Hollingsworth Real Estate Group logo
Ask Hollingsworth at 914-222-3739
  • Home
  • Listing Search
    • Office Listings
    • Solds
    • Non-Exclusive Buyer Agency Compensation Agreement
  • Meet The Group
    • Offices
    • Contact
  • Blog
  • Testimonials
  • Fair Housing
  • About
  • Hollingsworth Standard Operating Procedures
  • Subscribe
  • House Value Report
914-222-3739
rey@askhollingsworth.com
Sign In
Sign Up
Hollingsworth Real Estate Group logo
Ask Hollingsworth at 914-222-3739
  • Home
  • Listing Search
    • Office Listings
    • Solds
    • Non-Exclusive Buyer Agency Compensation Agreement
  • Meet The Group
    • Offices
    • Contact
  • Blog
  • Testimonials
  • Fair Housing
  • About
  • Hollingsworth Standard Operating Procedures
  • Subscribe
  • House Value Report
Hollingsworth Real Estate Group logo
Ask Hollingsworth at 914-222-3739
inception-app-prod/ZGM3ZDg5ODQtZWRjZC00ZGRhLWE3NjEtZGNjZTgxNzhmMjE4/content/2025/12/a763f34bbb9cd72475c055cf099e2fb315de4e5d.JPG
Oshika Howell Whittaker PhD
Real Estate Salesperson
(646) 249-2235
oshika@askhollingsworth.com

Oshika Howell Whittaker PhD

Buying, selling or investing in real estate is more than a simple transaction. With a background as a licensed psychologist, travel agent and author; Dr. Whittaker brings a person-centered approach to every transaction. With an understanding of motivations, behaviors, communication styles and the decision-making process, she helps clients through the buying and selling process with clarity, confidence and care. Her training in psychology gives her a unique edge in real estate. She assists clients in achieving their goals by listening carefully, which in turn allows her to ask the right questions and develop greater understanding of her clients, their needs and their goals.

Dr. Whittaker is committed to enhancing her knowledge and skills that gives her an edge as an expert in the real estate industry. She is a member of the Hudson Gateway Association of Realtors (HGAR), the New York State Association of Realtors (NYSAR), and the National Association of Realtors (NAR).

Dr. Whittaker is dependable, trustworthy, reliable, detail-oriented and professional. With a commitment to meeting every client where they are in every aspect of their lives, her goal is to provide guidance and support that allow clients to make decisions with confidence.

Contact Oshika Howell-Whittaker PhD to help buy, sell or lease your home with confidence!

 

Price
BedsSqftLot SizeBathsPriceYear BuiltCreated AtTotal ImagesDays on the Market
Descending
DescendingAscending
24
122448
Oshika Howell Whittaker PhD
Newly Listed
281 County Route 3, Ancramdale, NY, 12503
4 Beds
5 Baths
5,670 Sq ft
$90,000,000
MLS# 922447
ACTIVE

Listing Office: Compass Greater NY, LLC

Oshika Howell Whittaker PhD
Virtual Tour
Newly Listed
1233 Rock Rimmon Road, Stamford, CT, 06903
8 Beds
14 Baths
15,944 Sq ft
$75,000,000
MLS# 959838
ACTIVE

Listing Office: Sotheby's International Realty

Oshika Howell Whittaker PhD
18331 &18315 Horace Harding Exp, Fresh Meadows, NY, 11365
$68,880,000
MLS# 862754
ACTIVE

Listing Office: Royalux Realty LLC

Oshika Howell Whittaker PhD
Virtual Tour
45 Hitchcock Lane, Millbrook, NY, 12545
10 Beds
8 Baths
14,706 Sq ft
$65,000,000
MLS# H6314256
ACTIVE

Listing Office: William Pitt Sothebys Int Rlty

Oshika Howell Whittaker PhD
Virtual Tour
212 W 18th Street UNIT PH2, New York (manhattan), NY, 10011
5 Beds
6 Baths
6,738 Sq ft
$42,500,000
MLS# 807403
ACTIVE

