Teddy's Top Picks Under $500

190 products
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Brew Watch Co.

Brew Metric Teddy Baldassarre Edition 36mm - Blue on Bracelet

$475

Casio

Edifice Automatic 38mm - Black

$300

Tissot

PRX Quartz 40mm - Blue on Bracelet

$450

Sternglas

Naos Quartz 38mm - White on Bracelet

$299

Citizen

Promaster Air Navihawk Blue Angels Special Edition 40mm - Blue on Bracelet

$595$446.25

Bulova

Marine Star E1 Team Miami Chronograph 43mm - Blue on Leather Strap w/ Extra Silicone Strap

$495$371.25

Sternglas

Hamburg Quartz 42mm - Grey on Leather Strap

$399

Sternglas

Hamburg Automatic Bronze PVD 42mm - Blue on Leather Strap

$499

Sternglas

Hamburg Automatic 42mm - Silver on Bracelet

$499

Hamilton

Khaki Field Quartz 38mm - Blue on Bracelet

$495

Hamilton

Khaki Field Quartz 38mm - Black w/ Yellow/gold Numerals on Bracelet

$495

Tissot

Chrono XL Classic 45mm - Blue on Bracelet

$495

Tissot

Chrono XL Classic 45mm - Black on Bracelet

$495

Citizen

Promaster Dive Limited Edition 44mm - Blue on Rubber Strap

$495

Citizen

Promaster Dive 45mm - Blue on Bracelet

$475$356.25

Bulova

Jet Star 50th Anniversary 40mm - Red on Bracelet

$650$487.50

Sternglas

Naos Automatic 38mm - White on Dark Brown Leather Strap

$529$499

Sternglas

Hamburg Automatic 42mm - Silver on Leather Strap

$499

Hamilton

Khaki Field Quartz 38mm - Black on One-Piece Textile Strap

$445

Tissot

PRX Quartz w/ Diamonds 25mm - Black on Bracelet

$495

Tissot

PRX Quartz 40mm - Silver on Bracelet

$450

Sternglas

Naos Automatic 38mm - White on Bracelet

$529$499

Sternglas

Naos Automatic 38mm - White on Black Leather Strap

$529$499

Hamilton

Khaki Field Quartz 33mm - White on One-Piece Textile Strap

$445

Tissot

PRX Quartz 40mm - Black on Bracelet

$450

Sternglas

Naos Automatic 38mm - White on Brown Leather Strap

$529$499

Sternglas

Naos XS Quartz 33mm - White on Bracelet

$299

Citizen

Corso Eco-Drive 40mm - Silver on Leather Strap

$275$220

Timex

Deepwater Reef 200 41mm - Black on Stainless Steel Bracelet

$259

Citizen

Sport Luxury 40mm - Black on Bracelet

$525$393.75

Citizen

Sport Luxury Gold-Tone 40mm - Blue on Bracelet

$575$431.25

Seiko

SRPE45 Presage Cocktail Time Automatic 38.5mm - Green on Leather Strap

$450$360

Seiko

SSK025 5 Sports Field GMT 39.4mm - Black on Leather Strap

$435$348

G-SHOCK

GA2100-1A1 45.4mm - Black

$110

Citizen

Promaster Diver Titanium 44mm - Black on Bracelet

$575$431.25

Citizen

Tsuyosa Automatic 40mm - Burgundy on Bracelet

$475$356.25

Bulova

VWI Special Edition HACK Watch 38mm - Black on Nylon Strap

$475$356.25

Bulova

Snorkel Great White Shark 41mm - White on Rubber Strap

$350$262.50

Sternglas

Naos Quartz 38mm - White on Light Brown Leather Strap

$299

Sternglas

Hamburg Quartz 42mm - White on Leather Strap

$349

Tissot

PRX Quartz 35mm - Blue on Bracelet

$450

Tissot

PRX Quartz 35mm - Mint on Bracelet

$450

Timex

Q Timex Chronograph 40mm - Blue on Bracelet

$249$200

Timex

Q Timex Chronograph 40mm - Black on Bracelet

$249

Hamilton

Khaki Field Quartz 38mm - Blue on One-Piece Textile Strap

$445

Hamilton

Khaki Field Quartz 38mm - Black on One-Piece Textile Strap

$445

Laco

