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33 W Huron Street Unit #607, Chicago
$749,000
2 Beds ⋅ 2 Baths ⋅ 12795002 MLS ⋅ CONTINGENT Status
This spacious unit has been thoughtfully redesigned from a 3-bedroom into a stunning 2-bedroom, creating an enormous living and dining area ideal for entertaining. Enjoy a generously sized balcony and an abundance of windows that fill the space with natural light. The open floor plan features a gracious kitchen and great room combination, perfect for hosting gatherings. The kitchen boasts ample storage and a huge island. The master suite is a standout with two walk-in closets, a new luxurious renovated bathroom with double vanities, and a large shower. The remodeled second bathroom adds to the home's appeal. A large laundry room with ample storage complements the unit. Garage parking spot additional and additional storage included. Situated in a beautiful boutique building near Michigan Ave and the vibrant River North area, this home offers easy access to transportation and expressways.

33 W Huron Street Unit #607, Chicago

1003 S Racine Avenue, Chicago
$749,000
3 Beds ⋅ 3 Baths ⋅ 12796205 MLS ⋅ CONTINGENT Status
Exceptional investment opportunity in the heart of Chicago's University Village - Little Italy neighborhood! This well-maintained multifamily property blends historic character with modern convenience, offering spacious living areas and timeless architectural appeal. The building features three units with strong rental potential: All unit are currently rented. Unit 1 is a garden unit at $1,825/month. Unit 2 is a middle-floor unit with a rent of $2,150/month and includes an assigned parking space. Unit 3 is a top-floor unit with a rent of $2,250/month and includes an assigned parking space. Total projected monthly rental income is $6,225. Ideally situated just steps from the vibrant dining, cafes, and shops along Taylor Street, with nearby green spaces including Arrigo Park and Sheridan Park. Excellent transportation options include CTA Blue Line access, bus routes, and convenient connections to major expressways. Whether you're seeking a turnkey investment or an owner-occupant opportunity with supplemental income, 1003 S Racine Ave offers the perfect combination of location, lifestyle, and income-producing potential.

1003 S Racine Avenue, Chicago

918 W Fletcher Street Unit #C, Chicago
$749,000
3 Beds ⋅ 2 Baths ⋅ 12785047 MLS ⋅ CONTINGENT Status
Beautifully updated and meticulously maintained three-bedroom, two-bathroom penthouse condo featuring an incredible expanded private rooftop deck, ideally situated on a quintessential tree-lined street adjacent to a park in the heart of Lakeview! Enjoy the best of both worlds with a peaceful neighborhood setting just steps from shopping, restaurants, nightlife, and public transportation. A rare foyer entry welcomes you into the home, offering a convenient guest coat closet and updated tile flooring. The foyer leads into an impressive open-concept living space, beginning with the beautifully updated kitchen featuring shaker-style cabinetry, quartz countertops, a mosaic tile backsplash, stainless steel appliances, and a raised breakfast bar with seating for up to four. The kitchen opens seamlessly to a spacious dining area with hardwood floors and room for a generously sized table, a rare find in a city condo! The breakfast bar also overlooks the inviting living room, centered around a gas fireplace with a beautiful tile surround and electrical hookup for a television above. Abundant windows flood the entire living space with natural light, creating a bright and welcoming atmosphere. This thoughtfully designed home offers three generously sized bedrooms and two full bathrooms, including a private primary suite with an updated en-suite bathroom featuring a tub/shower with glass door and updated stylish vanity. The updated hall bathroom serves the additional two bedrooms and includes a basketweave marble floor and a stand-up shower with oversized subway tile surround. In-unit laundry with new (2025) full size front load washer and dryer. While the interior of this home is impressive, the spectacular private rooftop deck is the true showstopper! In 2024, the roof was replaced and the deck was completely rebuilt and expanded, creating an incredible outdoor entertaining space that is truly hard to find. Whether enjoying stunning sunsets with a glass of wine, hosting summer gatherings with family and friends, or simply relaxing above the city, this exceptional outdoor retreat offers endless possibilities. To complete the package, garage parking and a separate huge private 14x9 lower-level storage room are both included in the purchase price! An incredible opportunity to own a beautifully updated three-bedroom, two bathroom penthouse with an expansive private rooftop deck in one of Lakeview's most desirable locations. The perfect combination of space, style, outdoor living, and convenience. This is the one you have been waiting for!

918 W Fletcher Street Unit #C, Chicago

1656 N Bosworth Avenue Unit #2S, Chicago
$749,000
4 Beds ⋅ 2 Baths ⋅ 12786453 MLS ⋅ CONTINGENT Status
SPECIAL OFFER: Seller is offering a 2/1 mortgage rate buy-down for the first two contracts! Fully rehabbed in 2026, this reimagined 4-bedroom, 2-bathroom condominium represents the pinnacle of modern luxury. Perfectly situated at the intersection of Bucktown and West Lincoln Park, the residence features direct elevator entry and blends seamless indoor-outdoor living with two private outdoor spaces and high-end designer finishes. Step into a bright, open floor plan framed by brand-new, floor-to-ceiling European windows that offer excellent sound insulation and flood the home with natural light. The sophisticated living room is anchored by a stunning feature wall and elevated by custom trim work, solid-core 8-foot doors, and a tailored LED lighting package. A covered outdoor area seamlessly extends your living space and comes equipped with an outdoor grill. Entertain with ease in the chef's kitchen, showcasing Italian-designed cabinetry, a premium stainless steel appliance package, and an oversized quartz island complete with elegant waterfall edges. Unwind in the spa-inspired designer bathrooms, fully outfitted with sleek oversized tile and heated floors. Located in the highly coveted Burr Elementary School district, this home offers unparalleled access to trendy dining, boutique shopping, and local parks. With I-90/94 and the Milwaukee/Damen Blue Line just minutes away, city commuting is an absolute breeze. Don't miss this rare opportunity to own a truly exceptional residence in one of Chicago's most vibrant and sought-after locations!

