditioning, basement storage, free shared laundry, and a shared backyard with a table and grill complete the home. Mariano's, Target, Planet Fitness, neighborhood dining, the Lawrence Red Line station, and the nearby 146 express bus keep recreation and everyday essentials within easy reach-and the Aragon Ballroom and the Green Mill, two of Uptown's most iconic entertainment venues, are just a short stroll away.

832 W Gunnison Street Unit #2S, Chicago

$399,900

7 Beds ⋅ 3 Baths ⋅ 12752210 MLS ⋅ NEW Status

Great opportunity in Chicago's Back of the Yards neighborhood! This 2-unit property offers flexibility for both investors and owner-occupants. The first-floor unit features 3 bedrooms and 1 full bath and is currently tenant occupied, providing immediate rental income. The vacant second-floor unit also offers 3 bedrooms and 1 full bath, making it an excellent option to move in while collecting rent from the other unit or to lease out for additional income. The basement provides additional usable space with 1 bedroom, a living area, and 1 full bath. Property needs some TLC and updating, but offers plenty of potential for a buyer ready to bring their vision to life. Whether you're looking to expand your investment portfolio or take advantage of an owner-occupied opportunity, this property is worth a look. Schedule your showing today!

5219 S Peoria Street, Chicago

$325,000

2 Beds ⋅ 1 Baths ⋅ 12757575 MLS ⋅ NEW Status

Welcome to this stylish top-floor soft loft in the heart of highly sought-after Lincoln Square. This beautifully updated 2-bedroom, 1-bath vintage home blends timeless character with modern finishes, featuring hardwood floors, exposed brick, abundant natural light, and postcard-worthy neighborhood views. The thoughtfully designed floor plan offers split bedrooms for added privacy. The spacious primary bedroom enjoys desirable southern exposure, while elegant French doors open to a versatile second bedroom -perfect as a guest room, home office, or both. The bright, inviting living and dining areas provide an ideal space for relaxing or entertaining. The updated kitchen features 42" maple cabinetry, polished granite countertops, stainless steel appliances, a pantry, and direct access to a private rear deck-perfect for grilling, morning coffee, or enjoying the outdoors. Other excellent features include a large primary bathroom, central air conditioning, in-unit laundry, an oversized private storage closet, and a well-run HOA. Recent updates include a new refrigerator, washer, and dryer (all replaced within the last two years), a new bathroom vanity (2020), a refinished balcony (2020), and a new balcony countertop (2020). Located on a quiet, tree-lined street with easy street parking, this home is just blocks from everything Lincoln Square is known for, including award-winning restaurants, charming cafes, boutique shopping, the acclaimed Old Town School of Folk Music, Welles Park, and the CTA Brown Line at both Rockwell and Western stations. This is city living at its finest, combining vintage charm, modern updates, and an unbeatable location.

2609 W Gunnison Street Unit #3, Chicago

$655,900

3 Beds ⋅ 4 Baths ⋅ 12757296 MLS ⋅ NEW Status

Beautiful 4BR/4BA home on a tree-lined residential street in the Bateman Elementary district, and just steps from Horner Park! Features multiple living spaces, zoned HVAC, and an upper level with 2 private en-suite bedrooms. The spacious kitchen boasts 42" maple cabinets, granite counters, an island, and stainless steel appliances. Enjoy seamless indoor-outdoor living with a charming front porch, a rear deck off the kitchen, and a large backyard. Move-in ready!

4150 N Whipple Street, Chicago

$274,900

6 Beds ⋅ 3 Baths ⋅ 12710823 MLS ⋅ NEW Status

Value-add opportunity in the South Chicago neighborhood. This fully occupied legal two-unit building is ideal for investors, rehabbers, or owner-occupants looking to build equity. The first-floor unit features 3 bedrooms and 1 bath, while the second-floor unit offers 2 bedrooms and 1 bath. Situated on an oversized 37-foot-wide Chicago lot with a side driveway and detached 2-car garage, the property offers additional outdoor space and convenient off-street parking. Sold AS-IS. Conveniently located near the future Illinois Quantum & Microelectronics Park, with easy access to transportation, shopping, and neighborhood amenities.

8325 S Saginaw Avenue, Chicago

$549,900

4 Beds ⋅ 2 Baths ⋅ 12757629 MLS ⋅ NEW Status

Stunning Norwood Park expanded brick English, first time on market in 65 years, and in walk to Norwood Park Metra location!! Large sunny living room, updated eat-in kitchen with large picture window looking out to yard and 2 1/2 car garage with "French door"-party doors. Two large bedrooms on first floor with recently refinished hardwood floors. Two jumbo bedrooms on the second floor have original rare parquet flooring. Primary bedroom has Juliette balcony overlooking yard, lots of closets and full bath. All the "heavy lifting" has been done at this home: new furnace and central air-conditioning two years old, dishwasher four years old, washer and dryer three years old, roof, tuck-pointing, and new gutters seven years old, and new "gangway" sidewalk in between homes. Unusually large unfinished basement awaits your decorating and entertaining ideas. Flood control in place and updated electrical service. Some photos have been virtually staged while seller prepares to move.

