Osprey/Nokomis Homes under $500,000

2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code

Welcome Home to your beautifully updated 2 bedroom villa in the highly coveted Fairwinds Village. With a waterfront Clubhouse within an active and welcoming 55+ community boasting with first class amenities. Imagine... living in a maintenance free, pet friendly home close to Nokomis and Venice Beaches, restaurants, shopping, entertainment and so much more. This villa is located within a quiet cul de sac just steps from the Clubhouse, a waterfront park and all the amenities Fairwinds have to offer. Check out the new kitchen boasting new stainless steel appliances, white shaker style cabinets, quartz counters, and pantry. New light plank style luxury vinyl flooring and newly painted walls throughout the home creates a continuous open and coastal feel including a bright and airy 4-season glass room for entertaining or simply relaxing. A spacious Owners Suite with “3” closets and a nicely appointed spa inspired bath with large quartz topped vanity and a marble inspired tile surrounding the tub-shower combination. The guest room is peaceful and welcoming to your guests with a bright and comfortable bath nearby hosting a glass enclosed shower with marble inspired tile. The private laundry just steps outside the kitchen makes handling this task with ease. Covered parking with a separate entry into the kitchen brings ease to shopping days. FairWinds Village is a community situated directly on a canal that leads to Lyons Bay and the Intercoastal. A first class Active Community Clubhouse includes a full service kitchen for community events, private rentals and is next to the shuffleboard and bocce ball courts. Best of all, you are near the local marina that offers boat rentals and waterfront dining. The docks can be sub-leased or may be available from the Association directly on a first come - first served basis. The community also offers kayak/canoe racks and a launching area, next to the waterfront park and picnic areas. There is plenty of guest parking and many organized activities and community events. Don’t let this opportunity pass you by. This community is highly sought after and rarely available. Today is the day…

206 Brigantine Way Unit 206, Nokomis

7303 Jessie Harbor Drive Unit 7303, Osprey

$449,000

3 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code

Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

7303 Jessie Harbor Drive Unit 7303, Osprey

$279,000

2 Beds ⋅ 2 Baths ⋅ From A Pt 25 Ft E Of Nw Cor Of Sw 1/4 Of Se 1/4 Of SubDv. ⋅ 34275 Zip Code

Discover the charm of coastal living in this beautifully updated 2-bedroom, 2-bath home, located just 3 miles from historic Downtown Venice & 2.1m to Nokomis' beautiful sandy beaches! Thoughtfully remodeled and move-in ready, the home features a desirable split-bedroom floor plan, offering comfort and privacy for residents and guests alike. Both rooms feature walk in closets for plenty of storage. Step outside to your own private retreat, where a fully fenced yard wraps around a serene outdoor space that includes a covered patio and outdoor kitchen perfect for entertaining. The property experienced no flooding during recent hurricanes, peace of mind for Florida homeowners! Outdoor enthusiasts will appreciate being just one block from the well known Legacy Bike Trail, while the Gulf beaches, local restaurants, boutique shopping, and everyday conveniences are all within easy reach. Perfectly positioned between the beach and I-75, this home combines the relaxed Venice lifestyle with an incredibly convenient location.

