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Find Your Airbnb InvestmentInvesting in Airbnb properties in Chester, Pennsylvania, presents a challenging but potentially rewarding opportunity. The city's current market conditions reflect a transitioning economy, where property values are generally more affordable compared to major metropolitan areas, making initial investments more accessible. However, tourism trends in Chester are not as robust as in major tourist destinations, meaning demand for short-term rentals may be more sporadic and tied to specific local events or institutional activities (like those at Widener University). While the investment potential exists, particularly for properties catering to niche markets or those located near developing areas, investors should carefully research local demand drivers and consider the potential for longer vacancy periods. Local economic development initiatives could positively impact future tourism and property appreciation, but a detailed market analysis is crucial to ascertain profitability and mitigate risks.
Based on available market data and rental analytics, Airbnb hosts in Chester, Pennsylvania typically earn between $800-$1,500 per month for entire home listings, with private rooms generating approximately $400-$700 monthly. Seasonal variations show peak earnings during summer months and fall foliage season, with revenues increasing 20-30% above baseline, while winter months typically see 15-25% decreases in bookings and rates. Properties near the Delaware River waterfront and historic downtown areas command premium rates of $80-120 per night, while suburban locations average $50-85 nightly. Key factors affecting earnings include proximity to Philadelphia (30 minutes away), local attractions like the Chester Waterside Station and Harrah's Philadelphia Casino, property condition and amenities, professional photography quality, and host responsiveness ratings. The market benefits from business travelers visiting nearby industrial facilities and tourists exploring the greater Philadelphia region, though competition from established hotels and the area's economic challenges can impact occupancy rates. Revenue optimization strategies include targeting weekend getaways, corporate bookings, and marketing unique local experiences, with successful hosts reporting annual gross revenues ranging from $12,000-$22,000 for well-managed properties.
Airbnb investments in Chester, Pennsylvania typically generate ROI between 8-12% annually, with payback periods ranging from 8-12 years depending on property acquisition costs and renovation needs. Properties in Chester's downtown area and near Widener University command higher nightly rates of $75-120, while residential neighborhoods average $50-85 per night with occupancy rates around 60-70% annually. Compared to traditional long-term rentals in Chester that yield approximately 6-8% ROI with monthly rents between $800-1,200, short-term rentals can outperform by 2-4 percentage points but require significantly more active management and carry higher operational costs including cleaning, utilities, and platform fees. The Chester market benefits from proximity to Philadelphia and Wilmington, attracting business travelers and visitors to nearby attractions, though seasonal fluctuations and local economic conditions can impact consistency, making the payback period longer than more established markets but still competitive for investors willing to maintain high property standards and guest service levels.
Airbnb occupancy rates in Chester, Pennsylvania typically average around 45-55% annually, which is below both the Pennsylvania state average of approximately 60-65% and the national average of 63-68%. Chester experiences seasonal fluctuations with peak occupancy occurring during summer months (June-August) at roughly 65-70% due to increased tourism and business travel, while winter months (December-February) see the lowest rates at around 35-40%. Spring and fall maintain moderate occupancy levels of 50-55%. The city's lower performance compared to state and national averages can be attributed to its smaller tourism market, limited attractions compared to nearby Philadelphia, and economic challenges that affect overall travel demand to the area. Peak booking periods typically align with local events, summer weather, and business travel patterns, though Chester generally underperforms compared to more established tourist destinations within Pennsylvania.
The best neighborhoods for Airbnb investment in Chester, Pennsylvania include the Waterfront District near the Delaware River, which offers proximity to entertainment venues and casinos while benefiting from ongoing revitalization efforts that attract both business and leisure travelers. The Historic Downtown area provides affordable property acquisition costs with potential for higher returns due to its walkable nature and proximity to transportation hubs connecting to Philadelphia. The West End neighborhood offers a balance of safety and affordability with good access to major highways, making it attractive to visitors traveling between major cities. The Lamokin Village area presents opportunities for investors seeking lower entry costs with properties that can be renovated to attract budget-conscious travelers visiting nearby attractions. The Chester Heights border area, while technically outside the city proper, provides better neighborhood conditions and safety ratings that justify higher nightly rates while still maintaining Chester's cost advantages. The area near Widener University campus offers consistent demand from visiting families, prospective students, and academic conference attendees, providing more predictable occupancy rates throughout the academic year. The neighborhoods near Chester Transportation Center benefit from excellent connectivity to Philadelphia and other regional destinations, making them ideal for travelers seeking affordable accommodations with easy access to major metropolitan areas.
