Chicago, IL · Curated MLS Search

Cul-de-Sac Homes in Chicago, IL

An editorially curated view of every active cul-de-sac homes listing in Chicago, IL. Updated in real time from the local MLS, presented without the noise.

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Chicago Market — Cul-de-Sac Homes Comparison

Live MLS data — citywide vs. Cul-de-Sac Homes

Chicago
Cul-de-Sac Homes
inventory
Active Listings
6,794
32
Sold (Past 6 Mo.)
13,671
85
Under Contract
3,123
13
pricing
Avg. List Price
$555,358
$788,000 ↑ 42%
Cost / Sq. Ft.
$318
$307
typical home
Living Area
1,758 ft²
2,147 ft² ↑ 22%
Avg. Beds
3.4
3.2
Avg. Baths
2.4
2.8 ↑ 15%
Days on Market
133
130

Cul-de-Sac Homes in Chicago: Market Data

Data as of (MLS snapshot; listings below update live)

Chicago Real Estate Source's review of MLS data as of October 20, 2026 shows 32 active listings for Chicago cul-de-sac homes, with a median of 77 days on the market. In addition, 13 listings were under contract, and 85 sold over the past six months, roughly 14 a month. That works out to about 2.3 months of supply, a level generally read as a seller's market. The median list price was $530,000, about $271 per square foot, for a median of 2,100 square feet. That price was $200,000 above the $330,000 median for all active listings in Chicago, across every property type. The middle half of these listings was priced between $326,000 and $980,000. Supply is tight, but listings have not been moving quickly, so pricing and condition matter for buyers and sellers alike.

Cul-de-Sac Homes in Chicago, IL, October 20, 2026
MeasureValue
Active listings32
Under contract13
Sold, past six months85
Months of supply2.3
Median list price$530,000
Middle half of list prices$326,000 to $980,000
Median list price, all Chicago listings$330,000
Median price per square foot$271
Median square feet2,100
Median days on market77

Cul-de-Sac Homes in other cities

Market questions

How many Chicago cul-de-sac homes are for sale?

There were 32 Chicago cul-de-sac homes for sale as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

What is the median price of Chicago cul-de-sac homes?

The median list price of Chicago cul-de-sac homes was $530,000 as of October 20, 2026.

What is the typical price range for Chicago cul-de-sac homes?

The middle half of active listings for Chicago cul-de-sac homes was priced between $326,000 and $980,000.

What is the typical price per square foot for Chicago cul-de-sac homes?

The median price per square foot for Chicago cul-de-sac homes was $271, for a median of 2,100 square feet.

How long have Chicago cul-de-sac homes been on the market?

The median listing for Chicago cul-de-sac homes had been on the market 77 days as of October 20, 2026.

How do Chicago cul-de-sac homes compare with other cities?

As of October 20, 2026, there were 32 Chicago cul-de-sac homes for sale. In the same search, Naperville had 29 cul-de-sac homes for sale at a median list price of $649,000, Aurora had 12 cul-de-sac homes for sale at a median list price of $445,000 and Schaumburg had 11 cul-de-sac homes for sale.

How do prices of Chicago cul-de-sac homes compare with the rest of Chicago?

The median list price of Chicago cul-de-sac homes, $530,000, was $200,000 above the $330,000 median for all active listings in Chicago, across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in Chicago, IL

View All Chicago IL Cul-de-Sac Homes Listings

4717 S Ingleside Avenue, Chicago
$999,000
4 Beds ⋅ 4 Baths ⋅ 12792798 MLS ⋅ NEW Status
Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4717 S Ingleside Avenue, Chicago

1600 S Jefferson Street Unit #403, Chicago
$335,000
1 Beds ⋅ 2 Baths ⋅ 12792199 MLS ⋅ NEW Status
Welcome to Unit 403 at 1600 S Jefferson Street, a bright and airy timber loft one-bedroom, one and one half bath unit in the vibrant East Pilsen neighborhood. This residence blends the character of a true loft with the high end finishes of a modern luxury condo. The open-concept living and dining space is the showstopper, framed by exposed brick and timber ceiling beams which provide authentic industrial warmth. Rich dark hardwood floors flow throughout, while oversized, black-framed glass doors open to a private balcony with treetop and skyline views. The kitchen, which features an oversized kitchen island, sits just off the dining area, making everyday living and entertaining effortless. The spacious primary suite is a true retreat that also features exposed brick, wood beams, a ceiling fan, and large windows. It includes a generous walk-in closet and a full en-suite bath, while a second half bath and entry foyer with a closet adds everyday convenience. A separate laundry/utility closet rounds out the floor plan. This boutique elevator building offers a gym, common roof deck spaces with sweeping skyline views, and additional storage locker. Situated just outside of Chicago's downtown in the charming East Pilsen neighborhood, this residence is conveniently located off of a cul-de-sac street immediately adjacent to Jefferson Playlot Park and a short distance to University Village, UIC Campus, Pilsen Arts District, and Ping Tom Park. One gated parking space included in the price.

