How to Find the Best Real Estate Agent in Del Webb Oasis, Winter Garden

Buying here? See Del Webb Oasis homes for sale and the Del Webb Oasis community guide (Winter Garden).

In Del Webb Oasis, recent sales run a median of about $599,000 ($278/sq ft), typically closing in about 27 days — so accurate local pricing and comparable-sales knowledge are what separate a strong Del Webb Oasis agent from an average one.

Del Webb Oasis recorded 28 closings in the last 12 months at a median of $599,000, averaging 27 days on market — the numbers any agent you interview here should already know. This guide covers what makes a great Del Webb Oasis real estate agent, the questions to ask before you hire, the current Del Webb Oasis market in detail, and how to connect with a proven local expert. See the Del Webb Oasis neighborhood guide for homes and lifestyle.

What makes a great real estate agent in Del Webb Oasis

The best Del Webb Oasis agents share four things: local sales experience (they’ve actually closed deals here), pricing accuracy built on real comps, marketing that reaches the right buyers, and negotiation that protects your money. In Del Webb Oasis, homes sell in a median of about 27 days, a balanced pace where pricing and presentation both matter.

That local nuance is why a Del Webb Oasis specialist beats a generalist: they know the streets, the HOAs, the school zones, and what buyers here will and won’t pay for.

Recent market activity in Del Webb Oasis

A great agent works from data, not guesswork. Here’s the current snapshot for Del Webb Oasis (from Momentum’s MLS data, as of 2026-08-30):

$599,000
Median sale price
$278/sq ft
Price per sq ft
27 days
Median days on market
4.3 mo
Months of supply
28
Recent closings

Market read: Balanced Market. Use these numbers to pressure-test any agent you interview — a true local will know them cold.

Recent sales in Del Webb Oasis

Real homes recently closed in Del Webb Oasis — the kind of comps a great local agent prices from:

AddressDetailsSold
13780 Fresh Ivy Street4 bd / 3 ba · 2,862 sqft · closed 2026-08-31$849,000
13043 Sandcastle Drive3 bd / 2 ba · 1,943 sqft · closed 2026-08-26$850,000
15157 Aqua Sol Lane2 bd / 2 ba · 1,574 sqft · closed 2026-08-24$420,000
15228 Canopy Cover Drive4 bd / 4 ba · 3,453 sqft · closed 2026-08-04$1.07M
13037 Sandcastle Drive3 bd / 3 ba · 2,902 sqft · closed 2026-07-28$950,000
15162 Canopy Cover Drive2 bd / 2 ba · 2,049 sqft · closed 2026-07-24$830,000

Listings courtesy of Stellar MLS as distributed by MLS GRID. Recent closed sales shown for market context.

Where Del Webb Oasis sales actually landed, 2024–2026

Of the 84 recorded Del Webb Oasis closings since 2024, half landed between $432,880 and $729,618 (the middle two quartiles); the lowest recorded sale was $375,000 and the highest $1,224,660. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

Sold price bandShare of closingsSales
Under $400,000
9 (11%)
$400,000 – $550,000
33 (39%)
$550,000 – $700,000
17 (20%)
$700,000 – $850,000
17 (20%)
None and up
8 (10%)

What homes of your size have sold for in Del Webb Oasis

The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Larger homes here have been selling at a higher price per square foot than smaller ones ($315 vs $273) — less common, and usually a sign of newer or upgraded product at the top of the range.

Size groupMedian $/sqftMedian soldSold rangeSales
Smaller homes
1,574–1,579 sq ft
$273$430,700$375,000 – $499,73028
Mid-size homes
1,579–1,943 sq ft
$316$546,080$405,000 – $782,20028
Larger homes
1,947–3,653 sq ft
$315$773,450$622,210 – $1,224,66028

How Del Webb Oasis compares to its neighbors

Pricing a home means knowing the alternatives buyers are weighing. The five nearest tracked communities, side by side:

CommunityMedian$/sq ftDOMMomentum Score
Del Webb Oasis$599,000$27827 d58
HARVEST AT OVATION 112/64 LOT 142$3,000$151 d49
HORIZON ISLE$765,000$22099 d52
HARVEST/OVATION$556,000$25056 d42
Westhaven at Ovation$875,000$26938 d55
Harvest at Ovation$686,000$25942 d87

Momentum Score is Momentum Realty’s proprietary 0-100 community market rating. Figures from Momentum’s MLS data, as of 2026-08-30.

What is on the market in Del Webb Oasis right now

From the live MLS feed as of 2026-09-03: 10 active listings (plus 3 pending) asking from $400,000 to $910,000, median $732,000; 3 of 10 have been on the market over 60 days (median 7 days so far); the homes listed or recently sold were built between 2022 and 2026 (median 2024), 8 of them new construction; 24 of 25 listed or recently sold homes report an HOA, median $642/mo; none of the 23 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 124 ft); the features listings here most often name are Clubhouse, Fitness Center, Tennis Court(s), Pool and Gated. For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current Del Webb Oasis listings →

Which way this market is moving

Active inventory across Orange County has fallen over the past year (-5%). About 27% of county listings currently carry a price cut, which tells you how much negotiating room the average seller has already conceded. Del Webb Oasis itself has appreciated about 0% over the period Momentum’s MLS data tracks — a community-level trend, not the county average. A strong local agent will reconcile these numbers with what is happening on your exact street before recommending a price.

