4 Bedroom Homes for Sale in Wildwood, FL

Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Wildwood listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.

51 homes with four or more bedrooms are for sale or pending in Wildwood, FL today across 14 communities. The median asking price is $335,000, from $279,990 to $3,699,999. Listings in Wildwood without that feature have a median of $246,990. Most listings right now: Woodland Crossings (11), Triumph South (7), Highfield At Twisted Oaks Ph 2 (5). Updated October 2, 2026 from the MLS.

Live 4-bedroom homes in Wildwood: the listings

36 active listings match today (26% of Wildwood inventory), median asking $334,535, $169/sq ft, median 45 days on market. Photo cards link to the listing; refreshed nightly.

Newest 4-bedroom homes in Wildwood

4678 Cornerstone Road, 4-bedroom for sale in Wildwood
$379,000 New
5 bd · 3 ba · 2,605 sq ft · built 2022
4678 Cornerstone Road, 34785
Triumph South
Listing courtesy of THE KLR GROUP LLC
8773 Triumph Circle, 4-bedroom for sale in Wildwood
$334,070 New
5 bd · 3 ba · 2,077 sq ft · built 2026
8773 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8786 Triumph Circle, 4-bedroom for sale in Wildwood
$322,070 New
5 bd · 3 ba · 2,077 sq ft · built 2026
8786 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8769 Triumph Circle, 4-bedroom for sale in Wildwood
$313,295 New
4 bd · 2 ba · 1,828 sq ft · built 2026
8769 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8785 Triumph Circle, 4-bedroom for sale in Wildwood
$313,295 New
4 bd · 2 ba · 1,828 sq ft · built 2026
8785 Triumph Circle, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8387 Clearway Drive, 4-bedroom for sale in Wildwood
$310,070 New
4 bd · 2 ba · 1,828 sq ft · built 2026
8387 Clearway Drive, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
8785 Pine Bark Way, 4-bedroom for sale in Wildwood
$286,990 New
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, 4-bedroom for sale in Wildwood
$283,990 New
4 bd · 2.5 ba · 1,895 sq ft · built 2027
8902 Wildflower Field Lane, 34785
Woodland Crossings
Listing courtesy of MALTBIE REALTY GROUP
2540 NE 77Th Road, 4-bedroom for sale in Wildwood
$824,900
4 bd · 3 ba · 2,678 sq ft · built 2026
2540 NE 77Th Road, 34785
Listing courtesy of FLAMINGO REAL ESTATE & MNGMT
2870 NW 87Th Avenue, 4-bedroom for sale in Wildwood
$2,900,000
4 bd · 4.5 ba · 4,647 sq ft · built 2016
2870 NW 87Th Avenue, 34785
Listing courtesy of FLAMINGO REAL ESTATE & MNGMT
8510 Triumph Circle, 4-bedroom for sale in Wildwood
$315,000
4 bd · 2 ba · 1,816 sq ft · built 2020
8510 Triumph Circle, 34785
Triumph South
Listing courtesy of RE/MAX PREMIER REALTY
5430 County Road 125, 4-bedroom for sale in Wildwood
$499,900
4 bd · 2 ba · 2,076 sq ft · built 2005
5430 County Road 125, 34785
Listing courtesy of LPT REALTY, LLC
5310 Sunshine Drive, 4-bedroom for sale in Wildwood
$329,900
4 bd · 2 ba · 2,034 sq ft · built 2021
5310 Sunshine Drive, 34785
Beaumont
Listing courtesy of LPT REALTY, LLC
8890 Wildflower Field Lane, 4-bedroom 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
7832 Penrose Place, 4-bedroom for sale in Wildwood
$330,000
4 bd · 2 ba · 2,034 sq ft · built 2020
7832 Penrose Place, 34785
Beaumont
Listing courtesy of 7 DAY REALTY
8896 Wildflower Field Lane, 4-bedroom 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
1155 Timberwood Drive, 4-bedroom for sale in Wildwood
$369,900
4 bd · 3 ba · 2,109 sq ft · built 2026
1155 Timberwood Drive, 34785
Woodland Crossings
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
3280 Windswept Way, 4-bedroom for sale in Wildwood
$358,610
4 bd · 2 ba · 1,850 sq ft · built 2026
3280 Windswept Way, 34785
Highfield At Twisted Oaks
Listing courtesy of PULTE REALTY OF WEST FLORIDA LLC
1285 NW 102Nd Boulevard, 4-bedroom for sale in Wildwood
$2,688,888
5 bd · 3.5 ba · 2,654 sq ft · built 2024
1285 NW 102Nd Boulevard, 34785
Listing courtesy of EXIT RIVERSIDE REALTY
1161 Timberwood Drive, 4-bedroom for sale in Wildwood
$385,565
4 bd · 3 ba · 2,314 sq ft · built 2026
1161 Timberwood Drive, 34785
Woodland Crossings
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
8395 Clearway Drive, 4-bedroom for sale in Wildwood
$305,990
4 bd · 2 ba · 1,828 sq ft · built 2026
8395 Clearway Drive, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
9205 Newmons Place, 4-bedroom for sale in Wildwood
$357,240
4 bd · 3 ba · 2,262 sq ft · built 2026
9205 Newmons Place, 34785
Highfield At Twisted Oaks
Listing courtesy of PULTE REALTY OF WEST FLORIDA LLC
8399 Clearway Drive, 4-bedroom for sale in Wildwood
$299,990
4 bd · 2 ba · 1,828 sq ft · built 2026
8399 Clearway Drive, 34785
Triumph South
Listing courtesy of DR HORTON REALTY OF WEST CENTRAL FLORIDA
1231 NW 102Nd Boulevard, 4-bedroom for sale in Wildwood
$3,699,999
7 bd · 5.5 ba · 3,400 sq ft · built 2025
1231 NW 102Nd Boulevard, 34785
Listing courtesy of EXIT RIVERSIDE REALTY
4711 County Road 134, 4-bedroom for sale in Wildwood
$650,000
4 bd · 3 ba · 2,876 sq ft · built 1980
4711 County Road 134, 34785
Listing courtesy of GAILEY ENTERPRISES REAL ESTATE
5353 County Road 125, 4-bedroom for sale in Wildwood
$599,000
4 bd · 3 ba · 2,649 sq ft · built 2003
5353 County Road 125, 34785
Listing courtesy of COLDWELL BANKER VANGUARD LIFESTYLE REALTY
9029 Wildlight Trail, 4-bedroom for sale in Wildwood
$348,740
4 bd · 3 ba · 2,262 sq ft · built 2026
9029 Wildlight Trail, 34785
Highfield At Twisted Oaks
Listing courtesy of PULTE REALTY OF WEST FLORIDA LLC
8669 Triumph Circle, 4-bedroom for sale in Wildwood
$290,000
4 bd · 2 ba · 1,816 sq ft · built 2022
8669 Triumph Circle, 34785
Triumph South
Listing courtesy of WORTH CLARK REALTY
3294 Windswept Way, 4-bedroom for sale in Wildwood
$352,910
4 bd · 2 ba · 1,850 sq ft · built 2026
3294 Windswept Way, 34785
Highfield At Twisted Oaks
Listing courtesy of PULTE REALTY OF WEST FLORIDA LLC
5092 Stokes Way, 4-bedroom for sale in Wildwood
$335,000
4 bd · 2 ba · 2,031 sq ft · built 2023
5092 Stokes Way, 34785
Listing courtesy of REAL BROKER, LLC

