Woodlawn
Homes for Sale in Brooksville, FL

All 453 homes for sale in Brooksville, FL · median $336,000 · 154 homes for sale in 34601 · Hernando County homes for sale

Community in Brooksville · Hernando County · ZIP 34601
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Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of October 2026, the MLS records 9 closed sales in Woodlawn Add in Brooksville, FL since 2016, the most recent in October 2025. Across Brooksville as a whole, 676 homes closed in the last 12 months at a median of $300,400, 75 median days on market, with 219 homes for sale today. At that median and Hernando County's FY2025-26 rate of 18.64 mills, annual property tax runs about $5,600 ($4,830 with the full homestead exemption).

Live · Woodlawn Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Woodlawn Add is an older, established pocket of Brooksville, and the age spread does the talking. With homes dating from 1925 through 2023 and a median build year around 1972, this is not a single-era subdivision — it's a mix of long-standing houses and newer infill, which means condition and updates matter more here than in a tract community where every home shares a build date.

Just under half of the homes carry a homestead exemption, a signal that owner-occupancy and long-term holding are common in this pocket rather than a market dominated by short-term rentals or investor churn. For buyers, that points to a neighborhood that turns over slowly and rewards patience in finding the right listing rather than picking from a deep, fast-moving inventory.

Nearby homes for sale

No active listings inside WoodlawnHomes for Sale in Brooksville, FL 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.

1019 S MILDRED AVENUE
$485K · 0.5 mi away
3 bd · 2.5 ba · 2,707 sqft
1019 S MILDRED AVENUE
Listed by COLDWELL BANKER INVESTORS REAL
1022 S MILDRED AVENUE
$288K · 0.6 mi away
3 bd · 2.5 ba · 2,092 sqft
1022 S MILDRED AVENUE
Listed by HOMAN REALTY GROUP INC
1008 S MILDRED AVENUE
$400K · 0.7 mi away
4 bd · 2 ba · 1,605 sqft
1008 S MILDRED AVENUE
Listed by COMPASS FLORIDA LLC
7256 WINDY WAY
$130K · 0.7 mi away
3 bd · 2 ba · 1,104 sqft
7256 WINDY WAY
Listed by DOWN HOME REALTY US
7291 WINDY WAY
$170K · 0.8 mi away
3 bd · 2 ba · 950 sqft
7291 WINDY WAY
Listed by DENNIS REALTY&INVESTMENTS CORP
7321 WINDY WAY
$145K · 0.8 mi away
3 bd · 2 ba · 732 sqft
7321 WINDY WAY
Listed by RE/MAX MARKETING SPECIALISTS

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Woodlawn Add sits in Brooksville, Hernando County, with a housing stock spanning nearly a century of construction — from homes built in the 1920s to recent additions completed as late as 2023.

Stellar MLS sales records identify 10 homes in Woodlawn that have changed hands since 2010, built between 1936 and 2015 (median 1960), with a median living area of about 910 sq ft and a typical 2-bedroom, 1-bath layout; 80% 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.

County records show 3 qualified sales in Woodlawn across 2024–2025 (1 in 2024, 2 in 2025), median $200,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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.

Best for

  • Buyers prioritizing an established Brooksville location over new-build amenities.
  • Buyers comfortable evaluating homes individually, given the wide range of construction eras.
  • Long-term owner-occupants, given the area's high share of homesteaded properties.

Probably not for

  • Buyers expecting a homeowners' association or shared community amenities.
  • Buyers who want every home in a neighborhood built to the same era and standard.
  • Investors seeking a fast-turnover market with high listing volume.

The market around Woodlawn

Woodlawn is too small for its own price trend, so here is the market around it.

In ZIP 34601, 216 homes are on the market and 26% are under contract — a steady corner of Brooksville.

Across Hernando County, 1,141 homes are active and 431 pending (27% under contract).

In ZIP 34601 (Brooksville), 1,443 homes closed in the last 12 months at a median of $300K ($190/sq ft), up 1.4% year over year, with a median 37 days on market. Right now 60 active and 24 pending listings put supply at about 5.1 months — a balanced market. See the live ZIP 34601 housing market and the Hernando County market.

