View All Uptown Chicago IL Homes with Dog-Friendly Condos Listings

2 Beds ⋅ 1 Baths ⋅ 12678327 MLS ⋅ CLOSED Status

Experience lakeside living in this tasteful vintage rehab condo just a block and a half from Montrose Beach and the 18-mile lakefront path. This approx.1400 sqft corner 2bed/1bath abode boasts 10 ft. ceilings throughout, abundant natural light with north, south, and west exposures, central heating and A/C, in-unit full-sized side by side laundry, a private back deck, and one deeded exterior parking space included in the price. The spacious living room features a beautifully tiled gas fireplace and original wood mantle with built-in shelving. Each bedroom can easily fit a king-sized bed plus additional furniture and both have walk-in closets. The updated kitchen features stainless steel appliances, cabinets galore, and a breakfast bar for two. The adjoining dining area has gorgeous ceiling millwork, exposed brick, and enough space for a 10-person dining table and bar. Enjoy your private back porch right off the dining/kitchen area for a relaxing evening or hosting summer bbqs with friends.This pet-friendly 10-unit building is well-managed and has strong reserves. This unit also comes with its own private storage closet and shared bike storage in the basement. This location can't be beat with all that Uptown has to offer while being close to Andersonville and Edgewater neighborhoods. CTA Argyle stop, Sheridan busses, DuSable Lake Shore Drive, Montrose beach, dog beach, and bird sanctuary all 2 blocks away. Experience Uptown neighborhood favorites like Green Mill, Sun Wah BBQ, Haibayo Coffee, Big Chicks, and amazing Vietnamese restaurants too many to name along Broadway and Argyle. Also close by are iconic concert venues like Aragon Ballroom and the Riviera. For groceries Mariano's, Aldi, and Jewel are all less than a mile away. This is one you don't want to miss!

1049 W Ainslie Street Unit #2, Chicago

$310,000

2 Beds ⋅ 1 Baths ⋅ 12674238 MLS ⋅ CLOSED Status

This 2BR condo with gated private parking sits on a beautiful tree-lined street in a great location just 2 blocks from the Red and purple lines, the lakefront, Montrose Beach, the city's largest public beach, featuring extensive amenities like kayak/volleyball rentals, a dog-friendly beach, scenic bird sanctuary, and track and field. Walk to everything! including restaurants, bars, gyms, Target and Jewel Osco and the new Clarendon Park Community Center. This home has a great split-bedroom floor plan with a very spacious living room with dining area, fireplace and room for a desk, hardwood flooring, kitchen with small table area and good counter space. This unit also comes with a deeded parking space, private storage locker and access to two shared common decks and room for a grill right outside your kitchen door. Monthly assessment includes heat, cable, internet, water and all exterior maintenance. All this in a beautiful, pet-friendly, professionally managed and professionally landscaped, gated courtyard building with dog-run. Rental cap in place and currently, this unit can only be owner-occupied. Currently there is no homeowner's exemption for property taxes, thus property taxes could be reduced once the new owner moves in.

