From Thanksgiving to Valentine’s Day, engagement season is in full swing. In fact, nearly 40% of proposals happen during the holidays, when family gatherings and festive celebrations create the perfect backdrop for popping the question. If you’re planning a proposal this year, the most important decision, after choosing your partner, of course, is choosing the ring.
More and more couples are turning to vintage and estate jewelry to find a ring that feels truly special. Unlike mass-produced designs from big-box retailers, these pieces carry a sense of history, craftsmanship, and romance that can’t be replicated. Buying at auction makes the experience even more exciting, offering access to iconic makers like Cartier and Tiffany & Co., along with unique diamond settings you won’t find anywhere else.
Here’s why estate jewelry is the perfect choice for engagement season—and a look at some dazzling rings currently available on Bidsquare.
Why Choose Vintage or Estate Jewelry?
Timeless Craftsmanship: Vintage rings often feature details that aren’t commonly seen in modern pieces: hand-cut stones, milgrain edges, filigree settings, and unique diamond shapes. These touches add character and artistry, making the ring stand out.
Sustainable Luxury: Estate jewelry is an eco-friendly choice. Rather than sourcing new diamonds and metals, buying a pre-loved ring extends the life of existing materials. For couples who want a meaningful and sustainable option, this adds another layer of significance.
Exceptional Value: Auctions provide the chance to buy high-quality pieces at prices often well below retail. Designer names and larger stones, typically out of reach in a traditional jewelry store, suddenly become attainable.
A Story to Continue: Each vintage ring carries a history. Whether it was worn for decades of a marriage or passed through generations, you’re not just buying a ring; you’re stepping into a legacy and adding your own chapter.
Featured Auction Highlights
This engagement season, Bidsquare is offering a stunning selection of estate and designer rings that combine beauty, rarity, and timeless appeal.
1. Cartier GIA Diamond and 18k Ring (Lot 94)
Cartier is synonymous with elegance and prestige. This GIA-certified diamond ring showcases the craftsmanship that has made Cartier a favorite among collectors for more than a century. It’s a piece that will hold its value and charm for generations.
Estate Jewelry, Fine Art & Decoration
By Kodner Galleries
September 25, 2025
Estimate: $120,000 - $150,000
2. Tiffany & Co. GIA Diamond Ring (Lot 84)
Few names are more iconic when it comes to engagement than Tiffany & Co. This GIA-certified ring brings that unmistakable sparkle, complete with the heritage of a brand long associated with romance and commitment.
Estate Jewelry, Fine Art & Decoration
By Kodner Galleries
September 25, 2025
Estimate: $180,000 - $225,000
3. GIA Diamond and Platinum Ring (Lot 99)
Platinum is prized for its durability and natural white luster. Paired with a brilliant GIA diamond, this ring offers a combination of strength and shine, making it perfect for a lifelong promise.
Estate Jewelry, Fine Art & Decoration
By Kodner Galleries
September 25, 2025
Estimate: $100,000 - $125,000
4. 14kt White Gold 3.25ctw Diamond Ring (Lot 537)
For those who believe bigger is better, this 3.25ctw diamond ring delivers dramatic sparkle. It’s a bold statement piece that ensures your proposal shines as brightly as the stone itself.
Fine Jewelry & Diamonds Sale
By Robinhood Auctions
September 10-20, 2025
Estimate: $9,000 - $20,000
5. 14kt White Gold 2ctw Diamond Ring (Lot 84)
With a perfect balance of size and wearability, this 2ctw diamond ring is a versatile choice. Its understated elegance makes it ideal for those who want brilliance without excess.
Fine Jewelry & Diamonds Sale
By Robinhood Auctions
September 10-20, 2025
Estimate: $11,000 - $28,000
Tips for Buying at Auction
If you’re new to auctions, here are a few tips to help you shop with confidence:
Look for Certification: Rings with GIA (Gemological Institute of America) reports provide assurance about the diamond’s quality.
Research Designers: Names like Cartier and Tiffany carry strong resale value and long-standing prestige.
Understand the Estimate: Auction houses provide estimates, but bidding can sometimes end below retail pricing—making it a smart opportunity.
Set a Budget: Decide your maximum bid in advance to avoid getting caught up in the excitement of the moment.
The Perfect Season for Forever
Engagement season is about creating memories that last a lifetime. Choosing a vintage or estate ring from auction adds another layer of meaning; a rare piece with history, artistry, and romance built in. Whether it’s Cartier, Tiffany, or a dazzling diamond set in platinum or gold, the right ring is waiting to be discovered.
Explore these and many more exquisite pieces now on Bidsquare.