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550 Oak Street, Winnetka, IL 60093
1/45 45

$1,599,000

Active Under Contract

Single Family Home

5 Beds 4 Baths 5,000 SqFt

550 Oak Street, Winnetka, IL 60093

Opportunity to own and enhance a once-in-a-generation architecturally rich East Winnetka home built in 1894 and set on a...

Listed by Paige Dooley of Compass

23 Washington Road, Lake Forest, IL 60045
1/36 36

$1,525,000

Active

Single Family Home

4 Beds 2.5 Baths 2,944 SqFt

23 Washington Road, Lake Forest, IL 60045

Delightful Nantucket shingle style home in a wonderful east Lake Forest location. Beautifully updated overtime by La Du...

Listed by Katherine Hudson of Compass

1490 S Ridge Road, Lake Forest, IL 60045
1/32 32

$1,550,000

Active Under Contract

Single Family Home

5 Beds 5 Baths 5,108 SqFt

1490 S Ridge Road, Lake Forest, IL 60045

Your Search is Over! Welcome Home to this 5,000 Square Foot Property on a Wooded 1 1/2 acre fenced lot in Lake Forest's...

Listed by John Charleston of RE/MAX 10

3329 N Bell Avenue, Chicago, IL 60618
1/31 31

$1,595,000

Active Under Contract

Single Family Home

5 Beds 3.5 Baths 3,800 SqFt

3329 N Bell Avenue, Chicago, IL 60618

Prime Roscoe Village Location! This perfect floor plan will check every box and offers 5 BEDROOMS and 3.1 baths! The bea...

Listed by Beth Gomez of Jameson Sotheby's Intl Realty

411 S Berkley Avenue, Elmhurst, IL 60126
1/40 40

$1,549,000

Active

Single Family Home

5 Beds 4.5 Baths 3,500 SqFt

411 S Berkley Avenue, Elmhurst, IL 60126

Welcome home to this beautifully designed 5BR/4.5BA custom residence, where luxury meets comfort. From the open-concept ...

Listed by Rosy Reynolds of Baird & Warner

3713 Vantage Lane, Glenview, IL 60026
1/53 53

$1,450,000

Price Dropped by $49K

Single Family Home

5 Beds 4 Baths 5,826 SqFt

3713 Vantage Lane, Glenview, IL 60026

***Stunning 5-Bedroom Glenview Home - Fully Renovated Luxury in The Willows*** *Welcome to this beautifully reimagine...

Listed by Shilpa Patel of eXp Realty

1206 Lathrop Avenue, River Forest, IL 60305
1/59 59

$1,349,000

Active

Single Family Home

5 Beds 4 Baths 3,500 SqFt

1206 Lathrop Avenue, River Forest, IL 60305

Full brick 2006 construction in sought-after River Forest! This 5-bedroom (1 below grade), 4-bath home is filled with na...

Listed by Brian Behan of @properties Christie's International Real Estate

343 Washington Avenue, Wilmette, IL 60091
1/40 40

$1,729,000

Active Under Contract

Single Family Home

4 Beds 3.5 Baths 5,698 SqFt

343 Washington Avenue, Wilmette, IL 60091

WOW! THIS HOUSE IS HUGE & FAMILY FRIENDLY with 4600 square feet of finished space. With 4 bedrooms/3.1 bath and located...

Listed by Elizabeth Smith of @properties Christie's International Real Estate

1415 Keystone Avenue, River Forest, IL 60305
1/42 42

$1,650,000

Active Under Contract

Single Family Home

5 Beds 5.5 Baths 4,005 SqFt

1415 Keystone Avenue, River Forest, IL 60305

This home is true masterpiece of elegance and comfort. Nestled on a quiet street, this exquisite home offers five spacio...

Listed by Julie Downey of Compass

2728 N SEMINARY Avenue, Chicago, IL 60614
1/38 38

$1,650,000

Active

Single Family Home

5 Beds 4.5 Baths 4,100 SqFt

2728 N SEMINARY Avenue, Chicago, IL 60614

This 4100 SQFT single family home is ideally located on a tree-lined street in the heart of Lincoln Park. Recent updates...

Listed by Carrie McCormick of @properties Christie's International Real Estate

2010 Beechwood Avenue, Wilmette, IL 60091
1/30 30

$1,600,000

Active Under Contract

Single Family Home

4 Beds 3.5 Baths 2,564 SqFt

2010 Beechwood Avenue, Wilmette, IL 60091

Classic center entry Colonial on sought after Beechwood in Kenilworth Gardens. A true wide foyer leads you to a graciou...

Listed by Carrie Tarzon of @properties Christie's International Real Estate

3444 N Hamilton Avenue, Chicago, IL 60618
1/35 35

$1,550,000

Active Under Contract

Single Family Home

5 Beds 3.5 Baths 3,100 SqFt

3444 N Hamilton Avenue, Chicago, IL 60618

This beautiful and charming Hardi board home is located on one of the best blocks in Roscoe Village. A recent renovation...

