Used Harley-Davidson Softail Street Bob Motorcycle For Sale Near Jacksonville, Florida

Harley-Davidson MSRP pricing does not include freight, options, special colors, tax, title, documentation, or other government fees. Additionally, any factory-installed options, dealer-installed accessories, or dealer-provided benefits are not included. All prices, specifications, and availability are subject to change without notice. Specific offers may require financing through Harley-Davidson Financial Services and are subject to approved credit. If alternate funding sources are used, certain incentives may be voided. Contact the dealership for the most up-to-date pricing and availability. Due to market conditions, supply chain challenges, and limited inventory, vehicle prices are subject to adjustment based on inventory production and market demands. While we strive to ensure accuracy, we are not liable for errors, omissions, or data inconsistencies. Please confirm all details with your dealer. We offer flexible financing options with approved credit, including programs for challenged credit, and accept payments via cash or personal checks. Trade-in values do not influence the sale price of the vehicle. Mileage Disclaimer: MPG values are based on EPA estimates and are provided for comparison. Actual mileage will vary depending on factors such as driving habits, maintenance, and vehicle condition. 01 Prices listed are the Manufacturer’s Suggested Retail Prices for base models. Options such as color are available at additional cost. Prices exclude tax, title, licensing, registration fees, destination charges, surcharges (attributable to raw materials costs in the product supply chain), added accessories, and additional dealer charges, if any, and are subject to change. Harley-Davidson reimburses dealers for performing manufacturer-specified pre-delivery inspection and setup tasks. Dealer prices may vary. 02 North America security system includes immobilizer; outside North America the security system includes immobilizer. 03 Standard and optional wheels may vary by country and region. 04 Estimated from fuel economy tests on a sample motorcycle from the corresponding family conducted by Harley-Davidson under ideal laboratory conditions. Not all motorcycle models undergo fuel economy testing. Fuel economy and mileage may vary among motorcycle models within a family. Your mileage may vary depending on your personal riding habits, weather conditions, trip length, vehicle condition and vehicle configuration and other conditions. Break-in mileage may vary. 05 Values shown are nominal. Performance may vary by country and region. 06 Standard and optional fuel systems may vary by country. 07 Recommended 91 octane (95 RON) or higher fuel (R+M)/2. 08 Measurement reflects 180 lb. (81.7 kg) operator weight. 09 See motorcycle owner’s manual for complete details. 10 Terms, conditions, and additional fees apply. Motorcycles may be ineligible for return due to excess wear and tear, excessive modifications, or other conditions. 11 Visit H-DVisa.com for details. The creditor and issuer of the Harley‑Davidson® Visa® card is U.S. Bank National Association, pursuant to a license from Visa U.S.A. Inc. 12 Prices listed are the Manufacturer’s Suggested Retail Prices (MSRP). MSRP excludes tax, title, licensing, registration fees, destination charges (including freight, handling and processing), surcharges (attributable to raw materials cost in the product supply chain), dealer-added accessories and installation, and additional dealer charges, if any. Harley-Davidson charges dealers for destination charges (including freight, handling and processing) and may make a profit on those charges. Harley-Davidson reimburses dealers for performing manufacturer-specified pre-delivery inspection and setup tasks. Dealer prices may vary. 13 Visit H-DVisa.com for details. The creditor and issuer of the Harley‑Davidson® Visa® card is U.S. Bank National Association, pursuant to a license from Visa U.S.A. Inc. 14 Financing Offer available for Used Harley‑Davidson® motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. 7.29% APR offer is available on Used Harley‑Davidson® motorcycles to high credit tier customers at ESB and only for up to a 60 month term. The APR may vary based on the applicant’s past credit performance and the term of the loan. For example, a 2023 Softail® Standard motorcycle in Vivid Black with a sale price of $14,399, no down payment and amount financed of $14,399, 60 month repayment term, and 7.29% APR results in monthly payments of $287.09. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at any time. See your Harley‑Davidson® Dealership for details. 15 Financing Offer available only on used Harley‑Davidson motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. 