6227 N Naper Avenue, Chicago

$515,000

12734954 MLS ⋅ NEW Status

Excellent investment opportunity in the heart of West Humboldt Park! This Mixed-use C1-1 zoned property offers a versatile configuration with TWO- 2 bedroom, 1 bath apartments, a 380 sqft storefront, a finished garden apartment with 2 bedrooms, 1.5 bathrooms, and an oversized 2 car garage with approximately 13-ft ceilings. The garage is equipped with gas, water, and its own electrical panel, offering exceptional flexibility for storage, business use, workshop space, or other possibilities. Each apartment features separate utilities, providing added convenience for owners and investors. The building is equipped with central heat, and the ability to add central AC. The C1-1 zoning opens the door to a variety of residential and commercial uses, making this a unique opportunity for an owner-user, investor, or entrepreneur looking to maximize the property's potential. Recent improvements include a NEW garage door (2024), MyQ smart garage door opener, NEWER gates, NEW front door, and NEW security camera system. Ideally located near public transportation, the 606 Trail, and neighborhood amenities. A rare opportunity to own a flexible mixed-use property in an area with exciting potential for future growth!

4229 W Division Street, Chicago

$399,999

3 Beds ⋅ 1 Baths ⋅ 12737411 MLS ⋅ NEW Status

Welcome to a well-loved classic Chicago bungalow that is located on a beautiful tree-lined street and on the market for the first time in decades. This lovely home has tons of natural sunlight and gives you the rare opportunity to own a classic property with lots of character, great space and the chance to make it your own. Inside you will find beautiful refinished hardwood floors throughout and a home that is freshly painted that gives a warm bright appearance. There are 3 bedrooms and 1 bathroom and the basement provides an additional bedroom along with valuable space that is ideal for storage, a rec room or home office. The home also has the space and some rough plumbing to create a second bathroom which can provide more functionality and add value. The enclosed porch adds even more usable space and provides versatility. Outside is a backyard with a concrete patio for entertaining, and no more looking for parking with the convenience and luxury of a 2.5 car garage. The location is very appealing with access to public transportation, the Blue Line, shopping, schools and a major expressway. Offered As Is in its present condition. Schedule your private showing today and experience this wonderful home for yourself.

4537 N Keystone Avenue, Chicago

$750,000

4 Beds ⋅ 3 Baths ⋅ 12757550 MLS ⋅ CONTINGENT Status

Timeless architectural character meets refined living in this stunning 4 bedroom, 2.1 bathroom Queen Anne home. From the moment you arrive lush professional landscaping creates incredible curb appeal, ornate woodwork, and a welcoming front porch. Inside, bright and versatile living spaces offer the perfect blend for daily comfort and effortless entertaining. the main level includes a formal dining room with built in's, a spacious living room, powder room, and eat in kitchen. Upstairs are four generous sized bedrooms including a sitting area and a walk in closet in the primary bedroom. Expand your living options with the partially finished lower level, and a full bathroom. Crafters, hobbyists, or DIY enthusiasts will fall in love with the workroom. Step outside into your private outdoor oasis with custom hardscaping, mature plantings that offer a peaceful sanctuary year round. This home offers historic charm and modern functionality.

5909 N East Circle Avenue, Chicago

$99,900

3 Beds ⋅ 2 Baths ⋅ 12757485 MLS ⋅ NEW Status

Great investment opportunity. Spacious 3-bedroom, 2-bath single-family home offering a functional floor plan with generous living space. The home features a formal living room, dining room and eat-in kitchen, providing plenty of room for everyday living and entertaining. Additional features include a full basement offering extra storage and potential, a nice-sized yard. A solid option for an owner-occupant, rehabber or investor looking for a property with value-add potential.

11527 S Parnell Avenue, Chicago

$875,000

8 Beds ⋅ 3 Baths ⋅ 12757504 MLS ⋅ NEW Status

Great brick 3 flat...great Norwood Park location. First and second floors are 3 bdrm 1 bath, unit G is 2 bdrm 1 bath. All above grade units have hardwood floors. First floor unit has remodeled kitchen and bath. The garden is remodeled too. Boilers and water heaters replaced in 2013. 3 car brick garage. Meticulously maintained.