Chester, Pennsylvania requires short-term rental operators to obtain a business license and register with the city, though specific STR regulations remain relatively underdeveloped compared to larger municipalities. Properties must comply with existing zoning ordinances, with residential short-term rentals generally permitted in single-family and multi-family zones but subject to standard occupancy limits of two persons per bedroom plus two additional guests. Owner-occupancy requirements are not mandated city-wide, though individual zoning districts may impose such restrictions. The registration process involves submitting an application to the Business License Department along with proof of property ownership, liability insurance, and compliance with fire safety codes. Properties must maintain current certificates of occupancy and pass periodic safety inspections. Recent regulatory discussions have focused on implementing stricter oversight mechanisms and potential tax collection procedures, though no major ordinance changes have been enacted in the past two years. Operators must also comply with state tax requirements and maintain guest registries, while parking provisions must meet standard residential requirements without creating neighborhood disruptions.
Short-term rentals in Chester, Pennsylvania are subject to Pennsylvania's 6% state sales tax and an additional 6% state hotel occupancy tax, totaling 12% in state-level taxes on rental income. Delaware County imposes a 3% hotel tax, bringing the combined lodging tax rate to approximately 15%. Property owners must obtain a business license from Chester City, which typically costs around $50-75 annually, and register with the Pennsylvania Department of Revenue for tax collection purposes at no additional fee. The city requires a rental property inspection certificate costing approximately $100-150, and landlords must maintain a rental license which runs about $25-50 per unit annually. Additionally, hosts must collect and remit the Room Occupancy Tax quarterly to both state and county authorities, with potential penalties of 5-25% for late payments. Fire safety inspections may be required annually at costs ranging from $75-125, and some properties may need zoning compliance verification fees of $50-100 depending on the property's classification and neighborhood regulations.
Investing in Airbnb properties in Chester, Pennsylvania, presents a challenging but potentially rewarding opportunity. The city's current market conditions reflect a transitioning economy, where property values are generally more affordable compared to major metropolitan areas, making initial investments more accessible. However, tourism trends in Chester are not as robust as in major tourist destinations, meaning demand for short-term rentals may be more sporadic and tied to specific local events or institutional activities (like those at Widener University). While the investment potential exists, particularly for properties catering to niche markets or those located near developing areas, investors should carefully research local demand drivers and consider the potential for longer vacancy periods. Local economic development initiatives could positively impact future tourism and property appreciation, but a detailed market analysis is crucial to ascertain profitability and mitigate risks.
Based on available market data and rental analytics, Airbnb hosts in Chester, Pennsylvania typically earn between $800-$1,500 per month for entire home listings, with private rooms generating approximately $400-$700 monthly. Seasonal variations show peak earnings during summer months and fall foliage season, with revenues increasing 20-30% above baseline, while winter months typically see 15-25% decreases in bookings and rates. Properties near the Delaware River waterfront and historic downtown areas command premium rates of $80-120 per night, while suburban locations average $50-85 nightly. Key factors affecting earnings include proximity to Philadelphia (30 minutes away), local attractions like the Chester Waterside Station and Harrah's Philadelphia Casino, property condition and amenities, professional photography quality, and host responsiveness ratings. The market benefits from business travelers visiting nearby industrial facilities and tourists exploring the greater Philadelphia region, though competition from established hotels and the area's economic challenges can impact occupancy rates. Revenue optimization strategies include targeting weekend getaways, corporate bookings, and marketing unique local experiences, with successful hosts reporting annual gross revenues ranging from $12,000-$22,000 for well-managed properties.
Airbnb investments in Chester, Pennsylvania typically generate ROI between 8-12% annually, with payback periods ranging from 8-12 years depending on property acquisition costs and renovation needs. Properties in Chester's downtown area and near Widener University command higher nightly rates of $75-120, while residential neighborhoods average $50-85 per night with occupancy rates around 60-70% annually. Compared to traditional long-term rentals in Chester that yield approximately 6-8% ROI with monthly rents between $800-1,200, short-term rentals can outperform by 2-4 percentage points but require significantly more active management and carry higher operational costs including cleaning, utilities, and platform fees. The Chester market benefits from proximity to Philadelphia and Wilmington, attracting business travelers and visitors to nearby attractions, though seasonal fluctuations and local economic conditions can impact consistency, making the payback period longer than more established markets but still competitive for investors willing to maintain high property standards and guest service levels.