1112 Sunset Avenue, Nokomis

$135,000

2 Beds ⋅ 2 Baths ⋅ Sorrento Park SubDv. ⋅ 34275 Zip Code

Welcome to relaxed Gulf Coast living in this spacious, move-in-ready second-floor condo, beautifully positioned beside the natural landscape of Oscar Scherer State Park. A private screened front porch creates a welcoming entrance and includes a convenient laundry and storage closet with shelving. Inside, the light-filled layout offers two bedrooms and two full bathrooms, including a primary suite with an en-suite bath and walk-in closet. The main living area opens to an impressive 26-by-8-foot screened lanai with peaceful preserve views—an inviting place to enjoy morning coffee, watch Florida wildlife, entertain friends, or simply unwind. Sliding enclosure panels add flexibility for seasonal enjoyment. Thoughtful updates and practical features include a Comfortmaker HVAC system installed in June 2023 with a warranty reported by the owner through June 2033, along with a washer and dryer from 2024. Sarasota County permit records reflect a commercial roofing permit finalized for the building in 2025. Generous storage includes a large closet on the rear lanai, additional shelving in the front-porch laundry closet, and a spacious padlocked storage closet attached to the assigned carport. Residents also enjoy access to the community pool. The entrance to Oscar Scherer State Park is just a short bicycle ride away, with the Legacy Trail only a little farther. Nokomis Beach and Casey Key are approximately 8–10 minutes away, along with popular waterfront dining at Pop’s Sunset Grill and Deep Lagoon Seafood & Oyster House. Historic Downtown Venice is approximately 12 minutes away, and Sarasota Memorial Hospital–Venice is approximately 10 minutes away. Convenient access to U.S. 41 and I-75 makes Sarasota, Siesta Key, and Sarasota Bradenton International Airport—approximately 30–35 minutes away—easy to reach. Come experience the peaceful preserve setting, generous living space, exceptional storage, and convenient Nokomis lifestyle. Schedule your private showing today.

203 Rubens Drive Unit F, Nokomis

$324,900

3 Beds ⋅ 3 Baths ⋅ Palmero SubDv. ⋅ 34275 Zip Code

Don't miss this exceptional opportunity to own an immaculate 3 bedroom, 2.5 bath townhome on a sought-after waterfront lot with a southern exposure that ensures abundant natural light throughout the day. This newly built townhome has been freshly painted and features new carpet, making it truly move-in ready. The kitchen stands out with its light gray shaker-style cabinets, stainless steel appliances, quartz countertops, a large center island, and a spacious walk-in pantry. It flows seamlessly into the living and dining area, making it perfect for entertaining. Additional storage is conveniently located under the stairs. All bedrooms are thoughtfully positioned upstairs, including a primary suite that provides stunning views of the serene pond. With a walk-in closet and an en-suite bath, this space is designed for comfort and convenience. An attached one-car garage adds extra storage and accessibility. Step outside onto the rear patio to enjoy sunshine and peaceful water views, or take full advantage of Palmero's outstanding resort-style amenities just a short walk away. Palmero is a gated community with low HOA fees and no CDD fees. Residents enjoy a community pool and spa, splash pad, fire pit, volleyball and basketball courts, playground, and dog park. The community location provides easy access to the pristine Suncoast beaches, Sarasota, downtown Venice Island, and I-75. Palmero is the ideal choice for those seeking a vibrant, amenity-rich Florida lifestyle while remaining close to all that the area has to offer. Whether you're searching for a full-time residence or a seasonal Florida retreat, this move-in-ready townhome represents the perfect fusion of location, convenience, and coastal living. Call us today for your private showing.

5695 Archipelago Street, Nokomis

$380,000

3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

313 Palestro Street, Nokomis

$429,000

3 Beds ⋅ 2 Baths ⋅ Springhill Park SubDv. ⋅ 34275 Zip Code

This 3 bedroom, 2 bath Florida cottage gives you the kind of space, character and freedom that is getting harder to find, with a large private pool, NO HOA, a spacious fully fenced yard and a 472 square foot workshop, all conveniently located between Sarasota and Venice. It is comfortable, flexible and full of personality, with room to relax, entertain, work on projects and make the home completely your own. Inside, the split floor plan gives the primary suite separation from the second and third bedrooms while keeping the home easy and connected. The kitchen work completed in 2023 included tile flooring, backsplash, custom countertops and a dry bar, giving the space warmth and character that fits the Florida cottage feel. The primary bedroom features luxury vinyl plank flooring, trim molding, a smart fan/light and a walk-in closet. The ensuite includes tile flooring, a tiled shower and wall surround, vanity, fixtures and hardware. The second and third bedrooms and guest bath also received improvements, and the bonus room gives you another place to show your own style, whether that means a home office, guest space, reading room, craft room or something entirely your own. Then there is the 472 square foot workshop. This is not just extra storage. It is real space for hobbies, tools, equipment and projects, and for buyers who have ever wished for room to actually do the things they enjoy, this may be one of the features they love most about the property. Once you walk into the backyard, you may not want to leave. The large private pool was resurfaced in 2022 and retiled in 2025, with plenty of surrounding space for lounging, entertaining or simply enjoying a quiet Florida afternoon. The 6 foot fence creates privacy, while tropical landscaping and fruit producing trees make the space feel lush and lived in, including a lime tree now producing fresh limes. The outdoor shower is perfect after a swim or a day at the beach, and a repaired well pump supplies a dedicated hose near the pool with well water for landscaping and plants. This home also has plenty of substance behind the charm. A 24-gauge metal roof with hurricane straps was installed in 2022, and the 5 ton HVAC system with UV light and replacement ductwork dates to 2020. Septic components, including the tank, leach field and lift station, were replaced in 2019, and the system was most recently serviced in July 2026. A 50 amp whole house generator outlet was added in 2024, and the backyard fence was re-stained in 2025. From here, everyday can feel like a getaway. Nokomis Beach and the Legacy Trail are each approximately 3 miles away, Oscar Scherer State Park is about 5 miles away, and Downtown Venice is approximately 5.6 miles from home. Sarasota and Siesta Key are also within easy reach, along with golf, boating, dining, shopping and multiple Gulf Coast beaches. Updates & Features This is the kind of home that lets you bring your own style to it. Enjoy the pool, fill the workshop with the projects you have been waiting to start, turn the bonus room into the space you actually need, plant more, entertain more, spend more time outside and enjoy having the freedom to use your home your way.