6545 N Natoma Street, Chicago

$399,900

3 Beds ⋅ 3 Baths ⋅ 12757503 MLS ⋅ NEW Status

7719 S Rhodes Avenue, Chicago

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 12757167 MLS ⋅ NEW Status

Rarely available all-brick 2-unit building in an unbeatable Wicker Park location, just steps from Colectivo Coffee! Situated on a 24' x 120' lot, this property offers more than 1,300 SF per floor, vintage curb appeal, generous ceiling heights, excellent outdoor space, and a highly desirable layout. Zoned RT-4 and not located in a landmark district. The tenant occupied top-floor 2BD/1BA simplex features approximately 10' ceilings, beautiful parquet wood flooring, an exceptionally spacious living/dining area, covered private rear deck, and a massive bedroom easily accommodating a king-size bedroom set plus additional furnishings. Newer in-unit washer/dryer in a dedicated closet, tankless hot water, furnace, and central A/C. The 3BD + den/3BA duplex-down is ready for immediate occupancy and offers an impressive blend of vintage character and thoughtful updates. The upper level showcases exposed brick and timber details in the front living area, approximately 10' ceilings, and a dramatic skylight that floods the open-concept kitchen with natural light. The enormous kitchen offers an extraordinary amount of cabinetry and counter space, with beautiful granite countertops, plus a pantry closet. The oversized primary suite features abundant closet storage and a jetted tub, while the second full bath on this level also includes a jetted tub. Upper-level flooring has just been refinished. The newly finished lower level features quality new vinyl plank flooring, a laundry room with oversized side-by-side washer/dryer, a third full bathroom with steam shower and body sprays, and a versatile rear bonus room. The middle walk-through bedroom includes an enormous walk-in closet. A new comprehensive waterproofing system (drain tile and sump pump) was added when the owner created the duplex unit about a decade ago and the basement has been bone dry. Each unit has its own furnace, central A/C, and in-unit laundry. Incredible oversized backyard, extra-wide 2-car garage, and classic all-brick facade with serious vintage curb appeal. Despite being on a main road, street noise is remarkably well contained inside. An exceptional opportunity to own a distinctive Wicker Park 2-flat with strong owner-occupant and investment appeal, just approximately 100 feet north of Colectivo Coffee and surrounded by the neighborhood's renowned restaurants, shops, nightlife, and transportation.

1219 N Damen Avenue, Chicago

$410,000

2 Beds ⋅ 2 Baths ⋅ 12757494 MLS ⋅ NEW Status

1000 N Lake Shore Drive Unit #809, Chicago

$494,900

2 Beds ⋅ 2 Baths ⋅ 12757108 MLS ⋅ NEW Status

This beautiful and bright 2-bedroom, 2-bath loft offers nearly 1,500 square feet of stylish, open-concept living in the heart of the West Loop. Southern exposure fills the home with incredible natural light throughout the day, creating a warm and inviting feel throughout the expansive space. The showstopping 26' x 16' great room provides an incredible sense of space and is perfect for both everyday living and entertaining, featuring a fireplace, dedicated dining area, hardwood floors, soaring 12' concrete ceilings, and exposed brick. The open kitchen is anchored by a large island with Carrara quartz countertops and flows seamlessly into the main living space. The spacious primary suite features an oversized walk-in closet and ensuite bath with a double vanity, while both bedrooms are fully enclosed for added privacy. In-unit laundry completes the home. Haberdasher Square is a full-amenity building offering 24-hour door staff, a fitness center, basketball court, hospitality room, rooftop deck with grills, and additional storage. Assessments include all utilities except electric. It is a short walk to Randolph Street's Restaurant Row, Soho House, Whole Foods, Mariano's, H Mart, Target, the CTA Blue Line, Union Station, buses, and offers easy expressway access. Tandem parking is available for an additional $45,000 and is sold separately. A rare combination of space, character, natural light, and location in the heart of the West Loop!

728 W Jackson Boulevard Unit #712, Chicago

$350,000

3 Beds ⋅ 3 Baths ⋅ 12757438 MLS ⋅ NEW Status

Beautifully renovated and move-in ready 5-bedroom, 3-bathroom home offering exceptional space and versatility. The property features two kitchens, making it ideal for extended or multi-generational living. Enjoy updated finishes throughout, along with a spacious 2-car garage featuring durable epoxy flooring. Conveniently located just minutes from Indiana and Downtown Chicago, providing easy access to major transportation, shopping, dining, and entertainment. Nothing to do but move in and enjoy!

9528 S Manistee Avenue, Chicago

$1,396,000

12749199 MLS ⋅ NEW Status

Unrivaled size and value-add potential in the heart of Lincoln Square! Situated on a wide 37.5' x 122' corner lot at Leland and Hamilton, this rare brick property boasts 7,650 total square feet across the main building, coach house, enclosed porches, and full basement. Currently operating as an owner-occupied 5-unit income property, there is clear potential to expand-whether by adding an additional unit via Chicago's ADU ordinance, utilizing former unit layouts, or creating expansive duplexed residences. The main residence houses two 2-bed/1-bath units and two 1-bed/1-bath units-ideal for high rental yield or a massive owner's suite. Anchoring the building is a deep, high-ceiling basement primed for expanded living space or a garden ADU conversion. The detached coach house offers a completed 1-bed/1-bath main level with a partially finished second floor ready for extra bedrooms and a second bath, or conversion into a standalone ADU. Complete with a large fenced yard and a 2-car garage. Unbeatable location just steps to the Damen Brown Line, Welles Park, Sulzer Library, and Lincoln Avenue's vibrant dining scene!

4650 N Hamilton Avenue, Chicago

$515,000

6 Beds ⋅ 4 Baths ⋅ 12731188 MLS ⋅ NEW Status

4229 W Division Street, Chicago

$119,000

3 Beds ⋅ 2 Baths ⋅ 12751998 MLS ⋅ NEW Status

Welcome Home to 1316 W. 72nd Street! This 1-story home offers 3 bedrooms, 2 bathrooms, and approximately 1,108 square feet of living space. The property presents a great opportunity for buyers looking to create a home that fits their vision, with a functional layout and plenty of potential. Being sold AS-IS.

