Josephine O'Leary Weir

Josephine O'Leary Weir

Licensed Real Estate Salesperson

Bedford Brokerage

4 Court Road
Bedford, NY 10506

Josephine — Where Local Insight Meets Global Perspective

  • Born In:
    Ireland
  • Favorite Movie:
    My Cousin Vinny
  • Passion:
    Fruit
  • Interests:
    Jogging, Kayaking, Skiing, Traveling, Golfing
  • Favorite Lyric:
    Take me home, country roads
  • Can’t Live Without:
    Family, Friends, Music & Laughter
  • Inspiration:
    Personality

Josephine doesn’t just sell homes — she connects people to places where their lives can unfold with purpose.

Born in Europe, shaped by global experiences, and rooted in Westchester County since 1990, Josephine brings a worldview to real estate that’s as expansive as it is personal. Her journey from international traveler to deeply embedded local is more than a backstory — it’s the foundation of her approach. She knows what it means to fall in love with a place, to find your footing in a new chapter, and to call somewhere home.

For over 16 years, Josephine has been the go-to guide for buyers and sellers across Westchester, Brooklyn, Queens, and beyond. Her approach is intuitive and strategic, balancing old-school professionalism with modern savvy. She’s the one clients turn to when deals get complicated, timelines get tight, or emotions run high — and she delivers, every time.

Before real estate, Josephine built a successful career in the skincare industry, working with discerning, high-profile clientele. That early experience honed her obsession with detail, discretion, and exceeding expectations — qualities her real estate clients now rely on.

Her passion for community runs deep. Whether she’s fundraising for the local hospital or supporting the Ambulance Corps, Josephine doesn’t just work in Westchester County — she shows up, invests, and gives back.

Poised, driven, and endlessly resourceful, Josephine offers more than local expertise. She brings the rare ability to see the big picture and gets each client to the closing table strategically without missing the small moments — the kind of agent who understands both the emotional and strategic sides of a move.

If you’re looking for someone who knows how to navigate neighborhoods and negotiate outcomes — with heart, grit, and global perspective — Josephine is your next call.

Josephine doesn’t just sell homes — she connects people to places where their lives can unfold with purpose.

Born in Europe, shaped by global experiences, and rooted in Westchester County since 1990, Josephine brings a worldview to real estate that’s as expansive as it is personal. Her journey from international traveler to deeply embedded local is more than a backstory — it’s the foundation of her approach. She knows what it means to fall in love with a place, to find your footing in a new chapter, and to call somewhere home.

For over 16 years, Josephine has been the go-to guide for buyers and sellers across Westchester, Brooklyn, Queens, and beyond. Her approach is intuitive and strategic, balancing old-school professionalism with modern savvy. She’s the one clients turn to when deals get complicated, timelines get tight, or emotions run high — and she delivers, every time.

Before real estate, Josephine built a successful career in the skincare industry, working with discerning, high-profile clientele. That early experience honed her obsession with detail, discretion, and exceeding expectations — qualities her real estate clients now rely on.

Her passion for community runs deep. Whether she’s fundraising for the local hospital or supporting the Ambulance Corps, Josephine doesn’t just work in Westchester County — she shows up, invests, and gives back.

Poised, driven, and endlessly resourceful, Josephine offers more than local expertise. She brings the rare ability to see the big picture and gets each client to the closing table strategically without missing the small moments — the kind of agent who understands both the emotional and strategic sides of a move.

If you’re looking for someone who knows how to navigate neighborhoods and negotiate outcomes — with heart, grit, and global perspective — Josephine is your next call.

Josephine doesn’t just sell homes — she connects people to places where their lives can unfold with purpose.

Born in Europe, shaped by global experiences, and rooted in Westchester County since 1990, Josephine brings a worldview to real estate that’s as expansive as it is personal. Her journey from international traveler to deeply embedded local is more than a backstory — it’s the foundation of her approach. She knows what it means to fall in love with a place, to find your footing in a new chapter, and to call somewhere home.

