luxury real estate for sale Guaynabo, Puerto Rico

Welcome to The Grand Home at Montehiedra, an exceptional model “K” 2-story residence located in one of San Juan’s most prestigious gated communities. This impressive property offers approximately 4,200 ft2 interior living space plus additional 1,100 ft2 of outdoor living and double car garage with storage space, on a 719 m2 lot, combining generous interiors, privacy, and outstanding community amenities. Designed for comfortable family living with up to 18-foot ceilings, and effortless entertainment, the home features 6 bedrooms, 4 full bathrooms, 1 half bath, including an extensive 1,000 ft2 primary room wing, with en-suite bath, walk-in closet, its own foyer, lounge, seating area, up to 12-foot ceilings, and Juliet balcony overlooking the impressive open views, pool area, fountain, and gardens. Multiple living, gathering spaces and a versatile flex room ideal for a home office, gym, media room, nursery, or playroom. Equipped kitchen, laundry, and five mini-split air conditioning units provide year-round comfort. Elegant marble and tile flooring adds timeless appeal throughout the home. Outdoor living is equally inviting, with a covered terrace, private swimming pool, charming Juliet balconies, and a two-car enclosed garage. Additional features include a water cistern for added convenience and reliability. Residents of Montehiedra enjoy an exceptional lifestyle with 24-hour manned gated security and community patrol, a beautiful clubhouse, lap pool and children’s pool, tennis and pickleball courts, basketball court, playground, and scenic walking trails. The property also enjoys pleasant community, mountain, and city views. 15 minutes to SJU airport, and beach. Immediate access to shopping, grocery stores, cinema, multiple dinning offerings, and direct to highway connecting you to the best school district in the island. The community is pet friendly, while short-term rentals are not permitted, helping preserve the neighborhood’s residential character. The monthly HOA fee is $345, and annual property taxes are approximately $6,200 as primary residence. Built on 1994. POF required for showings. The Grand Home at Montehiedra presents a rare opportunity to own a spacious luxury residence in one of San Juan’s most sought-after communities.

A true architectural masterpiece set on over half an acre of land, La Villa Rotonda is a luxury estate that perfectly captures the timeless allure of Spanish Mediterranean design. The grand entrance is beautifully framed by a striking facade, garden patio and captivating koi pond, creating an immediate sense of natural serenity. Boasting an approximate total footprint of 12,637 Sq. Ft., this residence offers an expansive 9,326 Sq. Ft. of interior living space across three floors easily accessible via elevator. Showcasing exquisite details both inside and out, the expansive multi-level layout with marble flooring is tastefully appointed with five bedrooms, five bathrooms and four powder rooms. The main landing floor makes an immediate impression with a palatial foyer adorned with eye-catching artwork and ceiling heights up to 37'. This level is perfectly designed for entertaining, featuring a formal living area, formal dining room, flex space, two half baths and a guest bedroom with an ensuite bath. The fully-equipped kitchen is highlighted by a barrel-brick ceiling, oversized center island, dual walk-in pantries and breakfast area. Anchored by a sweeping staircase with custom wrought ironwork and a sculptural wooden handrail, the upstairs central corridor opens to the floor below, bathing the space in radiant natural light that cascades throughout the home. The primary suite plus three guest bedrooms, each with ensuite bathrooms, and a dedicated laundry room complete the upper level. A one of a kind sanctuary, the primary suite features a spacious walk-in closet and a 42’10’’ x 27’2’’ private terrace overlooking the scenic landscape, all further accented by a spa-inspired bath with dual vanities and a glass-enclosed shower. The lower level serves as the ultimate underground lounge, showcasing custom brick and stone detailing. A half bath, tasting area and two wine cellars perfect for storing your collection round out this unique space. A covered patio leads out to the home’s alfresco oasis, ideal for hosting lavish outdoor gatherings. The stunning pool area with water features, BBQ space and half bath is beautifully illuminated by exterior lighting, offering a breathtaking setting as twilight falls. This rare to market property includes a 6-vehicle carport, full-power generator, water cistern and an abundance of storage options. Situated within Montehiedra Estates, a premier gated community affording a prime location in San Juan with easy access to major roads and highways. Residents enjoy enviable amenities such as 24-hour security, communal swimming pool, recreational areas, fitness center, tennis and basketball courts. Within close proximity to a variety of restaurants, shopping options, entertainment venues and schools. Experience the epitome of tranquil suburban living in the city. Monthly HOA: $395.

