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Houses for sale in Old Town Chicago

$1,960,000
6 Beds ⋅ 6 Baths ⋅ 11896680 MLS ⋅ NEW Status
Introducing 1442 N North Park Ave! An exceptional opportunity nestled in the heart of Old Town that beckons visionaries with an eye for luxury. Situated in one Chicago's most desired neighborhoods, this expansive ~7,000 square foot 2-flat offers a unique chance to craft the single-family residence or split townhome + rental opportunity of your dreams, all without the weight of monthly assessments. Why settle for a townhome when you can possess, personalize, and preside over this amazing property? Each of the two units showcases a symmetrical, mirrored design that spans 3 full floors of opulent living space. Residents are greeted by 3 bedrooms, 3 full bathrooms, and additional dens that serve as the perfect canvases for home offices or creative spaces. The residences sing of elegance with their marble fireplaces, and dining becomes a daily luxury within kitchens fitted with commercial-grade stainless steel appliances and sub-zero refrigerators. Vast walk-in closets offer effortless organization, ensuring each space remains pristine. Architecturally, the property stands as a testament to quality. High ceilings paired with an abundance of windows ensure units are drenched in natural light. The pinnacle of luxury is realized on the top floor, which reveals 3 expansive rooftop decks and penthouses. These sanctuaries are perfect for recreation, office endeavors, or tranquil evening relaxation. Modern conveniences haven't been overlooked. Each unit benefits from an individual, attached 1-car garage, in-unit full-size washer/dryers, and the reliability of dual zone heating and air conditioning systems. Additionally, homeowners and investors alike can appreciate a steady revenue stream; one unit is currently rented at $4,500/month until 5/31/24, offering consistent income as plans for the vacant unit take shape. Location is paramount, and this property doesn't disappoint. Nestled amidst Old Town's main district-shops, parks, top-tier restaurants, Chicago's iconic lakefront, and the bustling downtown-merely steps away from the city's finest entertainment, shopping, and transport hubs. In essence, for those who yearn for unparalleled elegance, abundant space, and boundless potential, this property isn't just an investment-it's a canvas ready for a visionary's touch. Tour today! R-5 Zoning.

1442 N North Park Avenue, Chicago
$4,295,000
5 Beds ⋅ 6 Baths ⋅ 11893057 MLS ⋅ NEW Status
Look no further than this stunning solid masonry NEW CONSTRUCTION custom home on one of Old Town's loveliest street! Designed and constructed by luxury builder, Urbane Home, this home is ready for immediate delivery and no detail has been spared in the delivery of excellence. Professionally designed and curated, this luxury home offers 5 bed + office, 5.5 baths, a stunning Wolf/Subzero chef's kitchen with butler pantry, large mudroom, 4 living spaces, wet bar, wine room, 2 laundry rooms and 2 large exterior living spaces (including a large rooftop with skyline views that can be customized to suit). Enjoy 3 fireplaces, luxury tile and stone, custom millwork along with reclaimed beam details and beautiful white oak hardwood flooring throughout. Stay extra cozy in the winter with radiant heat in all baths and the entire lower level. No shoveling is required with the home's integrated driveway/sidewalk/porch snow melt system. This home is situated on a lovely, wide, tree lined street and is surrounded by beautiful, luxury homes and is in close proximity to a plethora of shops, restaurants, entertainment and Chicago's renowned lakefront. Urbane Home constructs its homes with the highest level of attention and detail throughout, satisfying even the most discerning homeowner. This home has been professionally appointed at the first floor, office and primary suite, all which is available for purchase with the home, at an additional price. Additionally, the homeowner(s) of this lovely home will enjoy 20 hours of complimentary Urbane Home interior design services and associated trade discounts, as applicable. See more stunning homes/projects by the developer by visiting the Urbane Home website under Collections.

1531 N North Park Avenue, Chicago
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 11882179 MLS ⋅ ACTIVE Status
New to the market where Old Town meets the Gold Coast, this freestanding single-family home debuts today with a stunning interior rebuild, fully gut-rehabbed throughout, to create a dramatic modern residence that's as comfortable and functional as it is beautiful. Phenomenal natural light, all new windows, new doors, new fixtures, new railings, new hardwood flooring, new baseboards & molding, new electrical outlets, new triple-zoned HVAC system, new tankless hot water heater, new recessed can lighting, new appliances and new closets throughout. Wide-open floorplan on the main level ideal for entertaining, with a great flow between Living, Dining, Kitchen and Family Rooms with gas fireplace, leading straight out to the fully-landscaped yard with a firepit in the back. Modern kitchen featuring a quartz waterfall counter island with breakfast bar, new stainless steel appliances, custom cabinets with under-cabinet lighting and statement pendants. Light & bright upstairs with multiple skylights, laundry, 3 big bedrooms including a dramatic primary suite with vaulted ceilings and a spa-like bath with double-bowl vanity, jet-tub & separate shower, marble tile, lighting and brushed brass plumbing fixtures. A large fully-finished basement with a giant family/media room, snuggle nook, a 4th bedroom and 3rd full bathroom, 9' ceilings, and new high-grade carpeting with a triple-pad. Surrounded by lovely landscaping both front and back, fully-fenced front and back yards particularly dog-friendly with a separate turf dog-run along the side, new rear deck & stairs, and hardscape brick-paved patio with planters and outdoor furniture included. Extra large lot with 2-car garage accessed from a private gated alley managed by a professional homeowners association comprised of the adjacent neighbors both to the north and south. Outstanding proximity to parks, schools, public transportation and all the wonderful shops, restaurants and galleries along Wells St., Division and surrounding.