For over 16 years, Josephine has been the go-to guide for buyers and sellers across Westchester, Brooklyn, Queens, and beyond. Her approach is intuitive and strategic, balancing old-school professionalism with modern savvy. She’s the one clients turn to when deals get complicated, timelines get tight, or emotions run high — and she delivers, every time.

Before real estate, Josephine built a successful career in the skincare industry, working with discerning, high-profile clientele. That early experience honed her obsession with detail, discretion, and exceeding expectations — qualities her real estate clients now rely on.

Her passion for community runs deep. Whether she’s fundraising for the local hospital or supporting the Ambulance Corps, Josephine doesn’t just work in Westchester County — she shows up, invests, and gives back.

Poised, driven, and endlessly resourceful, Josephine offers more than local expertise. She brings the rare ability to see the big picture and gets each client to the closing table strategically without missing the small moments — the kind of agent who understands both the emotional and strategic sides of a move.

If you’re looking for someone who knows how to navigate neighborhoods and negotiate outcomes — with heart, grit, and global perspective — Josephine is your next call.

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  • Agent Designations
    • Licensed Real Estate Salesperson
    • Certified Buyer Representative
    • Pricing Strategy Advisor
    • Seller Representative Specialist
  • Awards
    • Highest Sale in the Rivertowns
    • Winner of the Platinum Award with Houlihan Lawrence
    • Top 1% Westchester Agent with Houlihan Lawrence
    • Luxury Home Specialist
    • Relocation Specialist
    • Five Star Professional
  • Specialities
    • Member, National Association of Realtors
    • Member, New York State Association of Realtors
    • Member, Hudson Gateway Association of Realtors
    • Member, Hudson Gateway Multiple Listing Service
    • Top 1% Westchester Agents with Houlihan Lawrence

Testimonials

Josephine 值得信任,有耐心,尊重我的意见,在买房和卖房的全过程中提供全方位的帮助。 Josephine is trustworthy, patient and respective of my preferences. She went extra miles providing services throughout my house buying and selling process in New York State.

Aili Zhao

Josephine, I want to thank you for the unfailing persistence you demonstrated over the course of our multi-year effort to reconstitute our living situation in retirement. You shepherded us through the process of selling our home, but not before you assisted us in buying the next one. In the current market, the sale of our former home was easy. Less easy was the finding and acquisition of its replacement: the condominium in the unique Valeria complex. We had been hoping to get in there for several years. With your assistance, we were able to turn our hopes into reality. Lynda and I cannot thank you enough.

Donald G. & Lynda J.

Josephine O'Leary Weir was wonderful to work with. She crossed all the t's and dotted all the i's. She was helpful before, during and after the closing of the property. She always came through with any requests or help we needed and she went the extra mile every time. She has a great sense of what the market will do for her clients and a great personality to go with it. I would use her again, without hesitation.

Elaine Norelli, Hi Elaine,

Could not have asked for a better agent. She is terrific and very professional. I love Josephine and you are very lucky to have her as an agent.

Albert Lomas

We hired Josephine to sell our home.She worked with us to set the home up for presentations, prepared the marketing materials and advised us well on how to achieve the best price for current market conditions.While market conditions do change,we are sure that Josephine's expertise is always current and used to serve her clients well. We would hire her again if the situation presents itself.

Tom and Laura, Client

Josephine helped us find our dream house in the Rivertowns.She was always available and immediately answered any questions or concerns that we had. I can't recommend her enough if you're looking to buy or sell in the river towns, don't look any further.

Client, Client

Josephine is a great negotiator and worked diligently to help win the bidding war. We arrived into a very competitive housing market in the river towns and she gave great advice on how to handle the market in 2017.We are looking forward to living in the river towns.

Client, Client

Josephine was great - really helpful with no drama - never thought it would happen so quickly and with no headaches. I would highly recommend her to anyone with real estate needs.Sandi Runes

Sandi, Client

Josephine sold our house and treated it like it was her own. She went above and beyond what we would expect from an agent. She also helped us find our current rental unit. We highly recommend her. She was a pleasure to work with.

