Homes for Sale Under $300K in Wildwood, FL

This page tracks every Wildwood listing with an asking price under $300,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

125 homes listed under $300,000 are for sale or pending in Wildwood, FL today across 48 communities. The median asking price is $229,900, from $24,900 to $299,990. Listings in Wildwood without that feature have a median of $369,450. Most listings right now: Twisted Oaks (22), Woodland Crossings (9), Tillman Oaks (8). Updated October 20, 2026 from the MLS.

First-time buyers: what Wildwood costs at the entry level

60 active single-family homes, townhomes and condos at or below $300,000 — median $258,990, about $1,704/mo principal & interest at 7.40% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Wildwood

5255 Sunshine Dr, starter home for sale in Wildwood
$224,900 New
3 bd · 2 ba · 1,504 sq ft · built 2021
5255 Sunshine Dr, 34785
Beaumont
Listing courtesy of ORCHARD BROKERAGE, LLC
519 Huey Street, starter home for sale in Wildwood
$229,500 New
2 bd · 1 ba · 1,264 sq ft · built 1955
519 Huey Street, 34785
Listing courtesy of ERA GRIZZARD REAL ESTATE
7764 June Lane, starter home for sale in Wildwood
$240,000 New
3 bd · 2 ba · 1,810 sq ft · built 2021
7764 June Lane, 34785
Beaumont
Listing courtesy of TRANSITIONS REAL ESTATE
20104 Sandalwood Drive #104, starter home for sale in Wildwood
$114,900 New
2 bd · 2 ba · 1,100 sq ft · built 1980
20104 Sandalwood Drive #104, 34785
Listing courtesy of BHHS FLORIDA REALTY
406 Kilgore Street, starter home for sale in Wildwood
$240,999 New
3 bd · 2 ba · 1,504 sq ft · built 2026
406 Kilgore Street, 34785
Listing courtesy of COMBS PREMIER REALTY GROUP
8860 Wildflower Field Lane, starter home for sale in Wildwood
$269,990
3 bd · 2 ba · 1,452 sq ft · built 2026
8860 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
8766 Pinecrest Trail, starter home for sale in Wildwood
$270,990
2 bd · 2 ba · 1,402 sq ft · built 2026
8766 Pinecrest Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
3039 Canopy Oak Boulevard, starter home for sale in Wildwood
$290,990
2 bd · 2 ba · 1,614 sq ft · built 2026
3039 Canopy Oak Boulevard, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
608 Masters Avenue, starter home for sale in Wildwood
$289,000
3 bd · 2 ba · 1,689 sq ft · built 2019
608 Masters Avenue, 34785
Listing courtesy of WORLD CLASS REALTY GROUP LLC
8801 Pine Bark Way, starter home for sale in Wildwood
$257,990
3 bd · 2 ba · 1,250 sq ft · built 2026
8801 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
8796 Pine Bark Way, starter home for sale in Wildwood
$265,990
3 bd · 2 ba · 1,525 sq ft · built 2026
8796 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
8785 Pine Bark Way, starter home for sale in Wildwood
$286,990
4 bd · 2 ba · 1,802 sq ft · built 2026
8785 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
8902 Wildflower Field Lane, starter home for sale in Wildwood
$283,990
4 bd · 2.5 ba · 1,895 sq ft · built 2027
8902 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
5238 Dragonfly Drive, starter home for sale in Wildwood
$250,000
3 bd · 2.5 ba · 1,812 sq ft · built 2023
5238 Dragonfly Drive, 34785
Beaumont
Listing courtesy of LPT REALTY, LLC
5285 Sunshine Drive, starter home for sale in Wildwood
$268,200
3 bd · 2 ba · 1,614 sq ft · built 2021
5285 Sunshine Drive, 34785
Beaumont
Listing courtesy of LPT REALTY, LLC
8339 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8339 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8341 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8341 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8329 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8329 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8333 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8333 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8335 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8335 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8327 Gower Trail, starter home for sale in Wildwood
$229,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8327 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8323 Gower Trail, starter home for sale in Wildwood
$244,990
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8323 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
7974 Penrose Place, starter home for sale in Wildwood
$294,900
3 bd · 2 ba · 1,844 sq ft · built 2023
7974 Penrose Place, 34785
Listing courtesy of RE/MAX PREMIER REALTY HWY 200
8782 Triumph Circle, starter home for sale in Wildwood
$294,295
3 bd · 2 ba · 1,672 sq ft · built 2026
8782 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8878 Wildflower Field Lane, starter home for sale in Wildwood
$249,990
3 bd · 2 ba · 1,302 sq ft · built 2027
8878 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
8884 Wildflower Field Lane, starter home for sale in Wildwood
$259,990
3 bd · 2 ba · 1,452 sq ft · built 2027
8884 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
8890 Wildflower Field Lane, starter home for sale in Wildwood
$279,990
4 bd · 2 ba · 1,722 sq ft · built 2027
8890 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
8896 Wildflower Field Lane, starter home for sale in Wildwood
$299,990
4 bd · 2.5 ba · 2,240 sq ft · built 2027
8896 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
8765 Triumph Circle, starter home for sale in Wildwood
$289,990
3 bd · 2 ba · 1,672 sq ft · built 2026
8765 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8782 Pinecrest Trail, starter home for sale in Wildwood
$295,990
2 bd · 2 ba · 1,614 sq ft · built 2026
8782 Pinecrest Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA

What the payment looks like

Purchase priceP&I at 7.40%, 5% downP&I, 20% downCash to close at 5% down (est.)
$200,000$1,316$1,108$16,000
$250,000$1,644$1,385$20,000
$300,000$1,973$1,662$24,000

Estimates only; taxes, insurance, HOA and mortgage insurance are on top. Closing costs assumed at 3%.

Down-payment assistance in Sumter County · First-time buyer guide

Wildwood homes under $300K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes Under $300KNew buildMedian listFrom
Twisted Oaks2222$251,070$219,990
Woodland Crossings99$279,900$249,990
Tillman Oaks88$265,990$238,990
Continental Country Club80$169,700$124,500
Beaumont Ph 160$217,450$202,000
Timberwoods Estates60$124,950$78,900
Continental Camper Resorts Uni50$145,000$134,900
Triumph South44$292,142$287,990
Beaumont Ph 2 & 340$274,950$249,500
Beaumont Ph I30$240,000$216,000
Sandalwood Condo30$125,000$115,000
Highfield At Twisted Oaks22$288,865$285,450
Highfield At Twisted Oaks Ph 222$288,065$286,690
Barwicks Add/Wildwood21$244,449$240,999
Heritage Wood N Lakes Estates20$221,950$219,900
Continental Camper Ress Incorp20$162,000$159,000
Continental Cc Inc Resorts20$150,750$122,000
Wildwood Ranch20$137,500$99,500
Moreland Park20$129,500$60,000
Sunny Dell Sub Un 210$289,000$289,000
Wildwood Ranches10$275,000$275,000
Rolling Hills Manor10$275,000$275,000
Gray Porter Sub10$254,900$254,900
Poinsetta Park10$240,000$240,000
Barwicks Add Wildwood10$235,000$235,000
Meadovista10$229,900$229,900
Orange Terrace10$229,500$229,500
Continental Country Club Inc10$219,000$219,000
Bridges11$212,500$212,500
Bridges Sub To Wildwood10$185,000$185,000
Bridges Sub11$184,996$184,996
Continental Campers Resorts10$180,000$180,000
Continental Camper Resorts10$179,900$179,900
Pettys Add10$179,900$179,900
Timberwood Estates10$179,000$179,000
Continental Camper Residence Inc10$175,000$175,000
Continental Country Club Commu10$169,000$169,000
Continental Camper Resort10$165,000$165,000
Continental Country Club - Timberwoods10$159,900$159,900
Continental Ctry Club Comm10$149,000$149,000
Continental Camper Resorts Inc10$147,000$147,000
Continental Country Club, Timberwood Estates10$130,000$130,000
Sandalwood Condminium10$114,900$114,900
Water Wheel Adult Mobile Home10$114,000$114,000
Continental Campers Resort10$106,500$106,500
Moreland Park Sub10$104,900$104,900
Mhc Parkwood Communities Llc10$81,900$81,900
Wildwood10$24,900$24,900

What under $300,000 buys and what to check

In this price band the differences between listings are usually age, size and condition rather than location alone, so read each listing’s year built, square footage and property type (a condo or manufactured home and a single-family home can sit at the same price with very different monthly costs). Budget the full monthly number, not the price: taxes, insurance, and HOA or CDD fees are all on each listing page, and our true cost of ownership calculator puts them into one figure. Insurance quotes on older roofs and older electrical can change which of two similar homes is actually cheaper.

Questions to ask about any listing in this band

How old is the roof, and will insurers write it? Is there a four-point inspection on file? What did the seller pay for insurance last year? In a condo, what are the dues, is there a special assessment or milestone inspection pending, and what do the reserves look like? Is the price a recent reduction, and how long has it been listed? A local agent who works the area will know which communities in this band have the fewest surprises at inspection.

Common questions

How many homes listed under $300,000 are for sale in Wildwood?
As of October 20, 2026, 125 Wildwood, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 48 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Wildwood?
The median asking price today is $229,900, with listings from $24,900 to $299,990. Wildwood listings without that feature have a median of $369,450.
Which Wildwood community has the most homes under $300K for sale?
Twisted Oaks has the most right now (22), followed by Woodland Crossings (9), Tillman Oaks (8), Continental Country Club (8).
What is the monthly payment on a home under $300,000?
At today’s rates with 20% down, principal and interest on a $300,000 purchase runs in the $1,500–$1,700 a month range before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator linked above turns them into one monthly number.

Keep exploring Wildwood

Homes Under $300K in nearby Sumter County cities

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Wildwood, FL whose MLS record reports an asking price under $300,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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