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Pineapple Grove Condos & Townhomes (Delray)

Downtown Delray Beach · Pineapple Grove district

Pineapple Grove condos & townhomes: walkable, artsy, and actually livable.

Pineapple Grove is one of Delray Beach’s most recognizable downtown districts — a mix of condos, townhomes, boutique buildings, galleries, cafés, and restaurants just north of Atlantic Avenue. It’s not a master-planned community, and that’s exactly the point: people move here for walkability, culture, and the ability to live a city-style life in a coastal town.

Aerial view of the Pineapple Grove district in downtown Delray Beach, Florida
Condo buildings and streetscapes in the Pineapple Grove district of Delray Beach Neighborhood aerial of Pineapple Grove near Atlantic Avenue in Delray Beach
Location
Downtown Delray · north of Atlantic Ave · walkable to dining, galleries, and events
Property types
Condos over retail · boutique condo buildings · townhomes · live/work-style layouts
Built / vibe
Mix of early-2000s to newer construction · artsy, urban, coastal energy
Buyer profile
Full-time residents · second-home owners · relocations from walkable cities

Downtown, but still neighborhood — not a resort and not the suburbs.

Pineapple Grove feels like a small, self-contained neighborhood inside downtown Delray. You’ve got art galleries, cafés, yoga studios, restaurants, and boutique shops layered in with residential buildings — all within a short walk of Atlantic Avenue and a quick bike ride to the beach.

This is not a single HOA community. It’s a district. Condos above retail, small mid-rise buildings, and townhome clusters sit side by side, which is why the area feels lived-in and organic rather than overly curated. People who choose Pineapple Grove usually care more about:

  • Being able to walk to dinner instead of driving everywhere
  • Having culture, events, and energy within a few blocks
  • A strong sense of “downtown community”
  • Being near Atlantic Avenue without living directly on it

Homes & architecture

There is no “standard” Pineapple Grove floor plan. You’ll see:

  • Smaller one-bedroom condos above shops and cafés
  • Larger 2- and 3-bedroom units in boutique condo buildings
  • Three-story townhomes with private entrances and garages
  • Live/work-style layouts in select projects

Architecture ranges from Mediterranean-inspired early-2000s buildings to more contemporary, clean-lined newer projects. Some buildings feel polished and modern; others lean more eclectic and artistic — which fits the district’s character. Most buyers here are choosing location and lifestyle first, square footage second.

Real estate market insights (2025)

How value is really determined here:

  • Walkability: distance to Atlantic Ave and the core of downtown
  • Building quality & management: how well the project is run and maintained
  • Product type: condo vs townhome vs live/work
  • Parking: deeded garage, covered parking, or surface lots
  • Unit size & layout: efficient 1–2 beds vs larger townhome footprints

Townhomes in Pineapple Grove often trade at a premium because they offer:

  • Private front doors (no shared lobby)
  • Attached garages
  • More “home-like” vertical layouts

Condos typically offer a lower entry price and appeal to buyers who want a lock-and-leave downtown place that’s easy to manage and easy to rent if needed (subject to building rules).

Pros & cons of living in Pineapple Grove

Pros

  • One of Delray’s most walkable, urban-feeling neighborhoods
  • Strong cultural identity: art, food, events, and people actually out walking
  • Close to Atlantic Avenue nightlife without living directly in the chaos
  • Wide range of options: small condos, larger units, and true townhomes
  • Great fit for full-time residents and second-home buyers who want “city life” at the beach

Cons

  • Not gated — this is a downtown district, not a closed community
  • Noise and activity come with the territory in certain pockets
  • HOA quality, rules, and reserves vary building by building
  • Less green space than suburban neighborhoods
  • Parking can be a real variable — some buildings nail it, others don’t

Schools

School zoning in downtown Delray is address-specific and varies by building. Most buyers in Pineapple Grove are prioritizing walkability and lifestyle over school-driven decisions, but zoning should always be verified by address if schools are a factor for you.

Location, lifestyle & convenience

Living in Pineapple Grove typically means:

  • Walking to Atlantic Avenue for dinner, drinks, and events
  • Walking to cafés, galleries, yoga studios, and neighborhood restaurants
  • Biking or a quick drive to the beach
  • Easy access to the Brightline station and I-95
  • Being in one of the most “city-like” environments in Delray Beach

Frequently asked questions

Is Pineapple Grove a single condo building?
No. Pineapple Grove is a downtown district made up of multiple condo and townhome developments scattered throughout a walkable area.

Is it walkable?
Yes — walkability is the primary appeal. Many residents live day-to-day without needing a car for local errands, dining, or social life.

Is Pineapple Grove noisy?
It can be, depending on how close you are to Atlantic Avenue, major streets, or late-night venues. Some buildings and blocks are quieter than others.

Are there townhomes?
Yes. Townhome-style residences exist in several projects and often trade at a premium due to private entrances, garages, and a more “home-like” feel.

Is it good for full-time living?
Yes, especially for buyers who want an active, social, walkable environment rather than a quiet, suburban subdivision.

Condos & townhomes for sale in Pineapple Grove

Below is a live feed of Pineapple Grove-area condos and townhomes pulled directly from the MLS. If it looks light at any given moment, it usually just means well-located, walkable product here is in short supply.

Photo gallery: Pineapple Grove condos & townhomes

Additional views of Pineapple Grove’s condos, townhomes, and streetscapes — including City Walk, Cannery Row, and the surrounding downtown Delray neighborhood.

City Walk condos in the Pineapple Grove district of downtown Delray Beach, Florida
Cannery Row townhomes along a tree-lined street in Pineapple Grove Delray Beach
Rear view of Cannery Row townhomes with garages in Pineapple Grove, Delray Beach
Mixed-use condo buildings and shops in the Pineapple Grove district of Delray Beach
Aerial view of Pineapple Grove neighborhood north of Atlantic Avenue in Delray Beach
Wide aerial perspective of the Pineapple Grove arts district in Delray Beach

Want the truth on which Pineapple Grove buildings are actually worth it?

Pineapple Grove is a micro-location game: building quality, parking, and exact block can change the way a unit lives — and how it resells. If you want a clear, honest breakdown of which buildings, layouts, and product types make sense for how you live, I can walk you through it in plain English.

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