Flatiron Homes under $5 million

Welcome to the Flatiron District, one of New York City’s most iconic neighborhoods, where historic charm meets modern sophistication. Nestled in the heart of Manhattan, this vibrant area is known for its unique triangular shape, named after the famous Flatiron Building, which has become a symbol of the city itself. With its stunning architecture, bustling streets, and rich cultural offerings, Flatiron is a desirable destination for those looking to immerse themselves in the New York lifestyle.

Flatiron boasts a diverse array of homes, many of which are available for under $5 million. Whether you’re seeking a chic loft with soaring ceilings, a classic pre-war apartment with intricate details, or a contemporary condo with state-of-the-art amenities, Flatiron has something to suit every taste and lifestyle. The neighborhood's residential options cater to young professionals, families, and anyone in between, making it a welcoming community for all.

Beyond its beautiful homes, Flatiron is a culinary paradise, featuring a mix of trendy eateries, cozy cafes, and upscale restaurants. The famed Union Square Greenmarket is just a stone's throw away, offering fresh produce and artisanal goods. For those who appreciate the arts, the area is home to several galleries and the renowned Museum at the Fashion Institute of Technology.

With its prime location, residents enjoy easy access to public transportation, making commuting a breeze. Parks like Madison Square Park provide a green oasis amidst the urban landscape, perfect for leisurely strolls or weekend picnics. Discover the allure of Flatiron, where every corner tells a story and every home is a gateway to the vibrant New York City experience.

Newest Flatiron Homes under $5 million

$3,400,000

2 Beds ⋅ 2 Baths ⋅ RLS20118982 MLS

Boutique scale, full-floor living and remarkable privacy come together at Residence 3 of 35 West 20th Street, an expansive two-bedroom, two-bathroom condominium loft in the heart of Flatiron. Encompassing approximately 1,325 square feet, the residence combines authentic downtown character with a comfortable, modern layout. High ceilings, exposed brick and original timber beams give the home a distinctive architectural identity, while oversized windows bring natural light into the generous open living and dining space. A fireplace adds warmth and a natural focal point to the room. The open kitchen integrates easily with the main living area and features extensive white cabinetry, stainless-steel appliances and counter seating—well suited to both everyday living and entertaining. The home’s two bedrooms offer privacy and flexibility, complemented by two full bathrooms. A private outdoor terrace creates a rare extension of the living space and a quiet setting for dining, relaxing or entertaining outdoors. Additional comforts include central air conditioning and an in-unit washer and dryer. Pets are permitted. Set within a boutique condominium, Residence 3 offers a discreet residential experience that stands apart from larger Manhattan buildings. With fewer neighbors and full-floor proportions, the home provides an unusual sense of privacy in one of downtown’s most connected locations. From West 20th Street, Fifth Avenue, Madison Square Park, Union Square, Chelsea and NoMad are all within easy reach, placing celebrated restaurants, shopping, design, culture and transportation just outside the door. A character-rich Flatiron loft with private outdoor space, modern comforts and the intimacy of boutique condominium living.

35 W 20th St Unit 3, New York

Listing courtesy of Keller Williams NYC.

$3,695,000

3 Beds ⋅ 4 Baths ⋅ RLS20105828 MLS

This is the epitome of sophistication, an impeccably designed, 2,140 square foot, 3 Bedroom, 3.5 Bath Condominium in the heart of Flatiron. Bathed in light from the massive East facing windows, looking directly into Gramercy Park and boasting 10’ ceilings, the luxurious, loft like Living Room is fantastic for relaxing, dining and entertaining. The open Chef’s Kitchen is generously equipped with top of the line appliances including: two Sub-Zero refrigerators, Küppersbusch oven, Miele dishwasher and Viking wine cooler. The Primary Bedroom Suite with beautiful South and West facing windows features grand walk-in closet and a spa quality five-fixture bath, dual vanities and a graceful, separate freestanding claw-foot tub. The second and third Bedrooms both offer en-suite Baths with plentiful closet space. The elegant third Bedroom could easily be used as a Home Office with Gramercy Park views. This smart home is managed by a Control 1 system, with built in speakers throughout and Nest dual zone HVAC and in unit Washer and Dryer perfect for comfortable living and gracious entertaining. Designed by Gwathmey Siegel and perfectly located in one of Manhattan’s prime locations in Flatiron with Gramercy Park and Union Square nearby, this 17-story condominium features 48 units, a 24-hour doorman and concierge, fitness center, outdoor basketball court, sauna, media room, library, and landscaped courtyard. Select photos virtually staged.

