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3309 Oakwood Boulevard S, Sarasota
$169,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor! Affordable Sarasota Living in a Resident-Owned 55+ Community Your slice of Sarasota paradise is waiting! Discover the perfect blend of affordability, comfort, and resort-style living at Oakwood Manor, one of Sarasota’s cherished resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, this welcoming community offers an active lifestyle and a wonderful place to call home. Enjoy all this for just $210 a month in HOA fees, with no CDD or master association fees! Move-In Ready and Full of Charm This well-maintained 1977 home features 2 bedrooms, 2 bathrooms, and 1,056 square feet of inviting living space. Offered turnkey, excluding personal items, this home is ready for you to move in, unpack, and start enjoying the Florida sunshine! From the moment you arrive, you’ll appreciate the care and pride of ownership throughout. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect place to sip your morning coffee, curl up with a good book, or entertain friends. Inside, the spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, creating a comfortable setting for everyday living and entertaining. Generous closet space throughout the home provides valuable storage, while the convenient indoor laundry area adds to the home’s functionality. Home Features & Recent Upgrades 2-bedroom, 2-bathroom floor plan Bright, window-filled enclosed sunroom Spacious kitchen with abundant cabinetry Cooktop, wall oven, dishwasher, and refrigerator included Roof replaced in 2023 A/C replaced in 2022 Laminate flooring throughout Updated outdoor electrical service in 2025 PVC plumbing from the home to the street replaced in 2023 Indoor laundry area with washer and dryer Carport roof reinforced to meet the latest code requirements Resort-Style Amenities and an Active Lifestyle At Oakwood Manor, there’s always something to enjoy! Whether you love staying active, socializing with neighbors, or simply relaxing in the Florida sunshine, this community offers something for everyone. Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center Community library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its new pickleball courts, making it easy to enjoy outdoor recreation and stay active. An Incredible Sarasota Location Enjoy the best of Sarasota living with beaches, shopping, dining, entertainment, and everyday conveniences just minutes away. Downtown Sarasota World-famous Siesta Key Beach St. Armands Circle’s shopping and dining Sarasota-Bradenton International Airport Nearby hospitals and medical facilities Even better, this home is ideally located just steps from the clubhouse, putting community activities, social events, and amenities conveniently close to home. Your Florida Dream Starts Here! Whether you’re searching for a seasonal retreat, a sunny retirement getaway, or a comfortable year-round residence, this home offers an inviting opportunity to enjoy the Sarasota lifestyle without the price tag of many resort-style communities. Please note: Community restrictions prohibit pets, motorcycles, and RVs.

3309 Oakwood Boulevard S, Sarasota
3110 8th Street, Sarasota
$329,999
3 Beds ⋅ 2 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Motivated Seller! Enjoy privacy and tranquility in this beautifully 3BR/2BA home. No worries here! Located in the heart of Sarasota This Abode is located on a large private fenced lot with natural views. The floorplan offers an efficient open concept living space with tons of natural light, modern décor and utility room. Entertain your guest and family with an efficiently laid out kitchen, new appliances, Light Fixtures, New Blinds flooring tile flooring throughout, The bathroom shower and tub have been completely redone, HVAC(2023). Enjoy and relax on your gorgeous eclectic front porch with a view. This home is centrally located close to downtown, parks, shopping, airports and beaches. Don't wait! the perfect family retreat is here for you! call today to schedule a private showing.

3110 8th Street, Sarasota
2744 Hidden Lake Boulevard Unit C, Sarasota
$135,000
2 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to an exceptional Sarasota opportunity at 2744 Hidden Lake Blvd #C! Beautifully remodeled and thoughtfully updated, this impeccably maintained residence blends modern style, comfort, and effortless Florida living. From the moment you step inside, you’ll appreciate the care and attention to detail that went into creating a home that feels fresh, inviting, and truly move-in ready. Ideally situated in one of Sarasota’s desirable areas, this home places you just minutes from the excitement of downtown Sarasota, with its renowned restaurants, boutique shopping, arts, culture, and vibrant entertainment. And when it’s time to unwind, the world famous sands of Siesta Key and Sarasota’s beautiful Gulf Coast beaches are only a short drive away. Meticulously cared for and tastefully designed, this residence offers the perfect combination of location, lifestyle, and value. Whether you’re searching for a primary residence, a Florida getaway, or an investment opportunity, this is your chance to enjoy everything Sarasota has to offer at an incredible price. Opportunities like this don’t come along every day. Come experience the charm, updates, and unbeatable location for yourself, this one is sure to impress!

2744 Hidden Lake Boulevard Unit C, Sarasota
2831 Ringling Blvd Boulevard Unit 204, Sarasota
$425,000
Ringling Professional Center SubDv. ⋅ 34237 Zip Code
Great Professional office located in Central Sarasota at Ringling Blvd, Tuttle Ave and Fruitville Rd. Unit 204 is on the 2nd floor of building B and faces North. Has a elevator that services the second floor tenants and owners. Unit has a 7 possible offices, conference room and very nice reception area. Present tenant pays $2,300.00 per month and is on a month to month lease with the seller. Take the time to see this unit.

2831 Ringling Blvd Boulevard Unit 204, Sarasota
727 N Jefferson Avenue Unit 727, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
Priced to Sell. Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!

