Wellington, FL Houses for Rent with Community Pool

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  $11,000 per month

  • 5 Beds
  • 4.5 Baths
  • 4,616 Sq Ft
  • House for Rent

  4485 Island Reef Dr, Wellington, FL 33449

  Discover unparalleled luxury in this fully furnished seasonal lakefront estate within the prestigious Isles at Wellington. This 5BR/4.5BA turnkey home features a heated pool & spa, outdoor kitchen, and lush fenced yard perfect for entertaining. The spacious master suite is conveniently located on the main level, with an airy loft and elegant open living areas above. Just minutes to Wellington

  Sean Griner LPT Realty, LLC

  4485 Island Reef Dr, Wellington, FL 33449
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  $50,000 per month

  • 6 Beds
  • 9 Baths
  • 7,686 Sq Ft
  • House for Rent

  3580 Aiken Ct, Wellington, FL 33414

  This incredible contemporary estate sits on a 1.4 acre lot in Southfields, which is located in the center of all of Wellington's equestrian activities. The property is situated in a private cul de sac, with fantastic views in every direction and total privacy. The home is a turn-key furnished and offers a smart home system. The amazing lighting and sound system includes inside and outside

  Travis Laas Engel & Volkers Wellington

  3580 Aiken Ct, Wellington, FL 33414
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  $10,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • House for Rent

  148 Scarborough Terrace, Wellington, FL 33414

  Charming 3-bedroom, 2.5-bath home on a beautifully landscaped lot in a quiet, non-HOA community—just minutes from WEF and the Global Dressage Festival. This inviting property features a heated pool and spa, perfect for relaxing or entertaining. Inside, enjoy a bright, open layout with a spacious kitchen and comfortable primary suite. Ideal as a seasonal rental or private retreat, this home offers

  Jessica Reber Equestrian Sotheby's International Realty Inc.

  148 Scarborough Terrace, Wellington, FL 33414
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  $30,000 per month

  • 6 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • House for Rent

  13409 60th St S, Wellington, FL 33449

  Very private 5 acre property 1 1/2 miles south of main equestrian venues. Turnkey 6 bedroom, 3 bath furnished house with private pool. Equestrian amenities include 220' x 180' ring. Two barns 8 stalls each, and ample room for temporary stalls. 4 wash stalls attached to first barn, tack room, feed shed, 10 large paddocks. Maintenance machinery on site.

  Thorson Rockwell Equestrian Sotheby's International Realty Inc.

  13409 60th St S, Wellington, FL 33449
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  $180,000 per month

  • 6 Beds
  • 3 Baths
  • 3,337 Sq Ft
  • House for Rent

  2439 Appaloosa Trail, Wellington, FL 33414

  Experience the ultimate equestrian lifestyle at this stunning estate, just a 5-minute walk from Wellington International! The main residence features 5 spacious bedrooms, 5 luxurious baths, multiple living areas, a grand primary suite, and oversized guest rooms. Relax in the large screened patio overlooking a heated saltwater pool and spa. The property includes a 8-stall center isle barn with a

  Rodolfo Maya Illustrated Properties LLC (We

  2439 Appaloosa Trail, Wellington, FL 33414
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  $17,500 per month

  • 5 Beds
  • 5 Baths
  • 3,028 Sq Ft
  • House for Rent

  1950 S Club Dr, Wellington, FL 33414

  This luxurious fully renovated 5-bedroom, 5-bathroom single-family home in the Lakefield West community of Wellington is the ultimate seasonal rental! Perfectly situated just minutes from the Winter Equestrian Festival and the International Polo Club, the property features a brand-new pool with a newly installed screened enclosure, all-new appliances, and elegant designer furnishings, creating a

  Cameron Scott Wellington Equestrian Realty

  1950 S Club Dr, Wellington, FL 33414
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  $6,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,573 Sq Ft
  • House for Rent

  9885 Woodworth Ct, Wellington, FL 33414

  GORGEOUS FULLY FURNISHED FOR SEASON! This 4 bedroom home is immaculate and has everything anyone would need for a great winter season in Wellington! Just a few minute drive from the WEF Winter Equestrian Festival, fine dining, and all kinds of shopping!