Airbnb occupancy rates in Chester, Pennsylvania typically average around 45-55% annually, which is below both the Pennsylvania state average of approximately 60-65% and the national average of 63-68%. Chester experiences seasonal fluctuations with peak occupancy occurring during summer months (June-August) at roughly 65-70% due to increased tourism and business travel, while winter months (December-February) see the lowest rates at around 35-40%. Spring and fall maintain moderate occupancy levels of 50-55%. The city's lower performance compared to state and national averages can be attributed to its smaller tourism market, limited attractions compared to nearby Philadelphia, and economic challenges that affect overall travel demand to the area. Peak booking periods typically align with local events, summer weather, and business travel patterns, though Chester generally underperforms compared to more established tourist destinations within Pennsylvania.
The best neighborhoods for Airbnb investment in Chester, Pennsylvania include the Waterfront District near the Delaware River, which offers proximity to entertainment venues and casinos while benefiting from ongoing revitalization efforts that attract both business and leisure travelers. The Historic Downtown area provides affordable property acquisition costs with potential for higher returns due to its walkable nature and proximity to transportation hubs connecting to Philadelphia. The West End neighborhood offers a balance of safety and affordability with good access to major highways, making it attractive to visitors traveling between major cities. The Lamokin Village area presents opportunities for investors seeking lower entry costs with properties that can be renovated to attract budget-conscious travelers visiting nearby attractions. The Chester Heights border area, while technically outside the city proper, provides better neighborhood conditions and safety ratings that justify higher nightly rates while still maintaining Chester's cost advantages. The area near Widener University campus offers consistent demand from visiting families, prospective students, and academic conference attendees, providing more predictable occupancy rates throughout the academic year. The neighborhoods near Chester Transportation Center benefit from excellent connectivity to Philadelphia and other regional destinations, making them ideal for travelers seeking affordable accommodations with easy access to major metropolitan areas.
Chester, Pennsylvania requires short-term rental operators to obtain a business license and register with the city, though specific STR regulations remain relatively underdeveloped compared to larger municipalities. Properties must comply with existing zoning ordinances, with residential short-term rentals generally permitted in single-family and multi-family zones but subject to standard occupancy limits of two persons per bedroom plus two additional guests. Owner-occupancy requirements are not mandated city-wide, though individual zoning districts may impose such restrictions. The registration process involves submitting an application to the Business License Department along with proof of property ownership, liability insurance, and compliance with fire safety codes. Properties must maintain current certificates of occupancy and pass periodic safety inspections. Recent regulatory discussions have focused on implementing stricter oversight mechanisms and potential tax collection procedures, though no major ordinance changes have been enacted in the past two years. Operators must also comply with state tax requirements and maintain guest registries, while parking provisions must meet standard residential requirements without creating neighborhood disruptions.
Short-term rentals in Chester, Pennsylvania are subject to Pennsylvania's 6% state sales tax and an additional 6% state hotel occupancy tax, totaling 12% in state-level taxes on rental income. Delaware County imposes a 3% hotel tax, bringing the combined lodging tax rate to approximately 15%. Property owners must obtain a business license from Chester City, which typically costs around $50-75 annually, and register with the Pennsylvania Department of Revenue for tax collection purposes at no additional fee. The city requires a rental property inspection certificate costing approximately $100-150, and landlords must maintain a rental license which runs about $25-50 per unit annually. Additionally, hosts must collect and remit the Room Occupancy Tax quarterly to both state and county authorities, with potential penalties of 5-25% for late payments. Fire safety inspections may be required annually at costs ranging from $75-125, and some properties may need zoning compliance verification fees of $50-100 depending on the property's classification and neighborhood regulations.
* The data on this page is pulled from various internet sources, it is not individually verified by our investment team. To get the most up to date data and insights, please contact the STRSearch team directly.
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To start an Airbnb in Chester, Pennsylvania, begin by researching local zoning laws and regulations through the Chester City Planning Department, as Chester requires short-term rental operators to obtain a business license and comply with residential zoning restrictions that may limit rentals to certain districts. Contact Chester's Code Enforcement Office at 610-447-7700 to verify your property's eligibility and obtain necessary permits, including a Certificate of Occupancy and potential fire safety inspections. Find a suitable property in Chester's downtown area or near Widener University, focusing on 2-3 bedroom homes or apartments priced between $80,000-$150,000 that can generate $75-$120 per night. Furnish the space with essential amenities including Wi-Fi, cable TV, full kitchen appliances, quality bedding, and safety features like smoke detectors and carbon monoxide alarms, budgeting approximately $8,000-$15,000 for complete furnishing. Create your Airbnb listing with professional photos highlighting Chester's proximity to Philadelphia (15 miles), Wilmington (20 miles), and local attractions like the Chester Waterfront and PPL Park, setting competitive rates based on comparable properties in Delaware County. Manage your property by establishing check-in procedures, maintaining cleanliness standards, responding promptly to guest inquiries, and ensuring compliance with Pennsylvania's 6% sales tax and Chester's local occupancy tax requirements while building positive reviews to increase bookings in this emerging market.