Lisa B, Client

I recently had the pleasure of working with Josephine when looking for my home. From day 1, Josephine was extremely responsive and had great suggestions for homes to view based on what I was looking for. All throughout the negotiations and closing Josephine was there quickly handling any issues that may have risen. If the time ever comes when I will be looking for a new home, there isn't any question on who my Realtor will be!

Meghan, Client

Josephine helped me with all my needs in purchasing my home. She is an amazing person and goes above and beyond what she is supposed to do. She is very honest and compassionate. She will not steer you the wrong way. Anything you need she is there for you.

Mary, Client

I am an investor and developer looking for opportunities throughout Westchester. I worked with Josephine in multiple markets - she has proven herself to be extremely knowledgeable on market supply and demand and pricing. She is one of the best agents I have dealt with and would recommend her without reservation to anyone.

Geoff, Client

If you are looking for a house in the River towns area, getting Josephine OLeary-Weir is the best thing you can do for yourself. We had been living in the city for 16 years and we were taking the plunge to move to the river towns. She knows the market inside and out. She knows the bidding process inside and out and has spot on intuition on pricing value and timing. She was on top of everything and obviously loves her job, she enjoys meeting new people, and she loves the river towns.

Brian, Client

Josephine found me and my wife the perfect place to live. We liked her work ethic and sold 3 Properties with her guidance. We would highly recommend Josephine for your real estate needs. -

Byong L, Client

Josephine is knowledgable and personable. She helped us throughout the entire selling process and we achieved spectacular results. We highly recommend Josephine OLeary-Weir!

Thomas, Client

Josephine O Leary -Weir is amazing! Myhouse had been up for sale six months previously with another agent and had no serious offers. I took it off the market and when I put it back on I went with Josephine. What a difference! She just knew more, helped me stage the house more, she handled stuff with town permits, she connected me to service people I needed.What a huge difference it makes to work withan agent like Josephine.

Hilary, Client

I would definitely recommend Josephine O Leary- Weir. Coming from France and being homeowners for the first time in USA it was wonderful to have Josephine on our side. Shes always there with plenty of good advise, making you feel much more than just a client,

Louise, Client

Josephine is an outstanding realtor. She is an expert in her field, and she establishes and maintains a rapport with her clients that is both professional and warm. I would only consider hiring Josephine as my realtor and would never hesitate to recommend her to my friends and colleagues as well.

Charles and Mary, Client

Oh where do we begin: it was just by chance that we met Josephine (I will keep that story for another time)! I fondly nicknamed her the mother of real estate as HER advocacy skills and the way she calms her clients down are top notch! Because of Josephine’s great skills as a realtor, my husband and I were able to get our offer to our dream home accepted- AGAINST ALL ODDS! If you are in search for a realtor, either to sell or buy- Josephine is the realtor for you! Because of her, we are living in our beautiful home in a sort after town! Thank you so much Josephine

Georgina and Richard, Client

Josephine has an excellent understanding of real estate value, works extremely hard to obtain the best deal for her clients, and is a joy to work with. It is as if the client’s home becomes her own home to sell! She is relentless in her preparation for sale, and is thorough in completing transactions. I would highly recommend her to anyone in need of a real estate expert.

Patricia A, Client

Josephine was very attentive, caring and very positive in her approach to selling our house. I would recommend her to anyone who asks for a recommendation.

Hi M, Client

Josephine is an amazing agent!! She knows the market so well, and has a finger on the pulse of what is going on locally. She assists with staging and presentation, and does research, communicates well, and is extremely professional and trustworthy.

Liz P, Client

Josephine was an outstanding real estate partner as we went through a (multi-year) process of finding the perfect place for our "downsized" next life chapter. Then, when the time came, she did a fabulous job in marketing & selling our home of many many years. I highly recommend!

Linda, Client

My experience with Josephine was excellent. Josephine sold our house in record time. As we live abroad, we needed someone to manage every part of the sales process. Josephine really listened to our concerns and always had a suitable solution that put our minds at ease. She managed everything with complete professionalism. I would highly recommend Josephine if you are selling your home or if you want to find a new one. She will always put you first.

