Cambridge Crossing
Homes for Sale in Winter Garden, FL

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.

County records show 5 qualified sales in Cambridge Crossing across 2024–2025 (4 in 2024, 1 in 2025), median $795,000 — 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.

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

In ZIP 34787, 932 homes are on the market and 29% are under contract — a steady corner of Winter Garden.

Across Orange County, 5,774 homes are active and 1,755 pending (23% under contract).

In ZIP 34787 (Winter Garden), 2,123 homes closed in the last 12 months at a median of $595K ($252/sq ft), down 0.9% year over year, with a median 37 days on market. Right now 352 active and 181 pending listings put supply at about 3.7 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 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.

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.

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