To identify profitable short-term rental properties in Chester, Pennsylvania, focus on locations within 2-3 miles of major employers like Widener University, Crozer-Chester Medical Center, and proximity to Philadelphia (20 miles away) for commuter appeal. Target 2-4 bedroom properties built after 1950 with parking, updated kitchens and bathrooms, and reliable internet, as Chester's revitalization efforts since 2010 have improved certain neighborhoods near the waterfront and university areas. Conduct pricing analysis using AirDNA and Mashvisor to identify properties under $150,000 that can generate $80-120 nightly rates, focusing on areas with median home values between $50,000-$100,000 where renovation costs remain manageable. Research competition by analyzing existing Airbnb and VRBO listings within 5-mile radius, noting that Chester currently has limited STR inventory compared to nearby Media or Wilmington, creating opportunity gaps. Utilize tools like BiggerPockets for market analysis, STR Helper for revenue projections, and connect with Delaware County tourism boards and Widener University housing departments to understand demand patterns, while monitoring Chester's ongoing waterfront development projects and casino industry impacts on visitor traffic.
To obtain an Airbnb/STR permit in Chester, Pennsylvania, you must first contact the Chester City Planning and Zoning Department at City Hall located at 1 Fourth Street to determine if short-term rentals are permitted in your specific zoning district, as Chester follows standard Pennsylvania municipal regulations for rental properties. You'll need to submit a business license application through the City Clerk's office, provide proof of property ownership or lease agreement, certificate of occupancy, fire safety inspection certificate from the Chester Fire Department, and liability insurance documentation with minimum $1 million coverage. Required documents also include a floor plan showing maximum occupancy, parking plan, and contact information for a local property manager if you're not residing on-site. The application fee is approximately $150-250 for the business license plus $75-100 for inspections, with additional fees for fire department review estimated at $50-75. The timeline typically takes 4-6 weeks from submission to approval, including scheduling required inspections by the building code enforcement office and fire department. Chester-specific requirements include maintaining a guest registry, posting maximum occupancy limits visibly in each rental unit, ensuring adequate off-street parking (typically one space per bedroom), and compliance with noise ordinances between 10 PM and 7 AM. You must also register with the Pennsylvania Department of Revenue for tax collection purposes and may need to coordinate with Delaware County for any additional county-level requirements.
Short-term rentals (STRs) in Chester, Pennsylvania operate in a complex legal environment as the city has not established comprehensive STR-specific regulations as of 2024. While not explicitly prohibited, STR operators must comply with existing zoning ordinances, business licensing requirements, and housing codes that may restrict or complicate short-term rental operations in residential areas. Chester's zoning code primarily allows residential use in residential districts, which could potentially conflict with commercial STR activities, particularly in single-family home areas. The city requires business licenses for commercial activities, and STR operators would likely need to obtain proper permits and pay applicable taxes. Recent years have seen increased scrutiny of STRs in Pennsylvania cities due to housing shortage concerns, and Chester may be considering more specific regulations given regional trends. Property owners should verify compliance with local fire safety codes, occupancy limits, and neighbor notification requirements, while also ensuring they meet any homeowners association restrictions and state tax obligations for rental income.
The best Airbnb investment areas in Chester, Pennsylvania include the Historic Downtown District near the waterfront, which attracts visitors to the Chester Waterside Station and Delaware River attractions, and the areas surrounding Widener University campus, providing consistent demand from visiting families, prospective students, and academic conferences. The neighborhoods near Subaru Park (home to Philadelphia Union soccer team) offer strong rental potential during match seasons and events, typically March through November. The Chester Transportation Center vicinity appeals to business travelers and commuters accessing Philadelphia, while properties near Harrah's Philadelphia Casino and Racetrack capture gaming tourism and entertainment visitors. The emerging Chester Waterfront development area shows promise for future appreciation as revitalization efforts continue, attracting both leisure tourists exploring the Delaware River corridor and business travelers attending corporate events at nearby venues.
