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Houses for sale in Old Town Chicago

$2,995,000
6 Beds ⋅ 6 Baths ⋅ MRD11738626 MLS ⋅ NEW Status
This custom Old Town home offers 7,000+ sqft of contemporary living space with high-quality finishes, dramatic ceiling heights, a 5-stop passenger elevator, incredible outdoor space, a private parking space, and an attached 2-car garage. Highlights include exotic Acacia hardwood and porcelain tile floors, custom millwork and window treatments, sophisticated LED lighting, two fireplaces, and so much more. The main level was designed for everyday living with expansive hangout space, a top-quality eat-in kitchen with large food pantry, and a fabulous private deck. The second level is a massive primary suite with sun-filled bedroom, spa bath, luxurious dressing room, and an office. Three bedrooms and two full baths are together on the 3rd level along with a fantastic laundry room. And the top level is the jewel in the crown - an extraordinary place to entertain indoors and out! A folding glass NanaWall connects the great room to a large rooftop deck with firepit, infrared heaters, and skyline views. Other features include a built-in bar, 2nd kitchen, an additional bedroom/office, and a full bath. The lower level was designed with rambunctious kids in mind! With 12' ceilings, tempered glass windows, and an engineered wood floor, the 475 sqft rec room functions as an indoor gym. The attached 2-car garage is accessible via a huge mudroom. The public sideway, driveway, and gangway have snowmelt, and the garage and lower level have radiant heat. Other features include electronic locks, zoned HVAC with central humidity and air purification, dual hot water heaters, 13 wifi zones, and an outdoor watering system. This home is ideally located near some of Chicago's most popular shopping, dining, and entertainment venues, and the Sedgwick Brown Line el station. It is in the Lincoln Park HS district and near several private schools including Catherine Cook, Latin, the British School, LaSalle Language Academy, Immaculate Conception, Francis Parker, and Lincoln Park Prep.

1532 N Wieland Street, Chicago
$3,750,000
3 Beds ⋅ 4 Baths ⋅ MRD11738126 MLS ⋅ NEW Status
OLD TOWN TRIANGLE - VERY RARE OFFERING! 3 HOMES & 3 GARAGE PARKING SPOTS ON 2 SEPARATE BUT PARALLEL LOTS IN THE HEART OF OLD TOWN! THE MAIN RESIDENCE IS A ONE-OF-A-KIND HOME THAT WAS CONVERTED FROM A HORSE STABLE DATING BACK TO 1903 AND THE 2 OTHER HOMES CAN BE USED IN MANY WAYS: KEEP AS YEARLY RENTALS / IN-LAW / NANNY / AIRB&B / OFFICE / ART STUDIO. BOTH HOMES CURRENTLY RENTED WITH GROSS REVENUE OF $73K / YEAR. RENTS ARE LOW FOR AREA AND MARKET/PROJECTED GROSS IS CLOSER TO $90K+/YEAR. THE MAIN RESIDENCE OFFERS APPROX 3100 SQ FT ON 2 LEVELS WITH 3 BEDROOMS, 2 FULL BATHS & 2 1/2 BATHS. THIS GORGEOUS SUN-FILLED HOME IS RIGHT OUT OF ARCHITECTURAL DIGEST WITH IT'S STUNNING DE GIULIO KITCHEN, BUILT-IN BANQUETTE SEATING, 17 FT. VAULTED & WOOD BEAMED CEILINGS, SKYLIGHTS, EXPOSED BRICK WALLS, AND AN AMAZING YARD BY LANDSCAPE ARCHITECT HOERR SCHAUDT WITH BUILT-IN GRILL, WOODBURNING FIREPIT W/GAS START, CUSTOM LIGHTING & IRRIGATION SYSTEM. THE YARD HAS BEEN PHOTOGRAPHED AND PUBLISHED IN BETTER HOMES AND GARDENS. THE TWO ADDITIONAL HOMES THAT COMPLETE THIS RARE OFFERING ARE LOCATED ON AN OVERSIZED 25X144 LOT AT 1718 N. SEDGWICK. ONE HOME/BUILDING IS A 3 LEVEL VICTORIAN HOME WITH 3 BEDS 2 1/2 BATHS (RENT = $4175/MONTH) AND THE 2ND HOME/BUILDING IS A BRICK BUILDING WITH 1 BED & 1 BATH (RENT = $1925/MO). THESE TWO HOMES ARE CURRENLTY RENTED UNTIL AUG 2023 AND RENTS ARE LOW FOR AREA. TENANTS PAY THEIR OWN UTILITIES. SELLER HAS EXCLUSIVE USE OF YARD AND 3 GARAGE SPOTS. SELLER PREFERS TO SELL ALL 3 HOMES / 2 LOTS TOGETHER AS A PACKAGE. AMAZING OPPORTUNITY!