1316 W 72Nd Street, Chicago

$410,000

6 Beds ⋅ 3 Baths ⋅ 12688907 MLS ⋅ NEW Status

Absolutely turnkey investment or owner-occupied solid brick 3 flat /2 BEDROOMS EACH UNIT with unfinished basement. This property presents an excellent chance to invest in a well-maintained, move in ready multi-unit!! Huge apartments, hardwood floors throughout, living room, dining room, with decorative fireplace, enclosed back porch for extra storage with three car brick garage. The property is equipped with forced air for efficient heating within each unit. Furnaces installed 2016. Don't miss the opportunity to make this property yours. Being SOLD A-IS WHERE-IS. Contact me today for more information or to schedule a viewing.

8010 S Marshfield Avenue, Chicago

$249,000

12756532 MLS ⋅ NEW Status

Solid Brick Building on busy Commercial Ave. Second Floor is Unit has 3 bedrooms, 1 Bath. The First Floor building previously as Commercial store front. Separate Utilities. It has two oversize garages that can fit up to 4 vehicles. Rents are currently well below market. Buyer to Check Zoning Usage.

8462 S Commercial Avenue, Chicago

$749,000

3 Beds ⋅ 3 Baths ⋅ 12757446 MLS ⋅ NEW Status

Classic Beverly bungalow loaded with timeless charm and character! This beautifully maintained home features a classic clay tile roof, recently tuckpointed exterior, and numerous thoughtful updates throughout. The remodeled primary suite offers a private study/library-perfect for working from home or relaxing retreat space. Major improvements include new concrete in driveway, patio and garage, fence and gate, upgraded electrical service, and brand-new GFA and central air installed this year. Whole house water filter. Tesla charging station. The kitchen has been refreshed with new appliances, making it move-in ready. Conveniently located near the Metra, schools, shopping, restaurants, and everything Beverly has to offer.

10516 S Seeley Avenue, Chicago

$239,900

2 Beds ⋅ 1 Baths ⋅ 12757436 MLS ⋅ NEW Status

Unreal townhome in Clearing - a fully rehabbed brick row home that's ready the day you close. Refinished hardwood floors run through the main and upper levels, where the living and dining area opens to a bright galley kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances and a gas range. Two bedrooms and a full bath finished in marble-look tile, with a generous walk-in shower and hex mosaic floor. Downstairs, a finished lower level in luxury vinyl plank adds real living space - rec room, home office, or guest quarters - alongside a separate utility and storage area. Central air and gas forced-air heat. Out back, a private wood deck steps down to a fenced yard and a detached one-car garage off the alley. Grimes Elementary and Kennedy High School. Minutes from Midway, the 63rd Street corridor, and I-55/I-294 access. Turnkey, top to bottom - nothing left to do but move in.

6361 S Long Avenue, Chicago

$750,000

14 Beds ⋅ 4 Baths ⋅ 12757413 MLS ⋅ NEW Status

Investor gem in a prime Humboldt Park location! This legal 3-unit property also includes an additional studio with a full bathroom. Units 1 and 2 each offer 5 bedrooms, a living room, kitchen, and enclosed porch, plus a basement for extra storage. Just steps from Humboldt Park and a few blocks from The 606 Trail, with easy access to transportation, restaurants, shopping, Logan Square, Wicker Park, Bucktown, and Paseo Boricua. Great opportunity for an investor or owner-occupant. Property is being sold AS-IS.

1627 N Kedzie Avenue, Chicago

$326,000

3 Beds ⋅ 2 Baths ⋅ 12757361 MLS ⋅ NEW Status

single family home , very well kept and clean home, 2 bedroom on the main level and one bedroom on the second level , finished basement with summer kitchen, 2 full bath, central heat and Air, 2 car garage, close to archer ave and school.

3341 S Hamilton Avenue, Chicago

$149,900

1 Beds ⋅ 1 Baths ⋅ 12757352 MLS ⋅ NEW Status

Welcome to this beautifully bright and inviting 1-bedroom, 1-bath home, ideally situated on the main level for easy, everyday living. Thoughtfully designed with a functional open layout, the spacious living and dining areas are enhanced by warm laminate flooring, while the cozy bedroom offers plush carpeting for added comfort. Sunlight pours in through brand-new windows (2023), filling the space with a light, airy feel that instantly feels like home. The recently renovated bathroom (2023) showcases modern finishes and a clean, contemporary style. The kitchen is well-equipped with a full suite of appliances, including a newer microwave (2021), offering both convenience and practicality. Vacant and move-in ready, this charming residence presents a fantastic opportunity for first-time buyers and anyone seeking a comfortable and low-maintenance urban retreat. Exterior parking is $80 per month and garage is $105 per month

6300 N Sheridan Road Unit #204, Chicago

$225,000

4 Beds ⋅ 3 Baths ⋅ 12757244 MLS ⋅ NEW Status

10335 S Hoxie Avenue, Chicago

$1,150,000

10 Beds ⋅ 5 Baths ⋅ 12757323 MLS ⋅ NEW Status

RARE 4 unit in Logan Square, fully rented. Basement has opportunity for a 5th unit. Located in the Logan Square Historic District and just steps away from the beautiful 606 trail. Seller has performed many updates to the building, and there is still potential for significant rental growth here. Move in ready, great opportunity for live-in owners with instant rental income or investors! Incredible location, near so much that Logan and Palmer Square have to offer.