Patricia O, Client

Josephine was great to work with. She helped us find our first home in a very tough market and never pressured us to spend more than we were comfortable with.

Abby, Client

Josephine is an excellent agent and will do an excellent job at representing you with all your realestate needs.

B, Client

We can't say enough great things about, Josephine! She is no nonsense, highest professionalism, wealth of knowledge type of agent. She put our needs first and got us into our dream home with no drama or stress. She is an excellent negotiator, communicator and followed up promptly on all of our questions. She was always available when we needed her and she truly impressed us by her integrity and values. Do not hesitate to work with Josephine. She will forever be our go-to agent in Westchester.

Alina and Kyle G, Client

I can't recommend Josephine O'Leary-Weir strongly enough. She is masterful in her knowledge and expertise. She sold my home quickly, and working with her was such a pleasure. She puts her clients first, is a lovely person, and knows exactly how to sell a home.

Maya Lang

Josephine made buying a home in Westchester a really great experience; you are in safe hands with her. She is warm and friendly, and makes what can be a stressful experience actually a great pleasure. Her knowledge of the area and her network of contacts is second to none. One of the most important aspects of the experience was her willingness to step in and help not just before and during the buying process but also afterwards to help me get set up. That is clearly evidence of a realtor who is passionate about her clients and their needs. I can not recommend her highly enough and look forward to working with her again. She is truly a spectacular realtor.

Liz

Josephine helped sell our house in Irvington, Her knowledge of the area is excellent. She priced our house to sell and we received multiple offers on our property and it sold way over asking. She helped us pick a great buyer. I can't recommend her enough

Client, Client

I contacted Josephine O'Leary-Weir from a close friend of mine who highly reccomended her. Josephine was responsive when calling and listened to what I was looking for in a home. After meeting with her I knew I was in the right hands. She is so friendly, easy to talk to, and listens to what you and your family are looking for in a home. Josephine is the first realtor I refer to friends and family. Would love to work with her again!

Colleen Costello

My Listings

435 S Columbus Avenue $749,995 link

435 S Columbus Avenue

Mount Vernon, NY 10553 | Westchester County
$749,995
6 Beds 3 Baths 0.07 Acres

Live in One , Rent the Other! Rare opportunity featuring two separate homes on one lot, each with its own private entrance, perfect for an owner-occupant or investor! Both units...

6
bed
3
bath
0.07
acre
17 Manor House Drive #K13 $349,900 link

17 Manor House Drive #K13

Dobbs Ferry, NY 10522 | Westchester County
$349,900
2 Beds 1 Baths 900 Sqft

Beautifully updated garden-style co-op in a desirable complex featuring a private pool, playground and deck/coal BBQ area. This spacious main-floor two-bedroom unit offers a bright...

2
bed
1
bath
900
sqft

My Sales

3 Clifton Place $3,300,000 link

3 Clifton Place

Irvington, NY 10533 | Westchester County
$3,300,000
6 Beds 6/2 Baths 6,137 Sqft 0.98 Acres

Completely Modernized six bedroom home set on magnificent acre with lush gardens; located in beautiful Ardsley Park, has been expertly restored including Geothermal HVAC. Five-minute...

6
bed
6/2
bath
6,137
sqft
2 Belmont Drive $2,800,000 link

2 Belmont Drive

Irvington, NY 10533 | Westchester County
$2,800,000
4 Beds 3/2 Baths 6,415 Sqft 1.3 Acres

Enter the brick pillars to meet this beautiful, custom Colonial in Ardsley Park! In meticulous condition, move right into this gracious home boasting beautiful golf course and...

4
bed
3/2
bath
6,415
sqft
8 Shady Lane $2,630,500 link

8 Shady Lane

Irvington, NY 10533 | Westchester County
$2,630,500
5 Beds 6/1 Baths 5,917 Sqft 1.43 Acres

Like NEW CONSTRUCTION! The luxury you've come to expect awaits you in this sensational, like-new, 5-bedroom Colonial, nestled on 1.43 acres on a private lane. 3 levels with hardwood...