908 W Sunnyside Avenue Unit #2C, Chicago

$335,000

2 Beds ⋅ 1 Baths ⋅ 12634989 MLS ⋅ CLOSED Status

Beautifully renovated, light-filled, elevated first-floor vintage condo on a picturesque tree lined street just steps away from the lake. This move-in ready 2-bedroom + DEN, 1-bath condo is bursting with charm and blends character with thoughtful updates, featuring high ceilings, crown molding, hardwood flooring throughout, and stylish finishes. The sun-drenched living room showcases oversized windows, creating a warm and inviting space. The updated eat-in kitchen features stylish cabinetry, granite countertops, stainless steel appliances, a designer backsplash, and a charming banquette dining area. The primary bedroom is a true retreat with its own gas fireplace and an adjoining den with french doors that lead you to a private balcony. The second bedroom is spacious, bright, and beautifully finished. The bathroom features a beautiful newer clawfoot soaking tub, adding timeless character and style. The private balcony completes the space. Additional highlights include extra storage, FREE LAUNDRY, bike storage, and easy street parking. Located in the heart of Uptown, this pet-friendly building offers the perfect mix of neighborhood charm and vibrant city living. A short walk to Margate Park, Montrose Harbor, Montrose Beach, Montrose Dog Beach, and the scenic 18-mile lakefront trail. It's ideal for outdoor enthusiasts and pet owners alike, with PupTown Dog Park and Wilson Dog Beach just steps away. Enjoy close proximity to iconic entertainment venues and easy access to grocery stores, endless dining options, and nightlife. Commuting throughout the city is easy and efficient with nearby bus service to downtown, the Lawrence Red Line stop, and convenient access to Lake Shore Drive. This is an opportunity you do not want to miss!

836 W Lakeside Place Unit #1W, Chicago

$430,000

2 Beds ⋅ 2 Baths ⋅ 12582122 MLS ⋅ CLOSED Status

This corner unit in the Sheridan Grande features a sunny and spacious floor plan. The upgraded kitchen includes high-end Viking appliances, white cabinetry, and marble countertops. The large primary suite accommodates a king-sized bed and offers two generous closets, while the primary bathroom features a jet tub, shower, and double sinks. An additional walk-in closet includes custom shelving and a built-in dresser. The second bedroom serves as an excellent office or guest room, complemented by a second full bathroom with marble countertops and updated lighting. Building amenities include elevators, a common roof deck, a bike room, and package delivery lockers. The listing price includes one deeded parking spot and a personal storage locker. The property is within walking distance of the new CTA Lawrence stop, the lakefront, a dog park, restaurants, nightlife, and Montrose Harbor beach. This boutique building is pet and investor-friendly. Monthly assessments cover heat, water, gas, common insurance, a "Butterfly" security system, exterior maintenance, lawn care, scavenger services, snow removal, and Wi-Fi. The unit also features a private balcony on the quiet west side of the building, perfect for enjoying sunsets. Your new home awaits.

4848 N Sheridan Road Unit #605, Chicago

$250,000

2 Beds ⋅ 2 Baths ⋅ 12451570 MLS ⋅ CLOSED Status

Unbeatable price and extremely well cared for condo in Uptown! New AC, updated HVAC (2022), water heater (2021), new dishwasher, in unit laundry, and parking included in price. This Uptown condo delivers comfort, convenience, and smart upgrades from the start. Freshly painted and thoughtfully designed, the two-bedroom, two-bath layout offers generous living space with a decorative fireplace (gas line available), flexible seating areas, and a bright work-from-home nook. Luxury vinyl plank flooring flows into a spacious kitchen with ample counter space and room for a full dining table-ideal for hosting or having everyday meals. Both bedrooms accommodate queen or king beds, with the primary suite featuring a ceiling fan and a private en-suite bath with modern fixtures. The guest bath mirrors this updated style with an upgraded vanity and hardware. A large hallway closet provides practical storage and additional complimentary bike storage adds everyday ease. Just two blocks from the El and major bus routes, and minutes from lakefront trails, parks, shops, and iconic venues like the Aragon Ballroom and Riviera Theater. Pet-friendly for up to two animals (including one dog under 45 lbs). Owners must live in unit for one year before renting. This is a move-in-ready home in one of Chicago's most dynamic neighborhoods-clean, updated, and ready for its next chapter.

