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$2,646,000
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Property Description
Architecturally stunning, completely custom 5 Bedroom | 3.1 Bathroom greystone on an extra-wide 30' lot, situated on one of the Southport Corridor's most idyllic, one-way streets within 2 blocks from coveted Blaine School District. This extraordinary residence features over 5100 sqf and was completely overhauled with superior attention to detail that includes wide-plank white oak flooring, detailed millwork and built-ins, one-of-a-kind lighting and draperies throughout. An imported, oversized front door leads to an open floor plan with large living room with vintage marble fireplace, separate dining area that is perfectly situated near the completely upgraded De Guilio Kitchen that offers a massive island, 60" Wolf double range, oversized SubZero fridge and wine refrigerator, Miele dishwasher, warming drawer and microwave and inlay cabinetry with built-in Siematic organization throughout. The kitchen overlooks a large family room that is flanked with a custom floor to ceiling window wall allowing for incredible natural light, cerused oak built-ins, gas fireplace with limestone surround and a separate built-in desk/homework station. A full, separate mudroom with organized closets plus bench and powder room with lacquered walls complete this level. The top floor features a primary suite oasis complete with an oversized bedroom, spa-like bathroom with Ann Sachs marble tile, oversized shower and separate soaking tub and a huge walk-in closet with separate spaces and built-in washer/dryer. A gorgeous office is attached to the primary suite and features 2 walls of windows, custom lacquered built-ins and library lighting and opens to a lovely 2nd floor rear terrace. 2 additional large bedrooms and a full bathroom with Ann Sachs tile and tub complete this level. The lower level offers a massive recreation room with soaring ceiling height, tons of natural light, radiant heat and is perfect for entertaining and features a separate nook ideal for workout equipment or play space. 2 additional large bedrooms including a front bedroom with a custom window seat, full bathroom with floor-to-ceiling porcelain tile and large shower, separate laundry room and an abundance of storage. The front and back yards were designed and landscaped by Chalet Landscaping feature boxwood gardens, blue stone pavers and a turfed backyard with room for an oversized trampoline. The garage rooftop deck was customized with a steel pergola, outdoor television, firepit and separate dining, lounging and sports/recreation spaces. All perfectly located within a few blocks from the Southport Corridor's retail, award-winning restaurants, coffee shops, grocery stores and transportation and a short stroll to numerous parks including Gallagher Way, Juniper Park and Blaine field. Impeccably updated and maintained, this home is ideal for the most discerning buyer who appreciates incomparable design elements with a functional floor plan set in an ideal location!
Full Property Details
Full Property Details for 3745 N Lakewood Ave
General
- Sold For: $2,646,000
- Taxes: $37,241 (2023)
- Status: Closed
- Type: Single Family
- Source: MRED
- MLS ID: 12390259
- Added to Site: 221 day(s) ago
Interior
- Interior Features: Dry Bar
- Fireplace: Yes
- Fireplace(s): Living Room, Basement, Wood-Burning, Gas Starter
- Appliances: Double Oven, Range, Microwave, Dishwasher, Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Wine Refrigerator
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Basement Baths: Yes
- Bathroom Features: Whirlpool, Separate Shower, Steam Shower, Double Sink
Bedrooms
- Total Bedrooms: 5
Exterior
- Exterior Features: Balcony
Parking
- Garage: Yes
- Garage Spaces: 2.5
- Total Spaces: 2
- Parking Features: Off-Alley, Garage Door Opener, On Site, Garage Owned, Detached, Garage
- Parking On-Site: Yes
Location
- Area: CHI - Lake View
- County: Cook
- Driving Directions: Southport to Grace, East to Lakewood, South to address.
School Information
- School District: 299
- Midd School District: 299
- Elementary School: Blaine Elementary School
- Middle School: Blaine Elementary School
- High School: Lake View High School
- Private School: Lake View High School
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Central Air Conditioning, Zoned
- Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+, Individual Controls, Zoned
Utilities
- Water: Lake Michigan
Structural Information
- Architectural Style: Greystone
- Construction: Other
- Exterior Const.: Other
- Basement Desc.: Finished, Exterior Entry, Full, Daylight
- Sub-Flooring: Hardwood
- Square Feet: 5,100
- Sq. Ft. Source: Other
- Year Built: 1903
- Built Before 1978: Yes
- Remodeled/Updated: 2012
Lot Features
- Lot Size (Acres): 0.0854
- Lot Size Range: Oversized Chicago Lot
- Lot Dimensions: 30 x 125
- Fence: Yes
- Fencing (Description): Fenced
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1903
- Tax Amount: $37,241.66
- Tax Year: 2023
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: List Broker Must Accompany
- Property ID: 14201170070000
Listed and Sold by Compass
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Schools
Schools serving 3745 N Lakewood Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Blaine Elementary School 1420 West Grace Street, Chicago, IL 60613 | PK-8 | 0.2 mi |
Lake View High School 4015 North Ashland Avenue, Chicago, IL 60613 | 9-12 | 0.5 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 3745 N Lakewood Ave
Date
Details
Price
Change
Source
8/15/2025
Sold
$2,646,000
-2%
MLS
6/11/2025
Listed
$2,700,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
3745 N Lakewood Avenue, Chicago, IL 60613 (MLS# 12390259) is a Single Family property that was sold at $2,646,000 on August 15, 2025. Want to learn more about 3745 N Lakewood Avenue? Do you have questions about finding other Single Family real estate for sale in LakeView? You can browse all LakeView real estate or contact a Coldwell Banker agent to request more information.