  Brian Martin RE/MAX Prestige Realty/Wellington

  9885 Woodworth Ct, Wellington, FL 33414
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  $8,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,888 Sq Ft
  • House for Rent

  9061 Dupont Place, Wellington, FL 33414

  Available October 1st, 2025. This beautiful appointed home has 4 bedrooms 2.5 baths. Totally private with several outside patio areas perfect for entertaining guests. Master queen bed ensuite, 2 queen beds,1 single bed with private balcony. One car garage with 3 additional parking spaces. Large eat in kitchen with island and separate eating area. Open floor plan to family room, dining room and

  Sarah Weltzien Partnership Realty Inc.

  9061 Dupont Place, Wellington, FL 33414
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  $5,400 per month

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft
  • House for Rent

  874 Blueberry Dr, Wellington, FL 33414

  Charming Off-Season rental $5,400 in the heart of Wellington with 3 bed, 2 bath, 2 car garage, heated-pool home, no HOA. This split floor plan is lite and bright, fully furnished, turn-key home offers everything you need for a comfortable stay. White cabinets, granite countertops, SS kitchen appliances and real wood floors, beautiful window covers and laundry room. Lots of storage. Enjoy the

  Karen Corrigan The Keyes Company

  874 Blueberry Dr, Wellington, FL 33414
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  $13,000 per month

  • 4 Beds
  • 4.5 Baths
  • 5,510 Sq Ft
  • House for Rent

  13281 52nd Place S, Wellington, FL 33449

  Welcome to your 2026 seasonal oasis nestled in the heart of Wellington. This stunning property offers the perfect blend of comfort and privacy; 4 - bedroom, 4 bathroom one level home. Step into your private oasis and enjoy the resort- style pool area and unwind in the sun loungers. The property is very peaceful and private with the newly installed state of the art security system. No HOA and only

  Lindsay Strafuss Illustrated Properties LLC (We

  13281 52nd Place S, Wellington, FL 33449
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  $6,995 per month

  • 3 Beds
  • 3 Baths
  • 2,001 Sq Ft
  • House for Rent

  8188 Rosalie Ln, Wellington, FL 33414

  Escape to Paradise..Seasonal Lease.This 3 bedroom/3 bath Pool home is located in one of the area's most sought- after resort- style community VillageWalk. Immerse yourself in the luxury amenities such as 2 heated pools, tennis/pickle ball courts, fitness center, walking paths and social activities. Perfectly located near dining, shopping and all Equestrian venues.

  Dawn Sears The Corcoran Group

  8188 Rosalie Ln, Wellington, FL 33414
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  $5,900 per month

  • 4 Beds
  • 2 Baths
  • 2,257 Sq Ft
  • House for Rent

  1915 Newhaven Ave, Wellington, FL 33414

  This stunning 4-bedroom, 2-bath home exemplifies luxury living. Completely updated with brand-new furnishings. Enjoy a spacious split floor plan and an open-concept design that will impress. The fourth bedroom, furnished with a double sofa bed, serves as a versatile den/office. This home offers multiple exquisite living and entertaining spaces, leading to a fully fenced, private tropical oasis

  Nadereh Rezaie Keller Williams Realty - Welli

  1915 Newhaven Ave, Wellington, FL 33414
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  $8,500 per month

  • 5 Beds
  • 3 Baths
  • 3,280 Sq Ft
  • House for Rent

  4693 Sugar Beach Way, Wellington, FL 33449

  Experience luxury living in this stately 5-bedroom, 3-bath masterpiece with breathtaking lake views that inspire relaxation and awe. Watch stunning sunsets and vibrant wildlife from the covered patio in this beautifully decorated, fully furnished home featuring top-of-the-line finishes throughout. Triple split bedroom setting, for privacy. Nestled in a 24-hour manned gated community, you'll enjoy

  Raquel Crowe The Keyes Company

  4693 Sugar Beach Way, Wellington, FL 33449
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  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 2,001 Sq Ft
  • House for Rent

  8019 Nevis Place, Wellington, FL 33414

  PRICE REDUCED: Furnished 3 beds, 2 baths, plus den with pool in Villagewalk of Wellington. SEASONAL (minimum 4 months). Enjoy the quiet community with 2 heated pools, fitness center, tennis/basketball courts, hair/nail salon, and more. Equestrian Center, Polo, Golf Clubs, Shopping, restaurants, WPB airport, and the beaches close by. HOA application