5
bed
6/1
bath
5,917
sqft
63 W Ardsley Avenue $2,400,000 link

63 W Ardsley Avenue

Irvington, NY 10533 | Westchester County
$2,400,000
7 Beds 5/1 Baths 10,623 Sqft 0.92 Acres

Short walk to the Ardsley-on-Hudson train station. Just a quick 37-minute commute to NYC and charming Village of Irvington. Close to Croton Aqueduct Trail. This property was home...

7
bed
5/1
bath
10,623
sqft
2 Camden Court $2,250,000 link

2 Camden Court

Irvington, NY 10533 | Westchester County
$2,250,000
5 Beds 5/2 Baths 6,509 Sqft 1 Acres

This exceptional custom colonial in Legend Hollow is nestled at the end of a private cul-de-sac, offering both privacy and elegance. Upon entering, you’re greeted by a stunning...

5
bed
5/2
bath
6,509
sqft
49 B Osceola Avenue $2,150,000 link

49 B Osceola Avenue

Irvington, NY 10533 | Westchester County
$2,150,000
4 Beds 3/1 Baths 4,000 Sqft 0.81 Acres

A Home For All Seasons just 30 minutes to New York City. Tucked away along a winding private road, this custom-built home is set in a bucolic setting, which was originally part...

4
bed
3/1
bath
4,000
sqft
41 N Broadway $2,150,000 link

41 N Broadway

Irvington, NY 10533 | Westchester County
$2,150,000
5 Beds 4/1 Baths 5,048 Sqft 1.34 Acres

Hudson Rivertown - IRVINGTON; Renovated 5000+sf Georgian Brick Colonial with Period Details and Old World Charm. TRULY WALK to Train & Village. 5 Bedrooms ,5 Baths and 5 Fireplaces...

5
bed
4/1
bath
5,048
sqft
66 Roundabend Road $2,100,000 link

66 Roundabend Road

Tarrytown, NY 10591 | Westchester County
$2,100,000
4 Beds 4/1 Baths 3,976 Sqft 0.28 Acres

Welcome home to this custom build colonial located on a cul-de-sac in the coveted Tarryhill neighborhood in the Irvington School District. Enjoy country club style living with...

4
bed
4/1
bath
3,976
sqft
28 Washington Avenue $2,100,000 link

28 Washington Avenue

Irvington, NY 10533 | Westchester County
$2,100,000
6 Beds 4/2 Baths 5,843 Sqft 0.63 Acres

#virtualopenhouse https://www.facebook.com/daliavaldesSIR/live 05/10/2020 1:30 PM-2:00 PM. The best IRVINGTON neighborhood. Walk everywhere;trails, hiking, kayaking, village, train...

6
bed
4/2
bath
5,843
sqft
54 Jaffray Park $2,100,000 link

54 Jaffray Park

Irvington, NY 10533 | Westchester County
$2,100,000
6 Beds 3/3 Baths 6,300 Sqft 1.07 Acres

"The Lindens", 1 of Irvington's surviving grand homes of the Gilded Age, was built by renowned architect Russell Sturgis as a country summer house for the Barney family.The home...

6
bed
3/3
bath
6,300
sqft
21 Main Street $2,005,000 link

21 Main Street

Irvington, NY 10533 | Westchester County
$2,005,000
4,356 Sqft 0.1 Acres

Great opportunity to purchase mixed-use building in the Village of Irvington, one block east of Metro North train. Walk to all village amenities including parks, restaurants and...

4,356
sqft
2 Camden Court $2,000,000 link

2 Camden Court

Irvington, NY 10533 | Westchester County
$2,000,000
5 Beds 5/2 Baths 6,509 Sqft 0.99 Acres

This stunning custom colonial in Legend Hollow is sited at the end of a private cul-de-sac just 20 miles north of mid-town Manhattan. The elegant entry opens into a limestone foyer...

5
bed
5/2
bath
6,509
sqft