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$565,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34235 Zip Code
Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!

5495 Cynthia Lane, Sarasota
$429,000
4 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34235 Zip Code
One or more photo(s) has been virtually staged. This beautifully remodeled 4-bedroom, 2-bathroom home in Sarasota’s Deer Hollow community offers the perfect balance of modern style, comfort, and convenience. From the moment you step inside, you’ll notice the light-filled open layout with soaring vaulted ceilings and a seamless flow between the living, dining, and kitchen areas. The main living spaces are finished with tile designed to look like natural hardwood, offering both style and long-lasting durability. While plush carpet in the bedrooms and tile in the bathrooms provide comfort and functionality throughout. At the heart of the home, the custom kitchen is a true showpiece designed for both cooking and entertaining, with bright white shaker cabinets accented by glass fronts, granite countertops, stainless-steel appliances, and an oversized island with bar seating. The dining room just off the kitchen offers plenty of space for family dinners and opens to the backyard for effortless indoor-outdoor living. The primary suite provides a private retreat, while the updated bathrooms showcase modern tile, vanities, and fixtures with a spa-like feel. Three additional bedrooms offer flexibility for family, guests, or a home office. Practical updates include a roof replaced in 2019, an A/C system installed in 2013, and a hot water heater from 2016, giving buyers peace of mind. Located in the desirable Deer Hollow community, residents enjoy tree-lined streets, walking trails, and a playground with low HOA fees and no CDD costs, all just minutes to the UTC Mall, Benderson Park, and a variety of shopping, dining, and entertainment. When it’s time for a beach day, Sarasota’s world-famous Gulf beaches are only a short drive away, making this thoughtfully updated, move-in ready home a rare find for those seeking the very best of Sarasota living.

5471 Cynthia Lane, Sarasota
$365,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34235 Zip Code
Nestled on a quiet cul-de-sac in the sought-after Woods community, this charming 3-bedroom, 2-bathroom home offers 1,410 square feet of comfortable Florida living — priced at appraised value and ready for its next chapter. From the moment you arrive, the wide concrete driveway, mature tropical landscaping, and inviting curb appeal set the tone. Step inside to a bright, open living space with soaring vaulted ceilings and ceiling fans that keep the Florida breeze flowing year-round. Neutral carpet and a clean, move-in-ready palette make it easy to envision your personal touch throughout. The kitchen is both stylish and functional, featuring white shaker-style cabinetry, rich dark granite countertops, a double stainless steel sink, and white appliances — all bathed in natural light from a garden window overlooking the lush backyard. A convenient dining nook with light wood flooring and pendant lighting sits just off the kitchen, perfect for everyday meals or entertaining. All three bedrooms are generously sized with ceiling fans and plush carpet. The primary suite is a true retreat, boasting direct access through sliding glass doors to the screened lanai, a walk-in closet, and a private en-suite bath with a wood vanity, stone countertop, brushed nickel fixtures, and a glass-enclosed walk-in shower. Out back, the screened lanai with its own ceiling fan is the ideal spot to enjoy Sarasota's beautiful weather in comfort — overlooking a private back yard with storage shed. A spacious 2-car garage with built-in workbench rounds out this home's practical appeal. Located just minutes from Benderson Park, University Town Center, and Bobby Jones Golf Course, and with easy access to I-75 and all that Sarasota has to offer — this one checks every box. Don't miss your chance to own in The Woods at appraised value!

5462 Cynthia Lane, Sarasota
$359,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34235 Zip Code
BRAND NEW ROOF & BRAND-NEW STAINLESS-STEEL APPLIANCES!!! Coupled with a new price!!!Charming 3-Bedroom Home on Corner Lot in Deer Hollow – Prime Sarasota Location! Welcome to this lovingly maintained 3-bedroom, 2-bath single-family home nestled on a desirable corner lot in the sought-after Deer Hollow community. Featuring a spacious 2-car garage, large screened in front entry way as well as an air-conditioned enclosed air-conditioned lanai, this home offers comfort, functionality, and Florida charm. Inside, you'll find a thoughtfully designed split-bedroom floor plan, ideal for privacy and family living. The enclosed lanai provides a peaceful retreat perfect for relaxing, entertaining, or enjoying your morning coffee year-round. Situated in a perfect central Sarasota location, this home is just minutes from I-75, top-rated shopping at the UTC Mall as the area's wide selection of amazing restaurants, beautiful Gulf Coast beaches, golf and tennis, and the scenic Nathan Benderson Park & Rowing Center. You're also conveniently close to the brand-new Mote Marine Aquarium, a highlight of the area's expanding cultural and educational attractions. Whether you're a first-time buyer, a growing family, or looking for a winter getaway, this move-in ready home offers location, lifestyle, and value. Don’t miss your chance to own a piece of paradise—schedule your showing today!

