Exclusive Living in Cutler Oaks Estates, Coral Gables

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Cutler Oaks Estates, Coral Gables, Florida

Cutler Oaks Estates in Coral Gables, FL, is a gated luxury community that epitomizes the exclusivity and charm of South Florida living. Nestled just a stone's throw away from the serene R Hardy Matheson County Preserve and the lush landscapes of the Montgomery Botanical Center, this idyllic neighborhood offers a unique blend of natural beauty and upscale living.

With just 15 homes, Cutler Oaks Estates provides a private and intimate setting that ensures residents enjoy peace, privacy, and a sense of community. These homes, accessed from Old Cutler Road, are surrounded by natural preserves, guaranteeing that no new construction will disturb the tranquility of the area. 

Real Estate Statistics

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Total Listings	0
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Property Types (active listings)

Cutler Oaks Estates, Coral Gables, FL Homes for Sale

• All Listings
• Under $100,000
• $100,000 - $200,000
• $200,000 - $300,000
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

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$200,000,000

1980 S Ocean Boulevard, Palm Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # R11060793

$100,000,000

204 E Jaffa N,

0 Beds 0 Baths 0 SqFt Commercial MLS® # B26068894

$88,400,000

7 Ocean Lane, Palm Beach

5 Beds 8 Baths 9,410 SqFt Residential MLS® # R11139593

$70,000,000

1355 S Flagler Drive #south Tower Duplex Ph, West Palm Beach

7 Beds 10 Baths 13,904 SqFt Residential MLS® # R11155081

$69,500,000

10203 Collins Avenue #2801, Bal Harbour

6 Beds 8 Baths 8,993 SqFt Residential MLS® # A11931658

$63,500,000

1260 N Lake Way, Palm Beach

6 Beds 8 Baths 7,034 SqFt Residential MLS® # R11133286

$59,000,000

111 Via Del Lago, Palm Beach

9 Beds 12 Baths 12,000 SqFt Residential MLS® # B26077347

$53,900,000

215 Bears Club Drive, Jupiter

6 Beds 12 Baths 15,075 SqFt Residential MLS® # R11168397

$48,000,000

1426 N Ocean Boulevard, Palm Beach

7 Beds 8 Baths 6,747 SqFt Residential MLS® # B26047163

$45,000,000

508 S Beach Road, Jupiter Island

5 Beds 8 Baths 8,551 SqFt Residential MLS® # B26031447

$42,000,000

3501 N Ocean Boulevard, Gulf Stream

5 Beds 8 Baths 5,970 SqFt Residential MLS® # B26019900

$39,500,000

1355 S Flagler Drive #ph 2601, West Palm Beach

4 Beds 6 Baths 8,066 SqFt Residential MLS® # R11128922

New

$38,900,000

13920 Stirling Road, Southwest Ranches

8 Beds 13 Baths 23,442 SqFt Residential MLS® # B26085352

$37,999,998

555 Ocean Boulevard, Golden Beach

8 Beds 11 Baths 9,618 SqFt Residential MLS® # F10539470

$34,000,000

211 Bears Club Drive, Jupiter

5 Beds 8 Baths 10,796 SqFt Residential MLS® # B26080875

$32,000,000

301 Plantation Road, Palm Beach

7 Beds 11 Baths 7,063 SqFt Residential MLS® # B26080140

$30,000,000

209 Commodore Drive, Jupiter

9 Beds 14 Baths 24,320 SqFt Residential MLS® # R11104398

$28,450,000

1355 S Flagler Drive #2203, West Palm Beach

4 Beds 6 Baths 5,743 SqFt Residential MLS® # R11163511

$27,900,000

146 Bears Club Drive, Jupiter

6 Beds 10 Baths 10,401 SqFt Residential MLS® # B26080403

$26,000,000

68 Isla Bahia Drive, Fort Lauderdale

6 Beds 10 Baths 8,327 SqFt Residential MLS® # B26074998

$24,995,000

82719 Old Highway, Islamorada

7 Beds 11 Baths 10,182 SqFt Residential MLS® # A12091663