2947 W Cortland Street, Chicago

$599,900

3 Beds ⋅ 4 Baths ⋅ 12757322 MLS ⋅ NEW Status

Timeless character meets thoughtful updates in this beautifully maintained Avondale home, offered for the first time since 1998. Step inside to discover stunning hardwood floors that flow throughout the home, along with an elegant staircase that adds warmth and charm. The inviting living room features a cozy fireplace, creating the perfect space to relax or entertain, while the formal dining room is ideal for gatherings. The second floor offers three spacious bedrooms, including a primary suite with a private en suite bathroom. The walkout basement includes a full bathroom and provides endless possibilities for additional living space, a recreation room, home gym, or an ideal in law arrangement. Recent updates include a roof that is approximately six years old, a water heater replaced in 2019, and newer hardwood flooring throughout. Outside, enjoy a spacious backyard with a large deck perfect for summer entertaining, along with a rare three car garage offering ample parking and storage. Conveniently located near parks, restaurants, shopping, public transportation, and expressways, this home combines classic charm with modern updates in one of Avondale's most desirable locations. Don't miss your opportunity to make this exceptional home your own.

3829 W Addison Street, Chicago

$649,000

4 Beds ⋅ 3 Baths ⋅ 12757243 MLS ⋅ NEW Status

With its curved brick facade and welcoming front porch, 5402 S University belongs to the Victorian streetscape that gives Hyde Park much of its character. Designed by Milton S. Eichberg, this four-bedroom home dates to the neighborhood's World's Fair era, when Chicago's South Side captured the world's attention. Inside, high ceilings, tall windows and hardwood floors create an easy sense of space. A handsome wood staircase anchors the main level, where generous living and dining rooms connect through a broad arched opening. A wall of built-in bookshelves gives the adjoining sitting area the feel of a home library, with room for reading, conversation or a desk. The kitchen offers granite countertops, stainless steel appliances and a walk-in pantry. Just beyond the dining room, a heated, window-lined heated three-season room provides a quiet place to begin or end the day. Upstairs are four bedrooms, including a spacious front bedroom following the curve of the bay, while a clawfoot tub adds a touch of period character. Outside, established plantings frame a stone courtyard for dining and gardening. A detached one-car garage and full unfinished basement with yard access provide practical space, storage, and significant potential for additional living space. The University of Chicago and the shops and restaurants of 53rd Street are close by, placing everyday conveniences within the rhythm of an unmistakably Hyde Park setting.

5402 S University Avenue, Chicago

$495,000

12757232 MLS ⋅ NEW Status

Handyman Special!! 12-UNIT MULTI-FAMILY investment in Chatham neighborhood. Totally VACANT property allowing a developer or investor to come in and get to work immediately. This is an impressive corner masonry building with 3 separate tiers. Seller and Broker make no warranties or representations regarding condition. This is an AS IS sale for experienced investors. Buyer to assume all city violations if applicable. Cash or Hard Money only. Listing pictures are a small sample of the condition of parts of the property and do not represent the overall total condition of the property.

7954 S Harvard Avenue, Chicago

$279,890

4 Beds ⋅ 3 Baths ⋅ 12757301 MLS ⋅ NEW Status

Attention investors and savvy homeowners! This spacious 6-bedroom single-family home, located just north of Little Village, offers incredible potential and multiple flexible living areas. The main level features a generously sized living room, kitchen, three bedrooms, and a full bathroom. The finished attic offers a studio-style layout with a wet bar and bathroom, making it ideal for related living, a private guest suite, or additional recreational space. The finished basement provides even more versatility with two bedroom, a bathroom, a spacious living room, and a dining area. Whether you are looking for an investment opportunity, additional space for an extended household, or a home with privacy for guests, this property offers endless possibilities. Outside, enjoy a nicely sized yard and a two-car garage. Recent updates include three newer furnaces and two water heaters. Schedule your showing today and explore everything this unique property has to offer!

2333 S Whipple Street, Chicago

$350,000

4 Beds ⋅ 3 Baths ⋅ 12756617 MLS ⋅ NEW Status

A classic Chicago bungalow with extraordinary potential in a location that feels tucked away from the city. Situated on an oversized 3,750-square-foot lot, 5037 N Monticello offers a rare opportunity to thoughtfully reimagine a substantial Albany Park residence. The property requires a complete renovation, making it an ideal project for a buyer, developer or investor with the vision to restore its original character while creating a home designed for modern living. The setting is a major part of the appeal. Located on a dead-end block, the home is just steps from Eugene Field Park and the North Branch of the Chicago River. Albany Park is loved for its independent restaurants, international markets and strong neighborhood identity, with convenient access to the Kimball Brown Line, Ravenswood Manor and Lincoln Square. For a buyer prepared to take on a full rehab, 5037 N Monticello is a chance to bring new life to a traditional Chicago bungalow in a uniquely tucked-away location.

