St James Crossing in Winter Haven

St James Crossing
Homes for Sale in Winter Haven, FL

Community in Winter Haven · Polk County · ZIP 33881
148 homesBuilt 2009–2019Median sale $262K
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Built fromLive Stellar MLS data8 years of closingsFL DOR public recordsUpdated twice daily

Over the 12 months ending 2026-08-02, 4 recorded sales closed at a median of $262,500, $139 per square foot, a median 149 days on market, sellers accepting 83% of original asking. At the median price and Polk County's FY2025-26 rate of 16.19 mills, annual property tax runs about $4,250 ($3,570 with the full homestead exemption).

Live · St James Crossing Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$262K
Median sold · 12 mo
$139/sf
Sold $/sqft · 12 mo
peak $190 in 2023
83.1%
Sale vs ask
Tempo
149days
Median DOM · closed
8 days at the 2022 low
0 · 0
For sale · pending
live counts, refreshed twice daily
4
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
55%
Owner-occupied · St James Crossing
82 of 148 parcels homesteaded (FL DOR 2025)
45%
Non-owner-occupied · St James Crossing
incl. 20% trust or LLC-held · 30% out-of-state
0%
Cash buyers · St James Crossing
0 of 4 sales, 12 mo ending June 2026
148
Homes in the community
148 residential parcels (FL DOR 2025)
Track record · 8 years of records
2009–2019
Years homes were built
median 2018 · county roll (FL DOR 2025)
1
Failed listings · 2026
peaked at 17 in 2017
2,052sqft
Median sold home size
12-mo windows, closed sales
2.7%/yr
Turnover rate
about 4 of 148 homes trade a year
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written October 26, 2026

St James Crossing is a newer-construction pocket in Winter Haven, with homes built between 2009 and 2019 and a median build year of 2018. The median living area runs large at roughly 2,400 square feet, and at a median of $262,500 - about $139 per square foot - the pricing here is driven by usable space more than by location premiums or community amenities, of which there are none identified in current MLS listings.

The current posture is thin and slow. There are no active listings as of August 2026, and the handful of recent closings sat a median of 149 days before selling. That long days-on-market figure tells sellers to price to condition and be patient; it tells buyers that when something does list, there is usually room to negotiate and time to do diligence rather than a bidding scramble.

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 St James Crossing 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.

28 CASARENA COURT
$135K · 0.3 mi away
2 bd · 2.5 ba · 2,045 sqft
28 CASARENA COURT
Listed by REALTYCITY INC
1919 19TH STREET
$339K · 0.3 mi away
4 bd · 2 ba · 1,752 sqft
1919 19TH STREET
Listed by LA ROSA REALTY PRESTIGE
4 CASARENA COURT
$524K · 0.3 mi away
3 bd · 2.5 ba · 3,911 sqft
4 CASARENA COURT
Listed by LA ROSA REALTY PRESTIGE
21 CASARENA COURT
$285K · 0.3 mi away
2 bd · 2.5 ba · 2,045 sqft
21 CASARENA COURT
Listed by HOMETRUST REAL ESTATE & PTY MGT
2 CASARENA COURT
$310K · 0.3 mi away
3 bd · 3 ba · 2,377 sqft
2 CASARENA COURT
Listed by CRAIG BURKE REAL ESTATE GROUP, LLC
1620 17TH STREET
$449K · 0.5 mi away
2 bd · 2.5 ba · 965 sqft
1620 17TH STREET
Listed by LA ROSA REALTY PRESTIGE

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

The 60-Second Overview

St James Crossing market snapshot (as of August 2, 2026): the median sale price is about $262K ($139 per sq ft over the trailing 12 months of closed sales), and a median 149 days on market for closed sales.

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.

St James Crossing is a community of 148 homes in Winter Haven, Polk County, built between 2009 and 2019 (median 2018.0), with a median living area of about 2,401 square feet. 55% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a small, relatively young subdivision of larger homes where price tracks square footage and condition rather than shared amenities. With just over half of homes homesteaded, it reads as a primarily owner-occupied enclave with limited turnover.

Best for

  • Buying to hold, where the long time-on-market and stable owner-occupancy suit a patient horizon
  • Buyers who prioritize interior space and newer construction over shared amenities
  • Buyers comfortable negotiating in a slow market with time to do full diligence

Probably not for

  • Needing to buy or sell quickly in a liquid, fast-turning market
  • Buyers who want a pool, clubhouse, or other community amenities
  • Buyers who need tight, recent comps to feel confident on value

Windows contain 0 to 9 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2018 through 2026. Deemed reliable but not guaranteed.

Homes sold per 12-mo window
025820182020202220242026
0 to 9 a year; 4 in the current window.
Sellers who gave up · failed listings per year
0510152020202220242026
Canceled, expired, or withdrawn. 17 quit in 2017; 1 so far in 2026. The clearest stress gauge a community has.
How much local inventory is already under contract

24% of homes for sale in ZIP 33881 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 (2026-08-01).

St James Crossing Market Scorecard

Balanced

St James Crossing is currently a balanced market..

$262,500
Median sold
0/0/0
Active/Pend/Sold 12 mo

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

Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

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 St James Crossing 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 St James Crossing address.

