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$1,525,000
5 Beds 4 Baths 12648857 MLS CLOSED Status
Welcome home to one of Andersonville' best kept secrets, Rosehill Drive, and this stunning and beautiful 5 bedroom, 3.1 bath home with attached 2 car garage! Every inch of this newer construction home has been carefully designed & curated with an emphasis on style and function. From easy entertaining to relaxing every day life, it's all here. Situated on a 37' wide lot, this home is spacious inside and out, with generous gathering spaces & expansive outdoor space too. The main floor features spacious foyer, with massive living room. Formal dining with space for 10, and the highlight - a masterfully renovated kitchen featuring custom cabinetry, 48" Wolf Range with 6 burners, griddle and double ovens, CopperSmith Hood, Sub-Zero fridge and freezer and Sub-Zero 102 bottle built-in wine fridge! Butler's pantry, plus a massive island with bar seating makes gathering a breeze, and opens to your family room with wood-burning fireplace and custom, built-in banquette...the true heart of the home. Step out to a grilling balcony, and from there, down to your private, landscaped patio with built-in firepit, or up to your spacious garage roof deck. This is the epitome of outdoor living in Chicago: built-in steel pergola with remote-controlled, motorized louvers for sun shade...outdoor TV hook-up...composite decking for easy maintenance. Plus, there is a private blue stone patio along your side yard for even more outdoor space...summer fun awaits! The second floor of this home features 4 bedrooms and 2 full baths plus laundry room, and hardwood floors. The king-sized primary suite has vaulted ceilings with 2 sizable, organized walk-in closets, and an en-suite bath to die for: Double Restoration Hardware vanities, custom marble mosaic heated tile floors, walk-in shower and separate commode room with Toto Washlet combo toilet/bidet - plus a skylight. Just stunning! The 3 additional bedrooms on this level are all sizable, and enjoy lots of light, plus organized closets (including one walk-in). The recently remodeled guest bath features Japanese soaking tub and separate shower, with window & skylight. Laundry room with side-by-side washer & dryer also maximizes storage with tons of cabinetry, and a window - so it's bright and cheery. The entertaining space is continued in your finished basement, with a spacious recreation room with custom board & batten walls, stylish carpeting and tons of windows that bring in light. This area has flexible use: movie/theater room, game space, home gym - all of these fit in this well-thought out layout. There's also a stylish full bath and 5th bedroom perfect for guests, au pair or related living. A bonus, finished storage room is set up for wine storage, and could be your own wine tasting room, as it also features custom cabinetry and wet bar. Dual Zoned heating/air conditioning, fully fenced yard plus a rare, attached 2 car garage (bring your groceries and supplies right in and avoid the elements!). A+ location on quiet, tree-lined street just 4 houses down from bustling Clark Street and everything Andersonville has to offer: outstanding dining, wonderful shopping, festivals/events, several gyms, coffee shops, Gethsemane Garden Center, and close to Jewel, Metra and more. Peirce Elementary School. Come home!

1621 W Rosehill Drive, Chicago

$800,000
3 Beds 2 Baths 12672574 MLS CLOSED Status Andersonville BLDG.
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST OFFERS DUE BY MONDAY JUNE 22ND AT 7PM. PLEASE NO ESCALATION CLAUSES OR HOME SALE CONTINGENCIES & GOOD LUCK! Looking for the fun and convenience of city living but want a space that lives like a true home? Look no further - 1428 W Olive #2 has perfect blend of vintage charm and modern luxury on one of Andersonville's most beautiful and peaceful residential streets with all the spaces you'd enjoy in a single family home. This sun-drenched, completely renovated 3-bedroom, 2-bathroom + office/den/second living space home offers an open-concept layout today's buyers crave, but with the timeless character only vintage Chicago buildings can offer. The heart of the home is a stunningly updated kitchen (2020) that flows seamlessly into extra wide, expansive living and dining spaces, making entertaining effortless. Vintage hardwood floors run throughout, while beautifully remodeled bathrooms (2020 & 2021), custom-built closet systems, dedicated office space, and abundant natural light create a home that is as functional as it is stylish. Original stained-glass windows and a charming fireplace provide warmth and character rarely found in such a thoughtfully updated residence. Enjoy morning coffee or summer dinners & wine from your wine fridge (2023) on the covered rear deck, plus the convenience of a private garage parking space complete with an EV charger (2025), dedicated storage, and a well-maintained building featuring a new roof (2023). Located just steps from Andersonville's beloved Clark Street corridor, you'll find neighborhood favorites like Hopleaf, Big Jones, & Bar Roma, along with boutique shopping at Andersonville Galleria, Foursided Card + Gift - Andersonville, Milk Handmade, and Five Elements Home. Andersonville is known as Chicago's "shop local" capital, filled with independent restaurants, cafes, bookstores, and galleries to explore. Spend your weekends strolling the Andersonville Farmers Market, attending the neighborhood's iconic Midsommarfest, enjoying Taste of Andersonville, Wine Walks, Arts Weekend, and countless other community events that make this one of Chicago's most vibrant neighborhoods. A rare opportunity to enjoy turnkey living, historic Greystone character, and a true walk-to-everything lifestyle in the heart of Andersonville - and within the coveted Peirce school district on this extra wide 35 foot lot.

