South Roy Shores
Homes for Sale in Winter Haven, FL
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 36 closed sales in South Roy Shores in Winter Haven, FL since 2006, the most recent in July 2026. Recorded prices since 2024 ran from $235,000 to $310,000 (median $260,000), on homes of 1,680 to 1,883 sq ft. 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 $4,210 ($3,530 with the full homestead exemption).
South Roy Shores is a thin-data market right now: one home on record, built in 1958, with no active listings and only a two-closing window to read from. That means price here is set by the individual property, not by a market trend. Condition, lot, and the scale of the house itself do the work - and this one is unusually large at over 6,000 living square feet.
For a buyer, the posture is wait-and-watch: with nothing currently active, opportunities surface one at a time and reward patience. For a seller, the scarcity cuts both ways - limited comparable activity means pricing leans on the specifics of your home rather than a deep pool of recent sales. Expect a deliberate, condition-driven negotiation.
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 South Roy Shores 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
This is a small, mature pocket of Winter Haven in Polk County, defined by midcentury construction and large-format homes rather than new development. With no active inventory, it trades quietly and infrequently.
Stellar MLS sales records identify 40 homes in SOUTH ROY SHORES that have changed hands since 2005, built between 1956 and 1994 (median 1962), with a median living area of about 1,760 sq ft and a typical 3-bedroom, 2-bath layout; 98% 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.
Who South Roy Shores is best for.
Best for
- Buying for maximum living space in a mature, non-HOA setting
- Buyers who are comfortable renovating and updating a midcentury home
- Buying to hold, with patience for infrequent inventory to appear
Probably not for
- Needing a turnkey home with no deferred-maintenance exposure
- Wanting shared amenities or managed-community services
- Requiring a wide pool of recent comps to price and move quickly
The market around South Roy Shores
South Roy Shores is a small community — 19 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 33823, 305 homes are on the market and 26% 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 98% single family residence, 2% manufactured home.
In ZIP 33823 (Winter Haven), 326 homes closed in the last 12 months at a median of $347K ($178/sq ft), down 1.5% year over year, with a median 68 days on market. Right now 12 active and 10 pending listings. See the live ZIP 33823 housing market and the Polk County market.
ZIP and county figures describe the wider market, not South Roy Shores specifically. Momentum Research analysis of MLS records.
Schools
- 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 South Roy Shores 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 South Roy Shores address.
Recent Developments in South Roy Shores
Development, infrastructure, retail, and school activity affecting South Roy Shores, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- October 2026Parks & 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 South Roy Shores, elsewhere in Polk County.
Source: Polk County Government - September 2026Infrastructure
$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 10 miles southeast of South Roy Shores, elsewhere in Polk County.
Source: DailyRidge - September 2026Development
Winter Haven Commission Approves 13-Townhome Affordable Housing Project at 7th Street SW and Avenue N SW
Winter Haven commissioners voted unanimously on Aug. 24 to support Heart for Winter Haven's plan for about 13 transitional affordable townhomes on 0.818 acres at the southwest corner of 7th Street SW and Avenue N SW. The city will provide a $350,000 forgivable grant from its Supplemental Affordable Housing Trust Fund, with a seven-year affordability requirement. No construction dates were given.
What it may mean for the marketThe project adds a small number of affordable units near central Winter Haven, supporting local workforce housing supply. The site is about 2 miles northwest of South Roy Shores.
Source: DailyRidge - July 2026Development
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 7 miles northeast of South Roy Shores, elsewhere in Polk County.
Source: Bay News 9 - June 2026Development
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 9 miles northeast of South Roy Shores, elsewhere in Polk County.
Source: The Citrus Tea - May 2026Development
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 northwest of South Roy Shores, elsewhere in Polk County.
Source: Tampa Bay Business & Wealth
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.
The South Roy Shores buying strategy.
If we were buying in South Roy Shores today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 South Roy Shores.
A midcentury enclave that trades by exception
The housing stock here dates to 1958, so expect original character and the maintenance realities that come with a home of that era - roof, systems, and windows are all worth scrutiny. The standout fact is sheer size: a living area north of 6,000 square feet is well beyond a typical midcentury footprint, which puts a premium on how the space has been maintained and updated over the decades.
With homestead share at zero and no amenities identified from current MLS listings, this is not an HOA-managed, amenitized community. What you buy is the land and the structure, full stop. That suits someone who wants square footage and privacy over shared facilities, and who is comfortable underwriting an older, large home on its own merits.
The location and the amenities are priced into every listing in South Roy Shores. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a market this thin, there is no comp cushion to hide behind - pricing and negotiation hinge on reading one property correctly. We ground every recommendation in the actual MLS record and the condition of the home in front of you, and we will tell you plainly when the numbers or the maintenance picture do not support the deal.
South Roy Shores in 15 seconds.
Tools for a South Roy Shores buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed South Roy Shores sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in South Roy Shores, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your South Roy Shores home worth?
Get a no-obligation home value based on real comparable sales in South Roy Shores, 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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Recently off market in South Roy Shores Winter Haven
Homes in South Roy Shores Winter Haven 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.
- 2540 14Th Street · off market
| Location | Winter Haven, Polk County, FL · ZIP 33823, 33884 |
|---|---|
| Homes in the community | 1 (FL DOR 2025 assessment roll) |
| Years built | 1958–1958 (median 1958) |
| Typical living area | 6,324 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 0% |
| Zoned public schools | Polk 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, “South Roy Shores key facts,” movewithmomentum.com/neighborhoods/south-roy-shores-winter-haven, data as of August 2, 2026.
Housing distress & ownership in SOUTH ROY SHORES, Winter Haven
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
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.
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- ZIP 33823 housing scorecard
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Frequently Asked Questions
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An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: June 30, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (community parcel extract) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2006 (36 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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