Old Naples · Naples, Florida

Selling Your Old Naples Home

Pricing that accounts for the land, the location, and the home, marketing built for luxury buyers, and negotiation that protects your value.

Selling in Old Naples

Selling a home in Old Naples means pricing both the property and the land beneath it. Lot size, street location, distance to the beach and Fifth Avenue South, elevation, and recent comparable sales drive value. Jeremy O’Guinn, Broker Associate and Certified Negotiation Expert with Downing-Frye Realty, prices Old Naples homes and condos from property-level sales data and markets them to qualified luxury buyers and builders.

Old Naples buyers are well informed and compare closely. Some want a finished home, some want a lot to build on, and condo buyers weigh building health as much as the view. The right strategy speaks to the right buyer.

18+Years in Naples
200+Homes Sold
CNECertified Negotiator
130+Five-Star Reviews
Gulf-front home on the beach in Old Naples, Florida
Pricing

How to Price an Old Naples Home

Land value, location, and recent sales

Automated estimates rarely capture what makes an Old Naples property valuable. Accurate pricing comes from a close look at the lot and the most relevant recent sales.

  • Recent Old Naples sales, including land and teardown sales
  • Lot size, frontage, and location by block
  • Distance to the beach, Fifth Avenue South, and Third Street South
  • Elevation, flood zone, and construction era
  • For condos, building health, reserves, and amenities
Preparation and Marketing

Preparing and Marketing Your Old Naples Home

Show the home, the location, and the lifestyle

Preparing Before You List

The right documents and presentation help buyers and builders act with confidence.

  • A current survey and elevation certificate
  • Permits for past improvements
  • Landscaping, outdoor living, and pool polished for photos
  • A pre-listing walkthrough focused on value

Marketing That Reaches Luxury Buyers

Every listing receives the same full marketing plan, with no tiers or add-ons.

  • Professional and aerial photography showing the location
  • Video and a dedicated property page
  • Targeted online exposure to luxury and relocation buyers
  • Outreach to agents and builders active in Old Naples
Privacy

Selling Discreetly in Old Naples

Reach qualified buyers without broad exposure

Many Old Naples owners value privacy. Private previews and limited-exposure options let you test the market with qualified buyers and builders before, or instead of, a full public launch.

The Process

Negotiating and Closing Your Old Naples Sale

From offer to closing

Negotiation

Offers are evaluated on price, terms, and certainty, not price alone, and negotiated by a Certified Negotiation Expert.

  • Buyer and builder qualification
  • Inspection and appraisal strategy
  • Protecting value through contingencies

Closing Coordination

Survey, permit, insurance, and condo association questions are anticipated and handled early.

  • Title and permit questions resolved early
  • Consistent updates through closing
  • Remote closing support for out-of-town sellers
Jeremy O'Guinn, Old Naples listing agent and Certified Negotiation Expert at Downing-Frye Realty
Your Old Naples Listing Agent

A Note From Jeremy

Broker Associate · Certified Negotiation Expert · Downing-Frye Realty

“In Old Naples, location by the block and the value of the land are part of the story. I price your home against the right sales, present its location clearly, and negotiate calmly to protect your value and your privacy.”
 
“Selling from out of state could have been difficult, but Jeremy handled the details beautifully and kept everything moving.”
Out-of-State Seller · Naples sale
Questions

Selling in Old Naples: FAQ

Pricing, land value, marketing, and getting started

How is an Old Naples home priced?

Pricing starts with recent Old Naples sales and land value. Lot size, street location, distance to the beach and Fifth Avenue South, elevation, and whether the home suits renovation or rebuilding all affect value, so pricing relies on a detailed property-level analysis.

Does land value matter more than the house in Old Naples?

Often it does. Many buyers purchase for the lot, so land value sets a floor for pricing. A new or well-renovated home adds value above that, while an older cottage may be priced closer to land value.

Who buys homes in Old Naples?

Old Naples attracts end users who want walkable coastal living, custom home builders, and investors, as well as seasonal buyers seeking a lock-and-leave condo near Fifth Avenue South and Third Street South.

How should I prepare my Old Naples home for sale?