1600 S Jefferson Street Unit #403, Chicago

3967 S Drexel Boulevard, Chicago
$2,150,000
12780789 MLS ⋅ ACTIVE Status
Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to the lakefront at the very north end of Drexel Blvd, with its idyllic fountain & cul-de-sac is a magical whimsical storybook setting offering 5 Massive full-floor units ultra-luxurious 3-4 Bed/2-3 Bath residences set in a made for TV boutique, elegant, Gothic Greystone. Be inspired by the grand, formal lobby with inlaid stone floors, intricate woodwork, stunning modern art, a crystal cut chandelier & super "mod" LED wall sconces. The elevator opens directly into most residences' private foyer, which leads to a massive great room, with soaring ceilings & 7' tall window bays that capture phenomenal sun soaked south & west vistas up & down lush & forested Drexel Boulevard. Gorgeous plank hardwood floors, which contrast with sleek 7" crown & baseboard moldings, 8' tall solid core doors, polished chrome door handles & accessories, a custom designed & built fireplace with glass, stone & quartz mantel + gorgeous lighting with Decora switches & dimmers. Adjacent to the great room, cook, entertain & eat in a true & REAL gourmet kitchen with 1 1/4" thick quartz countertops, a massive work island with bar stool seating, state-of-the-art stainless appliances, a multi burner stove, tunnel exhaust hood, dishwasher, 36" refrigerator with ice & water dispensers, built-in microwave drawer & brilliant porcelain full height backsplashes. Other features include strategically placed cable & electric for flat screen televisions, Hi Efficiency HVAC, high tech LED lighting & many other features. Gracious jaw dropping primary bedroom suite with an infusion of natural light from tall south facing windows, enormous walk-in closet is ready to house a large wardrobe, with custom double hanging SS organizers some which include 20 lineal feet of hanging & 55 lineal feet of shelves. Resort Luxury spa bathroom with heated porcelain tile heated floors, steam shower, quartz bench, a custom designed floor to ceiling glass wall & door system, a rain shower, handheld shower & separate body washes, 6' air bath, a wall mounted floating double bowl vanity & two large mirrored medicine cabinets. Numerous oversized rear terraces offer respite to enjoy cocktails, read a book or have breakfast through dinner, private & spacious with sweeping downtown views. Full Laundry Center complete with full size washer & dryer, countertops & cabinetry cabinets. Enjoy fully curated exotic botanical gardens fully with specimen trees & bushes, many grafted, from around the world, including Japan, various countries in Eastern Europe, Canada & the USA ( all irrigated controlled by app) topped off with 9 car garage (2 of 9 Tandem). Fully stabilized with exceptional longer term tenants, this stunning, unique, trophy property offers a rare hybrid opportunity pairing investment with legacy. Full financials, floorplans, survey, and extensive pictures available. Actual Annual Income $213,045/NOI $141,525 / 6.5CAP Pre Approved buyers only. 48-72 hours' notice to show M-F (no weekend showings)

3967 S Drexel Boulevard, Chicago

1745 W 18Th Place Unit #1R, Chicago
$350,000
2 Beds ⋅ 2 Baths ⋅ 12758786 MLS ⋅ ACTIVE Status
Welcome home to this spacious and thoughtfully updated 2-bedroom, 2-bath duplex in an intimate all-brick, 5-unit building tucked away on a quiet, tree-lined cul-de-sac directly across from Harrison Park. Just off the vibrant 18th Street corridor, this home offers an ideal combination of neighborhood convenience and unexpected privacy, with the community garden next door and the 18th Street Pink Line, Thalia Hall, restaurants, coffee shops, parks, and everything Pilsen has to offer just blocks away. The bright, south-facing main level features an open-concept layout with hardwood floors and plenty of room for both living and dining. The kitchen has been refreshed with painted cabinetry, granite countertops, stainless steel appliances, a tile backsplash, and an open pantry converted from the former coat closet for added everyday storage. Nearly every light fixture has been upgraded with warm, modern selections, and most of the home has been freshly painted. A full stone bath with glass-enclosed shower and full-size side-by-side in-unit laundry complete the main level. Downstairs, the private bedroom level features two impressively sized bedrooms, both with room for king-size beds, including a spacious primary with a walk-in closet. The bedrooms share an updated stone Jack-and-Jill bath with a jetted tub, while newer carpet adds comfort throughout the lower level. Additional improvements include a new front screen door, updated hardware and vents, plus significant recent building improvements including a new roof, flashing, and skylights in 2024 and rear staircase repairs, replacement work, and exterior painting completed in August 2026. Unused chimneys were also removed in August 2026. Direct rear stairwell access provides an additional entry and a small outdoor area just beyond the lower-level entrance. Low assessments and dedicated exterior parking included complete this move-in-ready Pilsen home.

