Pending Sale | 255 2nd Ave N, Olde Naples, FL, 34102

P E N D I N G !

Location Meets Value! Just steps to picturesque, sugar-sand beaches and blocks to Historic Downtown Naples (5th Ave S & 3rd St. S). This traditional Olde Naples’ home has been recently updated and is paired with a 3 bedroom, 2 bath guest house accessible via alley or drive-through dual carport to accommodate all of your out-of-town guests. Offered “turnkey” with parking for 10 plus vehicles! The main home boasts 6 sets of French doors leading out to the oversized screened lanai/pool area, both a wet and dry bar for entertaining, ground floor master bedroom with 2 master bathrooms, and a den/library. The double staircase leads you to 2 additional bedrooms plus bathroom with a loft and balcony that overlooks the pool and spa. The mahogany lined street maintained by the city and surrounding mature vegetation gives the owner of this estate a private oasis that most dwellings do not offer within Naples proper. Updates to main home include complete kitchen renovation, all new flooring, master bathroom remodel, roof in 2022, and new AC units. Updates to guest house include lower level wood-like tile flooring, wood-like tiled walls, complete kitchen remodel, roof in 2022, and new AC unit.

Alpizar Real Estate is a Boutique, Family-run Brokerage with a focus on Quality over Quantity. Experience a Smooth and Stress Free move with our team of professionals! 

If you would like to Sell or Buy a Home in Naples or surrounding cities, contact Robert Alpizar at 239.537.1943 to discuss how he can help you reach your real estate goals.

Explore Homes For Sale in Olde Naples

Olde Naples - Active Listings

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71 18th Ave S, NAPLES

$44,000,000

71 18th Ave S, NAPLES

6 Beds 4 Baths 5,052 SqFt Residential MLS® # 224039753

Waterfront Realty Group IncNaples Area Board of Realtors Logo

30 3rd Ave S, NAPLES

$29,500,000

↓ $2,500,000

30 3rd Ave S, NAPLES

6 Beds 6 Baths 5,699 SqFt Residential MLS® # 226001239

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

23 6th Ave N, NAPLES

$27,900,000

23 6th Ave N, NAPLES

6 Beds 6 Baths 5,945 SqFt Residential MLS® # 226018147

Coldwell Banker RealtyNaples Area Board of Realtors Logo

1100 Gulf Shore Blvd S, NAPLES

$25,000,000

1100 Gulf Shore Blvd S, NAPLES

6 Beds 8 Baths 6,978 SqFt Residential MLS® # 226022104

William Raveis Real EstateNaples Area Board of Realtors Logo

55 13th Ave S, NAPLES

$22,995,000

55 13th Ave S, NAPLES

6 Beds 7 Baths 6,143 SqFt Residential MLS® # 226024712

Gulf Coast International PropNaples Area Board of Realtors Logo

285 Central Ave, NAPLES

$17,950,000

285 Central Ave, NAPLES

5 Beds 8 Baths 6,822 SqFt Residential MLS® # 225073939

Waterfront Realty Group IncNaples Area Board of Realtors Logo

264 8th Ave S, NAPLES

$13,995,000

264 8th Ave S, NAPLES

5 Beds 7 Baths 5,057 SqFt Residential MLS® # 226013404

Compass Florida LLCNaples Area Board of Realtors Logo

40 5th Ave S, NAPLES

$13,500,000

40 5th Ave S, NAPLES

5 Beds 7 Baths 7,635 SqFt Residential MLS® # 226029919

Coldwell Banker RealtyNaples Area Board of Realtors Logo

626 S Golf Dr, NAPLES

$12,995,000

↓ $900,000

626 S Golf Dr, NAPLES

6 Beds 7 Baths 6,255 SqFt Residential MLS® # 223075606

Waterfront Realty Group IncNaples Area Board of Realtors Logo

128 1st Ave S, NAPLES

$12,900,000

↓ $600,000

128 1st Ave S, NAPLES

5 Beds 7 Baths 5,174 SqFt Residential MLS® # 224012251

William Raveis Real EstateNaples Area Board of Realtors Logo

140 3rd Ave S, NAPLES

$12,500,000

↓ $495,000

140 3rd Ave S, NAPLES

5 Beds 8 Baths 7,537 SqFt Residential MLS® # 226002046

Gulf Coast International PropNaples Area Board of Realtors Logo

273 10th Ave S, NAPLES

$11,995,000

↓ $905,000

273 10th Ave S, NAPLES

5 Beds 7 Baths 4,787 SqFt Residential MLS® # 225068377

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo

349 2nd Ave N, NAPLES

$10,999,000

↓ $1,496,000

349 2nd Ave N, NAPLES

4 Beds 6 Baths 5,017 SqFt Residential MLS® # 225077098

Coldwell Banker RealtyNaples Area Board of Realtors Logo

690 7th Ave N, NAPLES

$10,895,000

↓ $600,000

690 7th Ave N, NAPLES

5 Beds 8 Baths 4,998 SqFt Residential MLS® # 224028308

Waterfront Realty Group IncNaples Area Board of Realtors Logo

581 14th Ave S, NAPLES

$10,499,000

↓ $496,000

581 14th Ave S, NAPLES

4 Beds 7 Baths 4,534 SqFt Residential MLS® # 225056392

Compass Florida LLCNaples Area Board of Realtors Logo

160 Broad Ave S, NAPLES

$9,750,000

↓ $2,250,000

160 Broad Ave S, NAPLES

4 Beds 6 Baths 5,283 SqFt Residential MLS® # 226019430

John R Wood PropertiesNaples Area Board of Realtors Logo

12 Gulf Shore Blvd N, NAPLES

$9,450,000

12 Gulf Shore Blvd N, NAPLES

0 Beds 0 Baths 0 SqFt Land MLS® # 224050004

Downing Frye Realty Inc.Naples Area Board of Realtors Logo

140 2nd Ave N, NAPLES

$7,950,000

140 2nd Ave N, NAPLES

0 Beds 0 Baths 0 SqFt Land MLS® # 225052605

John R Wood PropertiesNaples Area Board of Realtors Logo

739 5th Ave N, NAPLES

$7,500,000

739 5th Ave N, NAPLES

5 Beds 9 Baths 4,825 SqFt Residential MLS® # 226005784

Waterfront Realty Group IncNaples Area Board of Realtors Logo

200 S Golf Dr, NAPLES

$6,950,000

200 S Golf Dr, NAPLES

4 Beds 5 Baths 6,874 SqFt Residential MLS® # 226011149

Compass Florida LLCNaples Area Board of Realtors Logo

405 7th Ave N, NAPLES

$6,950,000

405 7th Ave N, NAPLES

4 Beds 5 Baths 4,092 SqFt Residential MLS® # 225077814

John R Wood PropertiesNaples Area Board of Realtors Logo

2080 Gordon Dr, NAPLES

$6,900,000

2080 Gordon Dr, NAPLES

3 Beds 4 Baths 3,033 SqFt Residential MLS® # 225075505

John R Wood PropertiesNaples Area Board of Realtors Logo

1140 8th St S, NAPLES

$6,795,000

1140 8th St S, NAPLES

5 Beds 6 Baths 4,004 SqFt Residential MLS® # 226029571

John R Wood PropertiesNaples Area Board of Realtors Logo

1355 4th St S, NAPLES

$6,495,000

↓ $500,000

1355 4th St S, NAPLES

4 Beds 6 Baths 2,957 SqFt Residential MLS® # 226011370

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

545 13th Ave S, NAPLES

$6,495,000

545 13th Ave S, NAPLES

4 Beds 6 Baths 3,829 SqFt Residential MLS® # 226017050

John R Wood PropertiesNaples Area Board of Realtors Logo

950 8th St S, NAPLES

$6,495,000

950 8th St S, NAPLES

5 Beds 5 Baths 3,741 SqFt Residential MLS® # 226020603

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo

New New
155 20th Ave S, NAPLES

$6,490,000

155 20th Ave S, NAPLES

5 Beds 5 Baths 5,083 SqFt Residential MLS® # 226030692

Gulf Coast International PropNaples Area Board of Realtors Logo

745 12th Ave S 103, NAPLES

$6,450,000

745 12th Ave S 103, NAPLES

3 Beds 5 Baths 4,856 SqFt Residential MLS® # 225081202

Douglas Elliman Florida,LLCNaples Area Board of Realtors Logo

742 11th Ave S, NAPLES

$6,300,000

742 11th Ave S, NAPLES

4 Beds 6 Baths 3,273 SqFt Residential MLS® # 226024974

Keller Williams Realty NaplesNaples Area Board of Realtors Logo

570 2nd Ave N, NAPLES

$6,100,000

↓ $195,000

570 2nd Ave N, NAPLES

4 Beds 4 Baths 3,772 SqFt Residential MLS® # 225077400

Douglas Elliman Florida, LLCNaples Area Board of Realtors Logo



Introducing a Sophisticated Approach to Naples Real Estate...

 


Meet the Team

Robert and Marlene Alpizar — Naples luxury real estate advisors, Alpizar & Company

Connect with Real Estate Advisors... not Salespeople.

Alpizar & Company is a family-owned independent brokerage specializing in luxury waterfront real estate across Naples' most sought-after neighborhoods. Led by Robert Alpizar (CLHMS, GRI, SRS, PSA) and Marlene Alpizar, our team operates as advisors — not salespeople — guiding buyers and sellers with firsthand local expertise and no corporate quotas.

We offer complimentary, pressure-free consultations without any commitment.

Schedule a free phone or video consultation with Alpizar & Company


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