  Therese Lombardo Douglas Elliman

  8019 Nevis Place, Wellington, FL 33414
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  $7,500 per month

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft
  • House for Rent

  14044 Aster Ave, Wellington, FL 33414

  Immaculate and spacious 4-bedroom (Queen beds), 3 full bathrooms home conveniently located just 2 minutes from Saddle Trail Park and Paddock Park farms, within golf-cart distance to Palm Beach International Equestrian Center. This home is fenced and features private heated pool and is fully equipped with everything you'll need, including HiFi home theater system, flat screen TVs, Wiiu gaming

  George Stan United Realty Group, Inc

  14044 Aster Ave, Wellington, FL 33414
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  $9,900 per month

  • 5 Beds
  • 3 Baths
  • 2,279 Sq Ft
  • House for Rent

  11647 Anhinga Dr, Wellington, FL 33414

  Beautifully renovated 5/3 residence with big pool and huge yard with an extensive range of amenities for kids and adults. Outside fireplace and hot tub give you relax after busy day. The large, covered porch provides an optimal outdoor relaxation space. The pool adds an extra layer of luxury and entertainment potential. Overlooking a canal, the house enjoys serene views and privacy.

  Yulia Timpy Partnership Realty Inc.

  11647 Anhinga Dr, Wellington, FL 33414
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  $15,000 per month

  • 4 Beds
  • 2.5 Baths
  • 6,323 Sq Ft
  • House for Rent

  14596 Belmont Trace Unit House, Wellington, FL 33414

  Located on a spacious 4.5-acre lot, this lovely home is an ideal seasonal home for family and friends! This home includes 4 bedrooms, 2.5 bathrooms, a 3 car garage. There is a one efficiency unit with separate entrance. Private patio overlooking the pool and grass jump field.

  Cathleen Rogalny Illustrated Properties LLC (We

  14596 Belmont Trace Unit House, Wellington, FL 33414
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  $8,500 per month

  • 3 Beds
  • 3.5 Baths
  • 3,021 Sq Ft
  • House for Rent

  661 W Rambling Dr, Wellington, FL 33414

  Welcome seasonal rental in Wellington Equestrian community, this Turnkey fully furnished single family home with private pool and patio for your enjoyment, large patio featuring fire pit to enjoy starry night by the fire after a day of sport and sun. A fabulous 32-foot long front porch with tongue grove ceiling and old Chicago brick flooring overlooking manicure front yard. The new kitchen comes

  Norbert Czempinski Atlantic Florida Properties Inc

  661 W Rambling Dr, Wellington, FL 33414
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  $5,400 per month

  • 3 Beds
  • 2 Baths
  • 2,174 Sq Ft
  • House for Rent

  900 Cosmos Ct, Wellington, FL 33414

  Welcome to this exquisite turnkey single-family home, fully furnished for your ultimate convenience. Nestled in a serene community, this residence boasts a private pool, screened patio, and a charming fire pit, offering a perfect blend of tranquility and luxury. Step inside this tastefully decorated 3-bedroom, 2-bathroom haven with vaulted ceilings that enhance its spacious allure. The interior

  Norbert Czempinski Atlantic Florida Properties Inc

  900 Cosmos Ct, Wellington, FL 33414
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  $8,500 per month

  • 4 Beds
  • 2 Baths
  • 2,554 Sq Ft
  • House for Rent

  13520 Northumberland Cir, Wellington, FL 33414

  The perfect seasonal retreat in the heart of Wellington! This turn-key, fully furnished single-family home features 4 spacious bedrooms, 2 bathrooms, a private pool, and situated on a canal. Located in the desirable Greenview Shores I neighborhood, you'll be just minutes away from the Equestrian Show Grounds and International Polo Club. Whether you're here for the equestrian season or a relaxing

  Sydney Coats Keller Williams Realty - Welli

  13520 Northumberland Cir, Wellington, FL 33414
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  $11,000 per month

  • 5 Beds
  • 4 Baths
  • 3,476 Sq Ft
  • House for Rent

  15835 Meadow Wood Dr, Wellington, FL 33414

  Just 4 min to WEF, this exceptionally secluded Tennis Court Estate awaits you with fenced yard & huge side doggy run! Get ready to have fun Golf Carting to the Horseshow & enjoy the incredible pathways. Next to Wanderer's Golf, this Sportsman's Paradise boasts next level luxury w/Private full size Tennis Court, Tikihut, Heated Pool & bubbling Hot Spa! Golfcart ready for you to get to Horseshow.