Enjoy metropolitan living within this contemporary townhome at the Miramar Arts District. Affording a row house design, this multi-level residence with approx. 3,071 interior Sq. Ft. showcases a captivating aesthetic with eye-catching artwork and warm eclectic furnishing. The second level serves as the property's main floor, featuring a fully-equipped eat-in kitchen, inviting living/dining areas and a powder room. All 3 bedrooms are situated on the third floor, along with both full baths. The primary bedroom is ensuite and includes a walk-in closet, offering privacy and comfort. The fourth floor with flex space is perfect for entertaining, featuring a wet bar and an approx. 349.45 Sq. Ft. terrace for al fresco dining overlooking the cityscape and water vistas. The first level houses a wine cellar, office, laundry area and 2-car garage with approx. 432 Sq. Ft. for additional convenience. Situated within Waymouth Court, an exclusive condominium with gated entry. Moments away from many established eateries, shopping venues, schools and entertainment options, in addition to being near to the Condado Lagoon and beach. The Miramar Arts District is the epicenter of artistic expression on the island, with numerous museums, galleries and colorful murals that brighten up the community. Few neighborhoods provide such a vibrant and distinctive atmosphere for locals and visitors alike. Within minutes to Condado Beach, Old San Juan, The Conservatory, The T-Mobile District and so much more. Monthly Condo Fee: $200. Photos 1, 3 and 5 are virtually staged and do not reflect the current state of the property. Photo 9 is virtually staged with a conceptual wet bar remodel and does not reflect the current state of the property.

Experience the best of what CoBe offers; living within a short distance from the beach, restaurants and dynamic lifestyle. Spanning 5,295 total Sq. Ft. of meticulously designed space with keyed elevator entry, this two-story penthouse combines architectural intention with the unmatched vibrancy of one of San Juan's most coveted districts. Attention to detail and custom finishes can be seen throughout the PH’s two-level layout with ceiling heights of up to 16’9’’, accented by multiple alfresco spaces with city and water views. On the first level, you are greeted by a double-height living room with Baccarat crystal chandelier and den with wet bar, in addition to an exceptionally large eat-in kitchen with dining area. The east wing on this floor houses all three guest bedrooms and three full bathrooms. The primary suite is situated on the second floor, serving as an enviable retreat with an oversized walk-in closet and spacious terrace with Jacuzzi overlooking the scenic cityscape. The private primary bath showcases a dual vanity and glass enclosed double shower. The second floor also features an office, additional living area and powder room. A dedicated laundry nook, storage area and 6 parking spaces round out this incredible offering for the discerning buyer. Grand Royal is a boutique 14-story condominium located in CoBe, aka Condado Beach, the island’s metropolitan epicenter. The building is within close proximity to Plaza Antonia Quinones Park, designer stores, entertainment venues, nightlife options, gourmet restaurants and schools, as well as the esteemed Ashford Presbyterian Hospital. Experience an unparalleled Caribbean lifestyle near countless amenities. Monthly Condo Fee: $2,259.88. Annual Hazard Insurance: $13,676,39.