ZIP and county figures describe the wider market, not Woodlawn specifically. Momentum Research analysis of MLS records.

If we were buying in Woodlawn today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Woodlawn.

Best Buy
Buyers looking for an established Brooksville address without a new-construction price tag or HOA structure.
Biggest Risk
Condition and system age vary widely from house to house, so inspection diligence matters more here than the listing photos suggest.
Sweet Spot
A buyer comfortable evaluating an individual home on its own merits rather than relying on neighborhood-wide consistency.
Avoid If
You want a community with organized amenities or a uniform, single-era housing stock.

A Neighborhood Defined by Vintage Range

With 48 homes on record and a year-built range stretching from 1925 to 2023, Woodlawn Add doesn't fit the profile of a planned development with uniform architecture or a shared HOA amenity package — current MLS data shows no identified community amenities here. What you're buying into is location and lot, not a clubhouse or a pool schedule.

Median living area runs around 1,562 square feet, which is a modest, workable footprint rather than an oversized one — consistent with a neighborhood built up over decades rather than in a single development phase. Because the housing stock spans generations, buyers should expect real variation in mechanical systems, layouts, and renovation history from one listing to the next, and should budget time for a careful inspection rather than assuming any two homes here are comparable on condition alone.

“

The location and the amenities are priced into every listing in Woodlawn. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a neighborhood this age-diverse, the work is in the diligence — knowing which of the 48 homes have been meaningfully updated, which retain original systems, and how that should shape an offer. We walk every comparable with that lens, not just square footage and bedroom count.

Woodlawn in 15 seconds.

Best forBuyers looking for an established Brooksville address without a new-construction price tag or HOA structure.
Biggest advantageThe wide build-year range means patient buyers can find both older, character-rich homes and newer builds within the same small footprint.
Biggest riskCondition and system age vary widely from house to house, so inspection diligence matters more here than the listing photos suggest.
Sweet spotA buyer comfortable evaluating an individual home on its own merits rather than relying on neighborhood-wide consistency.
Avoid ifYou want a community with organized amenities or a uniform, single-era housing stock.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Woodlawn homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Woodlawn.
In short
  • HOA status not on record. Verify any dues before you offer
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Woodlawn sales matched to your home.

What is your Woodlawn home worth?

Get a no-obligation home value based on real comparable sales in Woodlawn, 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 Brooksville →

Real comps, not an automated estimate.
Buyers prioritizing an established Brooksville location over new-build amenities.Excellent fit
Buyers comfortable evaluating homes individually, given the wide range of construction eras.Excellent fit
Long-term owner-occupants, given the area's high share of homesteaded properties.Excellent fit
Buyers expecting a homeowners' association or shared community amenities.Probably not
Buyers who want every home in a neighborhood built to the same era and standard.Probably not
Investors seeking a fast-turnover market with high listing volume.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (9 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. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

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CallFree valuation →
Thinking of selling in Woodlawn Add? 1 recorded closings (window ending 2026-09-20). See the Hernando County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Woodlawn

Where is Woodlawn?

Woodlawn is a community in Brooksville, Hernando County, Florida, ZIP 34601.

Are there homes for sale in Woodlawn right now?

No active listings inside Woodlawn at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Woodlawn have an HOA or CDD?

No HOA is on record for Woodlawn in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.

Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.

More Brooksville & Hernando County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Hernando County or the full Neighborhood Finder.

Nearby Communities

Explore more neighborhoods near Woodlawn with Momentum Realty’s local guides.

SSSodat Sub Unrec0.3 mi away · 50 homes, built 1956–15RSReids Sub0.3 mi away · 20 homes, built 1901–23HCHope Class0.5 mi awayHUHulls Unrec0.5 mi away · 17 homes, built 1967–16MHMitchell Heights0.6 mi away · 7 homes, built 1960–84WJW J Bielenbergs0.6 mi away · 10 homes, built 1970–99ALA Lot 75X130 Aka Lot 70.6 mi awayPParsons0.7 mi away · 36 homes, built 1889–03, 1 for sale

Browse all neighborhood guides →

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Woodlawn Add Market Scorecard

No active listings

Woodlawn Add is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$70,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 34601 ZIP is $315,443, about 12.2% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.