Listing Office: Daniel Gale Sothebys Intl Rlty

Oshika Howell Whittaker PhD
Newly Listed
39 New Haven Road UNIT 8, Seymour, CONNECTICUT, 06483
317 Baths
170,716 Sq ft
$39,592,000
MLS# 24166209
ACTIVE

Listing Agent: Luke Porto

Listing Office: William Raveis Real Estate

Oshika Howell Whittaker PhD
Oshika Howell Whittaker PhD
Virtual Tour
Newly Listed
9 MITCHELL DUNES Lane, Amagansett, NY, 11930
7 Beds
9 Baths
8,000 Sq ft
$39,000,000
MLS# 934317
ACTIVE

Listing Office: Carol E Levy

Oshika Howell Whittaker PhD
104 N Garden Drive, Pawling, NY, 12564
9 Beds
15 Baths
55,000 Sq ft
$39,000,000
MLS# 936279
ACTIVE

Listing Office: Julia B Fee Sothebys Int. Rlty

Oshika Howell Whittaker PhD
64 W End Road, East Hampton, NY, 11937
4 Beds
5 Baths
5,500 Sq ft
$38,000,000
MLS# 950023
ACTIVE

Listing Office: Douglas Elliman Real Estate

Oshika Howell Whittaker PhD
Woodward Hill,Stissng Mount, Hicks Hill, Route 199, Pine Plains, NY, 12567
$36,000,000
MLS# H6332462
ACTIVE

Listing Office: Havens Real Estate

Oshika Howell Whittaker PhD
4170/3375+ Indian Neck Lane, Peconic, NY, 11958
11 Beds
16 Baths
$35,500,000
MLS# L3590171
PENDING

Listing Office: Corcoran

Oshika Howell Whittaker PhD
227 Dock Lane, Great Neck, NY, 11024
13 Beds
14 Baths
23,000 Sq ft
$35,000,000
MLS# 903415
ACTIVE

Listing Office: Daniel Gale Sothebys Intl Rlty

Oshika Howell Whittaker PhD
Virtual Tour
215 Uncas Point Road, Guilford, CONNECTICUT, 06437
6 Beds
5 Baths
5,354 Sq ft
$35,000,000
MLS# 24034137
ACTIVE

Listing Agent: Joseph Piscitelli

Listing Office: Coldwell Banker Realty

Oshika Howell Whittaker PhD
Oshika Howell Whittaker PhD
2 "A" W Water Street, Sag Harbor, NY, 11963
8 Beds
10 Baths
16,974 Sq ft
$34,995,000
MLS# 959468
ACTIVE

Listing Office: Douglas Elliman Real Estate

Oshika Howell Whittaker PhD
Newly Listed
2 A West Water Street, Sag Harbor, NY, 11963
8 Beds
10 Baths
12,400 Sq ft
$34,995,000
MLS# 959421
ACTIVE

Listing Office: Nest Seekers LLC

Oshika Howell Whittaker PhD
419-423 Route 59, Monsey, NY, 10952
$32,500,000
MLS# 893487
ACTIVE

Listing Office: Triforce Commercial RE LLC

Oshika Howell Whittaker PhD
2525 Purchase Street, Purchase, NY, 10577
8 Beds
12 Baths
14,680 Sq ft
$30,000,000
MLS# 915874
ACTIVE

Listing Office: Julia B Fee Sothebys Int. Rlty

Oshika Howell Whittaker PhD
Newly Listed
18331 Horace Harding Expressway, Fresh Meadows, NY, 11365
$29,880,000
MLS# 888831
ACTIVE

Listing Office: Royalux Realty LLC

Oshika Howell Whittaker PhD
Virtual Tour
120 Ridge Road, Tuxedo Park, NY, 10987
19 Beds
22 Baths
22,400 Sq ft
$29,500,000
MLS# 892724
ACTIVE