240 Park Ave S Unit 14B, New York

Listing courtesy of Sothebys International Realty.

$649,000

1 Beds ⋅ 1 Baths ⋅ RLS20118295 MLS ⋅ Greenwich House BLDG.

Large One-Bedroom with Southern & Eastern Exposures. Freshly painted and ready for your vision, Apartment 6G is offered as-is in estate condition and features generous room sizes, a well-designed layout, and natural light from southern and eastern exposures. One of the apartment's defining features is its expansive 27-foot living and dining area, providing exceptional flexibility for entertaining, working from home, or everyday living. The oversized bedroom easily accommodates a king-sized bed with plenty of room for additional furnishings. The apartment overlooks the historic Church of St. Francis Xavier, creating a distinctive architectural backdrop. Whether you're planning a complete renovation or making updates over time, this is a chance to create a home that reflects your own style without paying a premium for someone else's renovation. Greenwich House is a meticulously maintained cooperative that benefits from two commercial tenants, providing additional income to the building, as well as a discounted bulk electricity rate for shareholders. Residents enjoy a part-time doorman, live-in superintendent, roof deck with open city views, private storage, bike room, garage, and laundry room. The building’s location simply cannot be beat, as nearly every subway line is within a one to two block radius: F, M, 1, 2, 3, A, C, E, N, R, Q, W, 4, 5, 6, L and Path train. Enjoy all of the amazing restaurants, markets, shops, and cultural institutions nearby including: Union Square Park, Union Square Farmer’s Market, Whole Foods, Trader Joe’s, The Rubin Museum, and more. Parental purchases, gifting, co-purchases, pieds-à-terre, and pets are all permitted. Assessment of $66.96 through January 2028.? Flip Tax: 1.5%

54 W 16th St Unit 6G, New York

Listing courtesy of Compass.

$2,650,000

2 Beds ⋅ 2 Baths ⋅ RLS20118155 MLS ⋅ Frena BLDG.

**First Resale | Pristine 2-Bedroom at FÖRENA** Offered for the first time since its original sponsor purchase, Residence 6E at FÖRENA is a pristine 2-bedroom, 2-bathroom condominium spanning 1,093 square feet. Meticulously maintained by its sole owner, the home remains in essentially the same exceptional condition as when it was delivered by the sponsor. Southern exposures and 9'10" ceilings bring abundant natural light and a wonderful sense of volume. The home features 5-inch white oak floors, oversized tilt-and-turn windows with enhanced noise reduction, and a sophisticated custom kitchen with Miele appliances, bespoke cabinetry, and Calacatta Regina honed marble countertops and backsplash. The full-service, pet-friendly condominium offers a 24-hour attended lobby, keyless entry, fitness center, landscaped garden and patio, roof deck, bike room, and private storage. Ideally located at the crossroads of Flatiron, Chelsea, Greenwich Village, and Union Square, FÖRENA places exceptional dining, shopping, culture, and transportation right outside your door. A rare opportunity to acquire a virtually untouched, sponsor-quality residence in one of downtown Manhattan’s most desirable locations.

540 6th Ave Unit 6E, New York

Listing courtesy of Compass.

