Aerial view of Bentley Place

Bentley Place
Homes for Sale in Winter Haven, FL

All 793 homes for sale in WINTER HAVEN, FL · median $280,000 · 331 homes for sale in 33884 · Polk County homes for sale

Community in Winter Haven · Polk County · ZIP 33884
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Built fromLive Stellar MLS data17 years of closingsUpdated twice daily

As of September 2026, Bentley Place in Winter Haven, FL has 1 home for sale. As of September 2026, the MLS records 13 closed sales in Bentley Place in Winter Haven, FL since 2009, the most recent in April 2026.

Live · Bentley Place Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Polk: 24% (1,696 of 7,094)
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Bentley Place is a small, single-phase community of 19 homes built out in 2005 and 2006, so almost every house carries the same age and roughly the same construction-era systems. With only one active listing against a supply reading of 12 months, this is not a market with enough turnover to establish a real trend line - each sale here is closer to a one-off event than a data point in a curve.

The high homestead share, just under three-quarters of homes, tells you this is a community where most owners have settled in rather than cycled through as rentals or flips. For a buyer, that means less competition on any given listing but also less to compare it against; for a seller, pricing has to lean on condition and recent comparable closings rather than assumptions about a hot or cold market, because with this little inventory the label 'buyer-leaning' is really about scarcity of listings, not softness in demand.

Nearby homes for sale

No active listings inside Bentley PlaceHomes for Sale in Winter Haven, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.

$215K · 0.2 mi away
2 bd · 2 ba · 952 sqft
5 MOONLIGHT LANE
Listed by KELLER WILLIAMS REALTY SMART 1
$195K · 0.3 mi away
2 bd · 2 ba · 1,008 sqft
4925 CYPRESS GARDENS ROAD #100
Listed by COLDWELL BANKER REALTY
$260K · 0.4 mi away
4 bd · 2.5 ba · 2,159 sqft
511 MARCIA LOOP
Listed by THE STONES REAL ESTATE FIRM
$299K · 0.4 mi away
4 bd · 2 ba · 1,833 sqft
7158 SUMMIT PLACE
Listed by FLORIDA HOME CHOICE REALTY
$235K · 0.4 mi away
4 bd · 2 ba · 1,253 sqft
3307 FOX RIDGE DRIVE
Listed by KELLER WILLIAMS REALTY SMART
$230K · 0.5 mi away
3 bd · 2 ba · 1,328 sqft
622 CRYSTALS BOULEVARD
Listed by CAISSA REALTY INVESTMENT INC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Bentley Place is a compact pocket of homes in Winter Haven built entirely in 2005 and 2006, with living areas that run larger than the typical starter home - the median here is 2,680 square feet. It's a community where inventory is thin enough that a single listing can represent the whole active market at any given time.

Stellar MLS sales records identify 32 homes in Bentley Place that have changed hands since 2007, built between 2005 and 2006 (median 2006), with a median living area of about 2,836 sq ft and a typical 4-bedroom, 2.5-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Best for

  • A buyer targeting a larger floor plan built in the mid-2000s rather than a newer or older build.
  • Someone comfortable making an offer with limited comparable sales to benchmark against.
  • A buyer who plans to occupy long-term and isn't looking for a shared amenity package.

Probably not for

  • A buyer who wants a pool, clubhouse, or other on-site amenities as part of the purchase.
  • Someone who needs several active listings to compare before deciding.
  • An investor expecting frequent turnover or a deep pool of recent closed comparables.

The market around Bentley Place

Bentley Place is too small for its own price trend, so here is the market around it.

In ZIP 33884, 448 homes are on the market and 26% are under contract — a steady corner of Winter Haven.

Across Polk County, 5,398 homes are active and 1,696 pending (24% under contract).

In ZIP 33884 (WINTER HAVEN), 651 homes closed in the last 12 months at a median of $308K ($163/sq ft), down 0.9% year over year, with a median 57 days on market. Right now 2 active and 2 pending listings put supply at about 2.0 months - a healthy market. See the live ZIP 33884 housing market and the Polk County market.

ZIP and county figures describe the wider market, not Bentley Place specifically. Momentum Research analysis of MLS records.

Schools

In short
  • Polk County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Polk County Public Schools (verify by address) · Public
  • Confirm zoned elementary, middle, and high · By address
  • Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Bentley Place listings and can change; always confirm with Polk County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Bentley Place address.

Recent Developments in Bentley Place

Development, infrastructure, retail, and school activity affecting Bentley Place, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated August 2026.