Listing Office: Ellis Sotheby's Intl Realty

Oshika Howell Whittaker PhD
32-19 Linden Place, Flushing, NY, 11354
$28,888,000
MLS# 972273
ACTIVE

Listing Office: Daniel Gale Sothebys Intl Rlty

Oshika Howell Whittaker PhD
6 Spring Hill Lane, Old Westbury, NY, 11568
7 Beds
13 Baths
25,000 Sq ft
$28,000,000
MLS# L3533796
ACTIVE

Listing Office: Daniel Gale Sothebys Intl Rlty

Oshika Howell Whittaker PhD
84-29 Roosevelt Avenue, Jackson Heights, NY, 11372
$28,000,000
MLS# L3572166
ACTIVE

Listing Office: Apple Realty Group Corp

Oshika Howell Whittaker PhD
25 Oakland Avenue, Chester, NY, 10918
$28,000,000
MLS# 949886
ACTIVE

Listing Office: eRealty Advisors, Inc

Oshika Howell Whittaker PhD
Newly Listed
1655 County Road 39, Southampton, NY, 11968
$26,999,000
MLS# 883678
ACTIVE

Listing Office: Brown Harris Stevens Hamptons

No results found

Please remove some of the selected filters.
1 2 3 … 2,318
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright SmartMLS, Inc. Updated: 21st April, 2026 8:21 AM (UTC)
© - All Rights Reserved. The IDX information on this site is provided exclusively for consumers' personal, non-commercial use. IDX information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data provided on this site is not guaranteed accurate by the MLS. Updated: 21st April, 2026 8:00 AM (UTC)

Office

Hollingsworth Real Estate Group
75 S Broadway 4th FlWhite PlainsNY 10601US
914-222-3739
914-303-1879
info@askhollingsworth.com

About us

  • Home
  • Listing Search
  • Meet The Group
  • Blog
  • Testimonials
  • Fair Housing
  • Contact

Consumer Protection & Privacy

  • Accessibility
  • DMCA Compliance
For ADA assistance, please email compliance@placester.com. If you experience difficulty in accessing any part of this website, email us, and we will work with you to provide the information you seek through an alternate communication method.
Hollingsworth Real Estate Group logo

© 2026 All rights reserved

Created with Placester

Sign In

Sign in with your email address

Sign In
Success! Your message was sent!
Thanks for your message, we will contact you soon.
Back to homepage
Oops! Error occurred.
Please try again.
Back to form
Forgot your password?
Create an account
You have been successfully logged in
The page will reload automatically.
Go to the homepage
Sorry something went wrong
Login or password are incorrect. Please try again.
Try again

Sign Up

Your password needs:
At least one uppercase letter
At least one special symbol or number
At least 8 characters
Sign Up
Success! Your message was sent!
Thanks for your message, we will contact you soon.
Back to homepage
Oops! Error occurred.
Please try again.
Back to form
Already a User? Sign In
You have been successfully registered
Please check your email.
Go to the homepage
Sorry something went wrong
Please try again.
Try again

Reset password

Enter your email address

Reset password
Return to Log In
Reset password email has been sent.
Go to the homepage
Sorry something went wrong
Please try again.
Try again

Change password

Your password needs:
At least one uppercase letter
At least one special symbol or number
At least 8 characters
Change password
Sign Up
Your password has been successfully reset.
Go to the homepage
Sorry something went wrong
Please try again.
Try again

Account verification in progress

Please wait...

Account Verified!
The page will reload automatically.
Go to the homepage
Verify your email address
In order to log in to your account, you need to confirm your email address. Please check your inbox!
Go to the homepage

Share this listing

Copy Link

Hold on!

You’re being redirected to the page with listing data.

You have been successfully logged in.
The page will reload automatically.
Sorry something went wrong.
The page will reload automatically.