Pilot Watch Basic Augsburg 42mm - Black on Leather Strap

$460

Laco

Pilot Watch Basic Aachen 39mm - Black on Leather Strap

$460

Casio

Edifice Automatic 38mm - White

$300

Casio

Edifice Automatic 38mm - Blue

$300

Certina

DS-8 Gent Quartz 40mm - Black on Bracelet

$465

Orient

Bambino Version 7 Gold-Tone 38mm (2024 Update) - White on Leather Strap

$435$285

Seiko

SRP839 Presage Cocktail Time 33.8mm - Pink on Bracelet

$475$380

Seiko

SSK005 5 Sports GMT 42.5mm - Orange on Bracelet

$495$396

G-SHOCK

GM2100-1A 44.4mm - Grey on Rubber Strap

$220

G-SHOCK

GBM2100A-1A2 44.4mm- Blue

$280

Citizen

Promaster Dive Eco-Drive 40.6mm - Blue on Bracelet

$450$360

Citizen

Tsuyosa Automatic 37mm - Blue on Bracelet

$475$356.25

Bulova

Futuro Skeleton Blue Dial

$650$487.50

Bulova

Aerojet 39mm - Grey on Leather Strap

$550$412.50

Sternglas

Hamburg Mecha-Quartz Chrono 42mm - Silver on Leather Strap

$449

Sternglas

Hamburg Mecha-Quartz Chrono 42mm - Green on Leather Strap

$449

Tissot

PR 100 40mm - Blue on Bracelet

$350

Tissot

Ballade Quartz 40mm - Blue on Bracelet

$400

Timex

Q Timex 1978 Day/Date 37mm - Green on Leather Strap

$209$165

Timex

Marlin® Sub-Dial Automatic 39mm - Black on Leather Strap

$319

Laco

Pilot Watch Basic Augsburg 39mm - Black on Leather Strap

$460

Seiko

SRPK29 5 Sports 38mm - Black on Bracelet

$350$280

G-SHOCK

GST-B1000D-1A G-Steel 44.2mm - Grey on Bracelet

$440

G-SHOCK

GA2100K-5A Brown - Black on Resin Band

$135

Citizen

Brycen Super Titanium 41mm - Black on Bracelet

$575$431.25

Citizen

Garrison Eco-Drive 42mm - Green on Leather Strap

$325$260

Bulova

Racer Chronograph 42mm - Black on Leather Strap

$625$468.75

Bulova

Classic Surveyor Automatic 39mm - Light Blue on Bracelet

$475$356.25

Sternglas

Naos Quartz 38mm - Black on Leather Strap

$299

Sternglas

Naos Quartz 38mm - White on Dark Brown Leather Strap

$299

Tissot

Ballade Quartz 40mm - Green on Bracelet

$400

Tissot

PR 100 Quartz 40mm - Black on Leather Strap

$325

Seiko

SRPE43 Presage Cocktail Time Automatic 38.5mm - Blue on Leather Strap

$450$360

G-SHOCK

GA2100K-1A Grey - Black on Resin Band

$135

G-SHOCK

GM-2110D-3A G-Steel 44.4mm - Green on Bracelet

$330

Citizen

Tsuyosa Automatic 40mm - Sunray Yellow on Bracelet

$475$356.25

Citizen

Fio 30.7mm - White on Bracelet

$325$243.75

Bulova

Hack Watch 38mm - Ivory on Leather Strap

$475$356.25

Bulova

Classic 37mm - Silver on Leather Strap

$295$221.25

Sternglas

Naos Quartz 38mm - White on Black Leather Strap

$299

Sternglas

Naos XS Quartz Gold PVD 33mm - White on Leather Strap

$299

Tissot

PR 100 Quartz 40mm - Blue on Bracelet

$350

Tissot

PRX Quartz 35mm - Light Blue on Bracelet

$450

Seiko

SSK017 5 Sports SKX GMT U.S. Special Creation 42.5mm - Yellow on Bracelet

$495$396

G-SHOCK

GM-2110D-2A G-Steel 44.4mm - Light Blue on Bracelet

$330

G-SHOCK

GM2110D-3A1 44.4mm - Blue-Green on Bracelet

$330

Citizen

Garrison Eco-Drive 42mm - Blue on Leather Strap

$325$260

Citizen

Tsuyosa Automatic 40mm - Sunray Green on Bracelet

$475$356.25

Bulova

Marine Star Series B 41mm - Black on Rubber Strap

$495$371.25

Bulova

Classic 40mm - Grey on Bracelet

$350$262.50

Sternglas

Naos XS Quartz 33mm - White on Leather Strap