1725 Briar Creek Lane, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Located in the sought-after Deer Hollow community in Sarasota, this beautifully remodeled single-family home is offered at $359,000. Featuring 2 bedrooms and 2 baths, the residence seamlessly blends modern finishes with timeless design elements. Soaring vaulted ceilings and abundant natural light create a spacious, serene atmosphere. New flooring throughout boasts luxury vinyl flooring and an open layout perfect for entertaining. The well-equipped kitchen is a delight for any home chef, featuring new shaker-style cabinetry, white quartz countertops, and modern appliances. Designer touches, including a modern ceiling fan in the living area, freshly painted neutral tones throughout, and new window blinds, enhancing the ambiance. The updated bathrooms feature sleek quartz finishes and contemporary fixtures. The split floor plan ensures a peaceful retreat for each bedroom, both of which offer ample closet space. Built to withstand the elements, this home is located in flood zone X and is constructed of block. A new roof, installed in September 2025, provides additional protection and peace of mind. The large lanai and patio are perfect for quiet mornings or evening gatherings by the fire pit. Deer Hollow offers low annual HOA fees of $534 and no CDD fees. The community features a park-like atmosphere with walking trails and a playground. Deer Hollow's prime location is minutes from I-75, UTC Mall, Publix, Lowe's, Target, and various eateries, yet remains a peaceful retreat. It's also just a short drive from downtown Sarasota, the beaches, and all local attractions. This property represents an exceptional opportunity to acquire a remodeled single-family home in a desirable Sarasota community. With numerous upgrades, a private backyard, and a prime location, it offers an unmatched lifestyle at an attractive price.

1083 Deer Hollow Way, Sarasota
$347,500
2 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Welcome home to this beautifully updated 2-bedroom, 2-bath residence tucked away on a quiet cul-de-sac, offering both privacy and style. Thoughtfully renovated throughout, this home showcases a harmonious blend of modern luxury and everyday comfort. Situated on an oversized lot, the property offers exceptional outdoor space with a variety of options for enjoying and enhancing the lifestyle it affords—whether it's creating a private garden retreat, adding a pool, or simply enjoying the extra space for entertaining and relaxation. Inside, you'll find vaulted ceilings and brand-new high-end laminate flooring that flows effortlessly through every room. The upgraded kitchen features new appliances and premium finishes, designed for both everyday use and entertaining. Both bathrooms have been tastefully remodeled with timeless design elements and quality materials. Freshly painted throughout, the home feels bright and welcoming. The spacious screened-in lanai, enhanced with a tongue-and-groove ceiling, provides an ideal setting to enjoy Florida’s year-round climate in comfort and style. A newer roof adds long-term value and peace of mind. Perfectly positioned near the vibrant University Town Center, this residence offers convenient access to top-rated dining, boutique shopping, and everyday amenities. It’s also just minutes from the dynamic Waterside Place in Lakewood Ranch, known for its waterfront charm, weekly farmers market, and lively community events. Move-in ready and impeccably upgraded, this home is a rare opportunity to own a thoughtfully curated residence on an expansive lot in one of the area’s most desirable locations. Don’t miss your chance to make it yours.