1428 W Olive Avenue Unit #2, Chicago

$921,129
2 Beds 2 Baths 12614170 MLS CLOSED Status
**** MULTIPLE OFFERS, HIGHEST & BEST DUE BY SUNDAY 5/3/26**** Charm and surprise define this exceptional Andersonville home-thoughtfully updated, impeccably maintained, and rich in vintage character with effortless livability. A dramatic lofted ceiling with skylights fills the living room with natural light, creating an airy, uplifting space. The bungalow-style layout offers 2 bedrooms and a beautifully appointed bath with heated floors. The expansive eat-in kitchen is designed for both daily living and gathering, featuring a built-in banquette, wraparound windows, and soaring ceilings. The dining room is a sophisticated blend of vintage and modern, comfortably seating eight. A repurposed vintage wood door adds a distinctive, design-forward touch. The lower level provides flexibility with a full bathroom, 2 additional bedrooms or use one as a spacious family room, along with a dedicated office nook and laundry. A private backyard retreat with a raised Trex deck and gardening area extends the living space outdoors. Complete with a 2-car garage with a workbench. Located in the highly sought-after Peirce School District, this is refined living at its best on one of the most charming blocks a buyer could ask for! Walk to Metra, redline, cafes, bars, restaurants and the Clark Street strip

1750 W Olive Avenue, Chicago

$680,000
2 Beds 2 Baths 12379762 MLS CLOSED Status
Stunning corner Townhome offers the Best of it all! This home has a wide & open floor plan on a tree-lined side street in Andersonville! Upgrades galore include all freshly painted- the 1'st floor has a bonus room that can be used as an office, family room, or 3'rd bedroom which leads to a private & lovely brick enclosed patio, garage, beautiful entrance & storage. The 2'nd level has a large LR & DR open floor plan with a gas fireplace, half bath, and a remodeled kitchen with a pass-through to the dining & entertainment area. The 3'rd level has 2 bedrooms with the MBR offering a large custom closet, lots of windows and a renovated master bath with dual vanity, separate shower, a soaking jacuzzi tub finished with tasteful marble & tile throughout. The LED mirror has a dimmer, anti-fog, has 3 color options and a clock! The laundry & 2'nd bedroom are also on this level-with privacy in between. This home has Roof Rights to build a personal roof space if desired. Easily walk to shops, restaurants, and all the wonderful things in Andersonville. 2.5 blocks to the new Peterson/Ridge Metra stop. Red line located @ Thorndale. Popular school districts include Pierce International & Senn High.

5844 N Hermitage Avenue Unit #A, Chicago

$930,000
2 Beds 3 Baths 12049704 MLS CLOSED Status
Rarely available - this 3 bedroom home in Andersonville (located in Peirce Grade School District) has been completely redone and updated! Nothing to do but move right in and relax on your gorgeous roof top deck! Built in 1997 the main level of the home features an open concept living/dining configuration with a wood burning fireplace in the living room & hardwood throughout that leads into a completely reconfigured opened beautiful white cook's kitchen with Miele SS dishwasher, 2 Wolf ovens - one being steam, 4 burner Wolf cooktop on the island and Subzero Fridge, a built in wine fridge, an abundance of cabinets for storage and great counter space. The kitchen includes a large island with ample shelving and space for informal dining. The main floor includes an updated half bath. From the kitchen one is drawn to an urban oasis on the roof deck atop a 2-car garage. The deck is large with ample multiple seating areas and dining space and has a pergola. The 2nd level features two generous bedrooms with a large, shared master bath with a separate two-person shower, soaking tub & double bowl vanity. The lower level includes a large family room perfect for casual gatherings and movie night, a gas start fireplace, a completely remodeled full bath (2023) and an additional third bedroom. Storage is abundant. The updates to this home include new Hardie Board siding, new roof on the house in 2014, new garage roof under the deck in 2023, furnace, hot water heater, & AC replaced in 2023. Also, in 2023 the lower level was repainted, new carpet was installed & the full bath on that level was completely remodeled; new custom window treatments were installed on the main level of the home as well. All the windows in the home were replaced in 2018. The 2-car garage includes additional storage space. The area behind the garage is private for these 6 homes and is plowed in the winter. Walk to everything Andersonville has to offer, while enjoying the quiet of being on a one-way street with other single-family homes. Getting places just got easier as the new Peterson Metra station is scheduled to open this month!