A legacy property with a rich history and impressive front facing appeal, 1430 Wilson Street is located just 2 blocks south from Ashford Avenue and Condado Beach's town center. Combined, this property represents 2 continuous homesites measuring approximately 578 sq.m off flat land, offering the owner easy to build, re-imagine or re-invigorate with a historic tribute to mid century colonial architecture. A corner site, with entry from and sitting on the crossroad of Wilson and Washington Street, this location fuels the heart of the vibrant CoBe district, with strategically centric access to the district's fully walkable/ biking lifestyle. 1430 Wilson undeniably holds one of the most enviable addresses in Condado Beach. Surrounded by a magnificent culinary scene, cultural hubs, hospitals, shopping, beaches and located just a five minute walk to St. John’s and Robinson, two of the most prestigious educational institutions in Puerto Rico make this the ultimate location to re-design the ideal in-city architecturally significant estate or reimagined second life as the future destination of a sustainable and wellness focused residential project.

In the heart of historic Old San Juan, 103 Calle Cristo stands as a rare mixed-use gem directly across from Hotel El Convento and near the Cathedral. The building captures the essence of colonial architecture with high ceilings, arched doorways, and wrought-iron balconies overlooking the cobblestone streets. It features two ground-floor spaces, both currently operating as popular taverns, and ten apartments above with a mix of one-, two-, and three-bedroom layouts. This combination provides immediate income potential and long-term flexibility for residential or hospitality use. Surrounded by the city’s most visited landmarks, fine dining, and boutique hotels, the property’s location ensures strong pedestrian traffic and enduring demand. With its architectural charm and prime address, 103 Calle Cristo is an exceptional opportunity to own a full building in one of Puerto Rico’s most prestigious and historic settings. Set just moments away from the majestic Catedral de San Juan Bautista and directly across from the renowned Hotel El Convento, this property enjoys an address of unmatched prestige in the heart of Old San Juan. Calle Cristo is one of the city’s most storied streets. Lined with colonial architecture, cobblestones, and a lively mix of boutiques, cafes, and entertainment venues that keep the area vibrant from day to night. Old San Juan is one of the oldest European settlements in the Americas and a UNESCO World Heritage Site, celebrated for its colorful Spanish architecture and vibrant cultural life. The area blends history and modern vitality. Within its seven-square-block radius, you’ll find centuries-old forts like El Morro and San Cristobal, boutique hotels, fine dining, and lively plazas filled with music and art. It’s a one of a kind community where locals and visitors enjoy visiting cafes, rooftop terraces, and galleries, all framed by ocean views and tropical breezes.

Located along the coveted corridor of Ashford Avenue, this fully gated single-family compound offers a rare balance of scale, discretion, and architectural presence in the heart of Condado Beach. Set on a .30-acre lot and encompassing over 11,800 sq. ft. of total living space, the property comprises a five ensuite bedroom main residence, seven full baths and four half baths, a separate guest house, saltwater pool, and garage all tucked behind private gates with parking for up to ten vehicles. The interiors span approximately 8,116 sq. ft. across two levels, with rooms arranged for both formal entertaining and relaxed daily living. A gracious entry opens to expansive living and dining areas while floor-to-ceiling windows frame the outdoor entertaining, where a saltwater pool, Jacuzzi, and covered BBQ terrace extend the living space outdoors. Anchoring the outdoor entertaining spaces, a glass-enclosed lounge sits just off the pool deck, fully air-conditioned and framed by floor-to-ceiling sliding glass doors that open entirely to the saltwater pool and terrace. Designed as a year-round extension of the outdoors, this space includes a walk-in wine cellar with biometric access and serves as a versatile setting for quiet evenings or large gatherings. A separate guest house sits above the two-car garage and features its own kitchen, living space, and private entrance. The guest house also hosts a dedicated Spa room, equipped with massage room and full bath. The main kitchen is professionally outfitted with Miele and Sub-Zero appliances, a Wolf range, leather granite countertops, and a large walk-in pantry. The primary suite, located on the main level, includes dual walk-in closets, a steam shower, and a private lounge area. The second level hosts four additional guest bedrooms, each with access to dedicated living spaces and a kitchenette, allowing for comfort and privacy across multiple wings of the home. Additional features include independent climate zones, a dual pool system, 175 Kilo generator, double water cistern and softener, Crestron system, 28-camera security network, and full outdoor surround sound. Offered fully furnished and turn-key, 1204 Ashford is a rare opportunity to own a legacy residence within close proximity of beaches, dining, schools, and the best of San Juan’s urban coastal lifestyle.