32 E 22nd St Unit GARDEN-PARLOR, New York

$4,500,000

2 Beds ⋅ 3 Baths ⋅ RLS20118133 MLS

The Garden Parlor is a truly one of a kind home: a rare full-floor, two-bedroom condominium residence that brings the scale, privacy, and indoor-outdoor character of a classic townhouse to a coveted Flatiron address. Located within London Clay Townhouse, an intimate collection of just three homes at 32 East 22nd Street, it offers an authentic sense of warmth and permanence in the heart of downtown Manhattan.Anchored by a dramatic living room with soaring 14-foot ceilings, the home is defined by exceptional vertical volume, architectural glass, and a direct relationship to nature. The private garden patio extends the interior living space outward into a tranquil, 577-square-foot open-air retreat, providing an ideal setting for morning coffee, quiet reflection, or effortless entertaining.The kitchen features handcrafted cabinetry, rich natural stone surfaces, and a premier suite of integrated Miele appliances. The bathrooms from LeFroy Brooks continue this refined aesthetic. Detailed mouldings, custom millwork, and tactile stone finishes that feel enduring and quietly luxurious.With only three residences in the entire building, London Clay Townhouse preserves the architectural integrity of its historic structure while introducing modern infrastructure and turnkey ease. Residents arrive through a restored foyer appointed with diamond-pattern tile, brass inlays, Apparatus lighting, and hand-printed wallpaper. Building amenities include the Virtual Doorman system with 24-hour remote access, door-guard technology, and a dedicated package room.Conveniently positioned between Madison Square Park, Gramercy Park, and Union Square, directly on Flatiron’s celebrated Michelin Row, The Garden Parlor offers a rare opportunity to own a private, garden-oriented townhouse residence in one of New York’s most dynamic neighborhoods.

32 E 22nd St Unit GARDEN-PARLOR, New York

Listing courtesy of Cote Luxury Real Estate.

32 E 22nd St Unit UPPER-PARLOR, New York

$3,850,000

2 Beds ⋅ 3 Baths ⋅ RLS20118134 MLS

Occupying its own dedicated full floor, The Upper Parlor is a one of a kind home, an elegant two-bedroom condominium residence delivering the privacy, volume, and proportions of classic townhouse living, reimagined for a contemporary lifestyle. Set within London Clay Townhouse at 32 East 22nd Street, this boutique home provides a level of discretion and autonomy that is increasingly difficult to find in downtown Manhattan.Private elevator access opens into an expansive living and dining great room characterized by elevated 11’ ceilings, warm architectural textures, and long, uninterrupted sightlines. Oversized windows illuminate the space from front to back while framing leafy treetop and streetscape views along historic 22nd Street. To the rear, the living area transitions seamlessly onto a 207-square-foot private terrace, establishing a natural balance between an interior sanctuary and an elevated 207 SF private terrace for dining or evening cocktails.At the heart of the home, the bespoke kitchen pairs clean architectural compositions with substantial materials, highlighted by custom millwork, honed stone countertops, and Miele appliances. The private residential wing includes two generous bedroom suites, headlined by a primary retreat with extensive custom closets and a luxurious five-fixture bathroom appointed with a deep soaking tub, separate rain shower, and refined architectural details.London Clay Townhouse preserves the character of its prewar facade while incorporating modern systems and understated security. Residents enter through a curated foyer detailed with brass-inlaid diamond tile, Apparatus lighting, and artisan wallcoverings, supported by a 24-hour Virtual Doorman, door-guard technology, and a private package room.Positioned steps from Madison Square Park, Gramercy Park, and Union Square on Michelin Row, The Upper Parlor represents an exceptional opportunity to acquire a full-floor residence with dedicated private outdoor living and genuine townhouse character.

32 E 22nd St Unit UPPER-PARLOR, New York

Listing courtesy of Cote Luxury Real Estate.