6.64% APR offer is available only to high credit tier customers who have completed a Riding Academy, Skilled Riders, MSF or other state accredited course within 180 days of application date and only for up to a 60 month term. The APR may vary based on the applicant's past credit performance and the term of the loan. For example, a 2023 Softail Standard motorcycle in Vivid Black with a sale price of $14,399, no down payment and amount financed of $14,399, 60 month repayment term, and 6.64% APR results in monthly payments of $282.68. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at anytime. See your Harley-Davidson® Dealership for details. 16 Prices listed are the Manufacturer’s Suggested Retail Prices for base models. Options such as color are available at additional cost. Prices exclude tax, title, licensing, registration fees, destination charges, surcharges (attributable to raw materials costs in the production supply chain), added accessories, and additional dealer charges, if any, and are subject to change. Harley-Davidson reimburses dealers for performing manufacturer-specified pre-delivery inspection and setup tasks. Dealer prices may vary. 17 Financing Offer available only on new Harley-Davidson® motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. This 10.99% offer is available on new Harley Davidson® motorcycles to high credit tier customers at ESB and only for up to an 84-month term. The APR may vary based on the applicant’s past credit performance and the term of the loan. For example, a 2025 Nightster® motorcycle in Billiard Gray with an MSRP of $9,999 a 10% down payment and amount financed of $8,999.10, 84-month repayment term, and 10.99% APR results in monthly payments of $154.04. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at any time. See your Harley-Davidson® Dealership for details. 18 Financing Offer available only on new Harley-Davidson® motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. This 11.99% offer is available on new Harley Davidson® motorcycles to high credit tier customers at ESB and only for up to an 96-month term. The APR may vary based on the applicant’s past credit performance and the term of the loan. For example, a 2025 Street Glide® motorcycle in Billiard Gray with an MSRP of $27,749, a 10% down payment and amount financed of $24,974.10, 96-month repayment term, and 11.99% APR results in monthly payments of $405.76. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at any time. See your Harley-Davidson® Dealership for details. 19 Customers who choose the return option will need to pay the balance of the loan, which will vary depending on when the bike is returned, along with a return fee of up to $395 and any costs to repair excess wear and tear. Subject to payoff, fees, and condition requirements. 20 Visit H-DVisa.com for details. The creditor and issuer of the Harley‑Davidson® Visa® card is U.S. Bank National Association, pursuant to a license from Visa U.S.A. Inc. 21 Financing Offer available only on New Harley-Davidson® motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. 8.19% APR offer is available only to high credit tier customers at ESB and only for a 48-month term. The APR may vary based on the applicant s past credit performance and the term of the loan. For example, a 2025 Road Glide® in Billiard Gray with an MSRP of $27,999, 10% down payment and amount financed of $25,199.10, 48-month repayment term, and 8.19% APR results in 47 monthly payments of $15,684.78 and a 48th balloon payment of $346.29. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. This Financing Offer is valid during the period of October 14, 2025 - October 31, 2025. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at anytime. 22 Financing offer available only to Active United States Military personnel and only on Harley‑Davidson® motorcycles financed through Eaglemark Savings Bank and is subject to credit approval. Not all applicants will qualify. No Money Down offer is available only to well-qualified credit tier applicants. 9.14% APR offer is available only to the highest credit tier applicants and only for up to 60 months term. The APR and down payment may vary based on the applicant’s past credit performance and the term of the loan. For example, a 2023 Softail® Standard motorcycle in Vivid Black with an MSRP of $14,399, no down payment and amount financed of $14,399, 60 month repayment term and 9.14% APR results in monthly payments of $299.88. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions and limitations may apply. Financing offer is subject to change or cancellation at any time. See your Harley‑Davidson® Dealership for details. Active Military includes: United States Army, Navy, Marine, Air Force, Coast Guard, National Guard and Reserves. 