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Rare Single-Family Home in the Heart of Wicker Park with Private Parking & Designer Outdoor Living A truly rare opportunity to own a 2,912 square foot SINGLE FAMILY STANDALONE home in one of Chicago's most vibrant neighborhoods. Located on Damen Avenue just one block north of Division Street, this exceptional property offers the space, privacy, and lifestyle that are incredibly difficult to find in Wicker Park. The home features 4 bedrooms and 3 full bathrooms, along with a recently remodeled interior showcasing brand new hardwood flooring throughout. Offered fully furnished and fully stocked, this property is completely turnkey-perfect as a primary residence, second home, or investment opportunity. One of the standout features is the rare private parking area accommodating 2-3 vehicles, a true luxury in this location. Even more impressive is the professionally designed fenced backyard, creating a private outdoor retreat rarely found in the city. The space has been thoughtfully upgraded with a premium turf lawn, professional landscaping, and multiple entertainment zones, including a seating area with fire pit, dining table and chairs, sun loungers, and a fully equipped outdoor kitchen featuring a natural gas grill, granite countertops, and custom-built wood grill enclosure. Situated in the heart of Wicker Park, the home is just steps from the energy of Division Street and is walkable to countless restaurants, boutiques, coffee shops, parks, and nightlife in Wicker Park, Bucktown, and Logan Square. Commuting is effortless with quick access to the Blue Line train and multiple public transportation options. Opportunities to own a move-in ready single-family home with private parking and a fully built-out backyard oasis in this location are exceptionally limited. This is city living at its finest-combining space, convenience, and lifestyle in one remarkable property.

4 Beds ⋅ 3 Baths ⋅ 12766467 MLS ⋅ ACTIVE Status

Rare Single-Family Home in the Heart of Wicker Park with Private Parking & Designer Outdoor Living A truly rare opportunity to own a 2,912 square foot SINGLE FAMILY STANDALONE home in one of Chicago's most vibrant neighborhoods. Located on Damen Avenue just one block north of Division Street, this exceptional property offers the space, privacy, and lifestyle that are incredibly difficult to find in Wicker Park. The home features 4 bedrooms and 3 full bathrooms, along with a recently remodeled interior showcasing brand new hardwood flooring throughout. Offered fully furnished and fully stocked, this property is completely turnkey-perfect as a primary residence, second home, or investment opportunity. One of the standout features is the rare private parking area accommodating 2-3 vehicles, a true luxury in this location. Even more impressive is the professionally designed fenced backyard, creating a private outdoor retreat rarely found in the city. The space has been thoughtfully upgraded with a premium turf lawn, professional landscaping, and multiple entertainment zones, including a seating area with fire pit, dining table and chairs, sun loungers, and a fully equipped outdoor kitchen featuring a natural gas grill, granite countertops, and custom-built wood grill enclosure. Situated in the heart of Wicker Park, the home is just steps from the energy of Division Street and is walkable to countless restaurants, boutiques, coffee shops, parks, and nightlife in Wicker Park, Bucktown, and Logan Square. Commuting is effortless with quick access to the Blue Line train and multiple public transportation options. Opportunities to own a move-in ready single-family home with private parking and a fully built-out backyard oasis in this location are exceptionally limited. This is city living at its finest-combining space, convenience, and lifestyle in one remarkable property.

1235 N Damen Avenue, Chicago

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 12765951 MLS ⋅ ACTIVE Status

1355 N Dean Street Unit #1W, Chicago

1395 N Milwaukee Avenue Unit #3E, Chicago

$565,000

Positioned in the heart of Wicker Park, this 2-bedroom, 2-bathroom top floor unit offers stunning views of this beloved Chicago neighborhood. Easily accessible via elevator, this unit opens up into a beautiful open layout featuring Brazilian cherry floors, a granite lined gas-powered fireplace, and plenty of natural lighting from massive western facing windows. The kitchen features stainless steel appliances and a sweeping granite countertop that extends out into an eat-in bar and opens seamlessly into the combined living and dining spaces. Together they create a balance between every day comfortable living and hosting friends for a big game or a big dinner. When you're ready to call it a night you head back to your primary bedroom with natural light cascading in from the sliding glass doors, walk-in closet, and ensuite bathroom. The primary bath offers a dual vanity, separate shower, and whirlpool bath that will let you unwind after a long day. The secondary bedroom also has picturesque windows and a walk-in closet, and it's spacious enough to comfortably fit a queen-sized bed. Offering an abundance of storage throughout, an updated guest bath, and in-unit laundry this unit covers all the bases. Outdoor spaces include a large front balcony with plenty of room for grilling or gardening, a cozy private balcony off the back of the primary bedroom for some quiet morning coffee, and a shared access rooftop deck with sweeping unmatched views of the Chicago skyline. This unit offers the best combination of private convenience and public accessibility with an attached private 1 car garage and by being just 2 blocks away from the Damen or Ashland blue line stops. Milwaukee Avenue puts you steps away from all Wicker Park has to offer including the 606 trail, wonderful boutiques, nightlife, entertainment venues and incredible restaurants this neighborhood is known for.

