I am really struggling with a baby girl name! I have two boys, and I am just stumped for a girl name. I want a name that isn’t trendy or overly popular, yet not crazy different either. I want her name to be a preppy, classy, upper east side type name…but NOT old/flowery sounding. I keep going back to [name_f]Caroline[/name_f], but I don’t know if I [name_u]LOVE[/name_u] it when I say it out loud. My husband really loves the nickname “[name_u]Charlie[/name_u]” but he hates [name_f]Charlotte[/name_f] (I happen to like [name_f]Charlotte[/name_f], but too popular). A few other names that I have liked, but not sure if they’re “the one” - [name_u]Reese[/name_u] and [name_u]Piper[/name_u] ([name_u]Piper[/name_u] I’m afraid I’ll hate in a year). Any suggestions?
I think [name_f]Caroline[/name_f] is a good option. I like the nickname [name_f]Carrie[/name_f]. [name_u]Reese[/name_u] is also good. My first thought for preppy names was [name_f]Greer[/name_f].
Other suggestions…
[name_u]Ainsley[/name_u]
[name_u]Blair[/name_u]
[name_u]Bryn[/name_u]
[name_u]Gardner[/name_u]
[name_f]Greer[/name_f]
[name_f]Harlow[/name_f]
[name_u]Hayden[/name_u]
[name_u]Holland[/name_u]
[name_u]Hollis[/name_u]
[name_u]Lane[/name_u]
[name_m]Lanier[/name_m]
[name_u]Mercer[/name_u]
[name_u]Porter[/name_u]
[name_u]Sloane[/name_u]
[name_u]Sutton[/name_u]
[name_u]Tierney[/name_u]
[name_u]Quinn[/name_u]
Names that could work with [name_u]Charlie[/name_u] as a nick name: Charliese/[name_f]Charlize[/name_f], [name_f]Charlene[/name_f], [name_f]Charmaine[/name_f]
Names similar to [name_f]Caroline[/name_f]: [name_f]Cordelia[/name_f] nn, [name_f]Cora[/name_f], [name_f]Coralie[/name_f], [name_f]Constance[/name_f], [name_f]Cecelia[/name_f] nn. [name_f]Cece[/name_f]
For [name_u]Piper[/name_u] you could call her [name_f]Philippa[/name_f] and [name_u]Piper[/name_u] as a nick name.
Other preppy names:
[name_f]Amelia[/name_f]/[name_f]Emilia[/name_f]
[name_f]Helena[/name_f]
[name_f]Isabelle[/name_f]
[name_f]Victoria[/name_f]
Names from Gossip Girl because Upper east side:
[name_f]Serena[/name_f]
[name_u]Blair[/name_u]
[name_f]Jenny[/name_f]
[name_f]Vanessa[/name_f]
[name_f]Georgina[/name_f]
[name_f]Lily[/name_f]
[name_f]Eleanor[/name_f]
[name_f]Penelope[/name_f]
[name_f]Ivy[/name_f]
[name_f]Isabel[/name_f]
[name_u]Nelly[/name_u]
[name_f]Hazel[/name_f]
[name_f]Juliet[/name_f]
[name_f]Raina[/name_f]
[name_f]Celia[/name_f] ([name_f]CeCe[/name_f])
[name_f]Poppy[/name_f]
[name_f]Laurel[/name_f]
[name_f]Agnes[/name_f]
[name_f]Hope[/name_f] this helps a little, best of luck x
Preppy, Upper [name_f]East[/name_f] side names that come to mind,
[name_f]Coraline[/name_f]
[name_f]Cora[/name_f]
[name_u]Blair[/name_u]
[name_u]Eloise[/name_u]
[name_f]Genevieve[/name_f]
[name_f]Gwen[/name_f]
[name_f]Phoebe[/name_f]
[name_f]Hope[/name_f] this helps!
I love the nick name [name_u]Charlie[/name_u] too and have been doing research on it. A name that I could find from the early 1900’s is [name_f]Charla[/name_f].
In my neck of the woods, preppy for girls means unisex and last-name names, as @sarah1800 suggested. [name_f]Greer[/name_f] is a great one—has some history, not flowery, but decidedly a girl’s name (especially with actress [name_f]Greer[/name_f] [name_m]Garson[/name_m] as a famous wearer). I also like the suggestions of [name_u]Blair[/name_u], [name_f]Harlow[/name_f] and [name_u]Quinn[/name_u].
Others in that vein:
[name_u]Barrett[/name_u] (I’ve known a girl named [name_u]Barrett[/name_u], and it suited her perfectly.)
[name_u]Darcy[/name_u]
[name_u]Ellery[/name_u]
[name_u]Marlow[/name_u]/[name_f]Marlo[/name_f]
[name_u]Merritt[/name_u]
[name_u]Sullivan[/name_u] (nn. [name_u]Sully[/name_u]?)
