Cambridge Crossing
Homes for Sale in Winter Garden, FL
All 720 homes for sale in Winter Garden, FL · median $575,000 · 509 homes for sale in 34787 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 28 closed sales in Cambridge Crossing Ph 01 in Winter Garden, FL since 2006, the most recent in October 2025. Across Winter Garden as a whole, 1,316 homes closed in the last 12 months at a median of $595,000, 38 median days on market, with 348 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $9,920 ($9,250 with the full homestead exemption).
What sets price in Cambridge Crossing Ph 01 is condition and vintage, not a tidy per-square-foot formula. With a build range spanning 1940 to 2016 and a median year built around 2000, this is not a uniform tract of one floor plan — you have older stock and newer construction sharing the same community, and that mix means two homes of similar size can trade very differently depending on updates, systems, and how much original material remains.
The living footprint here is generous, with a median just over 2,900 square feet, so buyers are shopping larger homes and should budget for the upkeep that comes with them. For sellers, the takeaway is that presentation and honest condition disclosure move the needle more than a headline number; for buyers, expect to underwrite each property on its own merits rather than assuming the community median tells you what any single house is worth.
Nearby homes for sale
No active listings inside Cambridge Crossing Ph 01 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.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Cambridge Crossing Ph 01 is a small Winter Garden community of 84 homes in Orange County, notable for a wide construction span and a larger-than-typical median living size rather than any single defining product type.
Stellar MLS sales records identify 72 homes in Cambridge Crossing that have changed hands since 2004, built between 1999 and 2003 (median 2000), with a median living area of about 3,095 sq ft and a typical 4-bedroom, 3-bath layout; 100% 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.
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.
Who Cambridge Crossing is best for.
Best for
- Buyers seeking substantial square footage who will inspect and underwrite each home individually
- Owner-occupants planning to stay put in a low-turnover setting
- Buyers comfortable budgeting for the maintenance an older or larger home can require
Probably not for
- Shoppers who want a new-construction, single-product community
- Investors chasing quick turnover in a high-churn market
- Buyers who need a small, low-maintenance footprint
The market around Cambridge Crossing
Cambridge Crossing is too small for its own price trend, so here is the market around it.
In ZIP 34787, 957 homes are on the market and 30% are under contract — a steady corner of Winter Garden.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 34787 (Winter Garden), 2,162 homes closed in the last 12 months at a median of $595K ($251/sq ft), down 0.6% year over year, with a median 36 days on market. Right now 357 active and 169 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 34787 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Cambridge Crossing specifically. Momentum Research analysis of MLS records.
The Cambridge Crossing buying strategy.
If we were buying in Cambridge Crossing today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Cambridge Crossing.
A mixed-vintage pocket, not a cookie-cutter subdivision
The defining fact here is the spread: homes built as early as 1940 and as recently as 2016 sit under the same community name. That kind of range is unusual and it changes how you shop. Rather than comparing to a neighbor's recent sale and calling it a comp, you have to weigh the specific house — roof, HVAC, plumbing, kitchen, and whether an older structure has been meaningfully renovated or left largely original.
The other structural signal is ownership posture. About 82 percent of homes here carry a homestead exemption, which points to a community held largely by owner-occupants rather than short-term holders. That tends to mean less rapid turnover and inventory that comes to market deliberately, so timing and patience matter more than in a churn-heavy area.
The location and the amenities are priced into every listing in Cambridge Crossing. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A community with this much vintage spread rewards a broker who prices house-by-house instead of leaning on a blanket median. We read each property on its systems and updates, size the real cost of ownership on a home near 2,900 square feet, and, in a mostly owner-occupied setting with limited turnover, help you move at the right moment rather than the market's.
Cambridge Crossing in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Cambridge Crossing buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Cambridge Crossing sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Cambridge Crossing, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Cambridge Crossing home worth?
Get a no-obligation home value based on real comparable sales in Cambridge Crossing, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Should you buy in Cambridge Crossing?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2006 (28 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.
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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.
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See how Cambridge Crossing Ph 01 fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Cambridge Crossing
Where is Cambridge Crossing?
Cambridge Crossing is a community in Winter Garden, Orange County, Florida, ZIP 34787.
Are there homes for sale in Cambridge Crossing right now?
No active listings inside Cambridge Crossing at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Cambridge Crossing have an HOA or CDD?
No HOA is on record for Cambridge Crossing 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.
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