Conveniently located within the heart of Condado Beach, this tasteful 3-bed convertible to 4, 4.5-bath residence's prime location offers a truly cosmopolitan way of life at Plaza Stella. Affording two entry points, the unique 3-level layout features approx. 2,700 Sq. Ft. of total construction highlighted by scenic city views. Showcasing a contemporary design aesthetic, the fully equipped eat-in kitchen and open-concept living/dining area with powder room and patio on the first level provide the ideal setting for entertainment or intimate gatherings. The second level houses the primary suite, as well as a generously-sized flex space with full bath that can be converted into an additional bedroom. The two remaining bedrooms are situated on the third floor, along with a dedicated laundry room. Each bedroom is ensuite with a walk-in closet. Four parking spaces round out this exceptional offering. Plaza Stella is a full-service building in Condado Beach with 24-hour security, fitness center and pool. It is located near St. Johns and Robinson School, in addition to top restaurants, hospital, supermarkets, La Hacienda Gourmet Food Market, Freshmart Organic Produce Store, shopping establishments and entertainment venues. Within close proximity to the beach and a variety of aquatic activities. Moments away from the Miramar Arts District, Old San Juan and Isla Verde. Monthly Condo Fee: $713.56

A landmark of architectural and historical significance, 152 Calle de Tetuan once housed the prestigious Spanish Bank, inaugurated in 1894 as a cornerstone of Puerto Rico’s financial past. Set along Tetuan Street, once the island’s bustling financial district, this property with approved plans and construction permits carries with it the legacy of culture of Old San Juan’s golden era. Today, the building stands as a rare opportunity to reimagine a piece of history. Spanning three expansive floors, the interiors feature an open floor plan with soaring 19-foot ceilings, inviting abundant natural light and endless design possibilities. The property also boasts a usable rooftop, which can be enclosed into a signature amenity space or transformed into an outdoor terrace with panoramic views of the bay and San Juan’s port to the south, an ideal setting for entertaining or enjoying the city’s maritime landscape. Whether envisioned as a grand private residence or a distinguished legacy estate, 152 Calle de Tetuan offers the perfect canvas. Its location at the heart of Old San Juan, coupled with its rich heritage and architectural character, makes it one of the most unique and versatile properties available in Puerto Rico’s historic capital. * Images 1 through 11 are renderings and do not reflect the current state of the property.

Experience elevated living surrounded by panoramic views of the ocean, bay, marina, and the iconic San Juan skyline. An expansive private balcony becomes a natural extension of the residence, offering a privileged setting to embrace the Caribbean breeze and the beauty of the surroundings. Ideally positioned between the captivating energy of the city and the serenity of the coast, this residence with 3 bedrooms and 2 bathrooms places you moments from the beach, the marina, and historic Old San Juan. Just across from the park, an active outdoor lifestyle is also within easy reach, whether for sports, a morning stroll, or simply enjoying time outdoors. Beyond the residence, the building offers the comfort and convenience expected of an elevated urban lifestyle, including full-power generator backup, water reserve system, concierge service, and valet parking. A distinctive San Juan residence at Millenium condominium, where panoramic views, location, and effortless living come together. Photos 1, 2, 4, 6 and 8 are virtually staged and do not reflect the current state of the property. Monthly Condo Fee: $815.