1745 W 18Th Place Unit #1R, Chicago

4906 N Kruger Avenue, Chicago
$799,900
4 Beds ⋅ 4 Baths ⋅ 12758384 MLS ⋅ ACTIVE Status
Rare Cul-de-Sac Luxury in Mayfair | Bordering Jefferson Park | 3,500+ SF Turn-Key Residence Tucked away on a quiet, low-traffic cul-de-sac in Mayfair, near the Jefferson Park border, this custom 4-bedroom, 3.5-bath residence delivers architectural character, high-end comfort, and an impressive scale of living space. Freshly painted throughout with brand-new lower-level carpeting, this turn-key home offers a peaceful setting with convenient access to the Blue Line, Metra, I-90/94, and a variety of nearby neighborhood amenities. Main-Level Living: The main level features gleaming hardwood flooring, custom millwork, and a dramatic sunken living room anchored by a gas fireplace. The open-concept chef's kitchen showcases rich mahogany cabinetry, granite countertops, dual ovens, a breakfast bar, and a walk-in pantry, flowing seamlessly into the dining area. Step directly onto the expansive main-floor deck, offering an inviting space for outdoor dining and entertaining. Second-Level Living: Skylights bring abundant natural light throughout the upper level. The spacious primary suite features vaulted ceilings, two walk-in closets, a private second-story deck, and an en-suite bath with a Jacuzzi tub. A second Jacuzzi tub in the guest bath and convenient upper-level laundry add to the home's everyday functionality. Finished Lower Level: The expansive finished lower level provides a second living zone with brand-new plush carpeting, a large recreation area, a second gas fireplace, built-in wet bar with wine rack, and a full bath. The flexible layout provides ample space for recreation, entertaining, a home office, media area, or additional living space. Additional Features: The home is equipped with dual-zoned HVAC, smart app-controlled entry, and a detached 2-car garage with EV-ready 220-amp service. With its generous floor plan, custom finishes, and extensive updates, the property offers exceptional value compared with nearby Sauganash and Lincoln Square. Conveniently located near area schools, parks, transportation, shopping, dining, and other neighborhood amenities. Future Trail Connectivity: The property is also located just blocks from the proposed Weber Spur Trail, a planned project that would transform the former Weber railroad spur into a multi-use trail connecting the North Branch Trail near LaBagh Woods with the Union Pacific Recreation Path in Lincolnwood. If completed as proposed, the project would add another recreational and connectivity option to the surrounding area.

4906 N Kruger Avenue, Chicago

2915 N Oakley Avenue, Chicago
$1,700,000
4 Beds ⋅ 5 Baths ⋅ 12755408 MLS ⋅ ACTIVE Status
ATTACHED SINGLE-FAMILY HOME WITH PRIVATE YARD & GARAGE ROOFTOP DECK! Introducing RiverWard: Phase 3 - a collection of 9 new construction, attached single-family homes tucked along the north branch of the Chicago River. Perfectly situated along a tree-lined, cul-de-sac along the expanded RiverWalk, this idyllic location is second to none, yet offers easy access to Southport, Roscoe Village, and the expressway. Residence 2827 N Oakley (36-F) will deliver over 3698 SF of indoor and outdoor living space PLUS 1060 SF basement and wide, detached 2-car garage. Imagine living in a home that is wider than a single-family in the area, and with more storage space too. Designed by acclaimed-developer ZSD in conjunction with Sullivan, Goulette & Wilson, the EXTRA-WIDE (19 FEET!) home boasts sophisticated and functional design for today's homebuyer. Spanning three levels of living with gracious 10-ft ceilings, this 4-suite residence also includes a family room, upstairs game room, office, fenced-in private yard, and finished garage rooftop deck. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private, fenced-in 360 SF private yard complete with gas, water, and electric. A separate Powder Room and oversize Family Room complete the large main level, leading to the private backyard. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, MASSIVE dressing room, and "wet room" bathroom with European glass shower, standalone tub, and double vanity with quartz countertop. The second 255 SF family/game room and private office are located on the third level. The wide, detached 2 car garage with 300 SF finish paver rooftop rounds out the lifestyle perfectly. RiverWard: Phase 3 delivers adds more in-demand row homes and attached single-family homes with unparalleled access to the expanded Chicago RiverWalk. Early buyers will have the opportunity to personalize the home and select finishes. Construction pricing available from 1.7M to 1.85M.