4707 N Kenmore Avenue Unit #GS, Chicago

$375,000

2 Beds ⋅ 2 Baths ⋅ 12321261 MLS ⋅ CLOSED Status

Discover this sun-drenched 2 bedroom, 2 bathroom corner condo nestled within a timeless walk-up building in the lively heart of Uptown. Perched on a high first floor, this home features a well-designed layout with a spacious living room, a kitchen offering a breakfast nook or office space, and an expansive primary bedroom that includes an adjoining sunroom/office and ensuite bathroom. The additional second bedroom and bathroom enhance the unit's functionality. Upon entering, you'll be captivated by the 1900s charm highlighted by beautiful hardwood floors, elegant medallions, and stunning stained glass windows, all complemented by modern upgrades. The home has been revitalized with 2025 updates including new AC units, Ecobee thermostats, a barn door for the walk-in closet, wooden shelves, and new furnace closet doors. The gourmet kitchen, fully renovated in 2020, is a culinary enthusiast's dream, featuring stainless steel appliances, butcher block countertops, full-height cabinets with organization systems, floor tile, backsplash, and contemporary lighting. Bathrooms have been stylishly updated with new floor and shower tiles and light fixtures, preserving their vintage allure. This condo also offers an oversized full-height storage closet and a deeded gated exterior parking space located just two blocks away. The building provides a common outdoor courtyard, a laundry room with app-operated machines, and bike storage. Notable building improvements include a 2024 water heater, a 2020 tear-off roof with a 20-year warranty, comprehensive masonry work, and updated courtyard staircases. Relish the prime Uptown location, conveniently close to the Wilson Red/Purple Line station, and grocery stores like Aldi, Jewel, and Target. You're just a few blocks from Lake Michigan, the lakefront trail, and Montrose Beach, offering countless opportunities for leisure and enjoyment. For pet owners, there's endless options from Clarendon Dog Friendly Area to Montrose Dog Beach and Margate Park Puptown Dog Park! Nearby dining and coffee spots include Everybody's Coffee, 606 Coffee Roasters, Drink Happy Thoughts Coffee, Dollop Coffee Co, Michael's Pizzeria, Bar On Buena, The Reservoir, and North Buena Deli & Wine. Don't miss out on making this charming condo your new home!

4454 N Hazel Street Unit #1, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12314148 MLS ⋅ CLOSED Status ⋅ Sheridan Park BLDG.

We've got everything on your wish list! Great price * * * Top Floor * * * South exposure * * * Big, open rooms * * * Vintage millwork, doors, fireplace and built-ins * * * In-home laundry * * * High ceilings and hardwood floors, throughout * * * PLUS a large rear patio ready for summer bbqs and relaxation. Includes an enormous storage room in basement. With a fresh coat of paint, you're ready to go. Ideal location is steps to Red Line, Wrigley and lakefront parks and beaches. Pet friendly building (no count or weight limit) is an easy walk to Montrose Dog Beach. Professionally managed, 100% owner-occupied association allows rentals. No cap. Easy street parking on Montrose. Racine is zoned permit. Stop wasting money on rent! It's a great time to buy!

1146 W Montrose Avenue Unit #3, Chicago

$390,000

2 Beds ⋅ 2 Baths ⋅ 12132690 MLS ⋅ CLOSED Status

Experience modern living with luxurious amenities in this beautifully gut-rehabbed 2-bedroom, 2-bathroom condo, nestled in beautiful 4-story vintage Uptown building. This bright and spacious unit features 10ft ceiling height, tall windows bathe the living spaces in natural light, upgraded light fixtures and smart dimmer switches and thermostat, hardwood floors, elegant granite countertops, 42 inch cabinets, under-mount sink, gracious room sizes, plenty of closet space, upgraded front loading Euro-style washer/dryer combo. The trayed ceilings and high-end finishes throughout the condo create an atmosphere of sophistication. Primary bedroom with hardwood floors, bay window, tray ceiling and marble en-suite bathroom offers a spa-like retreat, complete with a walk-in closet. Step out onto the expansive walk-out deck, perfect for entertaining or relaxing. Deeded gated secure parking space available for 20k with remote access + a sizable storage unit in the building's basement. The pet-friendly building boasts a dedicated dog run for residents. Ideally located, this condo offers easy access to the CTA Red Line Lawrence stop, buses, and Metra. Enjoy Uptown's charming amenities, including the lakefront, Aragon Ballroom, diverse restaurants, shopping, and more. A short walk takes you to the lakefront, bike path, and parks, making this the perfect place to call home.

