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Explore Similar Condos Within 2 Miles of Winnetka, IL

  • /31

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    308 Happ Rd Unit 108, Northfield, IL 60093

    Welcome to 308 Happ Road - a bright and spacious 2 bedroom, 2 bath condo in the heart of Northfield! This first-floor home is perfectly situated near shops, restaurants, and everything the vibrant Northfield community has to offer. Sunlight fills the unit, creating a warm and welcoming atmosphere throughout. Inside, you'll find an open-concept living and dining area ideal for entertaining or

    Ashley Kain Spector Compass

    308 Happ Rd Unit 108, Northfield, IL 60093
  • /11

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft

    1706 Northfield Square Unit D, Northfield, IL 60093

    Great low maintenance condo building with preferred 2nd floor view of courtyard and swimming pool. Balcony with southern exposure for sunbathing and potted garden. Unit is freshly painted. In-unit washer and dryer. 1 car garage and guest parking. Avoca and New Trier schools. Steps to Northfield restaurants and shops. Easy access to highway.

    Eve Del Monte Coldwell Banker Realty

    1706 Northfield Square Unit D, Northfield, IL 60093
  • /16

    $800,000

    • 2 Beds
    • 2.5 Baths
    • 1,700 Sq Ft

    1420 Sheridan Rd Unit 3I, Wilmette, IL 60091

    STUNNING RENOVATION! Move right into this immaculately remodeled unit in the ever impressive 1420 Sheridan building. This spacious 2 bedroom 2 and a half bath condo offers engineered hardwood floors throughout, rich marble entry foyer that's sure to impress, custom tiled bathrooms, open concept kitchen with Calacatta Da Vinchi Gold quartz counters, stainless steel appliances, modern cabinetry and

    Ryan Statza Engel & Voelkers Chicago North Shore

    1420 Sheridan Rd Unit 3I, Wilmette, IL 60091
  • /21

    $199,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    10111 Old Orchard Ct Unit 304, Skokie, IL 60076

    Welcome to this beautifully updated 2-bedroom, 1-bath condo located in the heart of Skokie! This move-in-ready home offers a perfect blend of modern upgrades and comfortable living. Step inside to find a bright and open layout featuring updated flooring, a stylish kitchen with modern finishes, and a refreshed bathroom designed. Private balcony off the living room area. Both bedrooms are

    Shameran Elia xr realty

    10111 Old Orchard Ct Unit 304, Skokie, IL 60076
  • /17

    $775,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    2515 Prairie Ave Unit 1E, Evanston, IL 60201

    Rarely available corner condominium in a boutique elevator building just steps from Central Street. Beautifully maintained and thoughtfully designed, this 3-bedroom, 2-bath property delivers the space and flow that are increasingly difficult to find in this neighborhood. Situated within an intimate 8-unit building, it blends comfort, functionality, and exceptional walkability. Hardwood floors

    Amy Garvey @properties Christie's International Real Estate

    2515 Prairie Ave Unit 1E, Evanston, IL 60201
  • /24

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    706 Waukegan Rd Unit C203, Glenview, IL 60025

    Enjoy effortless living in this updated 2 BR, 2 Bath condominium located in the peaceful, quaint Orchard Glen Condominium Association. This spacious one-level home features a large combined dining and living room that leads to a private balcony-perfect for morning coffee or evening relaxation. The convenient, functional kitchen offers a breakfast eating area providing plenty of space for everyday

    Sterios Bumbaris 606 Realty LLC

    706 Waukegan Rd Unit C203, Glenview, IL 60025
  • /16

    $439,900

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1625 Glenview Rd Unit 207, Glenview, IL 60025

    Spacious 2-bed/2-bath condo with an enclosed balcony overlooking a stream and mature trees is nicely tucked into a quiet enclave in downtown Glenview. Versatile split-bedroom floor plan offers multiple configurations for living, dining, relaxing, and working. Generous primary suite features two closets -- one a walk-in -- and bath with separate shower and jetted tub. Lovely see-through fireplace

    Debbie Croft @properties Christie's International Real Estate

    1625 Glenview Rd Unit 207, Glenview, IL 60025
  • /33

    $835,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1500 Sheridan Rd Unit 6H, Wilmette, IL 60091