Dev Momentum79/100 · High
  1. July 2026
    Development

    Lakeland Commissioners Approve Zoning Changes for Hallam Drive and Laura Road Projects

    Lakeland commissioners unanimously approved zoning changes on July 20, 2026 for two projects. One rezones 17 acres at 1212 Hallam Drive for 24 single family homes on 1.5 acre lots, and the other rezones 3.87 acres at 559 Laura Road for a proposed self storage facility.

    What it may mean for the marketRezonings clear the way for new low density housing and commercial storage in Lakeland, adding to residential lot supply and local commercial infrastructure. The site is about 2 miles south of Bentley Place.

    Source: LkldNow
  2. July 2026
    Development

    Haines City Data Center Proposal on Hold Over Water Capacity

    Texas based Cielo Digital Infrastructure has proposed a data center on Marion Road and State Road 544 East in Haines City, requesting 150,000 gallons of potable water per day. City officials say the project remains preliminary, is awaiting additional water allocation from the Southwest Florida Water Management District, and has not yet come before the commission for approval.

    What it may mean for the marketA proposed data center signals commercial and industrial interest in the Haines City area while highlighting water infrastructure limits that could shape the pace of future development. The project is about 19 miles east of Bentley Place, elsewhere in Polk County.

    Source: Bay News 9
  3. June 2026
    Civic

    Orlando Health Watson Clinic Lakeland Highlands Hospital to Open July 8

    Orlando Health will open its seven-story Watson Clinic Lakeland Highlands Hospital at 4000 Lakeland Highlands Road on July 8, 2026. The facility has more than 300 inpatient beds, 11 operating rooms, and a Center for Women and Babies, and is reported to add more than 1,500 jobs.

    What it may mean for the marketA new full service hospital adds major health infrastructure and a large employment anchor to south Lakeland, supporting commercial activity and property demand around the site. The project is about 3 miles southwest of Bentley Place, elsewhere in Polk County.

    Source: LkldNow
  4. June 2026
    Development

    Haines City Commission Reviews Lake Eva Estates Subdivision

    Haines City reviewed a preliminary plat for Lake Eva Estates, a 31 lot single family subdivision on 16.68 acres west of 10th Street South by Lake Eva. The project is zoned low density residential and includes an approved traffic study.

    What it may mean for the marketA new single family subdivision adds for sale housing supply in the Lake Eva area and reflects continued residential platting activity in Haines City. The project is about 20 miles east of Bentley Place, elsewhere in Polk County.

    Source: The Citrus Tea
  5. May 2026
    Development

    SouthState Plans $17M Office in Downtown Winter Haven

    SouthState plans a $17.2 million, five story, 40,035 square foot Class A office building on vacant parcels along Central Avenue in downtown Winter Haven. The regional operations center would house about 125 employees, with construction expected to begin in July 2026 and take 12 to 16 months.

    What it may mean for the marketA new downtown office building adds employment space and Class A commercial inventory to downtown Winter Haven, supporting the area's redevelopment and taxable value. The project is about 12 miles east of Bentley Place, elsewhere in Polk County.

    Source: Tampa Bay Business & Wealth
  6. May 2026
    Retail & Dining

    La Pinata Mexican Restaurant Coming to Lakeland's Dixieland

    La Pinata, a Mexican restaurant from four Michelin trained partners, is opening at 850 S. Tennessee Avenue in Lakeland's Dixieland neighborhood, the former Patio 850 space. Weekend pop up service is already running, with full indoor dining planned for later in summer 2026.

    What it may mean for the marketA new sit down restaurant adds dining options and reinvests in a vacant storefront in Lakeland's Dixieland commercial district. The project is about 2 miles northwest of Bentley Place, elsewhere in Polk County.

    Source: Lakeland Gazette

Development alerts for Bentley PlaceGet a short monthly email when something new is approved, funded, or opens near Bentley Place.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Bentley Place today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Bentley Place.

Best Buy
Buyers who want a larger-than-average home in a small, already-built-out community rather than new construction.
Biggest Risk
With only one listing and thin closing volume, there is little recent data to lean on for pricing confidence.
Sweet Spot
A move-in-ready home near 2,680 square feet for a buyer who doesn't need on-site amenities.
Avoid If
You are counting on community amenities or a wide selection of active listings to choose from.