23 Financing Offer available only on new Harley-Davidson® Nightster® motorcycles financed through Eaglemark Savings Bank (ESB) and is subject to credit approval. Not all applicants will qualify. 5.99% APR offer is available only to high credit tier customers who have completed a Riding Academy, Skilled Riders, MSF or other state accredited course within 180 days of application date and only for up to a 60 month term. The APR may vary based on the applicant’s past credit performance and the term of the loan. For example, a 2025 Nightster® motorcycle in Billiard Gray with an MSRP of $9,999, a 10% down payment and amount financed of $8,999.10, 60-month repayment term, and 5.99% APR results in monthly payments of $173.94. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at any time. See your Harley-Davidson® Dealership for details. 24 $2,500 incentive valid towards the purchase price of select new, untitled Road Glide and Street Glide Ultra motorcycles, $1,750 incentive valid towards the purchase price of select new, untitled Street Glide motorcycles, all available and in stock at participating H-D dealers in the continental U.S. including Hawaii and Alaska. At participating dealers only. Offer valid on purchases made on and between January 1, 2026 to March 31, 2026. Offer cannot be used towards the down payment on a motorcycle. Offer not valid on previous purchases or future motorcycle orders after March 31, 2026. Please see your authorized Harley-Davidson dealership to determine what offers, discounts or promotions, such as Harley-Davidson finance offers, can be combined with this Offer. Offer is subject to change at any time without notice. Void where prohibited or restricted by law. Cannot be redeemed for cash or cash equivalent and is non-refundable. 25 *Financing Offer available only on select, new untitled 2025 or 2024 Street Glide® and Road Glide® or 2025, Street Glide® Ultra Harley-Davidson® motorcycles financed through Eaglemark Savings Bank and is subject to credit approval. Harley-Davidson® CVO™ motorcycles are excluded. Not all applicants will qualify as the Annual Percentage Rate (APR) will vary based on the applicant’s past credit performance and the term of the loan. Financing offer is available only for up to a 36-month term. For example, a 2025 Road Glide® motorcycle in Brilliant Red with Black trim and an MSRP of $30,199, no down payment and amount financed of $30,199, 36-month repayment term, and 2.50% APR results in monthly payments of $871.58. In this example, customer is responsible for applicable taxes, title, licensing fees and any other fees or charges at the time of sale. APR is calculated according to the simple interest method. Not valid in conjunction with other offers. Customer must take delivery by March 31, 2026. This Financing Offer is valid during the period of January 1, 2026 to March 31, 2026. Other terms, conditions, and limitations may apply. Dealer participation may vary. Financing offer is subject to change or cancellation at anytime. See dealer for details. 26 To receive the H-D Hero Customer Cash Offer, provide your H-D Hero Offer code at time of purchase to your authorized Harley-Davidson® dealership. Available to redeem at participating dealers only. Harley-Davidson and/or dealer are not responsible for lost or stolen offer codes. Make sure to review the below terms and conditions, and steps on how to receive your code: $1,000 incentive valid towards the purchase price of select new, untitled Street Glide and Road Glide motorcycles, $1,500 incentive valid towards the purchase price of select new, untitled Street Glide Ultra motorcycles, or $750 incentive valid towards the purchase price of select new, untitled Pan America 1250 Special motorcycles, all available and in stock at participating H-D dealers in the continental U.S. including Hawaii and Alaska. At participating dealers only. Eligible customers must visit H-D.com/militaryoffer or H-D.com/firstrespondersoffer and validate through the ID.me button to receive H-D Hero code. This promotional offer is valid for the named party only and is non-transferable. Offer valid on purchases made on and between October 1, 2025 to December 31, 2025. Offer cannot be used towards the down payment on a motorcycle. Limit one offer per eligible customer and per eligible motorcycle purchase per year. Offer not valid on previous purchases or future motorcycle orders after December 31, 2025. This Offer may not be combined with the $250 Harley-Davidson Genuine Parts and Accessories incentive, but may be combined with certain specific, in-market H-D promotions, but some restrictions apply. Please see your authorized Harley-Davidson dealership to determine what offers, discounts or promotions, such as Harley-Davidson finance offers, can be combined with this Offer. The unique ID.me H-D Hero Offer code must be presented at time of purchase to be eligible. Harley-Davidson and/or dealer are not responsible for lost or stolen offers. Offer is subject to change at any time without notice. Void where prohibited or restricted by law. Cannot be redeemed for cash or cash equivalent and is non-refundable. 