Old Trail

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Located on the northwest edge of Jupiter Farms inside Ranch Colony, the gated golf course community of Old Trail, built between 1988 and 2012, features 74 single-family homes and is part of Jonathan's Landing Golf Club. The homes offer three to four bedrooms and range in size from 2,288 to 4,772 square feet under air.

Amenities include two championship golf courses, clubhouse, swimming pool, horse trails, large lots, and tennis courts. Resident children attend A-Rated public schools; Jupiter Farms Middle, Watson B. Duncan Elementary, and Jupiter Community High School.

Total Listings: 4
Average Price: $1,905,500
Highest Price: $3,199,000
Lowest Price: $799,000
Average Size: 4,073 ft²
Average Price Per Square Foot: $546 per ft²

Jupiter Communities

Old Trail Jupiter

Homes for Sale in Old Trail

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Image 0: RX-11126439

18798 Se Old Trail Dr W, Jupiter, FL - $1,499,000

Residential, Single Family Detached
  • 3 Beds
  • 3 Baths
  • 3,319 SQFT
  • 52 DOM
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Welcome To Old Trail In Ranch Colony - Jupiter's Hidden Gem For Golf And Nature Enthusiasts. Behind A Paved Circular Driveway, This 3-bedroom, 2.5-bath Single-family Home Offers The Perfect Balance Of Privacy And Comfort. Located In A 24/7 Manned...

Illustrated Properties LLC (Jupiter)
Image 1: RX-11113163

3551 Se Tailwinds Road, Jupiter, FL - $799,000

Land, Single Family Detached
  • 101 DOM
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Turn Your Dreams Into Reality With This Premier Corner Lot In The Highly Desirable Old Trail Of Jonathan's Landing West. Incredible Opportunity To Build Your Own Custom Estate Home And Live The Lifestyle You Deserve. This Oversized Property Boasts...

Lang Realty/Jupiter
Image 2: RX-11109706

3551 Se Tailwinds Rd, Jupiter, FL - $3,199,000

Residential, Single Family Detached
  • 5 Beds
  • 6 Baths
  • 5,100 SQFT
  • 114 DOM
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Rare Opportunity To Own And Design A Brand New Home By L&l Construction Of Palm Beach, Set To Break Ground And Be Completed In 2026. This Unique Custom Estate Features 5br, 5.5baths, And A 3.5 Car Garage. Cathedral Ceilings Will Captivate You From...

Lang Realty/Jupiter
Image 3: RX-11069047

18211 Se Old Trail Dr W, Jupiter, FL - $2,125,000

Residential, Single Family Detached
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 252 DOM
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Priced Below Recent Appriasal, This Newly Built, One-story Cbs Home Offers An Exceptional Living Experience Right On The Old Trail Golf Course. The Open Floor Plan Boasts High Ceilings And Impact Windows And Doors, Blending Style With Security. Th...

Waterfront Properties & Club C

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2025 BeachesMLS, Inc.

Listing information last updated on November 14th, 2025 at 10:30pm EST.

Map of Old Trail

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