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.

132 homes listed under $300,000 are for sale or pending in Wildwood, FL today across 53 communities. The median asking price is $222,990, from $60,000 to $299,999. Listings in Wildwood without that feature have a median of $372,000. Most listings right now: Twisted Oaks (22), Woodland Crossings (9), Tillman Oaks (8). Updated November 12, 2026 from the MLS.

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

66 active single-family homes, townhomes and condos at or below $300,000 — median $249,495, about $1,606/mo principal & interest at 7.18% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Wildwood

8276 Gower Trail, starter home for sale in Wildwood
$209,990 New
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8276 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8280 Gower Trail, starter home for sale in Wildwood
$215,990 New
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8280 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8282 Gower Trail, starter home for sale in Wildwood
$215,990 New
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8282 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8272 Gower Trail, starter home for sale in Wildwood
$235,990 New
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8272 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8286 Gower Trail, starter home for sale in Wildwood
$235,990 New
3 bd · 2.5 ba · 1,464 sq ft · built 2026
8286 Gower Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
5349 Pinecone Court, starter home for sale in Wildwood
$219,000
3 bd · 2.5 ba · 1,688 sq ft · built 2022
5349 Pinecone Court, 34785
Beaumont
Listing courtesy of RE/MAX SELECT PARTNERS
5435 Dragonfly Drive, starter home for sale in Wildwood
$229,900
3 bd · 2.5 ba · 1,688 sq ft · built 2020
5435 Dragonfly Drive, 34785
Beaumont
Listing courtesy of ERA GRIZZARD REAL ESTATE
800 Kilgore Street, starter home for sale in Wildwood
$234,900
4 bd · 2 ba · 1,564 sq ft · built 1926
800 Kilgore Street, 34785
Listing courtesy of FIND YOUR PARADISE
4510 NE 33Rd Lane, starter home for sale in Wildwood
$85,000
2 bd · 1 ba · 768 sq ft · built 1969
4510 NE 33Rd Lane, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
519 Huey Street, starter home for sale in Wildwood
$219,000
2 bd · 1 ba · 1,264 sq ft · built 1955
519 Huey Street, 34785
Listing courtesy of ERA GRIZZARD REAL ESTATE
5255 Sunshine Dr, starter home for sale in Wildwood
$224,900
3 bd · 2 ba · 1,504 sq ft · built 2021
5255 Sunshine Dr, 34785
Beaumont
Listing courtesy of ORCHARD BROKERAGE, LLC
7764 June Lane, starter home for sale in Wildwood
$240,000
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
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
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
$262,990
2 bd · 2 ba · 1,402 sq ft · built 2026
8766 Pinecrest Trail, 34785
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
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
8796 Pine Bark Way, starter home for sale in Wildwood
$279,990
3 bd · 2 ba · 1,525 sq ft · built 2026
8796 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
8801 Pine Bark Way, starter home for sale in Wildwood
$279,990
3 bd · 2 ba · 1,250 sq ft · built 2026
8801 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
8785 Pine Bark Way, starter home for sale in Wildwood
$295,990
4 bd · 2 ba · 1,802 sq ft · built 2026
8785 Pine Bark Way, 34785
Tillman Oaks
Listing courtesy of HOLIDAY BUILDERS GULF COAST
705 5Th Street, starter home for sale in Wildwood
$222,000
3 bd · 2 ba · 1,261 sq ft · built 2017
705 5Th Street, 34785
Listing courtesy of OPENDOOR BROKERAGE LLC
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
Listing courtesy of LPT REALTY, LLC
5285 Sunshine Drive, starter home for sale in Wildwood
$254,700
3 bd · 2 ba · 1,614 sq ft · built 2021
5285 Sunshine Drive, 34785
Beaumont
Listing courtesy of LPT REALTY, LLC
8341 Gower Trail, starter home for sale in Wildwood
$222,990
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
8333 Gower Trail, starter home for sale in Wildwood
$222,990
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
$222,990
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
8339 Gower Trail, starter home for sale in Wildwood
$222,990
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
8327 Gower Trail, starter home for sale in Wildwood
$222,990
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
8329 Gower Trail, starter home for sale in Wildwood
$222,990
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

What the payment looks like

Purchase priceP&I at 7.18%, 5% downP&I, 20% downCash to close at 5% down (est.)
$200,000$1,287$1,084$16,000
$250,000$1,609$1,355$20,000
$300,000$1,931$1,626$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$237,990$209,990
Woodland Crossings99$279,990$249,990
Tillman Oaks88$279,990$239,990
Continental Country Club80$159,000$117,000
Beaumont Ph 170$219,000$199,000
Timberwoods Estates70$124,900$78,400
Triumph South55$287,990$285,990
Continental Camper Resorts Uni50$135,000$124,500
Beaumont Ph 2 & 330$294,900$249,000
Beaumont Ph I30$229,900$216,000
Timberwood Estates30$179,000$125,000
Wildwood Ranch30$99,500$85,000
Highfield At Twisted Oaks22$283,865$282,280
Highfield At Twisted Oaks Ph 222$278,065$276,690
Barwicks Add/Wildwood21$244,449$240,999
Heritage Wood N Lakes Estates20$193,850$167,800
Continental Camper Ress Incorp20$160,750$159,000
Moreland Park20$127,000$60,000
Meadouvista11$299,999$299,999
Medouvista11$299,999$299,999
Triumph South Ph 110$299,900$299,900
Sunny Dell Sub Un 210$289,000$289,000
Wildwood Ranches10$275,000$275,000
Continental Campers Resorts In11$259,900$259,900
Gray Porter Sub10$254,900$254,900
Beaumont Ph I10$250,000$250,000
Barwicks Add Wildwood10$235,000$235,000
Grays Add Wildwood10$234,900$234,900
Meadovista10$229,900$229,900
Block F Meadowlawn Add10$222,000$222,000
Orange Terrace10$219,000$219,000
Continental Country Club Inc10$209,000$209,000
Bridges11$200,000$200,000
Bridges11$200,000$200,000
Continental Cc Community Inc10$199,900$199,900
Bridges Sub11$184,996$184,996
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
Seaboard Park10$174,900$174,900
Continental Camper Residence Inc10$169,000$169,000
Continental Country Club Commu10$159,999$159,999
Continental Country Club - Timberwoods10$159,900$159,900
Bridges Sub To Wildwood10$150,000$150,000
Continental Camper Resorts Inc10$147,000$147,000
Continental Ctry Club Comm10$139,000$139,000
Continental Country Club, Timberwood Estates10$130,000$130,000
Sandalwood Condo10$129,900$129,900
Continental Cc Inc Resorts10$122,000$122,000
Sandalwood Condminium10$114,900$114,900
Water Wheel Adult Mobile Home10$114,000$114,000
Continental Campers Resort10$106,500$106,500

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 November 12, 2026, 132 Wildwood, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 53 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Wildwood?
The median asking price today is $222,990, with listings from $60,000 to $299,999. Wildwood listings without that feature have a median of $372,000.
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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