324 W Goethe Street, Chicago
$2,899,000
6 Beds ⋅ 6 Baths ⋅ 11872733 MLS ⋅ ACTIVE 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
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 11884228 MLS ⋅ ACTIVE Status
Spectacular, extra-wide luxury home in the heart of Lincoln Park. Magnificent single-family residence with all new interior and stunning finishes. An unparalleled living experience with all of the bells and whistles. Jaw-dropping foyer the minute you walk in with incredible ceiling heights, stunning extra-wide Walnut floors, and amazing sunlight throughout - perfect for incredible entertaining and family life. 36-foot wide lot allows for an impeccable urban oasis with Ipe deck for grilling and dinning, huge, quiet and secluded private backyard with stunning landscaping. Custom, professional chef's kitchen with sleek and modern design equipped with the highest-end appliances Thermador double-oven with a convection and separate steam oven, Subzero fridge, Gaggenau Teppanyaki Grill, built-in water system with sparkling or boiling water faucet, and so much more that the advanced home cook will love. The adjacent family room is both inviting and spacious just steps from the outdoors to make the perfect indoor/outdoor experience. A light-filled, 3-stop, designer elevator is a piece of art and takes you to any level of this masterpiece, with 3-4 bedrooms up and an additional 1-2 bedrooms in the lower level. Sophisticated and luxurious primary suite with views of the incredible outdoor space features unbelievable 17x11 custom closet and spa-quality bathroom with heated floors, jetted tub, steam shower, and heated towel drawer. Lower level continues this masterpiece with 600-bottle wine cellar, exercise room, and additional guest room with incredible bathroom. 2-car garage with parking available for 3rd car. A rare, prized property with spectacular attention to detail and designer finishes - nothing to do but move-in and start living the dream.

1821 N Sedgwick Street, Chicago
$3,200,000
5 Beds ⋅ 8 Baths ⋅ 11865857 MLS ⋅ ACTIVE Status
*** ENVY WORTHY SKYLINE TERRACE *** is one of only many features of this true urban oasis CONTEMPORARY custom designed single family home! A masterpiece blending luxury finishes, unparalleled attention to detail and the state of the art at every turn, including multiple zoned smart home technology, all suite bedrooms, spa baths, Sub-Zero, Wolf, Viking, theatre room, wine cellar, radiant heat, 6-stop elevator ... to name a few... Full floor master bedroom suite - His AND Hers Baths... fully finished lower level perfect for summer entertaining or in-law arrangement... An entertainer's dream features dramatic sun drenched 2-story living room overlooking historic tree lined street, while the most AMAZING rooftop terrace affords only the finest VIEWS of Chicago's award-winning skyline! This masterpiece offers all the conveniences for today's fast paced lifestyle, yet your own personal urban oasis. Located in historic Old Town, steps from Chicago's Gold Coast + River North ! World renowned Oak Street luxury shopping, arts, culture, dining, entertainment!! This home knows no parallels! MUST see video tour: This home has been featured in Airbnb and others as a luxury destination / hotel generating over $ 250,000 income per year ! The CHOICE is Yours: Personal Urban Oasis or Investment Property!

1416 N North Park Avenue, Chicago
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 11833783 MLS ⋅ ACTIVE Status
Prime-corner, classic Chicago-brick home built in 1886 is situated perfectly in Old Town and combines historic exterior charm with a respectfully updated interior design. Conversion of this former two-flat into a single-family home was completed in 2017 and features three bedrooms & two full and one-half bathrooms. An open-concept main level offers high ceilings, vintage moldings, modern kitchen and white painted wood floors. Formal living room offers original plaster moldings while a large dining room opens into a custom kitchen with honed Carrera marble and Soapstone countertops and high-end appliances (Sub-Zero, Fisher-Pykel, Bosch, Kohler). Library/Den continues in the back of the home with access to the back porch and shared courtyard. Third bedroom currently being used as office/workout space and powder room with vintage vanity complete this level. White, painted wood floors continue onto the second floor. This level features a spacious laundry/utility room with ample storage and two large en-suite bedrooms with gorgeous custom bathrooms (wall-hung Duravit toilets in all bathrooms with Sensowash in primary bath) and walk-in closets. This home offers a sophisticated and truly unique living opportunity unlike anything in the neighborhood. It is within close proximity to the lakefront, Lincoln Park, Green City market, Wells Street restaurants and bars. Downtown is easily accessible by multiple forms of public transportation and Lincoln Park public & private schools are all within walking distance. This home is a true gem!

