Chicago, IL Homes for Sale with Private Pool

Exceptional opportunity in the highly sought-after Kinzie Park community. This 5-bedroom, 3.1-bath, four-level townhome offers approximately 3,500 square feet of refined living space within one of River North's most exclusive gated enclaves. Located within the 6.5-acre riverfront community of Kinzie Park, this residence offers privacy, security, and a lifestyle rarely found in downtown Chicago.

Joshua Mercer Premier Chicago Real Estate

Rare FIND with 4 bedrooms on 2nd level! Addition was done in 2006 expanding the back of this charming home to create more space for today's lifestyle while honoring the character of the original homes past. Front porch leads to open foyer with coat closet. Living room connects to dining room and leads to large eat-in kitchen with Amish custom cabinets, granite counters, stainless appliances +

Jennifer Cummings Jameson Sotheby's Intl Realty

Not just a house but a home. A sanctuary to share with those you call family. Welcome home to Galewood. A suburb within the city. The true pulse of this residence is the amazing chef's kitchen, a high-capacity hub featuring a professional 6-burner cooktop, double ovens, and a massive granite island with seating for six. This space flows into a bright informal dining area with custom built-ins for

Renee Moravek Coldwell Banker Realty

This immaculately maintained step ranch is located in the Mount Greenwood neighborhood on a quiet street yet conveniently located to restaurants, shopping, expressways, public transportation, and parks! Upon entering, you will be greeted with real hardwood floors leading to a freshly painted kitchen next to a cozy & airy living room that features soft consistent light throughout the day. Two

Jeffry Phillips Berkshire Hathaway HomeServices Chicago

Come see this beautifully maintained and thoughtfully updated 5-bedroom, 3-full-bath home in sought-after Garfield Ridge. The home is filled with natural light and offers a spacious open-concept layout with numerous recent upgrades throughout. The main level features new flooring (2025), fresh paint, updated lighting, new carpet in the living room, and an updated kitchen with stainless steel

Philip Williams Realty One Group Strategies

A Rare Beverly Gem!!! Built in 1911 by the president of Sears Roebuck, this extraordinary 4-bedroom, 3-bath, 3,469 sq. ft. estate sits on an oversized 60' x 191' lot and has been meticulously restored to its original beauty with modern updates. Previously featured on the Beverly Home Tour and Garden Walk, the home blends historic craftsmanship with contemporary elegance. Constructed with

Daniel DeHoyos iDream Realty Inc

Rarely available, traditional two-unit brick building located in the highly sought-after Portage Park neighborhood, just half a block from Chopin Park and within walking distance to the vibrant Central and Belmont business district and the Portage Park Olympic Pool. This owner-occupied property offers an excellent opportunity for both homeowners and investors. Each of the main and second-floor

Al Rodriguez RE/MAX City

Spacious and well-maintained brick Cape Cod located on a quiet residential block in the highly desirable Scottsdale neighborhood. This home offers 4 bedrooms and 2 full bathrooms with a functional layout, hardwood floors, and great natural light throughout. The main level features a large living room and an open kitchen/dining combination with ample cabinet space and a center island-perfect for

Baltazar Nunez Realty of America, LLC

Fully renovated raised ranch. Sprinkler systems in front and back. New driveway and patio. New A/C,furnace, roof and gutters. Fully updated kitchen and 2 1/2 baths. 4 bedroom. Fully finished basement. Oasis in the yard with a swimming pool and hot tub. New windows and heated garage.

Ryan Cherney Circle One Realty

In a city where true rarity is increasingly hard to find, this Andersonville residence offers a level of living that is genuinely difficult to come by. Set on an exceptional 165-foot-deep lot nearly 40 feet longer than a standard Chicago parcel. Rarely found on the city grounds are a heated pool, a hot tub, a newly desighed one bedroom guest house with its own full kitchen and washer and dryer

Emily Santos @properties Christie's International Real Estate

Classic limestone and brick single-family home on two and a half lots on coveted Burling Street with spectacular outdoor space. This outdoor footprint includes a swimming pool, outdoor kitchen, temperature controlled four-season glass atrium with accordion windows, sport court, and a gated parking pad for guests. The main level features high ceilings across a large living room with hardwood

Ryan Preuett Jameson Sotheby's Intl Realty

Welcome home to 5009 W. Catalpa Ave. This exceptional 6+1 bedroom, 5-bathroom extra-wide residence is perfectly situated on a rare 50' x 150' lot in the heart of highly sought-after Forest Glen. Thoughtfully designed with refined finishes and grand proportions, this stunning three-story home offers a seamless blend of sophistication and everyday functionality. Soaring ceilings, rich hardwood

Maria Montes De Oca Keller Williams Premiere Properties

Strong income-producing opportunity in Irving Park featuring a well-maintained two-unit building with a flexible layout and excellent rental potential. The first-floor unit is a fully self-contained 2-bedroom, 1-bath residence with a practical and efficient layout, while the second and third floors are combined as a spacious duplex offering 3 bedrooms and 1.5 baths, providing expanded living