2915 N Oakley Avenue, Chicago

2927 N Oakley Avenue, Chicago
$1,800,000
4 Beds ⋅ 5 Baths ⋅ 12755346 MLS ⋅ ACTIVE Status
ATTACHED SINGLE-FAMILY HOME WITH PRIVATE YARD & GARAGE ROOFTOP DECK! Introducing RiverWard: Phase 3 - a collection of 9 new construction, attached single-family homes tucked along the north branch of the Chicago River. Perfectly situated along a tree-lined, cul-de-sac along the expanded RiverWalk, this idyllic location is second to none, yet offers easy access to Southport, Roscoe Village, and the expressway. Residence 2827 N Oakley (36-F) sits on southeast corner of Oakley and Oakdale and will deliver over 3192 SF of indoor and outdoor living space PLUS 1060 SF basement and wide, detached 2-car garage. Imagine living in a home that is wider than a single-family in the area, and with more storage space too. Designed with Sullivan, Goulette & Wilson, the EXTRA-WIDE (19 FEET!) home from ZSD boasts sophisticated and functional design for today's homebuyer. Spanning three levels of living with gracious 10-ft ceilings, this 4-suite residence also includes a family room, upstairs game room, office, fenced-in private yard, and finished garage rooftop deck. At the heart of this home is a spacious, contemporary kitchen, with immense cabinet count and integrated appliances from Sub-Zero, Wolf, and Bosch, designed to cater to both the casual cook and the culinary enthusiast. The massive quartz waterfall peninsula and full-height cabinetry throughout provides the desired function and storage expected from a single-family home. This home includes an open-concept living and dining room and a private, fenced-in 370 SF private yard complete with gas, water, and electric. A separate Powder Room and oversize Family Room complete the large main level, leading to the private backyard. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, MASSIVE dressing room, and "wet room" bathroom with European glass shower, standalone tub, and double vanity with quartz countertop. The second 255 SF family/game room and private office are located on the third level. The wide, detached 2 car garage with 300 SF finish paver rooftop rounds out the lifestyle perfectly. RiverWard: Phase 3 delivers adds more in-demand row homes and attached single-family homes with unparalleled access to the expanded Chicago RiverWalk. Early buyers will have the opportunity to personalize the home and select finishes. Construction pricing available from 1.7M to 1.85M.

2927 N Oakley Avenue, Chicago

2619 W Agatite Avenue Unit #2A, Chicago
$313,500
2 Beds ⋅ 1 Baths ⋅ 12749429 MLS ⋅ CLOSED Status ⋅ Ravenswood Gardens BLDG.
**Final offers are due TUESDAY at 12:00pm** Set on a quiet cul-de-sac that ends at the river, this beautifully maintained 2-bedroom, 1-bath condo offers a peaceful setting, leafy river views, and easy access to the surrounding neighborhood. Step inside and you're greeted by warm tones, abundant natural light, and a thoughtfully arranged layout with everything needed for comfortable day-to-day living. The home features a separate dining room, granite countertops, stainless steel appliances, baseboard heating, and wall A/C units. The private balcony is a true highlight, offering a quiet place to take in the trees and river view just beyond the building. Cafes, restaurants, bars, parks, shops, and the river are all within an easy walk. The property is located within the attendance boundaries for Waters Elementary School and Amundsen High School. The well-maintained elevator building also includes assigned off-street parking, additional storage, and coin laundry on-site. Reserves are $36,254. Monthly HOA assessment is $268.07 and includes water, parking, common insurance, exterior maintenance, lawn care, scavenger, and snow removal. No gas bill. Investor friendly! No Rental Cap. Leases must be at 12 months (no short term rentals). No special assessments. Additional coin Laundry + storage unit are located in the basement and in-unit laundry installation is allowed! Parking spot #2A included in price. First showings are Friday, September 4, with open houses Sat/Sun 11-1!

2619 W Agatite Avenue Unit #2A, Chicago

240 E Illinois Street Unit #1102, Chicago
$500,000
1 Beds ⋅ 2 Baths ⋅ 12748424 MLS ⋅ CLOSED Status
Move-in ready and fully renovated! This spacious, corner, 1-bedroom, 1.5-bath residence showcases chic and stylish finishes with floor-to-ceiling windows with unique views over lush green space along with some of Chicago's most iconic buildings. The recently updated chef's kitchen was made for endless entertaining and comfortable everyday living. Quartzite countertops spill into a waterfall peninsula and carry up the wall as the backsplash. Sleek cabinetry and an oversized pantry keep everything tucked away with a new refrigerator, dishwasher, and slide-in gas range beneath a European-style hood, paired with a deep Kraus sink, and Moen faucet. The kitchen opens to the sizable living and dining area, with a cozy fireplace, sleek custom accent wall, and balcony access featuring captivating views. Retreat to the hotel-like primary suite with custom closet built-ins and accent wall. The fully remodeled en-suite primary bathroom is spa-like featuring new floor tile, a new shower with new glass, updated faucets, and a sleek one-piece toilet. The moody powder room gained additional storage and a new one-piece toilet. Additional improvements include new LVP Artisan flooring and baseboards throughout, freshly painted, a new LG all-in-one washer/dryer, built-ins in the front coat closet, and a smart thermostat. This full-service building offers a state-of-the-art fitness center with a separate weights and cardio room, sauna, outdoor pool, sundeck with grilling stations, private green space, movie theater, and a fully equipped entertainment suite with catering kitchen. Residents also enjoy a 24-hour doorman, on-site cleaners, bike storage, and a private dog run. The monthly assessment includes heat, air (4-pipe system), gas, water, cable, and internet. This ideal Streeterville location is located on the end of a cul-de-sac and steps from Michigan Avenue's world-class shopping, vibrant nightlife, the Riverwalk, and the lakefront, with the added conveniences of Whole Foods being right downstairs! Prime parking is available for an additional amount.