1656 N Bosworth Avenue Unit #2S, Chicago

4040 S Calumet Avenue, Chicago
$749,000
7 Beds ⋅ 4 Baths ⋅ 12753628 MLS ⋅ CONTINGENT Status
Exceptional investment opportunity in the heart of historic Bronzeville. Welcome to 4040 S. Calumet Ave, a distinctive property offering classic Chicago architecture, beautifully updated interiors, outdoor space, and an outstanding location just minutes from downtown Chicago and the lakefront. Units are currently occupied, giving an investor the opportunity to acquire an established multifamily property with existing tenancy. The building features spacious living areas, contemporary kitchens, stainless steel appliances, modern cabinetry, hardwood flooring, updated baths, multiple rear decks, and a gated entry. The location adds tremendous appeal with convenient access to downtown Chicago, the Lake Michigan lakefront, McCormick Place, the Obama Presidential Center, Washington Park, the DuSable Black History Museum and Education Center, public transportation, major expressways, and the many cultural, dining, and recreational destinations surrounding historic Bronzeville. 4040 S. Calumet brings together the features investors want most: location, character, updated interiors, existing occupancy, outdoor space, and multifamily income potential. Opportunities like this deserve a closer look. Schedule your private showing and come see what 4040 S. Calumet has to offer.

4040 S Calumet Avenue, Chicago

1212 N Lake Shore Drive Unit #28CS, Chicago
$745,000
2 Beds ⋅ 2 Baths ⋅ 12629395 MLS ⋅ CONTINGENT Status
Wake up to the lake and unwind with the city; this beautifully positioned 2-bedroom, 2-bath residence offers rare east and west exposures in one of Lake Shore Drive's most prestigious full service buildings in the Gold Coast. A 27-foot lake facing balcony showcases sweeping views of Lake Michigan, Oak Street Beach, the Air & Water Show, and Navy Pier fireworks, while two juliet balconies capture stunning city skyline vistas from the bedrooms. A gracious foyer opens into expansive living and dining spaces designed for both elevated entertaining and effortless everyday living, all framed by unobstructed lake views. Generously sized bedrooms offer excellent closet space and seamless indoor-outdoor flow. In unit laundry. Thoughtful recent upgrades include newly installed sliding doors in the living room and both bedrooms, an enhancement that would command approximately $80,000 at today's replacement cost. The home also features a brand new water heater, with all valves and electrical components recently upgraded as part of a $10,000 investment. Enjoy the best of Gold Coast living in a full service, pet friendly luxury building featuring 24-hour door staff, on-site management and engineer, a rooftop indoor pool with panoramic lake views, two spacious sun decks, a fully updated party room with indoor/outdoor seating and catering kitchen, fitness center, heated valet garage with guest parking, receiving room, and assigned storage. Smoking is permitted on balconies only. The building is financially strong with $3.6M in reserves and no special assessments. Rentals are not permitted.

1212 N Lake Shore Drive Unit #28CS, Chicago

3740 N Lake Shore Drive Unit #11B, Chicago
$740,000
2 Beds ⋅ 3 Baths ⋅ 12804945 MLS ⋅ CONTINGENT Status
3740 N. Lake Shore Dr. 11B seamlessly combines elegant vintage character with the contemporary amenities today's buyers demand. This thoughtfully upgraded, impeccably maintained two-bedroom, two-and one-half bath condominium offers a 2100 sf floor plan ideal for both comfortable living and gracious entertaining. Enter from a semi-private elevator lobby into a welcoming foyer to discover 11B's well-proportioned rooms - including the south-facing living room - flooded with daylight. Nine-foot ceilings with plaster moldings, hardwood flooring, original mill work, and the living room's custom zebra wood, art deco-style gas-burning fireplace will delight buyers who appreciate the aesthetics of a bygone era. The formal dining room is as welcoming for intimate dinners for two as for holiday parties of 20. A wet bar, wine refrigerator, and abundant cabinetry for storing glassware make entertaining effortless. The chef's kitchen offers a professional FiveStar six-burner double oven gas range, Miele dishwasher, and a new Sub-Zero refrigerator/freezer with ice and water dispenser. There is also a pot filler and instant hot water dispenser, abundant prep and pantry space, quartz backsplash and countertops, custom cabinetry with full extension shelving, and marble flooring. An adjacent area extends the kitchen to accommodate seating/dining for six or more, with a convenient powder room adjacent, plus concealed-in-unit, full-size, energy efficient side-by-side LG laundry equipment. Separating public from private spaces, a central hall featuring original built-in storage gives way to two large bedrooms, both featuring two exposures and views of Wrigley Field and Chicago's skyline. The large primary bedroom offers ample storage, including a walk-in, organized closet, ceiling fan, and ensuite bath with steam shower. The second bedroom offers an ensuite bath with whirlpool tub, and is well-equipped to host guests or accommodate a work-from-home lifestyle with a custom built-in desk, abundant shelving, file drawers, and concealed printer housing. 11B boasts new, 3" fully adjustable LED downlighting, three new ADH-compliant toilets, newer thermal insulated windows, central air, an AprilAire humidifier, central stereo with Sonos components, and new window treatments. 3740 N Lake Shore Drive features 24-hour door staff and professional management. Residents enjoy a beautifully landscaped garden with patio area and grills. There are convenient storage rooms and both attached garage and outdoor parking options. Pets are welcome.

