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3452 Bay Street, Sarasota
$595,000
3 Beds ⋅ 2 Baths ⋅ Oak Shores SubDv. ⋅ 34237 Zip Code
FANTASTIC opportunity for the FIRST TIME HOME BUYER or a TURNKEY Rental or for ANY opportunity at all! This property has a proven fantastic short-term rental established history. The pride of ownership shows in this completely updated home with a prime location, close to downtown, Pinecraft community, and all Sarasota has to offer. Home is fully furnished and ready to rent or move in with NEW Kitchen cabinets, NEW paint throughout, Luxury vinyl tile flooring, and new screened in Lanai with an exterior Patio and new pavers to enjoy the beautiful outdoor area. Home was re-plumbed in 06, a NEW ROOF, Hurricane windows (2023/2024), and garage door has cross bar and center support beam as well. This property is not in an HOA and the large fenced in yard has more than enough room to accommodate large RV's, boats, or both! This oversized lot has plenty of room to add a pool or plant a garden. Located in a NON FLOOD ZONE, this property did NOT FLOOD when the huge flood from Hurricane Debbie came through this area. Property has county water and has a well on the property. This property has so much to offer the lucky new owners! So run, don't walk, before this one gets away!!

3452 Bay Street, Sarasota
3135 Alta Vista Street, Sarasota
$448,700
3 Beds ⋅ 3 Baths ⋅ Bellevue Terrace SubDv. ⋅ 34237 Zip Code
LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.

3135 Alta Vista Street, Sarasota
2316 Gull Lane, Sarasota
$499,000
3 Beds ⋅ 2 Baths ⋅ Terrace Gardens SubDv. ⋅ 34237 Zip Code
MAJOR Upgrades were done to transform this home into the Open, Spacious and Airy Oasis that it is today! This ENTIRELY REMODELED 3 bed, 2 bath sits only steps away from the Famous Legacy Trail and the family-friendly park known as Payne Park - and comes FULLY FURNISHED. A direct path is already paved to the Trail and Payne Park from the home for your morning strolls. Best yet, this property is tucked away at an almost dead-end & QUIET cul-de-sac with minimal through traffic. Major Upgrades include a New METAL Roof (2021), New PVC Underground Plumbing and a Stunning new Kitchen. New LVP is laid throughout the home with Quartz Countertops throughout and both restrooms have been remodeled. Here, you will find an oversized and fully fenced-in yard, with a covered porch, checking all of the boxes for location, property AND land - making this the perfect place for family get-togethers. Enough space sits in the back for an ADU/Tiny Home, a Pool AND more! The lot is almost 10,000 sq ft and surrounded by multi-million dollar homes in an area that is truly unbeatable! Only minutes away from St. Armand's Circle, Lido and Siesta Key Beaches, steps away from the Legacy Trail, Payne Park and all that Downtown Sarasota has to offer. With all of these extras, and a property that allows you enough space to create your dream back yard into a reality, something like this- in this location, only comes around so often! *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE INFORMATION*

2316 Gull Lane, Sarasota
615 S Shade Avenue, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
PRIME location with all of the upgrades, comes FULLY FURNISHED and is only steps away from the LEGACY TRAIL! (Priced for either property OR lot value for developers!!) This 3 Bedroom, 2 Bathroom Home has absolutely everything you have been looking for. Some major upgrades include a newer roof (2018), a New AC (2024) all Sewer lines updated to PVC, entirely remodeled with LVP and Quartz Countertops throughout and thoughtful tile to the ceilings in both shower walls. The massive backyard offers endless room for a pool, ADU/guest house, AND an entertainment deck - The lot itself is over 10,000 sq ft! Upgrades, Location and Land needs are all met - is there anything more to be had? Payne Park is on the other side of the Trail for all of the outdoor enthusiasts, with Pompano Pickleball Courts off the trail, and close enough to Downtown Sarasota that you can walk or bike. Within City limits, but without the hustle and bustle of the City life, this home has it all! *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE INFORMATION*