$299

Sternglas

Hamburg Quartz Bronze 42mm - Blue on Leather Strap

$399

Tissot

PRX Quartz 35mm - Silver on Bracelet

$450

Tissot

PRX Quartz 40mm - Blue on Rubber Strap

$400

Seiko

SRP841 Presage Cocktail Time 33.8mm - Ice blue on Bracelet

$475$380

Seiko

SRPL89 Seiko 5 SKX 42.5mm - Orange on Rubber Strap

$400$320

G-SHOCK

GST-B1000D-2A G-Steel 44.2mm - Blue on Bracelet

$440

G-SHOCK

GM6900YRA-8 Digital Quartz 49.7mm - Black on Resin Band

$270

Citizen

Tsuyosa Automatic 40mm - Sky Blue on Bracelet

$475$356.25

Citizen

Tsuyosa Automatic 40mm - Sunray Black on Bracelet

$475$356.25

Bulova

Sutton 43mm - Silver Skeleton on Bracelet

$650$487.50

Bulova

Super Seville Mini 25mm - White on Bracelet

$495$371.25

Sternglas

Naos Quartz 38mm - Sunburst Blue on Bracelet

$299

Sternglas

Naos Quartz 38mm - Black on Bracelet

$299

Tissot

PRX Quartz 35mm - Green on Bracelet

$450

Tissot

PRX Quartz 40mm - Green on Bracelet

$450

Seiko

S23159 Essentials Quartz for Visually Impaired 36mm - Silver on Leather Strap

$275

G-SHOCK

GST-B1000D-3A G-Steel 44.2mm - Green on Bracelet

$440

G-SHOCK

GM5600YRA-8 Digital Quartz 43.2mm - Black on Resin Band

$270

Citizen

Zenshin Mechanical Super Titanium 40.5mm - Blue on Bracelet

$650$487.50

Citizen

Odyn 41mm - Blue on Bracelet

$395$296.25

Bulova

Sutton 43mm - Silver and Gold-Tone Skeleton

$650$487.50

Bulova

Sutton 43mm - Black Skeleton on Bracelet

$650$487.50

Tissot

PR 100 Green Dial, 40 mm

$350

Tissot

PRX Quartz 35mm - White, Mother-of-Pearl on Bracelet

$450

Seiko

SRPL63 Presage Cocktail Time 34mm - Green on Bracelet

$550$440

G-SHOCK

GM2110D-8A 44.4mm - Slate-Grey on Bracelet

$330

Citizen

Zenshin Three-hand Eco Drive Super Titanium 39mm - Blue on Bracelet

$525$420

Citizen

Tsuyosa Automatic 37mm - Purple on Bracelet

$475$356.25

Bulova

Surveyor 39mm - Blue on Bracelet

$395$296.25

Bulova

Marine Star Black Dial

$625$468.75

Tissot

Ballade Quartz 34mm - Mint on Bracelet

$400

Tissot

PRX Quartz 25mm - White, Mother-of-Pearl on Bracelet

$395

Seiko

SSB477 Essentials Chronograph 38.7mm - Blue on Bracelet

$450$360

Seiko

SRPG27 5 Sports Field 39.4mm - Black on Bracelet

$315$260

Citizen

Fio Rose Gold-Tone 30.7mm - White on Red Leather Strap

$295$221.25

Citizen

Fio Gold-Tone 30.7mm - White on Orange Leather Strap

$295$221.25

Bulova

Sutton 42mm - Black on Leather Strap

$595$446.25

Bulova

A-11 Hack Watch 37mm - Blue on NATO Strap

$495$371.25

Tissot

Ballade Quartz 34mm - Light Blue on Bracelet

$400

Tissot

Ballade Quartz 34mm - Blue on Two-Tone Bracelet

$450

Seiko

SSA459 Presage Cocktail Time Automatic 40.5mm - Green on Leather Strap

$595$476

Seiko

SSB481 Essentials Chronograph 38.7mm - Green on Bracelet

$450$360

Citizen

Tsuyosa Shore Automatic 40mm - Blue on Bracelet

$495$371.25

Citizen

Addysen Eco-Drive 41mm - Grey on Bracelet

$425$340

Bulova

Surveyor 2021 42mm - Black on Bracelet

$525$393.75

Bulova

Surveyor 42mm - Blue on Bracelet

$525$393.75

Tissot

Ballade Quartz 40mm - Blue Dial on Two-Tone Bracelet

$450

Tissot

PRX Quartz 25mm - Ice Blue on Bracelet

$350

Seiko

SRPL64 Presage Cocktail Time Two-Tone 34mm - Gold on Bracelet

$595$476

