Osprey/Nokomis Homes under $500,000

Osprey/Nokomis Homes under $500,000

Welcome to the charming coastal communities of Osprey and Nokomis, nestled in the heart of sunny Sarasota County, Florida. These picturesque towns offer an idyllic blend of tranquil living and vibrant local culture, making them the perfect destination for those seeking a slice of paradise.

Osprey, known for its rich history and scenic waterfront views, boasts a variety of outdoor activities. Enjoy a leisurely stroll through the enchanting Oscar Scherer State Park, where you can witness the beauty of Florida’s natural landscape or explore the pristine beaches at nearby Nokomis Beach. With its inviting atmosphere and friendly community, Osprey is a haven for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Just a stone’s throw away, Nokomis offers a laid-back beach vibe with its charming boutiques and delightful dining options. The area is renowned for its stunning sunsets and warm Gulf waters, perfect for relaxation and recreation alike. Whether you’re kayaking, fishing, or simply soaking up the sun, Nokomis provides an ideal backdrop for your Florida lifestyle.

For those searching for affordable housing options, both Osprey and Nokomis feature a range of homes under $500,000. From cozy single-family homes to inviting townhouses, there’s something for everyone in this vibrant community. These properties not only provide exceptional value but also grant you access to the enchanting lifestyle that the Gulf Coast has to offer.

Discover the perfect blend of coastal charm and affordability in Osprey and Nokomis—your dream home awaits!

Newest Osprey/Nokomis Homes under $500,000

120 Gentle Rain Lane, Nokomis
$396,520
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.

120 Gentle Rain Lane, Nokomis
124 Gentle Rain Lane, Nokomis
$438,020
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Dec 2026! The Essex's versatile flex can be used as a gaming area, home office or hobby space. The kitchen features a work island that overlooks the great room and dining area. Three full baths make morning routines easier. 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.

124 Gentle Rain Lane, Nokomis
990 Florence Street, Nokomis
$299,000
2 Beds ⋅ 2 Baths ⋅ Venice By Way SubDv. ⋅ 34275 Zip Code
Welcome to this charming Nokomis home with a style all its own—no cookie-cutter living here! KITCHEN features upgraded wood cabinetry, abundant counter space and casual seating for two. FLEXIBLE LAYOUT—the adjoining room, currently used as a dining area, could easily serve as a living or family room. The home features two bedrooms, while the existing living room offers additional possibilities as a third bedroom, guest space or private suite. With its own exterior access, it could be ideal for a mother-in-law setup or shared living arrangement. BIG UPDATES include an A/C system replaced in 2023, a metal roof installed in 2007 when the oversized 2-car garage was added, and a NEW code-compliant steel front entry door is being installed. OUTDOOR SPACE is another standout, with a large fenced lot of almost a quarter-acre and two gates, including one large enough for boat or RV access. A double driveway provides plenty of additional parking. NO HOA and NO CDD fees! This terrific LOCATION is less than a quarter-mile from Nokomis Riverview Park with a kayak launch and access to the Legacy Trail for biking and walking enthusiasts, and just 3 miles to Venice Beach. PLUS not in a Flood Zone. With flexible living space, abundant parking, an oversized garage and room for your boat or RV, this one-of-a-kind property offers possibilities that are increasingly hard to find.

990 Florence Street, Nokomis
356 Lazy Shore Drive, Nokomis
$368,110
3 Beds ⋅ 2 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Nov 2026! The Denali II floorplan features a spacious open-concept design with 3 bedrooms, 2 bathrooms, and a 2-car garage. The chef-inspired kitchen seamlessly connects to the expansive great room and dining area, perfect for entertaining or everyday living. 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.

356 Lazy Shore Drive, Nokomis
2296 Harrier Way, Nokomis
$299,000
2 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Virtually Staged. Enjoy easy Florida living in this charming 2-bedroom, 2-bath home, ideally located just minutes from Nokomis Beach with convenient access to Venice and Sarasota. A welcoming double-door entry and tropical palm trees add to the home's curb appeal. Inside, the eat-in kitchen opens to the living area, with laminate flooring throughout the main living spaces and carpeted bedrooms. Three sets of sliders, from the kitchen, living room, and primary bedroom, open to a screened, tiled lanai, creating a comfortable space to relax, dine, or entertain while enjoying the Florida outdoors. The low-maintenance lifestyle is a true bonus, with the HOA providing lawn and exterior landscaping care so you can spend less time on yard work and more time enjoying the area. Residents have access to a community pool, tennis courts, and new pickleball courts. Golf membership at Calusa Lakes Golf Club is optional, with no requirement to join. Close to beaches, dining, shopping, Venice, and Sarasota, this home offers comfort, convenience, and a carefree Florida lifestyle.