$24,950,000

2330 Seven Oaks Lane, Palm Beach Gardens

7 Beds 13 Baths 17,440 SqFt Residential MLS® # B26076318

$24,950,000

6001 Le Lac Road, Boca Raton

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26070391

$24,950,000

6001 Le Lac Road, Boca Raton

7 Beds 9 Baths 10,914 SqFt Residential MLS® # B26041740

$24,950,000

1100 S Flagler Drive #804, West Palm Beach

4 Beds 6 Baths 4,906 SqFt Residential MLS® # B26033963

$24,900,000

14880 Palmwood Road, Palm Beach Gardens

7 Beds 11 Baths 10,398 SqFt Residential MLS® # B26040641

$24,500,000

Playa Caletas, Canton De Garabito, Puntarenas,

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26043539

$23,500,000

5 Grove Isle Drive #phs01, Coconut Grove

4 Beds 6 Baths 7,027 SqFt Residential MLS® # A11989341

$23,500,000

1355 S Flagler Drive #800, West Palm Beach

4 Beds 6 Baths 5,355 SqFt Residential MLS® # B26005870

$23,495,000

5 Via Flagler, Palm Beach

4 Beds 6 Baths 6,437 SqFt Residential MLS® # B26074191

New Open House

$23,000,000

13 Via Vizcaya, Palm Beach

3 Beds 6 Baths 5,913 SqFt Residential

Open House

Thu, Oct 8th, 2026 @ 2pm - 4pm

MLS® # B26085543

$23,000,000

3405 Olde Hampton Drive, Wellington

13 Beds 7 Baths 5,318 SqFt Residential MLS® # R11163167

$23,000,000

369 Eagle Drive, Jupiter

7 Beds 9 Baths 9,692 SqFt Residential MLS® # R11153115

New

$22,900,000

97 Nurmi Drive, Fort Lauderdale

6 Beds 9 Baths 8,600 SqFt Residential MLS® # B26085009

$22,875,000

1355 S Flagler Drive #2301, West Palm Beach

3 Beds 5 Baths 4,613 SqFt Residential MLS® # B26056288

$21,850,000

13614 Rhone Circle, Palm Beach Gardens

6 Beds 10 Baths 10,359 SqFt Residential MLS® # R11135823

$21,500,000

232 Bears Club Drive, Jupiter

5 Beds 8 Baths 8,677 SqFt Residential MLS® # B26022087

$20,000,000

17667 Se Federal Highway, Tequesta

8 Beds 13 Baths 16,134 SqFt Residential MLS® # B26073493

$19,999,999

1015 S Southlake Drive, Hollywood

7 Beds 9 Baths 7,355 SqFt Residential MLS® # A12045486

New

$19,950,000

3723a S Ocean Boulevard, Highland Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26085026

New

$19,950,000

3723 S Ocean Boulevard, Highland Beach

6 Beds 10 Baths 8,154 SqFt Residential MLS® # B26085036

New

$19,950,000

409 N Atlantic Drive, Lantana

6 Beds 7 Baths 4,976 SqFt Residential MLS® # B26085270

$19,950,000

2927 Rhone Drive, Palm Beach Gardens

6 Beds 10 Baths 8,417 SqFt Residential MLS® # B26019572

New

$18,950,000

12317 Banyan Road, North Palm Beach

6 Beds 8 Baths 6,313 SqFt Residential MLS® # B26084452

$18,950,000

13771 Le Bateau Isle, Palm Beach Gardens

5 Beds 8 Baths 8,505 SqFt Residential MLS® # B26076191

$18,900,000

13101 Monet Lane, Palm Beach Gardens

7 Beds 9 Baths 12,163 SqFt Residential MLS® # B26075022

$18,850,000

1355 S Flagler Drive #1900, West Palm Beach

3 Beds 5 Baths 4,862 SqFt Residential MLS® # R11062658

$18,595,000

2787 Calais Drive, Palm Beach Gardens

5 Beds 8 Baths 9,272 SqFt Residential MLS® # R11135826

Unlocking the Charm: Discover Your Dream Home in Cutler Oaks Estates, Coral Gables, FL

Introduction

Hey there! Are you on the hunt for a dreamy spot to call home in Coral Gables, FL? Well, you might just hit the jackpot with Cutler Oaks Estates. This neighborhood isn't just any old place; it's a hidden gem that's got charm and elegance in spades. And let's be real, who wouldn't want to snag a slice of paradise in sunny Florida?

