Pineapple Grove is the condo and townhome heart of downtown Delray Beach. One block north of East Atlantic Avenue, the district runs along NE 2nd Avenue and spreads onto the surrounding side streets, with a mix of mid rise condos, boutique loft buildings, and Key West style townhomes. If you are shopping for a downtown Delray condo in 2026, these are the five buildings I get asked about most often, ranked by how frequently they come up in buyer conversations. Every price, HOA fee, and unit specification below is based on the most recent public information available at time of writing. Buildings change reserves, amenities, and rules year to year, so treat these as a starting point and confirm current details with the association or a licensed agent before you make an offer.
01 -BUILDING
Ocean City Lofts
185 NE 4th Ave, Delray Beach, FL 33483
Ocean City Lofts is the Grove's contemporary loft address. Built in the mid 2000s, it is a small building community with roughly 60 units spread across two four story mid rise buildings. Floor plans generally run from about 900 to just over 2,000 square feet, with two story penthouse units at the top for buyers who want the loft aesthetic with more scale.
Amenities. Heated pool and jacuzzi, meditation garden, fitness center, covered garage parking, hurricane impact glass, controlled access. The interior style leans industrial contemporary, with floor to ceiling windows a signature detail.
2025 to 2026 pricing. Recent one and two bedroom units have traded roughly in the mid $500,000s to just above $700,000. Larger penthouse units can list higher. Price per square foot has run in the mid to upper $500s depending on floor and finish level. As of August 2026, That lower monthly carrying cost is one reason Ocean City Lofts stands out downtown. If HOA expenses are part of your search, I also break down Best Delray Beach Communities with Low HOA Fees Under $500 and where buyers may find lower-fee options around Delray.
Best fit: buyers who want a loft aesthetic in a smaller boutique building with one of the lowest monthly HOA dues in downtown Delray.
02 -BUILDING
City Walk at Pineapple Grove
200 NE 2nd Ave, Delray Beach, FL 33444
City Walk is the mixed use address directly on Pineapple Grove Way. Residences occupy the upper floors of a four story building above ground floor retail and restaurant tenants. Roughly 40 residences total,which keeps the community feel intimate even with the street level activity below. Unit sizes generally range from about 1,000 to just over 2,200 square feet across one, two, and three bedroom layouts.
Amenities. Controlled access, garage parking, hurricane impact glass, high ceilings, hardwood floors, and granite kitchens are typical. Ground floor retail and dining are part of the building itself. Note: City Walk does not have a building pool, which is the tradeoff for its location premium.
2025 to 2026 pricing. Recent sold prices have ranged widely based on unit size and view, with a trailing twelve month median that has trended above $1 million for larger two and three bedroom units. Smaller one bedroom units trade lower. Confirm current HOA fees and current condo document status directly with the listing agent.
Best fit: buyers who want retail and restaurants literally downstairs and Atlantic Avenue one block south. Willing to trade a building pool for one of the best locations in the Grove. Minimal walking required for daily life. That walkability is one of the biggest reasons buyers choose this part of downtown. If you're considering a move here, Pros and Cons of Living in Delray Beach, Florida: Is It the Right Fit for You? gives you a broader look at what living in Delray is actually like beyond the real estate.
03 -BUILDING
The Astor
225 & 235 NE 1st St, Delray Beach, FL 33444
The Astor is Pineapple Grove's amenity heavy mid rise. Two connected mid rise buildings hold roughly 90 residences with unit sizes running from about 800 square feet up to a little over 2,300 square feet. Floor plans include one, two, and three bedroom layouts.
Amenities. Rooftop pool and hot tub with cabanas and BBQ grills, a ground level pool, a full fitness center, marble flooring in common areas, garage parking, and controlled access. The rooftop deck is the building's signature feature and one of the most requested amenities in the Grove.
2025 to 2026 pricing. Recent listings have spanned a wide range from the low $500,000s for smaller one bedroom units up to $1.5 million and higher for the largest floor plans. HOA fees vary by unit size and typically run several hundred dollars per month; verify current fees, reserves, and any special assessments with the listing agent. In 2026, those reserves and assessments deserve just as much attention as the unit itself. Downtown Delray Beach Condos: The 2026 Milestone Deadline Buyers Need to Know explains what buyers should be checking before committing to an older downtown condo building.
Best fit: buyers who want a full service downtown condo experience with strong amenities.
04 -BUILDING
Cannery Row Townhomes
Cannery Row Circle, Delray Beach, FL 33444
Cannery Row is the luxury townhome answer to condo living in the Grove. The community was built out in the mid 2010s in a modern Key West coastal style with metal roofs, wide front porches, and board and batten accents. Approximately 80 to 84 townhomes total. Standard layouts are three story, three bedroom, with attached two car garages. Unit sizes generally range from about 2,000 to 3,200 square feet.
Amenities. Community clubhouse, swimming pool, and spa. Private two car garages per unit. The community feel is quieter and more residential than the mid rise condo buildings, three blocks north of Atlantic Avenue.
2025 to 2026 pricing. Current active listings have run roughly from the mid $1.4 million range up to the $1.8 million range depending on size, upgrades, and location within the community. HOA fees cover exterior maintenance and are typically well above condo fee levels; confirm current dues directly with the association.