27 To receive the H-D Hero P&A Offer, provide your H-D Hero Offer code at time of purchase to your authorized Harley-Davidson® dealership. Available to redeem at participating dealers only. Harley-Davidson and/or dealer are not responsible for lost or stolen offer codes. Make sure to review the below terms and conditions, and steps on how to receive your code: $250 incentive valid towards the purchase of Harley-Davidson® Genuine Parts and Accessories with the purchase of select new, untitled Harley-Davidson® motorcycles available and in stock at participating H-D® dealers in the continental U.S. including Hawaii and Alaska. At participating dealers only. Eligible customers must visit H-D.com/militaryoffer, or H-D.com/firstrespondersoffer and validate through the ID.me button to receive H-D Hero code. This promotional offer is valid for the named party only and is non-transferable. Offer valid on purchases made on and between July 1, 2025 to December 31, 2026. Offer cannot be used towards the down payment on a motorcycle. Limit one offer per eligible customer and per eligible motorcycle purchase. Offer not valid on previous purchases or future motorcycle orders after December 31, 2026. This Offer is eligible to be combined with certain specific, in-market H-D promotions, but some restrictions apply. Please see your authorized Harley-Davidson dealership to determine what offers, discounts or promotions can be combined with this Offer. The unique ID.me H-D Hero Offer code must be presented at time of purchase to be eligible. Harley-Davidson and/or dealer are not responsible for lost or stolen offers. Offer is subject to change at any time without notice. Void where prohibited or restricted by law. Cannot be redeemed for cash or cash equivalent and is non-refundable. 28 Harley-Davidson® Riding Academy is offering $100 off the published price of any eligible Harley-Davidson Riding Academy license waiver course for US Active Military members and their spouses, Veterans and their spouses, and First Responders. Individuals serving in military or first responder roles outside of the United States are not eligible. Dealer participation may vary. Promotion and registration period begins February 1, 2026, and ends December 31, 2026. To redeem, register online and verify status through ID.me during the promotion period. ID.me will deliver a promotion code electronically upon verification. The promotion code can be used during the enrollment process on riders.harley-davidson.com for eligible classes at participating dealers, or during in-person enrollment at participating dealership. All classes must be completed by December 31, 2026. Class availability is limited and offered on a first-come, first-served basis. Course prices are determined by individual dealerships and may vary by location. Valid only in the United States. Not valid in the state of California. Limit one redemption per person. Non-transferable. Additional terms and limitations may apply. Cannot be redeemed for cash or combined with any other offer, discount, or promotion. Offer subject to change without notice. Void where prohibited or restricted by law. Please Note: A credit card may be required to hold a class reservation. Failure to cancel or reschedule within the dealership’s cancellation policy may result in being charged the full course cost. ©2026 H-D or its affiliates. HARLEY-DAVIDSON, HARLEY, H-D, and the Bar and Shield Logo are among the trademarks of Harley-Davidson Motor Company, Inc. 29 While supplies last. Open to U.S. (excluding HI) and Canada residents only; 18+. Eligible participant must visit a participating Harley-Davidson® dealer and complete a qualifying test ride on a new Harley-Davidson® motorcycle between March 3, 2026, and May 30, 2026, to receive a limited-edition challenge coin. Offer ends on May 30, 2026, or when supply of 85,000 challenge coins has been distributed, whichever occurs first. Limit one (1) challenge coin per eligible participant. Challenge coin has no cash value. Promotion is subject to change without notice. See participating Harley-Davidson® dealers for full terms and conditions, including test ride requirements. Sponsor: Harley-Davidson Motor Co., 3700 W. Juneau Ave., Milwaukee, WI 53208. ©2026 H-D or its affiliates. H-D, Harley, Harley-Davidson and the Bar & Shield Logo are among the trademarks of Harley-Davidson Motor Company.