$875,000

1 Beds ⋅ 1 Baths ⋅ RLS20117589 MLS ⋅ The Parker Gramercy BLDG.

CHELSEA | 1 Bed | 1 Bath | Southern Skyline Views | Full Service Co-op| $875,000 This one bedroom, southern facing, sanctuary perched high within the iconic Parker Gramercy Coop offers the perfect blend of scale and light in a premier location where Chelsea, Flatiron, Union Square, and Greenwich Village meet. Whether you're looking for a move-in ready home or a canvas for your personal design vision, Apt 1415 is a must-see. RESIDENCE • Sun-Drenched Living: A wall of south facing windows frame city skyline views, bathing both the living room and the bedroom in natural sunlight throughout the day. Updated galley kitchen with dishwasher and gas appliances. New hardwood parquet floors. Dining area. Good closet space round out this perfectly sized one bedroom coop. BUILDING AMENITIES & LIFE STYLE Living at 10 West 15th Street means enjoying white-glove service in one of Chelsea's most sought-after full-service cooperatives. • 24-Hour Doorman & Concierge • On-site Garage (with lobby access) • Valet Services • Live-in Super • Laundry Room • Pet Friendly NEIGHBORHOOD Located at the crossroads of Chelsea, Flatiron, Union Square, and Greenwich Village, your front door is steps away from the best of everything New York City has to offer.: • Greenery & Fresh Eats: One block from the Union Square Greenmarket. • Shopping: Seconds from Whole Foods, Trader Joe’s, and the boutiques of 5th Avenue. •Transit: Unparalleled access to the 4, 5, 6, L, N, Q, R, W, F, M, and 1, 2, 3 subway lines. All showings by advance appointment only. Please contact listing brokers to schedule. Please note: Some photos are virtually staged.

10 W 15th St Unit 1415, New York

Listing courtesy of Compass.

$760,000

1 Beds ⋅ 1 Baths ⋅ RLS20110295 MLS ⋅ The Victoria BLDG.

Welcome to The Victoria, a full-service luxury co-op offering a 24-hour doorman and an impressive array of amenities: a fitness center (newly opened just two months ago), bike room, storage, on-site laundry facility, valet service with window cleaning, and a live-in superintendent. The building also features direct garage access from within. Pets are welcome for owners. Ideally situated just off Union Square Park, The Victoria sits at the crossroads of some of the city’s most sought-after neighborhoods, including Greenwich Village, Flatiron, Chelsea, Gramercy Park, the Meatpacking District, and the West Village. You’re just steps from major subway lines (4, 5, 6, L, N, Q & R) and bus routes, the Union Square Greenmarket, a children’s playground, and a dog run — plus Whole Foods, Trader Joe’s, and an abundance of movie theaters, restaurants, and shopping nearby. A rare combination of value, flexibility, and unbeatable location — this one won’t last long!

7 E 14th St Unit 529, New York

Listing courtesy of Compass.

$2,830,000

2 Beds ⋅ 2 Baths ⋅ RLS20116683 MLS ⋅ 95 Madison Residences BLDG.

95 Madison, formerly the Emmet Building, was completed in 1912 and reflects Manhattans architectural Golden Age. Its limestone base, green marble columns, and Gothic ornamentation create a distinguished historic faade that is being thoughtfully reimagined for contemporary residential living.The homes feature gracious proportions, extra high ceilings, restored architectural details, brand-new windows designed to honor the buildings history, herringbone oak flooring, beautifully detailed doors, and refined hardware. Kitchens include bespoke wood cabinetry, marble countertops and backsplashes, and Gaggenau appliances. Primary bathrooms are designed as private sanctuaries with marble vanities, natural stone walls, and patterned stone flooring.The amenity collection includes a light-filled fitness center, gymnasium, yoga/barre studio, spa, residents lounge, formal dining room, catering kitchen, professional music room, golf simulator, childrens gymnasium, imaginative playroom, private pet spa, and landscaped rooftop deck with city views.Located on Madison Avenue in NoMad, 95 Madison is moments from Madison Square Park, the Flatiron District, acclaimed dining, luxury retail, cultural destinations, and convenient transportation. Nearby highlights include Eleven Madison Park, Caf Carmellini, and Eataly NYC Flatiron.Tax and Common Charge estimates are based upon pre-completion assessments of the property.THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. CD25-0016. SPONSOR: MADISON 29 HOLDING LLC.SPONSORS ADDRESS: C/O NUVERSE ADVISORS, LLC, 888 7TH AVENUE, NEW YORK, NY 10106. ALL DEPICTIONS OF BUILDINGS, FINISHES, LAYOUTS, AND VIEWS ARE ARTISTS RENDERINGS FOR ILLUSTRATIVE PURPOSES AND ARE SUBJECT TO CHANGE. EQUAL HOUSING OPPORTUNITY.

