Compare 21 local companies in Winter Garden (4 with an office in the city, 17 that serve the area). Pick up to 3 and send one free quote request.
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Your request goes to the managers you pick, or to the 3 top Best match managers in Winter Garden. You see who before you send.
Top rated
Highest Best match score
Most reviewed
92 Google reviews, 4.3★
Longest established
Long-standing local firm
Picked by our rules (rating adjusted for review count, number of reviews, years in business), not paid placement.
Tick Compare on up to 3 companies to see them side by side and request quotes from all of them at once.
Serves the Winter Garden area · no public office address, so no map pin
MPPM Property Management serves the Horizon West area and Central Florida, handling rental pricing, advertising, background checks, owner bill payment and maintenance for rental properties.
Review summary: Reviewers often mention an attentive, courteous manager who answers calls quickly and resolves issues.
Serves the Winter Garden area · no public office address, so no map pin
A-Hand Property Management is a small Winter Garden-area company managing rental homes and short-term rentals in Central Florida, with marketing, screening, rent collection, maintenance and accounting.
In their words: “We offer flexible options that allow owners to be as involved as they choose, whether they prefer a hands-on approach or wish to delegate daily operations to our expert team.”
Review summary: Reviewers often describe a professional, communicative and reliable team that responds fast.
Serves the Winter Garden area · no public office address, so no map pin
CV Rentals Group serves the Winter Garden area, Polk County and other parts of Florida as well as Puerto Rico, managing single-family homes and multifamily property with rent collection, an owner portal and real estate investment services; it was founded in 2024.
In their words: “Owners have real-time access to their property information through a secure online portal, while tenants can conveniently pay rent, submit maintenance requests, and communicate with our team.”
Review summary: Reviewers often mention a friendly, professional and knowledgeable team that makes renting and investing easy.
Serves the Winter Garden area · no public office address, so no map pin
EOLA Realty LLC (Property Management Division) serves the Winter Garden area and manages rental homes and investment properties for owners, alongside home sales and purchases.
Review summary: Reviewers, many of them long-time investors, mention professional, personable service and good communication.
Serves the Winter Garden area · no public office address, so no map pin
Lumina Property Management serves the Winter Garden area and Central Florida, managing residential rentals with marketing, tenant screening, rent collection, maintenance coordination, inspections, leasing and real estate sales.
In their words: “We can manage everything and generate passive income on your investment.”
Review summary: Reviewers often mention a proactive, responsive manager who places tenants quickly and communicates well.
Serves the Winter Garden area · no public office address, so no map pin
Honor Quality Management serves the Winter Garden area, Orlando and Central Florida, managing residential rentals with tenant screening, rent collection, maintenance and leasing.
In their words: “We focus on having a full service property management solution that takes care of the property start to finish.”
Review summary: Reviewers, many of them long-time owners, mention professional, prompt and reliable management of their properties.
Serves the Winter Garden area · no public office address, so no map pin
Rental Home Management serves the Winter Garden and Orlando area, providing full-service management of single-family homes, townhomes, condos and duplexes, with marketing, screening, rent collection, maintenance and accounting.
In their words: “We conduct thorough screenings, including background checks, credit reports, employment verification, and rental history.”
Review summary: Reviewers often describe a caring, proactive manager with quick, clear communication.
Serves the Winter Garden area · no public office address, so no map pin
First Tier Rentals - Property Management is listed in the Winter Garden area and manages long-term rentals in Haines City and Polk County, with tenant screening, rent collection and maintenance.
In their words: “At First Tier Rentals, we specialize in seamless residential property management in beautiful Haines City, Florida.”
Review summary: Reviewers mention quick, professional responses and urgent maintenance handled promptly.
Serves the Winter Garden area · no public office address, so no map pin
Red Herron Property Management serves the Winter Garden area and Central Florida, including Orlando, Oviedo, Altamonte Springs, Apopka and Casselberry, with screening, rent collection, maintenance, inspections and evictions.
In their words: “We handle all monthly billing responsibilities and manage tenant relationships.”
535 W Plant St, Winter Garden, FL 34787
Bella Trae Realty is a locally owned real estate and management company based in ChampionsGate, with an office listed in Winter Garden, handling long-term home rentals for owners and tenants, vacation home checks and repairs, and home sales.
Review summary: Most reviewers mention a friendly team that answers questions promptly and helps with leasing, buying and selling.
Serves the Winter Garden area · no public office address, so no map pin
Northpoint Asset Management serves the Winter Garden area and manages single-family homes, small multifamily and build-to-rent property in Orlando, Jacksonville and Tampa, with leasing, rent collection, maintenance, reporting and owner support.
In their words: “Our local teams bring them together around a management plan for your property—with visibility into the work, the decisions, and the results.”
Review summary: Most reviewers mention help placing tenants and a caring, responsive manager, though a few were unhappy.
14200 Avalon Rd, Winter Garden, FL 34787
Blue Chip Property Managers is a property management company with an office in Four Corners that manages rental properties for owners and investors in the Four Corners area.
Review summary: Reviewers often describe a professional, organized and responsive team that communicates well.
Serves the Winter Garden area · no public office address, so no map pin
AFT Property serves the Winter Garden and Orlando area, leasing and managing single-family rental homes, with rental listings and online applications on its website.
In their words: “For rental properties in and around the Winter Garden area, look no further — discover well-maintained homes with clear lease terms and responsive management you can trust.”
311 S Main St, Winter Garden, FL 34787
Prime Properties Realty is a real estate and property management company with an office in Winter Garden, handling rental properties for owners in the Winter Garden area.