2296 Harrier Way, Nokomis
120 Villa Drive Unit 120, Osprey
$465,000
2 Beds ⋅ 2 Baths ⋅ Sorrento Villas SubDv. ⋅ 34229 Zip Code
FULLY FURNISHED WATERFRONT VILLA • PRIVATE DOCK WITH 10,000-LB BOAT LIFT • NO FIXED BRIDGES • DIRECT ACCESS TO THE INTRACOASTAL WATERWAY & GULF OF AMERICA! BRING YOUR BOAT AND START LIVING THE FLORIDA WATERFRONT LIFESTYLE! Welcome to this fully furnished, 2-bedroom, 2-bath waterfront villa in Sorrento Villas, offering an exceptional boating opportunity with NO FIXED BRIDGES between your private dock and the Intracoastal Waterway! Featuring a private dock, 10,000-lb boat lift and unobstructed bridge clearance to the ICW, this property is especially appealing to boating enthusiasts seeking convenient access for larger vessels. Cruise the Intracoastal Waterway, head into the Gulf of America, explore Siesta Key and Midnight Pass, or spend the afternoon discovering waterfront restaurants and nearby coastal destinations. With your boat just steps from your back door, the Florida boating lifestyle is yours to enjoy! Inside, discover 1,404 square feet of inviting living space, offered FULLY FURNISHED for a convenient, turnkey transition to waterfront living. The open floor plan features tile flooring, a spacious living area and an updated kitchen with wood cabinetry, granite countertops, stainless steel appliances, a large island and an extended breakfast bar. A natural stone accent wall adds character, while expansive windows and glass doors fill the living areas with natural light and showcase the waterfront setting. Outdoor living is where this property truly shines! Step onto your screened lanai and enjoy peaceful canal views, tropical landscaping and the coastal breeze. Just beyond the lanai, a limestone walkway leads to your waterfront patio and private dock, creating an inviting setting for morning coffee, afternoon relaxation or evening conversations overlooking the water. Boating enthusiasts will appreciate the updated dock, 10,000-lb boat lift, dedicated fish-cleaning station and updated water and electrical connections. The dock approach has also been raised with additional cement. Numerous improvements include a new electrical panel and breakers, new lanai screening, rain gutters, updated landscaping, a new garage door motor, track and keypad, luxury vinyl plank flooring in the primary bedroom and an updated kitchen faucet. Additional features include hurricane shutters, a tile roof installed in 2009, an A/C system installed in 2015 and an attached garage. Ideally located in Osprey between Sarasota and Venice, this waterfront retreat offers convenient access to Siesta Key, Nokomis Beach, Oscar Scherer State Park, shopping, dining and outdoor recreation. FULLY FURNISHED AND READY FOR YOUR NEXT CHAPTER! With no fixed bridges to the Intracoastal Waterway, direct boating access to the Gulf of America, a private dock and a 10,000-lb boat lift, this property offers the freedom to explore Southwest Florida's waterways right from your backyard. YOUR BOAT. YOUR DOCK. YOUR GATEWAY TO THE GULF!

120 Villa Drive Unit 120, Osprey
2104 Tocobaga Lane, Nokomis
$494,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Pack your bags and start living the Florida lifestyle! This beautifully UPDATED and TURNKEY FURNISHED 3-bedroom, 2-bath home in the exclusive gated community of Calusa Lakes is ready for you to simply move in and enjoy. Nestled in the sought-after Woodland Trails neighborhood, Calusa Lakes boasts 460 acres of lush landscaping and 28 picturesque lakes. This light and inviting home features an open-concept living area, versatile den currently used as a dining room, dedicated laundry room, and spacious screened lanai designed for effortless indoor-outdoor living. Disappearing sliders from the living area, breakfast nook and primary suite open to the lanai, creating the perfect setting for morning coffee or relaxed Florida evenings. Recent updates include a 2017 tile roof, fresh interior paint, updated tile flooring, new baseboards, modern lighting, new kitchen sink and faucet, and updated exterior lighting. A side-entry garage, extended driveway, lawn maintenance included, and location just steps from the community pool add to the easy-living appeal. Calusa Lakes offers a guard house, tennis and pickleball courts, an 18-hole regulation-length semiprivate golf course, countless activities, and the Calusa Clubhouse restaurant available to all residents. Optional Golf Club membership is available. Ideally located near Nokomis Beach, Oscar Scherer State Park, Legacy Trail, shopping, dining, and Sarasota Memorial Hospital, this is Florida living made easy—beautifully furnished, thoughtfully updated, and ready when you are!

2104 Tocobaga Lane, Nokomis
145 Edgewood Drive, Osprey
$175,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Discover comfortable Florida living in this charming 2-bedroom, 2-bath manufactured home ideally located in Osprey’s popular Arbors community. Positioned on a spacious corner lot, this inviting residence features a bright, open layout with the living room flowing naturally into the dining area and kitchen. A standout feature is the beautifully renovated enclosed front porch, complete with hurricane-impact windows—an ideal spot for morning coffee, relaxing, or enjoying the Florida sunshine year-round. The updated light and bright kitchen adds a fresh, clean feel, while a covered one-car carport and convenient storage shed provide practical storage and parking. Residents of The Arbors enjoy an active community lifestyle with a clubhouse, swimming pool, shuffleboard courts, outdoor fitness area, and a variety of social activities. Conveniently located between Sarasota and Venice, you’re close to shopping, dining, entertainment, performing arts, and the Gulf beaches. A great opportunity to enjoy an easygoing Florida lifestyle in a welcoming Osprey community!

145 Edgewood Drive, Osprey
717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey
206 Brigantine Way Unit 206, Nokomis
$254,900
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
1112 Sunset Avenue, Nokomis
$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
Start Your Search