Seiko

SRPL87 Seiko 5 SKX 42.5mm - Yellow on Rubber Strap

$400$320

Citizen

Brycen 43mm - Green on Bracelet

$425$318.75

Citizen

Garrison Eco-Drive 37mm - Black on Green Nylon Strap

$295$236

Bulova

Surveyor 39mm - Green on Leather Strap

$425$318.75

Bulova

Surveyor 39mm - Burgundy on Bracelet

$475$356.25

Tissot

Ballade Quartz 40mm - Silver Dial on Two-Tone Bracelet

$450

Tissot

Ballade Quartz 34mm - Silver on Two-Tone Bracelet

$450

Seiko

SSK021 5 Sports GMT 42.5mm - Grey on Bracelet

$495$396

Citizen

Addysen Eco-Drive 41mm - Blue on Bracelet

$425$340

Citizen

Garrison Eco-Drive 43mm - Silver on Bracelet

$275$220

Bulova

Snorkel Clownfish 41mm - White on Rubber Strap

$350$262.50

Bulova

Snorkel Blue Tang Fish 41mm - Blue on Rubber Strap

$350$262.50

Citizen

Promaster Nighthawk Black PVD 42mm - Black on Bracelet

$575$431.25

Bulova

"The Very Thought Of You" Frank Sinatra 30mm - Black on Bracelet

$495$420.75

Bulova

Classic Surveyor Automatic 39mm - Blue on Bracelet

$475$356.25

Citizen

Garrison Eco-Drive 43mm - Black on Bracelet

$325$260

Citizen

Garrison Eco-Drive Super Titanium 42mm - Black on Bracelet

$450$360

Bulova

Classic Surveyor Automatic Rose Gold 39mm - Aubergine Purple on Bracelet

$525$393.75

Bulova

Snorkel Sea Turtle 41mm - Brown on Rubber Strap

$350$262.50

Citizen

Rolan 40mm - Silver on Leather Strap

$425$318.75

Citizen

Tsuyosa Automatic 40mm - Orange on Bracelet

$475$356.25

Bulova

Super Seville Mini Gold-Tone 25mm - Silver-White on Bracelet

$575$431.25

Bulova

Oceanographer Snorkel Limited Edition Coral Ceramic 41mm - Teal on Tide Nylon Strap

$395

Citizen

Zenshin Chrono Super Titanium 42.4mm - Blue on Bracelet

$650$487.50

Citizen

Zenshin Chrono Super Titanium 42.4mm - Silver on Bracelet

$650$487.50

Bulova

Classic Sutton Square 23mm - Champagne on Bracelet

$495$371.25

Bulova

"The Very Thought Of You" Frank Sinatra 21mm - Black on Bracelet

$495$396

Citizen

Odyn Black PVD 41mm - Grey on Bracelet

$450$337.50

Citizen

Brycen Super Titanium 41mm - Blue on Leather Strap

$525$393.75

Bulova

Classic Sutton Square 23mm - Silver-White on Bracelet

$475$356.25

Bulova

Marine Star Series B 41mm - Blue on Bracelet

$550$412.50

Citizen

Zenshin Mechanical Super Titanium 40.5mm - Silver on Bracelet

$650$487.50

Citizen

Zenshin Three-hand Eco Drive Super Titanium 39mm - White on Bracelet

$525$420

Bulova

Marine Star Series B Two-Tone Gold-Tone 41mm - Green on Bracelet

$595$446.25

Citizen

Odyn Gold PVD 41mm - Green on Bracelet

$450$337.50

Citizen

Tsuyosa Automatic 37mm - Pastel Pink on Bracelet

$475$356.25

Citizen

Tsuyosa Automatic 37mm - Ice Blue on Bracelet

$475$356.25

Citizen

Promaster Navihawk Eco-Drive 40mm - Silver on Bracelet

$595$476

Citizen

Promaster Navihawk Eco-Drive 40mm - Salmon on Bracelet

$595$476

Citizen

Promaster Land GMT 39.5mm - Red on Bracelet

$595$446.25

Citizen

Promaster Land GMT 39.5mm - Blue on Fabric Strap

$525$393.75

Citizen

Fio 30.7mm - White on Blue Leather Strap

$275$206.25

Citizen

Fio Gold-Tone 30.7mm - Black on Bracelet

$350$262.50

Seiko

SRPL11 Prospex Samurai Diver 41.7mm - Red on Bracelet

$595$476
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