Serves the Winter Garden area · no public office address, so no map pin
Tanam Group Property Management serves the Winter Garden area and Celebration, offering residential property management, including furnished room rentals, with screening, leasing, maintenance and financial services.
In their words: “Welcome to TANAM, where we specialize in providing comprehensive property management services tailored to meet the unique needs of property owners and tenants alike.”
Review summary: Reviewers often say the team is professional, quick to reply and finds tenants in about a week.
100 W Plant St, Winter Garden, FL 34787
The Real Estate Collection Property Management is a Winter Garden brokerage founded in 2007 that leases and manages single-family, multi-family and commercial properties across Florida for homeowners and investors.
In their words: “We work with private homeowners as well as real estate investors to lease and professionally manage Florida properties on their behalf.”
Serves the Winter Garden area · no public office address, so no map pin
Great Jones serves the Winter Garden area and other parts of Florida, managing single-family rental homes with leasing, tenant screening, maintenance and investment brokerage; its website now points to Mynd.
Serves the Winter Garden area · no public office address, so no map pin
Bridges to Living Property Management is a property management company serving the Winter Garden area of Florida, handling residential rental properties on behalf of local owners.
Serves the Winter Garden area · no public office address, so no map pin
Cora Properties serves the Winter Garden area and Central Florida, including Polk County, Lakeland and Winter Haven, managing single-family homes, small multifamily and shared living property with leasing, maintenance, reporting and brokerage.
In their words: “We provide comprehensive property management services rooted in professionalism, integrity, and personalized care.”
Serves the Winter Garden area · no public office address, so no map pin
Livewell Property Management serves the Winter Garden area, offering tenant screening, rent collection, maintenance, leasing and marketing, along with financial reports for rental owners.
In their words: “We meticulously screen tenants to ensure they are reliable, responsible, and the right fit for your property.”
Serves the Winter Garden area · no public office address, so no map pin
North to South Management serves the Winter Garden area; its listing and website give few details about the properties or services it handles.
No company matches all of these filters.
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Pins show office addresses; numbers match the Best match order. Companies that don't publish an address are listed as "Serves the Winter Garden area" and get no pin.
Get the latest rental and real estate data on the Winter Garden market. We update these charts with the latest data on the 22nd of each month.
Rents in Winter Garden are $419 above the Orange County typical.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Rent rose in 6 of the last 12 months: −$13 in all since Oct 2025.
Green: rent went up that month. Grey: it went down.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Winter Garden's typical asking rent is $419 (21.7%) above the county. The gap is shrinking compared with a year ago.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Winter Garden is number 3 of 10 cities in the county by typical asking rent.
Cities with at least 13 months of Zillow data. Left out (too few months): Gotha, Oakland. Linked cities have their own page.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed, 1-year change. Data through September 2026.
Rents here usually rise most in January, June and July, so those are good months to list your rental.
Average change from the month before, 11 years of data.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
Past growth, not a forecast. Rents can go down as well as up. Your own rent depends on the home, its condition and the lease.
Source: Zillow Observed Rent Index (ZORI), typical asking rent, all homes + multifamily, smoothed. Data through September 2026.
| City | Typical rent | 1 year | Managers |
|---|---|---|---|
| Winter Garden | $2,352 | −0.5% | 21 |
| Windermere | $2,454 | +0.3% | 5 |
| Clermont | $2,013 | −1.4% | 12 |
| Apopka | $2,064 | +0.7% | 0 |
| Altamonte Springs | $1,588 | −0.2% | 12 |
| Maitland | $1,960 | +4.1% | 3 |
| Winter Park | $1,852 | +2.7% | 19 |
Source: Zillow Observed Rent Index (ZORI), typical asking rent, data through September 2026. Managers listed: our directory, October 2026.
Source: U.S. Census Bureau, American Community Survey 5-year estimates, 2020-2024.
Source: U.S. Department of Housing and Urban Development, Fair Market Rents for fiscal year 2027, Orlando-Kissimmee-Sanford, FL MSA. Used to set Housing Choice Voucher (Section 8) limits.
Areas the companies on this page list on their own websites. Linked places have their own page.
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Compare the 21 property management companies in Winter Garden, Orange County. Tick up to 3 to see them side by side, then request free quotes from all of them in one step. Highly rated managers based nearby, in Casselberry and Celebration, are listed below the local companies.
Zillow's typical asking rent in Winter Garden is $2,352 (September 2026); −0.5% over the past year and +22.1% over five years. About 34.3% of homes in Winter Garden are rented, and the rental vacancy rate is 5.5% (Census, 2020-2024).
We list 21 property management companies in Winter Garden, FL: 4 with an office in the city and 17 that serve the area from elsewhere or without a public office address.
Zillow's typical asking rent in Winter Garden was $2,352 a month in September 2026, −0.5% on a year earlier.
Over the 11 years Zillow has tracked, asking rents here have risen most in January, June and July. Listing in those months can help, but every property is different.
Fees depend on the company, the property and the services you need, and few companies publish them. Ask for a written quote that lists the monthly fee, leasing fee and any other charges. You can request quotes from up to 3 managers at once on this page.
The default order, Best match, uses each company's Google rating adjusted for how many reviews it has, so a 4.8 rating from 100 reviews ranks above a 5.0 from 2. Companies with no Google reviews yet are listed after every rated company. No company can pay for its position.
Yes. Requesting quotes is free for property owners and there is no obligation to hire anyone.