3740 N Lake Shore Drive Unit #11B, Chicago

5759 N Elston Avenue, Chicago
$740,000
8 Beds ⋅ 5 Baths ⋅ 12796696 MLS ⋅ PENDING Status
OVER $200,000 IN IMPROVEMENTS over the last three years! This is not a flip, just a well-managed and exceptionally improved opportunity in Jefferson Park featuring a legal 2-flat with a finished lower level with a summer kitchen, two additional bedrooms and one full bathroom. A rare find! Especially with BOTH upper units offering 3 bedrooms and 1.5 baths. Extensively updated in 2024-2025, this turnkey property delivers the space, condition, and income potential investors and owner-occupants are looking for. Both legal units feature spacious layouts, separate dining rooms, additional kitchen/dining areas, recessed lighting, and beautifully updated kitchens with quartz countertops, stainless steel appliances, and ample cabinetry. Updated bathrooms and modern finishes make these units stand out. The improvements go well beyond cosmetics, including a new roof, windows, gutters, tuckpointing, flooring, kitchens, bathrooms, and an upgraded rooftop deck over the garage-all completed in 2024-2025. Enjoy the benefits of substantial recent investment without the immediate expense of major renovations. The income is already working for you! Unit 1 is leased at $2,650/month, and Unit 2 at $2,400/month, generating $5,050/month or $60,600 annually in current gross rental income. Explore the short-term rental opportunity! AirDNA market data provided by the seller indicates an average daily rate of $116 and 69% occupancy. At those market benchmarks, a qualifying short-term rental could generate approximately $29,200 in gross annual booking revenue for one unit. Actual results will vary, and gross revenue excludes operating expenses. Additional features include rear decks, a rooftop deck over the 2-car garage, shared outdoor space, and coin-operated laundry. Enjoy convenient access to the Kennedy Expressway (I-90/I-94), O'Hare International Airport, and the Jefferson Park transportation hub, with CTA Blue Line and Metra connections. Nearby shopping and everyday conveniences include Jefferson Park Plaza, Gladstone Corners, Mariano's, and Jewel-Osco, along with neighborhood restaurants, cafes, parks, and local businesses.

5759 N Elston Avenue, Chicago

5020 N California Avenue, Chicago
$739,900
4 Beds ⋅ 3 Baths ⋅ 12717569 MLS ⋅ CONTINGENT Status
Nicely updated brick 2 flat in much sought after Lincoln Square area. Significant recent updates include : Brand new tear off roof, gutters & downspouts; 2nd floor unit boasts beautiful new kitchen featuring an oversized island with quartz countertop that comfortably seats 5 people. Bosch & LG appliances, under cabinet lighting, & subway tile backsplash. New recessed canned lighting in this unit as well with dimmers & movie mode option. Living room, kitchen & hallway have been freshly painted. 1st floor unit has an open floor plan as well. Maple cabinet kitchen with white appliances, updated bath & hardwood flooring. This is a legal 2 unit property with a non- conforming garden unit which was remodeled in 2021 & shows beautifully !!! This is leased through 3/27. Basement area has its own heating unit. 1st & 2nd floor units have separate Forced air furnaces & A/C units. Furnaces replaces in 2016, A/C units 2016, 1st flr. hot water tank replaced 2017 & 2nd flr. tank replaced in 2022. Plenty of yard space & 2 car garage. Close proximity to Lincoln Square, River Park, Galter Life Center, Swedish Covenant Hospital, & much more. Great building & Great Location.

5020 N California Avenue, Chicago

2328 N Lawndale Avenue, Chicago
$739,000
5 Beds ⋅ 3 Baths ⋅ 12760347 MLS ⋅ CONTINGENT Status
Logan Square Multi-Unit Brick Building with 1,700 Sq Ft units on the 1st & 2nd floor levels. Large Spacious units with no small rooms at all, Living Room, Kitchen, Dining Room, 2 Bedrooms, Rear heated Sunroom which can possibly be turned into a 3rd Bedroom to maximize use and rental income. Basement Unit fully renovated: Living Room, Kitchen, One Bedroom, plus an additional room at the rear of the building for laundry room potential. All utilities are separate: 3 Boilers (Base-Board Heating), 3 Water Heaters, 3 Electrical Panels. Good sized rear yard and a 2 Car Garage. Walking distance to a Super Market, Restaurants, Shops & Retail. Healy Metra Train Station a short distance away. Blue Line Train Station 1.2 miles.