Gather a current survey, elevation certificate, and permits for improvements, refresh landscaping and outdoor living, and plan photography that shows the home’s proximity to the beach and downtown.

How are Old Naples homes and condos marketed?

Every listing receives the full marketing plan, including professional and aerial photography, video, a dedicated property page, targeted online exposure to luxury buyers, and outreach to agents and builders active in Old Naples.

Can I sell my Old Naples home discreetly?

Yes. Private previews and limited-exposure options are available for owners who value privacy, while still reaching qualified buyers.

What does it cost to list an Old Naples home with Jeremy?

Commission is agreed on for each listing based on the property, the market, and the marketing plan. Jeremy walks through the numbers for your specific home before any commitment, with no pressure to list.

What is the first step to selling my Old Naples home?

Request a confidential home value. Jeremy reviews recent Old Naples sales and your property and follows up with a private conversation about pricing, timing, and strategy.

Seller Resources

More for Old Naples Owners

Market data and guides to help you plan.

The 239 Weekly

Naples Market Insight, Every Friday

Market updates, neighborhood insight, and Southwest Florida lifestyle, delivered weekly.

Ready When You Are

What Is Your Old Naples Home Worth?

Get a clear understanding of your home and land value in today’s market, shared privately.

Recently Sold in Old Naples

625 6th AVE S Unit B301, Naples
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 226027186 MLS ⋅ The Colonnade On 5th BLDG.
Perfectly positioned in the heart of Olde Naples, this elegant residence offers an exceptional walk-to-everything lifestyle just moments from Fifth Avenue South, Third Street South, and the Gulf's white sandy beaches. Encompassing 1,788 square feet under air with 2 under cover parking spaces and 2 storage areas with one being air conditioned space! This beautifully appointed 2-bedroom, 2-bath condo blends timeless architecture with refined finishes in one of Naples' most coveted downtown locations. Soaring ceilings, polished marble flooring, plantation shutters, and expansive windows fill the open-concept living spaces with natural light, creating an inviting setting. The gourmet kitchen is thoughtfully designed with premium appliances, rich custom cabinetry, natural stone countertops, and a large breakfast bar. The spacious primary suite offers a custom walk-in closet, private balcony access, and an en-suite bath with dual vanities and a glass-enclosed walk-in shower. A comfortable guest suite and full bath provide privacy and flexibility for family and visitors. Enjoy morning coffee or evening cocktails amid lush tropical surroundings on the private covered balcony. Residents enjoy the exclusivity of Colonnade on Fifth, a boutique, low-density community with a beautifully maintained pool, all within easy walking distance of Naples' finest restaurants, boutique shopping, art galleries, marinas, and year-round events. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional Olde Naples address delivers an unparalleled blend of luxury, location, and lifestyle.

625 6th AVE S Unit B301, Naples

544 13th AVE S, Naples
$10,750,000
5 Beds ⋅ 6.5 Baths ⋅ 225081393 MLS
Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!

544 13th AVE S, Naples

780 10th AVE Unit 5, Naples
$225,000
1 Beds ⋅ 1 Baths ⋅ 226032140 MLS
AN EXCEPTIONAL OPPORTUNITY IN THE HEART OF OLDE NAPLES! The seller will entertain all reasonable offers on this beautifully updated and impeccably maintained TURNKEY 1-bedroom, 1-bath first-floor end-unit residence at Twin Palms. Offering an extraordinary combination of location, style, convenience, and value, this is a rare opportunity to own in one of Naples’ most coveted neighborhoods for under $250,000. Light-filled and inviting, the residence showcases a sleek white kitchen with stainless-steel appliances and a beautifully renovated bathroom featuring a contemporary walk-in shower. Offered fully turnkey, the property is ready to enjoy immediately as a sophisticated Naples retreat, full-time residence, or investment. Adding to its appeal, Twin Palms is an intimate 12-unit boutique community ideally positioned at the corner of 8th Street South and 10th Avenue South. Owners enjoy the rare benefit of a pet-friendly community, a coveted feature in the heart of Olde Naples. Step outside your door and immerse yourself in the quintessential Naples lifestyle. Just five blocks from iconic 5th Avenue South and five blocks from historic 3rd Street South, you are surrounded by exceptional dining, boutique shopping, art galleries, entertainment, and the unmistakable charm of Olde Naples. The Gulf beaches are also close by, allowing you to effortlessly embrace the relaxed sophistication of coastal living. Whether envisioned as your private Naples pied-à-terre, an elegant seasonal escape, or a desirable investment property, this residence presents an exceptional value in an extraordinary location. Opportunities to own in Olde Naples at this price point are exceedingly rare—this is your chance to make the Naples lifestyle your own.