5037 N Monticello Avenue, Chicago

$310,000

5 Beds ⋅ 2 Baths ⋅ 12756810 MLS ⋅ NEW Status

4141 W Monroe Street, Chicago

$460,000

3 Beds ⋅ 2 Baths ⋅ 12757228 MLS ⋅ NEW Status

Welcome home to this stunning 3-bedroom, 2-bathroom gem that perfectly blends modern finishes with an unbeatable location. Step inside to find beautifully refinished flooring throughout, complemented by brand-new flooring in key living areas. The heart of the home has been completely transformed with a newly remodeled kitchen and bathrooms, all featuring sleek, contemporary finishes. Outdoor enthusiasts and entertainers will love the "pretty big" backyard and the convenience of being walking distance to Lawler Park and the Wintrust Sports Complex. The property also features a huge garage, providing ample space for vehicles and storage. Families will appreciate the incredible proximity to local schools: Robert Grimes Middle School is just a block away, with Richard Henry Lee Elementary and John Hancock High School nearby. Perfectly situated near Midway International Airport, this prime-location home is move-in ready and will not last!

5444 W 64Th Street, Chicago

$2,095,000

6 Beds ⋅ 4 Baths ⋅ 12385258 MLS ⋅ NEW Status

This charming 1893 brick row house on one of Lincoln Park's most coveted tree-lined blocks offers a rare blend of timeless architectural pedigree and thoughtfully updated modern living - ready for its next owner to move in immediately, or reimagine entirely. Spanning three full floors above grade, the residence offers 6 bedrooms, 4 bathrooms, soaring ceilings, 3 fireplaces, 3 private decks, 2 kitchens, and a private sauna - a rare combination of scale and versatility. Step through a striking Art Deco entry foyer into a sun-filled living and entertaining space, anchored by a brick wood-burning fireplace and custom-built-in bookshelves. Two bedrooms, a full contemporary bathroom, and a second kitchen complete the first floor - a layout with immediate flexibility to reimagine the kitchen as a striking wine cellar or wet bar, extending the entertaining space seamlessly into a charming brick-paved backyard. The second floor unfolds into a gracious family room and an enclosed spacious kitchen, complete with a double wall oven and space for a casual breakfast table. The kitchen opens directly onto an oversized deck overlooking the backyard and adjacent green space - an idyllic setting for morning coffee, alfresco dining, or evening entertaining. A bedroom and a professionally remodeled bathroom round out this level. The entire third floor is reserved as a private owner's retreat. The primary suite is a true sanctuary, featuring a double vanity, steam shower, walk-in closet, and its own wood-burning fireplace. Two additional bedrooms share a beautifully remodeled bathroom with a double vanity and sauna, while a private third-floor deck offers yet another serene outdoor escape. Recent substantial improvements - including a new roof, HVAC system, water heaters, and numerous additional upgrades - ensure this home is truly move-in ready, allowing its next owner to enjoy immediate comfort while envisioning future personalization. Perhaps most compelling is the home's potential for a two-residence configuration, with two kitchens and two separate utility meters already in place - ideal for multi-generational living, an in-law suite, private guest quarters, or an income-generating rental unit, or simply enjoyed as one expansive single-family estate. deally situated next to DePaul University and top-rated neighborhood schools, and just steps from the boutiques, cafes, and restaurants of Armitage and Halsted, with effortless access to the Red, Purple, and Brown Lines - this is city living at its most connected and convenient. A unique opportunity to own a one-of-a-kind Lincoln Park home that connects Chicago's architectural history with modern urban living, offering exceptional space, flexibility, comfort, and convenience.

2254 N Fremont Street, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12757246 MLS ⋅ NEW Status

2 Bed, 2 Bath Unit for Sale - LAST UNIT LEFT! - Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! Fully Renovated Condo Units! This 2025 beautiful, enormous, completely renovated to the studs 4 unit Condo development building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all new windows, imported European doors, newly built back private decks, a fresh foundation, and an elegant custom interior staircase and lobby. This spacious 2 bed, 2 bath English Garden Unit offers a sweeping open layout with abundant natural light. The Unit has been completely updated with modern finishes from top to bottom. The kitchens are equipped with stainless steel GE appliances, quartz countertops, and stylish cabinets. Unit includes two full bathrooms with upscale finishes, as well as side-by-side in-unit laundry, fully updated electrical systems, new flooring, and high ceilings. The Condo consists of two bedrooms and two full bathrooms. Owners can enjoy a sleek modern common lobby, private deck, and enter a private entrance to their garage space with fresh epoxy flooring. Conveniently located near two Red Line stations and within walking distance to Loyola Beach, Loyola University as well as being very close to Evanston; this Condo truly offers it all!

1535 W Estes Avenue Unit #G, Chicago

$187,700

1 Baths ⋅ 12757040 MLS ⋅ NEW Status

Excellent opportunity in a prime East Lincoln Park location. This bright, south-facing studio is located in an iconic Mies van der Rohe-designed building and has been beautifully renovated for modern living.The unit features newer oak flooring, a fully recently updated kitchen with newer tile, quartz countertops, and stainless-steel appliances, along with a refreshed bathroom offering a newer vanity, countertop, and fixtures. All-newer LED lighting and fresh paint throughout create a clean, contemporary feel. Move-in ready and ideal for enjoying the best of city living.Residents can take advantage of an impressive selection of building amenities, including a newly renovated rooftop deck with lounge seating, attractive landscaping, and stunning views of the lake and city. A large outdoor pool and sundeck are recently renovated. The well-managed building also offers on-site management and maintenance, door staff, a receiving and mail room, bike storage, and laundry facilities.Ideally situated near Lincoln Park Zoo, Lake Michigan, lakefront trails and beaches, neighborhood parks, monuments, attractions, shops, and restaurants. Fantastic for city living.

