Helen Bailey Real Estate Agent - Pioneer Realty Group LLC

1922 W Norwood St Unit GA, Chicago, IL For Sale $120,000 - listed by Helen Bailey — For Sale $120,000

Helen Bailey listing agent for 3057 N Leavitt St, Chicago, IL - sold for $680,000 — Sold $680,000

2120 W Belmont Ave Unit 3F, Chicago, IL For Rent $4,700/month - listed by Helen Bailey — For Rent $4,700/month

3440 N Lake Shore Dr Unit 12B, Chicago, IL Pending $240,000 - listed by Helen Bailey — Pending $240,000

Helen Bailey buyer's agent for 10111 Old Orchard Ct Unit 201, Skokie, IL - sold for $142,000 — Sold $142,000

Helen Bailey

Chicago IL

Pioneer Realty Group LLC

56 Closed Sales

$23.8M Total Value

$155K - $1.4M Price Range

$425.1K Average Price

Prior 5 years

About Helen

Home Types: Condo, Multifamily, House, Townhouse, Lot/Land

Years of Experience: 14

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	9
Total Value	$6,125,500
Average Sale Price	$680,611
Price Range	$288K - $1.3M

Buyer Deals
Total Deals	11
Total Value	$4,096,100
Average Sale Price	$372,373
Price Range	$115K - $633K

1 Year View by Quarter

Seller Deals
Total Deals	13
Total Value	$7,187,500
Average Sale Price	$552,885
Price Range	$120K - $1.3M

Buyer Deals
Total Deals	16
Total Value	$7,105,400
Average Sale Price	$444,088
Price Range	$115K - $1.4M

2 Year View by Quarter

Seller Deals
Total Deals	21
Total Value	$9,486,500
Average Sale Price	$451,738
Price Range	$99K - $1.3M

Buyer Deals
Total Deals	35
Total Value	$14,320,800
Average Sale Price	$409,166
Price Range	$115K - $1.4M

5 Year View

Areas Helen is Experienced In

Helen's Listings and Deals

Helen's Active Listings

$120,000
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
1922 W Norwood St

Unit GA

Chicago, IL
Sunny and affordable 2-bedroom co-op in a fantastic Ravenswood location! This ground-level home offers easy, stair-free access and abundant natural light, with hardwood floors throughout and a comfortable, functional layout. Enjoy convenient laundry in the basement and a HUGE private storage locker-an incredible bonus for city living. A wonderful opportunity to own in one of Chicago's most

Helen Bailey Pioneer Realty Group LLC

$1,950,000
- 5,148 Sq Ft
3544 N Halsted St

Chicago, IL
Stellar location for this 6 unit multifamily in Wrigleyville! This property is comprised of three 2bed/1bath units, two 3bed/1bath units, and one 3bed/1.5 bath unit. There are three tandem parking spaces in the rear. First floor front unit has flexibility to be commercial or residential. Fully leased apartments with summer lease end dates. All units have been updated with newer kitchens and

Helen Bailey Pioneer Realty Group LLC

$2,850,000
- 6,528 Sq Ft
2120 W Belmont Ave

Chicago, IL
Fully renovated 6-unit mixed-use building located in the highly desirable Roscoe Village neighborhood. The property underwent a complete gut renovation and reconfiguration in 2020, creating modern layouts with king-sized bedrooms, added closet space, and sleek contemporary finishes throughout. Designed for low maintenance and strong tenant appeal, the building offers a stable monthly rent roll

Helen Bailey Pioneer Realty Group LLC

$240,000

Pending
- 1 Bed
- 1 Bath
- 800 Sq Ft
3440 N Lake Shore Dr

Unit 12B

Chicago, IL
Lake Views from Living Room, Dining, and Bedroom! Spacious and nicely updated 1BR condo on Lake Shore Drive with unobstructed 12th-floor views of Lake Michigan and Belmont Harbor from both the living room and bedroom. This bright, well-maintained home offers generous closet space throughout and an ideal Lakeview location just steps from the lakefront, parks, restaurants, shopping, transit and

Helen Bailey Pioneer Realty Group LLC

$4,700 per month
- 3 Beds
- 2 Baths
- 1,253 Sq Ft
2120 W Belmont Ave

Unit 3F

Chicago, IL
Perfect combination of new construction within the frame of a vintage Chicago style building. Large bay windows let in tons of natural sunlight. Tall 10 foot ceilings add a sense of spaciousness and grandeur to this home. The renovations are high end: waterfall countertops on the island, quality dual toned cabinets, and modern fixtures and colors throughout allow you to make this home your own.

Helen Bailey Pioneer Realty Group LLC

Recently Sold

$680,000

Sold Aug 3, 2026
- Land
- 0 Sq Ft Lot
3057 N Leavitt St

Chicago, IL
- 3% Below List
- 0 Days On Market
- Current Est. Value $682K
Helen Bailey Pioneer Realty Group LLC

$376,000

Sold Jul 13, 2026
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
1946 W Patterson Ave

Unit 3

Chicago, IL
- 16% Above List
- 4 Days On Market
- $342/SF
- Current Est. Value $336K
Helen Bailey Pioneer Realty Group LLC

$307,000

Sold Jul 2, 2026
- 2 Beds
- 1.5 Baths
- 1,175 Sq Ft
974 W 35th Place

Unit 202

Chicago, IL
- 4% Below List
- 25 Days On Market
- $261/SF
- Current Est. Value $315K
Helen Bailey Pioneer Realty Group LLC

$287,500

Sold Apr 29, 2026
- 2 Beds
- 1.5 Baths
- 1,175 Sq Ft
974 W 35th Place

Unit 302

Chicago, IL
- 3% Below List
- 87 Days On Market
- $245/SF
- Current Est. Value $291K
Helen Bailey Pioneer Realty Group LLC

$965,000

Sold Mar 20, 2026
- 2 Beds
- 2.5 Baths
- 1,786 Sq Ft
21 E Huron St

Unit 1806

Chicago, IL
- 3% Below List
- 22 Days On Market
- $540/SF
- Current Est. Value $975K
Helen Bailey Pioneer Realty Group LLC

$410,000

Sold Mar 2, 2026
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
835 Judson Ave

Unit 305

Evanston, IL
- 2% Below List
- 39 Days On Market
- $273/SF
- Current Est. Value $409K
Helen Bailey Pioneer Realty Group LLC

$1,300,000

Sold Dec 9, 2025
- 8 Beds
- 4 Baths
2257 W Hirsch St

Chicago, IL
- 1% Above List
- 10 Days On Market
Helen Bailey Pioneer Realty Group LLC

$1,050,000

Sold Oct 24, 2025
- 6 Beds
- 3 Baths
- 1,159 Sq Ft
1732 W Fletcher St

Chicago, IL
- 7% Above List
- $906/SF
- Current Est. Value $1M
Helen Bailey Pioneer Realty Group LLC

$750,000

Sold Sep 30, 2025
- 5,000 Sq Ft
2423 N Long Ave

Chicago, IL
- 6% Below List
- 30 Days On Market
- $150/SF
Helen Bailey Pioneer Realty Group LLC

Other Experience

First Time Homebuyers, Investments, Military Families, Veteran's Programs, Luxury Homes, New Construction, Property Management, Distressed Properties, Foreclosures

Agent License: Illinois 471019249

Helen Bailey

(855) 965-4270

Pioneer Realty Group LLC

(855) 965-4270

Nearby Homes

Helen Bailey

About Helen

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Helen is Experienced In

Helen's Listings and Deals

Helen's Active Listings

Recently Sold

Other Experience