2328 N Lawndale Avenue, Chicago

10516 S Seeley Avenue, Chicago
$735,000
3 Beds ⋅ 3 Baths ⋅ 12780033 MLS ⋅ PENDING Status
Steeped in history and rich in architectural splendor, the 105th block of Seeley Avenue is a captivating reflection of Beverly Hills' storied past. Here, some of the Southside's most distinguished residences stand as a testament to an era when craftsmanship, character, and architectural artistry defined the neighborhood's most coveted addresses. A remarkable tapestry of architectural styles unfolds along this picturesque, tree-lined block, from stately Tudors and elegant Prairie-style residences to the timeless charm of Chicago's beloved Bungalow. Each home tells a story of its own, together creating a streetscape that celebrates the enduring beauty, rich heritage, and unmistakable allure of historic Beverly Hills. Welcome to 10516 S. Seeley Ave., a distinguished Chicago Bungalow with a remarkable connection to the past. Built in 1915, this historic property retains its original architectural details, including beautifully preserved wood trim, intricate moldings, hardwood floors, and gorgeous stained-glass windows. Far from standard, the residence reflects the craftsmanship and character of its era, offering a rare opportunity to experience the timeless charm of an authentic Chicago Bungalow. 10516 Seeley's story begins the moment you step onto its 100-year-old mosaic-tiled foyer... From here, the home flows effortlessly into a spacious living room designed to accommodate every chapter of the day-from reading and conversation around the fireplace to relaxed evenings gathered with family and friends. French doors open to a front balcony, extending the living space outdoors and inviting fresh air, neighborhood views, and moments of relaxation. The formal dining room is bathed in natural light from a wall of windows oriented to the sunniest southern exposure, creating a luminous setting that highlights the room's elegant chandelier. An original butler's pantry leads gracefully from the kitchen to a designated breakfast room, creating a seamless setting for food storage, preparation, and serving, from busy morning breakfasts to family dinners. Two first floor bedrooms and a full bath offer both flexibility and accessibility, accommodating those who seek one-level living while also providing options for a first floor office, study, or den. Upstairs, the 2026 renovation reveals an extraordinary level of craftsmanship, with no expense spared and no detail overlooked. The grand primary suite exhibits refined luxury, pairing carefully selected materials with an elevated, serene atmosphere. Its private bath features striking emerald tile, designer fixtures, and polished finishes layered against a tranquil, spa-like palette. Tucked discreetly on the second floor, a "secret" room adds an element of intrigue; an unexpected retreat with the flexibility to become a private office, reading room, creative studio, or whatever best suits your personal vision! The expansive lower level seamlessly extends the home's living space, adapting effortlessly to quiet relaxation, lively recreation, and memorable entertaining. Polished concrete floors and exposed brick walls blend industrial character with inviting comfort, while multiple storage rooms and closets provide out-of-sight homes for toys, seasonal decor, luggage, and more, keeping the space organized and ready for any occasion. Outside, a deep and gated side drive leads to a fully fenced backyard and two car garage. Located within the historic Seeley Avenue District, part of Chicago's landmark Longwood Drive District, 10516 Seeley offers timeless charm in the heart of Beverly. Just blocks from the Metra Rock Island line, Barnard Park, Sutherland Elementary School, neighborhood restaurants, Givins Castle and the Ridge Historical Society. A perfect blend of history, convenience, and community.

10516 S Seeley Avenue, Chicago

5722 N Richmond Street, Chicago
$735,000
6 Beds ⋅ 3 Baths ⋅ 12773784 MLS ⋅ CONTINGENT Status
Welcome to this well-maintained and thoughtfully updated property located at 5722 N Richmond St, Chicago, IL 60659. This home offers a great combination of comfort, functionality, and recent improvements, making it an excellent opportunity for homeowners or investors. Recent updates include: central air system installed in 2019, roof replaced in 2018, windows updated in 2024, beautifully updated kitchens in 2026, and a new garage door opener in 2026. These improvements provide added comfort and peace of mind for the next owner. Conveniently located near shopping, restaurants, schools, parks, public transportation, and major roadways, with easy access to surrounding neighborhoods and everything Chicago has to offer. A great opportunity to own a home with many important updates already completed!

5722 N Richmond Street, Chicago

2614 N Clybourn Avenue Unit #401, Chicago
$735,000
2 Beds ⋅ 2 Baths ⋅ 12772007 MLS ⋅ CONTINGENT Status
WOW!! Check out this top floor 1,676 sq. ft. 2-bedroom + den, 2-bath loft!!! This home combines industrial character with modern refinement in the heart of highly desirable Lincoln Park location. Soaring 25-foot timber ceilings, black metal beams, and exposed brick create a dramatic yet inviting living space. Floor-to-ceiling windows fill the home with natural light and frame impressive views of the Chicago skyline to the south and the Chicago River to the west-both of which can also be enjoyed from the private wraparound balcony. Thoughtful seller improvements and high-end finishes are evident throughout, including tuck-pointed brick, newer windows, refinished hardwood floors, renovated bathrooms, and a beautifully updated kitchen. The kitchen features custom upgraded countertops and sink, new tile backsplash, a waterfall island with abundant storage, wine refrigerator. A granite-surround fireplace with floating shelves on both sides, automatic blinds in the main living area, heated bathroom floors, in-unit laundry, and a smart thermostat add comfort and sophistication. The spacious primary bedroom is conveniently located on the main level and includes a full en-suite bath and generous upgraded walk-in closet. Upstairs, the second bedroom offers its own full bath along with an approximately 100 sq. ft. lofted flex room or office overlooking the living room below. One deeded parking space (#10) in the secure gated lot is included. This home provides easy access to all that Lincoln Park has to offer; perfectly situated near major interstates, public transportation, dining, shopping.

2614 N Clybourn Avenue Unit #401, Chicago

349 E 43Rd Street, Chicago
$735,000
4 Beds ⋅ 4 Baths ⋅ 12760162 MLS ⋅ CONTINGENT Status
Experience luxury living in the heart of historic Bronzeville! This stunning 3,050 SF rowhome offers sophisticated design, high-end finishes, and exceptional indoor-outdoor living. Enjoy a private rooftop deck with skyline views, a balcony off the kitchen perfect for entertaining, and an attached 2-car garage with ample storage. The open-concept layout provides generous living space filled with natural light and modern elegance. Ideally located in the Grand Boulevard neighborhood with convenient access to the Green Line, Lake Shore Drive, I-94, and I-55. Just minutes from Hyde Park, the University of Chicago, Museum of Science and Industry, downtown Chicago, and the lakefront. A rare opportunity to own a luxury residence in one of Chicago's most vibrant and rapidly growing communities.