242 W Saint Paul Avenue, Chicago
$5,200,000
7 Beds ⋅ 6 Baths ⋅ 11755660 MLS ⋅ ACTIVE Status
Significant Mansion located on premier North Park Avenue in the heart of the city's Old Town/ GoldCoast neighborhood! This custom-built 8,000+sf all Mansonary brick and limestone stunner sits on a spacious double lot 50' wide, with an appealing large side yard and entrance. Multiple outdoor spaces including balconies, a covered rooftop deck, and a stunning turret tower offering a spectacular panoramic view of the city skyline and surrounding tree-lined neighborhood. Sparing no attention to detail, this 7 bedroom, 5 1/2 bathrooms home features 12ft Ceilings, Hardwood floors throughout, coffered living room ceiling, deep crown moldings, 8ft doors, 3 wood burning fireplaces, 5 stop elevator, and top floor well-appointed gym overlooking impressive Professional indoor Sports Court! Spacious Chef's kitchen includes a Wolf range cooktop and custom copper hood, Wolf built-in convection ovens, a Commercial Thermador refrigerator, granite countertops, custom cabinets, and a sizable walk-in pantry. The kitchen also offers a large center island, counter seating, separate eating area, and is open to the grand family room with wood burning fireplace. Spectacular 3-season room features a wood-burning fireplace, access to an outdoor grilling patio with a built-in DCS chef's grill, a mudroom with laundry, and access to the remarkable side yard. The spacious primary suite offers a large walk-out balcony, a private staircase into a distinctive turret personal office, 2 large walk-in closets, en suite bath featuring double vanity, a sizeable steam shower, and jetted bathtub. Additional bedrooms are generously sized and include walk-in closets, en suite baths, and walk-out balconies. The lower level includes an entertainment space with a fireplace, a potential wine storage room, and two large bedrooms with walk-in closets and a full bath. Other highlights include an attached spacious 2.5-car garage, automated privacy gate, snowmelt driveway, central vacuum, geothermal radiant heat, Marvin windows, multiple laundry rooms, and Sonos multi-room sound system throughout. Ideal for entertaining large families. Perfectly located and close to entertainment, restaurants, great schools (Latin/Parker), parks, the lakefront, and more. "truly one of a kind home", a Must See!

1515 N North Park Avenue, Chicago
$1,150,000
5 Beds ⋅ 4 Baths ⋅ 11733219 MLS ⋅ ACTIVE Status
Sun drenched prime corner in the heart of Old Town! When you first enter this inviting, custom designed home, you will be overcome with sunlight. Windows, windows, windows abound. Historically certified and built in 1888, the home has been completely renovated from top to bottom, while maintaining its original vintage charm. Restored ceiling medallions and gorgeous mouldings are just a few of its impressively preserved features. Uncommonly wonderful space for living and entertaining, the main level features a spacious living room with two window exposures and adorned with an art deco fireplace, with custom wood carvings and tile surround. Large dining room with comfortable room for seating for 8 people features another incredible fireplace. The adjacent kitchen is adorned with an artist's custom designed wood cabinetry, granite countertops, a breakfast bar, and access to a shared deck! The custom mahogany staircase leads to the second level, where three nicely sized bedrooms, two that can accommodate king sized beds, a calming full 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 walk-in closet. There is amazing space for separate seating and office areas as well. The lower level features the home's fifth bedroom, full bath, and full kitchen with private street access from Wells Street, making for the perfect in-law, au-pair suite, or Airbnb. Truly the best Old Town Locale, steps to some of the best well known and award-winning restaurants, fabulous entertaining and shopping. Lincoln Park is adjacent to Lake Michigan and embodies the petting zoo, the arboretum, multiple dog parks, playgrounds and the Zoo (free to the public!). Located in the Lincoln School District, plus easy access to Latin and Parker! Rental parking options available nearby.

1728 N Wells Street, Chicago
$2,995,000
8 Beds ⋅ 9 Baths ⋅ 11670920 MLS ⋅ ACTIVE Status
A Rare Airbnb/Bed & Breakfast business since 2016 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, each floor has 3 private en suites and one with a balcony overlooking a tree-lined street. The walk-out basement is finished with 2 additional private 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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