John L. Thomas, II, Attorney at Law
“John has the highest integrity and knowledge.”
Best Landlord & Tenant Attorneys near Winter Park, FL
1 of these firms is based in Winter Park; the others serve Winter Park from Orlando (8 mi) and Maitland (3 mi).
1 open 24/7 · 1 open weekends · 14 rated 4.5+
Data verified October 16, 2026
Losey
“He educated me on what to expect and what the likely outcome would be.”
Morey Law Firm
“In particular, Sophia was always available and helpful and kept us apprised of the matter all along the way.”
Grossman Law
“If you're ever in need of help, please reach out to this law firm, they are amazing!”
Acosta, Moore, & Shrader
“I am a Real Estate Broker in Lake Mary, FL and for several years I have been referring all of my clients who are in need of Professional Short Sale Negotiation to Roland and his amazing team.”
The Law Office of Jeffrey D. Ostlie
“Ostlie on real estate matters in the past an he has been nothing but accommodating and professional, as has his excellent staff.”
The 15 firms listed for Winter Park, FL take on landlord and tenant matters. What each says about deposits, evictions and which side it acts for comes from its own website; ratings and quotes come from public reviews.
Area overview: Winter Park, FL
The 15 firms on this page are rated from 3.9 to 5.0 across 460 reviews; 2 have 50 or more reviews and 14 are rated 4.5 or higher. When clients rate these firms on specific qualities, they most often praise professionalism (100%), responsiveness (83%) and quality (79%). The topics that come up most in reviews of the firms on this page are "expertise" and "knowledge". 1 is open around the clock and 1 is open on weekends. The practice areas the firms on this page list most often on their websites are breach of contract (3), real estate (3), business law (2), estate planning (2) and mediation (2). 4 have a BBB rating of A or A+. 11 have ten or more years of experience, the longest 25 years. 1 offers urgent consultations; 1 offers payment plans and 2 offer a free initial consultation. 1 has Spanish-speaking staff. We have a website on file for 14 of the firms on this page; 11 publish a contact page; 6 list a public email and 2 take bookings online. We count these figures across the firms on this page; distances are straight-line, and hours and prices change, so confirm the details with the firm before you book a consultation.
Which tenancy firms listed for Winter Park offer a free first meeting?
2 of the 15 firms here say a first consultation costs nothing. That usually buys a short call to hear the facts and a view on whether they will take it, not a full reading of your lease. Check what the call includes at the point of booking.
Live Oak Law
“He understood my situation and offered me various options - many of which did not involve him taking me on as a client.”
The Law Offices of Sidney A. Roman
“He is easy to reach and explains all in simple words (not technical language) that we could understand to manage our expectations.”
Jennifer R. Bondy
“My husband and I felt comfortable confining in her and her honest direction, for major decisions that had to be made.”
Lippman Law Offices
“I'm not actually good on writing reviews but I have to do this cause I am very pleased with what they have done for me.”
Apellie Legal
“I am eternally grateful and I highly recommend him and his team to anyone seeking excellent, yet affordable legal representation.”
Storey Law Group
“I have closed upon several real estate transactions with the team and have been thrilled with the responsiveness, friendliness, and professionalism of all of them.”
Barkett Law
“They are great lawyers and great people.”
The Boutty Law Firm
“We had a complex estate settlement issue for our house sale, and Risa made sure we were confident and reassured throughout the entire sale process.”
Allan C, Draves
“Dose excellent work would highly recommend”
Why these companies made our list
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