  Annie Zerdevski Engel & Voelkers Delray Beach

  15835 Meadow Wood Dr, Wellington, FL 33414
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  $12,500 per month

  • 5 Beds
  • 3.5 Baths
  • 3,783 Sq Ft
  • House for Rent

  14363 Draft Horse Ln, Wellington, FL 33414

  Discover your dream equestrian getaway in the heart of Wellington! This stunning 5-bedroom estate in Paddock Park 2 offers the perfect blend of luxury and convenience. Imagine waking up to serene views of horse paddocks and a tranquil canal, then spending your day lounging by the private pool or exploring miles of nature trails. With its prime location just a golf cart ride away from the

  Dunai Johnsson United Realty Group, Inc

  14363 Draft Horse Ln, Wellington, FL 33414
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  $18,500 per month

  • 5 Beds
  • 4.5 Baths
  • 5,520 Sq Ft
  • House for Rent

  14466 Laurel Trail Unit House, Wellington, FL 33414

  Exceptional 5-bedroom pool home located just a 1/4 mile walk or golf cart ride from the entrance of Wellington International. This residence features a desirable 3-way split floor plan with a spacious master suite, a heated pool and spa, and a convenient cabana bath. Situated in the prestigious Saddle Trail neighborhood. This is a rare opportunity to enjoy luxury living just seconds away from

  Abby Jones Equestrian Sotheby's International Realty Inc.

  14466 Laurel Trail Unit House, Wellington, FL 33414
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  $5,500 per month

  • 5 Beds
  • 3 Baths
  • 2,909 Sq Ft
  • House for Rent

  1920 S Club Dr, Wellington, FL 33414

  Available 5/1/2026. Fully furnished home with 5 Bedrooms, 3 full baths, 3 car garage and private screened patio with propane heated pool and spa. This 1-story 3-way-split house is located in the desirable community of Lakefield West on the Wanderers golf course. Centrally located close to WEF, International Polo Club, Global Dressage, Wellington amphitheater, shopping, restaurants, Publix.

  Olga Kitaigorod United Realty Group, Inc

  1920 S Club Dr, Wellington, FL 33414
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  $5,900 per month

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • House for Rent

  1740 Shower Tree Way, Wellington, FL 33414

  Welcome to your perfect getaway in the heart of Wellington! This adorable 3-bedroom 2 bath home is fully furnished and designed for relaxation. Sleeps up to 8 people. Whether you're visiting for equestrian events, a golf retreat, or just some fun in the Florida sun, this home has everything you need. Nicely furnished with all bedding, bathroom and kitchen supplied to the max. Private Screened

  Melissa Miegel Fathom Realty FL, LLC

  1740 Shower Tree Way, Wellington, FL 33414
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  $4,450 per month

  • 4 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • House for Rent

  2002 Lake Breeze Ct, Wellington, FL 33414

  Beautiful home fully furnished, private pool . Best location min a way from WEF, Polo clubs , fine restaurants and more

  Katrina Kovtoun Beachfront Realty Inc

  2002 Lake Breeze Ct, Wellington, FL 33414
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  $5,500 per month

  • 5 Beds
  • 2.5 Baths
  • 2,888 Sq Ft
  • House for Rent

  2531 Sawyer Terrace, Wellington, FL 33414

  Terry McManus Jordyn Taylor Properties, LLC

  2531 Sawyer Terrace, Wellington, FL 33414
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  $4,200 per month

  • 3 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • House for Rent

  13679 Callington Dr, Wellington, FL 33414

  Betty Clark RE/MAX Services

  13679 Callington Dr, Wellington, FL 33414
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  $3,775 per month

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  13009 Meadowbreeze Dr, Wellington, FL 33414

  Nick Sliva The Corcoran Group

  13009 Meadowbreeze Dr, Wellington, FL 33414
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  $12,000 per month

  • 5 Beds
  • 4.5 Baths
  • 4,680 Sq Ft
  • House for Rent

  11640 S Sea Ct, Wellington, FL 33449

  Susana Pyzynski Partnership Realty Inc.

