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Gary B Bailey Sr

Gary B Bailey Sr
Real Estate Agent (Prin Associate Broker)
Reed City MI

Prin Associate Broker (MI: 6502321269)

26 years experience

REALTOR® 9 Active Listings Serves Osceola County, MI
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Contact Information

Brokerage
Crossroads Realty Of Michigan
Office Address
780 S Chestnut St
Reed City, MI  49677
(Osceola County)
Office Phone
231-832-8322
Office Fax
231-832-9730
Mobile
231-832-8322
Email
g***@******************.com
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Service Areas

Reed City: MI Chase: MI Howard City: MI Croton: MI Big Rapids: MI Baldwin: MI Peacock: MI Barryton: MI Cedar Springs: MI Le Roy: MI Evart: MI

About Gary Bailey

A lifelong resident of Reed City, this dedicated realtor has built a robust career in sales, transitioning into the real estate sector over the past several years. Since acquiring Crossroads Realty of Michigan in November 2003, he has successfully led the firm to become the most prominent and productive real estate office in a two-county region, thanks to the efforts of his exceptional team of agents.

In addition to his professional accomplishments, he has been married since 1986 and is a proud parent of three children and eleven grandchildren. Outside of work, he enjoys golfing, hunting, and cherishing moments with family and friends. He is eager to assist clients with their real estate needs and looks forward to building lasting relationships in the community.

Osceola County, MI Real Estate Market Analysis (Single Family Homes)

$295,535
Avg. Listing Price
From Gary's portfolio
3.1 / 1.9
Avg. Beds/Baths
Typical property size
1,701 sf
Avg. Square Footage
Interior living space
104
Active Listings
Current inventory

Osceola County, Michigan's real estate market operates within a unique rural framework that combines agricultural heritage with recreational property demand. Located in the heart of Michigan's Lower Peninsula, this county encompasses communities like Reed City, Evart, and Marion, where property values reflect both the area's natural beauty and its position as a gateway to northern Michigan's outdoor recreation destinations. The market here moves at a different pace than urban centers, with seasonal fluctuations driven by hunting, fishing, and summer cottage activity.

What makes Osceola County particularly interesting from a real estate perspective is its blend of working farms, wooded recreational parcels, and small-town residential properties. The county's 91 actively licensed real estate agents represent a surprisingly robust professional network for a rural area, with all 91 agents maintaining email connectivity that reflects the modernization of even remote market practices. This agent-to-population ratio suggests a market with significant property turnover and investment activity, much of it flying under the radar of statewide market reports.

Major Osceola County, Michigan Real Estate Markets

Reed City serves as the county's commercial hub and largest real estate market, anchored by its position along US-131 and its role as a regional service center. The city's proximity to the Hersey River and surrounding state land creates demand for both year-round housing and recreational properties. Marion, meanwhile, has emerged as a quiet favorite among buyers seeking affordable rural living with access to fishing and hunting opportunities, while Evart draws attention for its annual festivals and small-town charm that appeals to both retirees and families seeking escape from urban pressures.

The unincorporated areas and townships represent perhaps the most dynamic segment of Osceola County's real estate landscape, where large parcels of hunting land, hobby farms, and secluded home sites change hands regularly. These rural markets often operate through word-of-mouth networks and local agent relationships, making them particularly challenging for outside investors or businesses to penetrate without proper local connections and market intelligence.

Market Dynamics and Geographic Complexity

Osceola County's real estate patterns reflect Michigan's broader trend toward recreational property investment, but with unique local characteristics shaped by the area's abundant public land and water access. Properties near the Pine River or within proximity to state forest land command premium pricing, while agricultural parcels face pressure from both development interest and conservation easement programs. The market experiences pronounced seasonal swings, with spring and summer months bringing increased activity from downstate buyers seeking recreational retreats.

Geographic complexity adds another layer to market dynamics, as property access, utilities availability, and proximity to maintained roads can dramatically impact values and marketability. Many transactions involve land contracts or creative financing arrangements that reflect both buyer preferences and the practical challenges of rural property ownership, creating opportunities for agents and businesses that understand these nuanced local practices.

Why Businesses Need Osceola County, Michigan Agent Contact Data

Real estate service providers, from mortgage lenders to home improvement contractors, find Osceola County's concentrated network of 91 licensed agents represents an efficient pathway to reach active property markets across the region. These agents handle transactions ranging from small-town residential sales to large recreational land deals, making them valuable contacts for businesses offering everything from septic services to recreational property financing. The universal email connectivity among these agents facilitates direct marketing and relationship building that can unlock access to this specialized market.

Financial services companies and property-related businesses particularly benefit from connecting with Osceola County agents because these professionals often serve as trusted advisors for clients navigating unique rural property challenges. Whether it's helping a downstate buyer understand well water systems or connecting a seller with land surveying services, these agents influence purchasing decisions across multiple service categories, making them high-value business development contacts for companies serving rural and recreational property markets throughout Michigan.

Current Property Listings

As of 2/17/2026, Gary Bailey has 9 properties for sale in Reed City and surrounding areas.

$130,000

Listed 2025-10-11

411 N Higbee St
Reed City, MI  49677

Beds: 3.0
Baths: 1.0
Sq Ft: 1,562
Lot: 6,970 sf
Single Family Map
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$315,000

Listed 2025-11-14

16710 12 Mile Rd
Leroy, MI  49655

Beds: 3.0
Baths: 2.0
Sq Ft: 1
Lot: 392,040 sf
Single Family Map
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$225,000

Listed 2026-01-12

15370 Rapids Dr
Hersey, MI  49639

Beds: 3.0
Baths: 2.5
Sq Ft: 1,665
Lot: 37,462 sf
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$159,000

Listed 2025-09-30

V/L E 38 Rd
Cadillac, MI  49601

Beds:
Baths:
Sq Ft:
Lot: 1,318,997 sf
Land Map
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$39,900

Listed 2025-10-09

21575 150th Ave
Big Rapids, MI  49307

Beds:
Baths:
Sq Ft:
Lot: 19,166 sf
Land Map
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$169,900

Listed 2026-02-07

105 Marvin Rd
Roscommon, MI  48653

Beds: 3.0
Baths: 1.0
Sq Ft: 865
Lot: 24,829 sf
Single Family Map
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$104,900

Listed 2026-02-04

201 Beechwood Ave
Houghton Lake, MI  48629

Beds: 2.0
Baths: 1.0
Sq Ft: 624
Lot: 6,534 sf
Single Family Map
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$199,900

Listed 2025-09-11

Vl 3 Mile Rd
Luther, MI  49656

Beds:
Baths:
Sq Ft:
Lot: 1,742,400 sf
Land Map
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$179,900

Listed 2025-12-11

620 Glenn St
Reed City, MI  49677

Beds: 3.0
Baths: 1.0
Sq Ft: 950
Lot: 16,117 sf
Single Family Map
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Current Property Rentals

Gary Bailey currently has no rental properties available in Reed City and surrounding areas. Check back later.