Mid Town Sarasota Homes with Rain Gutters Exterior Features

Mid Town Sarasota Homes with Rain Gutters Exterior Features

Welcome to Midtown Sarasota, a vibrant neighborhood nestled in the heart of sunny Sarasota, Florida. Known for its eclectic charm, Midtown combines the warmth of a close-knit community with the conveniences of urban living. This area is celebrated for its rich cultural tapestry, featuring a harmonious blend of art, dining, and outdoor activities that cater to all lifestyles. Whether you’re strolling through the local parks, indulging in gourmet cuisine at nearby restaurants, or exploring the vibrant arts scene, Midtown Sarasota offers something for everyone.

One of the standout features of homes in this delightful neighborhood is their thoughtful exterior design, particularly the inclusion of rain gutters. These essential features not only enhance the aesthetic appeal of the homes but also provide practical benefits. Rain gutters effectively channel rainwater away from your property, protecting your foundation and landscaping from water damage. This is especially important in Florida, where seasonal rains can be heavy.

In Midtown Sarasota, you’ll find a variety of charming homes equipped with rain gutters, showcasing styles that range from cozy bungalows to modern family residences. Each home reflects the unique character of the neighborhood while ensuring functionality and durability.

If you’re searching for a place that embodies the essence of Florida living with a strong sense of community and practical home features, look no further than Midtown Sarasota. Discover your dream home today in this enchanting corner of Sarasota County, where every day feels like a vacation!

Newest Mid Town Sarasota Homes with Rain Gutters Exterior Features

1566 Tallywood Drive Unit 7125, Sarasota
$259,900
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Welcome to beautifully renovated, carefree living in the heart of Sarasota! This stunning 2-bedroom, 2-bath, single-story villa is nestled in a desirable, pet-friendly 55+ community surrounded by 26 acres of lush tropical landscaping. Extensively renovated from top to bottom, this move-in-ready home offers an impressive combination of quality craftsmanship, modern finishes, and low-maintenance Florida living! Step inside to discover a beautifully transformed interior featuring newly textured knockdown ceilings replacing the original popcorn ceilings, fresh paint throughout, premium vinyl tile flooring in the main living areas, new carpet in both bedrooms, and elegant porcelain tile flooring in the bathrooms. New interior doors, casework, baseboards, updated door hardware, and closet shelving add to the home's polished appearance. Recessed lighting with dimmer switches in the living room, kitchen, and bathrooms creates a bright and inviting atmosphere, while updated ceiling fixtures, switches, receptacles, and ceiling fans provide additional comfort and convenience. The completely remodeled kitchen is a standout feature, showcasing new solid wood cabinetry with soft-close doors, gorgeous quartz countertops, crown molding, updated appliances, and under-cabinet lighting with a dimmer switch. Whether preparing everyday meals or entertaining guests, this beautifully appointed kitchen offers both style and functionality. Both bathrooms have been fully renovated with new vanities, modern fixtures, porcelain tile flooring, updated exhaust fans, and beautifully designed walk-in showers. The primary bathroom features premium shower tile, upgraded accessories, and a glass shower enclosure, while the guest bathroom offers a newly updated, accessibility-friendly walk-in shower. With two walk-in showers, these thoughtfully designed spaces provide convenience and comfort. Additional improvements include upgraded hurricane windows, new patio screens, ceiling fans in both bedrooms and the patio, updated lighting in the foyer and laundry area, and replacement of the A/C heating element in 2025. A newer washer and dryer inside the villa add everyday convenience. Even the exterior landscaping has been refreshed with new plants, mulch, and landscape lighting! The villa also includes a covered carport with a private storage unit and a roof replaced in 2015, which is maintained by the HOA. Residents enjoy wonderful community amenities, including a large screened-in swimming pool heated during the winter months, a welcoming clubhouse for social gatherings, and a dedicated dog park. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, Lido Key, St. Armands Circle, UTC Mall, Orioles Spring Training, shopping, dining, medical facilities, and Sarasota's renowned cultural attractions, including theaters, opera, and ballet. Whether you're searching for a full-time residence or a seasonal Florida retreat, this beautifully renovated villa offers exceptional value with extensive upgrades already completed. Simply move in, relax, and enjoy the Florida lifestyle! Schedule your private showing today!

1566 Tallywood Drive Unit 7125, Sarasota
2304 Ringling Boulevard Unit 207, Sarasota
$119,900
1 Beds ⋅ 1 Baths ⋅ Garden Apts SubDv. ⋅ 34237 Zip Code
Out of state buyers The Race Is On! Buy before Dec. 31st to get $150K property tax exemption for 2027 & $250K for 2028, OR out of state buyers making FL home will have a 5 year wating period to get those homestead exemptions. Lovely 1BR Condo located at the corner of Ringling Blvd. and Shade Ave in Downtown Sarasota. These were designed Ruth Richmond and showcase her excellent use of space and feel much larger than their footprint. Plus her touch of charm with the arches over the sliders and walk-in closets. This affordable 1BR/1BA 2nd floor condo is updated and ready for you with recently updated Luxury Vinyl plank flooring in the living room and bedroom, hurricane windows, and a top to bottom fresh paint job. The original sliders to narrow patio let loads of light into these north-facing buildings and you can let your cat or small dog (2 pets allowed) enjoy a little fresh air or have some potted plants. Being on the second floor you'll have a nice view of trees from your couch and not cars or the street, as well as not having anyone above you. This prime location is just 0.1 of a mile to Payne Park, Legacy Trail, Disc Golf, Cafe', Tennis, etc. and nearby restaurants, Shamrock Pub, plus all that downtown Sarasota and the bay offers right within a 1 mile. You'll hardly ever need your car again.

2304 Ringling Boulevard Unit 207, Sarasota
429 Gershwin Drive, Sarasota
$400,000
3 Beds ⋅ 2 Baths ⋅ Carolina Estates SubDv. ⋅ 34237 Zip Code
NO CDD! NO HOA! No flood zone. Perfect for first-time buyers, investors, or those looking to customize their Florida dream home in a prime location. Proximity to everything in Sarasota has to offer. Explore the potential of a 1,489 square feet ONE STORY CONCRETE BLOCK home with inviting curb appeal, 3bedrooms, 2 full bathrooms, an expansive 2 car garage, a formal living room and a separate family room, Screened and covered Florida Room on the lot of 9,496 square-foot. It has Rain Gutters thought-out and Fully FENCED in (with concrete block walls). Short drive to Downtown Sarasota, Arlington Park and Aquatic Complex, the world-famous Siesta Key Beaches, Lido Beach, St. Armands Circle and Bradenton River. Close to shops and restaurants.

429 Gershwin Drive, Sarasota
2555 Ruffing Court, Sarasota
$690,000
3 Beds ⋅ 4 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Virtually Staged. Enjoy modern style and low-maintenance living in this three-story, end-unit townhome with only one shared wall at 2555 Ruffing Court in Payne Park Village. Built by David Weekley Homes, this home presents inviting indoor spaces and the charm of a coastal neighborhood, just across from Payne Park and The Legacy Trail. A fenced courtyard with tropical landscaping and a covered entry creates a welcoming first impression. Inside this 3-bedroom, 3.5-bath residence, luxury vinyl plank flooring flows through the main living areas, while MSI Quartz countertops provide a consistent upscale finish throughout the kitchen and baths. Carpeting adds comfort to all three bedrooms, while tile flooring provides a practical finish in each bathroom. With a bedroom and full bath on each of the three levels, along with flexible living spaces, this thoughtfully designed layout offers versatility for multi-generational living, so you can choose your preferred primary suite on any floor. The first floor includes a private bedroom with direct access to a bath. A flex nook, foyer, and attached two-car garage with storage add functionality. Upstairs, the second level is the heart of the home, where an open great room, dining area, and kitchen create space for living and effortless entertaining. The kitchen is appointed with white cabinetry, MSI Quartz counters, stainless steel appliances, a tiled backsplash, recessed lighting, and a center island with sink and breakfast bar seating. Luxury vinyl plank floors and abundant natural light enhance the space. This level also includes a powder room, laundry closet, and pantry. The primary suite includes a walk-in closet and en suite bath with dual vanities, MSI Quartz surfaces, private water closet, and a walk-in shower with a rainfall showerhead. The third floor adds a bedroom with a walk-in closet, a full bath, and an inviting loft overlooking the great room below. The loft can serve as a home office, media lounge, creative studio, or additional gathering space. Payne Park Village provides an appealing combination of coastal architecture, landscaped courtyards, green spaces, and private community amenities, including a swimming pool and spa. Payne Park, just across the street, features tennis courts, multi-use paths, disc golf, a skate park, a playground, an amphitheater, a café, and open green areas. The Legacy Trail has additional pedestrian and biking options. Located near downtown Sarasota, this home is close to restaurants, boutiques, galleries, theaters, cultural attractions, and the bayfront. Golfers will appreciate the nearby Bobby Jones Golf Club. Marina Jack, St. Armands Circle, and the beautiful Gulf Coast beaches are also within easy reach. From Payne Park's green space to downtown Sarasota's restaurants, culture, and waterfront, this location puts so much of what makes Sarasota special within easy reach.

2555 Ruffing Court, Sarasota
3218 Sumac Terrace, Sarasota
$164,800
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Located in the ONLY Resident Owned Resort Style Park in the City limits of Sarasota!! This is a lovely 2 bed 2 bath turnkey furnished home offers 1,180sf of living space with the enclosed Florida room - all under the main AC. The updated floors ( and sub floors) have eye pleasing laminate and tile. 2024 windows (excluding baths) throughout and several structural updates show this home has been loved and cared for by a multi generational family for many years. THE SPACE: The KITCHEN provides ample cooking and storage cabinets, including a pantry. Appliances include a flat stove, range hood, dishwasher, fridge and microwave. The split plantation shutters in the LIVING room and dining room really dress up the space. Relax and watch your favorite shows on the large flat screen TV. The DINING room has a family size table with comfortable seating and the built in server/buffet hosting loads of invaluable storage and a long counter top that can serve as a food buffet style space when hosting friends and family. The PRIMARY BEDROOM is spacious with 3 closets and built in drawers! The en suite shower bath gives privacy from the main guest bath. The GUEST BEDROOM has 2 twin beds ( so plenty of room for a larger bed if desired ) a built in dresser and 2 closets. The outdoor storage (SHED) houses a washer dryer, the water heater, storage space and an overhead shelf. The FLORIDA ROOM can be enjoyed year round - refurbished in 2024 and faces North (no afternoon sun beating in the windows). With AC from the main home - this is a great multi use area where one can enjoy reading, a card/game area, office or den - in 2024 the Roof, windows, walls, flooring, entry door and sliding door were all updated. UPDATES/AGES: Main ROOF Over TPO 2019 with warranty, 2024 FLORIDA ROOM was rebuilt with new TPO Roof Over with warranty / Windows / Walls / Flooring / Exterior Door / Sliding glass door to living room. 2024 CARPORT was partially replaced and structurally updated to most recent hurricane codes, WINDOWS replaced 2024 (excluding baths), HVAC was replaced 2022 with warranty and serviced 10/2026, SKIRTING replaced 2024, 40 gal Rheem WATER HEATER was relocated to the shed. SEWER line replaced to the pea trap. Home was tented in 2018. **Please check with each vendor regarding their transfer requirements and continued warranty programs for buyer.** COMMUNITY FEATURES: The gated 90 acre community boasts a low maintenance fee with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong and corn hole. Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals. Please note that Oakwood is a 55+, no pet, no motorcycle Park.

3218 Sumac Terrace, Sarasota
1209 Tallywood Drive Unit 7005, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Tallywood SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to your beautifully renovated villa in Tallywood, a sought-after 55+ community! Move right in and enjoy the fresh, updated feel throughout this approximately 1,100-square-foot home. The brand-new kitchen features new appliances, including a microwave, and countertops creating a welcoming space for everyday meals and entertaining. Both bathrooms have been completely renovated with a clean, modern design, including new vanities while new carpeting in both bedrooms adds warmth and comfort. A brand-new washer and dryer add to the home's move-in-ready appeal. The enclosed lanai offers additional space to relax and unwind, while a covered carport and storage provide everyday convenience. Enjoy the Tallywood lifestyle with community amenities including a sparkling swimming pool, clubhouse, fitness center, and shuffleboard court. Ideally located just minutes from downtown Sarasota, the shopping and dining destinations at UTC, and the beautiful Gulf Coast beaches, this villa offers the perfect blend of comfort, convenience, and Florida living. Whether you're looking for a year-round residence or a seasonal retreat, this beautifully updated villa is ready to welcome you home!

1209 Tallywood Drive Unit 7005, Sarasota
3412 Oakwood Boulevard S, Sarasota
$189,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME HOME... Just move in... Fully Furnished spacious 2 bedroom 2 bath doublewide home in Highly desirable Resident Owned OAKWOOD MANOR located in the Heart of Sarasota. Fully Remodeled Kitchen with abundant of cabinet space and Granite counter tops, Both bath have new solid wood vanities and and solid surface counter tops ($18,450), New central air system ($7700), and Roof just resealed($5,500), updated electric. This 1266 sqft offers both a generous Family room and living room and large dining area with cabinetry for storage. Oversized master suite with plenty of room for storage. Enclosed Florida room leads to inside Laundry (New Washer 2024) and tool shed. Attached Carport, Oakwood Manor is an affordable getaway for winter snow birds or full time residents. Located within 90 acres with low HOA dues of $210 a month which covers cable tv, lawn maintenance and resort style amenities. Community activities include resort style heated pool, hot tub, bocce ball, shuffleboard courts, putt-putt golf, clubhouse, fitness center, open park area with Gazebo. Property backs up to legacy trail and New Pickle Ball courts. Conveniently located within the city limits of Sarasota with easy access to downtown, Siesta Key, St. Armands Circle, Shopping, Dining, access to I-75 and Sarasota-Bradenton Airport. Welcome to were the fun begins.

3412 Oakwood Boulevard S, Sarasota
2488 Davis Boulevard, Sarasota
$425,000
3 Beds ⋅ 2 Baths ⋅ Ringling Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to Ringling Park, where mid-century modern character, a spacious corner lot, and a location just minutes from Downtown Sarasota come together in a home filled with personality. A large banyan tree creates a memorable first impression, while a brick-paver courtyard entrance welcomes you into this 3-bedroom, 1 full and 1 half bath home. Inside, signature mid-century details include dark terrazzo flooring, transom windows, and an abundance of natural light. At the front of the home, the living room is centered around a distinctive fireplace, while the kitchen features white cabinetry, dark countertops, a subway tile backsplash, and generous storage. Beyond the kitchen, the spacious dining area offers a vaulted, beamed ceiling and French doors opening directly to the backyard, creating an easy connection between indoor and outdoor living. The fully updated main bathroom features large-format tile and a glass-enclosed walk-in shower. The primary bedroom offers a walk-in closet with built-in organization, direct backyard access, and a conveniently located half bath within the primary bedroom area. An interior laundry closet adds everyday functionality. Outside, the fenced backyard is surrounded by established tropical landscaping with brick-paver patios, deck areas, and plenty of room to relax, garden, or entertain. A substantial detached, air-conditioned flex space with LVP flooring and a mini-split was previously used as an art studio and offers versatility for storage, hobbies, creative pursuits, or a setup tailored to your needs. Weekly short-term rentals are permitted, adding another possibility for investors. With Downtown Sarasota, Payne Park, restaurants, shopping, arts, entertainment, and the city's vibrant Gulf Coast lifestyle all within easy reach, this Ringling Park home offers a distinctive blend of mid-century character, flexible spaces, and an exceptional Sarasota location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2488 Davis Boulevard, Sarasota
3415 Spanish Oak Terrace, Sarasota
$149,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! FRESH, UPDATED, AND READY TO ENJOY! NEW KITCHEN**NEW BATHS** NEW FLOORING** NEW LOOK! ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

3415 Spanish Oak Terrace, Sarasota
2155 Wood Street Unit A22, Sarasota
$145,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Completely updated one-bedroom, one-bathroom condo in the much sought after community of Park Lane. This home offers stylish, move-in-ready living in one of Sarasota's most convenient locations. Every detail has been thoughtfully updated, creating a home that blends modern finishes with effortless, low-maintenance living. The beautifully remodeled kitchen features quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting, with tile flooring throughout. The updated bathroom showcases a custom frameless glass shower enclosure, and additional improvements include new doors, new windows, and updated appliances, providing peace of mind for years to come. Conveniently located just across from Publix and minutes from Downtown Sarasota, you'll enjoy easy access to award-winning dining, shopping, theaters, Payne Park, Marina Jack, St. Armands Circle, Lido Key Beach, and the world-famous beaches of Siesta Key. The community maintains a peaceful residential atmosphere with no pets and no smoking permitted. Leasing is allowed with a minimum three-month lease, limited to two leases per year. Subleasing and commercial use are prohibited. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Sarasota getaway, this beautifully updated condominium offers exceptional value, outstanding convenience, and true move-in-ready condition. Schedule your private showing today.