Listed by Joelle Cachey Hayes of @properties Christie's International Real Estate

5528 S Kimbark Avenue, Chicago, IL 60637
1/24 24

$1,500,000

Active Under Contract

Single Family Home

4 Beds 3.5 Baths 3,200 SqFt

5528 S Kimbark Avenue, Chicago, IL 60637

Stunningly renovated all-brick residence situated in the desirable Hyde Park area! This home, nestled within the Univers...

Listed by Stephanie Maloney of HomeSmart Connect LLC

42W201 Silver Glen Road, St. Charles, IL 60175
1/77 77

$1,495,000

Active

Single Family Home

4 Beds 5.5 Baths 10,235 SqFt

42W201 Silver Glen Road, St. Charles, IL 60175

Tucked away on a private 3-acre lot, this all-brick custom estate offers over 10,000 square feet of luxury living and to...

Listed by Matthew Kombrink of One Source Realty

2234 W Fletcher Street, Chicago, IL 60618
1/46 46

$1,475,000

Active

Single Family Home

5 Beds 3.5 Baths 4,140 SqFt

2234 W Fletcher Street, Chicago, IL 60618

Step into this beautifully designed Roscoe Village home that effortlessly blends warmth, space, and style. Featuring 5 b...

Listed by Brooke Chelew of Baird & Warner

720 Willow Road, Winnetka, IL 60093
1/28 28

$1,425,000

Active Under Contract

Single Family Home

5 Beds 4.5 Baths 3,440 SqFt

720 Willow Road, Winnetka, IL 60093

Introducing a stunning blend of timeless sophistication and modern functionality in the heart of Winnetka. This sun-dren...

Listed by Marlene Rubenstein of Baird & Warner

2028 Maple Avenue, Northbrook, IL 60062
1/26 26

$1,400,000

Active Under Contract

Single Family Home

5 Beds 4.5 Baths 3,271 SqFt

2028 Maple Avenue, Northbrook, IL 60062

Welcome to 2028 Maple Ave, a modern, move-in-ready home in the heart of Northbrook's sought-after District 28 and just s...

Listed by Justin Greenberg of Jameson Sotheby's International Realty

2511 N Fairfield Avenue, Chicago, IL 60647
1/32 32

$1,400,000

Active Under Contract

Single Family Home

5 Beds 3.5 Baths

2511 N Fairfield Avenue, Chicago, IL 60647

Bright, open, and spacious gut-renovated Logan Square home located in the Brentano School District and right off the Bou...

Listed by Lauren Hundman of Westward360 RM

2143 Tennyson Lane, Highland Park, IL 60035
1/39 39

$1,399,000

Active Under Contract

Single Family Home

5 Beds 5.5 Baths 4,630 SqFt

2143 Tennyson Lane, Highland Park, IL 60035

Welcome to this exceptional 5 bedroom, 5.5 bath luxury residence set on nearly an acre of beautifully landscaped grounds...

Listed by Lauren Rabin of @properties Christie's International Real Estate

87 Windmill Road, Orland Park, IL 60467
1/45 45

$1,395,000

Active

Single Family Home

5 Beds 5.5 Baths 4,090 SqFt

87 Windmill Road, Orland Park, IL 60467

Like new! Fully renovated in 2025 with a spacious, thoughtfully designed floor plan and luxurious high-end finishes thro...

Listed by Lori Mizera of @properties Christie's International Real Estate

2128 N WINCHESTER Avenue, Chicago, IL 60614
1/29 29

$1,350,000

Active Under Contract

Single Family Home

4 Beds 3.5 Baths 4,200 SqFt

2128 N WINCHESTER Avenue, Chicago, IL 60614

Welcome to this beautifully rehabbed 4-bedroom, 3.5-bathroom home in the heart of Bucktown, blending timeless elegance w...

Listed by Benyamin Lalez of Compass

1605 N Chicago Avenue, Arlington Heights, IL 60004
1/30 30

$1,699,925

Active

Single Family Home

4 Beds 4.5 Baths 3,672 SqFt

1605 N Chicago Avenue, Arlington Heights, IL 60004

An Arlington Heights timeless gem has hit the market. This exquisite Nantucket-style home with a wrap-a-round porch was ...

Listed by Maria DelBoccio of @properties Christie's International Real Estate

540 W Webster Avenue #611, Chicago, IL 60614
1/32 32

$1,685,000

Active

Condo

3 Beds 3.5 Baths 2,130 SqFt

540 W Webster Avenue #611, Chicago, IL 60614

This sun-drenched, rarely available three-bedroom residence offers elevated city living in one of Lincoln Park's most co...

Listed by Emily Sachs Wong of @properties Christie's International Real Estate

1927 W ERIE Street, Chicago, IL 60622
1/50 50

$1,669,000

Active

Single Family Home

6 Beds 3.5 Baths 3,615 SqFt

1927 W ERIE Street, Chicago, IL 60622

Welcome to this luxurious home, in Chicago's West Town neighborhood, with a modern design and exceptional comfort. Insid...

Listed by Jennifer Christopher of Oak Leaf Realty