    Gorgeous lakefront residence offering elevated living in one of the larger floor plans in this sought-after building. This 3-bedroom, 2.1 bath home showcases sweeping water views and an ideal layout for both everyday living and entertaining. Detailed millwork throughout, you will find an expansive living room with rich hardwood floors and stunning sightlines to the lake. The generous living and

    Courtney Elko Jameson Sotheby's International Realty

    1500 Sheridan Rd Unit 6H, Wilmette, IL 60091
  • /17

    $429,000

    • 2 Beds
    • 2 Baths

    947 Kensington Dr Unit 7E3, Northbrook, IL 60062

    LUXURY LIVING, CONVENIENT, FRESHLY PAINTED, LOCATION TO METRA, SHOPS & RESTAURANTS. GORGEOUS KITCHEN WITH CUSTOM CABINETRY, PULL OUT DRAWERS ARE EASY-CLOSE, GRANITE COUNTERS, BREAKFAST. BAR. FAMILY ROOM WITH BALCONY. MASTER HAS VAULTED CEILING, WALK-IN CLOSET, BATH WITH HEATED FLOORS. WHIRLPOOL TUB, SEP. SHOWER. LIVING ROOM & DINING ROOM HAS 3-SIDED FIREPLACE, TRAY CEILING, LOTS OF LIGHT. BAMBOO

    Rony Khezeran American International Realty

    947 Kensington Dr Unit 7E3, Northbrook, IL 60062
  • /22

    $196,000

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    2220 Founders Dr Unit 107, Northbrook, IL 60062

    The Lodge of Northbrook is a lively, independent senior community for those aged 55 and up. The entrance fee for this unit is $248,688. Seller is offering a post closing cash rebate of $52, 688. Check out our spacious Redwood floor plan, which spans 1,488 sq. ft. It comes with two bedrooms and two baths, designed just for your comfort. You'll love the convenience of a first-floor unit with a

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 107, Northbrook, IL 60062
  • /26

    $190,000

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    10111 Old Orchard Ct Unit 203, Skokie, IL 60076

    Take advantage of this opportunity to own or invest a 2-bedroom, 1-bath condominium in a peaceful Skokie neighborhood. The unit includes one assigned parking space. The property provides flexibility for investors or future owner occupants. The functional layout offers comfortable living with potential for updates and personalization. Conveniently located near old orchard shopping mall, famous

    LILI ZHANG Coldwell Banker Realty

    10111 Old Orchard Ct Unit 203, Skokie, IL 60076
  • /24

    $274,969

    • 3 Beds
    • 2 Baths
    • 1,708 Sq Ft

    2220 Founders Dr Unit 325, Northbrook, IL 60062

    Welcome to The Lodge of Northbrook, a vibrant, independent 55+ community offering comfort, convenience and maintenance-free living. Discover the highly sought-after Ironwood floor plan, one of the largest residences available at 1,708 square feet. Move-in ready with brand-new carpet, luxury flooring, and fresh paint, in a modern color palette that blends beautifully with the stunning renovation

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 325, Northbrook, IL 60062
  • /24

    $227,989

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    2220 Founders Dr Unit 213, Northbrook, IL 60062

    The Lodge of Northbrook is an inviting, independent senior community designed for residents aged 55 and older. Experience the spacious Red Oak floor plan, encompassing 1458 sq. ft. of well-thought-out living space. This unit features two bedrooms and two baths, tailored to meet your every need. Enjoy the benefits of a conveniently located second-floor unit, complete with an east-facing large

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 213, Northbrook, IL 60062
  • /23

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    2220 Founders Dr Unit 316, Northbrook, IL 60062

    MOTIVATED ESTATE SALE-A RARE opportunity at the Lodge of Northbrook (55+ community). The Lodge entrance fee is $665,353. The seller is offering a $66,353 cash rebate at closing bringing your effective cost to $599,000.The Lodge of Northbrook is a 55+ adults only community designed for active, independent seniors. The Persimmon floor plan offers 2,230 square feet of living space, featuring 2

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 316, Northbrook, IL 60062
  • /13

    $195,000

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    Unlisted Address

    Discover a wonderful opportunity to own a fully renovated 2-bedroom, 1-bath condominium in the heart of Skokie. This unit includes one assigned parking space at no additional cost and is situated in a quiet, residential area known for its peaceful surroundings. The home offers relaxing views of a nearby golf course, adding a sense of openness and calm to the setting. Inside, the condo has been