A one-listing market in Winter Haven

With just 19 homes total and one on the market as of this snapshot, Bentley Place doesn't behave like a typical subdivision with rolling inventory. The 12-month supply figure reflects how few homes trade here in a given stretch, not a glut of unsold product - in a community this size, a couple of closings can swing the supply math significantly in either direction.

Every home was built in the same narrow 2005 - 2006 window, which means age-related factors like roof and system life tend to move together across the community rather than varying widely from house to house. No community amenities are identified from current MLS listings, so buyers evaluating Bentley Place are largely weighing the home itself, its lot, and its location in Polk County rather than a clubhouse, pool, or shared recreational package.

“

The location and the amenities are priced into every listing in Bentley Place. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community with only one active listing, there's no shortcut to a comparable-driven price opinion - it takes pulling every closed sale from this same 2005 - 2006 build cycle and weighing it against condition and lot specifics. That's the kind of granular, patient work a single-listing market demands, and it's where we spend our time before a number ever goes on paper.

Bentley Place in 15 seconds.

Best forBuyers who want a larger-than-average home in a small, already-built-out community rather than new construction.
Biggest advantageUniform 2005 - 2006 construction means fewer surprises comparing one home's age-related systems to another's.
Biggest riskWith only one listing and thin closing volume, there is little recent data to lean on for pricing confidence.
Sweet spotA move-in-ready home near 2,680 square feet for a buyer who doesn't need on-site amenities.
Avoid ifYou are counting on community amenities or a wide selection of active listings to choose from.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Bentley Place homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Bentley Place.
In short
  • HOA dues reported around $45/month (about $540/yr) · median of 12 MLS listings, most billed annually
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $45 per month ($540 a year) - the median AssociationFee across 12 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Bentley Place sales matched to your home.

What is your Bentley Place home worth?

Get a no-obligation home value based on real comparable sales in Bentley Place, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.

Recently off market in Bentley Place

Homes in Bentley Place that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Polk County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,856/mo
Polk County typical true cost to own
$161/mo
Polk County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

25% of homes for sale in ZIP 33884 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-26).

Bentley Place Market Scorecard

Strong buyer's market

Bentley Place is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $290,000, and homes go under contract in about 171 days.

12.0
Months supply
$290,000
Median list
$349,000
Median sold
$96
Per sqft
171
Days on mkt
1/0/1
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

What schools serve Bentley Place?
Bentley Place is served by Polk County Public Schools, typically Polk County Public Schools (verify by address) and Confirm zoned elementary, middle, and high. Confirm the exact zoning by address with the district.
Who is the best real estate agent for Bentley Place?
The best agent for Bentley Place is one who actively works Winter Haven and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Bentley Place.
How do I find a top Winter Haven real estate agent who knows Bentley Place?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Bentley Place and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Bentley Place?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Bentley Place purchase or sale - no call center and no pressure.
Where is Bentley Place, and what county is it in?
Bentley Place is in WINTER HAVEN, Polk County, FL, ZIP 33884. The community's center is about 4 miles southeast of the center of WINTER HAVEN (straight-line).
A buyer targeting a larger floor plan built in the mid-2000s rather than a newer or older build.Excellent fit
Someone comfortable making an offer with limited comparable sales to benchmark against.Excellent fit
A buyer who plans to occupy long-term and isn't looking for a shared amenity package.Excellent fit
A buyer who wants a pool, clubhouse, or other on-site amenities as part of the purchase.Probably not
Someone who needs several active listings to compare before deciding.Probably not
An investor expecting frequent turnover or a deep pool of recent closed comparables.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Schools2025-26 district assignments + FLDOE school grades; verify with the district
Historical depthClosed-sale records back to 2009 (13 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

You just read the data. Now see what your home is worth.

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

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CallFree valuation →
Thinking of selling in Bentley Place? 1 recorded closings (window ending 2026-09-20). See the Polk County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

More Winter Haven & Lakeland, Winter Haven & Polk County guides

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Nearby Communities

Explore more neighborhoods near Bentley Place with Momentum Realty’s local guides.

Highland Harbor0.1 mi away · 70 homes, built 2002–04Haven Grove Manor0.2 mi away · median $215K, 4 sales/12 moSummit East0.4 mi away · median $348K, 5 sales/12 moCrystals Landing0.5 mi away · 32 homes, built 1988–04Jackson Landing0.5 mi awayJackson Landing0.5 mi away · 26 homes, built 1958–23, 1 for saleReflections East0.5 mi away · 57 homes, built 2000–03

Browse all neighborhood guides →

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