1764 W Thorndale Avenue, Chicago

$512,000
2 Beds 2 Baths 11965865 MLS CLOSED Status
Sunny townhouse in Andersonville has it all! Tree lined street. Gated secure complex. Rooftop deck. Private gated yard. Attached garage spot in front. 2nd parking spot in back! Large office/den/potential 3rd bedroom off of the yard on the 1srt floor. Main level with kitchen, living, and dining room combined including a half bath. 2 bedrooms including a huge master bath on the top floor. Skylights. Sunny roof top deck. Bonus storage and a bike room in the complex. New Metra station and park steps away coming soon! Located in the popular school districts including Peirce International and Senn High School. Easy walk to the Andersonville shops/restaurants and the Beach! Unit has been very well maintained and shows very well!

5844 N Hermitage Avenue Unit #O, Chicago

$327,000
2 Beds 2 Baths 11944651 MLS CLOSED Status
The best of ANDERSONVILLE abounds in this 2 bedroom, 2 bath updated unit just steps away from all Andersonville has to offer! Stunning and Spacious with 8 foot ceilings, this unit is nestled in an intimate brick vintage 4-unit building with parking included! Step inside to find the living room and dining room which boast an abundance of natural daylight, hardwood floors, large windows with beautiful trim and an open floor plan perfect for entertaining or relaxing at the end of the day! Kitchen features SS appliances, granite countertops and 42" cabinets. The large master en-suite bedroom includes 2 large closets, renovated bathroom and cozy surroundings. The similarly large second bedroom also includes 2 closets with organizers while the second bath has been renovated and includes beautiful granite on both the floor and walk-in shower! The unit features in-unit laundry, central heat and A/C, tons of storage (huge pantry and private in-unit storage area), many updates, newer mechanicals and 1 parking space. Updates include: Both Bathrooms (2020), Dishwasher, Washer/Dryer (2018), Furnace & Refrigerator (2019). Conveniently located close to the lakefront, entertainment, restaurants, shopping, gyms (yoga) and the CTA! This unit is beautifully maintained and updated, move-in ready with Pierce Elementary school across the street and a great place to call home! Come see it and make it yours today!

1462 W Bryn Mawr Avenue Unit #G, Chicago

$425,000
3 Beds 2 Baths 11866713 MLS CLOSED Status
PRICE IMPROVEMENT! ANDERSONVILLE sprawling vintage 3BR/1.1BA with over 1500sf of hardwood floors, exposed brick, original wood trim, renovated kitchen and bath, a wood-burning fireplace, and tons of built-in details. Very close to one of Chicago Public Schools' top-rated pre-K through 8th-grade schools, Peirce Elementary International Studies School! Rarely on the market, this 6-unit brick building is in a prime Andersonville location, a short walk from the CTA Redline (Bryn Mawr) and all the neighborhood's incredible offerings. The unit has massive rooms, 9' ceilings throughout with bright sunlight all day long, an in-unit washer/dryer combo (and a second set for this unit is also in the basement!), one garage parking spot, a private balcony, a sunroom, beautiful vintage details including stained glass, unpainted wood trim, original doors, and hardware, and so much more. The entire kitchen was completely renovated in 2015 (new appliances, cabinets, granite countertops), and the powder room was entirely renovated in 2016. The washer/dryer combo in the unit was installed in 2017. The building is investor/rental friendly but is currently 100% owner-occupied. HOA has approved upgrades to common areas including new carpeting & some windows. Located on a great stretch of historic Bryn Mawr Avenue, to the east is the lake, CTA redline, Walgreens, Mariano's, Whole Foods, Jewel, and tons more, and to the west is the heart of Andersonville/Edgewater, M Henry, Lady Gregory's, Parson's Chicken & Fish, Little Bad Wolf, Lonesome Rose, Pizza Lobo, ANOTHER Jewel, Gethsemane Garden Center, lots of other great restaurants, shopping, and really fun nightlife.

1410 W Bryn Mawr Avenue Unit #2E, Chicago



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