    Leyla Jimenez RE/MAX LOYALTY

    Unlisted Address
  • /17

    $249,900

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    601 Ridge Rd Unit 202, Wilmette, IL 60091

    Move right into this sunny and spacious 1-bedroom condo in a prime location in Wilmette in a well-maintained elevator building. The open floor plan features a large, updated eat-in kitchen with stainless-steel appliances and plenty of counter space-perfect for cooking and entertaining. The generously sized 15x13 bedroom includes a walk-in closet for ample storage. Additional highlights include

    Rich Aronson Compass

    601 Ridge Rd Unit 202, Wilmette, IL 60091
  • /17

    $170,000

    • 1 Bed
    • 1 Bath
    • 780 Sq Ft

    800 Ridge Rd Unit 117, Wilmette, IL 60091

    Welcome to this lovely first-floor one bedroom, one bath home in The Village Green Atrium, a well-maintained senior community for residents at least 62 years young. The sunny living and dining area opens to the kitchen with a brand new stove, oven, and refrigerator. Sliding glass doors lead to a private patio that extends the living space. A large walk-in closet provides excellent in-unit

    Dana Bokor Jameson Sotheby's International Realty

    800 Ridge Rd Unit 117, Wilmette, IL 60091
  • /21

    $179,825

    • 2 Beds
    • 2 Baths
    • 1,117 Sq Ft

    2150 Founders Dr Unit 247, Northbrook, IL 60062

    BUYER INCENTIVE: 6 MONTHS OF PAID ASSESSMENT AT CLOSING FOR A TOTAL SAVINGS OF $20,646. Buyer must pay full entrance fee of $200,471. The Lodge of Northbrook, a maintenance-free community for those 55 and older. This second-floor unit offers a northwest balcony view of Willow Hill Golf Course, allowing you to enjoy holiday lights in winter and 4th of July fireworks in summer. The beautiful

    Katie Coogan Baird & Warner

    2150 Founders Dr Unit 247, Northbrook, IL 60062
  • /24

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,433 Sq Ft

    2220 Founders Dr Unit 314, Northbrook, IL 60062

    SELLER INCENTIVE OF $28,564 TO BE APPLIED TOWARDS MONTHLY ASSESSMENTS at closing. Buyer must pay actual entrance fee of $427,564. The Lodge of Northbrook is a vibrant, independent community for those 55 and older, offering a fantastic place to call home.Check out the Nor Oak floor plan! This third-floor unit features 2 bedrooms and 2 baths, along with a large private balcony that provides

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 314, Northbrook, IL 60062
  • /14

    $227,218

    • 2 Beds
    • 2.5 Baths
    • 1,458 Sq Ft

    2150 Founders Dr Unit 234, Northbrook, IL 60062

    Buyer responsible for paying entrance fee of $277,218 seller offering post closing cash rebate of $50,000. The Lodge of Northbrook welcomes you to the luxurious River Oak floor plan, tailored for those 55 and older seeking an independent, vibrant community. This spacious second floor unit offers 2 bedrooms, 2 full baths, a bonus half bath, and 1458 square feet of comfort. Step onto your private

    Katie Coogan Baird & Warner

    2150 Founders Dr Unit 234, Northbrook, IL 60062
  • /20

    $319,900

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    10015 Beverly Dr Unit 404, Skokie, IL 60076

    Bright & updated 2 bed, 2 bath condo in Skokie featuring an open-concept living and dining area filled with natural light. Spacious kitchen with ample cabinet and counter space, breakfast bar, and like-new appliances. New electrical throughout the unit. Primary bedroom offers a walk-in closet and private ensuite bath. Generously sized second bedroom and full hall bath with tub/shower. Exterior

    Maira Esparza GMC Realty LTD

    10015 Beverly Dr Unit 404, Skokie, IL 60076
  • /9

    $280,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    2316 Sherman Ave Unit 1B, Evanston, IL 60201

    FABULOUS MOVE IN READY, LIGHT FILLED CONDO IN PRIME EVANSTON LOCATION! Spacious OPEN DESIGN with UPDATED KITCHEN boasts Large Peninsula with seating space, Granite Countertops, & Stainless Appliances. Wonderful Living/Dining Room Combo offers flexible floor plan with recessed lights and rich hardwood floors throughout. Two Nice sized bedrooms- 2nd with customized closet & shared Full bath which