615 S Shade Avenue, Sarasota
2901 Poplar Street, Sarasota
$349,000
3 Beds ⋅ 3 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Completely renovated 3-bedroom, 2.5-bath home offering 1,516 sq. ft. of updated living space in Sarasota. This move-in-ready home features quartz countertops, brand-new stainless steel appliances, updated bathrooms, and an open floor plan with a formal dining area showcasing built-in cabinetry, a spacious living room, and a bright Florida room. A large laundry room includes a new water heater for added convenience. Step outside to the fenced backyard, where you'll find an open cabana, a large attached bonus workshop with built-in cabinets, and a generously sized freestanding storage shed perfect for lawn equipment, tools, and additional storage needs. Conveniently located near downtown Sarasota, shopping, dining, arts and entertainment venues, waterfront parks, and the beautiful Gulf Coast beaches.

2901 Poplar Street, Sarasota
1236 Tallywood Drive Unit 7029, Sarasota
$139,900
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
TALLYWOOD 55+ COMMUNITY – VILLA-STYLE HOME! Welcome to this 2-bedroom, 2-bath villa-style home located in the Tallywood community in beautiful Sarasota, Florida. Offering a comfortable layout and the opportunity to make it your own, this property is ready for its next owner to bring their vision and personal touches. Enjoy the convenience of villa-style living in an established 55+ community, with a location close to shopping, restaurants, and everyday conveniences. Whether you’re looking for a seasonal retreat, full-time residence, or renovation opportunity, this property offers plenty of possibilities. Property is being sold as-is. Buyer to conduct their own due diligence regarding the property’s condition, community amenities, fees, and any applicable restrictions.

1236 Tallywood Drive Unit 7029, Sarasota
2921 Wood Street, Sarasota
$399,900
2 Beds ⋅ 2 Baths ⋅ Greenbriar Homes SubDv. ⋅ 34237 Zip Code
A Mid-Century Original with Sarasota Style & Soul A rare opportunity to reimagine a true Mid-Century Modern home in one of Sarasota’s most convenient locations, just east of Tuttle Avenue. This distinctive 2-bedroom, 2-bath split-level residence captures the spirit of Sarasota’s architectural heritage with an unmistakable sense of character. Walls of sliders bring in natural light and create a beautiful connection to the surrounding outdoor spaces, while original terrazzo floors beneath the existing flooring offers a glimpse of the home’s authentic vintage appeal. The home is ready for its next chapter—and for someone with an appreciation for design, this is where the fun begins. Preserve the mid-century details, introduce a fresh contemporary aesthetic, or blend the two to create something entirely your own. With its central Sarasota location, distinctive architecture, and tremendous creative potential, this is much more than a house—it’s a Mid-Century canvas waiting for its comeback.

2921 Wood Street, Sarasota
2520 E Milmar Drive, Sarasota
$529,000
4 Beds ⋅ 4 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
*** INVESTORS *** MULTIGENERATIONAL BUYERS *** 5 Minutes to Downtown. This 4-bedroom, 4 bath is on one level on a large, flat lot. A special feature is that 3 of the bedrooms have en suite bathrooms and are located in a separate corner of the house for privacy. The floorplan lends itself to extended families or investors due to the entire back of the house being separated by French doors which can be used as mother-in-law quarters or any flexible living arrangement. Or, rent out a room(s) for income. The back area has a private living room, bedroom, full bathroom, closet, and 2 exterior entrances to the yard. This is no common new-build house. There is tons of character in the Mediterranean style of arched doorways, heavy lathe texture walls, and original Saltillo tile floors. The open floor plan centers around a spacious living and dining area, perfect for entertaining. Or, sit at the granite kitchen countertop. Kitchen has original wood cabinetry. Stainless appliances. Mature shade trees and tropical landscaping surround the private patio and flat, fully fenced, private backyard that is large enough for a pool, badminton, sports court, or large dog run. Located on a quiet, peaceful street just 3 blocks from the famous Legacy Trail and Payne Park. Enjoy an active lifestyle of biking, walking, tennis, skateboarding, running on paths, or picnicking. Easy access to restaurants, shopping, recreation, and our stunning Gulf Coast beaches. If all that is not enough, the house has A BRAND-NEW ROOF, NEW SKYLIGHTS (September 2026), NEW WATER HEATER, AND NEW AIR CONDITIONING MOTOR. Another big plus: NO HOMEOWNER’S ASSOCIATION! NO HOA DUES AND RESTRICTIONS! House is clean and move-in ready. Endless possibilities. Your creativity is the limit inside and out. Schedule your private showing today!

