If the ridge is structural, you can make the dormer as wide as. Then i create in new phase a roof by footprint using your sketch and additional lines so to cover all the demolished area.
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The roofing cement will resist possible leaks overnight.
How to tie in a new roof to an existing roof. To tie into existing roof shingles use a cut valley. Install trusses to meet the eave of the house and nail 2 valley boards into place, securing with roofing cement. To tie into the side of an existing roof, put a new roof truss on the walls of the addition, brace it upright, then snap chalk lines on the shingles to mark the center line of the new roof valleys, where old and new roofs will connect.
After the addition roof is framed and sheathed, snap a line on the existing roof shingles 2 in. Tie a new gable or hip roof to an existing gable or hip roof with valley rafters, which perform the same function as ledgers. Frame and sheathe the addition roof, and snap a line on the existing shingles 2 inches above the valley.
Strip the roofing from the old roof at the connection point to. After nailing down these two boards, dab roofing cement on the nails and along the outside edge. The left is the existing, the right (as small as possible) will be also existing but demolished in new phase;
To tie into the side of an existing roof, put a new roof truss on the walls of the addition, brace it upright, then snap chalk lines on the shingles to mark the center line of the new roof valleys, where old and new roofs will connect. The easiest way to tie in the new shingles with the old is with a cut valley (see four ways to shingle a valley). In sketch mode i've set the slopes as seen in attached image
To tie into existing roof shingles use a cut valley. I've split the existing roof into two roofs:
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