2 Beds ⋅ 2 Baths ⋅ 12759031 MLS ⋅ ACTIVE Status

Positioned in the heart of Wicker Park, this 2-bedroom, 2-bathroom top floor unit offers stunning views of this beloved Chicago neighborhood. Easily accessible via elevator, this unit opens up into a beautiful open layout featuring Brazilian cherry floors, a granite lined gas-powered fireplace, and plenty of natural lighting from massive western facing windows. The kitchen features stainless steel appliances and a sweeping granite countertop that extends out into an eat-in bar and opens seamlessly into the combined living and dining spaces. Together they create a balance between every day comfortable living and hosting friends for a big game or a big dinner. When you're ready to call it a night you head back to your primary bedroom with natural light cascading in from the sliding glass doors, walk-in closet, and ensuite bathroom. The primary bath offers a dual vanity, separate shower, and whirlpool bath that will let you unwind after a long day. The secondary bedroom also has picturesque windows and a walk-in closet, and it's spacious enough to comfortably fit a queen-sized bed. Offering an abundance of storage throughout, an updated guest bath, and in-unit laundry this unit covers all the bases. Outdoor spaces include a large front balcony with plenty of room for grilling or gardening, a cozy private balcony off the back of the primary bedroom for some quiet morning coffee, and a shared access rooftop deck with sweeping unmatched views of the Chicago skyline. This unit offers the best combination of private convenience and public accessibility with an attached private 1 car garage and by being just 2 blocks away from the Damen or Ashland blue line stops. Milwaukee Avenue puts you steps away from all Wicker Park has to offer including the 606 trail, wonderful boutiques, nightlife, entertainment venues and incredible restaurants this neighborhood is known for.

1395 N Milwaukee Avenue Unit #3E, Chicago

1420 N Elk Grove Avenue Unit #3, Chicago

$1,300,000

Delivery Spring 2027 - Located in the absolute heart of Bucktown/Wicker Parker and just steps from the intersection of Damen & North Ave we're extremely excited to introduce this incredibly rare, extra-wide luxury condo development. Spanning 32 ft in width, this property allows for exceptionally spacious layouts on beautiful tree lined Elk Grove Ave. The penthouse features Three large bedrooms and Two luxurious bathrooms plus an expansive 1500 square-foot private porcelain paved roof deck. The open Floor plan is complemented by oversized windows that flood the property with natural light. The oversized living space provides room for a large dining room table, seating area, and incorporates a covered 14x7 terrace directly accessed off the main living area. A conveniently placed mudroom with custom built-ins is tucked away at the rear of the home to hide day-to-day items.The custom designed kitchen anchors the space with beautiful white oak cabinetry that is surrounded by custom quartz counters and stainless steel Wolf and Subzero appliances. The spacious primary suite offers a generously sized custom organized walk-in closet and a jaw dropping primary bath with heated floors, dual vanity, and glass encased steam shower and beautiful tile. Finishes were professionally selected. Designer tile, moldings, lighting, and hardwood flooring are found throughout. One car dedicated garage parking is included in price with Wi-Fi enable garage door. This neighborhood Developer takes pride in the homes that they build. Additional features that most buyers will not immediately notice include 400 amp underground electrical service, garage parking wired for electrical charging stations, Low Voltage and speaker wiring at no extra cost, curbless showers, Marvin windows, plus a Door Bird video enabled intercom system that goes directly to your smart phone for easy access for deliveries and for guests. This location is just steps from critically acclaimed restaurants, boutique & neighborhood shopping, public transportation (blue line & express bus), minutes from the expressway, and just steps from the 606 trail. This property is not built yet. The finishes in these units are customizable until components have been ordered. A rare and amazing opportunity for any savvy buyer. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase.