1721 N Fern Court, Chicago
$1,825,000
3 Beds ⋅ 3 Baths ⋅ MRD11735682 MLS ⋅ ACTIVE Status
Classic Chicago victorian home renovated in 2009 by architect Wheeler Kearns & contractor Fraser Construction combines a historic exterior charm with a sleek contemporary interior design. Situated perfectly in Old Town, this two-story 3 bedroom, 2 and a half bathroom home features concrete floors on the main level and quartered and rift sawn white oak hardwood floors on the stairs and second level. The main floor has an open flow from the front dining room with a wood burning fireplace, through the kitchen with custom stainless steel countertops by Avenue Metal, high-end appliances and custom cabinetry, to the living room with built-in cabinets and a custom sliding door overlooking the large backyard. A powder room is also on the main floor. This layout is perfect for entertaining both indoors and outdoors! The gorgeous staircase that goes up through the middle of the home has skylights that pour in natural light from above. The primary bedroom suite has a wood burning fireplace with a blued-steel surround, walk in closet, and a beautiful ensuite bathroom with a large glass enclosed steam shower, separate commode area and a large floating vanity. Two additional bedrooms, a full hallway bathroom and laundry room complete the second floor. The home is wired for surround sound and has speakers throughout. Two-car detached garage has an 220 volt electric car charger. Two furnaces, two AC units and one humidifier were replaced in 2022. Incredible Old Town location nearby Lincoln Park, the lakefront trail, North Avenue beach, shopping and dining along Wells St and North Ave, and easy access to Lake Shore Drive.

217 W Eugenie Street, Chicago
$2,625,000
4 Beds ⋅ 4 Baths ⋅ MRD11662821 MLS ⋅ ACTIVE Status
Few neighborhoods in Chicago can deliver the charm and character of Historic Old Town. Situated on a 40-foot-wide lot on Chicago's Near North Side, this 4 bedroom single family home, stuns from the street with its modern wood and steel facade that's punctuated by architectural glass. Inside, first-class finishes and an open-concept floor plan define the 5,660-square-foot home's epic living, dining and entertaining spaces. A custom floating staircase, 14-foot-high ceilings and a lofted mezzanine are the great room's focal points. The main room features heated hardwood floors, a wood-burning fireplace, and a large dining space that can accommodate an oversized dining table. The home's custom chef's kitchen receives an abundance of natural light and features Bauthaup cabinetry, marble and stainless steel countertops, Sub-Zero refrigerator, Viking 6-burner range and oven, 2 Miele dishwashers, a Miele steam oven, an island with adjacent breakfast seating, and a walk-in pantry. From here, the kitchen connects to a 1700-square-foot backyard with a bluestone patio, raised flower beds, a vegetable garden and a natural gas hookup for a gas fire pit. The mezzanine can serve as a family room, WFH office, workout area, or play room. The second level features 3 sizable, secondary bedrooms, 2 full baths, and a rec room with plenty of space for extra storage. The third level is entirely devoted to this home's spectacular primary suite, which features walk-in custom closets, a chic ensuite with GROHE fixtures, radiant heated floors, walk-in shower and a large jacuzzi tub, and a private deck with unobstructed skyline views. Additional amenities include expansive gallery walls, designer light fixtures throughout, a lower level laundry, a mudroom, security cameras, Tensusi Water Filtration System , wired for audio/visual and a front loading two-car garage with heated driveway. Within walking distance of Lincoln Park, the lakefront and a host of world-class boutiques and restaurants along Wells Street, 323 W. Evergreen Ave. is a sprawling, contemporary property for the whole family.