240 E Illinois Street Unit #1102, Chicago

701 S Carpenter Street Unit #C, Chicago
$452,500
2 Beds ⋅ 2 Baths ⋅ 12735913 MLS ⋅ CLOSED Status ⋅ Vernon Park Townhomes BLDG.
** Multiple offers received, highest and best by Sunday 08/30/2026 at 12PM** Welcome to 701 S. Carpenter Street, Unit C, located in the sought-after Vernon Park Place Townhomes in the heart of Little Italy/University Village! This beautifully updated, wide and spacious 2-bedroom, 1.1-bath home offers comfortable single-level living with a private entrance and inviting foyer. The open living and dining area features beautiful hardwood floors, a gas-log fireplace and abundant natural light. The thoughtfully designed floor plan provides excellent separation between the living and bedroom areas, with both the living room and primary bedroom opening directly to the exceptionally deep, private fenced courtyard, a wonderful extension of the living space featuring a patio, mature landscaping and ample room to relax or entertain. The courtyard also provides convenient access to the private detached one-car garage. The spacious primary bedroom offers generous closet space and access to the beautifully updated full bathroom with a separate shower and double vanity. A convenient half bath serves guests. Hardwood floors run throughout, and the laundry area features a newer stackable washer and dryer. Additional improvements include updated windows, updated bathrooms, added closet storage and updated closet hardware throughout much of the home. Tucked away on a private cul-de-sac yet just one short block from Taylor Street, this home offers the best of both worlds, peaceful residential living with incredible access to the restaurants, cafes and neighborhood amenities of Little Italy, UIC, the Illinois Medical District, Greek Town and University Village. Minutes from the vibrant West Loop and Fulton Market, with easy access to public transportation, expressways and downtown. Sheridan Park is also just a block away. Private outdoor space. Private garage. Single-level living. An incredible location. Welcome home to 701 S. Carpenter!

701 S Carpenter Street Unit #C, Chicago

4719 S Ingleside Avenue, Chicago
$899,000
4 Beds ⋅ 4 Baths ⋅ 12743333 MLS ⋅ ACTIVE Status
APPRAISED AT $999,000 - NOW OFFERED AT $899,000! An exceptional opportunity to own move-in-ready luxury new construction for $100,000 below appraised value, with a private two-car garage included! Welcome to The Kenwood Reserve, an exclusive collection of just three full-masonry residences tucked along a quiet, tree-lined cul-de-sac in Chicago's desirable Hyde Park-Kenwood area. Offering the privacy and independence of single-family-style living, this thoughtfully designed, three-level home with private entry features 4 bedrooms, 3.5 bathrooms, a private backyard, two-car garage, and no monthly HOA assessment. Sun-filled interiors showcase clean architectural lines, refined contemporary finishes, and an inviting open-concept layout designed for both everyday comfort and entertaining. The beautifully appointed kitchen features custom dark-wood Studio 41 cabinetry, stainless steel appliances, an oversized quartz island, and abundant storage. Sliding glass doors seamlessly connect the main living space to a private backyard retreat, ideal for outdoor dining, entertaining, gardening, or simply relaxing in your own outdoor oasis. The finished lower level provides a versatile second living area perfect for a media room, lounge, playroom, fitness space, or home office, along with a private fourth bedroom ideal for guests or extended family. Full-masonry construction, modern systems, fee-simple ownership, and private outdoor living distinguish The Kenwood Reserve from traditional condominium living. Select opportunities for buyer customization may still be available. Ideally situated near Hyde Park, the University of Chicago, public transportation, lakefront parks, neighborhood dining, and cultural attractions, including the Obama Presidential Center in nearby Jackson Park. With a recent appraisal of $999,000 and an asking price of $899,000, this is a compelling opportunity to enjoy thoughtfully designed new construction with the freedom of no monthly HOA assessment. Preferred lender financing options may be available to qualified buyers. Private showings now available! INVESTOR FRIENDLY, no rental restrictions.

