Overview
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Map
Lifestyle
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LUXESQUIRE

Kenwood
Historic grandeur. Presidential legacy.

THE NEIGHBORHOOD STORY

Kenwood is Chicago's most historically significant residential neighborhood — and one of its most underappreciated. In the late 19th and early 20th centuries, it was the city's most fashionable address, home to Chicago's merchant princes and manufacturing titans. The mansions they built still stand, largely intact, on Greenwood, Woodlawn, and Ellis Avenues. President Barack Obama's Chicago home is on Greenwood Avenue. The neighborhood has maintained its architectural integrity while evolving into a diverse, engaged community that balances its historic identity with a contemporary sensibility.

WHY RESIDENTS LOVE IT

•   Historic mansiondistrict — the Greenwood/Woodlawn/Ellis corridor contains some of Chicago'smost significant residential architecture.

•   Presidentialneighborhood — the Obama family home on Greenwood Avenue anchors a block ofnational historical importance.

•   Metra Electric Lineaccess — express service to Millennium Station in approximately 18 minutes.

•   Lakefront adjacency —Jackson Park and the lakefront are within easy walking and cycling distance.

•   Extraordinaryarchitectural value — Kenwood's homes offer historic scale and character atprices inconceivable in Lincoln Park.

•   Evolving dining scene —the neighborhood's restaurant options have improved significantly in recentyears.

HOMES & ARCHITECTURE

Kenwood's architectural heritage is its most compelling asset. The Historic Kenwood District contains an extraordinary collection of late Victorian and Edwardian mansions — many designed by prominent Chicago architects — on oversized lots with formal gardens and carriage houses. The neighborhood also contains courtyard apartment buildings and two-flats from the same era, providing investment and ownership options at different price points.

PROPERTY TYPES AT A GLANCE

Property Type Description
Historic Mansion District Properties Late Victorian and Edwardian estates on Greenwood, Woodlawn, and Ellis — the neighborhood's architectural crown jewels.
Greystone Single-Family Homes Limestone and greystone construction that defines the residential character of the broader neighborhood.
Vintage Courtyard Buildings Multi-unit residential buildings from the turn of the century with elegant shared spaces.
Two-Flats & Three-Flats Classic investor and owner-occupant stock with strong rental demand from the university community.

POCKETS & DISTRICTS

Pocket / District Character & Vibe
Historic Kenwood/Mansion District The architectural heart — Greenwood, Woodlawn, Ellis Avenues — maximum historical significance
North Kenwood Transitional, more accessible, proximity to Hyde Park's commercial amenities
Lakefront Edge Closest to Jackson Park and lake access — evolving and increasingly attractive

HOW TO MOVE AROUND

Metra Electric Line at 47th Street provides express service. Multiple CTA bus routes serve the neighborhood. Lake Shore Drive provides lakefront access. Local Tip: The Metra Electric express from Kenwood to Millennium Station is among the city's most efficient downtown commutes.

DINING & NIGHTLIFE

Fine Dining

•   Virtue Restaurant(Hyde Park adjacent) — James BeardAward-winning Southern fine dining minutes from Kenwood's residential core

Casual & Neighborhood Favorites

•   Ain't She Sweet Cafe — Community gathering place with a loyal neighborhoodfollowing and genuinely good coffee

•   Bronzeville diningcorridor (nearby) — The neighboringBronzeville community's growing restaurant scene is increasingly accessible

Late Night

•   Hyde Park restaurantcircuit — Kenwood's evening dininggravitates to the immediately adjacent Hyde Park commercial district

GREEN SPACE & OUTDOORS

•   Jackson Park — Olmsted-designed lakefront park directly adjacentto Kenwood — and future site of the Obama Presidential Center

•   Kenwood Park — Neighborhood park with athletic facilities and opengreen space

•   Promontory Point(adjacent) — The beloved lakefrontlandmark is a short bike ride from Kenwood's residential streets

Kenwood Signature Listings

For Sele

$2,500,000

654 Ocean Dr, Miami, FL 33101

4 BA
5 BD
MLS# 345678
Explore All Lincoln Park Homes
Active Under Contract

$950,000

321 Trendy Blvd, Chicago, IL 60601

1 BA
1 BD
MLS# 210987
Explore All Lincoln Park Homes
Active Under Contract

$450,000

789 Rustic Rd, Austin, TX 73301

1 BA
2 BD
MLS# 789012
Explore All Lincoln Park Homes
Active Under Contract

$850,000

456 Elegant Ave, Los Angeles, CA 90001

3 BA
4 BD
MLS# 654321
Explore All Lincoln Park Homes
For Sale

$1,200,000

123 Luxury St, New York, NY 10001

2 BA
3 BD
MLS# 123456
Explore All Lincoln Park Homes

Lifestyle & Points of Interest

01
Dining
02
Coffee
03
Grocery
04
Bars / Nightlife
05
Fitness
06
Parks
08
Schools
07
Dog Parks
09
Hospitals
10
Transit
Dining
Coffee
Grocery
Bars / Nightlife
Fitness
Parks
Schools
Dog Parks
Hospitals
Transit

EDUCATION LANDSCAPE

School Type Grades Notes
University of Chicago Laboratory Schools Private PK-12 One of America's finest K-12 institutions — the proximity is a genuine neighborhood advantage
Kenwood Academy CPS Magnet 6-12 IB program and strong college prep outcomes
McCosh Elementary CPS Public PK-8 Neighborhood school serving the Kenwood community
High School
Mixed Schools
type
Name
Category
Grades
School rating
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
Private
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
type
Name
Category
Grades
School rating
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5

WHO LIVES HERE

Population Median Age Avg. Household Income
18,200 34 $72,000
Population Density Gender Split Education
High 46% Male / 54% Female 52% Bachelor's or higher
High School
Mixed Schools
type
Name
Category
Grades
School rating
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
Private
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
type
Name
Category
Grades
School rating
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5
Intrinsic 2 Charter High School
79 W Monroe St Ste 400, Chicago, IL, 60603
PUBLIC
9th - 12th
1/5

WALKABILITY & ACCESS SCORES

84
Walk
Walk Score
68
Bike
Bike Score
64
Transit
Transit Score

THE LUXESQUIRE INSIDER TAKE

Kenwood is Chicago's best architectural secret. The Greenwood/Woodlawn/Ellis corridor has mansions that would be $5-8M in Lincoln Park selling for a fraction of that. Buyers who see past the South Side geography bias are acquiring properties of genuine historical significance at values that are rationally indefensible. The Obama Presidential Center will complete the argument within this decade.

Get in Touch

Have questions or want to book a tour? Contact us today and our team will guide you every step of the way.

Contact Us

A Chicago luxury real estate brokerage guided by Realtor-Lawyers.

Strategic. Discreet. White-Glove.

Contact

122 S Michigan Ave, Suite 1390
Chicago, IL 60603

Phone:

312.912.7262

Fax:

312.912.7255

Email:

info@luxesquire.com
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