Recent Developments in St James Xing

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

Dev Momentum74/100 · High
  1. September 2026
    Infrastructure

    $1.2 Million Sidewalk Project Completed in Northwest Lake Wales

    Lake Wales finished a $1.2 million sidewalk phase covering Orange Avenue, Wetmore Street, Sessoms Avenue, Seminole Avenue, Seaboard Avenue, Dorsett Avenue, B Street and C Street, rehabilitating existing walks and adding new ones. A state grant paid for the work, and an earlier phase finished in 2025. Landscaping and street trees remain scheduled in some areas.

    What it may mean for the marketNew sidewalks improve walking access to nearby streets and amenities in northwest Lake Wales. The project is about 12 miles southeast of St James Xing, elsewhere in Polk County.

    Source: DailyRidge
  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 St James Xing, 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 St James Xing, 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 St James Xing, 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 1 mile northeast of St James Xing, elsewhere in Polk County.

    Source: Tampa Bay Business & Wealth

Development alerts for St James XingGet a short monthly email when something new is approved, funded, or opens near St James Xing.

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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 St James Crossing 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 St James Crossing.

Best Buy
Buyers who want maximum square footage per dollar in a newer Winter Haven home.
Biggest Risk
Long days-on-market and few comps make pricing and resale timing less predictable.
Sweet Spot
A well-kept, move-in-ready home priced honestly to its condition.
Avoid If
You need community amenities or a fast, liquid resale market.

Space over amenities

The value proposition here is square footage. A median of about 2,400 living square feet at $262,500 is a lot of house per dollar, and that is the lever most buyers are pulling. There are no community amenities identified from the listings, so you are buying the home itself, not a lifestyle package - budget accordingly if a pool or clubhouse matters to you.

With 148 homes, no active inventory, and only four closings in the measured window, this is a low-liquidity market. That cuts both ways: there is little competing supply to drag prices down, but also few recent comparable sales to anchor a value. Expect a wide, condition-driven spread around the median rather than a tight, predictable price band.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

Thin inventory and sparse recent sales make this a market where comps are scarce and timing matters. We track St James Crossing closely enough to tell you what a fair number looks like when so little trades, and to position a listing that moves in a market where the median home took nearly five months to sell.

St James Crossing in 15 seconds.

Best forBuyers who want maximum square footage per dollar in a newer Winter Haven home.
Biggest advantageLarger, newer homes at a moderate median price point.
Biggest riskLong days-on-market and few comps make pricing and resale timing less predictable.
Sweet spotA well-kept, move-in-ready home priced honestly to its condition.
Avoid ifYou need community amenities or a fast, liquid resale market.
The takeaway

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

What is your St James Crossing home worth?

Get a no-obligation home value based on real comparable sales in St James Crossing, 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.
St James Crossing key facts
LocationWinter Haven, Polk County, FL · ZIP 33881
Homes in the community148 (FL DOR 2025 assessment roll)
Years built2009–2019 (median 2018.0)
Typical living area2,401 sq ft (median)
Sale prices, last 12 months$262,500 median across 4 closed sales · $139 per sq ft
Days on market (closed sales)149 median
For sale right now0 active, 0 pending
Owner-occupied (homestead) share55%
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 2018 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “St James Crossing key facts,” movewithmomentum.com/neighborhoods/st-james-xing, data as of August 2, 2026.

Housing distress & ownership in ST JAMES XING, Winter Haven

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

Active inventory in distress
2.78%
1 of 36 listings · short sale 1
Distress share trend - 2.78% now (2026-08-10 → 2026-10-28)

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 St James Crossing

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 St James Crossing

Have a question about the homes, fees, rules or commute here? A Momentum agent who works St James Crossing 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.

Frequently Asked Questions

What is the median home price in St James Crossing?
The median sale price in St James Crossing was $262K over the 12 months ending August 2, 2026 (4 closed sales, Stellar MLS).
How long do homes in St James Crossing take to sell?
Homes that closed in the 12 months ending August 2, 2026 took a median 149 days on market (4 sales, Stellar MLS).
How many homes are in St James Crossing?
The Florida DOR 2025 assessment roll shows 148 homes in St James Crossing (public records).
What share of St James Crossing is owner-occupied?
55% of St James Crossing parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in St James Crossing built?
Homes in St James Crossing were built between 2009 and 2019, with a median year built of 2018.0 (FL DOR 2025 roll).
Do cash buyers compete in St James Crossing?
Cash buyers took 0% of St James Crossing sales in the 12 months ending June 2026 (0 of 4 closings, Stellar MLS).
What schools serve St James Crossing?
St James Crossing 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 St James Crossing?
The best agent for St James Crossing 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 St James Crossing.
How do I find a top Winter Haven real estate agent who knows St James Crossing?
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 St James Crossing and the wider Winter Haven area.
Can Momentum Realty connect me with an agent for St James Crossing?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your St James Crossing purchase or sale - no call center and no pressure.
Where is St James Crossing, and what county is it in?
St James Crossing is in Winter Haven, Polk County, FL, ZIP 33881.
Buying to hold, where the long time-on-market and stable owner-occupancy suit a patient horizonExcellent fit
Buyers who prioritize interior space and newer construction over shared amenitiesExcellent fit
Buyers comfortable negotiating in a slow market with time to do full diligenceExcellent fit
Needing to buy or sell quickly in a liquid, fast-turning marketProbably not
Buyers who want a pool, clubhouse, or other community amenitiesProbably not
Buyers who need tight, recent comps to feel confident on valueProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 25, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending August 2, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (2 streets, ZIP 33881))
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 2018 (24 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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