Old Town Homes with West Exposure

Welcome to Old Town, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Renowned for its rich history and charming architecture, Old Town seamlessly blends the past with the present, offering residents an eclectic mix of culture, entertainment, and community spirit.

Strolling through the tree-lined streets, you’ll encounter beautifully preserved Victorian-era homes that tell the story of Old Town’s origins. The neighborhood is not just about aesthetics; it’s a lively hub filled with boutique shops, art galleries, and an array of dining options, from cozy cafes to upscale restaurants. The iconic Second City comedy club adds a splash of entertainment, making it a favorite destination for both locals and visitors.

For those seeking homes with west exposure, Old Town has an impressive selection that invites natural light to flood your living spaces. Picture yourself unwinding in a sun-drenched living room, enjoying breathtaking sunsets over the city skyline. These properties often feature spacious layouts, contemporary finishes, and outdoor spaces that enhance your urban living experience.

Families will appreciate the proximity to top-notch schools and parks, while professionals will find easy access to public transportation and major highways, making commuting a breeze. With its unique blend of history, charm, and modern convenience, Old Town is more than just a neighborhood; it’s a community that welcomes you home. Discover the allure of Old Town today and experience the lifestyle you’ve always dreamed of!

Newest Old Town Homes with West Exposure

$699,900

3 Beds ⋅ 2 Baths ⋅ 12672942 MLS ⋅ NEW Status

Nestled on a quiet, tree-lined street in the heart of coveted Old Town, this beautifully appointed 3-bedroom, 2-bathroom home spans approximately 1,800 square feet of turnkey living space. Seamlessly pairing timeless character with modern peace of mind, the interior showcases fresh paint, hardwood floors, and elegant custom built-ins throughout. The kitchen is outfitted with stainless steel appliances, while both refreshed bathrooms deliver clean, spa-like comfort. Major mechanical upgrades ensure effortless ownership, including a furnace 2024, water heater 2026, and in-unit laundry machine 2025. Outside, relax or entertain on one of two private back porch terraces framed by skyline views-a rare outdoor sanctuary in the neighborhood. One dedicated garage parking space is included. Unbeatable location meets daily convenience: step outside and walk to Mariano's, Target, Wells Street's renowned dining and nightlife, Second City, and Lincoln Park. Commuting is effortless with rapid access to both the Brown and Red Lines, Lake Shore Drive, and I-90/94, placing the Loop, River North, and the Gold Coast just minutes from your front door.

1355 N Mohawk Street Unit #3N, Chicago

1360 N Sandburg Terrace Unit #1405C, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12781393 MLS ⋅ ACTIVE Status ⋅ Cummings House BLDG.

Stunning skyline views meet an unbeatable Gold Coast location! Perched on the 14th floor of Sandburg Village, this spacious 1-bedroom, 1-bathroom corner condo offers breathtaking city views, abundant natural light, and an open, airy layout. Expansive windows showcase sweeping views of the Chicago skyline, including the iconic Willis Tower, while overlooking the neighborhood's lush greenery. Brand-new luxury vinyl flooring throughout gives the home a fresh, modern feel, while the generously sized living and dining areas offer plenty of room for entertaining. The open kitchen features granite countertops, ample cabinetry, and a breakfast bar with seating. The spacious bedroom enjoys impressive city views and easily accommodates a king-sized bed. Additional highlights include crown molding, generous closet space, and a well-appointed bathroom with a glass-enclosed shower. Residents of Sandburg Village enjoy an impressive collection of amenities, including outdoor swimming pools, tennis and pickleball courts, a rooftop sundeck, door staff, and on-site laundry. Ideally situated at the intersection of Gold Coast and Old Town, you're just steps from Wells Street's dining and nightlife, Lincoln Park, North Avenue Beach, the lakefront, public transportation, and some of Chicago's best shopping. An incredible opportunity to enjoy city living with views that never get old!

1360 N Sandburg Terrace Unit #1405C, Chicago

1560 N Sandburg Terrace Unit #4003J, Chicago

$424,500

2 Beds ⋅ 1 Baths ⋅ 12776122 MLS ⋅ ACTIVE Status

NEWLY RENOVATED 2 BED 1 BATH HOME IN THE SKY IN THE MOST SOUGHT-AFTER SANDBURG VILLAGE BUILDING STEPS FROM THE LAKE, RESTAURANTS/SHOPS ON WELLS STREET AND PUBLIC TRANS! WHITE/BLACK SHAKER CABINETS, GE STAINLESS STEEL APPLIANCES AND QUARTZ COUNTERTOP KITCHEN OPENS BRIGHT/WEST FACING LIVING/DINING AREA W/ HARDWOOD FLOORS T/O; LARGE PRIMARY BEDROOM W/ GENEROUS CLOSET SPACE; FLEXIBLE 2ND BEDROOM IDEAL FOR WFH SETUP AND/OR GUEST BEDROOM; TWO ADDITIONAL WALK-IN-CLOSETS; UPDATED BATHROOM W/ OVERSIZED SHOWER; VERY RARE IN-UNIT W/D; FULL AMENITY BUILDING W/ 24HR DOOR STAFF, GYM, SUNDECK, TENNIS COURTS, OUTDOOR POOL, ETC!