5707 Deer Hollow Lane W, Sarasota
$340,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Only Home for sale in this highly sought after Neighborhood! Vaulted Ceilings up to 12 feet by front door. Complete with Radiant Barrier in attic for additional savings on cooling, new AC is still under warrantee. 3 possibly 4 BEDROOM residence Extremely Viable rental portion could converted with a yet to be converted private entrance Extravagance can be reasonably priced in this tranquil neighborhood. Beautifully updated Deer Hollow Unit 4C home situated on a secluded Family oriented Circle with only limited traffic yet is minutes away from I75, Boasting 3 or possibly 4 bedrooms and 2 baths, this 1990-built residence features an oversized two car garage, a newer roof (2018), and pristine interiors perfect for entertaining. The sun-drenched wide open kitchen dazzles with unique custom epoxy countertops, ample storage in its cabinets and pantry, while the elegant and spacious master suite Over 15 feet in diameter, offers a luxurious escape with your own en suite bathroom, featuring glass-door shower and dual sinks. Imagine morning coffee on the well-manicured lawn, framed by a gorgeous landscaped path, or unwinding in the fenced backyard with a cozy firepit to enjoy with friends. Just steps from the front door, the community tot lot beckons for family fun, while nearby University Town Center Mall, Benderson Park’s boat races, and Siesta Key’s sandy shores await. With art museums, golf, and adventure courses at your fingertips, this is the family home you’ve been dreaming of. Visit today and schedule a showing! I've verified FHA FINANCING IS ASSUMABLE consult with your mortgage professional for details.

1576 Fawnwood Circle, Sarasota
$339,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Set on a generous lot with mature trees providing natural shade, this single-story, freshly painted Sarasota home has been carefully updated without losing the character that makes it feel welcoming. The hip roofline and stucco exterior give the home a clean, grounded presence from the street, while new landscaping and a gated side yard hint at the care given throughout, and hurricane/impact windows from 2019 keep you safe from storms. Inside, a foyer separates the front porch from the main living area — a practical detail that keeps the flow of the home intentional. The living room opens generously at nearly 15 by 20 feet, with vaulted ceilings accented by exposed wood beams, recessed lighting, and a ceiling fan that keeps the space comfortable year-round. Tile floors run throughout the main areas, and the neutral palette makes the space easy to personalize. The kitchen has been remodeled with white shaker cabinetry, quartz countertops, stainless steel appliances, and a peninsula that opens toward the dining area. A sliding glass door in the dining room leads directly to the screened patio, making it easy to move between indoor and outdoor entertaining. This home offers a split floor plan. The primary bedroom has a private en-suite bath featuring a quartz vanity, mosaic tile accent wall, and a dedicated shelf niche. Two additional bedrooms share a second full bath that has been updated with oversized tile in the tub surround and a dark-framed vanity. A laundry area in the garage — with washer and dryer included — keeps utility functions out of the main living space. The screened patio (nearly 14 by 10 feet) is finished with tile flooring, a ceiling fan, and roll-down solar shades that filter afternoon light while keeping views of the fenced backyard. It reads as a true extension of the interior — a place to have coffee or host dinner without the Florida heat. 3.5 miles to Benderson Park; 3.6 Miles to University Town Center; 12.5 miles to Siesta Key Beach Roof 2025, HVAC 2017, Water Heater 2018

1530 Deer Hollow Boulevard, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Welcome to Deer Hollow! This very nice 2-bedroom, 2-bath 1 car garage residence is located in the highly desirable Deer Hollow community in Sarasota. The home has been nicely updated and is truly priced to sell, making it a perfect option for full-time residents, seasonal owners, or investors. Enjoy a convenient location close to I-75, the popular UTC Mall with shopping and restaurants, and Sarasota’s world-class beaches. Deer Hollow offers a peaceful setting while keeping you near everything Sarasota has. Don’t miss this excellent opportunity to own a move-in-ready home in a fantastic location!