727 N Jefferson Avenue Unit 727, Sarasota
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
$359,000
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
642 N Jefferson Avenue Unit 13, Sarasota
$199,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, 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
$375,000
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
2400 Ezzell Court, Sarasota
$729,000
3 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Location, floorplan and quality of life: Payne Park Village is between the Legacy Trail, a 29-acre park with a playground, walking trail and tennis club--and two blocks from Main Street in downtown Sarasota. This townhouse community is only a few years old; original owner. This corner unit provides plenty of natural light--and large rooms with high ceilings. Each floor of this 3-bedroom townhouse has an ensuite bedroom. This split floor plan is ideal for privacy or for couples working from home. The gourmet kitchen is equipped with modern stainless steel appliances, granite countertops, and tall 'soft close' cabinets and drawers. There is a charming front courtyard for entertaining or relaxing outside. Residents can enjoy outdoor living spaces, including a heated lap-pool, hot tub, lawn and dog park. The property includes a two-car garage, providing secure and convenient parking options. There is also guest parking nearby. Payne Park Village is a sought-after neighborhood known for its proximity to downtown Sarasota, offering easy access to cultural venues, events, dining, shopping, and entertainment options.

2400 Ezzell Court, Sarasota
3191 Glen Elyn Boulevard Unit 4, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code
This spacious 2-bedroom, 2-bath villa with an ATTACHED TWO-CAR GARAGE on corner lot, offers an exceptional opportunity for easy, maintenance-free Sarasota living. Located in Glen Elyn, an intimate and well-maintained community of just 24 attached villas, this move-in-ready home can be sold Furnished. The remodeled Kitchen features granite countertops, a beautiful marble backsplash, under-cabinet lighting, pull-out cabinet shelving, pantry closet and reverse-osmosis/water filtration system. Both bathrooms have been remodeled with granite countertops, marble flooring and pull-out cabinet shelving. Both bathrooms are equipped with washlet/bidet toilets featuring HEATED SEATS. The inviting living area features recessed lighting and sliding glass doors that open to the lanai, creating a wonderful extension of the living space for morning coffee, entertaining friends or simply relaxing and enjoying the Florida lifestyle. Additional upgrades include a 2022 A/C system, WiFi-enabled thermostat with remote control and automatic cell phone alerts, Hurricane Shutters, abundant storage and a utility sink conveniently located in the two-car garage near the washer and dryer. Glen Elyn offers the carefree lifestyle Florida buyers are looking for. Relax at the COMMUNITY POOL overlooking the peaceful waterway and enjoy the breeze without the maintenance of a private pool. Even better, the monthly fee covers nearly everything except electricity and phone, adding to the ease and convenience of ownership. LOCATION, LOCATION, LOCATION! Approximately ONE MILE FROM ED SMITH STADIUM, spring training home of the Baltimore Orioles, and convenient to Downtown Sarasota, UTC, shopping, dining, entertainment, cultural attractions and Sarasota's renowned Gulf Coast beaches. Updated and priced to sell, this villa offers a hard-to-find combination of space, a two-car garage, extensive upgrades, full hurricane protection and a maintenance-free Sarasota lifestyle. Great year round or Seasonal home and no leasing here – 100% owners. Schedule your showing and make it yours!

3191 Glen Elyn Boulevard Unit 4, 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
3189 Glen Elyn Boulevard Unit 3, Sarasota
$199,999
2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to Glen Elyn, a unique and intimate community of just 24 villas, conveniently located less than 3 miles from vibrant Downtown Sarasota! This charming 2-bedroom, 2-bath villa with an attached 1-car garage offers 1,030 square feet of thoughtfully designed living space—comfortable, efficient and easy to maintain whether you’re looking for a full-time residence or the perfect Florida winter retreat. A welcoming foyer leads into the dining area and spacious living room, creating an easy, natural flow for everyday living and entertaining. Sliding glass doors open to the enclosed lanai, extending your living space and providing a comfortable spot for morning coffee, reading or relaxing. The kitchen offers ample cabinet storage along with a recessed ceiling featuring excellent lighting and additional under-cabinet lighting to brighten your workspace. The spacious owner’s suite features a large walk-in closet, separate makeup/vanity area and private bath with a commode and tub/shower combination with glass doors. The generously sized front guest bedroom is conveniently located near the second full bath, featuring a shower with sliding glass doors and multiple shower heads. Enjoy additional peace of mind with roofs replaced in May 2024, BRAND NEW HVAC-SEPT 2026! and a recently replaced ELECTRICAL PANEL. Glen Elyns' $584 monthly association fee includes basic cable, water, sewer and trash, along with maintenance of the private road and roofs. Residents also enjoy a community swimming pool and a modest community gathering room used for association meetings, complete with a small resident sharing library—a simple and welcoming touch that reflects the close-knit nature of this community. Blacktopped drives, ample guest parking and simple yet pristine landscaping add to the appeal of this tucked-away community. Glen Elyn is also 100% owner occupied with NO RENTALS permitted, helping maintain the residential character and pride of ownership found throughout the neighborhood. And the location is hard to beat! You’re less than 3 miles from Downtown Sarasota, with its restaurants, shopping, arts and entertainment, while still enjoying the quiet setting of a small residential community. Whether you’re looking for a full-time Sarasota home, an easy lock-and-leave winter retreat, or a mainland getaway from one of the barrier islands, Glen Elyn offers comfortable Florida living in a special community of only 24 residences.

3189 Glen Elyn Boulevard Unit 3, Sarasota
2598 Wood Street, Sarasota
$525,000
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

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