2520 E Milmar Drive, Sarasota
3160 Aspinwall Street, Sarasota
$435,000
5 Beds ⋅ 4 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Welcome to 3160 Aspinwall St, Sarasota, FL 34237, a spacious two-story residence offering 5 bedrooms, 4 full bathrooms, 2,240 sq. ft. of living space, an attached car garage, and a double corner lot totaling approximately 0.34 acres. The floor plan offers flexibility that can be hard to find, especially for larger households or buyers who simply appreciate extra room. The primary bedroom is located on the first floor, while four additional bedrooms are positioned upstairs, creating natural separation between living areas and allowing space for family, guests, a home office, or other everyday needs. The property sits on an approximately 14,739 sq. ft. lot and offers both indoor and outdoor space. With no HOA, buyers have added flexibility while still enjoying a convenient Sarasota location. Public water and sewer are already in place, and the attached garage adds practical storage and parking. Location is another strong part of the property. From here, you are within convenient reach of Downtown Sarasota, shopping, schools, medical services, restaurants, major roads, Marina Jack, and the route toward Siesta Key and the Gulf Coast. What makes this home especially interesting is not just the number of bedrooms or the lot size, but the combination of both. For a buyer looking for a property that can adapt over time, whether for a growing household, multigenerational living, guests, or simply more breathing room, 3160 Aspinwall St offers a substantial Sarasota footprint with plenty of possibilities.

3160 Aspinwall Street, 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
3010 Hatton Street, Sarasota
$372,000
3 Beds ⋅ 2 Baths ⋅ Bellevue Terrace SubDv. ⋅ 34237 Zip Code
3010 Hatton St is a one-story Sarasota home with three bedrooms, two bathrooms, and 1,527 square feet of living space. Built in 1957, the home has a kitchen with cabinetry, a cooktop, a wall oven, a dishwasher, and a peninsula connecting to the adjoining dining area. Separate front and rear living spaces extend through the home, with a fireplace in the rear room. The primary bedroom includes an adjoining bathroom with a corner shower, while the second bathroom has a tub-shower combination. A rear patio opens to the yard. An indoor laundry area and an attached one-car garage complete the layout. Included 100-Day Home Warranty with buyer activation

3010 Hatton Street, Sarasota
2420 Novus Street, Sarasota
$2,250,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Under Construction. UNDER CONSTRUCTION, ESTIMATED COMPLETION OCTOBER 31, 2026. NOT IN A FLOOD ZONE. Solid block construction on both floors, impact windows, metal roof. New two-story contemporary East of the Trail on a canopied, tree-lined street, directly across from the Legacy Trail and minutes from downtown Sarasota. 4 bedrooms, 4 full baths, upstairs bonus room, 2-car garage. 2,802 sq ft under air, 3,396 sq ft total. • THE HOUSE • Two-story great room with 20-ft ceiling, 10-ft ceilings throughout the first floor, first-floor primary suite with walk-in closet, elevator ready with pre-wired shaft. Under contract early? Choose your own paint, flooring and finishes. • CHEF'S KITCHEN • 48-inch dual-fuel LP range with 48-inch hood, 42-inch built-in refrigerator, wine refrigerator, quartz counters, solid wood Shaker cabinetry, pantry. • OUTDOORS • Heated saltwater pool with spa and sun shelf, covered lanai with outdoor kitchen (gas grill, sink, refrigerator), second-floor balcony overlooking the pool. • SYSTEMS • Lutron smart home, wired security system, dual-zone AC, tankless gas water heater, 500-gallon LP tank, generator ready. • FINISHES • Light oak-look LVT flooring, black-framed windows, architectural bronze accents, natural stone tones, designer lighting. • Walk to Payne Park. 5 minutes to downtown and Southside Village, 15 to Siesta Key and I-75.

