Luxury Estate Living on Expansive Lots in North Naples

Livingston Woods, Naples, Florida

Livingston Woods is one of Naples' premier residential communities, known for its spacious estate-sized properties, custom luxury homes, and peaceful surroundings. Unlike many traditional subdivisions, this sought-after neighborhood offers generous lot sizes with mature landscaping, providing homeowners with exceptional privacy and room to create their ideal outdoor lifestyle.

Located in North Naples, Livingston Woods offers the perfect balance of tranquility and convenience. Residents enjoy quick access to Gulf Coast beaches, upscale shopping destinations, fine dining, championship golf courses, parks, healthcare facilities, and entertainment. The community is also conveniently situated near major roadways, making travel throughout Naples and Southwest Florida easy.

Real Estate Statistics

Average Price $555K
Lowest Price $1.9K
Highest Price $5.2M
Total Listings 152
Avg. Days On Market 182
Avg. Price/SQFT $358

Property Types (active listings)


Livingston Woods Homes for Sale in Naples, FL

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1980 S Ocean Boulevard, Palm Beach

$200,000,000

1980 S Ocean Boulevard, Palm Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # R11060793
204 E Jaffa N,

$100,000,000

204 E Jaffa N,

0 Beds 0 Baths 0 SqFt Commercial MLS® # B26068894
7 Ocean Lane, Palm Beach

$88,400,000

7 Ocean Lane, Palm Beach

5 Beds 8 Baths 9,410 SqFt Residential MLS® # R11139593
1355 S Flagler Drive #south Tower Duplex Ph, West Palm Beach

$70,000,000

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

7 Beds 10 Baths 13,904 SqFt Residential MLS® # R11155081
10203 Collins Avenue #2801, Bal Harbour

$69,500,000

10203 Collins Avenue #2801, Bal Harbour

6 Beds 8 Baths 8,993 SqFt Residential MLS® # A11931658
1260 N Lake Way, Palm Beach

$63,500,000

1260 N Lake Way, Palm Beach

6 Beds 8 Baths 7,034 SqFt Residential MLS® # R11133286
111 Via Del Lago, Palm Beach

$59,000,000

111 Via Del Lago, Palm Beach

9 Beds 12 Baths 12,000 SqFt Residential MLS® # B26077347
215 Bears Club Drive, Jupiter

$53,900,000

215 Bears Club Drive, Jupiter

6 Beds 12 Baths 15,075 SqFt Residential MLS® # R11168397
1426 N Ocean Boulevard, Palm Beach

$48,000,000

1426 N Ocean Boulevard, Palm Beach

7 Beds 8 Baths 6,747 SqFt Residential MLS® # B26047163
508 S Beach Road, Jupiter Island

$45,000,000

508 S Beach Road, Jupiter Island

5 Beds 8 Baths 8,551 SqFt Residential MLS® # B26031447
3501 N Ocean Boulevard, Gulf Stream

$42,000,000

3501 N Ocean Boulevard, Gulf Stream

5 Beds 8 Baths 5,970 SqFt Residential MLS® # B26019900
1355 S Flagler Drive #ph 2601, West Palm Beach

$39,500,000

1355 S Flagler Drive #ph 2601, West Palm Beach

4 Beds 6 Baths 8,066 SqFt Residential MLS® # R11128922