What it costs to own in Del Webb Oasis

On a median-priced Del Webb Oasis home ($599,000), property taxes at Orange County’s typical millage of 16.6738 run roughly $9,154 a year with the homestead exemption applied — before any CDD or special-district charges, which vary by community.

The average Citizens Property Insurance premium in Orange County is about $1,409 a year (April 2026 filings); private-market quotes differ, and a good agent will tell you which carriers are actually writing here.

Run the real numbers before you commit: what selling nets you, whether your Save Our Homes benefit moves with you, and rent vs buy in Orange County.

At Del Webb Oasis’s $599,000 median and Orange County’s adopted 16.67 mills (FY2025-26), a home assessed at that price carries roughly $9,990 a year in property tax before exemptions, or about $9,320 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Orange County tax page.

Rents and the investor math

Typical asking rent across Orange County sits near $1,949 a month (Zillow’s rent index). Rents are moving about 0.5% year over year. County-level yield math pencils to roughly a 5.79% cap rate on typical numbers, before expenses. Home prices run about 5.24x the county’s median household income, the affordability backdrop every buyer here negotiates inside. If you are weighing an investment purchase in Del Webb Oasis, ask your agent for community-level rent comps rather than county averages — the spread between communities is wide.

Who is moving to Orange County, and what they earn

The county lost a net 9,037 people in the latest IRS county-migration year. Households moving IN average $66,457 in income versus $61,323 for those moving out — movers arriving here earn more than those leaving, which shapes what sellers can ask and what buyers compete against. The biggest out-of-state feeder markets are NY, CA, NJ. Median household income in Orange County has grown about 42% since 2018 ($77,011 now). Population is up about 9% over the same stretch. An agent who knows these flows can tell you which way demand in Del Webb Oasis is actually pointing, not just where prices have been.

Sources: IRS SOI county-to-county migration; U.S. Census income and population estimates. County-level data for context; community demand varies within the county.

School context you can verify: the Orange County school district earned a district grade of A from the Florida Department of Education (2025-26) and has held an A since 2024. Attendance zones vary by address, so confirm the zoned schools for any specific home with the district.

Homes for sale right now in Del Webb Oasis, Winter Garden

10 for sale · 3 pending — the inventory any agent you interview should already know street by street.

15084 CANOPY COVER DRIVE, WINTER GARDEN 34787 home for saleActive · 3 days
$910,000
3 bd · 2.5 ba · 2,270 sqft · built 2023
15084 CANOPY COVER DRIVE, WINTER GARDEN 34787
Listed by COLDWELL BANKER REALTY
13355 SUNNY RETREAT LANE, WINTER GARDEN 34787 home for saleActive · 7 days
$899,000
3 bd · 3 ba · 2,710 sqft · built 2022
13355 SUNNY RETREAT LANE, WINTER GARDEN 34787
Listed by PREMIER SOTHEBYS INT'L REALTY
15000 CANOPY COVER DRIVE, WINTER GARDEN 34787 home for saleActive · 18 days
$874,000
3 bd · 3.5 ba · 2,861 sqft · built 2026
15000 CANOPY COVER DRIVE, WINTER GARDEN 34787
Listed by PULTE REALTY OF NORTH FLORIDA LLC
13361 SUNNY RETREAT LANE, WINTER GARDEN 34787 home for saleActive · 56 days
$859,900
4 bd · 3 ba · 3,172 sqft · built 2023
13361 SUNNY RETREAT LANE, WINTER GARDEN 34787
Listed by EXP REALTY LLC
13175 SUNNY RETREAT LANE, WINTER GARDEN 34787 home for saleActive · 78 days
$765,000
3 bd · 2 ba · 2,054 sqft · built 2024
13175 SUNNY RETREAT LANE, WINTER GARDEN 34787
Listed by BUYER REBATES REALTY
13056 SANDCASTLE DRIVE, WINTER GARDEN 34787 home for saleActive · 11 days
$724,000
2 bd · 2 ba · 1,889 sqft · built 2026
13056 SANDCASTLE DRIVE, WINTER GARDEN 34787
Listed by PULTE REALTY OF NORTH FLORIDA LLC

See every 2 listing, with full data ›

Listings courtesy of Stellar MLS as distributed by MLS GRID. Deemed reliable but not guaranteed. Listings shown as of 2026-09-19; prices and availability change.

If you’re buying in Del Webb Oasis

Del Webb Oasis is balanced enough that discipline wins: set your ceiling before you tour, use inspections seriously, and lean on your agent’s comps rather than list prices. Negotiate concessions where the data supports it.

If you’re selling in Del Webb Oasis

In a balanced Del Webb Oasis market, accurate pricing plus presentation beats gamesmanship. Ask prospective listing agents to walk through their comp selection — how they price is how they will defend your price to an appraiser.