    Paul Gorney eXp Realty

    2316 Sherman Ave Unit 1B, Evanston, IL 60201
  • /23

    $227,989

    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    2220 Founders Dr Unit 113, Northbrook, IL 60062

    The Lodge of Northbrook is a vibrant, independent senior community for residents aged 55 and older. Discover the spacious Redwood floor plan at 1488 sq. ft., which features two bedrooms and two baths, perfectly designed for your needs. Enjoy the convenience of a first-floor unit with an east-facing, private balcony that provides plenty of natural light. This location is ideal, situated near the

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 113, Northbrook, IL 60062
  • /14

    $208,941

    • 1 Bed
    • 1 Bath
    • 716 Sq Ft

    2220 Founders Dr Unit 117A, Northbrook, IL 60062

    Buy now and take advantage of the owners 3 month assessment incentive. This is a savings of $4,695.00 at closing. The entrance fee for this unit is $213,636. Seller is offering a post closing cash rebate of $4,695. This unit offers a much lower monthly assessment than most of the properties for sale in this price range and most amenities and taxes are included. Active, independent SENIOR living

    Karen Skurie Baird & Warner

    2220 Founders Dr Unit 117A, Northbrook, IL 60062
  • /26

    $284,866

    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft

    2220 Founders Dr Unit 119, Northbrook, IL 60062

    Seller will provide credit of $17,397 which can BE APPLIED TOWARDS MONTHLY ASSESSMENTS at closing. Buyer must pay entrance fee of $302,263.The Lodge of Northbrook is a 55+ community designed for active, independent seniors. The Honey Locust floor plan offers 1,933 square feet of living space, featuring 2 bedrooms plus a den. This spacious first floor unit simplifies downsizing. Upon entering,

    Katie Coogan Baird & Warner

    2220 Founders Dr Unit 119, Northbrook, IL 60062
  • /11

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

    This lovely condo unit boasts a spacious interior with 2 bedrooms and 2 bathrooms with a total finished area of 1,410 sq.ft. The living spaces are filled with natural light, creating a bright and airy feel throughout. The kitchen is equipped with modern appliances and plenty of counter space, making it a perfect spot for preparing meals and gathering with loved ones. The bedrooms are comfortable

    Jorge Romero Realty One Group Inc.

    1795 Lake Cook Rd Unit 110, Highland Park, IL 60035

Why Live in Winnetka

Winnetka, IL, a North Shore village bordering Lake Michigan, is known for its scenic beauty and small-town charm. With a population of approximately 12,700, it offers a mix of historic and modern homes, including early 1900s farmhouses, bungalows, Colonial and Tudor Revivals, as well as newer luxury properties like French-style chateaus and English-inspired manors. The village is safer than the national average, making it a desirable place for families. Highly rated schools such as Crow Island School, The Skokie School, Carleton W. Washburne School, and New Trier Township High School serve the community, along with Avoca School District 37, Wilmette School District 39, and Loyola Academy.

Winnetka's attractions include several beaches like Lloyd Beach, which features a boat launch and paddleboard rentals, and the Green Bay Trail, a popular route for cyclists and hikers. The village also boasts community parks, the Winnetka Golf Club, and the A.C. Nielsen Tennis Center. Downtown Winnetka, centered around the Metra stations, is pedestrian-friendly with local businesses, dining options like Fred's Garage and Pomeroy, and shops such as The Book Stall and The Grand Food Center.

Transportation is convenient with three Metra stations—Winnetka, Hubbard Woods, and Indian Hill—providing access to downtown Chicago, just 15 miles away. The Pace bus routes and proximity to Interstate 94 further enhance connectivity. This combination of natural beauty, strong community focus, and excellent amenities makes Winnetka a unique and appealing place to live.

Home Trends in Winnetka, IL

Housing Trends

Median Sale Price
$1,902,500
Median Single Family Sale Price
$2,100,350
Median Townhouse Sale Price
$599,999
Median 2 Bedroom Sale Price
$662,500
Median 1 Bedroom Sale Price
$265,000
Average Price Per Sq Ft
$531
Number of Homes for Sale
15
Last 12 months Home Sales
192
Months of Supply
0.90
Median List Price
$1,950,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
15%
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