142 2nd Avenue, Nokomis

$37,000

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

This premium marina dock slip offers the ultimate combination of convenience, top-tier service, and immediate deep-water access. Slip S-7 is 40L x 10W X 8.5H, and can suit a vessel that is 39L X 9W X 7.5H and is located on the top middle rack in the South building. Gulf Harbor Marina is situated in a prime location just 10 minutes from the Venice Jetty and the I-75 corridor, this full-service marina boasts No Fixed Bridges to the Gulf pathway, making it a boater's dream. Environmental excellence and peace of mind come standard, as the facility proudly holds both Clean Marina and Clean Boatyard Designations. Property management is highly cost-effective with low monthly administrative charges, while the facility stays open 7 days a week to serve you. Your boating lifestyle is fully supported by an impressive suite of on-site amenities and professional care. Unmatched Convenience: Enjoy unlimited splashes a month powered by large capacity fork trucks, alongside dedicated boat wash racks, a fish station, and a flush service. Fuel & Supplies: Access discounted fuel sales for owners and tenants, with ice, live shrimp, and frozen bait available right at the fuel dock. There are several covered self service bays to work on your vessel with water and electric provided. Attached to the marina is a service shop if you choose to hire a technician to work on your boat as well as a parts supply shop to prick up any boat or motor parts you might need. Gulf Harbor Marina is located adjacent to two waterfront restaurants and just moments from a county park, public beach, and a public boat ramp. Experience stress-free boating backed by award-winning service in a location that puts the open ocean minutes from your slip.

100 Circuit Road Unit S-7, Nokomis

$450,000

3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

Virtually Staged. Welcome to 112 Ventosa Place, a beautifully maintained Pembroke model featuring impact windows installed in 2018, located in the gated, resort-style community of Toscana Isles. This single-story home offers 3 bedrooms, 2 baths and approximately 1,804 square feet with an open, light-filled layout designed for comfortable everyday living and entertaining. Inside, high ceilings, crown molding and tile flooring complement the spacious open-concept design. The kitchen flows seamlessly into the dining and great room areas, creating an inviting central gathering space with plenty of room to cook, entertain or simply unwind. Sliding glass doors extend the living space to the screened and covered lanai, offering a peaceful spot for morning coffee, outdoor dining or relaxing at the end of the day. The primary suite features generous walk-in closets and an en-suite bath, while two additional bedrooms and a second full bath provide flexibility for guests, a home office or hobbies. A tile roof, interior laundry room and two-car garage complete the home. Beyond the front door, Toscana Isles offers a true resort-style lifestyle centered around more than 200 acres of lakes and an impressive Tuscan-inspired amenity center. Residents enjoy an approximately 8,000-square-foot clubhouse overlooking the water, infinity-edge heated pool, fitness center, clubroom, tennis, pickleball, bocce, dog park and scenic walking areas. Kayaking, canoeing, paddleboarding and fishing offer even more ways to enjoy the community's interconnected lakes. All of this is just minutes from Nokomis Beach, Venice Island, the Legacy Trail, Sarasota Memorial Hospital Venice, shopping, dining and I-75—bringing together the Florida lifestyle, resort-style amenities and everyday convenience Toscana Isles is known for.