Questions to ask before you hire a Del Webb Oasis agent

Why community expertise matters in Del Webb Oasis

Inside Del Webb Oasis itself, recorded closings have run from $273 per square foot on the smaller homes to $315 on the larger ones — a gap of 14% that a community average hides. An agent who prices from the size table above, not the headline median, is the difference between a home that lingers and one that sells for more, faster.

Top listing agents vs. buyer’s agents in Del Webb Oasis

If you’re selling in Del Webb Oasis, a top listing agent’s pricing, staging, and marketing are what win top dollar — the same skills behind a strong home sale. If you’re buying, a sharp buyer’s agent protects you in negotiation and inspections. The best Del Webb Oasis Realtors do both well; ask any agent you interview which side they’re strongest on and how they’d handle yours.

Momentum’s record in del webb oasis

Momentum Realty is a Northeast Florida brokerage; we do not list homes in Winter Garden ourselves. When you ask us for an agent here we match you with a vetted local agent from our referral network — one whose own closed sales are in Winter Garden — and we only get paid if you close, so the match has to be right. The market numbers on this page are what we would check that agent against.

Meet your local expert

Brittany Brooks, Co-Founder of Momentum Realty
Your local expert
Brittany Brooks — Co-Founder, Momentum Realty

Brittany co-founded Momentum Realty, a RealTrends 500 brokerage (ranked #440 in the U.S.) with 320+ agents and $3.5B+ in closed sales across Florida. Tell her what you’re looking for and she’ll connect you with the right local Momentum specialist — and make sure you’re taken care of from first call to closing.

★★★★★ 5.0 · 12 reviews on Zillow
“If we could give Brittany and Jon Brooks a ten-star review we would. This couple is amazing at what they do.” — Jake S., Zillow
“I have now worked with Brittany and the Brooks Group / Momentum Realty to both buy and sell a property over the past 3 years. I had an outstanding experience.” — A. Lloyd, Zillow
Talk to Brittany →

Related Del Webb Oasis resources

Common questions

How do I find the best real estate agent in Del Webb Oasis?
Look for an agent with real, recent sales in the community, a clear marketing plan, strong negotiation skills, and responsive communication. Ask for their track record and references, and make sure they actually know Del Webb Oasis, not just the metro.
What questions should I ask a Del Webb Oasis agent before hiring them?
Ask how many homes they've sold in or near Del Webb Oasis, how they price, how they market, how they handle negotiations and inspections, how they communicate, and how they get paid. The answers reveal local expertise fast.
Does Momentum Realty cover Del Webb Oasis?
Yes. Momentum Realty serves Del Webb Oasis and Orange County, and can match you with the local specialist who knows it best.
What happens after I ask to be matched?
A local agent who works Del Webb Oasis reaches out to talk through your goal and timing. There is no obligation to list or buy with anyone; you decide whether they are the right fit.
What is the median home price in Del Webb Oasis?
About $599,000 based on recent closed sales in Momentum MLS data, with homes averaging 27 days on market. Ask an agent for live comps, since community medians move month to month.
Is Del Webb Oasis a buyer market or a seller market right now?
Momentum data currently reads Del Webb Oasis as a Balanced Market. Days on market and months of supply on this page show how much negotiating room each side has.
What should I budget beyond the mortgage in Del Webb Oasis?
Property taxes at the county typical millage, insurance, any HOA or CDD charges specific to Del Webb Oasis, and maintenance. The cost-to-own section on this page puts numbers on each.
What do homes of my size sell for in Del Webb Oasis?
Recorded closings since 2024, split by living area: smaller homes (1,574-1,579 sq ft) a median of $273 per square foot and $430,700 sold (28 sales); mid-size homes (1,579-1,943 sq ft) a median of $316 per square foot and $546,080 sold (28 sales); larger homes (1,947-3,653 sq ft) a median of $315 per square foot and $773,450 sold (28 sales). An agent who knows Del Webb Oasis prices against the row your home falls in, not the community average.
Is Del Webb Oasis in a flood zone?
None of the 23 recently listed or sold Del Webb Oasis homes with a geocoded location sits inside a FEMA special flood hazard zone (A or V zones); the median elevation of those listings is 124 ft. Zones are checked per address, not per community; confirm any specific parcel on FEMA's map before relying on it.
Does Del Webb Oasis have an HOA, and how much is it?
24 of the 25 homes recently listed or sold in Del Webb Oasis report an HOA, with a median fee of $642 per month as entered by the listing agents. Fees vary by sub-association and product type; verify with the association's current budget.
How much are property taxes in Del Webb Oasis?
Using the Orange County FY2025-26 rate of 16.67 mills and Del Webb Oasis's recorded median sold price of $599,000, a home assessed at that price would owe roughly $9,990 a year before exemptions, or about $9,320 with the full homestead exemption. Long-time owners under Save Our Homes usually pay less; taxes reset toward this level when a home sells. Actual bills depend on the parcel's municipality and special districts.

Market figures are aggregates from Momentum Realty’s MLS data for Del Webb Oasis, as of 2026-08-30, and will change over time. This is general guidance on how to choose an agent, not a ranking or endorsement of any individual. Equal Housing Opportunity.

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