2420 Novus Street, Sarasota
2667 Cheryle Lane, Sarasota
$675,000
3 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
Turn-key pool home and proven income property, minutes from downtown Sarasota. Completely remodeled down to the studs and currently operating as a Successful Short-Term Rental, this 3-bedroom, 2-bath home with a den comes fully furnished and ready for you to move in, keep it running as a short-term rental, or both. This isn't a cosmetic flip — the systems are new. The home was fully replumbed from the street in (water and sewer), completely rewired with a new electrical panel, switches, and outlets, and fitted with a new AC unit and ductwork, a new water heater, and a new flat roof. New exterior doors and sliding glass door, and updated windows in the primary bedroom. Inside, the kitchen was totally renovated with new cabinetry, an induction range, and new appliances. Both bathrooms were gut-renovated to the studs. New bamboo hardwood flooring runs throughout, finished with all-new lighting fixtures and ceiling fans. The flexible den works as a home office, fourth sleeping space, or media room — a plus for rental bookings. Inside laundry room. Out back is the feature that sets this home apart in the neighborhood: a large in-ground heated pool, fully resurfaced with a new multicolor LED light, new variable-speed pump, and all-new paver deck, on a fully fenced lot with a storage shed. A covered carport and long driveway park three cars off the street. Located inside Sarasota city limits — where short-term rentals are permitted — with no HOA, no deed restrictions, and not in a FEMA flood zone. Steps from the Legacy Trail, and a short drive to downtown, Siesta Key, Southside Village, Sarasota Memorial, and Ed Smith Stadium. Zoned for Alta Vista Elementary and Sarasota High. Furnishings, bookings, and rental history convey — buy a business that's already running, or a home where the hard work is already done.

2667 Cheryle Lane, Sarasota
2121 Wood Street Unit 113, Sarasota
$244,900
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Completely renovated and truly move-in ready, this ground-floor 2-bedroom, 2-bath condo in gated Citywalk puts you steps from Publix, Payne Park, the Legacy trail and everything downtown Sarasota has to offer. The work here is done. The kitchen was completely renovated less than three years ago with quartz countertops, new cabinetry, new appliances, and a reverse-osmosis drinking water system. Every appliance is under three years old, including a stackable washer and dryer added within the past year. The HVAC and ROOF are both about two years old, the electrical and plumbing have been updated, and the interior was freshly painted just four months ago. There is NO CARPET anywhere in this unit. This condo also has new hurricane impact windows and sliders for peace of mind. A light-filled living area opens through sliding glass doors to a private screened lanai with a garden view. The generous ensuite bedroom features a sliding barn door and a private bath, with a second bedroom and full bath for guests. Single-story living with no stairs, assigned parking, and solid block construction. The monthly fee covers water, exterior maintenance, grounds, fitness center and the community pool. No flood insurance required. The location is the rest of the story: walk to Payne Park for tennis, trails, and the playground, hop on the Legacy Trail, and reach Main Street's restaurants and theatre district in minutes. Downtown Sarasota and the world-renowned Gulf beaches are just a short drive away.

2121 Wood Street Unit 113, Sarasota
420 Melody Circle, Sarasota
$420,000
4 Beds ⋅ 2 Baths ⋅ San Souci South SubDv. ⋅ 34237 Zip Code
Virtually Staged. This property offers an excellent opportunity to create your dream home just minutes from Downtown Sarasota or transform it into a great investment property for Airbnb or long-term rental income. The home has been completely renovated and is move-in ready, just waiting for its new owner to call this beautiful property home. It features a desirable bedroom layout and a large, private yard with plenty of space for outdoor living and entertaining. Major updates include a roof installed in 2022 and A/C installed in 2018. The seller is offering a $10,000 incentive that can be applied toward the buyer’s closing costs or used to buy down their interest rate. Don’t miss this fantastic opportunity to own a beautifully renovated home in a convenient Sarasota location!

420 Melody Circle, Sarasota
849 S Shade Avenue, Sarasota
$399,000
Hudson Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. “Vacant lot. Permit-ready plans available onsite for viewing and discussion.” Fully Engineered Plans that are ready to be submitted for permitting. Full set of plans can be viewed in person or digitally during due diligence. Photos are of proposed home for this vacant lot.

849 S Shade Avenue, Sarasota
2598 Wood Street, Sarasota
$520,000
3 Beds ⋅ 2 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Turnkey Furnished. Experience the charm of Sarasota in this beautifully updated 3-bedroom, 2-bath home with a den and a 2-car garage, ideally located just minutes from downtown. The open-concept living and dining areas flow effortlessly into a gourmet kitchen featuring brand-new appliances, ample cabinetry, and a convenient eat-in countertop that overlooks the cozy living room. The spacious primary suite boasts a custom walk-in closet and a beautifully updated en-suite bathroom with a walk-in shower. Two guest bedrooms share a sleek, modern bathroom, also with a walk-in shower. Step outside to your private backyard oasis—fully fenced and designed for relaxation. Enjoy a stunning paver patio and a beautiful, tranquil koi pond, creating the perfect setting for peaceful mornings or evening entertaining. Located within walking distance to the Legacy Trail, YMCA, and the iconic Yoder’s Amish Village. Just a short drive to Siesta Key Beach, Lido Beach, St. Armands Circle, museums, shopping, and dining. Short-term rentals are allowed, making this home ideal as a primary residence, vacation getaway, or investment property.

2598 Wood Street, Sarasota
2350 Bay St, Sarasota
$1,750,000
5 Beds ⋅ 5 Baths ⋅ Poms Park SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Experience the best of the Sarasota lifestyle in this thoughtfully designed modern residence, created for effortless Florida living, entertaining and flexibility. Offering 5 bedrooms plus a versatile bonus room, 4.5 bathrooms, 2,900 sqft of air-conditioned living space and 3,389 total sqft, the home combines contemporary architecture with a highly functional floor plan. At the heart of the residence, expansive open-concept living spaces flow seamlessly to the outdoors, creating an ideal setting for both everyday living and entertaining. The private outdoor retreat features a pool, outdoor kitchen and outdoor shower, perfect for sun-filled afternoons, weekend gatherings and evenings spent dining poolside. A two-car garage and flexible bonus room provide additional space for guests, a home office, fitness room, media room or playroom. Located within the City of Sarasota, the property offers convenient access to Downtown Sarasota’s acclaimed dining, shopping, arts and entertainment, while remaining just a short drive from the area’s renowned Gulf Coast beaches. Enjoy nearby access to the Legacy Trail, Sarasota’s parks, waterfront destinations and everything that makes the city one of Florida’s most desirable places to live. Adding to its appeal is the property’s potential for short-term rental use, creating flexibility for buyers seeking a primary residence, vacation retreat or income-producing investment. Whether enjoyed as a full-time home or a private Florida escape, this residence offers a compelling combination of modern design, resort-style amenities, location and lifestyle.

2350 Bay St, Sarasota
431 N East Avenue, Sarasota
$999,000
5 Beds ⋅ 4 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34237 Zip Code
Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

431 N East Avenue, Sarasota
1554 Tallywood Drive Unit 7127, Sarasota
$225,000
3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Price Reduced to $225,000. EXCEPTIONAL VALUE! This beautifully upgraded 3-bedroom, 2-bath villa features an updated kitchen with Shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Enjoy updated bathroom vanities and showers, high-impact windows, a screened lanai, private backyard, carport, and storage. Fresh interior and exterior paint in 2026! Located in a desirable 55+ community on 46 park-like acres shaded by Spanish moss-draped trees, with a community pool and clubhouse. Convenient to downtown Sarasota, UTC shopping, restaurants, Lido and Siesta beaches, theaters, and SRQ Airport. Enjoy low-maintenance Florida living at a GREAT PRICE! Schedule your showing today!

