Where to Start???? New home - design disaster...
New home with plenty of potential but I have no idea where to start with the exterior. Clearly options would be landscaping, porch renovation, something with the shutters/door/steps. But what would make the biggest impact first? We're working with a smaller budget.... ~25,000 for the time being.

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check out the following for colors:-
Traditional with picket fence
keep it white, black shutters, and a red door (porch ceiling should be hainte blue if you are in the south)
Transitional
Go with a deep grey or sage with white trim and red door
or modernize it
Paint- Bryant Gold, Trim Olivetone (both BM paints) and then a burgandy or eggplant door
Congratulations on your new home.
Then pour new pathway to street. Short picket fence by sidewalk with a gate to the path. Then, new fence to left of house, and a few shrubs to soften and add privacy to the right.
Charmean Neithart
Fix any damage from long-neglected leaks.
Then come back and tell us what's in the budget.
A special area of concern is where the bump-outs on the first floor meets the siding. Those are prone to leaks, and can rot away the structure under the siding.
White was not a widely used color in the time that house was built as the technology wasn't available to make durable white paint. The house would have been a light colored body with dark trim; the fashion trim work lighter than the body color didn't come until after 1900. See the following article for more info and check that site for some great color info for historic homes
http://oldhousecolors.com/2007/10/16/the-great-divide-%E2%80%93-what-happened-to-colours-in-1900/1/
I wouldn't enlarge the porch or change out the steps to either brick or stone. The porch is authentic to the style of the home and will seem much more significant when the paint scheme shows off the fancy trim work and ties it to the trim around the bay window. I definitely agree that you need a wooden hand rail with large newel posts on both sides of the stairs. Paint the porch steps and the deck with a dark color to tie in with your paint scheme. I'm not sure whether the crosswise boards just above the deck are original but they look more 1905-1920 era to me. The original might have been a fancy spindles below a low railing which might have just been too much work to repair and maintain for some early 20th century owner.
I always refer to my home as THAT HOUSE. When people ask why, I say when you drive down my street and figure out which house is mine, you are bound to say "Oh, that house...I love that house"
It seems like your house has some Italianate influences (mostly seen on the details on the porch and the roofline).
To push this aesthetic, you could add decorative brackets under the soffits and a little double-arched window in the gable. Classic two over two windows painted black could remove the need for shutters as decoration. This could be done by either replacing the windows or adding a good quality storm window appropriate to the house. Removing the shutters updates the facade in a classic way. It would be nice if the stairs were contained with a more classic structure and painted a medium gray. The door could be painted red or another bold color that contrasts with the house. A window could be added to the left side bumpout to mimic the right side bumpout. Right now the left hand side looks maybe like a later addition, from what I can see.
Enough with the house...you're already pretty close.
In the front, a low stone wall with a knee-high picket fence could really set off your house. A new cobble sidewalk could replace the old, tired, cement sidewalk. Then it's landscape, landscape, landscape. Low-maintainence bushes, hostas, hydrangeas, flowering crabs, and the like would seem correct for this house. You see many of these plants at vintage homes, but the layering and texturing helps it seem up-to-date. The landscaping also acts as a screen for your fence and the neighbor's house in back...and it frames your house beautifully.
Fun!
Judging from the picture, (square posts, chamfered edges) it looks like you have an Folk Victorian style house with Italianate porch posts and dentil molding, and all that white paint is just obscuring everything. Do you have a wing in a different siding and a large porch or is that a different house? It is a little hard to tell in this picture. Italianates and folk Victorians really benefit from subtle paint schemes in natural stone-like colors, or can go more colorful. What just make it look very blah and covers up anything fancy or nice--came in favor apparently in the 1930s and stays popular because it is cheap and easy and has a clean look.
http://www.oldhouseguy.com/services.php (lots of good tips on a variety of issues
http://artsandcraftshomes.com/exterior-paint-schemes-for-foursquares/ (summary of color trends--1890-1930 or so)
http://www.oldhouseonline.com/guide-to-period-appropriate-paints/
http://www.historichousecolors.com/projects.html
(lots of examples. check variety of homes for ideas)
http://www.oldhouseonline.com/how-to-choose-paint-colors-for-victorian-houses/
Your door is Arts and Crafts and looks like it is wood--might date to the 1920s or so, or could be a new reproduction. As Linda mentioned, if you like that color, it is very Italianate/Victorian to paint the body a medium tone, such as taupe or ocher or tawny geen, and the trim a darker color like your door, or more of a charcoal grey color, or bown. or some combination. It was common with this style porch to have some of the decoration picked out in a subtlely contrasting color, esp. the horizontal banding and the vertical brackets. Be careful to keep the contrast low or it won't look right.
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