323 W Evergreen Avenue, Chicago
$1,150,000
5 Beds ⋅ 4 Baths ⋅ MRD11733219 MLS ⋅ ACTIVE Status
Prime Corner Old Town locale! This super sunny southeast facing rowhome is located in the absolute best location! With three stories above grade, this home offers unusually wonderful space for living and entertaining. The main level features a spacious living room with two window exposures and a beautiful fireplace with wood carvings and tile surround. A spacious dining room offers an additional fireplace and great space for the largest of dining sets. The adjacent kitchen features wood cabinetry and granite tops, a breakfast bar, and access to a shared rear deck. Restored ceiling medallions and gorgeous mouldings maintain the vintage charm of this level. The custom mahogany staircase leads to the second level, where three nicely sized bedrooms, a hall bath, and a spacious laundry center with side-by-side laundry can be found. The primary suite comprises the entire top level, with a 25' vaulted ceiling, large ensuite bath, and a walk-in closet. There is amazing space for a separate seating and office areas as well. The lower level features the home's fifth bedroom, full bath, and a full kitchenette. With private street access from Wells Street, this makes for the perfect in-law or au-pair suite. Truly the best Old Town Locale, steps to fabulous dining, entertainment, shopping, plus the lake, zoo, and museums! Rental parking options available nearby.

1728 N Wells Street, Chicago
$1,900,000
4 Beds ⋅ 4 Baths ⋅ MRD11720836 MLS ⋅ ACTIVE Status
This house is such a vibe w/3 levels of living. The minute you step into this 3600 sq ft , 4bed , 3.5 bath home you are graced with outstanding architecture and craftsmanship! Every level receives an abundance of sun light that filters in through the hallways and home. This house gleams with a smooth consistency of dark hardwood flooring through out. The first floor welcomes family and guest with heated floors . The sleek, modern kitchen looks out to two patios. The Kitchen features brand new top of the line wolf appliances, sub zero refrigerator, double oven, built in coffee maker, built in wine cooler holding 130 bottles, laundry room , 2nd floor serves so much purpose with a huge family room, nice big balcony and home office w/built- ins, fireplace, vaulted ceilings and skylights, hallways have sliding doors that open to an outside deck. Primary bedroom has private bath and sliding doors to a private deck. The 3rd level is designed with three bedrooms, skylights, and so much contemporary excellence ! Two a car private garage !

1354 N Cleveland Avenue, Chicago
$1,949,000
5 Beds ⋅ 7 Baths ⋅ MRD11719547 MLS ⋅ ACTIVE Status
Architecturally unique home in Old Town! A beautifully lit side courtyard entryway welcomes you into this home and immediately draws your attention to the dramatic floating 3-story staircase with a wall of floor to ceiling windows pouring in natural light. 28 x 125 lot size. This home has 5 bedrooms, 6.1 bathrooms and all bedrooms are ensuite. The living room has an impressive ceiling height of 20+ feet. Chef's kitchen features Viking appliances, double sinks, granite countertops, mosaic tile backsplash and an expansive eat-in island. Enjoy 3 outdoor terraces with skyline views from the top floor. Top floor recreation room has a built-in wet bar, ensuite bathroom and laundry room. There are 3 gas fireplaces and cherry hardwood flooring. Attached, heated 3 car garage. Located with easy access to Wells St and North and Clybourn shopping and dining, New City, North Ave beach, Lincoln Park, and public transportation. *Tax assessment appeal in process to the board of review*