So, buckle up as we dive into the world of homes for sale in the Cutler Oaks Estates neighborhood in Coral Gables, FL. We're talking lush landscapes, exclusive vibes, and, yes, the kind of homes that'll make your heart skip a beat!

Why Cutler Oaks Estates Rocks

Before we get down to the nitty-gritty, let's chat about why Cutler Oaks Estates is the place to be:

• Lush Landscaping: Imagine waking up to the sight of towering oaks and tropical flora every morning. Sounds like a dream, right?
• Exclusive Community: With a limited number of homes, this neighborhood offers privacy and a tight-knit community vibe.
• Stunning Homes: From modern marvels to charming traditional homes, there's something for every taste.
• A+ Location: Close to top-notch schools, fabulous dining, and shopping, plus all the perks of Coral Gables living.

Finding Your Dream Home in Cutler Oaks Estates

What to Look For

When you're on the prowl for homes for sale in the Cutler Oaks Estates neighborhood in Coral Gables, FL, keep these tips in mind:

• Know Your Style: Modern chic or classic elegance? Pick a home that reflects your personal taste.
• Consider the Lot: A bigger lot means more space for backyard BBQs, a pool, or your very own garden oasis.
• Community Perks: Get the lowdown on homeowner association benefits and any community-specific amenities.

The Buying Process Simplified

Feeling overwhelmed? Don't sweat it! Here's a simplified breakdown:

1. Get Pre-approved: Know your budget before you start looking.
2. Find a Great Realtor®: Someone who knows the ins and outs of Cutler Oaks Estates can be a game-changer.
3. Visit Homes: Pictures only tell part of the story. Seeing is believing!
4. Make an Offer: Found the one? Time to make it official with an offer.
5. Inspection and Closing: Don't skip the inspection, and get ready for some paperwork on closing day.

The Heart of Coral Gables

Living in Cutler Oaks Estates means you're smack dab in the heart of Coral Gables. Here's what makes it so special:

• Rich History: Coral Gables is known for its Mediterranean Revival architecture and historic landmarks.
• Green Spaces: Parks, gardens, and greenways make it an urban oasis.
• Culture and Entertainment: Art cinemas, galleries, and theaters offer a slice of culture, while the dining scene is nothing short of spectacular.

Schools

Some of the top-rated schools serving this affluent community of Coral Gables include:

• Gulliver Academy and Prep, PK–12, overall best sports programs
• Riviera School, PK–12, best PK-12 private school
• KLA Schools, daycare, North Bay Village's leading daycare
• ISCHS, 9–12, 2020 College Success Award
• Gables Montessori, K–1, American Montessori Society approval 
• Somerset Gables Academy, K–8, best public elementary and middle schools in Florida

FAQs: Homes for Sale in Cutler Oaks Estates

Q. What's the price range for homes in Cutler Oaks Estates?
A. Prices vary widely, reflecting the uniqueness of each home. Expect a range that accommodates luxury budgets.

Q. Are there any schools nearby?
A. Absolutely! Coral Gables is known for its excellent schools, both public and private.

Q. How close is it to Miami?
A. You're just a stone's throw away from the vibrant city of Miami, offering the perfect balance between serene suburbia and city life.

Conclusion

So, there you have it! A deep dive into the enchanting world of homes for sale in the Cutler Oaks Estates neighborhood in Coral Gables, FL. Whether you're drawn to the exclusivity, the stunning homes, or the unbeatable location, one thing's for sure: this neighborhood has a lot to offer. With its blend of charm, elegance, and modern amenities, Cutler Oaks Estates isn't just a place to live; it's a place to thrive. So why wait? Your dream home might just be a showing away. Happy house hunting!