Located on the historic financial district of Old San Juan, 205 Calle Tetuan represents a rare and highly compelling investment opportunity in one of Puerto Rico’s most supply-constrained markets. This 8-unit multi-family property is comprised of two 2-bedroom units, four 1-bedroom units, and two studio apartments, offering a versatile unit mix ideally suited for short-term rentals, long-term leasing, or a hybrid strategy. The property enjoys charming city views throughout, with notable views of the San Juan Bay, particularly from the top floors and rooftop. A key highlight of this offering is its value-add and customization potential. The property can be finished and designed to a buyer’s specific vision, making it especially attractive for investors seeking to elevate the asset into a boutique short-term rental concept. The rooftop level offers additional upside, with the potential to be reimagined as a lounge or entertainment terrace and the possibility of creating additional units, subject to permits, maximizing both views and revenue potential. Surrounded by Old San Juan’s iconic architecture, waterfront promenades, dining, galleries, and cultural landmarks, 205 Calle Tetuan stands at the intersection of history, lifestyle, and income potential, an exceptional opportunity to create a high-performing asset in one of the Caribbean’s most enduring destinations.

A rare opportunity to own a piece of Puerto Rico’s architectural history awaits at 251 and 253 Tetuan Street in Old San Juan. Designed by renowned Czech architect Antonin Nechodoma and built in 1920, this expansive property was formerly the historic Scotia Bank. The iconic building is offered in a cleaned shell condition, providing a blank canvas for visionary investors to reimagine it as an unparalleled masterpiece with mixed zoning. Spanning five floors with soaring ceilings and a distinctive bank vault in the basement, the building lends itself perfectly to a variety of concepts, including a multi-family or hospitality project. The scale and historic character of the property make it an ideal anchor space in the heart of one of the Caribbean’s most visited destinations. Strategically located at the corner of Tetuan Street and San Justo Street, this prominent building enjoys exceptional visibility and steady pedestrian traffic, just moments away from the bustling cruise port. Once the island’s thriving financial hub, Tetuan Street was home to Puerto Rico’s major banks and remains lined with iconic architecture. Today, it has transformed into a vibrant corridor filled with tourists, shops, and cultural landmarks. This prime corner location places your venture at the intersection of history and opportunity in one of the most dynamic areas in Puerto Rico.

257 San Justo Street is situated in the heart of Old San Juan, a historic district renowned for its Spanish colonial architecture and vibrant cultural scene. The area is characterized by its cobblestone streets lined with pastel-colored buildings, bustling with tourists and locals alike. The property, boasting 5,255 sf of air conditioned space, is beautifully maintained with a traditional facade, complete with wrought-iron balconies and street views of San Juan Bay, capturing the essence of Old San Juan’s architectural charm. The first floor showcases an elegant open-concept space with exposed wooden beams, which currently serves as an art gallery. It features refined marble floors and recently renovated powder rooms, providing modern comfort. Further into the space, a stunning interior courtyard is revealed, protected by a skylight roof. The courtyard boasts a captivating fountain, living plant wall, and a full wet bar, making it ideal for a cafe or an entertaining area. There is also a full commercial kitchen in the back that connects to the upstairs, providing the perfect setup for events. The second floor offers a warm, residential feel with the utmost privacy. A foyer leads to the great room, which features wide planked wood floors and a generously-sized layout. Its large windows flood the space with natural light and open up to a balcony that faces San Justo Street and provides partial views of the bay, enhancing the allure of this one of a kind offering. There is also potential to create a rooftop area, adding even more versatility to this unique property. The neighboring property, 255 San Justo Street, is also available for purchase at $ 849,000 .

255 San Justo is an exceptional historic property located in the heart of Old San Juan. This restoration project presents an incredible opportunity for those with a vision. Spanning approximately 9,530 square feet, the space is evenly distributed over two expansive floors, offering limitless potential for customization. The property boasts the possibility of developing a large rooftop area, perfect for enjoying the picturesque views of Old San Juan and the San Juan Bay. Whether you dream of transforming it into a luxurious residence or a vibrant commercial space, 255 San Justo provides a blank canvas for your creativity. Situated on the desirable street of San Justo, this property offers excellent walkability and is conveniently close to parking lots, making it accessible for both residents and visitors. Embrace the charm and history of Old San Juan while crafting a unique space that meets your needs.