AJ Grimaldi

AJ Grimaldi
Licensed Real Estate Salesperson
Licensed as 'Anthony Grimald'
2415 Montauk Highway PO Box 742, Bridgehampton, NY 11932
    License: 10401358553
    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

      Stunning Modern House, Elegantly Sited on a Landscaped Acre
      Bridgehampton
      Hamptons
      WebId #5102309
      5 BR
      3
      Single Family
      Rental
      July 1-31st 2026 $145,000
      Memorial Day to Labor Day 2026 $298,000
      August 1st to Labor Day 2026 $160,000
      Year round 2026 $350,000
      September 1-30th 2026 $50,000
      November 1-30th 2026 $7,000
      May 1-31st 2026 $15,000
      March 1-31st 2026 $7,000
      January 1-31st 2026 $7,000
      April 1-30th 2026 $7,000
      Beautifully Furnished 6 Bedooms, Pool in Amagansett Village
      420 Main St
      Amagansett
      Amagansett
      Hamptons
      WebId #986365
      6 BR
      Single Family
      July 1-31st $125,000
      August 1-31st $130,000
      Short term $35,000
      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
      July 1-31st $100,000
      August 1-31st $110,000
      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
      August 1-31st $105,000
      August 1st to Labor Day $110,000
      December 1-31st $13,500
      November 1-30th $13,500
      October 1-31st $20,000
      September 1-30th $22,500
      June 1-30th $35,000
      July 1-31st $95,000
      Memorial Day to Labor Day $205,000
      Extended season $215,000
      Year round $220,000
      May through Labor Day $210,000
      April through May $30,000
      April through Labor Day $215,000
      May 1-31st $17,500
      April 1-30th $15,000
      March 1-31st $12,500
      February 1-28th $12,500
      January 1-31st $12,500
      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
      June 1-30th $115,000
      June-July $115,000
      July 1-31st $175,000
      Memorial Day to Labor Day $205,000
      August 1-31st $100,000
      August 1st to Labor Day $110,000
      Extended season $215,000
      Year round $220,000
      December 1-31st $13,500
      November 1-30th $13,500
      October 1-31st $15,000
      September 1-30th $20,000
      May 1-31st $17,500
      May through Labor Day $215,000
      April 1-30th $15,000
      April through May $30,000
      April through Labor Day $210,000
      March 1-31st $13,500
      February 1-28th $12,500
      January 1-31st $12,500
      Southampton Village -5 Bedroom - One Block to Ocean
      Southampton
      Southampton
      Hamptons
      WebId #1086620
      5 BR
      Single Family
      Rental
      June 1-30th 2026 $75,000
      July 1st thru Labor Day 2026 $215,000
      Memorial Day to Labor Day 2026 $300,000
      August 1st to Labor Day 2026 $125,000
      September 1-30th 2026 $35,000
      October 1-31st 2026 $35,000
      Spectacular Hampton's Home
      East Hampton
      East Hampton
      Hamptons
      WebId #1087743
      4 BR
      Single Family
      August 1st to Labor Day $75,000
      One of a Kind in Heart of Horse&Wine Country with Pool and Tennis
      Water Mill
      Hamptons
      WebId #4882075
      5 BR
      5
      Single Family
      Rental
      June 1-30th 2026 $70,000
      July 1-31st 2026 $125,000
      Memorial Day to Labor Day 2026 $325,000
      August 1st to Labor Day 2026 $125,000
      All Hamptons has to offer. Paradise on Earth.
      672 Daniels Ln
      Sag Harbor
      Sagaponack
      Hamptons
      WebId #2341801
      3 BR
      3
      Single Family
      July 1-31st $65,000
      July 1st thru Labor Day $125,000
      August 1st to Labor Day $70,000
      Year round $300,000
      Southampton Village Retreat
      Southampton
      Hamptons
      WebId #4995217
      3 BR
      Single Family
      Rental
      June 1-30th 2026 $60,000
      July 1-31st 2026 $75,000
      Southampton Waterfront Cottage w/ Pool and Dock
      46 Little Neck Rd
      Southampton
      Southampton
      Hamptons
      WebId #3402556
      4 BR
      4
      House
      June 1-30th $30,000
      July 1-31st $50,000
      Memorial Day to Labor Day $100,000
      August 1-31st $55,000
      August 1st to Labor Day $60,000
      Year round $170,000
      Private Southampton Contemporary with Pool and Tennis
      88 Peconic Hills Dr
      Southampton
      Southampton
      Hamptons
      WebId #3402555
      5 BR
      4
      House
      June 1-30th $30,000
      July 1-31st $50,000
      Memorial Day to Labor Day $110,000
      August 1-31st $55,000
      August 1st to Labor Day $60,000
      Year round $180,000
      Private Oaisis in Southampton
      55 Seaweed Rd
      Southampton
      Southampton
      Hamptons
      WebId #1128118
      4 BR
      4
      Single Family
      July 1-31st $47,500
      August 1-31st $51,500
      September 1-30th $25,000
      Chic Southampton Summer Retreat
      Southampton
      Hamptons
      WebId #4765785
      4 BR
      4
      Single Family
      Rental
      June 1-30th 2026 $40,000
      July 1-31st 2026 $40,000
      Memorial Day to Labor Day 2026 $105,000
      August 1st to Labor Day 2026 $45,000
      Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach
      Southampton
      Southampton
      Hamptons
      WebId #1087552
      3 BR
      2
      Single Family
      July 1-31st $40,000
      August 1st to Labor Day $55,000
      September 1-30th $25,000
      Cozy SH Summer Retreat!
      59 Willow St
      Southampton
      Southampton
      Hamptons
      WebId #2769625
      3 BR
      2
      Single Family
      July 1st thru Labor Day $30,000
      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
      September 1-30th $25,000
      Exciting Contemporary in East Hampton
      32 Jonathan Dr
      East Hampton
      East Hampton
      Hamptons
      WebId #561015
      3 BR
      4
      Single Family
      July 1-31st $25,000
      August 1-31st $25,000
      August 1st to Labor Day $25,000
      Light and Bright Located Close to Three Mile Harbor
      4 Historical Ct
      East Hampton
      East Hampton
      Hamptons
      WebId #1070148
      4 BR
      2
      Single Family
      July 1-31st $22,000
      July 1st thru Labor Day $44,000
      August 1st to Labor Day $22,000
      Short term $11,000
      Chic Southampton Summer Retreat
      279 Majors Path
      Southampton
      Southampton
      Hamptons
      WebId #4350672
      4 BR
      4
      Single Family
      June 1-30th $20,000
      June-July $60,000
      July 1-31st $40,000
      Memorial Day to Labor Day $105,000
      Shinnecock US Open Perfection! (Next to Shinnecock Golf Course)
      Southampton
      Hamptons
      WebId #5075001
      4 BR
      3
      Single Family
      Rental
      June 1-30th 2026 $33,000
      Historic Elegance Meets Modern Luxury SOH in Sagaponack
      Sagaponack
      Hamptons
      WebId #5074531
      9 BR
      9
      Single Family
      Rental
      June 1-30th 2026 $95,000
      June-July 2026 $225,000
      July 1-31st 2026 $145,000
      July 1st thru Labor Day 2026 $295,000
      Memorial Day to Labor Day 2026 $395,000
      August 1-31st 2026 $175,000
      August 1st to Labor Day 2026 $175,000
      Lush Retreat Nestled in Northwest
      East Hampton
      Hamptons
      WebId #5070606
      6 BR
      6
      Single Family
      Rental
      Southampton Village
      Southampton
      Hamptons
      WebId #5070607
      6 BR
      7
      Single Family
      Rental
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