Preppy names more along the lines of [name_f]Charlotte[/name_f] and [name_f]Caroline[/name_f] (older and more traditionally feminine):
[name_f]Anneliese[/name_f]
[name_f]Audrey[/name_f]
[name_f]Cassia[/name_f]
[name_f]Chloe[/name_f]
[name_f]Cressida[/name_f]
[name_f]Margaux[/name_f]
[name_f]Philippa[/name_f] (nn. [name_f]Pippa[/name_f]—love this suggestion from @bohomamma!)
[name_f]Tessa[/name_f]
I’m in the SAME situation…2 boys and now a girl and the naming process is SO hard!! Funny because we are definitely using [name_u]Reese[/name_u]! [name_m]Just[/name_m] not sure yet on whether it will be a first or middle, but she will definitely be called [name_u]Reese[/name_u] in some form or fashion. We are considering a hyphenated first name with [name_u]Reese[/name_u], and also a longer more elegant name that can be shortened to a cute nickname like [name_f]Bella[/name_f] [name_u]Reese[/name_u]. Maybe something like that could work for you too! Good luck!!
What about [name_f]Caroline[/name_f] nn [name_u]Charlie[/name_u]?
If that seems like too much of a stretch the nickname [name_f]Carly[/name_f]/[name_f]Carlie[/name_f] is fairly preppy sounding as well as a nice compromise between [name_f]Caroline[/name_f] and [name_u]Charlie[/name_u].
[name_u]Love[/name_u] [name_u]Reese[/name_u] and [name_f]Caroline[/name_f]!
Other suggestions:
[name_f]Monica[/name_f]
[name_f]Paige[/name_f]
[name_u]Quinn[/name_u]
[name_u]Delaney[/name_u]
[name_f]Lana[/name_f]
[name_f]Madeline[/name_f]
[name_f]Audrey[/name_f]
[name_f]Sienna[/name_f]
[name_f]Adeline[/name_f]
[name_f]Eleanor[/name_f]
[name_f]Caroline[/name_f] is gorgeous. I also like [name_f]Georgia[/name_f] or [name_u]Hadley[/name_u].
Similar to [name_f]Caroline[/name_f] in a classic sort of way…
[name_f]Cecelia[/name_f]/[name_f]Celia[/name_f]
[name_f]Cordelia[/name_f]
[name_f]Callista[/name_f]/[name_f]Callisto[/name_f]/[name_f]Calliope[/name_f]
Preppy/upper-crusty:
[name_u]Sloane[/name_u]
[name_u]Blair[/name_u]
[name_u]Brooke[/name_u]
[name_u]Tierney[/name_u]
[name_u]Emerson[/name_u]
In between:
[name_f]Juliet[/name_f]
[name_f]Francesca[/name_f]
[name_f]Willow[/name_f]
[name_f]Phoebe[/name_f]
[name_f]Daphne[/name_f]
[name_f]Laurel[/name_f]
Good luck! 
I could see this as preppy:
[name_f]Brynn[/name_f]
[name_u]Blair[/name_u]
[name_f]Blythe[/name_f]
[name_f]Paige[/name_f]
[name_f]Aster[/name_f]
[name_f]Avalon[/name_f]
[name_u]Hadley[/name_u]
[name_f]Laurel[/name_f]
[name_f]Daphne[/name_f]
[name_f]Mallory[/name_f]
[name_u]Meredith[/name_u]
[name_u]Morgan[/name_u]
[name_f]Miranda[/name_f]
[name_f]Neve[/name_f]
[name_f]Penelope[/name_f]
[name_f]Rhiannon[/name_f]
[name_f]Savannah[/name_f]
[name_u]Sierra[/name_u]
[name_u]Simone[/name_u]
[name_u]Sloane[/name_u]
[name_u]Shea[/name_u]
[name_f]Tessa[/name_f]
[name_u]Waverly[/name_u]
[name_f]Camilla[/name_f]
[name_f]Camille[/name_f]
[name_f]Chloe[/name_f]
[name_f]Felicity[/name_f]
[name_f]Fiona[/name_f]
[name_f]Gemma[/name_f]
[name_f]Michaela[/name_f]
I suppose any name could be thought of as preppy since that’s subjective, but going through my lists, these were the easiest to imagine as that. Some may be due to personal associations.
[name_u]Love[/name_u] [name_f]Caroline[/name_f] though. Good luck!
[name_m]How[/name_m] about [name_m]Charleston[/name_m]? Then you can stay preppy and shorten it to [name_u]Charlie[/name_u].
I agree with another poster that preppy means more unisex/surname to me when talking about girls. Also - I love preppy names! If I can imagine them in a boarding school somewhere, I swoon.
Ideas:
[name_u]Collins[/name_u]
[name_u]Leighton[/name_u]
[name_u]Hollis[/name_u]
[name_u]Hadley[/name_u]
[name_u]Sloane[/name_u]
[name_u]Blair[/name_u]
[name_u]Quinn[/name_u]
[name_u]Grey[/name_u]
[name_u]Jameson[/name_u]
And from your list, [name_u]Reese[/name_u]. I also like [name_f]Caroline[/name_f] nn [name_u]Caro[/name_u].