The most expensive 4-bedroom homes in Wildwood

ListingAskingSq ftCommunity
1231 NW 102Nd Boulevard$3,699,9993,400—
2870 NW 87Th Avenue$2,900,0004,647—
1285 NW 102Nd Boulevard$2,688,8882,654—
2540 NE 77Th Road$824,9002,678—
510 Phillips Lane$800,0001,340—
4711 County Road 134$650,0002,876—
5353 County Road 125$599,0002,649—
5430 County Road 125$499,9002,076—
7175 County Road 213$411,0002,133—
1161 Timberwood Drive$385,5652,314Woodland Crossings

4-Bedroom Homes by price

BandFor saleShare
Under $300K925%
$300K–$500K2056%
$500K–$750K26%
$750K–$1M26%
$1M+38%

Wildwood 4-bedroom homes by community

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

Community4-Bedroom HomesNew buildMedian listFrom
Woodland Crossings1111$309,685$279,990
Triumph South77$313,295$299,990
Highfield At Twisted Oaks Ph 255$357,240$352,910
Highfield At Twisted Oaks55$317,990$295,450
Triumph South Ph 140$343,500$290,000
Tillman Oaks44$286,990$286,990
Pepper Tree Village20$346,250$340,000
Preserve/Oak Hill10$2,900,000$2,900,000
Equine Acres10$1,695,000$1,695,000
Fairways At Rolling Hills 1Staddition10$599,000$599,000
Fairways/Rolling Hills 1St Add10$499,900$499,900
Beaumont Ph 2 & 310$335,000$335,000
Beaumont Ph 110$330,000$330,000
Beaumont10$329,900$329,900

What the fourth bedroom costs

The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.

Questions to ask about any four-bedroom listing

Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.

Common questions

How many homes with four or more bedrooms are for sale in Wildwood?
As of October 2, 2026, 51 Wildwood, FL listings whose MLS record reports four or more bedrooms are active or pending, across 14 communities. The count updates with every MLS refresh.
What do 4-bedroom homes cost in Wildwood?
The median asking price today is $335,000, with listings from $279,990 to $3,699,999. Wildwood listings without that feature have a median of $246,990.
Which Wildwood community has the most 4-bedroom homes for sale?
Woodland Crossings has the most right now (11), followed by Triumph South (7), Highfield At Twisted Oaks Ph 2 (5), Highfield At Twisted Oaks (5).
How much more does a 4-bedroom home cost?
It depends on the city and the age of the housing stock. The answer block on this page states today’s median asking price for four-plus-bedroom homes next to the median for other listings in the same city, and each listing page shows square footage so you can compare on a per-square-foot basis.

Keep exploring Wildwood

4-Bedroom Homes 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 four or more bedrooms. 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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