Winter Haven Heights in Winter Haven

Winter Haven Heights
Homes for Sale in Winter Haven, FL

All 849 homes for sale in Winter Haven, FL · median $279,900 · 261 homes for sale in 33881 · Polk County homes for sale

Community in Winter Haven · Polk County · ZIP 33881
84 homesBuilt through 2024
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 14 closed sales in Winter Haven Heights in Winter Haven, FL since 2006, the most recent in May 2026. Across Winter Haven as a whole, 1,657 homes closed in the last 12 months at a median of $279,065, 65 median days on market, with 788 homes for sale today. At that median and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $4,520 ($3,840 with the full homestead exemption).

Live · Winter Haven Heights Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
24%
Owner-occupied · Winter Haven Heights
20 of 84 parcels homesteaded (FL DOR 2025)
76%
Non-owner-occupied · Winter Haven Heights
incl. 29% trust or LLC-held · 11% out-of-state
33%
Cash buyers · Winter Haven Heights
1 of 3 sales, 12 mo ending June 2025
84
Homes in the community
84 residential parcels (FL DOR 2025)
Track record · 20 years of records
1927
Median year built
county roll (FL DOR 2025)
3
Failed listings · 2026
peaked at 9 in 2007
2.4%/yr
Turnover rate
about 2 of 84 homes trade a year
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written October 26, 2026

Price here is driven almost entirely by condition and by the home itself, not by a neighborhood formula. With a housing stock whose median build year is 1927 and a span running from 1900 all the way to 2024, two homes a block apart can sit far apart on price depending on whether the systems, roof, and finishes have been brought current. The median living area of roughly 2,559 square feet points to real space in these homes, but size alone won't tell you what a given property is worth - the work already done to it will.

The current posture is thin. There are no active listings at this snapshot, and only two closings in the trailing window, so a single transaction moves the read. For a seller, that scarcity means a well-prepared home faces little direct competition. For a buyer, it means patience: inventory surfaces occasionally rather than on demand, and you should be ready to move and to underwrite condition carefully when something does list.

Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Winter Haven Heights 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.

414 AVENUE C AVENUE
$215K · 0.1 mi away
2 bd · 2 ba · 1,140 sqft
414 AVENUE C AVENUE
Listed by TOWN & COUNTRY REAL ESTATE
444 AVENUE B
$159K · 0.1 mi away
4 bd · 2 ba · 1,464 sqft
444 AVENUE B
Listed by KELLER WILLIAMS REALTY SMART 1
221 AVENUE C
$215K · 0.1 mi away
3 bd · 2 ba · 720 sqft
221 AVENUE C
Listed by MBA REALTY GROUP, INC
209 AVENUE C
$180K · 0.2 mi away
3 bd · 2 ba · 1,000 sqft
209 AVENUE C
Listed by MBA REALTY GROUP, INC
204 AVENUE D
$250K · 0.2 mi away
6 bd · 3 ba · 2,102 sqft
204 AVENUE D
Listed by MBA REALTY GROUP, INC
615 AVENUE A
$260K · 0.3 mi away
3 bd · 2 ba · 1,848 sqft
615 AVENUE A
Listed by LOKATION

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

The 60-Second Overview

Winter Haven Heights is a small, older enclave of about 84 homes in Winter Haven, Polk County, where the appeal is vintage housing with genuine square footage rather than amenities or new-build uniformity.

Stellar MLS sales records identify 32 homes in Winter Haven HEIGHTS that have changed hands since 2004, built between 1908 and 2025 (median 1923), with a median living area of about 2,041 sq ft and a typical 4-bedroom, 2-bath layout; 94% 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

  • Buying an older home and willing to underwrite its condition and systems carefully
  • Looking for substantial living space rather than a compact or new-build floor plan
  • Buying to hold and able to wait for scarce inventory to surface

Probably not for

  • Needing a move-in-ready, new-construction home with modern systems throughout
  • Wanting community amenities like a pool, gate, or shared facilities
  • Requiring a deep, liquid market with steady inventory and clear comps

The market around Winter Haven Heights

Winter Haven Heights is a small community — 59 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 33881, 339 homes are on the market and 24% are under contract — a steady corner of Winter Haven.

Across Polk County, 5,189 homes are active and 1,757 pending (25% under contract).

The housing mix here is 95% single family residence, 5% half duplex.

In ZIP 33881 (Winter Haven), 406 homes closed in the last 12 months at a median of $308K ($163/sq ft), down 3.3% year over year, with a median 68 days on market. Right now 1 active and 1 pending listings. See the live ZIP 33881 housing market and the Polk County market.

ZIP and county figures describe the wider market, not Winter Haven Heights 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 Winter Haven Heights 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 Winter Haven Heights address.

Recent Developments in Winter Haven Heights

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

Dev Momentum70/100 · High
  1. October 2026
    Parks & Amenities

    Polk County and State Preserve About 375 Acres of Working Ranch Land in Alturas

    Polk County and the Florida Department of Agriculture and Consumer Services closed a $3,005,000 conservation easement on a cattle ranch with shoreline on the north side of Gator Lake in Alturas. The county paid $750,000 and the state's Rural and Family Lands Protection Program covered the rest. The easement bars development while ranching continues.

    What it may mean for the marketThe easement keeps roughly 375 acres near Alturas undeveloped, limiting future residential supply on that parcel while preserving open space and lake frontage. The project is about 11 miles south of Winter Haven Heights, elsewhere in Polk County.

    Source: Polk County Government
  2. 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 project is about 11 miles west of Winter Haven Heights, elsewhere in Polk County.

    Source: LkldNow
  3. 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 9 miles northeast of Winter Haven Heights, elsewhere in Polk County.