2400 N Lakeview Avenue Unit #1007, Chicago

$339,900

4 Beds ⋅ 2 Baths ⋅ 12756688 MLS ⋅ NEW Status

Welcome to this charming 4 bedroom, 1.5 bath brick Cape Cod in the heart of Morgan Park! The main level features a welcoming living room, eat-in kitchen, 2 bedrooms, and a full bath. Upstairs, you'll find 2 additional bedrooms and a convenient half bath. The basement offers plenty of space with an open rec room/laundry area featuring built-ins and a desk area, along with a separate storage room and utility room with a workbench and additional shelving. Outside, enjoy the large, fully fenced backyard with a patio; perfect for entertaining, gardening, play, or simply relaxing outdoors. The newer built garage (2008) features a convenient party door with direct access to the backyard, making outdoor entertaining even easier. This home has been thoughtfully maintained with many improvements, including a new furnace and A/C (2018), large gutters (2020), and a new fence and patio (2022). Additional updates include chimney tuck-pointing, a stainless steel chimney insert and new chimney cap (2022), a new sump pump (2024), and an updated shower in 2026 with new shower wall tile, shower head, faucet, and plumbing. With its classic brick exterior, 4 bedroom layout, functional basement, large fenced yard, newer garage, and numerous updates, this Morgan Park Cape Cod is ready for its next owner. Bring your decorating ideas and make it your own!

11449 S Fairfield Avenue, Chicago

$579,900

6 Beds ⋅ 3 Baths ⋅ 12754108 MLS ⋅ NEW Status

An incredible find! Nothing is more classic than the 1921 Craftsman brick two-flat in Chicago and this one, on an extra-wide city lot, is not to be missed. Designed for comfortable and affordable multi-family living, this model has withstood the test of time for a reason. Two, 2BR+TANDEM units with formal living and dining room each have hardwood floors, south and west exposures, deco fireplaces with built-in shelving, some period elements preserved including vintage doors, mirrors, crown moulding, hand-plastered archways. Updated kitchens and baths with newer lighting, cabs, counters, appliances. Basement features generous laundry room, two storage rooms, mechanical room *and* finished space perfect for related living or duplex-down, with 2BRs, full bath, living, and dining/food prep areas. Enclosed rear porches provide addt'l space for seasonal storage, garden tools, and more. Rear yard gets full sun all day, ideal for the city gardener looking to grow perennial floral, herb, and/or veggie beds. Tear-off roof completed in 2020, radiant heat, 100AMP electrical, some copper plumbing. But wait! There's more! Level 1+ elementary and high schools, award-winning restaurants, parks, university campuses, recreation, shops all within walking distance. Brown Line at Kimball, Metra, 90/94 or LSD at Foster. Improvements needed to restore best condition and cosmetics, but a solid building ready for the smart buyer/investor.

5353 N Spaulding Avenue, Chicago

$880,000

7 Beds ⋅ 5 Baths ⋅ 12757198 MLS ⋅ NEW Status

Exceptional opportunity to own a beautifully updated brick 2-flat with a finished in-law suite in one of Chicago's most sought-after neighborhoods. Freshly painted and thoughtfully remodeled, this turnkey property is ideal for an owner-occupant or an investor seeking outstanding short- or long-term rental potential. The spacious top-floor residence features 3 bedrooms, 2 bathrooms, a formal living room, separate dining room, and a versatile sunroom perfect for a home office or reading nook. The first-floor unit offers 2 bedrooms, 2 bathrooms, a welcoming foyer, generous living and dining spaces, and its own sunroom. The finished lower level includes a 2-bedroom, 1-bath in-law suite, providing incredible flexibility for extended family, guests, or additional rental income. The owner makes no representation as to the legality of the finished basement. Additional highlights include shared laundry, a 2-car garage, and an additional parking pad accommodating one oversized or two compact vehicles. Perfectly situated just moments from the heart of Lincoln Square, you'll enjoy easy access to neighborhood favorites including acclaimed restaurants, charming cafes, local shops, grocery stores, parks, and public transportation. Whether you're expanding your investment portfolio or searching for a place to call home, this is a rare opportunity you won't want to miss.