4719 S Ingleside Avenue, Chicago

400 E Randolph Street Unit #3516, Chicago
$265,000
1 Beds ⋅ 1 Baths ⋅ 12740808 MLS ⋅ CONTINGENT Status ⋅ New Eastside BLDG.
This junior one-bedroom condo is in the highly desirable "16" tier and offers a fantastic view of Lake Shore East Park. The unit features ample closet space, a spacious kitchen, and beautiful hardwood floors throughout. The Outer Drive East Condominium is a full-service building with an array of amenities. It is conveniently situated just two blocks from Mariano's and Bockwinkel's Food Market, as well as a variety of upscale restaurants. You'll also be close to Lakeshore East Park, shopping, and other attractions. The beautiful unit boasts an open floor plan, hardwood floors, and a recently upgraded custom bathroom. This prime location places you in the heart of everything you need. Building amenities include a state-of-the-art workout facility, an indoor pool, a sundeck, grilling areas, racquetball and basketball courts, a sauna, a steam room, a bike room, and more. Additional features include a restaurant, nail salon, meeting room, and various other conveniences. Monthly assessments cover heating, air conditioning, cable, access to the workout facility, 24/7 front desk service and security, cable with TiVo recorder, internet access, and more. Parking is available for $220 per month. Location is key! This building is situated in the vibrant "New Eastside" neighborhood within the 60601 zip code, on a rare downtown cul-de-sac. Enjoy the peace of mind that comes with 24/7 security. Don't miss the chance to swim in the stunning "geodesic domed" pool you've always dreamed about!

400 E Randolph Street Unit #3516, Chicago

2535 W Flournoy Street Unit #3, Chicago
$350,000
2 Beds ⋅ 2 Baths ⋅ 12738709 MLS ⋅ CLOSED Status ⋅ Tri-Taylor BLDG.
Welcome home to this bright and spacious top-floor 2-bedroom, 2-bath condo tucked away on a quiet, tree-lined cul-de-sac in the Tri-Taylor neighborhood. Soaring 11-foot ceilings, abundant windows, and hardwood floors throughout create an airy, open feel filled with natural light. The open-concept living, dining, and kitchen area is perfect for everyday living and entertaining. The spacious kitchen offers plenty of cabinet and prep space, granite countertops, an island, and newer stainless steel appliances (2024). Recent updates also include new light fixtures throughout the home. The primary suite features a walk-in closet and private bath with a double vanity, separate shower, and Jacuzzi tub. The true showstopper is the expansive private rooftop deck with stunning views of the Chicago skyline. Enjoy memorable days and evenings with family and friends, weekend gatherings, or simply unwind while taking in your own picture-perfect view of downtown Chicago. This incredible outdoor space is made for entertaining and truly feels like an extension of the home. Additional highlights include a cozy gas and wood-burning fireplace, separate rear balcony, one parking space and a dedicated storage closet in the common area. All of this just minutes from downtown, the Illinois Medical District, Rush University Medical Center, UIC, the United Center, restaurants, coffee shops, public transportation, and major expressways. Schedule your showing today-this is one you don't want to miss!

2535 W Flournoy Street Unit #3, Chicago

1625 N Burling Street Unit #103, Chicago
$1,476,000
3 Beds ⋅ 3 Baths ⋅ 12709028 MLS ⋅ CLOSED Status
Rarely does a home in the heart of Lincoln Park offer this kind of private outdoor living! This sophisticated two-story, 3 bed + 3 bath residence, tucked behind its own private gated entrance and expansive private patio, delivers two outdoor spaces that flow seamlessly from the interior - a city dweller's dream. This unit also offers another true rarity in the city - a private, fenced dog run just steps from your kitchen and living room, complete with a storage shed. For anyone who wants to entertain outside, grill, garden, or simply let the dog out without a leash, this is the layout you've been searching for. Step inside to 9.5-foot ceilings and an open-concept main level built for hosting. The chef's kitchen anchors the space with a separate Sub-Zero refrigerator and freezer, double Wolfe oven, Scotsman ice maker, custom cabinetry, and an enormous quartz waterfall island. The adjacent living room features chic motorized window treatments and rich custom built-ins framing the fireplace and tastefully concealing the TV when not in use. Just off the kitchen and living area, the main-level patio spans an impressive footprint and connects directly to the private dog run. A guest bed and full bath complete the main floor. Upstairs, the primary suite is a genuine retreat with two custom-built walk-in closets and an all-marble spa bath featuring an oversized steam shower, a double vanity, and radiant heated floors. The covered terrace off the primary suite, equipped with composite decking, is the perfect perch for morning coffee or summer nights in. The second bedroom offers convenient desk/office built-ins and an ensuite bathroom complete with a soaking tub. Other features include radiant heated floors on the main level and professionally outfitted closets throughout. Set in a boutique 13-unit, 4-story elevator building on the quiet Burling cul-de-sac, the home includes two heated parking spaces in the attached garage and an additional storage closet outside the unit. Location is unbeatable - within just a few blocks, you have the Red Line, Whole Foods, Oz Park, New City, Starbucks, Sweetgreen, Mariano's, AMC, plus the city's best shopping and dining on Armitage. Park #598 is also due to open soon and will have a brand new playground, walking path, and dog-friendly area - all just a short walk away. A true must-see for the most discerning buyers.