780 10th AVE Unit 5, Naples

625 5TH AVE S Unit 302, Naples
$2,075,000
3 Beds ⋅ 2.5 Baths ⋅ 226021276 MLS ⋅ Olde Naples BLDG.
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH AVE S Unit 302, Naples

223 8th AVE S Unit 223B, Naples
$269,900
1 Beds ⋅ 1 Baths ⋅ 226031315 MLS ⋅ Garden Manor BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the quintessential Olde Naples lifestyle from an exceptional location just two blocks from the white-sand beaches of the Gulf and two blocks from the renowned shopping, dining, and entertainment of 5th Avenue South. Located within Garden Manor, this second-floor residence presents a rare opportunity to create a personalized Naples retreat in a setting where the best of downtown and the beach are just moments from your door. Currently configured with one bedroom, one bathroom, a family room, and kitchen, the residence is ready for renovation and offers a blank canvas for a buyer looking to reimagine the space to suit their own style and vision. Its upstairs location also provides added peace of mind and elevation from potential storm surge while maintaining the charm and convenience of this intimate Olde Naples setting. Leave the car behind and embrace one of Naples' most desirable walkable lifestyles—spend the morning at the beach, enjoy lunch or dinner along 5th Avenue South, or stroll just five blocks to the celebrated boutiques, restaurants, and galleries of Third Street South. Whether envisioned as a seasonal getaway, full-time residence, or investment opportunity, this is a chance to transform a residence of your own just steps from everything that makes Olde Naples one of Southwest Florida's most coveted destinations.

223 8th AVE S Unit 223B, Naples

1135 7th ST S, Naples
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 226029118 MLS
Welcome to your private slice of paradise in the heart of Old Naples! This beautifully renovated 3-bedroom, 3-bath luxury cottage offers the quintessential Naples lifestyle, complete with a stunning waterfall pool and spa, lush mature landscaping, and an unbeatable location just minutes from the best of Old Naples. Positioned on a beautiful, serene street, this exceptional home is just 6 blocks from 5th Avenue South, 4 blocks from 3rd Street South, 7 blocks from the beach and Naples Pier, and moments from Cambier Park. Whether you're strolling to dinner, enjoying a day at the beach, or relaxing poolside at home, everything that makes Naples special is right outside your door. Inside, a sophisticated light-neutral palette, tile flooring throughout, plantation shutters, and a shiplap living room ceiling create a timeless, elevated coastal atmosphere. The beautifully appointed kitchen features high-end KitchenAid appliances and granite countertops, while the spacious primary suite enjoys serene views of the pool, a luxurious bath with dual vanities, and a walk-in closet. The outdoor living space is truly spectacular. The remodeled pool deck surrounds a heated waterfall pool and spa, creating a private resort-style retreat perfect for morning swims, afternoon lounging, and effortless entertaining beneath the Florida sun. Mature palms, lush landscaping, modern landscape lighting, and Rain Bird irrigation enhance the sense of privacy and tranquility. Extensive upgrades provide both luxury and peace of mind, including a 2024 A/C system with raised air handler, tankless water heater, Generac generator, propane tank, whole-home water filtration system, replaced windows, doors and sliders, ADT security system with motion sensors, epoxy-finished garage floor, pool heater, and more. This is more than a beautifully renovated home—it is an opportunity to experience the Old Naples lifestyle at its finest. With world-class dining, shopping, beaches, parks, and entertainment all within easy reach, this exceptional cottage is ready to welcome you home to Paradise. Don't miss your opportunity to own a truly special piece of Old Naples before the season begins!

1135 7th ST S, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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