Highfield at Twisted Oaks
Homes for Sale in Wildwood, FL
All 185 homes for sale in Wildwood, FL · median $275,990 · 182 homes for sale in 34785 · Sumter County homes for sale
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of November 2026, Highfield at Twisted Oaks in Wildwood, FL has 13 homes for sale and 2 pending, asking from $276,690 to $415,370 (median $340,820). Over the 12 months ending 2026-08-02, 25 recorded sales closed at a median of $339,690, $171 per square foot, a median 85 days on market, sellers accepting 97% of original asking. Homes listed or recently sold were built 2024 - 2026 with 25 new construction; 27 of 27 report an HOA (median $14/mo); none of the 27 geocoded homes sit in a FEMA special flood hazard zone (median elevation 67 ft). At the median price and Sumter County's FY2025-26 rate of 12.28 mills, annual property tax runs about $4,170 ($3,690 with the full homestead exemption).
Last 30 days in Highfield at Twisted Oaks: 2 new listings (median asking $326,710), 2 under contract right now, 2 closed sales (median $342,665). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Highfield at Twisted Oaks
Live MLS inventory for Highfield at Twisted Oaks. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 35 daysTop listing
Active · 122 days
Active · 161 days
Active · 90 days
Active · 28 days
Active · 202 days
Active · 141 days
Active · 127 days
Active · 127 days
Active · 21 days
Active · 35 days
Active · 161 days
Active · 202 days
Pending · 197 daysActive and pending Highfield at Twisted Oaks listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026. Tap any home to ask about it.
Highfield at Twisted Oaks is new construction through and through - every home in the current snapshot was built in 2024, and at a median of roughly 2,100 square feet, pricing here is driven more by floor plan, lot, and finish level than by the usual age-and-condition spread you see in resale communities. The median sits at $339,690, or about $171 per square foot, which is a straightforward way to compare one plan against another.
The posture right now favors patience on both sides. A median of 85 days on market is slow, and with only 8 homes in the picture, a single listing moves the averages. Sellers should price to the plan and the comps, not to hope; buyers have room to negotiate and time to be selective. The 9% year-over-year figure is worth noting, but on a count this small it is a trend to watch, not a number to lean on.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Highfield at Twisted Oaks right now
🟢 Still climbing. The trailing-12-month median ($340K) is up 9.0% from the prior 12 months ($312K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Medium (25 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Nearby homes for sale
No active listings inside HIGHFIELD AT TWISTED OAKS 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
Highfield at Twisted Oaks market snapshot (as of August 2, 2026): the median sale price is about $340K ($171 per sq ft over the trailing 12 months of closed sales), and a median 85 days on market for closed sales. The trailing-12-month median is up 9% from the prior 12 months, computed from record-level Stellar MLS closed sales (25 closings in the current window).
In ZIP 34785 (Wildwood), 203 homes closed in the last 12 months at a median of $310K ($162/sq ft), down 1.6% year over year, with a median 96 days on market. See the live ZIP 34785 housing market and the Sumter County market.
Stellar MLS sales records identify 56 homes in HIGHFIELD AT TWISTED OAKS that have changed hands since 2025, built between 2024 and 2026 (median 2025), with a median living area of about 1,850 sq ft and a typical 4-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.
Flood zones in Highfield at Twisted Oaks: of 22 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov.
A small, brand-new enclave in Wildwood where everything on the market is 2024 construction - which means the decision here is about plan and lot, not about renovation risk.
The setting & the homes.
Aerial and on-site photos of Highfield at Twisted Oaks. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Highfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksHighfield at Twisted OaksPhotos from Stellar MLS listings in Highfield at Twisted Oaks; content deemed reliable but not guaranteed.
Who Highfield at Twisted Oaks is best for.
Best for
- Buying a brand-new home and wanting to skip the renovation and deferred-maintenance questions entirely
- Buyers who want time to compare plans and lots and negotiate rather than racing a hot market
- Looking for a straightforward residential pocket in Wildwood, Sumter County, with no amenity premium baked in
Probably not for
- Needing a resort-style or amenity-driven community, since none were identified in current listings
- Wanting fast resale liquidity, which an 85-day median and a handful of homes do not provide
- Relying on a wide inventory of price points or vintages to choose from in one neighborhood
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($340K) IS the median in the snapshot above, and the move from 2025 ($312K) IS the +9.0% one-year change.
Windows contain 6 to 25 sales each (25 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 2025 through 2026. Deemed reliable but not guaranteed.
Highfield at Twisted Oaks Market Scorecard
Highfield at Twisted Oaks is currently a buyer's market. About 6.0 months of supply, a median asking price of $340,820, and homes go under contract in about 127 days.
Typical home value in the 34785 ZIP is $270,754, about 14.1% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · 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.