1326 N Cleveland Avenue, Chicago
$999,999
4 Beds ⋅ 3 Baths ⋅ MRD11701765 MLS ⋅ ACTIVE Status
Super sunny, south-facing row home in the most coveted Old Town Triangle locale! This well-appointed, nicely updated home offers a great layout, perfect for everyday living and entertaining. The main level features high ceilings, beautiful original mouldings and stained glass, plus a fireplace. An updated kitchen offers white cabinetry, Cambria quartz countertops, Ann Sacks tiling, and a 36" Wolf range. A large island offers bar seating and additional storage. There is also access directly off of the kitchen to a back deck with Trex decking. An updated full bath completes the main level. The second level of the home offers three nicely sized bedrooms with organized closets and a spacious, spa-like full bath. The primary suite features large, south-facing windows for a sunny retreat. The lower level has been renovated to offer the home's fourth bedroom, a large laundry/storage area, as well as a powder room. This home is in the best Old Town location, walking distance to all the Wells Street has to offer, plus the lake, zoo, and fabulous dining. This home has been successfully used as an AirBnB - message agent for further information. Area parking available for rent.

210 W Saint Paul Avenue, Chicago
$2,995,000
8 Beds ⋅ 9 Baths ⋅ MRD11670920 MLS ⋅ ACTIVE Status
A rare Airbnb/Bed & Breakfast business opportunity including a 4000+sf Single family home with 8 en-suites in Old Town. This Gorgeous brick and limestone home was built in 2016 and is fully furnished with annual revenue of approx. $520,000. This Single Family Home has a City of Chicago-approved Bed and Breakfast License. Incredible outdoor spaces including multiple balconies plus an enormous rooftop terrace (69x18) with 2nd kitchen and the most amazing, panoramic views of the city skyline! The main level is airy & bright, featuring 10' ceilings, wide-plank hardwood floors, a powder room, a fireplace in the living room, a separate dining room, a professional custom kitchen with S/S appliances including 2 dishwashers, double ovens, 6 burner cooktop, enormous refrigerator/freezer, ice-maker, a Farmer sink & prep sink, stone countertops plus a very large island with seating for 4 people plus a spacious family room with fireplace, all opening out to a large deck! The 2nd & 3rd floors have the same layout. The walk-out basement is finished with 2 additional ensuites. It truly is a beautiful property and can also just be a large single-family home! Walk to Lincoln Park, Zoo, Beaches, Shopping & Restaurants. Nearby schools: Catherine Cook, Franklin, British International, LaSalle Language, St. Ignatius & Latin..

1428 N Cleveland Avenue, Chicago



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Old Town Chicago Houses for Sale

Discover Luxury and Historic Homes in a Charming and Walkable Neighborhood!

Old Town Chicago is a charming and walkable neighborhood that offers the perfect balance of city living and small-town charm. This historic area boasts stunning architecture, renovated homes, and modern amenities, making it a top choice for families, young professionals, and anyone who appreciates the character and charm of older homes.

Whether you are looking for a luxury home with high-end finishes, a historic home with architectural character, or a renovated home that seamlessly blends the old and the new, there is something for everyone in Old Town. With easy access to transportation, shopping, and dining, this neighborhood is perfect for anyone who wants to live in the heart of the city while enjoying a tight-knit community feel.

As a top-rated real estate agent with years of experience in the Chicago real estate market, I have a deep understanding of the local market trends and can help you find the perfect home for your lifestyle and budget. Whether you are a first-time homebuyer or an experienced investor, I can guide you through the home buying process and help you make a sound investment decision.

Take the first step towards your dream home in Old Town by contacting me today to schedule a showing or discuss your options for buying a house in this charming and historic neighborhood.

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