Oak Preserve
Homes for Sale in Winter Haven, FL
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 35 closed sales in Oak Preserve Ph 01 in Winter Haven, FL since 2005, the most recent in February 2026. Recorded prices since 2024 ran from $210,000 to $345,000 (median $339,000), on homes of 1,659 to 2,236 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 $5,490 ($4,810 with the full homestead exemption).
Price in Oak Preserve is driven by condition and the individual home, not by any amenity package or price tier. With a median build around 2004 and homes dating back to 1979, you are looking at a span of construction eras under one community name, so comparables lean heavily on how a given house has been updated and maintained. The median living area just over 2,188 square feet sets the baseline; everything else is condition-driven, and the spread can be wide.
There are no active listings in the current snapshot and only a thin recent closing window, so price discovery here is slow. For a seller, that scarcity can work in your favor if your home shows well - there is little to compete against. For a buyer, it means patience: you may wait for the right listing rather than choose among several, and you should be ready to move when one surfaces.
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 Oak Preserve 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
Oak Preserve is a small, established pocket of 98 homes in Winter Haven, built across several decades and now largely owner-occupied, with roughly two-thirds carrying a homestead exemption.
Stellar MLS sales records identify 61 homes in OAK PRESERVE that have changed hands since 2006, built between 2003 and 2007 (median 2005), with a median living area of about 1,659 sq ft and a typical 3-bedroom, 2-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.
Who Oak Preserve is best for.
Best for
- Buying to settle into an established, largely owner-occupied neighborhood for the long haul
- Buyers who can stay patient and move decisively when a rare listing appears
- Seeking a mid-size floor plan around 2,188 square feet without new-construction pricing
Probably not for
- Needing shared amenities or a lifestyle-driven, fee-based community
- Wanting multiple homes to compare side by side right now
- Buying on a tight timeline that cannot absorb thin, occasional inventory
The market around Oak Preserve
Oak Preserve is a small community — 53 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
In ZIP 33880, 201 homes are on the market and 28% 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% ?.
In ZIP 33880 (Winter Haven), 178 homes closed in the last 12 months at a median of $288K ($164/sq ft), down 2.1% year over year, with a median 85 days on market. Right now 1 active listings. See the live ZIP 33880 housing market and the Polk County market.
ZIP and county figures describe the wider market, not Oak Preserve 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 Oak Preserve 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 Oak Preserve address.
Recent Developments in Oak Preserve
Development, infrastructure, retail, and school activity affecting Oak Preserve, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Pointe Grand Opens 288 Apartments at 901 Patriot Drive in South Lakeland
Hillpointe's Pointe Grand opened in June 2026 with 288 two-bedroom apartments of about 1,170 square feet each. As of mid-September 119 units, or 42 percent, were occupied, with rents starting at $1,540 per month plus a $199 monthly fee. The city raised the allowed unit count from 152 to 288 in 2022.
What it may mean for the marketThe new rental supply adds 288 units in south Lakeland, and the lease-up pace gives a read on current rental absorption. The project is about 10 miles west of Oak Preserve, elsewhere in Polk County.
Source: LkldNow - July 2026Development
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 9 miles west of Oak Preserve, elsewhere in Polk County.
Source: LkldNow - June 2026Civic
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 10 miles west of Oak Preserve, elsewhere in Polk County.
Source: LkldNow - 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 4 miles northeast of Oak Preserve, elsewhere in Polk County.
Source: Tampa Bay Business & Wealth - May 2026Retail & 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 11 miles west of Oak Preserve, elsewhere in Polk County.
Source: Lakeland Gazette
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 Oak Preserve buying strategy.
If we were buying in Oak Preserve 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 Oak Preserve.
An established enclave with thin supply
The construction range from 1979 to 2007 tells you this is a built-out community rather than a new one. A median build year around 2004 means the bulk of the inventory skews toward the newer end of that span, but you will find genuinely older homes mixed in, and that variety is exactly why each sale has to be judged on its own merits. Floor plans at a median of roughly 2,188 square feet give most homes real room without pushing into estate scale.
No community amenities surface in the current MLS data, so value here rests on the homes and the location, not on shared facilities or fees you would expect in an amenitized development. The homestead share of about 65 percent points to a stable, owner-occupied character. Combined with zero active listings, the practical takeaway is simple: turnover is low and opportunities are occasional, so readiness matters more than selection.
The location and the amenities are priced into every listing in Oak Preserve. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community this thin on listings rewards people who know when a home is coming and how to price across a wide condition spread. We track Oak Preserve closely, read each home on its own merits rather than against a tier that does not exist here, and will tell you plainly when a given house does - or does not - justify its asking price.
Oak Preserve in 15 seconds.
Tools for a Oak Preserve 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 Oak Preserve sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Oak Preserve, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Oak Preserve home worth?
Get a no-obligation home value based on real comparable sales in Oak Preserve, 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 →
| Location | Winter Haven, Polk County, FL · ZIP 33880 |
|---|---|
| Homes in the community | 98 (FL DOR 2025 assessment roll) |
| Years built | 1979–2007 (median 2004.0) |
| Typical living area | 2,188 sq ft (median) |
| For sale right now | 0 active, 0 pending |
| Owner-occupied (homestead) share | 65% |
| 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 2005 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Oak Preserve key facts,” movewithmomentum.com/neighborhoods/oak-preserve, data as of August 2, 2026.
Housing distress & ownership in OAK PRESERVE PH 01, 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.
More Winter Haven home searches
- All homes for sale in Winter Haven, FL
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- Winter Haven home values: what is my house worth?
- ZIP 33880 housing scorecard
Winter Haven guides & data
Florida buyer guides
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- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
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Frequently Asked Questions
How many homes are in Oak Preserve?
What share of Oak Preserve is owner-occupied?
When were the homes in Oak Preserve built?
Do cash buyers compete in Oak Preserve?
What schools serve Oak Preserve?
Who is the best real estate agent for Oak Preserve?
How do I find a top Winter Haven real estate agent who knows Oak Preserve?
Can Momentum Realty connect me with an agent for Oak Preserve?
Where is Oak Preserve, and what county is it in?
Should you buy in Oak Preserve?
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 25, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 33880)) |
| 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 2005 (35 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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See how OAK PRESERVE PH 01 fits the bigger picture — live prices, inventory, and Momentum Scores: