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Downtown Sarasota

One of the most popular communities provided by The Graf Group of Coldwell Banker

Downtown Sarasota

About Downtown Sarasota

Living in downtown Sarasota, Florida offers a vibrant blend of urban sophistication and coastal charm. This lively neighborhood is known for its stunning bayfront views, cultural attractions, and a diverse array of dining and shopping options. Residents enjoy easy access to world-class art galleries, theaters, and festivals that showcase the area’s rich artistic heritage. The nearby sandy beaches provide a perfect escape for sun-seekers and outdoor enthusiasts, while the city's parks and waterfront promenades promote an active, healthy lifestyle. With a strong sense of community and a dynamic atmosphere, downtown Sarasota is not just a place to live; it’s a lifestyle that embraces both relaxation and excitement.

One of the most popular communities provided by The Graf Group of Coldwell Banker

2,847

# of Listings

2

Avg # of Bedrooms

$671

Avg. $ / Sq.Ft.

$1,362,582

Med. List Price

Browse Downtown Sarasota Real Estate Listings

$250,000 - $500,000

$1M - $3M

529 Properties Found. Page 19 of 36.

Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations.

This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa.

Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living.

Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality.

A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.

SARASOTA

2441 WEBBER STREET

4 Beds

3 Baths

2,726 Sq.Ft.

$1,599,000

MLS#: S5149848

New on site 3 days ago

An opportunity to build in Siesta Key’s most treasured neighborhood, Hidden Harbor, is exceptionally rare. Whether you envision a contemporary estate or a timeless island retreat, this homesite provides the ideal canvas to bring your vision to life. This 150’ x 150’ lot is surrounded by majestic live oaks and lush tropical landscaping that create one of the island's most beautiful tree-canopied neighborhoods. Quiet brick-paver streets, custom luxury homes, and a peaceful setting give Hidden Harbor a timeless Old Florida charm that's becoming increasingly rare.
Included with the property is a deeded dock (Lot 37A) and a recently rebuilt boat lift with new remote controls. The protected community basin, offers convenient access to Roberts Bay, Sarasota Bay, Big Pass, and the Gulf of Mexico—perfect for boating, fishing, kayaking, paddleboarding with the local manatees, or simply enjoying the waterfront lifestyle.
Just minutes from world-famous Siesta Beach, Siesta Village, and downtown Sarasota, you'll enjoy the perfect balance of privacy, convenience, and island living.

SARASOTA

1325 HIDDEN HARBOR WAY

None Beds

None Baths

0.52 acres

$1,595,000

MLS#: O6422033

Price reduced

An exceptional estate tucked away in the peaceful Hampton Lakes community of Sarasota is waiting for its new owner! Situated on a breathtaking 3-acre homesite with a beautiful pond setting, this property offers the perfect balance of privacy, space, and modern convenience—just minutes from Waterside Place and the vibrant amenities of Lakewood Ranch. Enjoy daily encounters with Florida’s natural wildlife, creating a serene and ever-changing backdrop right in your own backyard.

From the moment you arrive, the stately presence of the home with hurricane impact windows and doors and 3-car garage set the tone for what’s inside. Step through the double front doors into a light-filled foyer, where beautiful luxury vinyl flooring flows throughout the thoughtfully designed open floor plan. To the right, a sophisticated dining room showcases a tray ceiling, grasscloth wallpaper, and custom lighting—perfect for hosting elegant dinners. To the left, a private office with double doors offers a quiet workspace with serene front yard views.

At the heart of the home, the gourmet kitchen is both stylish and functional, featuring light cabinetry, quartz countertops, a subway tile backsplash, double ovens, an induction cooktop, and an area that serves as a breakfast bar in the beautiful kitchen. Nearby, a spacious laundry room with an oversized mudroom and additional storage adds everyday convenience.

Designed for seamless indoor-outdoor living, the main living areas are filled with natural light and open effortlessly to the lanai through sliding glass doors. Enjoy tranquil water views from nearly every angle, including the inviting living room with an aquarium window. The expansive bonus room at the rear of the home offers endless possibilities, complete with high ceilings and pocketing sliders that fully open to the outdoor living space—ideal for entertaining or relaxing.

Step outside to your private retreat, where the pool/spa and lanai overlook the picturesque pond and surrounding nature, offering a peaceful setting for gatherings or quiet evenings at home. The outdoor kitchen was newly installed in 2025 with a new TV (2025) to enjoy while being in the Spa!

The luxurious primary suite is a true escape, featuring a tray ceiling, custom closets, and a spa-inspired bathroom with quartz countertops, dual vanities, and generous storage. Three additional bedrooms provide comfort and privacy for family and guests alike.

This is more than a home—it’s a lifestyle. Experience the perfect blend of space, elegance, and tranquility at 3554 Recurve Circle.

SARASOTA

3554 RECURVE CIRCLE

4 Beds

3 Baths

3,561 Sq.Ft.

$1,595,000

MLS#: A4691847

Nestled behind the gates of one of Sarasota’s most established neighborhoods, this Prestancia home offers quiet luxury and golf course views, where expansive indoor and outdoor living spaces epitomize Florida-living. The thoughtfully designed layout boasts a private master wing on one side, and casual living areas and additional bedrooms on the opposite. Joining the two wings are a formal dining and living room, distinguished by high ceilings, transom windows, and sliding doors which lead to an inviting outdoor retreat. The grand, master suite includes a dressing area, large walk-in closets, and a convenient, wall-enclosed dog yard for pets to safely enjoy. The adjoining master bath hosts separate custom vanities, a Roman walk-in shower, and a water-closet equipped with a hands-free electronic toilet/bidet. Just beyond the spa tub, double French doors open onto a secluded outdoor gathering space complete with a fireplace, perfect for unwinding on cozy evenings. The spacious kitchen is well suited for preparing both gourmet meals and quick refreshments served through the pass-through sliding windows that open to the outdoor eating area. Adjacent the kitchen is a large family room with soaring ceilings, a stone fireplace, and full wet bar. The outdoor oasis is bordered by the home on three sides and the 3rd hole of TPC Prestancia on the fourth, and includes a sparkling pool and spa, integrated grill, shaded area for dining and plenty of space to enjoy Florida sunshine. Residents of this Audubon Cooperative Sanctuary community enjoy watching families of sandhill cranes while bald eagles soar overhead. Just minutes from Siesta Key Beach and downtown Sarasota, the home’s new roof, pull down storm shutters, and a whole home generator provide worry-free living. Optional membership is available at TPC Prestancia Golf Club featuring two 18-hole courses, dining, and social activities.

SARASOTA

3988 LOSILLIAS DRIVE

4 Beds

3 Baths

4,840 Sq.Ft.

$1,575,000

MLS#: OM725373

New on site 3 days ago

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

SARASOTA

5400 OCEAN BOULEVARD 17-04

2 Beds

2 Baths

1,187 Sq.Ft.