1625 N Burling Street Unit #103, Chicago

1746 N Cleveland Avenue Unit #A, Chicago
$440,000
2 Beds ⋅ 2 Baths ⋅ 12713655 MLS ⋅ CLOSED Status
Tucked away on a quiet cul-de-sac in an exceptional Old Town/Lincoln Park location, this light-filled 2-bedroom, 2-bathroom unit lives beautifully. A private entrance welcomes you into a true foyer with convenient storage before opening to a gracious living room with a wood-burning fireplace bathed in natural light from oversized windows. The thoughtfully designed layout continues into a dedicated dining area featuring a built-in bar with a wine fridge. The updated kitchen showcases quartz countertops, crisp white cabinetry, stainless steel appliances, and under-cabinet lighting. The spacious primary suite offers a walk-in closet and a beautifully renovated ensuite bath. A generously sized second bedroom is complemented by an updated full bath. Hardwood floors, in-unit laundry, and direct access to the beautifully landscaped shared garden complete this inviting home. Located in an intimate, well-managed four-unit association with exceptionally low monthly assessments, this investor-friendly home offers incredible flexibility for homeowners and investors alike. Spend weekends strolling to the farmer's market, neighborhood cafes, acclaimed restaurants, boutique shopping, and beloved annual street festivals, or enjoy easy access to Lincoln Park, North Avenue Beach, the lakefront, and the Zoo. Convenient CTA trains and buses are just moments away, making commuting throughout the city effortless. Easy zoned street parking.

1746 N Cleveland Avenue Unit #A, Chicago

2724 W Cortez Street Unit #3, Chicago
$475,000
2 Beds ⋅ 2 Baths ⋅ 12713831 MLS ⋅ CLOSED Status
Welcome home to this extra-wide penthouse in the heart of West Town, offering the perfect blend of indoor comfort and exceptional outdoor living. Tucked away on a private cul-de-sac with a playground and school nearby, this beautifully maintained home features interior access to an expansive private rooftop deck with breathtaking Chicago skyline views, ideal for entertaining, grilling, gardening, or simply relaxing all summer long. Inside, the spacious, sun-filled living room offers incredible flexibility with room for a large seating area, dining table, and home office. Sliding glass doors fill the space with natural light, while gleaming hardwood floors, soaring 11-foot ceilings, and an open-concept layout create an inviting atmosphere throughout. The well-appointed kitchen features 42" cabinetry, a breakfast bar, updated stainless steel appliances (2017-2019), and modern lighting, flowing seamlessly into the main living area. The generous primary suite opens to a private balcony, perfect for morning coffee or evening unwinding, and includes custom closet organizers (2019) and a ceiling fan. The spa-inspired ensuite bath boasts a marble double vanity and a relaxing Jacuzzi tub/shower combination. A spacious second bedroom easily accommodates a king-sized bed and offers abundant closet space with convenient access to the full guest bath. Additional highlights include a full-size stackable washer and dryer (2020), HVAC (2018), air conditioner and water heater (2021), an attached garage parking space, and a large storage closet. The well-maintained building offers low HOA dues, making this home as practical as it is appealing. Enjoy an unbeatable location just moments from the California Corridor's popular restaurants, cafes, and boutiques, as well as The 606 Trail, Humboldt Park, Smith Park, public transportation, and Christy Webber Farm & Garden. Whether you're hosting unforgettable rooftop gatherings or taking in the city skyline, this penthouse delivers the West Town lifestyle you've been waiting for.

2724 W Cortez Street Unit #3, Chicago

2510 W Patterson Avenue, Chicago
$1,620,000
5 Beds ⋅ 4 Baths ⋅ 12703425 MLS ⋅ CLOSED Status
Welcome to Bradley Place II, an exclusive 24-home community nestled on a quiet cul-de-sac within the highly acclaimed Bell School District. This exceptional home offers a thoughtfully designed floor plan featuring a welcoming foyer, formal living and dining rooms, a butler's pantry, and an expansive open-concept great room and kitchen with a bar-height island, perfect for everyday living and effortless entertaining. Upstairs, you'll find four generously sized bedrooms, highlighted by a luxurious primary suite with a private sitting room, exclusive balcony, dual walk-in closets, and a spa-inspired bath featuring dual vanities, a soaking tub, steam shower, and a private water closet; a thoughtful layout that offers both comfort and convenience for couples. The finished lower level expands the living space with an oversized media room, recreation and billiards area, plus a fifth bedroom and full bath, making it ideal for guests or extended stays. Complete with a mudroom, three-car garage, and a beautifully landscaped backyard on an oversized lot, this home truly has it all. Enjoy an unbeatable North Center location just moments from Roscoe Village, Starbucks, and neighborhood grocery stores. Walk to Lane Tech, DePaul Prep, and an incredible array of family favorites including Goldfish Swim School, Fire Pitch, Little Kickers Soccer, IK Gymnastics, Ultimate Ninjas, and ClimbZone. Bradley Place II is often described as a little piece of suburban heaven in the heart of the city and once you arrive, you'll understand why.