95 Madison Ave Unit 12D, Manhattan

Listing courtesy of GLOBAL REAL ESTATE VENTURES GROUP LLC.

$1,875,000

1 Beds ⋅ 1 Baths ⋅ RLS20116469 MLS ⋅ 35xv BLDG.

Residence 11E at 35XV is a spacious corner one-bedroom with approximately 917 square feet, 10-foot ceilings, and striking northern views anchored by the Empire State Building. The home opens through a proper entry foyer into a bright, generously scaled living and dining area, where expansive windows and elevated skyline views create an impressive sense of openness. Custom walnut flooring adds warmth and character throughout the main living spaces, complementing the residence’s impressive ceiling height and refined finishes. The open eat-in kitchen is designed equally well for everyday use and entertaining, with a large island, Poggenpohl cabinetry, Miele appliances, stone countertops, and a Sub-Zero wine refrigerator. The kitchen connects naturally to the main living space while still feeling defined and functional. The bedroom is unusually generous for a one-bedroom residence and offers excellent natural light, ample closet space, and a comfortable sense of separation from the living area. The marble bathroom features a deep soaking tub and a glass-enclosed shower with a steam unit, creating a calm, spa-like setting with refined contemporary finishes. Additional features include an in-unit washer/dryer, central air, Crestron lighting, electric window shades, dishwasher, and generous storage. 35XV is a full-service condominium with 24-hour doorman and concierge service, a live-in superintendent, fitness center overlooking a 75-foot landscaped terrace, residents’ lounge, billiards and entertaining spaces, children’s playroom, temperature-controlled wine storage, bicycle storage, package room, and private storage. The building is also pet-friendly. Set at the intersection of Flatiron, Chelsea, Greenwich Village, and Union Square, the location offers exceptional access to downtown Manhattan. Union Square, Madison Square Park, the Greenmarket, restaurants, shopping, galleries, and everyday conveniences are all nearby. Transportation is especially convenient, with the F, M, L, 1, 2, and 3 trains within a few blocks, along with the 4, 5, 6, L, N, Q, R, and W at Union Square and nearby PATH service.

35 W 15th St Unit 11E, New York

Listing courtesy of Compass.