$1,559,000

MLS#: A4698764

Exquisite custom-built pool home nestled within the guard-gated community of Silver Oak at Palmer Ranch. Surrounded by lush tropical landscaping, this exceptional residence showcases timeless craftsmanship, welcoming you with a paver driveway, spacious 3-car garage, and impressive wood double-door entry. Impeccable attention to detail is evident throughout, with travertine tile flooring, recessed lighting, crown molding, elegant tray and coffered ceilings, and thoughtfully designed living spaces. Designed with entertaining in mind, the formal dining room flows seamlessly into an oversized sunken wet bar featuring custom wood cabinetry, refrigerator and dishwasher, creating an inviting gathering space. Chef’s kitchen showcasing custom rich wood cabinetry, under-cabinet lighting, pullout shelving, granite countertops, stainless steel appliances, center island, breakfast bar seating and a sunny breakfast nook with aquarium window overlooking the pool. The spacious living room embraces Florida living with pocket sliding glass doors that open completely to reveal breathtaking views of the outdoor oasis. Step outside to the expansive screened lanai featuring a Pebble Tec pool, Pentair pool heater for year-round enjoyment, charming mermaid fountain, and a fully equipped outdoor kitchen complete with a Lynx grill, refrigerator, and bar seating. The primary suite serves as a private retreat, offering a tray ceiling, two custom walk-in closets, and a spa-inspired ensuite bath with dual granite vanities, abundant storage, soaking tub, walk-in shower, and private water closet. The desirable split-bedroom floor plan provides privacy for guests with their own wing, dedicated bathroom, and direct access to the pool area. Additional features include a private den with custom built-in desk and wall system, powder bath, laundry room with Samsung front-load washer and dryer (2024), built-in cabinetry and utility sink, security alarm system, central vacuum, and a replaced water heater (2024). Silver Oak is a highly sought-after 24-hour guard-gated community with no CDD fees and maintenance-free lawn care included. Perfectly positioned in Palmer Ranch between Sarasota and Venice, this exceptional location offers easy access to the Legacy Trail, premier shopping and dining, championship golf, entertainment, vibrant downtown districts, and the renowned beaches of Siesta Key and Nokomis.

SARASOTA

8889 ENCLAVE COURT

3 Beds

2 Baths

3,080 Sq.Ft.

$1,550,000

MLS#: A4696410

Price reduced

A rare opportunity to secure a true waterfront estate-sized homesite in the highly sought-after Palm Island enclave of Siesta Key. Located at the end of a quiet loop on Island Circle, this oversized 15,500 square foot pie-shaped double lot offers an exceptional 180+ feet of water frontage, creating a private, expansive setting rarely found this close to the beach. Surrounded by lush natural mangroves and multimillion-dollar residences, this property delivers the perfect balance of privacy, exclusivity, and direct boating access. A standout feature of the property is the grandfathered in 20x24 dock, significantly larger than what current regulations allow. Paired with a 14,000-pound boat lift and existing water and electric connections, for boating enthusiasts, this is not just a convenience, it’s a major asset that cannot be replicated today. This homesite offers a strong foundation for new construction and the opportunity to design and build a custom waterfront estate tailored to your vision. The lot’s unique shape and size allow for a larger footprint, creative architectural design, and maximization of water views. Palm Island is one of Siesta Key’s best kept secrets, an intimate community of fewer than 140 homes known for its quiet streets, limited traffic, and strong sense of privacy and community. The property is ideally positioned across from a small community green space and just minutes from the world-renowned Siesta Key Beach, consistently ranked among the top beaches in the United States.
Whether you are looking to build a full-time residence, a seasonal retreat, or a long-term investment property, this lot presents a rare combination of size, location, waterfront access, and redevelopment potential that is becoming increasingly difficult to find on Siesta Key.
Opportunities like this are limited, especially with irreplaceable features like this dock and water frontage.

SARASOTA

114 ISLAND CIRCLE

None Beds

None Baths

0.36 acres

$1,550,000

MLS#: TB8487309

Price reduced

Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living.
Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose.
This is more than a home. It is a retreat, a statement, and a community.

SARASOTA

4891 PEREGRINE POINT E

4 Beds

3 Baths

3,843 Sq.Ft.

$1,550,000

MLS#: A4688143

Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.

SARASOTA

1800 BENJAMIN FRANKLIN DRIVE B207

3 Beds

3 Baths

1,980 Sq.Ft.

$1,549,000

MLS#: A4666804

Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental.
Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life.
Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about.
One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.

SARASOTA

3360 HIGEL AVENUE

4 Beds

3 Baths

2,006 Sq.Ft.