I think [name_f]Caroline[/name_f] with [name_f]Carlie[/name_f] as a nickname would be a good choice. In addition, I can imagine these names as preppy, upper east side …
[name_u]Carlisle[/name_u]
[name_u]Halsey[/name_u]
[name_f]Brittan[/name_f]
[name_f]Bronwen[/name_f]
[name_f]Rowena[/name_f]
and in a completely different vein, probably because of association
[name_f]Antonia[/name_f] - [name_f]Ana[/name_f], [name_f]Ani[/name_f], [name_f]Anna[/name_f], [name_f]Annie[/name_f]
[name_f]Georgiana[/name_f] - [name_u]Georgie[/name_u], [name_f]Gigi[/name_f], [name_f]Ana[/name_f]
What about [name_u]Eden[/name_u], [name_u]Arden[/name_u] or [name_u]Whitney[/name_u]?
[name_f]Cerise[/name_f]
[name_f]Cecile[/name_f]
Waiverly
[name_u]Tatum[/name_u]
[name_u]Jensen[/name_u]
[name_f]Blythe[/name_f]
Blynn
[name_f]Brynn[/name_f]
[name_u]Blaine[/name_u]
[name_u]Blaire[/name_u]
[name_f]Briar[/name_f], Breyer
[name_f]Velma[/name_f]
[name_m]Palmer[/name_m]
[name_m]Gable[/name_m]
[name_f]Inez[/name_f]
[name_m]Anderson[/name_m]
[name_m]Winston[/name_m]
[name_f]Francine[/name_f]
[name_u]Teagan[/name_u]
[name_f]Marla[/name_f]
Poloma
[name_f]Tamsin[/name_f]
[name_m]Watson[/name_m]
[name_u]Yale[/name_u]
[name_m]Berkeley[/name_m]
[name_u]McKinley[/name_u]
[name_f]Avis[/name_f]
[name_m]Larson[/name_m]
Samra
Pollis (NN [name_u]Poe[/name_u])
[name_u]Langley[/name_u]
[name_u]Fran[/name_u] ([name_f]Frances[/name_f])
[name_f]Glenys[/name_f]
[name_u]Reagan[/name_u]
[name_f]Hilda[/name_f]/[name_f]Hildy[/name_f]
[name_m]Ramsey[/name_m]
[name_u]Finley[/name_u]
[name_m]Zayne[/name_m]
Hemsley
[name_m]Lawson[/name_m]
[name_f]Gweneth[/name_f]
[name_m]Wesley[/name_m]
[name_m]Ralston[/name_m]
[name_u]Monroe[/name_u], NN [name_f]Mona[/name_f], [name_f]Rona[/name_f], [name_f]Ona[/name_f]
[name_f]Daphne[/name_f]
[name_f]Agnes[/name_f]
[name_f]Tiffany[/name_f]
[name_u]Britt[/name_u]
[name_u]Bryce[/name_u]
[name_f]Nicole[/name_f]
[name_f]Ophelia[/name_f]
Samra
[name_u]Hayden[/name_u]
[name_m]Foster[/name_m]
Grimley
[name_f]Jill[/name_f]
[name_u]Jameson[/name_u]
[name_m]Thurston[/name_m]
[name_u]Hadley[/name_u]
[name_f]Edie[/name_f]
[name_f]Gayle[/name_f]
[name_f]Belva[/name_f]
[name_f]Beatrice[/name_f]
[name_u]Carson[/name_u]
[name_u]Ashton[/name_u]
[name_f]Hope[/name_f]
McKinnon
[name_u]Mackenzie[/name_u]
Maclyn
[name_f]Mabel[/name_f]
Algeron
[name_u]Vesper[/name_u]
Maylinn
[name_m]Hanson[/name_m]
Names that may feel similar to [name_f]Caroline[/name_f]:
[name_f]Rebecca[/name_f]
[name_f]Sarah[/name_f]
[name_f]Melissa[/name_f]
[name_f]Audra[/name_f]
[name_u]Aubrey[/name_u]
[name_f]Coralee[/name_f]
[name_f]Annabelle[/name_f]
[name_f]Amber[/name_f]
[name_f]Gwen[/name_f]
[name_f]Rachel[/name_f]
[name_f]Hannah[/name_f]
[name_f]Iva[/name_f]
[name_f]Camille[/name_f]
[name_f]Claire[/name_f]
[name_u]Meredith[/name_u]
[name_f]Salma[/name_f]
[name_f]Sadie[/name_f]
[name_f]Edith[/name_f]
[name_f]Marilyn[/name_f]
[name_f]Carlene[/name_f]
[name_f]Marlene[/name_f]
[name_f]Martha[/name_f], NN [name_u]Marty[/name_u]
[name_f]Agnes[/name_f]
[name_f]Lourdes[/name_f]
[name_f]Norah[/name_f]
[name_f]Eleanore[/name_f]
[name_f]Clarisse[/name_f]
[name_f]Heather[/name_f]
[name_f]Natalie[/name_f]
[name_f]Nathalie[/name_f]
[name_f]Carlene[/name_f]
Faylene