1560 N Sandburg Terrace Unit #4003J, Chicago

$385,000

2 Beds ⋅ 1 Baths ⋅ 12764375 MLS ⋅ ACTIVE Status ⋅ Old Town Square BLDG.

This beautifully maintained home features hardwood flooring throughout and a cozy wood-burning gas fireplace in the living room. The open kitchen is a standout, with granite countertops, an under-mount sink, and a stylish backsplash. In-unit washer/dryer and organized closets add everyday convenience. 2nd bdrm does not have a window, could also be a great office or den space! A tandem exterior parking space is included, along with an outdoor area perfect for grilling or relaxing and a common roof deck. This Old Town gem is set in a private gated courtyard right across from a park. This home offers the best of Old Town living - minutes from shops, restaurants, grocery stores, and much more.

301A W Goethe Street Unit #201, Chicago

230 W Division Street Unit #1501, Chicago

$599,000

2 Beds ⋅ 2 Baths ⋅ 12712603 MLS ⋅ ACTIVE Status

Experience elevated city living in this exceptional designer corner penthouse, ideally situated in one of Old Town's most sought-after residential buildings - The Venetian. This stunning 2BR/2BA + Den is located in the heart of Old Town. It offers unbelievable southern & western skyline views from the open living/dining rooms which open to your wrap around balcony. It is an entertainers dream! Adorned with Brazilian cherrywood flooring, the home boasts soaring 11-foot ceilings which give the space a grandness that truly set it apart. The primary suite has both northern and western exposure with beautiful views of Lake Michigan. It features a massive walk-in closet with custom built in's and a large marble bathroom with dual vanity & shower/tub combo. The 2nd bedroom also features lake views as well as a large closet with built in's. There is also a large partially enclosed den that functions as a great office/flex space. The building has a top notch fitness center, rooftop deck, beautiful garden terrace, and 24 hour door person. Heated deeded garage parking for Additional $30k.

230 W Division Street Unit #1501, Chicago

$749,900

3 Beds ⋅ 2 Baths ⋅ 12751067 MLS ⋅ ACTIVE Status

WELL DESIGNED AND OVERSIZED THREE BEDROOM CONDO IN OLD TOWN OFFERS A SPACIOUS AND FUNCTIONAL FLOORPLAN. THIRD FLOOR UNIT WITH TREE LINED VIEWS AND GREAT NATURAL LIGHT. UPDATED KITCHEN WITH WHITE CABINETRY, MARBLE COUNTERTOPS AND BACKSPLASH, FISHER & PAYKEL APPLIANCES, AND ISLAND WITH BREAKFAST BAR. LARGE LIVING ROOM WITH GREAT WINDOWS, GAS FIREPLACE WITH TRAVERTINE SURROUND, AND SEPARATE DINING AREA. XL PRIMARY SUITE WITH WALK-IN CLOSET, MARBLE BATH WITH DUAL SINK VANITY, AND ACCESS TO REAR DECK. SPACIOUS SECONDARY BEDROOMS AND RENOVATED FULL BATH WITH WALK-IN STEAM SHOWER. SIDE BY SIDE LAUNDRY. THIS UNIT FEATURES HARDWOOD FLOORING THROUGHOUT, CUSTOM TRIM WORK, CROWN MOLDING, WAINSCOTING, RECESSED LIGHTING, 9' CEILINGS, AND GENEROUS STORAGE THROUGHOUT. PRIVATE ROOF DECK WITH PERGOLA, BUILT-IN DINING TABLE, AND VIEWS OF OLD TOWN. GARAGE PARKING INCLUDED. WALKABLE TO WELLS ST, LINCOLN PARK, TRANSPORTATION, AND MORE.

1547 N Hudson Avenue Unit #3, Chicago

1555 N Sandburg Terrace Unit #209K, Chicago

$235,000

1 Beds ⋅ 1 Baths ⋅ 12761332 MLS ⋅ ACTIVE Status

Step inside to this recently refreshed condo nestled in between two of Chicago's best neighborhoods: Gold Cost and Old Town. Upon entry you will be greeted with newly installed vinyl plank flooring, updated light fixtures and fresh paint throughout. This west-facing unit offers a quiet courtyard view, abundant natural light, and a functional open-concept living space with a thoughtfully finished kitchen featuring granite countertops, modern oak cabinetry, and stainless steel appliances. The living area comfortably fits both living and dining furniture, extending seamlessly to a private balcony. The spacious bedroom easily accommodates a king-size bed, with two generous closets. Storage abounds throughout, including a massive walk-in hall closet, coat closet, linen closet, and an additional storage cage on premise. Kilmer House residents enjoy full-service amenities including a doorman, attached heated garage parking, outdoor pool, tennis courts, and a fitness center. This location offers walkable access to Lake Michigan, the Magnificent Mile, Lincoln Park Zoo, and the dining, shopping, and nightlife of both neighborhoods - all without the premium price tag typically attached to Gold Coast addresses. Multiple bus lines and easy access to the Red, Brown, and Purple CTA lines make this location as convenient as it is desirable.