$1,549,000

MLS#: A4682008

Price reduced

NOW OFFERED AT A SIGNIFICANTLY IMPROVED PRICE, this is an outstanding opportunity to own a custom WEST-OF-TRAIL home in one of Sarasota's most desirable GATED COMMUNITIES. Soaring ceilings and an abundance of natural light define this spacious 4-bedroom, 4-bath residence, thoughtfully designed and custom built by the original owner for both everyday living and effortless entertaining. Rich Cypress siding, elegant crown molding, plantation shutters, and imported Italian porcelain tile add warmth, architectural refinement, and timeless style throughout the home. The open floor-plan creates a seamless flow between living spaces, while a striking floor-to-ceiling white brick wood-burning fireplace serves as a dramatic focal point in the great room. Clerestory windows and skylights enhance the bright, airy ambiance, and custom built-in cabinetry compliments the home's clean, coastal-inspired design. Step outside to a private pool with an inviting setting for relaxing or hosting guests. A flexible office/den provides the ideal space for working from home or enjoying a quiet retreat, while generously sized bedrooms ensure comfort and privacy for family and visitors alike. Located within The Landings, a highly sought-after and gated West-of-Trail community, residents enjoy a lush, park-like environment with mature landscaping, scenic walking trails, and access to the Intracoastal Waterway. Community amenities include a kayak launch, kayak racks (as available), and a fishing pier situated at the end of a scenic nature trail, perfect for embracing Sarasota's waterfront lifestyle. Optional membership to the Landings Racquet Club offers tennis courts, a fitness center, clubhouse, and a vibrant social calendar. Ideally situated just minutes from downtown Sarasota, fine dining, shopping, and the world-renowned beaches of Siesta Key, The Landings offers an exceptional blend of privacy, natural beauty, and active living.

SARASOTA

4937 LANDINGS COURT

4 Beds

4 Baths

3,504 Sq.Ft.

$1,525,000

MLS#: A4689027

Virtually Staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.

SARASOTA

711 S PALM AVENUE 302

3 Beds

3 Baths

1,815 Sq.Ft.

$1,525,000

MLS#: A4688989

Located in the dynamic Rosemary District, 420 Kumquat Court presents a compelling opportunity for investors and developers seeking position and flexibility in a downtown growth corridor. The property includes an existing triplex generating more than $5,000 per month in potential rental income, offering immediate cash flow while future development plans are evaluated.

Zoned Downtown Edge (DTE), the site allows for residential, commercial or mixed-use development. The property is adjacent to Villa Ballada, a newly constructed five-story mixed use condominium featuring 24 residences, reinforcing the area’s continued investment and redevelopment momentum.

An additional opportunity exists with the neighboring parcel to the south currently available. With a combined acquisition cost of $3,220,000, this option presents the potential for increased density, with the possibility to develop up to 24 residential units, subject to municipal approvals. The seller can also transfer plans for a seven-unit condominium project designed by award-winning Halflants + Pichette, providing a ready framework for development.

Positioned within approximately six blocks of more than 60 restaurants, Sarasota Farmers Market, Sarasota Bayfront, Whole Foods Market and Sarasota’s arts and theater district, the location supports strong walkability and long-term demand. The Bay Park, a 53-acre waterfront park, is approximately four blocks away, with additional access to Payne Park and Legacy Trail.

Connectivity is enhanced by the Bay Runner Trolley, offering service from downtown to St. Armands Circle and Lido Beach.

This offering combines current income with future development potential in one of Sarasota’s most active urban districts.

SARASOTA

420 KUMQUAT COURT

4 Beds

None Baths

1,824 Sq.Ft.

$1,525,000

MLS#: A4689791

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

SARASOTA

1280 DOLPHIN BAY WAY 504

2 Beds

2 Baths

1,840 Sq.Ft.

$1,500,000

MLS#: A4686981

LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies.

The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations.

Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation.

The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment.

With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

SARASOTA

4001 GROVELAND AVENUE

10 Beds

None Baths

4,291 Sq.Ft.

$1,500,000

MLS#: A4691652

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