New
13920 Stirling Road, Southwest Ranches

$38,900,000

13920 Stirling Road, Southwest Ranches

8 Beds 13 Baths 23,442 SqFt Residential MLS® # B26085352
555 Ocean Boulevard, Golden Beach

$37,999,998

555 Ocean Boulevard, Golden Beach

8 Beds 11 Baths 9,618 SqFt Residential MLS® # F10539470
211 Bears Club Drive, Jupiter

$34,000,000

211 Bears Club Drive, Jupiter

5 Beds 8 Baths 10,796 SqFt Residential MLS® # B26080875
301 Plantation Road, Palm Beach

$32,000,000

301 Plantation Road, Palm Beach

7 Beds 11 Baths 7,063 SqFt Residential MLS® # B26080140
209 Commodore Drive, Jupiter

$30,000,000

209 Commodore Drive, Jupiter

9 Beds 14 Baths 24,320 SqFt Residential MLS® # R11104398
1355 S Flagler Drive #2203, West Palm Beach

$28,450,000

1355 S Flagler Drive #2203, West Palm Beach

4 Beds 6 Baths 5,743 SqFt Residential MLS® # R11163511
146 Bears Club Drive, Jupiter

$27,900,000

146 Bears Club Drive, Jupiter

6 Beds 10 Baths 10,401 SqFt Residential MLS® # B26080403
68 Isla Bahia Drive, Fort Lauderdale

$26,000,000

68 Isla Bahia Drive, Fort Lauderdale

6 Beds 10 Baths 8,327 SqFt Residential MLS® # B26074998
82719 Old Highway, Islamorada

$24,995,000

82719 Old Highway, Islamorada

7 Beds 11 Baths 10,182 SqFt Residential MLS® # A12091663
2330 Seven Oaks Lane, Palm Beach Gardens

$24,950,000

2330 Seven Oaks Lane, Palm Beach Gardens

7 Beds 13 Baths 17,440 SqFt Residential MLS® # B26076318
6001 Le Lac Road, Boca Raton

$24,950,000

6001 Le Lac Road, Boca Raton

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26070391
6001 Le Lac Road, Boca Raton

$24,950,000

6001 Le Lac Road, Boca Raton

7 Beds 9 Baths 10,914 SqFt Residential MLS® # B26041740
1100 S Flagler Drive #804, West Palm Beach

$24,950,000

1100 S Flagler Drive #804, West Palm Beach

4 Beds 6 Baths 4,906 SqFt Residential MLS® # B26033963
14880 Palmwood Road, Palm Beach Gardens

$24,900,000

14880 Palmwood Road, Palm Beach Gardens

7 Beds 11 Baths 10,398 SqFt Residential MLS® # B26040641
Playa Caletas, Canton De Garabito, Puntarenas,

$24,500,000

Playa Caletas, Canton De Garabito, Puntarenas,

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26043539
5 Grove Isle Drive #phs01, Coconut Grove

$23,500,000

5 Grove Isle Drive #phs01, Coconut Grove

4 Beds 6 Baths 7,027 SqFt Residential MLS® # A11989341
1355 S Flagler Drive #800, West Palm Beach

$23,500,000

1355 S Flagler Drive #800, West Palm Beach

4 Beds 6 Baths 5,355 SqFt Residential MLS® # B26005870
5 Via Flagler, Palm Beach

$23,495,000

5 Via Flagler, Palm Beach

4 Beds 6 Baths 6,437 SqFt Residential MLS® # B26074191
New Open House
13 Via Vizcaya, Palm Beach

$23,000,000

13 Via Vizcaya, Palm Beach

3 Beds 6 Baths 5,913 SqFt Residential
Thu, Oct 8th, 2026 @ 2pm - 4pm
MLS® # B26085543
3405 Olde Hampton Drive, Wellington