1554 Tallywood Drive Unit 7127, Sarasota
630 N Jefferson Avenue Unit 19, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Just a few minutes from downtown. Move in ready ground-floor, 2-bedroom, 2-bathroom condo is just minutes from downtown Sarasota. Located in a private, wooded, and deed-restricted community, the condo features a sleek interior with granite countertops, a breakfast bar, tile and laminate wood floors, vaulted ceilings, and ceiling fans. The rear lanai offers a view of a wooded area with a partial lake view. Tenant occupied paying $1,845/ month.

630 N Jefferson Avenue Unit 19, Sarasota
72 N School Avenue, Sarasota
$1,250,000
3 Beds ⋅ 4 Baths ⋅ Premier On Main SubDv. ⋅ 34237 Zip Code
SPACIOUS 2,762 sq ft, LIGHT-FILLED END UNIT with significant recent upgrades, an attached 2-car garage plus additional carport. Premier on Main offers comfort, quality, and all the buzzing life of Downtown in the Uptown area of Sarasota without the bustle. Flexible floor plan allows for guests, roommates, and work-from-anywhere convenience with the ease of lock-and-leave living. FEATURES: Contemporary architecture & styling, Modern color palette and superior finishes, 3 ensuite bedrooms & baths, 3.5 baths, His and Her Master Custom California Closets, Private elevator, Lockout first floor suite, 4181 Sq ft total space, 620 sq ft deck spaces, 9ft ceilings, Japandi-style wet room in primary suite, KitchenAid appliances, large island, bar-height counter + custom pantry. Rooftop deck ready for your outdoor kitchen and entertainment amenities. Turnkey, pristine condition. PREMIER PERKS: LOW HOA $446/mth(landscape, water, sewer, trash), Flood Zone X, Weekly, monthly rentals, long-term leases allowed. Pet friendly, Energy efficient systems, Impact-rated windows & doors, Security system, Whole home water filtration, On-demand gas water heater. SARASOTA LIFE ELEVATED: Year-round sunshine, outdoor living, and a walkable culture bring the best of Florida to life. This urban-convenient location is bike-friendly with direct access to the Legacy Trail or hop on the nearby Bay Runner trolley for complimentary rides through downtown to Lido Beach and St Armands Circle. Take morning runs over the John Ringling Bridge, or kayak in the bay. Stroll through Main Street’s arts and cultural district, bike to the farmer’s market or Bayfront Park. Explore the lively restaurant and music scene to find your new favorite hang outs. End your days with drinks on the rooftop, enjoying the solitude or surrounded by family & friends, above the city lights and beneath the stars.

72 N School Avenue, Sarasota
2874 Davis Boulevard, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Patricia Manor SubDv. ⋅ 34237 Zip Code
Reimagined from top to bottom under a fully permitted renovation, completed in 2021- This move-in-ready home blends modern updates with an unbeatable location on a quiet dead-end street. The open-concept layout is anchored by a kitchen featuring custom cabinetry, a large island and granite countertops, with a full suite of Samsung stainless steel appliances. Two sliding doors provide access to a fully screened lanai where you can relax, overlooking a fenced yard that opens onto a wide green corridor along the west side-offering exceptional sunset views and privacy. Both the primary en suite and guest bathrooms feature custom vanities with quartz tops. Big-ticket items are completely done: hurricane impact window and doors throughout, full interior re-pipe, upgraded electrical panel, luxury vinyl flooring throughout, 2019 Roof, 2018 HVAC, and 2021 water heater make this property a real standout with a rare combination of upgrades and updates. The renovation included full interior and exterior paint, all-new doors and sliders, new garage door and opener with a battery back-up. Smart-homes features include a smart thermostat, video doorbell and keyless entry controlled with a hub or smartphone. Ideally located just minutes from downtown Sarasota, the Bayfront, and world-famous Siesta Key beaches. With strong rental and resale fundamentals in a fast-appreciating ZIP, this turnkey home is ready for its next owner. Schedule your showing today!