5737 Deer Hollow Lane W, Sarasota
$335,000
2 Beds ⋅ 1 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Discover refined comfort in this exquisitely remodeled single-family home, ideally positioned in one of Sarasota’s most desirable communities. Priced at just $339,000, this thoughtfully curated 2-bedroom, 1-bath residence blends timeless design with modern finishes — offering a level of sophistication rarely seen at this price point. From the moment you arrive, the home’s clean lines, mature trees, and inviting curb appeal set the tone. Inside, soaring vaulted ceilings and abundant natural light create a sense of spaciousness and serenity. The airy living area features plank luxury vinyl flooring and a seamless flow ideal for both everyday living and elegant entertaining. The chef’s kitchen is a standout, complete with crisp bright cabinetry, Dallas Wht granite countertops, and stainless-steel appliances — all thoughtfully arranged to blend style and function. The primary bedroom offers a peaceful retreat, while the bath showcases sleek granite finishes and contemporary fixtures. Every room is finished with designer touches, including modern ceiling fans, tailored blinds, and fresh neutral tones. Step outside to your private, fully fenced backyard — a tranquil oasis shaded by mature trees and ready for quiet mornings or evening gatherings. Additional Highlights include a New Roof (2020), Oversized driveway, Energy-efficient design with plenty of shade for natural climate control, Smart features including thermostat & doorbell, Special outlet installed ready for your EV Charging, 3rd nail on trusses for insurance discount & peace of mind, Side-by-side refrigerator with in-door ice and water dispenser, Self-Cleaning, glass top range, Storage shed, Pergola, and Large Lanai. Capture an exceptional opportunity to live in one of Sarasota’s most convenient and well-connected communities—Deer Hollow, where suburban calm meets elevated accessibility. Nestled within a serene, deed-restricted enclave, this residence offers the rare combination of privacy, lifestyle, and value—with an extraordinary low annual HOA of just $534, zero CDD fees, and no flood insurance required. Positioned in Flood Zone X for added security and peace of mind, this home sits moments from the region’s most coveted destinations. World-class shopping, dining, and recreation are at your fingertips—UTC Mall, Nathan Benderson Park, Tiger Wood’s PopStroke, and Waterside Place are just minutes away. Quick runs to Publix, Lowes, and Target are less than 2 miles away. Enjoy effortless commutes via I-75 or head west to Downtown Sarasota, St. Armand’s Circle, and the Gulf Coast’s iconic light sand beaches in under 15 miles. Weekends transform into elevated experiences with boutique shopping, culinary adventures, and cultural gems like the Asolo Theatre, Van Wezel Performing Arts Hall, and Mote Marine Laboratory just minutes from your doorstep. Whether you’re savoring sunset walks on Lido Beach or exploring the vibrance of Siesta Key, life here unfolds beautifully. This meticulously maintained community features tranquil walking trails, a playground, and a park-like ambiance. This is more than just a house, it’s the convenience you’ve been looking for and the lifestyle you deserve.

1580 Deer Hollow Boulevard, Sarasota
$295,000
2 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
Tucked into the charming Deer Hollow community, this cozy 2 bedroom plus den 2 bathroom home offers comfort, convenience, and the perfect Sarasota lifestyle. Sitting on a nicely sized fenced lot, this property features a 1 car garage and plenty of outdoor space for relaxing, gardening, or letting pets play freely. Inside, the layout is functional and inviting, with a flexible den that can easily serve as a home office, guest space, or hobby room to suit your needs. This block constructed home is located in a prime spot with no flood insurance required and sits less than a mile from I-75, groceries, dining, and everyday conveniences. Spend your weekends at Benderson Park, enjoy endless shopping at the UTC Mall, or take a peaceful walk through this quiet neighborhood that includes its own small community park. With an HOA of just 45 dollars per month, Deer Hollow is the kind of community that makes homeownership feel easy. Whether you’re a first time buyer, a retiree ready for low maintenance living, or a family looking to plant roots in beautiful Sarasota, this home is an opportunity you won’t want to miss. Schedule your showing today!

1035 Deer Hollow Way, Sarasota
$290,000
3 Beds ⋅ 2 Baths ⋅ Deer Hollow SubDv. ⋅ 34232 Zip Code
One or more photo(s) has been virtually staged. Sarasota fixer-upper with 3 bedrooms, 2 baths and a screened lanai. Split-bedroom plan and easy one-story layout with living/dining combo and sliders to the lanai for indoor-outdoor living. Needs updates, including a new roof—bring your vision. AC 2017. The adjacent lot has beautiful oak trees and no house, adding privacy. HOA with low fees. Convenient location near shopping (UTC) and restaurants. CASH ONLY, Sold as-is; great opportunity to renovate and build equity.

5847 Pauma Court, Sarasota