David New Berkshire Hathaway HomeServices Chicago

Fabulous 4 bedroom 3 bath cape cod in the heart of Garfield Ridge! Owner has taken pride in this extremely well maintained and cared for home. Related living is an option with a generously sized 2nd kitchen on LL, TV/exercise room can easily be made into a 5th bedroom. Upon entering you are instantly greeted on the main level by gleaming hardwood floors in pristine condition in the LR and DR, 2

Kelly Bollito Realty One Group Heartland

Welcome to this stunning 2007-built residence in beautiful Big Oaks, offering the perfect blend of timeless elegance and modern luxury. This impeccably maintained home lives almost like new and provides all the comforts you've been searching for. Upon entry, you're greeted by warm hardwood floors and abundant natural light that immediately create an inviting atmosphere. The elegant living room

Lisa Pasquesi @properties Christie's International Real Estate

Spacious, updated, and ready for its next owner - this well-maintained home in the Clearing neighborhood delivers the space and flexibility today's buyers are looking for. Offering 4 bedrooms, including a main-level bedroom and three upstairs, the layout works for a variety of living situations. The oversized primary suite stands out with vaulted ceilings and abundant natural light, creating a

Armando Galvan Signature Key Realty LLC

Nice Brick Georgian with a 1st floor Family Room and Fireplace. Finished Basement with Full Bath. 3 Car Garage with 18' Door. Exterior Deck and above ground pool for your summer enjoyment. Just a few blocks from the Orange line CTA train, access to Downtown, Midway airport and I55 expressway. Roof (2016), Windows (2015), New pool liner (2025), Make this home yours!

Chris Moore Weichert, Realtors - All Pro

Charming two-story brick home in Beverly, tucked away on a quiet, tree-lined street. This well-maintained residence offers a spacious layout featuring 3 bedrooms and 2.5 bathrooms, beautiful hardwood floors, and a bright living room with a cozy fireplace. The updated kitchen includes stainless steel appliances and generous cabinet space. Outdoor amenities include an above-ground pool with an

Phillip Moore Kale Realty

Charming 4-bedroom, 3-bath brick home featuring gleaming hardwood floors throughout the main level. Enjoy an updated kitchen, a bright and inviting living room, and two ample sized bedrooms. The second floor offers an additional bedroom, full bath, and den with stylish wood laminate flooring. The finished basement adds even more living space, complete with the 4th bedroom and full bath. Step

Christopher De Santo Realty Executives Legacy

Rarely available SHORT SALE in the the of heart of GOLD COAST CHICAGO-Stunning and rarely available 1Bedroom 1Bath Duplex plus Den/Home Office in Prime Gold Coast Location!!! Welcome to luxury living in the heart of Chicago's prestigious Gold Coast! This sun-drenched 1 bedroom, 1 bath duplex with den space ideal for an home office. This unit underwent a complete high-end gut rehab in 2017,

Efty Garba eXp Realty

Welcome Home! Built in 2014 and meticulously maintained, this stunning property is truly move-in ready. The main level boasts a bright, open-concept living space highlighted by gorgeous hardwood floors and coffered ceiling. At the heart of the home is a spacious kitchen featuring a large center island that offers ample prep space for cooking and entertaining. You'll find two bedrooms on this

Jennifer Liu Baird & Warner

This is the one you've been waiting for! Fully renovated with exceptional craftsmanship and thoughtful design, this Mount Greenwood home delivers over 3,500 square feet of next-level living across four finished levels, and the quality throughout is immediately evident. The sellers truly spared no expense, selecting high-end finishes and upgrading major systems with the intention of making this

Stefanie Campbell @properties Christie's International Real Estate

Set on an exceptionally rare double lot, this remarkable three-story residence offers a level of privacy and outdoor living almost unheard of in the city. Here, your views are your own; lush, open, and uninterrupted, creating a true sense of escape just minutes from everything Chicago has to offer. Designed for both relaxation and entertaining, the fully fenced grounds feel like a private resort.

Anna Cramer Real People Realty

WELCOME TO THE RASCHER MANSION. Situated in the highly sought-after northwest corner of Lincoln Square in Budlong Woods, this home is the epitome of chic urban living-a captivating destination for those in search of a true standout residence. Set on an expansive 120' x 125' lot (no alley gives home added 10' in depth) and offering approximately 12,000 sq ft of luxurious living space, the mansion

Barbara O'Connor Baird & Warner

Move right in!! Spacious English Style 2 story with expanded 2nd floor. 1st floor features large living room with lots of natural light, large open concept kitchen with oak cabinets and large breakfast bar that opens to a family room with fireplace (seller currently has a large dining room table in there) with patio doors leading to the deck, 1 bedroom with oversized closet and a full bath. 2nd

Erica McClain HomeSmart Connect LLC

On one of Lincoln Park's most coveted blocks, 1811 N Howe Street is a home that reveals itself in layers - each level, each room, each outdoor space more unexpected than the last. At nearly 5,900 square feet across three levels, this French Provincial limestone and brick residence is defined by a singular architectural vision: a soaring interior atrium with 30-foot ceilings and a south-facing

Carrie McCormick @properties Christie's International Real Estate