$23,000,000

3405 Olde Hampton Drive, Wellington

13 Beds 7 Baths 5,318 SqFt Residential MLS® # R11163167
369 Eagle Drive, Jupiter

$23,000,000

369 Eagle Drive, Jupiter

7 Beds 9 Baths 9,692 SqFt Residential MLS® # R11153115
New
97 Nurmi Drive, Fort Lauderdale

$22,900,000

97 Nurmi Drive, Fort Lauderdale

6 Beds 9 Baths 8,600 SqFt Residential MLS® # B26085009
1355 S Flagler Drive #2301, West Palm Beach

$22,875,000

1355 S Flagler Drive #2301, West Palm Beach

3 Beds 5 Baths 4,613 SqFt Residential MLS® # B26056288
13614 Rhone Circle, Palm Beach Gardens

$21,850,000

13614 Rhone Circle, Palm Beach Gardens

6 Beds 10 Baths 10,359 SqFt Residential MLS® # R11135823
232 Bears Club Drive, Jupiter

$21,500,000

232 Bears Club Drive, Jupiter

5 Beds 8 Baths 8,677 SqFt Residential MLS® # B26022087
17667 Se Federal Highway, Tequesta

$20,000,000

17667 Se Federal Highway, Tequesta

8 Beds 13 Baths 16,134 SqFt Residential MLS® # B26073493
1015 S Southlake Drive, Hollywood

$19,999,999

1015 S Southlake Drive, Hollywood

7 Beds 9 Baths 7,355 SqFt Residential MLS® # A12045486
New
3723a S Ocean Boulevard, Highland Beach

$19,950,000

3723a S Ocean Boulevard, Highland Beach

0 Beds 0 Baths 0 SqFt Land / Boat Docks MLS® # B26085026
New
3723 S Ocean Boulevard, Highland Beach

$19,950,000

3723 S Ocean Boulevard, Highland Beach

6 Beds 10 Baths 8,154 SqFt Residential MLS® # B26085036
New
409 N Atlantic Drive, Lantana

$19,950,000

409 N Atlantic Drive, Lantana

6 Beds 7 Baths 4,976 SqFt Residential MLS® # B26085270
2927 Rhone Drive, Palm Beach Gardens

$19,950,000

2927 Rhone Drive, Palm Beach Gardens

6 Beds 10 Baths 8,417 SqFt Residential MLS® # B26019572
New
12317 Banyan Road, North Palm Beach

$18,950,000

12317 Banyan Road, North Palm Beach

6 Beds 8 Baths 6,313 SqFt Residential MLS® # B26084452
13771 Le Bateau Isle, Palm Beach Gardens

$18,950,000

13771 Le Bateau Isle, Palm Beach Gardens

5 Beds 8 Baths 8,505 SqFt Residential MLS® # B26076191
13101 Monet Lane, Palm Beach Gardens

$18,900,000

13101 Monet Lane, Palm Beach Gardens

7 Beds 9 Baths 12,163 SqFt Residential MLS® # B26075022
1355 S Flagler Drive #1900, West Palm Beach

$18,850,000

1355 S Flagler Drive #1900, West Palm Beach

3 Beds 5 Baths 4,862 SqFt Residential MLS® # R11062658
2787 Calais Drive, Palm Beach Gardens

$18,595,000

2787 Calais Drive, Palm Beach Gardens

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

Livingston Woods Homes for Sale in Naples, Florida | Buyer's Guide

Explore Livingston Woods homes for sale in Naples, Florida. Learn about the neighborhood, home styles, pricing factors, amenities, and tips for buying property.


Livingston Woods Homes for Sale in Naples, Florida

If you're searching for Livingston Woods homes for sale in Naples, Florida, you'll discover a unique residential community known for its spacious properties, private setting, and convenient location. Livingston Woods offers buyers the opportunity to enjoy large lots while remaining just minutes from Naples' shopping, dining, beaches, and entertainment.

Whether you're relocating, purchasing a luxury residence, or looking for additional outdoor space, Livingston Woods is one of Naples' most desirable residential areas.


Why Buyers Choose Livingston Woods

Livingston Woods stands out because it combines privacy with convenience. Unlike many planned developments, properties here often feature generous lot sizes, mature landscaping, and room for custom amenities such as guest houses, pools, detached garages, or recreational areas.

Homebuyers are attracted by:

  • Large residential lots

  • Quiet surroundings

  • No high-density development

  • Convenient access to major roads

  • Close proximity to Gulf beaches

  • Luxury custom homes

  • Strong long-term desirability

Many buyers appreciate having additional land while remaining close to everything Naples has to offer.

infographic-livingston-woods-naples-florida


Prime Location in Naples

Livingston Woods is centrally located in North Naples, making it easy to reach many of the city's most popular destinations.

Nearby attractions include:

  • Gulf beaches

  • Shopping centers

  • Restaurants

  • Golf courses

  • Parks

  • Medical facilities

  • Downtown Naples

  • Interstate access

Its location allows residents to enjoy peaceful living without sacrificing convenience.