Best fit: buyers who want their own front door, a private two car garage, and townhome scale within walking distance of the Grove. If you're comparing this type of downtown townhome lifestyle with Delray's larger luxury neighborhoods, The Best Luxury Neighborhoods in Delray Beach, Florida (A Local Agent's Honest Guide) breaks down some of the other areas buyers typically consider. You can also watch Delray Beach Florida's Best Kept Secret Community - Full Walkthrough for a closer look at other Delray communities and how they compare.
05 -BUILDING
Pineapple Grove Village
325 NE 2nd St, Delray Beach, FL 33444
Amenities. Swimming pool, fitness room, billiards room, gated entry, on site management. The larger building count and gated feel differentiate it from the smaller mid rise buildings elsewhere in the Grove.
2025 to 2026 pricing. Active listings have generally ranged from the mid $500,000s into the upper $700,000s, with blended average sale prices below that when smaller units close. This is often where buyers start when they want a Grove address without a full luxury budget. HOA and year built data vary by source, so verify both directly with the association.
Best fit: buyers who want a Grove address on a more attainable budget. Once you've narrowed down the right building and unit, What to Expect When Buying a Home | Step-by-Step Home Buying Process Explained walks through what happens from the search through closing.
How to Think About the Five
Each building solves a different problem. The Astor is the amenity heavy full service mid rise with the rooftop pool. Cannery Row is the townhome play with a private front door and a two car garage. City Walk is the retail-and-restaurants-downstairs walkup with the best location in the Grove, though it trades a building pool for that address. Ocean City Lofts leans into the contemporary loft aesthetic in a smaller boutique building and, as of August 2026, carries HOA dues under $500 per month, which is notably lower than most comparable downtown Delray buildings. Pineapple Grove Village is the attainable entry point.
Before writing an offer on any of them, request current condo docs, the latest budget and reserve study, and post Surfside structural inspection status. Amenity pictures on a listing don't tell you whether the reserves are funded or a special assessment is coming, and those are the two things that move the true cost of ownership most.
Bonus: The Neighborhood at a Glance
Once you own here, the walk radius is what makes the daily experience. Within a few blocks you have the Atlantic Avenue dining and shopping corridor, Old School Square with the Cornell Art Museum and Crest Theatre, Veterans Park on the Intracoastal, and the Delray Beach Public Library. Arts Garage hosts live music and theater programming, and the First Friday Art Walk closes off the avenue for gallery openings each month.
The restaurant scene along and just off NE 2nd Avenue has expanded over the last few years. Notable spots to know include Ethereal at 324 NE 3rd Ave, Lulu's Cafe & Cocktails at 189 NE 2nd Ave, The Grove at 187 NE 2nd Ave, Brulé Bistro at 200 NE 2nd Ave, and Segreto Italia at 301 NE 3rd Ave. Hours, menus, and concepts change quickly, so double check before you plan around any specific spot.
Frequently Asked Questions
Which are the most loved condo buildings in Pineapple Grove Delray Beach?
Ocean City Lofts, City Walk at Pineapple Grove, The Astor, Cannery Row Townhomes, and Pineapple Grove Village are the five most frequently requested buildings in the district, each within a short walk of Atlantic Avenue.
What is the average price of a Pineapple Grove condo in 2026?
Pineapple Grove condos and townhomes range broadly from the mid $500,000s for a one bedroom entry unit to over $1.8 million for a three bedroom townhome as of 2025 to 2026. Actual sale prices vary widely by building, unit size, floor, view, and renovation status.
Do Pineapple Grove condos have pools and fitness centers?
Most do. The Astor is known for a rooftop pool, Ocean City Lofts includes a heated pool and meditation garden, Cannery Row Townhomes share a clubhouse and pool, and Pineapple Grove Village has a pool and fitness room. Amenity packages vary by building.
Are Pineapple Grove condos walkable to Atlantic Avenue?
Yes. Pineapple Grove sits one block north of East Atlantic Avenue. All five buildings here are within a two to four block walk of Atlantic Avenue, and the Delray Municipal Beach is roughly one mile east.
How do I verify HOA fees and reserves for a Pineapple Grove condo?
Always request current condo documents, the budget, the most recent reserve study, and any post Surfside structural inspection reports directly from the association or listing agent before making an offer. HOA fees, special assessments, and reserve funding change year to year.
Is Pineapple Grove a good long term investment?
Downtown Delray Beach has seen sustained buyer demand for walkable condo product for several years, but any real estate investment depends on the specific unit, building financial health, hold period, and personal circumstances. Talk with a licensed agent and a financial advisor before treating any purchase as an investment thesis.
Data and fair housing notice. Building details, pricing, unit sizes, and amenity descriptions are compiled from public sources as of May 2026 and are subject to change. Unit counts, square footage, and HOA figures vary by source and can be inaccurate at the building level. Verify current MLS data with a licensed Florida real estate professional before making an offer, and confirm HOA fees, reserves, condo documents, and any special assessments directly with each condo association. Rachel Williams is a real estate agent affiliated with Compass. Compass Florida, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws. All real estate advertised is subject to the Federal Fair Housing Act, which makes it illegal to indicate any preference, limitation, or discrimination based on race, color, religion, sex, handicap, familial status, or national origin.