349 E 43Rd Street, Chicago

234 W Polk Street Unit #3909, Chicago
$735,000
2 Beds ⋅ 2 Baths ⋅ 12705124 MLS ⋅ CONTINGENT Status
SOLD BEFORE PRINT. Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier amenities with a focus on wellness include a dedicated fitness club with outdoor terrace, strength and motion studios, weekly fitness classes, massage room, salon, interactive sports simulator and media room. Additional private amenities that are the definition of next-level living include serene co-working and study spaces, upscale kitchen with private dining, plush lounges, 15,000 SF outdoor amenity deck, complete with a pool and cabanas, patio lounge with fire pits, open-air kitchen and grilling area with al fresco dining spaces. Residence 3909 features floor to ceiling windows, wide-plank hardwood flooring, spa-like baths and custom kitchen with sleek cabinetry, quartz counters, tile backsplash and Bosch panel appliances. Full-service building including 24-hr door staff, in-unit package service, drop-off dry cleaning services and more. Secure, indoor parking available. Condos delivering now and model residences now available for viewing by appointment daily!

234 W Polk Street Unit #3909, Chicago

1443 W Highland Avenue, Chicago
$730,000
3 Beds ⋅ 2 Baths ⋅ 12791067 MLS ⋅ CONTINGENT Status
Welcome home to this timeless Edgewater gem, ideally situated on one of the neighborhood's most coveted tree-lined streets. Rich in vintage charm and thoughtfully updated for today's lifestyle, this home offers the perfect blend of character, comfort, and modern convenience.Step inside to a sun-drenched living room anchored by a stunning stone gas fireplace, creating a warm and inviting gathering space. Beautiful architectural details and an abundance of natural light flow into the spacious formal dining room-perfect for hosting holiday dinners or entertaining family and friends.The beautifully renovated kitchen (2020) is both stylish and functional, featuring quartz countertops, a full-height quartz backsplash, stainless steel appliances, abundant cabinetry, and generous prep space for the home chef.Upstairs, you'll find three generously sized bedrooms with ample closet space and natural light. The expansive lower level offers a large family room with endless possibilities for recreation, a home office, workout space, or media room, along with dedicated laundry and abundant storage.The outdoor living space is just as impressive. Your private backyard oasis features extensive 2026 improvements, including refreshed landscaping, a refurbished patio, and new sod, creating the perfect setting for summer barbecues, morning coffee, or relaxing evenings. A detached two-car garage completes the home.Enjoy peace of mind with numerous recent improvements, including a new tear-off roof (2025), renovated kitchen (2020), and furnace (2014).Located just moments from Lake Michigan, the Red Line, Whole Foods, neighborhood parks, and the vibrant shops, restaurants, and cafes of Edgewater and Andersonville, this exceptional home offers the best of city living with the charm of a welcoming residential neighborhood that has two of the best block parties! Don't miss this rare opportunity to own a beautifully updated home in one of Chicago's most sought-after communities.

1443 W Highland Avenue, Chicago

5730 N Menard Avenue, Chicago
$729,000
6 Beds ⋅ 3 Baths ⋅ 12796153 MLS ⋅ CONTINGENT Status
Welcome to this well-maintained, mid-century brick two-flat in the charming Gladstone Park neighborhood! Situated on a unique lot along a quiet, tree-lined street, this property offers an oversized fenced backyard, beautiful landscaping, and an incredible opportunity for owner-occupants or investors alike. Lovingly cared for by only its second owners, the building features two spacious units, a finished lower level, generous outdoor space, and numerous updates throughout. Unit 1 offers 2 bedrooms and 2 full bathrooms, duplexed down to a beautifully finished basement completed in 2016. The main level features hardwood floors throughout, an eat-in kitchen updated in 2012 with Brookhaven soft-close cabinetry, stainless steel appliances, and a stylish backsplash, along with Brookhaven cabinetry in the main-level bathroom. The expansive finished lower level provides incredible additional living and entertaining space with taller ceilings, recessed lighting, a second full bathroom, and laundry hookups. Unit 2 offers 3 bedrooms and 1 full bathroom, a spacious eat-in kitchen with a new oven (2025), in-unit stackable washer and dryer, and hardwood floors beneath the newer carpeting. Both units enjoy access to the rear covered porches overlooking the spacious backyard. Major improvements include a new building roof (2025), garage roof (2018), replacement of the majority of windows, three newer rear doors, updated copper plumbing, 200-amp electrical panels, sewer flood control system with outdoor cleanout and sump pump, and tuckpointing completed in 2011. Additional highlights include a detached two-car brick garage with a new garage door opener (2025), professionally landscaped front yard, and plenty of street parking. The location is just as appealing! Nestled in a peaceful pocket of Gladstone Park near Jefferson Park, this home is just one block from the Cook County Forest Preserves and scenic bike trails, with neighborhood parks, schools, restaurants, and shops nearby. Convenient access to Metra, the Jefferson Park Blue Line, and major expressways makes getting around the city a breeze. A wonderful opportunity to own a thoughtfully maintained two-flat with flexible living space, fantastic outdoor areas, and a great neighborhood setting!