2874 Davis Boulevard, Sarasota
2048 5th Street, Sarasota
$324,900
2 Beds ⋅ 1 Baths ⋅ Park East Mhp Tpp SubDv. ⋅ 34237 Zip Code
Sweet Downtown Sarasota Cottage with Timeless Southern Charm - Charming, inviting, and full of character, this delightful 2-bedroom, 1-bath cottage captures the essence of old-Florida living in the heart of Downtown Sarasota. Framed by a classic picket fence and welcoming front porch, this is the kind of home that immediately feels special. Picture yourself relaxing with a glass of sweet tea on the porch, enjoying the easy pace of cottage living, then strolling to some of Sarasota’s wonderful restaurants, shops, galleries, and cultural destinations just beyond your doorstep. Inside, timeless details and thoughtful improvements create a warm and comfortable atmosphere. Beautiful hardwood floors grace the main living spaces, while built-in kitchen features add the character and charm that are increasingly hard to find in today’s homes. With 8-foot ceilings and an inviting layout, the home offers an appealing blend of vintage personality and everyday functionality. Numerous updates provide peace of mind, including new windows (2021), new refrigerator (2019), new washer and dryer (2019), new ceiling fans (2019), added insulation (2019), and new vinyl fencing (2019), roof is few years old and electric totally updated. Whether you’re searching for a charming primary residence, a Sarasota getaway, or an income-producing property, this cottage offers exceptional versatility. Located within Sarasota’s Downtown Neighborhood (DTN) district, the property is surrounded by the energy and convenience of downtown while retaining the intimate feel of a true neighborhood. There is no HOA and no CDD fee, and the property is located in the X flood zone, meaning flood insurance is not required by the lender based on the information provided. Enjoy downtown dining, shopping, art, entertainment, and cultural attractions virtually at your doorstep, with convenient access to bus routes and the beautiful Gulf beaches.

2048 5th Street, Sarasota
632/634 N East Avenue, Sarasota
$385,000
3 Beds ⋅ 2 Baths ⋅ Park East Mhp Tpp SubDv. ⋅ 34237 Zip Code
This property is gem in the rough, so close to downtown Sarasota and the Bay with a mixed-use zoning DTN, which falls under the Downtown Master Plan of 2020. Compared with conventional zoning that encourages development of Urban Communities that are diverse, compact and walkable. Plenty of possibilities in usage, height and added outbuildings. The current use is residential income producing with two units. Check this out, make future plans and be part of the Sarasota growth.

632/634 N East Avenue, Sarasota
2752 Hidden Lake Boulevard Unit C, Sarasota
$124,900
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to this beautifully updated, move-in-ready 2-bedroom, 2-bath second-floor condo in the centrally located Hidden Lake Village community! This turnkey unit features updated flooring throughout, an updated kitchen, and a bright, comfortable living space. Enjoy your private balcony, perfect for relaxing and enjoying the Florida lifestyle. Hidden Lake Village offers great community amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and beautifully maintained common areas. Conveniently located just minutes from Downtown Sarasota, shopping, dining, entertainment, parks, and Sarasota’s world-famous beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this updated condo offers comfort, convenience, and an excellent Sarasota location. Just bring your suitcase and start enjoying Florida living!