  11640 S Sea Ct, Wellington, FL 33449
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  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • House for Rent

  12744 Meadowbreeze Dr, Wellington, FL 33414

  Jasmine Velez Douglas Elliman Wellington

  12744 Meadowbreeze Dr, Wellington, FL 33414
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  $16,000 per month

  • 4 Beds
  • 3 Baths
  • 3,117 Sq Ft
  • House for Rent

  11710 Paradise Cove Ln, Wellington, FL 33449

  Juan Orozco United Realty Group, Inc

  11710 Paradise Cove Ln, Wellington, FL 33449
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  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 1,781 Sq Ft
  • House for Rent

  2107 Wightman Dr, Wellington, FL 33414

  Brian Douglas Heartland Realty Group LLC

  2107 Wightman Dr, Wellington, FL 33414
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  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • House for Rent

  15072 Corby Ct, Wellington, FL 33414

  KATHLEEN GANNON Kathleen Gannon Realty

  15072 Corby Ct, Wellington, FL 33414
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  $5,800 per month

  • 4 Beds
  • 2 Baths
  • 2,376 Sq Ft
  • House for Rent

  Unlisted Address

  Euvrard Saint Amand Keller Williams Realty - Welli

  Unlisted Address
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  $15,000 per month

  • 5 Beds
  • 5 Baths
  • 4,773 Sq Ft
  • House for Rent

  3310 Palm Beach Point Blvd Unit (House Only), Wellington, FL 33414

  This exceptional home is tastefully decorated and equipped with all the accouterments that make this an absolute haven for the season or annually! There are 3 bedrooms upstairs - 1 is en-suite and the other two have a Jack & Jill bath between them. The bedrooms all have custom built-in closets and two have balcony access overlooking the pool and grounds. The master bedroom, located downstairs is

  Robert Ross KW Reserve Palm Beach

  3310 Palm Beach Point Blvd Unit (House Only), Wellington, FL 33414
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  $40,000 per month

  • 4 Beds
  • 4 Baths
  • 3,034 Sq Ft
  • House for Rent

  14364 Stroller Way, Wellington, FL 33414

  Stunning rental right next to the show grounds

  Mary Sue Jacobs Destiny International Properties

  14364 Stroller Way, Wellington, FL 33414
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  $12,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,793 Sq Ft
  • House for Rent

  10891 Fairmont Village Dr, Lake Worth, FL 33449

  Come enjoy the season at Wycliffe Golf & Country Club in this 4-bedroom, 3.5-bath courtyard home, available for a 4-month rental. A full golf membership with golf cart is included, so you can fully enjoy everything the club has to offer. This layout is centered around your own private pool, creating a great indoor-outdoor feel and a perfect setup for relaxing or entertaining. Set on a quiet

  Ruby Teich Keller Williams Realty - Welli

  10891 Fairmont Village Dr, Lake Worth, FL 33449
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  $3,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,267 Sq Ft
  • House for Rent

  113 Canterbury Place, Royal Palm Beach, FL 33414

  Welcome home to this light and bright 4-bedroom waterfront home with fenced backyard!! No detail has been spared!! IMPACT WINDOWS! Beautiful large marble tile, laminate floors on second floor, NO CARPET! Oversized bedrooms and walk in closets...Open kitchen with GAS stove, granite countertops and stainless-steel appliances. This is a 24-hour manned gated community!! Amenities include a clubhouse,

  Kami Turturro Rock Realty

  113 Canterbury Place, Royal Palm Beach, FL 33414
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  $3,680 per month

  • 4 Beds
  • 2.5 Baths
  • 2,536 Sq Ft
  • House for Rent

  333 Berenger Walk, Royal Palm Beach, FL 33414

  Welcome to this freshly painted and impeccably maintained 4-bedroom, 2.5-bath ''Elizabeth'' model townhome in the prestigious, 24-hour manned guard-gated community of Victoria Grove. The home features modern upgrades including a newer AC, fridge, gas range, gas hot water heater, gas dryer, Nest Thermostat, and accordion shutters throughout. The spacious primary suite overlooks the lake and boasts

  Emily Hill The Keyes Company

  333 Berenger Walk, Royal Palm Beach, FL 33414

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