5730 N Menard Avenue, Chicago

955 W Monroe Street Unit #3B, Chicago
$725,000
2 Beds ⋅ 2 Baths ⋅ 12777512 MLS ⋅ CONTINGENT Status
Expansive, sun-soaked 2-bedroom, 2-bath corner unit with 11' ceilings, extra-wide living/dining room, and large private balcony in boutique West Loop brick and limestone elevator building. High-end features include Brazilian cherry hardwood floors, crown molding, travertine baths, and kitchen refreshed in 2023 with quartz counters, a 10' water-fall island, oversized 32" sink, under-cabinet lighting, and striking ceramic tile backsplash. The large primary bedroom includes a custom walk-in closet and luxe bath featuring a double vanity, separate shower, and soaking tub. In-unit laundry, newer furnace and humidifier, freshly painted. Steps from everything the West Loop has to offer yet situated on a quiet block. A half block to Mary Bartelme Park, four blocks to Skinner Park, and minutes to Randolph Street/Fulton Market, the el, and all major highways. Includes a parking space in the attached heated garage. The perfect West Loop condo in a professionally managed, intimate building.

955 W Monroe Street Unit #3B, Chicago

3041 N Lakewood Avenue, Chicago
$725,000
3 Beds ⋅ 2 Baths ⋅ 12784531 MLS ⋅ CONTINGENT Status
Tucked within an intimate six-residence townhome community on a picturesque, tree-lined Lakeview street, this charming three-bedroom, two-bathroom home blends character, comfort, and effortless city living. A welcoming entry leads into a sun-drenched living room, where an expansive bay window fills the space with natural light and a cozy gas fireplace creates an inviting focal point. Spanning multiple levels, the home offers a thoughtful separation of living spaces, ideal for everyday living and entertaining. Just off the kitchen and dining area, a private rear patio provides a peaceful outdoor retreat, perfect for morning coffee or al fresco dining. An additional deck off the primary bathroom offers a second private outdoor escape, while the versatile lower-level bedroom can easily serve as a guest suite, home office, den, or recreation room to suit your needs. Recent improvements include updated window treatments, fresh interior paint, bathroom lighting, a whole-home humidifier, dishwasher, and washer and dryer. Additional highlights include ample crawlspace storage and dedicated garage parking. Ideally situated moments from Will's Northwoods Inn, Farm Bar, and the shops and restaurants of the Southport Corridor, this Lakeview gem offers the perfect balance of neighborhood charm and city convenience.

3041 N Lakewood Avenue, Chicago

823 W Wolfram Street Unit #3E, Chicago
$725,000
2 Beds ⋅ 2 Baths ⋅ 12759311 MLS ⋅ CONTINGENT Status
Perched atop a premier Lakeview/Lincoln Park block, this beautifully appointed 2-bed, 2-bath penthouse delivers multiple private outdoor spaces - including a rooftop deck - in a full masonry, 6-unit boutique building with a new tear-off roof (2026), set on a quiet, tree-lined one-way street. Inside, an open, sun-filled layout is elevated by 12' ceilings, crown molding, and espresso-stained hardwood floors throughout. The living room centers on a wood-burning fireplace with gas starter and opens to a Juliet balcony with serene treetop views - pure charm and light, with plenty of room to spare for a full dining table. The kitchen is built for real life and real entertaining: ample cabinetry, generous counter space, and a high-end appliance package with a Wolf range, Sub-Zero refrigerator, vented hood, and Bosch dishwasher. The primary suite is a genuine retreat, with heated floors, a steam shower, and a Whirlpool soaking tub. The second bedroom is generously sized and served by a beautifully finished stone guest bath with its own soaking tub - ideal for guests or a refined home office. Outdoor living continues with a large rear deck off the hallway, plumbed with a natural gas line, plus a separate private rooftop - both finished with new Trex decking (2025) - rare dual outdoor space in the city. Rounding it out: a laundry closet with ample storage, plus a separate storage unit and 1-car garage parking. An A+ location - just steps to the Brown and Purple Lines, Fresh Market, and the best of Clark & Broadway dining, shopping, and fitness.

823 W Wolfram Street Unit #3E, Chicago

3456 N Pioneer Avenue, Chicago
$725,000
3 Beds ⋅ 4 Baths ⋅ 12775171 MLS ⋅ CONTINGENT Status
Beautiful home on a rare oversized lot. Welcome to this custom all brick truly amazing home, rebuilt in 2006, offering an exceptional combination of space, comfort, and timeless elegance. Set on a rare oversized lot with a spectacular luxury fence, this property offers an abundance of outdoor space and parking. A three car garage provides exceptional convenience and additional storage, while the interior offers a spacious and inviting layout, perfect for both everyday living and entertaining. Upon entering, you are greeted by a beautiful living room, highlighted by soaring 9'ceilings and a beautiful gas fireplace that creates a warm and inviting focal point. Elegant hardwood floors flow throughout the main level, leading seamlessly into the spacious, open concept kitchen featuring granite countertops, a center island, and an amazing sized dining room.A stunning staircase leads to the second level, where you will find three bedrooms, including an impressive primary suite. The primary bedroom offers a private balcony, a generous walk-in closet, and a beautiful primary bathroom with relaxing jacuzzi, creating a comfortable and private retreat.The finished basement expands the living space even further and is designed for both entertainment and functionality. It features a great recreation room, a beautiful custom bar, a full bathroom, a laundry area, and a fourth bedroom, perfect for guests, a home office, or additional living accommodations. Ideally located near great schools, restaurants, shopping, parks, nature preserves, and major transportation routes. Don't miss your opportunity to make this remarkable home your own. Schedule your private showing today and experience everything this special property has to offer!