In Chester, Pennsylvania, Airbnb hosts are subject to Pennsylvania's 6% state sales tax on lodging accommodations, which applies to rentals of less than 30 consecutive days, and this tax is typically collected by Airbnb directly from guests and remitted to the Pennsylvania Department of Revenue on behalf of hosts through their automated tax collection system that began around 2018. Additionally, hosts may be subject to Delaware County's local hotel occupancy tax of approximately 3-5%, though collection and remittance procedures for this county-level tax often require hosts to register directly with Delaware County tax authorities and file periodic returns, usually monthly or quarterly depending on rental volume. Chester city itself may impose an additional local lodging tax of 1-3%, which would require separate registration with the city's tax collection office and direct remittance by the host. Exemptions typically apply to rentals of 30 days or longer, which are considered residential rather than transient accommodations, and some jurisdictions may exempt rentals under certain dollar thresholds or provide exemptions for disabled veterans or other qualifying individuals, though hosts should verify current rates and procedures with the Pennsylvania Department of Revenue, Delaware County, and Chester city tax offices as rates and collection methods can change.
The total cost to start an Airbnb in Chester, Pennsylvania is approximately $185,000-$220,000. Property purchase costs around $120,000-$150,000 based on median home prices in Chester as of 2023-2024. Furnishing a 2-3 bedroom property requires $15,000-$25,000 for quality furniture, appliances, linens, and decor from retailers like IKEA, Wayfair, and local furniture stores. Initial setup costs including professional photography, listing creation, and basic renovations total $3,000-$5,000. Permits and fees including business license, short-term rental permit, and inspection fees range from $500-$1,500 depending on Chester's municipal requirements. Insurance including landlord coverage and short-term rental protection through companies like Proper Insurance or CBIZ costs $2,000-$3,500 annually. Utility setup and deposits for electricity, gas, water, internet, and cable total approximately $1,000-$1,500. First six months operating costs including utilities ($900-$1,200), cleaning services ($1,800-$2,400), maintenance ($1,000), marketing ($600), and platform fees to Airbnb and VRBO ($2,000-$3,000 based on estimated bookings) amount to $6,300-$7,600. Additional working capital of $5,000-$10,000 is recommended for unexpected expenses and vacancy periods during the initial launch phase.
Airbnb properties in Chester, Pennsylvania typically generate modest returns with average daily rates ranging from $75-120 depending on property size and location proximity to Philadelphia (30 miles away). A typical 2-bedroom property might gross $18,000-25,000 annually with occupancy rates around 60-65%, while expenses including mortgage, utilities, cleaning fees ($40-60 per turnover), property management (10-15%), insurance, and maintenance typically consume 70-80% of gross revenue, leaving net profit margins of 20-30% or roughly $4,000-7,500 annually. Success factors include proximity to Chester's waterfront attractions, competitive pricing against Philadelphia alternatives, professional photography, and targeting business travelers visiting local employers like Widener University or the Port of Philadelphia. Properties within walking distance of the Chester Transportation Center or with river views command premium rates, while those requiring significant renovations or in less desirable neighborhoods struggle with occupancy below 50%. The market benefits from spillover demand when Philadelphia accommodations are full during major events, though seasonal fluctuations and competition from established hotels like Hampton Inn Chester limit year-round profitability potential.
Airbnb investments in Chester, Pennsylvania typically generate annual ROI of 8-12% with cash-on-cash returns ranging from 6-10%, though these figures are conservative due to the city's economic challenges and limited tourism infrastructure. Properties near Widener University or the waterfront areas along the Delaware River tend to perform better, with potential returns reaching 10-15% annually for well-positioned units. The timeframe to profitability is generally 18-24 months, assuming proper property management and competitive pricing strategies. Chester's proximity to Philadelphia (approximately 15 miles) provides some demand from business travelers and visitors, but occupancy rates typically average 45-60% annually. Initial investment costs are relatively low compared to Philadelphia proper, with average property acquisition costs ranging $50,000-$120,000, making the barrier to entry accessible but requiring careful market analysis due to neighborhood variations and the city's ongoing urban revitalization efforts.
STRSearch is a national platform that helps investors identify profitable short-term rental properties across markets including Chester, Pennsylvania. In the Philadelphia metro area, companies like Awning and RedAwning provide Airbnb investment property services and management. Local real estate agents specializing in investment properties include Keller Williams Realty agents who focus on rental properties, RE/MAX agents with investment specializations, and Coldwell Banker agents experienced in multi-family and rental properties in Delaware County. National services like Mashvisor, AirDNA, and BiggerPockets offer market analysis tools for Chester and surrounding areas. Local property management companies such as Philly Property Management and Delaware County Property Services can assist with Airbnb operations. Investment-focused real estate firms like Berkshire Hathaway HomeServices and Century 21 have agents specializing in rental properties in the Chester market. Additional services include RentSpree for property analysis, Vacasa for property management, and local real estate investment groups that network through platforms like Meetup and Facebook groups focused on Pennsylvania real estate investing.

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