Highfield at Twisted Oaks on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Schools
- Sumter County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Wildwood Elementary · Elementary
- Wildwood Middle · Middle
- Wildwood High · High
Zoned schools reflect the assignments reported on recent Highfield at Twisted Oaks listings and can change; always confirm with Sumter County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Highfield at Twisted Oaks address.
Shop the zone: Homes zoned for Wildwood High High School
The Highfield at Twisted Oaks buying strategy.
If we were buying in Highfield at Twisted Oaks 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 Highfield at Twisted Oaks.
A new-build micro-market
With all homes dating to 2024 and a median just over 2,100 square feet, Highfield at Twisted Oaks reads as a cohesive new-construction neighborhood rather than a mixed-vintage one. That removes a lot of the guesswork - you are comparing similar, recently built homes against each other, and the $171 per square foot median gives you a clean yardstick. The flip side is that differences in price come down to lot position, square footage, and upgrade packages, so walking the specific homes matters more than studying the averages.
Two practical notes. First, no community amenities turned up in the current MLS listings, so underwrite this as a straightforward residential pocket and not an amenity-driven one. Second, the homestead share is close to zero - unsurprising for a community this new, but a reminder to run your own tax and exemption math rather than assuming a prior owner's basis carries over.
The location and the amenities are priced into every listing in Highfield at Twisted Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Highfield at Twisted Oaks buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.4). Basis: Recent Direction +9.0% year-over-year; Owner Commitment 1% owner-occupied; Pricing Power 97.0% sale-to-list. Refreshed with each data update.
Why work with Momentum here
On a market this thin - 8 homes, an 85-day median, and averages that one closing can swing - local read matters more than the dashboard. We will walk the actual plans and lots with you, compare them honestly on price per square foot, and tell you when a given listing is priced to the plan versus priced to hope. On the sell side, we set expectations around the slower pace instead of fighting it.
Highfield at Twisted Oaks in 15 seconds.
Tools for a Highfield at Twisted Oaks 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 Highfield at Twisted Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highfield at Twisted Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highfield at Twisted Oaks home worth?
Get a no-obligation home value based on real comparable sales in Highfield at Twisted Oaks, 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 Wildwood →
Recently off market in HIGHFIELD AT TWISTED OAKS
Homes in HIGHFIELD AT TWISTED OAKS 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. 6 on record.
- 3045 Windswept Way · off market
- 3088 Windswept · off market
- 3094 Windswept Way · off market
- 3300 Windswept Way · off market
- 9025 Wildlight Trail · off market
- 9116 Wildlight Trail · off market
| Location | Wildwood, Sumter County, FL · ZIP 34785 |
|---|---|
| Homes in the community | 8 (FL DOR 2025 assessment roll) |
| Years built | 2024–2024 (median 2024.0) |
| Typical living area | 2,100 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Amenities listed by sellers | Fitness Center, Pool, Clubhouse, Recreation Facilities, Playground, Deed Restrictions |
| Sale prices, last 12 months | $339,690 median across 25 closed sales · $171 per sq ft · +9.0% vs the prior 12 months |
| Days on market (closed sales) | 85 median |
| Owner-occupied (homestead) share | 1% |
Data as of August 2, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highfield at Twisted Oaks key facts,” movewithmomentum.com/neighborhoods/highfield-at-twisted-oaks-wildwood, data as of August 2, 2026.
Housing distress & ownership in HIGHFIELD AT TWISTED OAKS, Wildwood
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 November 2026 through November 2026. Deemed reliable but not guaranteed.
Just listed in Highfield at Twisted Oaks
The newest homes for sale in Highfield at Twisted Oaks right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 3040 Windswept $305,680 · 3 bd · 2 ba · 1,335 sq ft · listed Oct 23, 2026 Courtesy of PARK SQUARE REALTY
- 3323 Windswept Way $347,740 · 3 bd · 2 ba · 1,696 sq ft · listed Oct 16, 2026 Courtesy of PULTE REALTY OF WEST FLORIDA LLC
- 9399 Wildlight Trail $415,370 · 3 bd · 3 ba · 2,262 sq ft · listed Oct 9, 2026 Courtesy of PULTE REALTY OF WEST FLORIDA LLC
- 9124 Wildlight Trail $300,330 · 4 bd · 2 ba · 1,501 sq ft · listed Oct 9, 2026 Courtesy of PARK SQUARE REALTY
- 3280 Windswept Way $348,610 · 4 bd · 2 ba · 1,850 sq ft · listed Aug 15, 2026 Courtesy of PULTE REALTY OF WEST FLORIDA LLC
- 9205 Newmons Place $349,320 · 4 bd · 3 ba · 2,262 sq ft · listed Jul 14, 2026 Courtesy of PULTE REALTY OF WEST FLORIDA LLC
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Highfield At Twisted Oaks Wildwood Right Now (15)
All 15 active and pending Highfield At Twisted Oaks Wildwood listings with a detail page, newest first, refreshed twice a day from the MLS.