3 Beds ⋅ 2 Baths ⋅ 12735518 MLS ⋅ ACTIVE Status

Delivery Spring 2027 - Located in the absolute heart of Bucktown/Wicker Parker and just steps from the intersection of Damen & North Ave we're extremely excited to introduce this incredibly rare, extra-wide luxury condo development. Spanning 32 ft in width, this property allows for exceptionally spacious layouts on beautiful tree lined Elk Grove Ave. The penthouse features Three large bedrooms and Two luxurious bathrooms plus an expansive 1500 square-foot private porcelain paved roof deck. The open Floor plan is complemented by oversized windows that flood the property with natural light. The oversized living space provides room for a large dining room table, seating area, and incorporates a covered 14x7 terrace directly accessed off the main living area. A conveniently placed mudroom with custom built-ins is tucked away at the rear of the home to hide day-to-day items.The custom designed kitchen anchors the space with beautiful white oak cabinetry that is surrounded by custom quartz counters and stainless steel Wolf and Subzero appliances. The spacious primary suite offers a generously sized custom organized walk-in closet and a jaw dropping primary bath with heated floors, dual vanity, and glass encased steam shower and beautiful tile. Finishes were professionally selected. Designer tile, moldings, lighting, and hardwood flooring are found throughout. One car dedicated garage parking is included in price with Wi-Fi enable garage door. This neighborhood Developer takes pride in the homes that they build. Additional features that most buyers will not immediately notice include 400 amp underground electrical service, garage parking wired for electrical charging stations, Low Voltage and speaker wiring at no extra cost, curbless showers, Marvin windows, plus a Door Bird video enabled intercom system that goes directly to your smart phone for easy access for deliveries and for guests. This location is just steps from critically acclaimed restaurants, boutique & neighborhood shopping, public transportation (blue line & express bus), minutes from the expressway, and just steps from the 606 trail. This property is not built yet. The finishes in these units are customizable until components have been ordered. A rare and amazing opportunity for any savvy buyer. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase.

1420 N Elk Grove Avenue Unit #3, Chicago

$1,650,000

4 Beds ⋅ 4 Baths ⋅ 12735488 MLS ⋅ ACTIVE Status

Chicago

$2,199,800

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

4 Beds ⋅ 5 Baths ⋅ 12718791 MLS ⋅ ACTIVE Status

Incredible 4 bedroom, 4.5 bathroom approximately 5,000-square-foot Wicker Park single family home including an oversized and high speed commercial elevator accessing all 5 floors! Multiple outdoor spaces including an outdoor rooftop hot tub and additional lap pool above garage deck! Custom all-brick and stone exterior construction, top-floor sunroom/ entertainment space includes, wet bar, double roofdecks with incredible city and sunset views. Newly updated kitchen includes Sub-Zero and Wolf appliances plus built-in Miele espresso machine. Full-floor primary suite includes, massive walk-in closet, gas fireplace, large separate steam shower and soaking tub. Lower level includes radiant floor heating, second family room, gym and wine room. The heated garage features 14' ceilings, lift-ready capacity & a 240V/60A Tesla charger. Freshly repainted in 2026. Steps to the 606 Trail, Milwaukee Ave boutiques & Division St dining - a turnkey retreat in Chicago's most vibrant corridor.