2752 Hidden Lake Boulevard Unit C, Sarasota
3052 Alta Vista St, Sarasota
$500,000
4 Beds ⋅ 2 Baths ⋅ Bellevue Terrace SubDv. ⋅ 34237 Zip Code
Virtually Staged. Luxury, Location & Income Potential in the Heart of Sarasota Fully Renovated | X Flood Zone | No HOA | Public Water & Sewer | Turnkey Airbnb Income Introducing a rare opportunity in one of Sarasota’s most sought-after neighborhoods. This fully remodeled two-story, offering exceptional flexibility and income-generating potential, just minutes from Siesta Key Beach, Sarasota Memorial Hospital, and the University Town Center Mall. Located on a quiet street within an X flood zone (eliminating flood insurance requirements), with no HOA and public utilities, this property provides peace of mind and long-term value. Whether you're seeking a primary residence, a vacation retreat, or a proven short-term rental, this turnkey home is move-in ready and currently generating consistent rental income. Four spacious bedrooms and two fully updated bathrooms, an open, bright layout with large windows and elegant finishes, rich hardwood flooring, crown molding, stylish accents throughout, a gourmet kitchen with stainless steel appliances, sleek countertops, and ample cabinetry, Seamless flow between the kitchen, dining, and living areas—perfect for entertaining. Natural light and thoughtful design create an inviting ambiance, ideal for both everyday living and hosting guests. The expansive private backyard provides a serene space to relax, entertain, or add future amenities such as a pool or inlawsuite/tiny home etc. n. Fenced for privacy, it extends the living space outdoors. Prime Location - Enjoy close proximity to: Siesta Key Beach—world-renowned for its baby-powder-like sand - Sarasota Memorial Hospital - University Town Center Mall - Vibrant downtown Sarasota - I-75 access, top-rated schools, and waterfront dining. Live minutes from beaches, cultural attractions, shopping, and recreation—all within a tranquil, established neighborhood and all major systems updated, it stands out as a rare find in today’s market. Whether for personal use, as a seasonal residence, or to achieve rental success, this Sarasota home is poised to exceed expectations.

3052 Alta Vista St, Sarasota
2031 4th Street, Sarasota
$479,900
3 Beds ⋅ 2 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34237 Zip Code
Welcome to this charming 3-bedrooms, 2-bathrooms single-family home located in the heart of downtown Sarasota. House with 2 beds/1bath front of house. Rear side of house 1 unit with 1Bed/1bath apartment/mother-in-law. ZONING DOWNTOWN NEIGHBORHOOD This spacious home features a newly renovated kitchen, new flooring and a large backyard perfect for entertaining. Walking distance to nearby downtown restaurants, shopping, entertainment, wholefoods, Marina Jacks, the Van Wezel Performing Arts Center, Selby Library, Ringling Bridge and a short hop over to St. Armand’s Circle, Lido and Longboat Key. Don’t miss out on this amazing opportunity to own a piece of paradise in Beautiful Sarasota Downtown!! Call now to schedule your private showing!!

2031 4th Street, Sarasota
500 N Jefferson Avenue Unit B-5, Sarasota
$125,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Back on market! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota
2831 Ringling Boulevard Unit E214, Sarasota
$250,000
Ringling Professional Ctr SubDv. ⋅ 34237 Zip Code
Ringling Professional Center is one of Sarasota's most centrally located professional office communities. This well-maintained second-floor office condominium offers 635 SF of functional office space, just minutes from Downtown Sarasota, the courthouse, Sarasota Memorial Hospital, and major transportation corridors. The suite welcomes clients with a reception/work area before opening into three private offices that provide flexibility for individual workspaces, conference use, or administrative functions. Large windows and 2 private covered balconies create an inviting atmosphere with abundant natural light rarely found in office condominiums. The unit also features a private restroom and kitchenette and the building provides an elevator for added convenience. The center features mature landscaping, ample parking, attractive architecture, and easy access from Ringling Boulevard or Fruitville Rd, placing your business in a highly convenient central Sarasota location. The CN zoning accommodates a wide variety of professional office users. Whether you're an owner-user looking to stop leasing or an investor seeking a centrally located office asset, this property offers an excellent opportunity.

2831 Ringling Boulevard Unit E214, Sarasota

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