- 3040 Windswept · $305,680 · 3 bd / 2 ba · listed Oct 23, 2026 · listed by Park Square Realty
- 3323 Windswept Way · $347,740 · 3 bd / 2 ba · listed Oct 15, 2026 · listed by Pulte Realty Of West Florida Llc
- 9399 Wildlight Trail · $415,370 · 3 bd / 3 ba · listed Oct 9, 2026 · listed by Pulte Realty Of West Florida Llc
- 9124 Wildlight Trail · $300,330 · 4 bd / 2 ba · listed Oct 9, 2026 · listed by Park Square Realty
- 3280 Windswept Way · $348,610 · 4 bd / 2 ba · listed Sep 10, 2026 · listed by Pulte Realty Of West Florida Llc
- 9205 Newmons Place · $349,320 · 4 bd / 3 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 9120 Wildlight Trail · $309,360 · 3 bd / 2.5 ba · listed Aug 14, 2026 · listed by Park Square Realty
- 9128 Wildlight Trail · $307,190 · 3 bd / 2.5 ba · listed Aug 14, 2026 · listed by Park Square Realty
- 9029 Wildlight Trail · $340,820 · 4 bd / 3 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 3294 Windswept Way · $348,830 · 4 bd / 2 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 9181 Newmons Place · $279,440 · 3 bd / 2 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 9185 Newmons Place · $345,800 · 4 bd / 3 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 9147 Newmons Place · $276,690 · 2 bd / 2 ba · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 3033 Windswept Way · $285,450 · 4 bd / 2 ba · pending · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
- 3027 Windswept Way · $282,280 · 4 bd / 2 ba · pending · listed Aug 14, 2026 · listed by Pulte Realty Of West Florida Llc
Recently sold in Highfield At Twisted Oaks Wildwood
- 3300 Windswept Way · sold $398,470
- 3045 Windswept Way · sold $286,860
- 3094 Windswept Way · sold $384,990
- 3088 Windswept · sold $299,990
- 9025 Wildlight Trail · sold $270,420
- 9116 Wildlight Trail · sold $272,900
- 9129 Wildlight Trail · sold $279,990
Closed sales from the MLS; each page shows the sold price, taxes and value history.
More Wildwood home searches
- All homes for sale in Wildwood, FL
- Homes for sale in Sumter County, FL
- Homes under $300K in Wildwood
- Wildwood home values: what is my house worth?
- ZIP 34785 housing scorecard
Wildwood guides & data
Florida buyer guides
- Florida home insurance rates by county
- 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
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Wildlight Trail (23 homes on record)
- Windswept Way (12 homes on record)
- Windswept Way (8 homes on record)
- Newmons Place (4 homes on record)
- Newmons Place (2 homes on record)
- Wildlight Trail (1 homes on record)
- Windswept Way (1 homes on record)
What it really costs to own in Highfield at Twisted Oaks
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| CDD / special assessments | Listings here report a median of $2,132/yr in CDD or special-district assessments on the tax bill (27 listings, MLS, 2026-11-13). 100% of the 27 listings that report the field show one. The amount is per lot and set by the district: confirm it on the parcel's TRIM notice. |
|---|---|
| HOA dues | MLS listings here mostly enter dues as billed annually, but the median entry is only $168/year across 28 listings (2026-11-13), which usually means a quarterly or monthly amount was entered as annual. Ask the association for the current dues. |
| Home and flood insurance | The average Citizens Property Insurance premium in Sumter County is $1,728/yr (656 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 22 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2026 across 27 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Highfield at Twisted Oaks
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.
Ask an agent about Highfield at Twisted Oaks
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Highfield at Twisted Oaks will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Highfield at Twisted Oaks?
How long do homes in Highfield at Twisted Oaks take to sell?
What share of Highfield at Twisted Oaks is owner-occupied?
Do cash buyers compete in Highfield at Twisted Oaks?
Who is the best real estate agent for Highfield at Twisted Oaks?
How do I find a top Wildwood real estate agent who knows Highfield at Twisted Oaks?
Can Momentum Realty connect me with an agent for Highfield at Twisted Oaks?
Where is Highfield at Twisted Oaks, and what county is it in?
Is Highfield at Twisted Oaks in a flood zone?
Is Highfield at Twisted Oaks a good place to live?
Should you buy in Highfield at Twisted Oaks?
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: November 12, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 34785)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2025 (31 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. A Momentum agent can price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how HIGHFIELD AT TWISTED OAKS fits the bigger picture — live prices, inventory, and Momentum Scores: