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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$1,795,000

↓ $200,000

292 14th Ave S F, NAPLES

3 Beds 2 Baths 1,432 SqFt Residential MLS® # 225081951

The Agency Naples

$1,699,000

↓ $51,000

545 11th Ave S 104, NAPLES

3 Beds 2 Baths 1,447 SqFt Residential MLS® # 225072312

RE/MAX Hallmark Realty

$1,599,000

↓ $100,000

625 6th Ave S B301, NAPLES

2 Beds 2 Baths 1,788 SqFt Residential MLS® # 226027186

Premiere Plus Realty Company

$1,495,000

↓ $100,000

605 8th Ave S 605, NAPLES

2 Beds 3 Baths 1,704 SqFt Residential MLS® # 225081350

Realty World Top Producers Rlt

$1,299,000

↓ $76,000

995 9th Ave S 4, NAPLES

2 Beds 3 Baths 1,861 SqFt Residential MLS® # 226021808

KW Elevate Luxury

$1,295,000

231 3rd Ave S 231, NAPLES

2 Beds 2 Baths 1,275 SqFt Residential MLS® # 226017659

Gulfcoast Properties Realty GP

$1,274,900

↓ $22,600

1050 6th St S 1050, NAPLES

2 Beds 3 Baths 1,580 SqFt Residential MLS® # 226026573

Coldwell Banker Realty

$1,225,000

990 8th St S 1c, NAPLES

2 Beds 2 Baths 1,492 SqFt Residential MLS® # 226013364

John R Wood Properties

$1,075,000

↓ $74,000

415 10th Ave S 7, NAPLES

2 Beds 2 Baths 1,372 SqFt Residential MLS® # 225077126

Douglas Elliman Florida, LLC

$966,000

↓ $84,000

1222 Gordon Dr 4, NAPLES

2 Beds 2 Baths 1,125 SqFt Residential MLS® # 226014441

John R Wood Properties

$899,000

↓ $70,000

1222 Gordon Dr 2, NAPLES

2 Beds 2 Baths 1,125 SqFt Residential MLS® # 226007736

Compass Florida LLC

Open House

$815,000

211 3rd Ave S 211, NAPLES

2 Beds 2 Baths 1,250 SqFt Residential

Open House

Mon, Sep 7th, 2026 @ 1pm - 3pm

MLS® # 226016840

William Raveis Real Estate

$809,000

↓ $40,900

900 Broad Ave S 133/134, NAPLES

2 Beds 2 Baths 800 SqFt Residential MLS® # 225067687

Premiere Plus Realty Company

$775,000

↓ $24,000

1295 Gulf Shore Blvd S 134, NAPLES

2 Beds 2 Baths 662 SqFt Residential MLS® # 2026003307

KW Florida Living

$699,000

↓ $26,000

721 9th St S 1, NAPLES

2 Beds 2 Baths 1,132 SqFt Residential MLS® # 225070302

RE/MAX Hallmark Realty

$659,000

↓ $40,000

505 Broad Ave S 505, NAPLES

2 Beds 2 Baths 911 SqFt Residential MLS® # 226006625

Compass Florida LLC

$650,000

1100 8th Ave S 309c, NAPLES

2 Beds 2 Baths 1,080 SqFt Residential MLS® # 226017621

Coldwell Banker Realty

$625,000

480 5th St S 202, NAPLES

1 Bed 1 Bath 536 SqFt Residential MLS® # 2026017700

John R. Wood Properties

$549,900

980 7th Ave S 204, NAPLES

1 Bed 1 Bath 540 SqFt Residential MLS® # 226025950

Premier Sotheby's Int'l Realty

$510,000

211 8th Ave S 211a, NAPLES

1 Bed 1 Bath 617 SqFt Residential MLS® # 225069513

John R Wood Properties

$494,000

275 8th Ave S 275, NAPLES

1 Bed 1 Bath 532 SqFt Residential MLS® # 226019237

William Raveis Real Estate

$485,000

203 8th Ave S 203a, NAPLES

1 Bed 1 Bath 564 SqFt Residential MLS® # 226028341

Compass Florida LLC

$464,000

980 7th Ave S 109, NAPLES

1 Bed 1 Bath 540 SqFt Residential MLS® # 226017941

Re/Max Alliance Group

$450,000

534 4th Ave S 3, NAPLES

1 Bed 1 Bath 580 SqFt Residential MLS® # 226028917

Coldwell Banker Realty

$449,000

↓ $26,000

766 Central Ave 101, NAPLES

3 Beds 2 Baths 1,032 SqFt Residential MLS® # 225079624

John R Wood Properties

$429,000

900 Broad Ave S 320, NAPLES

0 Beds 1 Bath 350 SqFt Residential MLS® # 226027610

William Raveis Real Estate

$425,000

285 8th Ave S 285, NAPLES

1 Bed 1 Bath 532 SqFt Residential MLS® # 226024514

Coldwell Banker Realty

Open House

$425,000

↓ $20,000

766 Central Ave 313, NAPLES

2 Beds 2 Baths 850 SqFt Residential

Open House

Sun, Sep 6th, 2026 @ 1pm - 3pm

MLS® # 225073487

Douglas Elliman Florida,LLC

$415,000

900 Broad Ave S 139, NAPLES

0 Beds 1 Bath 350 SqFt Residential MLS® # 226029056

Compass Florida LLC

$399,900

766 Central Ave 113, NAPLES

2 Beds 2 Baths 855 SqFt Residential MLS® # 226027606

Coldwell Banker Realty

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Meet the Team

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.

Posted by Alyssa Lastre on August 31st, 2024

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