2510 W Patterson Avenue, Chicago

25 N Menard Avenue Unit #2S, Chicago
$210,000
3 Beds ⋅ 2 Baths ⋅ 12703413 MLS ⋅ CLOSED Status
Welcome home to this beautifully maintained 3 bedroom, 2 Full bath condominium offering approximately 1,500 square feet of comfortable living space, ideally situated on a quiet cul-de-sac in the heart of Oak Park located across the street from a Police station. Complete with IN-UNIT LAUNDRY and ASSIGNED parking space, this home perfectly blends style, comfort, and convenience. Step inside and be greeted by hardwood floors, warm interior paint, and an abundance of natural light pouring through the oversized windows. A charming window alcove creates the perfect reading nook or relaxing sitting area, while the inviting living room features flex-track ceiling lighting, a cozy fireplace, and the perfect space for your entertainment setup. The open-concept layout flows effortlessly into the spacious kitchen, designed for both everyday living and entertaining. You'll love the sleek black granite countertops, oversized center island with breakfast bar seating, abundant cabinetry, and stainless steel appliances. Just off the kitchen is a unique oversized black chalkboard wall, an perfect space for artists to express their creativity, keeping family organized, writing grocery lists, or leaving thoughtful messages for loved ones. Tucked away at the end of the hallway for maximum privacy, the HUGE primary suite/Master bedroom serves as your own private retreat. The oversized bedroom offers generous space and features a private balcony, perfect for enjoying your morning coffee, unwinding after a long day, or taking in the sunrise. The luxurious en-suite bathroom has been beautifully designed and includes dual vanities, a jetted soaking tub, and a large walk-in shower. Two additional generously sized bedrooms and a second full bathroom provide plenty of flexibility for family, guests, or even a home office/entertainment room. Additional peace of mind comes with a water heater replaced in 2020 and a newer roof from in 2021. Located directly across from the police station for added safety and nestled within one of Oak Park's quiet residential neighborhoods at the very END of a cul-de-sac, this home offers exceptional convenience with its close proximity to the city, access to downtown with public transportation including the CTA and Metra & major highways like I-290, making travel throughout the Chicagoland area effortless and a short 10 min walk to Columbus park. Don't miss this incredible opportunity to own a spacious, MOVE-IN-READY condo in one of the best & quiet locations in Chicago, schedule your showing today!

25 N Menard Avenue Unit #2S, Chicago

5626 N Kerbs Avenue, Chicago
$720,000
3 Beds ⋅ 2 Baths ⋅ 12705841 MLS ⋅ CLOSED Status
Nestled on a quiet cul-de-sac in the highly coveted Sauganash neighborhood, this beautifully renovated ranch seamlessly blends timeless elegance with modern sophistication. Thoughtfully updated in 2024, the home showcases exceptional craftsmanship and quality throughout, including a stunning chef's kitchen, beautifully remodeled baths, a new roof, Pella windows, upgraded 200+ amp electrical service, and copper plumbing. Set on an expansive, private double lot, this spacious three-bedroom, one and a half-bath residence offers an exceptional balance of comfort, style, and functionality. Rich hardwood floors flow throughout the sun-filled main level, where a welcoming living room anchored by a cozy stone surround fireplace creates the perfect gathering space. The adjoining formal dining room provides an elegant setting for casual or more formal entertaining. At the heart of the home is the showstopping white chef's kitchen, beautifully appointed with custom cabinetry, quartz countertops, premium appliances, and sleek designer finishes. A generous breakfast area overlooks the lush backyard, creating a bright and inviting space for casual dining while seamlessly connecting indoor and outdoor living. Three generously sized bedrooms and one and a half beautifully updated baths complete the main level. The finished lower level expands the home's living space with a second fireplace, abundant storage, and endless flexibility for a recreation room, home office, fitness studio, or playroom. An attached two-car garage provides access to the home from the front porch adding everyday convenience, while the beautifully landscaped yard provides a peaceful outdoor retreat ideal for relaxing or entertaining. Located within the highly acclaimed Sauganash School District and just steps from the Forest Preserves and the North Branch Trail, this exceptional home offers the perfect blend of tranquility and accessibility. Enjoy convenient access to public transportation, expressways, premier shopping, dining, parks, and everything Chicago has to offer. Move-in ready and impeccably updated, this is a rare opportunity to own a home where peaceful suburban charm and vibrant city living come together in one of Chicago's most sought-after neighborhoods.

5626 N Kerbs Avenue, Chicago

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