1555 N Sandburg Terrace Unit #209K, Chicago

$1,495,000

4 Beds ⋅ 4 Baths ⋅ 12762102 MLS ⋅ ACTIVE Status

Step into refined city living with this stunning FEE-SIMPLE, NO ASSESSMENTS rowhouse in the heart of Gold Coast. Sandburg Terrace is a historic planned community that is thriving with opportunities for swimming, tennis, and luxury gym (FFC Gold Coast). Thoughtfully re-imagined and designed with European-inspired architecture, this home was remodeled to the studs to include floor-to-ceiling windows and doors that flood the interior with natural light and showcase beautiful city and garden views. MAIN LEVEL: The expansive open-concept living space includes a sleek chef's kitchen with high-end Thermador appliances and walls of custom cabinetry. A custom resin central island designed by Richlite takes center stage, while the deep farm sink includes a reverse osmosis filtering system that produces instant hot and cold water. A 9.5' glass door provides access to a 20'x20' patio, shaded by a gorgeous birch tree and adorned with a beautiful water fountain. A king bedroom with beautiful acoustic wood accents and re-imagined full bathroom with heated floors complete the main level. LOWER LEVEL: The renovation was designed so the lower level walk-out space could be self-contained for teens, in-laws, or a live-in nanny, complete with a king bedroom, a full bathroom and a kitchenette. The stylish family room downstairs and the full bathroom have radiant floor heating. Step outside to a secondary private backyard with a private outdoor hot tub and ample lounge space for gatherings under a beautiful, natural green canopy formed by the mature birch tree. A king bedroom with loft ceilings and a laundry/mechanical room complete the lower level. UPPER LEVEL: Three extra large bedrooms that can easily fit king beds, each with beautiful garden views. The master bedroom has a spa-like en-suite bathroom featuring contemporary finishes and double vanity. The two other bedrooms share the other full bath. A second, brand new laundry-room is located in the hallway, complete with shelving. With tons of storage throughout the house, the layout balances comfort and sophistication. Prime Gold Coast location near the lake, Magnificent Mile and Latin School. Garage parking available for 300/month. Listing realtor has an ownership interest in the property.

1319 N Sandburg Terrace, Chicago

1360 N Sandburg Terrace Unit #2701C, Chicago

$534,900

2 Beds ⋅ 2 Baths ⋅ 12761116 MLS ⋅ ACTIVE Status

Presenting this spectacular brand new gut renovated rare two bedroom two bathroom, corner unit with balcony on the 27th floor of Cummings House. Be the first to live in this unit with a modern open floor-plan that takes advantage of the wide open views across the city and lake. The workmanship and finishes are to the highest standards. Central to the unit is the open chef's kitchen where you can enjoy cooking and entertaining while taking in the stunning views.The custom cabinets are white gloss flat panel with black accent hardware, under-cabinet LED lighting. Quartz counters and a large island with waterfall edge and breakfast bar. High end appliances - French-door refrigerator, Bosch panel dishwasher, Sharp microwave drawer, slide-in range. Finished with black/gold lighting and new recessed led lights. The kitchen flows into the dining area which has a matching white gloss flat panel built-in credenza with additional cabinet storage. The open spacious living room has two full exposures of windows creating a bright airy feel. The large balcony has sliding doors from the living room to provide the perfect outdoor extension of the living space, relax enjoying a lake breeze with lake views to the east, city skyline to the south and beautiful sunsets to the west. The floor plan provides for a split layout of the two bedrooms and bathrooms. The bedrooms are both very spacious and have professionally organized closets with automated lights, recessed LED lighting overs the beds, they also have space to accommodate a desk area. The bathrooms are fully rehabbed- new walk-in shower with rain head and body sprays, sliding glass door, fully tiled in contemporary style, new vanity with quartz top, finished with black/gold accented fixtures, hardware, large mirror & lighting. Throughout the unit there are new wide plank light wood color floors, new electrical, new plumbing, new recessed led lighting. Painted throughout with contemporary soft color palette. There is plenty of storage in the unit, all professionally organized, also a storage cage is included in the building. Cummings House is a well run building with good reserves, many recent major updates completed including new elevators and renovated hallways & laundry room, facade restoration. There's a rooftop sundeck, 24 hour door staff, maintenance & management are onsite. Monthly assessment includes heat, TV cable and high speed (1GB) internet service (everything except electricity). Leased parking in attached parking garage currently has a waitlist. Sandburg Village amenities include 2 outdoor pools & sundecks, tennis courts, hospitality rooms- (some additional fees) The landscaped courtyards, play lot, commercial facilities provide a welcoming community environment. Highly desirable location, convenient for transportation - 1 block to train/subway, buses at door, access to Lake Shore Dr, bike path. Nestled between Gold Coast / Old Town, close to downtown, Lincoln Park. Enjoy all attractions of the neighborhood - restaurants, nightlife, shopping, new Jewel, Lakefront trail, beach, Investor friendly building (no rental cap, no Airbnb) Pets allowed.