1046 W Lawrence Avenue Unit #2, Chicago

$365,000

2 Beds ⋅ 2 Baths ⋅ 11956311 MLS ⋅ CLOSED Status

Sun-filled 2bed/2bath concrete loft style condo located in music district of Uptown. Freshly painted, updated modern kitchen and baths with walk in closet. Walkout balcony accessible from both bedrooms with stunning views of lake and Aragon ballroom. Large ceiling to floor windows permeating tons of natural light! Central AC, new in unit Bosch washer/dryer with additional laundry room in building for large loads. Pet friendly building features workout room, secure bike storage room, ButterflyMX intercom/security system and environmentally compost pickup service. Fantastic location close to the Aragon, Green Mill, Riviera music venues, grocery stores and Redline CTA train. 2 redline stops from Wrigley field. Short walk to lakefront, Montrose dog beach and Foster Beach.

1000 W Leland Avenue Unit #10H, Chicago

$418,000

2 Beds ⋅ 2 Baths ⋅ 11905312 MLS ⋅ CLOSED Status ⋅ Sheridan Park BLDG.

PENTHOUSE LIVING at it's best! Large, N/E corner unit in sought-after PappaGeorge/Haymes boutique elevator building in Sheridan Park. This open-concept, split-bedroom layout features oversized windows for tons of natural light and unobstructed top-floor city views with an oversized private balcony. Very quiet, semi-private floor with only 1 other unit on the opposite side of the building. Interior features include an updated kitchen with 42" white shaker-style cabinets, granite countertops w/ breakfast bar peninsula, classic subway-tile backsplash, and stainless steel appliances. Hardwood floors throughout and designer baths with custom tile, vessel sink, and 72" Jacuzzi tub. Generously sized rooms include a HUGE 22' x 17' primary bedroom and the 2nd bedroom features a built-in office desk & shelving with plenty of room for a guest bed. Full-sized side-by-side in-unit washer/dryer and tons of in-unit storage with organized closets and storage locker & bike room. Huge common roof deck with panoramic city & skyline views. Heated garage parking space + $25K. Professionally managed and secured building with 24-hr surveillance & Butterfly access system. Pet-friendly building within walking distance to Challenger Dog Park. Excellent location with a short walk to all the great area restaurants, shopping, Starbucks, EL stop, parks, lakefront & Montrose Harbor, Wrigleyville, Southport Corridor, Buena Park, Andersonville & more!

1100 W Montrose Avenue Unit #PH801, Chicago

$210,000

2 Beds ⋅ 1 Baths ⋅ 11874896 MLS ⋅ CLOSED Status

Rare opportunity to acquire an updated 2 bedroom condo with hardwood floors in a well-maintained courtyard building with a secure enclosed parking spot. This beautiful 2 bed / 1 bath condo features hardwood floors, updated kitchen and bathroom with stainless steel appliances, living room dining room combo, and is located in a gorgeous gated courtyard in Uptown neighborhood of Chicago. Expansive living room lets in great sunlight from the east and south facing windows. Basement amenities include extra large storage, bike room, and updated three separate laundry facilities easily and quickly accessible from the unit. HOA amenities include high speed internet and cable, DVR, water, and heat. Professionally managed and meticulously maintained with on-site custodian and landscaping. Pet friendly building with private dog run to ensure clean common spaces. Exterior parking space in secure, fenced, and gated lot just behind the building included in the price. This beautiful condo is just a short walk to the red line CTA train station and 5 minutes to the lake beaches and lakeshore drive. Walk to everything transportation, parks, lake, restaurants, grocery, bikers and runners dream spot! A must see!

916 W Sunnyside Avenue Unit #1C, Chicago

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