    Source: Bay News 9
  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 11 miles northeast of Winter Haven Heights, 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 2 miles northeast of Winter Haven Heights, elsewhere in Polk County.

    Source: Tampa Bay Business & Wealth

Development alerts for Winter Haven HeightsGet a short monthly email when something new is approved, funded, or opens near Winter Haven Heights.

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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 Winter Haven Heights 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 Winter Haven Heights.

Best Buy
Buyers who want older, larger homes and can assess condition on a case-by-case basis.
Biggest Risk
Thin inventory and age-driven variability make pricing and timing unpredictable.
Sweet Spot
A well-updated older home that stands out in a market with no active competition.
Avoid If
You need turnkey newness, shared amenities, or a predictable, liquid market.

An older, condition-driven pocket

The defining feature here is age and the range that comes with it. A median year built of 1927 tells you most of this stock predates modern construction, while the 1900-to-2024 range confirms a mix of long-standing homes and the occasional newer or fully rebuilt property. That spread is the single most important thing to understand before you make an offer: you are buying a specific house and its history, not a standardized product.

Amenities are not the draw - none were identified from current MLS listings, so there's no community pool, gate, or shared facility carrying the value. The homestead share sits around 24 percent, meaning a meaningful portion of these homes are not owner-occupied as a primary residence. Combined with the generous median living area, that profile rewards buyers who can evaluate an older home on its merits and sellers who have invested in bringing a property up to date.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A market this thin and this condition-dependent is where local judgment earns its keep. With no active listings and only two recent closings, there's no easy comp set to lean on - pricing a home or an offer means reading the specific property, its vintage, and the work behind it. We'll tell you plainly when an older home's bones justify the number and when they don't, and we'll help you move quickly when the right listing finally appears.

Winter Haven Heights in 15 seconds.

Best forBuyers who want older, larger homes and can assess condition on a case-by-case basis.
Biggest advantageGenuine square footage and vintage character without competing amenity costs.
Biggest riskThin inventory and age-driven variability make pricing and timing unpredictable.
Sweet spotA well-updated older home that stands out in a market with no active competition.
Avoid ifYou need turnkey newness, shared amenities, or a predictable, liquid market.
The takeaway

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

What is your Winter Haven Heights home worth?

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

See all homes for sale in Winter Haven →

Real comps, not an automated estimate.
Winter Haven Heights key facts
LocationWinter Haven, Polk County, FL · ZIP 33881
Homes in the community84 (FL DOR 2025 assessment roll)
Years built1900–2024 (median 1927)
Typical living area2,559 sq ft (median)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share24%
Zoned public schoolsPolk County Public Schools (verify by address); Confirm zoned elementary, middle, and high; Magnet and choice options may apply

Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Haven Heights key facts,” movewithmomentum.com/neighborhoods/winter-haven-heights, data as of August 2, 2026.

Housing distress & ownership in Winter Haven HEIGHTS, Winter Haven

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 34 listings
Distress share trend - 0.0% now (2026-08-10 → 2026-10-25)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.

Streets in this community

Street-level pages: every home on record, what sold and what is for sale on each street.

Email me new listings in Winter Haven Heights

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Winter Haven Heights

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Winter Haven Heights will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

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.

$1,924/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.

Frequently Asked Questions

How many homes are in Winter Haven Heights?
The Florida DOR 2025 assessment roll shows 84 homes in Winter Haven Heights (public records).
What share of Winter Haven Heights is owner-occupied?
24% of Winter Haven Heights parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Winter Haven Heights built?
Homes in Winter Haven Heights were built between 1900 and 2024, with a median year built of 1927 (FL DOR 2025 roll).
Do cash buyers compete in Winter Haven Heights?
Cash buyers took 33% of Winter Haven Heights sales in the 12 months ending June 2025 (1 of 3 closings, Stellar MLS).
What schools serve Winter Haven Heights?
Winter Haven Heights 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 Winter Haven Heights?
The best agent for Winter Haven Heights 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 Winter Haven Heights.
How do I find a top Winter Haven real estate agent who knows Winter Haven Heights?
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 Winter Haven Heights and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for Winter Haven Heights?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Winter Haven Heights purchase or sale - no call center and no pressure.
Where is Winter Haven Heights, and what county is it in?
Winter Haven Heights is in Winter Haven, Polk County, FL, ZIP 33881.
Buying an older home and willing to underwrite its condition and systems carefullyExcellent fit
Looking for substantial living space rather than a compact or new-build floor planExcellent fit
Buying to hold and able to wait for scarce inventory to surfaceExcellent fit
Needing a move-in-ready, new-construction home with modern systems throughoutProbably not
Wanting community amenities like a pool, gate, or shared facilitiesProbably not
Requiring a deep, liquid market with steady inventory and clear compsProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 25, 2026)
Housing stock & ownershipFlorida DOR assessment roll (community parcel extract)
Under-contract sharesStellar MLS records, as of 2026-08-01
Schools2025-26 district assignments + FLDOE school grades; verify with the district
Historical depthClosed-sale records back to 2006 (14 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.

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Nearby Communities

Explore more neighborhoods near Winter Haven Heights with Momentum Realty’s local guides.

Raingarden0.3 mi away · 98 homes, built 1900–23, 1 for saleMartha Heights0.6 mi awayElbert Park0.6 mi away · 86 homes, built 1886–98Lake Silver Terrace0.6 mi away · 41 homes, built 1920–22Elbert Hills Winter Haven1.0 mi awayNorth Lake Elbert Heights Winter Haven1.1 mi awayCollege Grove1.2 mi away

Browse all neighborhood guides →

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