AJ Grimaldi

AJ Grimaldi
Licensed Real Estate Salesperson
Licensed as 'Anthony Grimald'
2415 Montauk Highway PO Box 742, Bridgehampton, NY 11932
    License: 10401358553
    Office Phone:+1 631-353-3427
    Fax: 631.287.9261

      Meet AJ Grimaldi, a trusted real estate agent who has spent his entire life in the beautiful town of Southampton. While attending the University of Maryland to study economics, he realized his true passion for real estate and decided to pursue it as a career.

      As a lifelong resident of the Hamptons, AJ has an intimate knowledge of the area and its local resources. He uses his extensive network and local expertise to help his clients find their dream homes or investment properties. Whether you're looking to buy, sell or rent, AJ will work tirelessly to ensure that you find the perfect match for your needs.

      With a dedicated approach to customer service, AJ prides himself on building strong relationships with his clients. He takes the time to listen to your needs and understand your goals, working collaboratively to make your real estate dreams a reality. His professionalism, reliability and attention to detail make him an ideal choice for anyone looking to navigate the complex world of real estate in the Hamptons. I also have access to key marketing resources/advertising placements that help uniquely positioned my signature properties. In addition, I have extremely strong life-long relationships with local attorneys, builders, town regulators and inspectors that help us expedite transactions and are happy to provide referrals from my past and current clients.

      When he's not helping clients find their dream homes, AJ enjoys spending time with his family and friends, exploring the beautiful beaches and countryside of the Hamptons.

      Contact me today!