3456 N Pioneer Avenue, Chicago

2210 W Chicago Avenue Unit #2E, Chicago
$725,000
3 Beds ⋅ 2 Baths ⋅ 12724274 MLS ⋅ CONTINGENT Status
Welcome to this meticulously maintained 3-bedroom, 2-bathroom residence that lives like brand-new construction in the heart of West Town. Located in an intimate boutique elevator building, this extra-wide home offers an exceptional layout, luxury finishes, and incredible indoor-outdoor living with both a spacious front balcony and a private rooftop deck above the garage, creating the ultimate setting for entertaining. The expansive open-concept floor plan is flooded with natural light and showcases rich hardwood flooring, custom ceiling details, a beautiful gas fireplace, and seamless flow between the living, dining, and kitchen spaces. Step directly onto the oversized front balcony, perfect for morning coffee or evening cocktails overlooking one of West Town's most vibrant streets. The designer kitchen is equally impressive, featuring premium Thermador appliances, custom Italian cabinetry, quartz countertops, a marble backsplash, and abundant storage. The luxurious primary suite serves as a true retreat with oversized windows, a generous walk-in closet, and a spa-inspired en-suite bathroom complete with a heated floor, oversized steam shower, and custom Italian vanity. Two additional spacious bedrooms offer hardwood flooring, generous closet space, and flexibility for guests, a home office, or nursery. A beautifully finished second bathroom features designer tile and lighting. Continue the entertaining outdoors on your expansive private rooftop deck above the garage, offering the perfect space for dining, grilling, relaxing, and enjoying Chicago summers. One attached garage parking space is INCLUDED. Ideally located in one of Chicago's most sought-after neighborhoods, you're just moments from Smith Park and some of West Town's best restaurants and cafes, including A Tavola, Forbidden Root, West Town Bakery, Roots Pizza, Hoosier Mama Pie Company, and Beatnik, with easy access to Ukrainian Village, Wicker Park, and the Chicago, Damen, and Division corridors.

2210 W Chicago Avenue Unit #2E, Chicago

1021 N Winchester Avenue Unit #1, Chicago
$725,000
3 Beds ⋅ 3 Baths ⋅ 12752000 MLS ⋅ PENDING Status
Tucked away on one of Wicker Park's most charming tree-lined streets, this stunning duplex down checks every box. Rich espresso hardwood floors flow throughout both levels, creating a cohesive and sophisticated feel from the moment you step inside. The main level welcomes you with an inviting seating area anchored by a cozy fireplace, which flows seamlessly into a sleek, open-concept white kitchen. Outfitted with stainless steel appliances, granite countertops, and a large island with a breakfast bar, it's a space designed for both daily life and effortless entertaining. Just off the kitchen, you'll find a convenient powder room. Down the hall is a king-sized primary suite, featuring a spacious walk-in closet and an ensuite bathroom complete with a double vanity, soaking tub, and a separate step-in shower. A private patio off the primary bedroom offers a quiet outdoor retreat. Head downstairs to the lower level to find tall ceilings that allow for an abundance of natural light. A second living area, complete with its own fireplace, opens onto an additional outdoor space fronting Winchester Avenue. Also on this level, you'll find two additional bedrooms, a second full bathroom, and a laundry room with side-by-side in-unit washer and dryer. Additional conveniences include a storage locker and garage parking-both INCLUDED in the price. Located just moments from the vibrant hotspots along Division Street and Chicago Avenue, and offering easy access to I-90/94 and public transit, this home is the perfect blend of modern comfort in an unbeatable location!

1021 N Winchester Avenue Unit #1, Chicago

2503 N Milwaukee Avenue Unit #3N, Chicago
$725,000
3 Beds ⋅ 2 Baths ⋅ 12753296 MLS ⋅ CONTINGENT Status
Experience Logan Square living at its best from this spacious three-bedroom, two-bathroom home in a boutique elevator building. Set in the heart of the neighborhood, the home is steps from the Logan Square Farmers Market, the boulevard, acclaimed restaurants, neighborhood shops, coffee spots, nightlife, and both the Logan Square and California Blue Line stations. Inside, an extra-wide floor plan, high ceilings, hardwood floors, and floor-to-ceiling windows create a bright and open living space. The kitchen offers abundant cabinetry, quartz countertops, stainless steel appliances, and a seamless connection to the living and dining areas. Just off the living room, a 19' 6' southwest-facing balcony with a gas line provides an ideal setting for grilling, entertaining, and enjoying the sunset. A privately designated rooftop deck offers a second outdoor space with plenty of room to relax or host friends. The primary suite features a walk-in closet and timeless en-suite bath, while two generously sized additional bedrooms provide flexibility for guests, children, or a home office. In-unit laundry, garage parking, and additional storage complete this exceptional home in one of Chicago's most vibrant and walkable neighborhoods.

2503 N Milwaukee Avenue Unit #3N, Chicago

1130 S Sacramento Boulevard, Chicago
$725,000
10 Beds ⋅ 5 Baths ⋅ 12734515 MLS ⋅ CONTINGENT Status
Fully Renovated Greystone in a rapidly appreciating neighborhood offering immediate income and long-term upside. This turnkey multi-unit property generates over $5,000 per month from two occupied units, while the vacant garden unit creates an ideal owner-occupant or value-add opportunity. Situated on desirable Sacramento Boulevard near historic Douglas Park, the building features renovated units with hardwood floors, updated kitchens and baths, in-unit laundry, and modern finishes throughout. A 2-car garage adds convenience and additional rental appeal. The vacant garden unit offers 3 bedrooms and 1 bathroom. The second-floor 3 bed / 2 bath unit rents for $2,300 per month, and the top-floor 4 bed / 2 bath unit generates $2,750 per month. A rare opportunity to own a fully renovated, income-producing Greystone in a high-growth Chicago neighborhood. Live in one unit or lease all three while benefiting from strong cash flow, equity growth, and continued area revitalization.

