Woodbridge On The Green
Homes for Sale in Winter Garden, FL

Community in Winter Garden · Orange County
56 homesBuilt 1987–2015
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Built fromLive Stellar MLS data17 years of closingsFL DOR public recordsUpdated twice daily
Live · Woodbridge On The Green Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
77%
Owner-occupied · Woodbridge On The Green
43 of 56 parcels homesteaded (FL DOR 2025)
23%
Non-owner-occupied · Woodbridge On The Green
incl. 7% trust or LLC-held · 100% out-of-state
56
Homes in the community
56 residential parcels (FL DOR 2025)
Track record · 17 years of records
Est. 1987
Community established
homes built 1987-2015, median 2000 (FL DOR 2025)
0
Failed listings · 2025
peaked at 4 in 2009
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Woodbridge On The Green is a small, established pocket of Winter Garden with only 56 homes total, so the market here moves in small batches rather than broad trends. With a median year built of 2000 inside a 1987-2015 range, pricing is driven less by age and more by how well an individual home has been maintained and updated since it was built.

The homestead share sits at just under 77 percent, which points to a base of longer-term owners rather than frequent investor or rental turnover. For sellers, that means fewer comparable listings to lean on and more weight placed on presentation. For buyers, it means patience: inventory here is thin, and the right floor plan or lot may not resurface soon if you pass on it.

Best for

  • Buyers focused on a specific Winter Garden location who are willing to wait for the right listing rather than choose from volume
  • Buyers comparing homes built primarily around the year 2000 who want a fairly consistent construction era to evaluate
  • Buyers who prioritize the home and lot itself over shared community amenities

Probably not for

  • Buyers who want an HOA-managed pool, clubhouse, or similar amenity package as part of the purchase
  • Buyers who need a wide selection of active listings to compare before making a decision
  • Buyers hoping to move quickly through several homes in the same community in a short search window

The market around Woodbridge On The Green

Woodbridge On The Green is a small community — 26 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Orange County, 5,886 homes are active and 2,019 pending (26% under contract).

The housing mix here is 62% single family residence, 27% half duplex, 8% townhouse.

ZIP and county figures describe the wider market, not Woodbridge On The Green specifically. Momentum Research analysis of MLS records.

If we were buying in Woodbridge On The Green 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 Woodbridge On The Green.

Best Buy
Buyers who want an established Winter Garden address and are comfortable competing for a limited pool of listings.
Biggest Risk
With no shared amenities and only 56 homes total, selection is thin and timing is not guaranteed.
Sweet Spot
A home near the median 2,148 square feet that has been consistently maintained by a long-term owner.
Avoid If
You are counting on community amenities or a large pool of comparable listings to shop against.

A small community that trades on maintenance, not scale

At just 56 homes, Woodbridge On The Green does not generate the volume of listings that larger Winter Garden communities do. The build years span 1987 to 2015, but the median year built of 2000 suggests the core of the community dates to a single, fairly concentrated development period, with a handful of newer or older outliers on either end. That matters for buyers comparing homes here: two houses of similar size can carry very different systems, finishes, and maintenance histories depending on where they fall in that range.

No community amenities are identified in current MLS listings, so this is a community to evaluate on the home and lot itself rather than on shared recreational features. The median living area of 2,148 square feet gives a reasonable baseline for comparing floor plans, but with so few homes in inventory at any given time, buyers should expect to move decisively when something in good condition comes up rather than waiting for a second similar listing.

The location and the amenities are priced into every listing in Woodbridge On The Green. 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 community this small, the listings that matter often do not stay on the market long enough to build a public track record. We track Woodbridge On The Green closely enough to flag a listing the moment it hits, and we know how to read a home's build year against its actual condition rather than assuming newer construction inside the range means less work to do.

Woodbridge On The Green in 15 seconds.

Best forBuyers who want an established Winter Garden address and are comfortable competing for a limited pool of listings.
Biggest advantageA concentrated build period around 2000 makes it easier to compare like homes once you find one on the market.
Biggest riskWith no shared amenities and only 56 homes total, selection is thin and timing is not guaranteed.
Sweet spotA home near the median 2,148 square feet that has been consistently maintained by a long-term owner.
Avoid ifYou are counting on community amenities or a large pool of comparable listings to shop against.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • 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 Woodbridge On The Green sales matched to your home.

What is your Woodbridge On The Green home worth?

Get a no-obligation home value based on real comparable sales in Woodbridge On The Green, 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 homes for sale in Woodbridge On The Green on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Woodbridge On The Green?
The Florida DOR 2025 assessment roll shows 56 homes in Woodbridge On The Green (public records).
What share of Woodbridge On The Green is owner-occupied?
77% of Woodbridge On The Green parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Woodbridge On The Green built?
Homes in Woodbridge On The Green were built between 1987 and 2015, with a median year built of 2000 (FL DOR 2025 roll).
Who is the best real estate agent for Woodbridge On The Green?
The best agent for Woodbridge On The Green is one who actively works Winter Garden and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Woodbridge On The Green.
How do I find a top Winter Garden real estate agent who knows Woodbridge On The Green?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Woodbridge On The Green and the wider Winter Garden area.
Can Momentum Realty connect me with an agent for Woodbridge On The Green?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Woodbridge On The Green purchase or sale - no call center and no pressure.
Buyers focused on a specific Winter Garden location who are willing to wait for the right listing rather than choose from volumeExcellent fit
Buyers comparing homes built primarily around the year 2000 who want a fairly consistent construction era to evaluateExcellent fit
Buyers who prioritize the home and lot itself over shared community amenitiesExcellent fit
Buyers who want an HOA-managed pool, clubhouse, or similar amenity package as part of the purchaseProbably not
Buyers who need a wide selection of active listings to compare before making a decisionProbably not
Buyers hoping to move quickly through several homes in the same community in a short search windowProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34787))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2009 (4 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 your area comps.

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