Best real estate law attorneys in Winter Haven
If you're dealing with a distressed property or a lender dispute rather than a closing or deed transfer, see our separate ranking of the best foreclosure attorney overall.
Picks are ranked by score and relevance to real estate law, so a lower overall score can rank higher here.
At a glance
| # | Business | Score | Rating | From | Best for |
|---|---|---|---|---|---|
| 1 | Oram Law | 79 | 4.7 (59) | — | Probate transfers and LadyBird deeds |
| 2 | Floyd Sammons & Spanjers | 66 | 4.1 (8) | — | Fast, straightforward closings |
| 3 | Straughn & Turner, P.A. | 65 | 4 (48) | — | Established firm handling closings and trusts |
| 4 | Sharit, Bunn & Chilton, P.A. | 55 | 4.4 (18) | — | Clients with existing long-term relationships |
| 5 | J. Kelly Kennedy, Attorney/CPA, PLLC | 43 | 2.7 (7) | — | Legacy estate planning clients only |
Ranked picks

Oram Law
Why it ranks first
Oram Law posts the strongest composite score on this list, built on consistent praise for clear communication and staff who patiently walk clients through estate administration, including long-distance probate handled by email. Andrew Oram and named staff like Gina and Elisa get repeated mentions for straight answers during what's often a stressful process.
Pros
- Named staff known for responsiveness (Gina, Gigi, Elisa)
- Handles long-distance probate matters via email
- LadyBird deeds and medical powers of attorney experience
- Patient, clear explanations during estate administration
Watch out: One recent reviewer flagged slow follow-up and a mishandled check, plus questioned whether some five-star reviews came from personal connections rather than independent clients.
Services: real estate law, foreclosure defense, free consultation

Floyd Sammons & Spanjers
Why it ranks second
Recent reviews describe Floyd Sammons & Spanjers as quick and plain-spoken, with staff who explain the legal process without jargon. The review count here is small, so treat the score as a useful signal rather than a settled verdict.
Pros
- Completes work quickly
- Clear explanations of the legal process
Watch out: An older complaint mentions upfront consultation fees charged before any case review, and the low review volume means confidence in this ranking is limited.
Services: real estate law, foreclosure defense, free consultation, spanish speaking

Straughn & Turner, P.A.
Why it ranks third
Straughn & Turner brings a 70-plus year local track record and draws real praise when cases land with experienced attorneys like Mark Mangen and Katie Price, especially for real estate closings and estate planning. The mixed rating reflects a genuine split between smooth, well-staffed signings and cases where paperwork arrived late.
Pros
- Experienced attorneys handle real estate closings and trusts
- Professional, accommodating staff at signing
- Strong track record on LLC and business formation guidance
- Long-standing local firm
Watch out: Multiple reviewers describe late closing documents, delayed callbacks, and one flagged aggressive HOA lien collection tactics.
Services: real estate law, foreclosure defense, free consultation, spanish speaking

Sharit, Bunn & Chilton, P.A.
Why it ranks fourth
Sharit, Bunn & Chilton earns praise for professionalism and decades-long client relationships, with real estate and HOA matters cited as a knowledge strength. Recency data is thin, so weigh the older complaints alongside the fact that recent service quality is harder to verify here.
Pros
- Decades-long client relationships
- Responsive to calls
- Knowledgeable on real estate and HOA matters
- Professional and thorough approach
Watch out: Older reviews cite steep billing during mediation (one mention of $1000/hr) and attorney inattention during critical proceedings, with little recent review text to confirm current standards.
Services: real estate law, foreclosure defense, bankruptcy law, free consultation

J. Kelly Kennedy, Attorney/CPA, PLLC
Why it ranks fifth
J. Kelly Kennedy has a long operational history and some praise for estate planning work, but the overall sentiment here is negative and the composite score is the lowest on this list. This entry is included because real estate and probate work is a stated part of the practice, but the review pattern warrants real caution.
Pros
- Estate planning and probate services offered
- Long operational history in the area
Watch out: Reviews spanning several years describe overcharging beyond quoted fees, poor legal advice, and clients being unresponsive to follow-up after initial contact.
Services: real estate law, foreclosure defense
What decides who ranks first?
| Signal | Weight |
|---|---|
| Review sentiment | 28% |
| Google rating | 26% |
| Review volume | 20% |
| Profile completeness | 14% |
| Review recency | 12% |
Ranking data checked 2026-09-27 · Full methodology ›