2155 Wood Street Unit A22, Sarasota
2483 Bay Street, Sarasota
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Brand new and move-in ready, this four-bedroom, three-and-a-half-bath Alta Vista residence is distinguished by concrete block construction on both floors, a pitched standing seam metal roof, two primary bedroom suites, an outdoor swimming pool with sun shelf and massage waterfall, an outdoor kitchen, and an oversize two-car garage designed to accommodate pickup trucks. Other important features include a climate-controlled wine room, central vacuum, two jetted bathtubs, and brick paver driveway, walkways and foundation border. Built by its owner, a certified general contractor and pool builder who worked alongside his crew from foundation to finish, the home offers 2,976 square feet of air-conditioned living space with a loft and 10-foot ceilings on both levels. R-38 spray foam insulation in the walls and ceilings, impact-resistant windows and sliding doors, dual air-conditioning systems and a 375-gallon propane tank contribute to its substantial construction. A dramatic two-story foyer with chandelier introduces the open-concept first floor. The main living area features a coffered ceiling with cove lighting, 30-by-30-inch high-gloss porcelain tile laid diagonally, illuminated wall niches and 8-foot solid-core interior doors. The home includes two primary bedroom suites, offering flexibility for multigenerational living, long-term guests or a private second-floor retreat. Two jetted bathtubs enhance the spa-like bathroom experience, and engineered hardwood flooring extends throughout the upper level. Natural stained shiplap ceilings finish the covered front entry and lanai. The outdoor living area includes a fully equipped outdoor kitchen overlooking the 28-by-12-foot swimming pool. The pool features a six-foot sun shelf, a massage waterfall and a six-foot-six-inch deep end. The fully fenced and gated backyard extends well beyond the pool, providing additional room for recreation, pets or gardens. A brick paver driveway, matching brick paver walkways and a brick paver foundation border are installed in a geometric ashlar pattern with contrasting accent borders. The oversize two-car garage fits full-size pickup trucks and includes a dedicated electric vehicle charger. Located in Sarasota’s Alta Vista neighborhood, the property is two blocks from the Legacy Trail and approximately one mile from Southside Village, Sarasota Memorial Hospital, Payne Park and downtown Sarasota. Sarasota Bay is within two miles, while Lido Beach and Siesta Key are within six miles. Dining, cultural venues, parks, medical facilities and Sarasota’s principal business corridors are only minutes away.

2483 Bay Street, Sarasota
330 Crosby Court, Sarasota
$349,900
3 Beds ⋅ 1 Baths ⋅ Melody Heights SubDv. ⋅ 34237 Zip Code
Virtually Staged. One or more photos have been virtually staged. Positioned in one of 34237’s most desirable and high-upside pockets, this 3-bedroom home offers the ultimate central lifestyle. Located just minutes from the quartz sands of Siesta Key Beach, the vibrant Downtown Arts District, Selby Gardens, and the Sarasota Memorial corridor, this mid-century block home perfectly balances character, location, and opportunity. Beyond the peace of mind of a newer roof, the residence showcases timeless mid-century elements, anchored by beautiful, seamless terrazzo flooring and striking exposed beam ceilings. The floor plan flows effortlessly, beginning with a curated kitchen that embraces its mid-century roots with bold turquoise cabinetry, stainless steel appliances, and a French-door refrigerator. The kitchen opens directly to an inviting dining area, while the neutral, sunlit living room provides an ideal layout for effortless entertaining or relaxed everyday living. The primary suite is bathed in natural Florida light through dual windows, balanced by a classic accent tone that adds distinct character. The third bedroom offers complete flexibility as a dedicated executive office, creative studio, or fitness space. A classic, pristine bathroom features a generous vanity and a deep tub/shower combination. For quiet moments, a versatile bonus room serves as a sun-drenched reading nook or a seamless bridge to the outdoors. Practicality meets lifestyle with a dedicated interior laundry and utility room equipped with built-in storage. Outside, the property transforms into a private tropical retreat, complete with mature landscaping, curated garden beds, and a substantial storage shed perfectly sized for your beach gear, e-bikes, and tools. With local farmers markets, neighborhood cafés, and cultural venues just around the corner—plus swift access to US-41, I-75, and SRQ Airport—this property is a rare find. Whether envisioned as a stylish primary residence, a seasonal getaway, or a short-term rental asset, this home delivers the quintessential Sarasota lifestyle at an increasingly rare price point. This kind of opportunity in central Sarasota doesn't sit long. Let's get you in for a private showing.

330 Crosby Court, Sarasota
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