5412 N Western Avenue, Chicago

$3,490,000

6 Beds ⋅ 6 Baths ⋅ 12756996 MLS ⋅ NEW Status

An extraordinary opportunity to own a fully reimagined historic mansion in the heart of Chicago's coveted Gold Coast. This rare, turnkey residence is ideal for a private owner seeking effortless luxury or an investor looking to expand a portfolio of shortterm or AirBnB rentals. Originally crafted in 1887 by renowned architect John Wellborn Root, this timeless stone-and-brick villa blends rich architectural character with refined modern living-all just steps from the lake. Set on an oversized 24x130 lot, the home has undergone a comprehensive renovation, including a new roof, and offers more than 6,000 square feet across four beautifully finished levels. The main level centers around a stunning chef's kitchen with custom cabinetry, Wolf appliances, white quartz countertops, a mosaic backsplash, and an oversized island with integrated lighting. The grand dining area flows seamlessly into an elegant living room featuring two fireplaces, builtin shelving, and subtle undershelf illumination, creating an inviting atmosphere for everyday living and sophisticated entertaining. The sweeping staircase leads to a lavish primary suite with a fireplace, tray ceiling, hardwood floors, and a spa-caliber bath complete with its own fireplace, steam shower, freestanding soaking tub, and dual vanities. A massive custom walkin closet completes the retreat. A gracious second ensuite bedroom completes the level.The top floor offers two additional bedrooms and a cozy sitting room with a fireplace that opens to a spacious private rooftop deck. The lower level includes two more ensuite bedrooms and convenient access to the rare attached threecar garage.With six ensuite bedrooms, five-and-a-half baths, impeccable finishes, and thoughtful updates throughout, this historic home delivers exceptional comfort, versatility, and craftsmanship. A truly rare offering-masterfully restored, movein ready, and perfectly situated moments from the Gold Coast's finest dining, shopping, and lakefront living.

32 E Bellevue Place, Chicago

$449,000

1 Beds ⋅ 1 Baths ⋅ 12757181 MLS ⋅ NEW Status

Beautifully appointed one-bedroom plus den residence at 850 Lake Shore Drive, an iconic historic building ideally located along Chicago's lakefront. This inviting home features high ceilings, large windows, hardwood floors and an open floor plan designed for comfortable everyday living and entertaining. The living and dining areas flow into the kitchen featuring quartz countertops and stainless steel Bosch appliances. A separate den provides valuable additional living space and is ideal for a home office, media room or guest space. The spacious bedroom offers excellent closet space, and an in-unit Whirlpool washer and dryer completes the home. Recent improvements include Telluride quartz kitchen countertops and backsplash, Kohler kitchen sink and faucet, updated bath with quartz countertop, Kohler sink and faucet, backlit mirror and new shower door, along with a Whirlpool front-load washer and dryer. 850 Lake Shore Drive offers an exceptional collection of amenities, including a spectacular rooftop deck overlooking Lake Michigan with outdoor seating and grills, a dog run, indoor pool and hot tub, fitness center, conference room and an impressive Grand Lounge with lake views, billiards, bar area and comfortable spaces to relax, entertain or work from home. This smoke-free building also offers 24-hour door staff, on-site management and AT&T Fiber availability.The building also offers 24-hour door staff and on-site management. An outstanding location directly across from the lake and just moments from Oak Street Beach, the lakefront trail, Michigan Avenue, shopping, dining and everything this extraordinary neighborhood has to offer.

850 N Lake Shore Drive Unit #210, Chicago

$89,000

1 Beds ⋅ 1 Baths ⋅ 12757185 MLS ⋅ NEW Status

Coveted Cylinder Unit with lovely kitchen and dining room lake views in the historic Park Shore. Enjoy stunning views of the garden, lake, and museum from this beautiful space. Features include elegant hardwood floors and a charming decorative fireplace. Residents have access to a party room, gym, and guest room for visitors. Conveniently walk to the beach, Promontory Point, the University of Chicago, a variety of restaurants, Trader Joe's, shopping, and more. Public transportation is easily accessible with nearby bus and train lines. Please note that taxes and utilities are included in the assessment fees of this Building.

1755 E 55Th Street Unit #605, Chicago

$289,999

1 Beds ⋅ 1 Baths ⋅ 12757092 MLS ⋅ NEW Status ⋅ University Commons BLDG.

University Commons 1Bedroom plus Den Loft residence with fully enclosed rooms and private balcony. The versatile den easily transforms into a home office or second bedroom, complete with custom California closets, shelving, and a convenient pullout bed. Open-concept living includes a granite-clad kitchen with stainless steel appliances, oak floors, and a gas fireplace. The spacious primary suite offers comfort and functionality, while in-unit washer/dryer adds everyday convenience. Monthly assessments include DirecTV and internet. California closets in both closets and as shelves and a pullout bed in the den. Heated garage parking spot available. University Commons is a full amenity building featuring fitness center, rooftop deck with skyline views, outdoor pool, party room, theater room, and onsite management. Perfectly positioned near UIC, Mary Bartelme Park, and the vibrant neighborhoods of Pilsen, West Loop, and South Loop. Enjoy effortless access to CTA transit, Metra, and major highways, plus proximity to museums, galleries, shopping, and Chicago's best dining.

1071 W 15Th Street Unit #214, Chicago

$250,000

3 Beds ⋅ 2 Baths ⋅ 12757064 MLS ⋅ NEW Status

Discover the potential of this charming brick bungalow nestled on a serene block. Perfectly positioned near transportation and the expressway, this property offers a prime location for your next project. While it requires rehabbing, hidden beneath the carpet are hardwood floors waiting to be restored. Sold AS-IS, this home presents a unique opportunity for those with vision and expertise. With comparable properties in the area valued between $340K and $430K, the possibilities for transformation are endless. Bring your creativity and make this bungalow your own.

8644 S Chappel Avenue, Chicago

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