1220 N Damen Avenue, Chicago

$4,695,000

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5 bed/4.3 bath single-family home underwent a multi-year renovation and restoration by Rugo Raff Architects. Preserving elements of its Victorian charm while optimizing sightlines and integrating first-class finishes was paramount. This special home's unheard of 98' x 110' lot affords multiple green spaces, including a deep front yard with mature landscaping, a side yard with raised garden beds and a European-style pergola. Inside, an elegant entry plus an oval-shaped entry hall link to a lovely living room with an abundance of natural light, a traditional turret, and a wood-burning fireplace, and a formal dining room just beyond with hand-scraped walnut floors. The custom chef's kitchen stuns with O'Brien Harris cabinetry, white quartzite countertops, professional-grade Wolf/Sub-Zero appliances, an herb garden, a full butler's pantry, a breakfast dining space with banquette seating, and a built-in desk. The main level also features an intimate family room with built-in walnut cabinetry and a chic beverage center, and two beautiful limestone terraces accessed via French doors: a 12' x 23' west terrace for open-air entertaining and a 12' x 17' side terrace that's perfectly appointed for large-scale alfresco dining with an outdoor kitchen and a built-in grill. A striking example of this home's flawless interior architecture is the centrally located, curving suspended staircase. The second level is devoted to two secondary bedrooms (one with custom bunk beds), the first of two laundry rooms, and an impressively spacious primary suite with a sitting area, a custom dressing room, a walk-in closet, and a marble-clad ensuite bath with two vanities, a soaking tub, and a deluxe shower. The third floor presents two designer offices--a handsome den with knotty alder wood floors and a gas fireplace, a cozy den with a wet bar, an exercise room, and yet another polished guest bedroom. But there's more... This truly magnificent home also comes complete with a fully finished garden level with a massive playroom that opens onto a basement terrace, a wine room, a kitchenette, another large guest bedroom with den perfect for related living, a second laundry room, a walk-in storage room, and a custom mudroom that connects to an attached garage. Additional callout details and amenities include restored original doors and hardware, custom woodwork and trim throughout, designer lighting and wallcoverings throughout, four total fireplaces, 97 Marvin windows, a Lutron lighting system, self-irrigating planters on both terraces, and an excess of custom interior storage. Walking distance to Wicker Park proper and the world-class shopping and dining that extends from the neighborhood's famed Six Corners, 1407 N. Hoyne Ave. is a one-of-a-kind home with uncompromising design and comforts. Coach house available separately and additional garage parking can be added if acquired, please inquire.

5 Beds ⋅ 7 Baths ⋅ 12639287 MLS ⋅ ACTIVE Status

A sophisticated presence, landmark status, architectural integrity, and an unprecedented outdoor footprint for Wicker Park, 1407 N. Hoyne Ave. is a one-of-a-kind opportunity for the homeowner who wants an expansive city estate with pedigree and a modern program. Originally built for beer baron John H. Rapp in 1886, this 8250 SqFt-square-foot, 5 bed/4.3 bath single-family home underwent a multi-year renovation and restoration by Rugo Raff Architects. Preserving elements of its Victorian charm while optimizing sightlines and integrating first-class finishes was paramount. This special home's unheard of 98' x 110' lot affords multiple green spaces, including a deep front yard with mature landscaping, a side yard with raised garden beds and a European-style pergola. Inside, an elegant entry plus an oval-shaped entry hall link to a lovely living room with an abundance of natural light, a traditional turret, and a wood-burning fireplace, and a formal dining room just beyond with hand-scraped walnut floors. The custom chef's kitchen stuns with O'Brien Harris cabinetry, white quartzite countertops, professional-grade Wolf/Sub-Zero appliances, an herb garden, a full butler's pantry, a breakfast dining space with banquette seating, and a built-in desk. The main level also features an intimate family room with built-in walnut cabinetry and a chic beverage center, and two beautiful limestone terraces accessed via French doors: a 12' x 23' west terrace for open-air entertaining and a 12' x 17' side terrace that's perfectly appointed for large-scale alfresco dining with an outdoor kitchen and a built-in grill. A striking example of this home's flawless interior architecture is the centrally located, curving suspended staircase. The second level is devoted to two secondary bedrooms (one with custom bunk beds), the first of two laundry rooms, and an impressively spacious primary suite with a sitting area, a custom dressing room, a walk-in closet, and a marble-clad ensuite bath with two vanities, a soaking tub, and a deluxe shower. The third floor presents two designer offices--a handsome den with knotty alder wood floors and a gas fireplace, a cozy den with a wet bar, an exercise room, and yet another polished guest bedroom. But there's more... This truly magnificent home also comes complete with a fully finished garden level with a massive playroom that opens onto a basement terrace, a wine room, a kitchenette, another large guest bedroom with den perfect for related living, a second laundry room, a walk-in storage room, and a custom mudroom that connects to an attached garage. Additional callout details and amenities include restored original doors and hardware, custom woodwork and trim throughout, designer lighting and wallcoverings throughout, four total fireplaces, 97 Marvin windows, a Lutron lighting system, self-irrigating planters on both terraces, and an excess of custom interior storage. Walking distance to Wicker Park proper and the world-class shopping and dining that extends from the neighborhood's famed Six Corners, 1407 N. Hoyne Ave. is a one-of-a-kind home with uncompromising design and comforts. Coach house available separately and additional garage parking can be added if acquired, please inquire.

1407 N Hoyne Avenue, Chicago