Types of Homes Available

The Livingston Woods real estate market primarily consists of:

  • Luxury custom homes

  • Estate homes

  • Newly constructed residences

  • Renovated properties

  • Homes with acreage

  • Properties featuring guest houses

  • Pool homes

  • Homes with outdoor entertainment areas

Architectural styles vary, giving buyers numerous options depending on their preferences.

Browse Homes for Sale in Other Naples Neighborhoods

Home Prices and Market Trends

Home values in Livingston Woods can vary significantly based on several factors, including:

  • Lot size

  • Home size

  • Age of the property

  • Renovations

  • Luxury finishes

  • Outdoor amenities

  • Market conditions

Because inventory is often limited, buyers should monitor new listings regularly and work with a knowledgeable local real estate professional to evaluate pricing and comparable sales.


Lifestyle and Amenities

Living in Livingston Woods provides a balance between privacy and accessibility.

Residents enjoy:

  • Spacious yards

  • Walking and biking opportunities

  • Outdoor entertaining

  • Gardening

  • Family-friendly living

  • Pet-friendly properties

  • Peaceful surroundings

Despite its quiet atmosphere, residents remain close to Naples' vibrant shopping and dining districts.


Schools Near Livingston Woods

Families purchasing in Livingston Woods have access to both public and private educational options in the Naples area. School assignments may change over time, so buyers should verify the current attendance boundaries directly with the local school district before purchasing.

Nearby educational opportunities may include elementary, middle, and high schools, along with several private and charter school options.


Things to Do Near Livingston Woods

Residents enjoy convenient access to many popular Naples attractions.

Some nearby activities include:

  • White-sand Gulf beaches

  • Nature preserves

  • Golf courses

  • Tennis facilities

  • Waterfront dining

  • Boutique shopping

  • Farmers markets

  • Art galleries

  • Community events

  • Seasonal festivals

The area offers year-round outdoor recreation thanks to Southwest Florida's warm climate.


Advantages of Buying in Livingston Woods

Many buyers choose Livingston Woods because it offers:

  • Larger lots than many Naples communities

  • Privacy and mature landscaping

  • Strong neighborhood appeal

  • Luxury home opportunities

  • Convenient central location

  • Room for custom outdoor living

  • Excellent long-term lifestyle value

These qualities continue to make Livingston Woods a sought-after destination for homebuyers.


Tips for Buying a Home in Livingston Woods

Before purchasing, consider the following:

  1. Determine your budget and financing options.

  2. Review current listings and recent comparable sales.

  3. Consider future maintenance for larger lots.

  4. Verify school zoning if important to your household.

  5. Schedule property inspections.

  6. Evaluate renovation potential if purchasing an older home.

  7. Work with an experienced local real estate professional familiar with the neighborhood.

Taking these steps can help you make a well-informed purchasing decision.


Frequently Asked Questions

Where is Livingston Woods located?

Livingston Woods is located in North Naples, Florida, offering convenient access to beaches, shopping, dining, healthcare, and major roadways.

What types of homes are available?

The community features luxury estates, custom homes, renovated residences, and properties with large lots.

Is Livingston Woods a good place for families?

Many buyers appreciate the spacious properties, quiet environment, and proximity to schools, parks, and recreational opportunities.

Are large lots common?

Yes. One of Livingston Woods' defining characteristics is its generous lot sizes compared with many nearby neighborhoods.

Is Livingston Woods close to the beach?

Yes. Several Gulf Coast beaches are just a short drive from the community.

Why is Livingston Woods popular?

Its combination of privacy, acreage, custom homes, and central Naples location makes it attractive to a wide range of buyers.


Conclusion

Livingston Woods continues to attract buyers seeking spacious homes, larger lots, and a convenient Naples location. Whether you're searching for a custom luxury residence or a property with room to expand, the neighborhood offers a distinctive lifestyle that combines privacy with easy access to Southwest Florida's best amenities.

Before making a purchase, review current listings, compare recent sales, and confirm property details such as zoning, school assignments, and any applicable local regulations. 


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