1360 N Sandburg Terrace Unit #2701C, Chicago

$485,000

2 Beds ⋅ 1 Baths ⋅ 12754756 MLS ⋅ ACTIVE Status

This beautifully updated 2-bedroom condo in a boutique 4-unit building in desirable Old Town checks every box that matters in real estate: price, value, and location. Between the low property tax ($4,779 in 2025) and modest HOA dues ($245/month), the overall cost of ownership here comfortably beats renting a comparable unit in the neighborhood. Numerous major updates, including designer kitchen(2025), water heater (2023), new roof, furnace / air conditioning, and maintenance-free high efficiency Andersen windows (all in 2020), alleviate just about all other financial worries. Nothing about this home is generic; rather, it showcases exquisite detail, including elegant tray ceilings, refinished hardwood floors, fresh neutral paint throughout, and new carpeting in both spacious bedrooms. In-unit laundry and deeded / gated parking space included. Common amenities include a massive roof top deck with sweeping Chicago skyline views. Location undeniably second to none. This quiet nook on the outskirts of the vibrant Old Town entertainment district is 5 min. to Brown line Sedgwick stop, 10 min to Redline North / Clybourn, 20 min. to North Ave Beach, and everything in between! A block away, set in a backdrop of iconic Chicago skyline, brand new beautifully designed Chicago Park No. 598 at 1514 N. Larrabee, easily rivals a historic Oz park, featuring a playground, adult outdoor fitness area, running track, state-of-the- art dog park, and vast green spaces. An extra perk for this amazing location is permit street parking always and readily available. This unmatched synergy of value and premier location offered by this incredible condo simply cannot be replicated.

1407 N Mohawk Street Unit #1, Chicago

1360 N Sandburg Terrace Unit #2912, Chicago

$486,000

2 Beds ⋅ 2 Baths ⋅ 12730600 MLS ⋅ ACTIVE Status

Rarely available top-floor corner penthouse at Cummings House! This beautifully renovated 2-bedroom, 2-bath residence features a private balcony and spectacular northwest views stretching from Lake Michigan across the Chicago skyline to the western horizon-enjoy gorgeous light and views from sunrise to sunset. Recent renovations include a custom kitchen with marble countertops and newer stainless-steel appliances, newer A/C units, refinished window interiors, custom closets in both bedrooms, and upgraded bathroom with plumbing improvements. Cummings House is a well-managed building with healthy reserves, new elevators, renovated hallways, 24-hour door staff, onsite management and maintenance, plus a rooftop sundeck conveniently accessible from this floor. Sandburg Village amenities include two outdoor pools, tennis courts, sundecks, hospitality rooms, and landscaped courtyards. Ideally located between Gold Coast and Old Town, just one block from the train and minutes from the lakefront, beaches, dining, shopping, nightlife, and Lincoln Park. Investor-friendly with no rental cap. Pets allowed. Garage parking only $165/month.

1360 N Sandburg Terrace Unit #2912, Chicago

$539,000

2 Beds ⋅ 2 Baths ⋅ 12721959 MLS ⋅ ACTIVE Status

This Old Town 2 bedroom, 2 bath condo is conveniently tucked away on a quiet, tree-lined street. A uniquely different floor plan offers a rear living room, dining space and open floor plan kitchen, with access to the large private deck - all great for entertaining. The primary bedroom features an en-suite bathroom and two walk-in closets, both built out with closet organizers. The second bedroom is a great size for bedroom or office, also with en-suite bathroom. Off the main hallway you'll find a large walk-in laundry room with side by side W/D and additional storage. There are beautifully re-finished hardwood floors throughout, central HVAC, gas fireplace, built-in bookshelves in the living room, updated lighting, and NEST thermostat. There is one garage parking space included, with additional storage in the garage. Located just steps from all things in Old Town, New City, Mariano's, Earls, Wells Street, tons of restaurants, parks, and CTA lines.

1335 N Mohawk Street Unit #2N, 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.