1130 S Sacramento Boulevard, Chicago

6718 N Campbell Avenue, Chicago
$725,000
6 Beds ⋅ 4 Baths ⋅ 12702733 MLS ⋅ CONTINGENT Status
Take a look at this beautiful, West Ridge jumbo brick legal 2-flat w/a non-conforming full 1-bedroom garden unit. First time on the market in 44 years! The first floor unit has been occupied by the owner for the last 44 years! It consists of 2 bedrooms plus a tandem room that is heated, has windows and a closet, and 1 full bathroom. Open-concept floor plan allows for the large, formal living room to flow right into the formal dining room. A large, remodeled eat-in kitchen w/stainless steel appliances completes the first floor. The second floor unit contains 3 bedrooms plus a tandem room and a full bathroom. It also features a formal living room and dining room, and a large eat-in kitchen. The basement has a separate laundry room with a 1/2 bath, and a separate utility and storage area. The non-conforming remodeled garden unit features 1 bedroom, 1 bathroom and an open concept floor plan that allows the kitchen to flow into the living/dining room combo. The garden unit has two access points, including a private front/side entrance. Enclosed back porch. 3-car brick garage. For peace of mind, both the building and garage roofs were replaced two years ago. Second floor tenants are month-to-month. This is great for an investor or to be occupied by the owner. This one surely won't last long, so don't hesitate and schedule your showing today! Neither the seller nor the agent represent the legality of the garden unit.

6718 N Campbell Avenue, Chicago

1932 N Drake Avenue Unit #2E, Chicago
$724,947
3 Beds ⋅ 3 Baths ⋅ 12759724 MLS ⋅ CONTINGENT Status
Welcome to 1932 N Drake #2E, a stunning duplex in an four-unit boutique building in the heart of Logan Square. Built in 2022, this thoughtfully designed home combines modern architecture, sophisticated finishes, and exceptional indoor and outdoor living space, with covered parking included. The main level features a bright, open-concept living space with soaring ceilings, warm wood tones, and an inviting contemporary design. The kitchen showcases custom cabinetry with dark brass accents and lighting, crisp white backsplash, quartz countertops, stainless steel appliances, and a spacious island perfect for everyday living and entertaining. Updated light fixtures throughout add an additional touch of style. The spacious primary suite offers a built-out walk-in closet and a beautifully finished dual-vanity bath with custom tile and sleek hardware. Custom blackout blinds in the primary bedroom provide privacy and restful nights. Enjoy your own outdoor retreat with a large covered deck, freshly stained balconies/decking, and plenty of room for outdoor dining, entertaining, gardening, or simply relaxing. A convenient water spigot makes maintaining flowers or even a small rooftop/container vegetable garden easy. The building also features a dedicated gas line for grilling, eliminating the hassle of constantly replacing propane tanks. A covered parking space in the rear is included. Ideally located just two blocks from The 606 Trail, with easy access to Armitage and Cortland Avenues and all the restaurants, cafes, shops, nightlife, and neighborhood amenities Logan Square has to offer. Modern construction, exceptional outdoor space, covered parking, and a fantastic Logan Square location make this a rare opportunity to own a truly turnkey property

1932 N Drake Avenue Unit #2E, Chicago

720 N Central Park Avenue, Chicago
$724,900
11 Beds ⋅ 7 Baths ⋅ 12792292 MLS ⋅ CONTINGENT Status
Discover an incredible multi-family asset in a booming neighborhood with unlimited income potential. Originally constructed as luxury condominiums-offering an investor the future flexibility to deconvert and sell individually-this fully gated building delivers top-notch construction and modern convenience throughout. Property Highlights: Spacious Layouts: Three expansive units, each offering approximately 1,400 sq. ft. of living space with hardwood floors throughout and convenient in-unit laundry. Unit Features: Each unit boasts 3 bedrooms and 2 full bathrooms, including a private en-suite 2nd bath in the primary bedroom. Enjoy a large, well-appointed kitchen and dining area with abundant cabinetry and newer stainless steel appliances, plus private outdoor decks accessible from both the primary bedroom and kitchen. Flexible Living Options: The first-floor unit was originally configured as a 5-bedroom, 3-bathroom duplex-down with a spacious family room. Currently converted to a 2-bedroom, 1-bathroom layout, it can easily be converted back for related living or duplex-down arrangements. Utilities & Efficiency: Independent HVAC and central air for every unit. Equipped with 4 gas meters and 4 electric meters-the owner pays water only. Recent Upgrades & Maintenance: Brand new roof installed in 2023, newer mechanical equipment in most units, and recent tuckpointing and block sealing (October 2026). Exterior & Security: Fully gated property featuring 3 secure parking spaces and dedicated secure storage for every unit. Prime Location: Situated directly across the street from a wonderful neighborhood park in a rapidly growing area surrounded by new development. Financial Potential: With estimated rental values easily reaching $2,500 per unit, this turnkey property represents a fantastic, high-yield addition to any investor's portfolio. Units 1-3 are projected, unit 4 is actual.

720 N Central Park Avenue, Chicago



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