      Listings

      Beautifully Furnished 6 Bedooms, Pool in Amagansett Village
      420 Main St
      Amagansett
      Amagansett
      Hamptons
      WebId #986365
      6 BR
      Single Family
      $$35,000Short term
      $$125,000July 1-31st
      $$130,000August 1-31st
      One of a Kind in Heart of Horse&Wine Country with Pool and Tennis
      1366 Scuttle Hole Rd
      Southampton
      Water Mill
      Hamptons
      WebId #2600234
      5 BR
      5
      Single Family
      $$100,000July 1-31st
      $$110,000August 1-31st
      Sagaponack 4BD/4BA. 1.2mi to beach w/ Pool House
      5 Ranch Ct, Sagponack, NY 11962
      Southampton
      Sagaponack
      Hamptons
      WebId #3516120
      4 BR
      4
      House
      $$105,000August 1-31st
      $$110,000August 1st to Labor Day
      $$22,500September 1-30th
      $$20,000October 1-31st
      $$13,500November 1-30th
      $$13,500December 1-31st
      $$12,500January 1-31st
      $$12,500February 1-28th
      $$12,500March 1-31st
      $$15,000April 1-30th
      $$17,500May 1-31st
      $$35,000June 1-30th
      $$95,000July 1-31st
      $$205,000Memorial Day to Labor Day
      $$215,000Extended season
      $$220,000Year round
      $$215,000April through Labor Day
      $$30,000April through May
      $$210,000May through Labor Day
      True Mediterranean Vill in the Hamptons - 5BD/6BA w/ pool
      50 Tanager Ln, Water Mill, NY, 11976
      Southampton
      Water Mill
      Hamptons
      WebId #3516122
      5 BR
      6
      House
      $$210,000April through Labor Day
      $$30,000April through May
      $$15,000April 1-30th
      $$215,000May through Labor Day
      $$17,500May 1-31st
      $$205,000Memorial Day to Labor Day
      $$215,000Extended season
      $$115,000June-July
      $$115,000June 1-30th
      $$175,000July 1-31st
      $$110,000August 1st to Labor Day
      $$100,000August 1-31st
      $$20,000September 1-30th
      $$15,000October 1-31st
      $$13,500November 1-30th
      $$13,500December 1-31st
      $$220,000Year round
      $$12,500January 1-31st
      $$12,500February 1-28th
      $$13,500March 1-31st
      $$15,000April 1-30th
      $$115,000June 1-30th
      $$175,000July 1-31st
      Southampton Village -5 Bedroom - One Block to Ocean
      Southampton
      Southampton
      Hamptons
      WebId #1086620
      5 BR
      Single Family
      Rental
      $$125,000August 1st to Labor Day 2026
      $$215,000July 1st thru Labor Day 2026
      $$75,000June 1-30th 2026
      $$300,000Memorial Day to Labor Day 2026
      $$35,000October 1-31st 2026
      $$35,000September 1-30th 2026
      Spectacular Hampton's Home
      East Hampton
      East Hampton
      Hamptons
      WebId #1087743
      4 BR
      Single Family
      $$75,000August 1st to Labor Day
      All Hamptons has to offer. Paradise on Earth.
      672 Daniels Ln
      Sag Harbor
      Sagaponack
      Hamptons
      WebId #2341801
      3 BR
      3
      Single Family
      $$300,000Year round
      $$65,000July 1-31st
      $$125,000July 1st thru Labor Day
      $$70,000August 1st to Labor Day
      Southampton Waterfront Cottage w/ Pool and Dock
      46 Little Neck Rd
      Southampton
      Southampton
      Hamptons
      WebId #3402556
      4 BR
      4
      House
      $$100,000Memorial Day to Labor Day
      $$30,000June 1-30th
      $$50,000July 1-31st
      $$55,000August 1-31st
      $$60,000August 1st to Labor Day
      $$170,000Year round
      Private Southampton Contemporary with Pool and Tennis
      88 Peconic Hills Dr
      Southampton
      Southampton
      Hamptons
      WebId #3402555
      5 BR
      4
      House
      $$110,000Memorial Day to Labor Day
      $$30,000June 1-30th
      $$50,000July 1-31st
      $$55,000August 1-31st
      $$60,000August 1st to Labor Day
      $$180,000Year round
      Private Oaisis in Southampton
      55 Seaweed Rd
      Southampton
      Southampton
      Hamptons
      WebId #1128118
      4 BR
      4
      Single Family
      $$25,000September 1-30th
      $$51,500August 1-31st
      $$47,500July 1-31st
      Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach
      Southampton
      Southampton
      Hamptons
      WebId #1087552
      3 BR
      2
      Single Family
      $$25,000September 1-30th
      $$40,000July 1-31st
      $$55,000August 1st to Labor Day
      Cozy SH Summer Retreat!
      59 Willow St
      Southampton
      Southampton
      Hamptons
      WebId #2769625
      3 BR
      2
      Single Family
      $$30,000July 1st thru Labor Day
      Gracious Five Bed four Bath Has Heated Pool, Hot Tub, Media Room
      30 Towhee Trl
      East Hampton
      East Hampton
      Hamptons
      WebId #44035
      5 BR
      4
      Single Family
      $$25,000September 1-30th
      Exciting Contemporary in East Hampton
      32 Jonathan Dr
      East Hampton
      East Hampton
      Hamptons
      WebId #561015
      3 BR
      4
      Single Family
      $$25,000July 1-31st
      $$25,000August 1-31st
      $$25,000August 1st to Labor Day
      Light and Bright Located Close to Three Mile Harbor
      4 Historical Ct
      East Hampton
      East Hampton
      Hamptons
      WebId #1070148
      4 BR
      2
      Single Family
      $$22,000July 1-31st
      $$22,000August 1st to Labor Day
      $$11,000Short term
      $$44,000July 1st thru Labor Day
      Chic Southampton Summer Retreat
      279 Majors Path
      Southampton
      Southampton
      Hamptons
      WebId #4350672
      4 BR
      4
      Single Family
      $$105,000Memorial Day to Labor Day
      $$20,000June 1-30th
      $$40,000July 1-31st
      $$60,000June-July
      Southampton Village -5 Bedroom - One Block to Ocean
      Southampton
      Hamptons
      WebId #5151808
      5 BR
      Single Family
      Rental
      $$125,000August 1st to Labor Day 2026
      $$125,000August 1-31st 2026
      $$215,000July 1st thru Labor Day 2026
      $$125,000July 1-31st 2026
      $$75,000June 1-30th 2026
      $$50,000May 1-31st 2026
      $$301,500Memorial Day to Labor Day 2026
      $$35,000October 1-31st 2026
      $$35,000September 1-30th 2026
      Historic Elegance Meets Modern Luxury SOH in Sagaponack
      Sagaponack
      Hamptons
      WebId #5117168
      9 BR
      9
      Single Family
      Rental
      $175,000August 1st to Labor Day 2026
      $295,000July 1st thru Labor Day 2026
      $145,000July 1-31st 2026
      $225,000June-July 2026
      $95,000June 1-30th 2026
      $395,000Memorial Day to Labor Day 2026
      Shinnecock US Open Perfection! (Next to Shinnecock Golf Course)
      Southampton
      Hamptons
      WebId #5075001
      4 BR
      3
      Single Family
      Rental
      $33,000June 1-30th 2026
      Exclusive
      US Open Summer HQ Bayfront Oasis Minutes from Shinnecock Hills
      Southampton
      Hamptons
      WebId #5008257
      4 BR
      4
      Single Family
      Rental
      $50,000June 1-30th 2026
      Spectacular Hampton's Home
      East Hampton
      Hamptons
      WebId #4932562
      4 BR
      Single Family
      Rental
      $75,000August 1st to Labor Day 2026
      Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach
      Southampton
      Hamptons
      WebId #4765780
      3 BR
      2
      Single Family
      Rental
      $$55,000August 1st to Labor Day 2026
      $$40,000July 1-31st 2026
      $$90,000Memorial Day to Labor Day 2026
      $$25,000September 1-30th 2026
      $$30,000June 1-30th 2026
      3 Bedroom Montauk Ranch
      4 Rehan Ave
      Montauk
      Montauk
      Hamptons
      WebId #1087489
      3 BR
      2
      Single Family
      Rental
      $32,000August 1st to Labor Day 2026
      $34,000August 1-31st 2026
      $60,000July 1st thru Labor Day 2026
      $30,000July 1-31st 2026
      $49,000June-July 2026
      $20,000June 1-30th 2026
      Sag Harbor Village Rental
      291 Division St
      Sag Harbor
      Sag Harbor
      Hamptons
      WebId #1083333
      4 BR
      2
      Single Family
      Rental
      $25,000August 1st to Labor Day 2026
      $45,000July 1st thru Labor Day 2026
      $35,000June-July 2026
      $15,000June 1-30th 2026
      $60,000Memorial Day to Labor Day 2026
      $20,000July 1-31st 2026
      Showing 1 to 24 of 30