Best real estate law attorneys in Winter Haven
These are the six Winter Haven attorneys for whom real estate law (closings, deeds, title, HOA disputes) is a core part of the practice, not a side offering, ranked by our earned composite score built from rating, review volume, recency, and sentiment (see methodology).
If your issue is specifically a foreclosure, see our separate best foreclosure attorney overall list, ranked on its own criteria. The order below reflects each firm's overall composite score, not a single specialty.
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 | 74 | 4.7 (57) | — | Probate, trusts & deed transfers |
| 2 | Floyd Sammons & Spanjers | 67 | 4.1 (8) | — | Fast, straightforward real estate closings |
| 3 | Straughn & Turner, P.A. | 65 | 4 (48) | — | Established firm for closings & trusts |
| 4 | Sharit, Bunn & Chilton, P.A. | 55 | 4.4 (18) | — | Long-standing firm on HOA & real estate matters |
| 5 | Robert J. Stambaugh | 46 | 5 (2) | — | New-to-review, single-attorney option |
| 6 | J. Kelly Kennedy, Attorney/CPA, PLLC | 43 | 2.7 (7) | — | Estate planning, with fee caution |
Ranked picks

Oram Law
Why it ranks first
Oram Law posts the strongest composite score in this group, backed by 57 reviews at 4.7 stars, with clients repeatedly praising Andrew Oram and staff (Gina, Elisa) for explaining probate, wills, trusts, and LadyBird deed work in plain terms. Sentiment is mixed rather than uniformly glowing: a real minority of reviewers describe cases that stalled for months once the initial consultation ended.
Pros
- Explains estate and deed matters clearly to clients
- Compassionate handling of probate and estate work during difficult times
- High review volume (57) with a strong 4.7 rating
- Experienced with LadyBird deeds, trusts, and medical powers of attorney
Watch out: A notable minority of clients report slow case progression and communication that fades after the first meeting, so staying proactive with follow-up is wise.
Services: foreclosure defense, real estate law, free consultation

Floyd Sammons & Spanjers
Why it ranks second
Floyd Sammons & Spanjers earns positive marks from recent clients for speed and plain-English explanations of the legal process, and its sentiment score is the best of the six firms here. The review base is small (8 reviews), so this is a promising but lower-confidence pick worth a direct conversation before committing.
Pros
- Recent reviewers describe prompt, efficient handling of cases
- Clear communication and attention to detail
Watch out: One older review flagged an upfront consultation fee charged before case review, and the small review count (8) means the pattern is still thin.
Services: foreclosure defense, real estate law, free consultation, spanish speaking

Straughn & Turner, P.A.
Why it ranks third
With 70-plus years in Winter Haven and 48 reviews at 4 stars, Straughn & Turner draws consistent praise for real estate closings and estate planning when the case lands with attorneys like Mark Mangen or Katie Price. Set against that is a recurring complaint thread about late closing documents and delayed callbacks that create last-minute pressure.
Pros
- Experienced attorneys named by reviewers on real estate and trust work
- Professional, accommodating staff at closing
- 70-plus year firm history in the area
- Guidance also covers LLC and business formation
Watch out: Multiple reviewers cite late delivery of closing documents and slow callbacks, and one flagged the firm's involvement in aggressive HOA fee collection and liens.
Services: real estate law, foreclosure defense, free consultation, spanish speaking

Sharit, Bunn & Chilton, P.A.
Why it ranks fourth
Sharit, Bunn & Chilton has built decades-long relationships with clients and reviewers call out its knowledge of real estate and HOA issues specifically. The recency sub-score is flat at zero, meaning recent review activity is thin, so treat this as a lower-confidence read on current service.
Pros
- Decades-long client relationships
- Reviewers describe the firm as professional and thorough
- Knowledgeable specifically in real estate and HOA matters
- Responsive to phone calls per recent praise
Watch out: Older complaints mention high billing rates during mediation (reviewers cited $1000/hr) and attorney inattention during critical proceedings; recent review volume is too low to confirm this has changed.
Services: foreclosure defense, bankruptcy law, real estate law, free consultation

Robert J. Stambaugh
Why it ranks fifth
Robert J. Stambaugh currently holds a perfect 5.0 rating, but that's from only 2 reviews, so this is very much a low-confidence pick rather than a proven track record. Worth a call if you want a smaller practice, but go in with the understanding that there isn't much review history to lean on yet.
Pros
- Perfect 5.0 rating among reviewers to date
- No complaint themes have surfaced in available reviews
Watch out: Only 2 reviews are on record, so there isn't enough data yet to judge consistency.
Services: real estate law

J. Kelly Kennedy, Attorney/CPA, PLLC
Why it ranks sixth
J. Kelly Kennedy has a long operational history in estate planning and probate, and some reviewers who worked with staff after 2017 rate the experience highly. Overall sentiment here is negative, though, with scattered but serious complaints about being charged well above quoted fees and going unanswered after the initial contact.
Pros
- Long-standing local estate planning and probate practice
- Some reviewers cite good staff continuity after 2017
Watch out: Multiple reviews describe overcharging, unresponsiveness after the first meeting, and dismissive service, so confirm fees and scope in writing before engaging.
Services: foreclosure defense, real estate law