112 Ventosa Place, Nokomis

$165,000

2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code

Welcome home to this charming fully furnished 2-bedroom, 2-bath mobile home, built in 2001 and located in the friendly and active Arbors Mobile Home Park in beautiful Osprey, Florida. Featuring an inviting open floor plan, this home offers comfortable living spaces filled with natural light from an abundance of windows. Luxury vinyl plank flooring flows throughout the living areas, creating a clean and cohesive look. The kitchen opens seamlessly to the living and dining areas, making entertaining and everyday living easy. The dining room features a built-in buffet with both lower and upper-glass-front cabinets, providing attractive display space and convenient storage. The primary suite includes a single vanity and walk-in shower, while cathedral ceilings add to the home's open and airy feel. An interior laundry area adds everyday convenience. Outside, a charming shed provides additional storage, and the newer carport, added in 2025, offers covered parking. The AC was replaced in 2024 for added peace of mind. Enjoy the Florida lifestyle in The Arbors, a welcoming 55+ community with a variety of amenities and an active social calendar offering plenty of opportunities to meet neighbors and stay involved. Enjoy the clubhouse, swimming pool, shuffleboard courts and fitness area. Ideally situated between Sarasota and Venice, you’ll have easy access to boutique stye shopping, multiple dining options, theaters, performing arts venues, and stunning Gulf beaches. Everything you love about the Florida lifestyle just minutes away. This is relaxed, low-maintenance living in a welcoming community. Come see why so many love calling The Arbors home!

23 Siesta Circle W, Osprey

$380,000

3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

Modern Luxury Meets Resort Living in Toscano Isles. Experience the pinnacle of maintenance-free, resort-style living in this pristine, move-in-ready home located in the highly sought-after, gated community of Toscano Isles. Built in 2023, this immaculate 3-bedroom, 2-bathroom residence offers a sophisticated open-concept floor plan designed for both comfortable daily living and effortless entertaining. Modern Design with ceramic tile throughout the living areas creates a bright and airy atmosphere. Gourmet Kitchen is the heart of the home featuring high-end quartz countertops, premium stainless steel appliances, and a spacious eat-in island perfect for gathering. Freshly painted inside, tailor made blinds and master has electric blinds. Step out through sliding doors onto your private, screened lanai, where you can relax while taking in tranquil, scenic views of the pond—an ideal setting for your morning coffee or evening sunsets. Toscano Isles offers an unparalleled lifestyle with an extensive list of community features: Stunning infinity pool overlooking an expansive lake, clubhouse and fitness center, Active recreational facilities including tennis, pickleball, bocce ball, playground, dog park, and scenic walking paths. Ideally situated for convenience, this home provides quick access to I-75, placing you just minutes away from pristine beaches, premier shopping, and a variety of local restaurants. Home is available furnished to easily transition into your move. Don't miss the opportunity to own this nearly new gem in one of the area's most desirable communities. Schedule your private tour today.

229 Teramo Way, Nokomis

$390,670

3 Beds ⋅ 2 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code

Under Construction. Brand new, energy-efficient home available by Dec 2026! The Bluebell floorplan showcases an open-concept design with 3 bedrooms, 2 bathrooms and a spacious 2-car garage. The kitchen seamlessly connects to the great room, dining nook, and outdoor patio, perfect for both everyday living and entertaining. New energy-efficient move-in ready homes in Nokomis, FL include a washer, dryer, fridge, and whole home blinds, plus they can be closing-ready in 60 days or less–guaranteed. (You'll be reimbursed up to $5,000 in expenses related to delays we cause.) Have it all: Relax in your private primary suite, enjoy the covered back patio, and experience resort-style amenities, all with easy access to Venice and Sarasota. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

121 Sycamore Fold Street, Nokomis

Osprey/Nokomis Homes under $500,000

Newest Osprey/Nokomis Homes under $500,000