$4,250,000

3 Beds ⋅ 4 Baths ⋅ RLS20116181 MLS

A Bespoke Loft-Inspired Residence with Extraordinary Custom Detail An exceptional blend of architectural scale, sophisticated design, and craftsmanship, Residence 6B at 240 Park Avenue South is a truly distinctive three-bedroom, three-and-a-half-bath condominium spanning approximately 2,139 square feet. With 10-foot ceilings, oversized 8-by-8-foot windows, and coveted eastern and western exposures, the residence is bathed in natural light and possesses an unmistakable loft-like sense of openness. Every element has been thoughtfully considered, from the Venetian plaster walls and silver-finished ceilings to the custom millwork, custom lighting, electric shades, and whole-home smart technology. The dramatic entry foyer immediately establishes the home's custom character, with beautifully built-in millwork and exceptional storage concealed within the closets. A sophisticated powder room features an imposing, high-profile stone vanity. At the heart of the home, the expansive living and dining room is framed by a wall of windows and complemented by an extraordinary run of custom built-ins, providing both architectural impact and an abundance of storage. The space is designed for both elegant entertaining and comfortable everyday living, with dimming built-in lighting and surround sound creating a seamless atmosphere. The custom-designed kitchen combines beauty and functionality, featuring a Fisher & Paykel cooktop, pot filler, stone and granite backsplash, two dishwashers, and a dedicated wine refrigerator. The thoughtful configuration is equally suited to intimate dinners or larger-scale entertaining. A separate home office provides a quiet and beautifully designed workspace. The private bedroom hall leads to a conveniently concealed laundry area with a Miele stackable washer and dryer. The primary suite is an extraordinary retreat, featuring two walk-in closets and a spa-caliber bathroom. The luxurious bath includes a deep soaking tub, double vanity, and an oversized shower outfitted with massage sprays, a waterfall showerhead, and handheld fixture. A heated Kohler toilet with heated feet and music adds an unexpected level of comfort and technology. Custom built-ins continue throughout the primary suite, including mirrored-front cabinetry and beautifully detailed woodwork, maximizing storage while maintaining the clean, sophisticated aesthetic. Throughout the residence, an exceptional amount of custom built-in cabinetry and millwork has been seamlessly included in the architecture, dramatically expanding storage without compromising the home's sense of openness. Smart-home technology, electric shades, architectural lighting, surround sound, and refined finishes create a residence that is as technologically sophisticated as it is beautiful. The result is a home with the scale and character of a loft, the refinement of a meticulously designed luxury residence, and the convenience of a modern condominium. 240 Park Avenue South offers an impressive suite of amenities, including a 110-foot entry gallery, full-time doorman and concierge, state-of-the-art gym, and play room, all within a highly sought-after Gramercy Park location. A rare offering for someone seeking exceptional scale, design, craftsmanship, technology, and turnkey luxury in one of Manhattan's most coveted neighborhoods.

240 Park Ave S Unit 6B, New York

Listing courtesy of Douglas Elliman Real Estate.

$3,150,000

2 Beds ⋅ 3 Baths ⋅ RLS20114998 MLS

Meet The Maisonette. A dramatic duplex loft with the privacy and presence of a townhouse, The Maisonette at 29 West 21st Street is a rare downtown residence in the heart of Flatiron—pairing grand proportions, authentic loft character, and a secluded outdoor retreat within an intimate six-residence boutique condominium. Entered directly from the building lobby, The Maisonette opens into an expansive living and entertaining space with soaring ceilings reaching approximately 12 feet. Wide-plank smoked Austrian oak floors extend toward oversized matte-black steel casement windows, while exposed brick, wood-paneled walls, and thoughtfully integrated cove lighting bring warmth and texture to the home’s industrial architecture. At the center of the loft, the open kitchen is both refined and functional, with premium appliances seamlessly incorporated into custom, locally milled cabinetry. Generous proportions allow living, dining, and entertaining to coexist effortlessly, while a powder room provides convenience for guests. An architectural wraparound staircase leads to the private lower level, where spacious and serene bedrooms feature en-suite baths, generous closet space, and radiant floor heating. Each bedroom opens directly onto a secluded rear patio framed by high brick walls—an unexpected private refuge from the energy of the city. A flexible den or home office offers additional space to work, unwind, or host. The residence is completed by a private laundry room with deep sink and linen storage, central air conditioning, oversized windows, and discreet 24-hour remote monitoring with virtual lobby attendant and secure package delivery. Set within a landmarked 1909 Renaissance Revival building in the Ladies’ Mile Historic District, 29 West 21st Street is an intimate collection of just six full-floor loft residences, thoughtfully transformed with a design language that balances the building’s industrial heritage with Scandinavian simplicity and warmth. Moments from Fifth Avenue, Madison Square Park, celebrated dining and shopping, and exceptional transportation, The Maisonette offers something increasingly difficult to find in Manhattan: the scale and soul of a classic downtown loft, the privacy of townhouse living, and a hidden outdoor retreat—all in the heart of Flatiron.

29 W 21st St Unit MAIS, New York

Listing courtesy of Compass.

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